1-acylglycerol 22:4

A 1-monoglyceride in which the acyl group contains 22 carbons and 4 double bonds.


1-acylglycerol 22:5

A 1-monoglyceride in which the acyl group contains 22 carbons and 5 double bonds.


1-acylglycerol 22:6

A 1-monoglyceride in which the acyl group contains 22 carbons and 6 double bonds.


2-acylglycerol 16:0

A 2-monoglyceride in which the acyl group contains 16 carbons and is fully saturated.


2-acylglycerol 16:1

A 2-monoglyceride in which the acyl group contains 16 carbons and 1 double bond.


2-acylglycerol 18:0

A 2-monoglyceride in which the acyl group contains 18 carbons and is fully saturated.


2-acylglycerol 18:1

A 2-monoglyceride in which the acyl group contains 18 carbons and 1 double bond.


2-acylglycerol 18:2

A 2-monoglyceride in which the acyl group contains 18 carbons and 2 double bonds.


2-acylglycerol 20:3

A 2-monoglyceride in which the acyl group contains 20 carbons and 3 double bonds


2-acylglycerol 20:4

A 2-monoglyceride in which the acyl group contains 20 carbons and 4 double bonds.


2-acylglycerol 20:5

A 2-monoglyceride in which the acyl group contains 20 carbons and 5 double bonds.


2-acylglycerol 22:4

A 2-monoglyceride in which the acyl group contains 22 carbons and 4 double bonds.


2-acylglycerol 22:5

A 2-monoglyceride in which the acyl group contains 22 carbons and 5 double bonds.


2-acylglycerol 22:6

A 2-monoglyceride in which the acyl group contains 22 carbons and 6 double bonds.


N-acylglycine 16:0

An N-acylglycine in which the acyl group contains 16 carbons and is fully saturated.


N-acylglycine 16:1

An N-acylglycine in which the acyl group contains 16 carbons and 1 double bond.


N-acylglycine 18:0

An N-acylglycine in which the acyl group contains 18 carbons and is fully saturated.


N-acylglycine 18:1

An N-acylglycine in which the acyl group contains 18 carbons and 1 double bond.


N-acylglycine 18:2

An N-acylglycine in which the acyl group contains 18 carbons and 2 double bonds.


N-acylglycine 22:6

An N-acylglycine in which the acyl group contains 22 carbons and 6 double bonds.


N-acylethanolamine 16:0

An N-acylethanolamine in which the acyl group contains 16 carbons and is fully saturated.


N-acylethanolamine 16:1

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 16 carbons and 1 double bond.


N-acylethanolamine 18:0

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 18 carbons and is fully saturated.


N-acylethanolamine 18:1

An N-acylethanolamine in which the acyl group contains 18 carbons and 1 double bond.


N-acylethanolamine 18:2

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 18 carbons and 2 double bonds.


N-acylethanolamine 20:3

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 20 carbons and 3 double bonds.


N-acylethanolamine 20:4

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 20 carbons and 4 double bonds.


N-acylethanolamine 20:5

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 20 carbons and 5 double bonds.


N-acylethanolamine 22:4

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 22 carbons and 4 double bonds.


N-acylethanolamine 22:5

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 22 carbons and 5 double bonds.


N-acylethanolamine 22:6

A N-(long-chain-acyl)ethanolamine in which the acyl group contains 22 carbons and 6 double bonds.


N-acylserine 16:0

An N-acylserine in which the acyl group contains 16 carbons and is fully saturated.


N-acylserine 16:1

An N-acylserine in which the acyl group contains 16 carbons and 1 double bond.


N-acylserine 18:0

An N-acylserine in which the acyl group contains 18 carbons and is fully saturated.


N-acylserine 18:1

An N-acylserine in which the acyl group contains 18 carbons and 1 double bond.


N-acylserine 18:2

An N-acylserine in which the acyl group contains 18 carbons and 2 double bonds.


N-acylserine 20:4

An N-acylserine in which the acyl group contains 20 carbons and 4 double bonds.


N-acylserine 20:6

An N-acylserine in which the acyl group contains 20 carbons and 6 double bonds.


picrotoxane sesquiterpenoid

A group of sesquiterpenoids whose structure is based on a hexahydroindane skeleton, as exemplified by picrotin.


N-acylserotonin

A fatty amide resulting from the condensation of the carboxy group of a fatty acid with the primary amino group of serotonin.


A zwitterion obtained by transfer of a proton from the phosphate to the amino group of a glycerophosphoethanolamine. Positions 1 and 2 of sn-glycero-3-phospho-ethanolamine are substituted by geranylgeranyl groups.


A hydroxy monocarboxylic acid anion that is the conjugate base of all-trans-4-hydroxyretinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


volatile organic compound

Any organic compound having an initial boiling point less than or equal to 250 degreeC (482 degreeF) measured at a standard atmospheric pressure of 101.3 kPa.


HYDROMETHYLTHIONINE

A member of the class of phenothiazines that is 10H-phenothiazine in which the ring hydrogens at positions 3 and 7 have been replaced by dimethylamino groups.


PATEAMINE A

A marine macrodiolide that is isolated from the sponge Mycale hentscheli and exhibits anticancer and antiviral properties


An all-trans-4-hydroxyretinoate that is the conjugate base of (S)-all-trans-4-hydroxyretinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An oxo monocarboxylic acid anion that is the conjugate base of all-trans-4-oxoretinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


spirolaurenone

A spirocyclic sesquiterpenoid that is isolated from the red alga Laurencia glandulifera.


capsiate

A carboxylic ester obtained by formal condensation of the carboxy group of (6E)-8-methylnon-6-enoic acid with the benzylic hydroxy group of vanillyl alcohol. A non-pungent analogue of capsaicin with a similar biological profile.


A macrolide antibiotic that is 20-oxotylactone having a beta-D-mycaminosyl residue attached at position 5.


taxine B

A diterpene alkaloid and potent cardiotoxin that is found in the leaves and berries of the European yew (Taxus baccata).


filiforminol

A tricyclic sesquiterpenoid that is isolated from the Australian marine alga Laurencia filiformis.


16-oxohexadecanoic acid

An omega-oxo fatty acid derived from hexadecanoic acid.


A 2,5-dihydro-1,3-thiazole carrying carboxy-, methyl- and (2-phosphonooxy)ethylidene-substituents at positions 2, 4 and 5 respectively.


3',5'-cyclic IMP(1-)

An organophosphate oxoanion that is the conjugate base of 3',5'-cyclic IMP arising from deprotonation of the free phosphate OH group; major species at pH 7.3.


(R)-tembetarine

A tembetarine obtained by methylation of the tertiary amino function of (R)-reticuline.


A synthetic disaccharide phosphate consisting of an alpha-D-GlcNAc-(1->3)-alpha-D-GlcNAc disaccharide linked glycosidically to O-2 of D-glyceric acid and connected to a 5-aminopentyl linker via a phospho group at O-6 of the reducing-end residue. Synthesized for immobilization on microarray surfaces and conjugation to carrier proteins as a potential vaccine candidate to protect from Clostridium difficile infections.


A tetrasaccharide derivative with a dimeric structure in which two 2-O-[N-acetyl-alpha-D-glucosaminyl-(1->3)-N-acetyl-alpha-D-glucosaminyl]-D-glyceric acid units are linked via a phosphodiester bridge, the reducing-end GlcNAc residue also being connected at O-6 to a 5-aminopentyl linker via a further phosphodiester linkage.


An organic group derived from alpha-D-GlcpNAc-(1->3)-[P-6-[CH2]5NH2]-alpha-D-GlcpNAc-(1->2)-D-GroA (CHEBI:134201) in which the 5-aminopentyl linker is replaced by a 6-(pentylamino)hexanamido one. When linked to the diphtheria toxin mutant 197CRM, it shows potential as a Clostridium difficile vaccine candidate.


An organophosphate oxoanion that is the conjugate base of guanylyl-(3'->5')-cytidine, obtained by deprotonation of the phosphate group.


The D-enantiomer of 2-methylserine.


A hydroxy-amino acid that is serine which is substituted by a methyl group at position 2.


An L-alpha-amino acid residue derived from N-acetyl-alpha-D-glucosaminyl-L-tyrosine.


aporphine alkaloid

Any benzylisoquinoline alkaloid that has a structure based on 4H-dibenzo[de,g]quinoline or its 3-methyl derivative.


An organic cation that is the conjugate acid of (R)-laudanosine, obtained by protonation of the tertiary amino group; major species at pH 7.3.


An organic cation that is the conjugate acid of (R)-tetrahydropapaverine, obtained by protonation of the secondary amino group; major species at pH 7.3.


An organic cation that is the conjugate acid of (R)-glaucine, obtained by protonation of the tertiary amino group; major species at pH 7.3.


A aporphine alkaloid that is the quaternary ammonium ion obtained by methylation of the tertiary amino group of (S)-glaucine.


A ketohexose that is 1,2,4,5,6-pentahydroxyhexan-3-one having L-xylo-configuration.


An organic cation that is the conjugate acid of bulbocapnine, obtained by protonation of the tertiary amino group; major species at pH 7.3.


muricholic acids

A group of trihydroxy-5beta-cholanic acids that are the 6,7-diastereoisomers of 3alpha,6,7-trihydroxy-5beta-cholan-24-oic acid.


A aporphine alkaloid that is the quaternary ammonium ion obtained by methylation of the tertiary amino group of bulbocapnine.


decenals

A monounsaturated fatty aldehyde that is decanal which has undergone formal dehydrogenation to introduce a double bond at unspecified position.


dehydroluciferin

A member of the class of 1,3-thiazolemonocarboxylic acids that is 1,3-thiazole-4-carboxylic acid in which the hydrogen at position 2 has been replaced by a 6-hydroxy-1,3-benzothiazol-2-yl group.


A member of the class of pteridines that is lpteridine-4,7(3H,8H)-dione carrying additional amino, 1-hydroxypropyl and methyl substituents at positions 2, 6 and 8.


lucibufagin C

A defensive steroid lactone that is produced by males of the species Photinus pyralis.


A semiquinone derived from a 1,4-benzoquinone by formal addition of one hydrogen atom with its electron, or from the removal of one hydrogen atom with its electron from a hydroquinone.


A linear tetrasaccharide derivative consisting of N-acetyl-alpha-D-mannosaminyl, N-acetyl-alpha-L-fucosaminyl, N-acetyl-alpha-D-galactosaminyl and  alpha-D-galactosyl residues linked sequentially (1->3), (1->3) and (1->4), and at the reducing end linked glycosidically to a 5-aminopentyl group.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as icosanoyl (arachidoyl) and hexadecanoyl (palmitoyl) respectively.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as docosanoyl and tetradecanoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as docosanoyl and pentadecanoyl respectively.


A linear trisaccharide derivative consisting of N-acetyl-alpha-L-fucosaminyl, N-acetyl-alpha-D-galactosaminyl and alpha-D-galactosyl residues linked sequentially (1->3) and (1->4), and at the reducing end linked glycosidically to a 5-aminopentyl group.


A phosphatidylcholine 34:0 in which the 1- and 2-acyl groups are specified as icosanoyl (arachidyl) and tetradecanoyl (myristoyl) respectively.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as pentadecanoyl and docosanoyl respectively.


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (4S)-4,16-dihydroxyretinoic acid.


artemoin

A family of gamma-lactones that are isolated from the seeds of Annona atemoya.


cohibin

A family of gamma-lactones that are isolated from the seeds of Annona muricata and Annona nutans.


phosphatidic acid (16:0/18:1)

A phosphatidic acid in which one acyl group has 16 carbons and is fully saturated while the other has 18 carbons and 1 double bond.


phosphatidic acid 36:2

A phosphatidic acid in which the two acyl groups contain a total of 36 carbons and 2 double bonds.


phosphatidylethanolamine 37:0

A phosphatidylethanolamine in which the two acyl groups contain a total of 37 carbons and no double bonds.


phosphatidylethanolamine 38:5

A phosphatidylethanolamine in which the two acyl groups contain a total of 38 carbons and 5 double bonds.


phosphatidylethanolamine 39:1

A phosphatidylethanolamine in which the two acyl groups contain a total of 39 carbons and 1 double bond.


phosphatidylethanolamine 40:6

A phosphatidylethanolamine in which the two acyl groups contain a total of 40 carbons and 6 double bonds.


phosphatidylcholine 37:6

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two phosphatidyl acyl groups contain a total of 37 carbons and 6 double bonds.


phosphatidylethanolamine 40:5

A phosphatidylethanolamine in which the two acyl groups contain a total of 40 carbons and 5 double bonds.


A hydroxyglutaryl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (R)-2-hydroxyglutaric acid.


(11R)-11-hydroperoxylinoleic acid

A linoleic acid hydroperoxide in which the hydroperoxy substituent is located at position 11R.


An octadecanoid anion that is the conjugate base of (11R)-11-hydroperoxylinoleic acid arising from deprotonation of the carboxylic acid function; major species at pH 7.3.


alkanesulfonate oxoanion

An alkanesulfonate in which the carbon at position 1 is attached to R, which can represent hydrogens, a carbon chain, or other groups.


A teichoic acid consisting of 2-O-L-alanyl-4-O-substituted-D-ribitol units connected via 1->5 phosphodiester linkages.


guaiacols

Any phenol carrying an additional methoxy substituent at the ortho-position.


A guanidinium ion that is the conjugate acid of apraclonidine, obtained by protonation of the guanidino group. Major microspecies at pH 7.3.


2-(p-coumaroyl)malic acid

A carboxylic ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the hydroxy group of  malic acid.


A butan-4-olide that is gamma-valerolactone in which one of the methyl hydrogens has been replaced by a 3-sulfooxy-4-hydroxyphenyl group.


A butan-4-olide that is gamma-valerolactone in which one of the methyl hydrogens has been replaced by a 3,4,5-trihydroxyphenyl group.


lipid A (E. coli)

The glycolipid moiety of the lipopolysaccharide produced by E. coli.


lipid A(4-) (E. coli)

A lipid A(4-) obtained by deprotonation of the four phosphate OH groups of the lipid A obtained from E. coli; major species at pH 7.3.


beta-L-Ara4N-lipid A (E. coli)

A beta-L-Ara4N-lipid A that is isolated from E. coli.


beta-L-Ara4N-lipid A(2-) (E. coli)

A beta-L-Ara4N-lipid A(2-) that is obtained from E. coli.


A semisynthetic derivative obtained by alkaline hydrolysis of the macrocyclic lactone ring of brefeldin A.


alpha-(methylamino)isobutyric acid

A non-proteinogenic alpha-amino acid that is isobutyric acid in which the alpha-hydrogen has been replaced by a methylamino group.


phosphatidylethanolamine 35:1

A phosphatidylethanolamine in which the two acyl groups contain a total of 35 carbons and 1 double bond.


phosphatidylethanolamine 37:2

A phosphatidylethanolamine in which the two acyl groups contain a total of 37 carbons and 2 double bonds.


3,5-DIIODOTHYROPROPIONIC ACID

A monocarboxylic acid that is (4-hydroxy-3,5-diiodophenyl)propanoic acid in which the phenolic hydroxy group has been replaced by a 4-hydroxyphenyl group. An ionotropic analogue of L-thyroxine.


(S)-mandelamide

A mandelamide in which the stereocentre at position 2 has S-configuration


A differentiation-inducing factor that is pentaphenone bearing two chloro substituents at positions 3 and 5, two hydroxy substituents at positions 2 and 6 as well as a single methoxy substituent at position 4. A secreted, chlorinated molecule that controls cell fate during development of Dictyostelium cells.


A member of the class of pyrazoles 1-[2-(morpholin-4-yl)ethyl]pyrazole carrying an additional 3'-acetyl-1,1'-biphenyl-3-yl group at position 3. An antagonist at LRH-1.


phosphatidylcholine 35:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 35 carbons in total with 1 double bond.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 20 carbons and 3 double bonds.


keto-L-tagatose

The straight-chain keto form of L-tagatose.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 18 carbons and no double bonds.


phosphatidylcholine 15:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 15 carbons and no double bonds.


A sulfonium betaine obtained by deprotonation of the carboxy groups and protonation of the amino group of S-adenosyl-S-carboxymethyl-L-homocysteine. Major microspecies at pH 7.3


An alkyl,acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl or acyl groups at positions 1 and 2 contain a total of 16 carbons and no double bonds.


phosphatidylcholine O-13:0

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 13 carbons and no double bonds.


METHYLPHENYLSULFIDE

An aryl sulfide that is thiophenol in which the hydrogen of the thiol group has been replaced by a methyl group.


(R)-methyl phenyl sulfoxide

A (methylsulfinyl)benzene that has R configuration at the chiral sulfur.


keto-D-tagatose 6-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of keto-D-tagatose 6-phosphate; major species at pH 7.3.


keto-L-tagatose 6-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of keto-L-tagatose 6-phosphate; major species at pH 7.3.


diacylglycerol 28:2

A diglyceride in which the two acyl groups contain a total of 28 carbons and 2 double bonds.


O-succinyl-L-serine

A dicarboxylic acid monoester obtained by formal condensation of one of the carboxy groups of succinic acid with the side-chain hydroxy group of L-serine. It is an intermediate in the biosynthesis of the amino acid cysteine in fungi and bacteria.


phosphatidic acid 18:3

A phosphatidic acid in which the two acyl groups contain a total of 18 carbons and 3 double bonds.


A phenolate anion that is the conjugate base of xanthohumol, obtained by deprotonation of the 1-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


phosphatidylinositol 22:2(1-)

A 1-phosphatidyl-1D-myo-inositol(1-) in which the two acyl groups contain a total of 22 carbons and 2 double bonds.


phosphatidylethanolamine P-16:0

A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl chain at position 1 and the acyl group at position 2 contain a total of 16 carbons and no double bonds.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 18 carbons and 1 double bond.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 18 carbons and 2 double bonds.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 20 carbons and 4 double bonds.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 21 carbons and no double bonds.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain a total of 22 carbons and 4 double bonds.


phosphatidylcholine 10:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 10 carbons and no double bonds.


phosphatidylcholine 12:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 12 carbons and no double bonds.


phosphatidylcholine 13:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 13 carbons and no double bonds.


phosphatidylcholine 15:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 15 carbons and 1 double bond.


salvianolic acid B

A member of the class of 1-benzofurans that is an antioxidant and free radical scavenging compound extracted from S. miltiorrhiza


phosphatidylcholine 18:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 18 carbons and no double bonds.


phosphatidylcholine 18:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 18 carbons and 2 double bonds.


phosphatidylcholine 18:3

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 18 carbons and 3 double bonds.


METHYLPHENYLSULFOXIDE

A sulfoxide resulting from the formal oxidation of the sulfur atom of thioanisole.


A phenolate anion that is the conjugate base of xanthogalenol, obtained by deprotonation of the 1-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


A phenolate anion that is the conjugate base of 4'-O-methylxanthohumol, obtained by deprotonation of the 1-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


D-altritol

A hexitol that is hexane-1,2,3,4,5,6-hexol having (2R,3R,4S,5R) configuration; the D-enantiomer of altritol.


A monoterpene that is cyclohexene carrying methyl and isopropyl substituents at positions 1 and 4 respectively.


A 1-methyl-4-(propan-2-yl)cyclohex-1-ene that is the (S)-enantiomer of 1-p-menthene.


A member of the class of benzoic acids that is benzoic acid in which the hydrogen at position 2 has been replaced by  a 5-amino-4-cyano-1H-imidazol-1-yl group while the hydrogen at position 5 has been replaced by a 4-methylpiperazin-1-yl group.


A member of the class of benzoic acids that is benzoic acid in which the hydrogen at position 2 has been replaced by a 5-amino-4-cyano-1H-imidazol-1-yl group.


A benzenetriol that is phloroglucinol in which one of the ring hydrogens has been replaced by an acyl group.


A 2-acylphloroglucinol in which the acyl group is specified as 2-methylbutanoyl.


An aromatic ketone that is prenylphloroglucinol in which one of the two ring hydrogens has been replaced by an acyl group.


A  2-acyl-4-prenylphloroglucinol in which the acyl group is specified as 2-methylbutanoyl.


A 2-acyl-4-prenylphloroglucinol in which the acyl group is specified as 3-methylbutanoyl.


A 2-acyl-4-prenylphloroglucinol in which the acyl group is specified as isobutyryl.


A beta-bitter acid(1-) that is the conjugate base of lupulone, obtained by deprotonation of the 1-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


An alpha-amino-acid cation obtained by protonation of the imidazole ring of ergothioneine. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


deoxyhumulone

A 2-acyl-4,6-diprenylphloroglucinol in which the acyl group is specified as 3-methylbutanoyl.


A phenolate anion obtained by deprotonation of one of the phenolic hydroxy groups of any 2-acyl-4,6-diprenylphloroglucinol.


glandicoline B

An indole alkaloid with a tetracyclic skeleton that is isolated from Penicillium chrysogenum.


beta-bitter acid(1-)

An organic anion obtained by deprotonation of one of the enolic hydroxy groups of any beta-bitter acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


A beta-bitter acid(1-) that is the conjugate base of colupulone, obtained by deprotonation of one of the enolic hydroxy groups. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


name: lipid A 4'-(2-aminoethyl diphosphate) oxoanion

description: A lipid A oxoanion arising from deprotonation of the phosphate OH groups and protonation of the amino group of any lipid A 4'-(2-aminoethyl diphosphate); major species at pH 7.3.


name: lipid A 1-(2-aminoethyl diphosphate) oxoanion

description: A lipid A oxoanion arising from deprotonation of the phosphate OH groups and protonation of the amino group of lipid A 1-(2-aminoethyl diphosphate); major species at pH 7.3


A beta-bitter acid(1-) that is the conjugate base of adlupulone, obtained by deprotonation of one of the enolic hydroxy groups. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


deoxycohumulone

A 2-acyl-4,6-diprenylphloroglucinol in which the acyl group is specified as isobutyryl.


deoxyadlupulone

A 2-acyl-4,6-diprenylphloroglucinol in which the acyl group is specified as 2-methylbutanoyl.


AURAPTENE

A member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties.


A menaquinone whose side-chain contains six isoprene units in an all-trans-configuration and in which the hydrogen at position 8 on the naphthoquinone ring has been replaced by a methyl group..


A polyprenylhydroquinone that is menaquinol-6 in which the hydrogen at position 8 on the naphthoquinone ring has been replaced by a methyl group.


A member of the class of hydroxycoumarins that is umbelliferone in which the ring hydrogen at position 8 has been replaced by a geranyl group.


A member of the class of hydroxycoumarins that is esculetin in which the ring hydrogen at position 8 has been replaced by a geranyl group.


azine

An organonitrogen compound of general structure RCH=N-N=CHR or RR'C=N-N=CRR'.


allylic alcohol

An alcohol where the hydroxy group is attached to a saturated carbon atom adjacent to a double bond (R groups may be H, organyl, etc.).


homoallylic alcohol

An aliphatic alcohol where the hydroxy carbon is beta to a double bond.


tertiary amine oxide

An N-oxide where there are three organic groups bonded to the nitrogen atom.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 7alpha,12alpha-3-oxochol-4-en-24-oic acid.


octulose 8-phosphate

A ketooctose derivative that is D-glycero-D-altro-octulose carrying a single phosphate substituent at position 8.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 12alpha-hydroxy-3-oxochola-4,6-dien-24-oic acid.


2-bromocarboxylic acid

Any carboxylic acid in which the carbon bearing the carboxy group is substituted by a bromine.


A member of the class of tetracyclines with formula C22H22N2O9 that is an intermediate in the biosynthesis of oxytetracycline by Streptomyces rimosus.


A phenolate anion obtained by deprotonation of one of the phenolic hydroxy groups of any 2-acyl-4-prenylphloroglucinol.


A phenolate anion obtained by deprotonation of one of the phenolic hydroxy groups of any 2-acylphloroglucinol.


A trisaccharide consisting of beta-D-glucopyranosyl, alpha-L-rhamnopyranosyl and D-glucopyranosyl residues connected in sequence by (1->4) and (1->3) links, respectively.


A carbohydrate acid anion that results from the deprotonation of the carboxylic acid group of beta-D-Delta(4)-GlcpA-(1->4)-beta-D-Glcp-(1->4)-alpha-L-Rhap-(1->3)-D-Glcp. The major species at pH 7.3.


A phenolate anion resulting from the deprotonation is of the hydroxy group at position 4 of 3,4,6-trichlorocatechol. The major microspecies at pH 7.3.


An imidazoindole that is 9H-imidazo[1,2-a]indole which is substituted at positions 2, 3, 7, and 9 by cyano, amino, 4-methylpiperazin-1-yl, and oxo groups, respectively.


An imidazoindole that is 9H-imidazo[1,2-a]indole which is substituted at positions 2, 3, and 9 by cyano, amino, and oxo groups, respectively.


primary allylic alcohol

An allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to two hydrogens.


name: glucose 6-monomycolate (C80) (Mycobacterium phlei)

description: A mycolate ester formed by esterification of (21E)-3-hydroxy-35-[(icosan-2-yl)oxy]-35-oxo-2-pentacosylpentatriacont-21-enoic acid with the 6-OH of D-glucose; produced by Mycobacterium phlei.


secondary allylic alcohol

An allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to one other carbon and one hydrogen.


tertiary allylic alcohol

An allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to two other carbons (R4,R5 =/= H).


D-proline betaine

An amino acid betaine that is D-proline zwitterion in which both of the hydrogens attached to the nitrogen are replaced by methyl groups.


An 1,3-thiazolemonocarboxylic acid that is ADP in which one of the diphosphate hydrogens has been replaced by a 2-(2-carboxy-4-methyl-1,3-thiazol-5-yl)ethyl group.


cationic peptidyl group

An organic cationic group obtained by protonation of any peptide group; major species at pH 7.3.


glucanotrehalose

A modified linear (1->4)-alpha-D-glucan


cuprous oxide nanoparticle

An inorganic nanoparticle consisting of copper(II) oxide.


poly(styrene) nanoparticle

A nanoparticle composed of poly(styrene).


graphene nanoparticle

A nanoparticle composed of graphene.


S-anthraniloyl-L-cysteine

An L-cysteine derivative obtained by formal condensation of the carboxy group of anthranilic acid with the side-chain thiol group of L-cysteine.


prostaglandin G3

A member of the class of prostaglandins G that is 9,11-epidioxyprosta-5,13,17-trienoic acid carrying an additional hydroperoxy substituent at the 15S-position.


prostaglandin H3

A member of the class of prostaglandins H that is 9,11-epidioxyprosta-5,13,17-trienoic acid carrying an additional hydroxy substituent at the 15S-position.


An ammonium ion resulting from the protonation of the primary amino group of N-acetylcadaverine. The major microspecies at pH 7.3.


A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methione with the amino group of L-asparagine.


S-octanoyl-L-cysteine

An L-cysteine derivative obtained by formal condensation of the carboxy group of octanoic acid with the side-chain thiol group of L-cysteine.


A triacyl lipopeptide that is N-palmitoyl-Cys-Ser-Lys-Lys-Lys-Lys in which the side-chain thiol hydrogen on the Cys residue has been replaced by a 2,3-bis(palmitoyloxy)propyl group.


A tetrahydrofolyl glutamate consisting of a 10-formyltetrahydrofolyl group linked via an amide bond to a poly(gamma-glutamyl chain)


An ionic macromolecule obtained by global deprotonation of the carboxy groups of 10-formyltetrahydrofolyl-(Glu)n. Major microspecies at pH 7.3


A fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of 2-hydroxyhexacosanoyl-CoA; major species at pH 7.3.


A 5-oxo-2-furylacetic acid that is muconolactone substituted at position 5 by a chloro group.


3-oxo fatty acid

Any oxo fatty acid in which an oxo substituent is located at position 3.


10,11-dihydro-12-oxoleukotriene B4

A hydroxy polyunsaturated fatty acid that is (6Z,8E,14Z)-icosatrienoic acid carrying hydroxy and oxo substituents at positions 5 and 12 respectively.


A leukotriene with formula C23H39NO6S that results from the metabilism of leukotriene B4 by human keratinocytes.


An aminoimidazole that is 1H-imidazole which is substituted by amino groups at positions 1 and 5, and by a cyano group at position 4.


An aminoimidazole that is 5-amino-1H-imidazole which is substituted at positions 1 and 4 by aminocarbonyl and cyano groups, respectively.


An aminoimidazole that is 5-amino-1H-imidazole which is substituted at positions 1 and 4 by anilino and cyano groups, respectively.


An aminoimidazole that is 5-amino-1H-imidazole which is substituted at positions 1 and 4 by benzoyl and cyano groups, respectively.


An O-acylcarnitine in which the acyl group is specified as (4E,7E,10E,13E,16E)-docosapentaenoyl.


An O-acylcarnitine in which the acyl group is specified as (4E,7E,10E,13E,16E,19E)-docosahexaenoyl.


An organic heterohexacyclic compound that is soladulcidine carrying an acetoxy substituent at position 23


A glycosylglycerol derivative that is 1,2-ditetradecanoylglycerol in which the hydroxy hydrogen at position 3 has been replaced by a 6-sulfoquinovopyranosyl residue.


phosphatidylethanolamine 38:6

A phosphatidylethanolamine in which the two acyl groups contain a total of 38 carbons and 6 double bonds.


phosphatidylethanolamine 40:7

A phosphatidylethanolamine in which the two acyl groups contain a total of 40 carbons and 7 double bonds.


phosphatidylglycerol phosphate 34:0

A phosphatidylglycerol phosphate in which the two acyl groups contain a total of 40 carbons and no double bonds.


acetyl xylan

A xylan derivative obtained by acetylation of any xylan.


A diarylmethane in which the two aryl groups are specified as 5-methylfuran-2-yl and pyrrol-3-yl.


A member of the class of pyrrolizines that is 2,3-dihydro-1H-pyrrolizine carrying an acryloyl substituent at position 5.


A member of the class of pyrrolines that is 1-pyrroline carrying a 5-methyl-2-furanyl)methylene at position 3.


phosphatidylethanolamine 36:0

A phosphatidylethanolamine in which the two acyl groups contain a total of 36 carbons and no double bonds.


titanium(III) oxide

A titanium oxide with formula Ti2O3.


A leukotriene that is 10,11-dihydroleukotriene B4 in which two of the methyl hydrogens at position 20 have been replaced by hydroxy groups.


titanium oxides

A class containing any titanium molecular entity that is an oxide of titanium.


phosphatidylcholine 33:0

A phosphatidylcholine in which the two acyl groups contain a total of 33 carbons and no double bonds.


titanium(III) oxide nanoparticle

A nanoparticle consisting of titanium(III) oxide.


titanium oxide nanoparticle

A nanoparticle composed of any titanium oxide.


A leukotriene that is 10,11-dihydroleukotriene B4 in which the three methyl hydrogens at position 20 have been replaced by hydroxy groups.


phosphatidylethanolamine 38:7

A phosphatidylethanolamine in which the two acyl groups contain a total of 38 carbons and 7 double bonds.


10,11-dihydroleukotriene B4

A leukotriene obtained by formal dehydrogenation of the 10,11-double bond in leukotriene B4.


phosphatidylethanolamine 42:9

A phosphatidylethanolamine in which the two acyl groups contain a total of 42 carbons and 9 double bonds.


phosphatidylethanolamine 33:2

A phosphatidylethanolamine in which the two acyl groups contain a total of 33 carbons and 2 double bonds.


name: glycerol 1-monomycolate (C80) (Mycobacterium phlei)

description: A mycolate ester formed by esterification of (14E)-33-hydroxy-34-pentacosylpentatriacont-14-enedioic acid with the 1-OH of glycerol; produced by Mycobacterium phlei.


phosphatidylglycerol 38:4

A phosphatidylglycerol in which the two acyl groups contain a total of 38 carbons and 4 double bonds.


phosphatidylethanolamine 40:9

A phosphatidylethanolamine in which the two acyl groups contain a total of 40 carbons and 9 double bonds.


phosphatidylethanolamine 36:1

A phosphatidylethanolamine in which the two acyl groups contain a total of 36 carbons and 1 double bond.


A HETE that is arachidonic acid carrying a hydroxy substituent at position 10.


An N-acylsphingosine 1-phosphate in which the N-acyl group is specified as (15Z)-tetracosenoyl.


titanium(II) oxide

A titanium oxide containing approximately equal numbers of titanium and oxygen ions.


12-oxo-20-hydroxyleukotriene B4

A member of the class of leukotrienes that is leukotriene B4 in which the hydroxy group at position 12 has been oxidised to the corresponding ketone and one of the methyl hydrogens at position 20 replaced by a hydroxy group.


HMBOA beta-D-glucoside

A beta-D-glucoside derived from 2-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine.


cyclodopa 5-beta-D-glucoside

An indolyl carbohydrate that is cyclodopa in which the phenolic hydrogen at position 5 has been replaced by a beta-D-glucosyl residue.


phosphatidylethanolamine 38:0

A phosphatidylethanolamine in which the two acyl groups contain a total of 38 carbons and no double bonds.


phosphatidylcholine 35:0

A phosphatidylcholine in which the two acyl groups contain a total of 35 carbons and no double bonds.


phosphatidylserine 42:9

A 3-sn-phosphatidyl-L-serine in which the two acyl groups contain a total of 42 carbons and 9 double bonds.


glucosylceramide 42:2

A glucosylceramide in which the acyl group and the sphingoid base contain a total of 42 carbon atoms and 2 double bonds.


galactosylceramide 42:2

A galactosylceramide in which the acyl group and the sphingoid base contain a total of 42 carbon atoms and 2 double bonds.


A fructan derivative consisting of (2->6)-beta-D-fructan attached to an alpha-D-glucopyranosyl residue via a (1<->1) linkage.


An aminoimidazole that is 5-amino-1H-imidazole which is substituted at positions 1 and 4 by formyl and cyano groups, respectively.


A mycolic acid produced inter alia by Mycobacterium tuberculosis, the structure of which is heptacosanoic acid substituted at the alpha-carbon by a (14E)-33-hydroxy-1-[(icosan-2-yl)oxy]-1-oxotritriacont-14-en-33-yl chain.


L-vinylglycine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-vinylglycine; major species at pH 7.3.


Tyr-Met

A dipeptide obtained by formal condensation of the carboxy group of L-tyrosine with the amino group of L-methionine.


glucose 6-monomycolate (C36)

A mycolate ester formed by esterification of (2R,3R)-3-hydroxy-2-tetradecyldocosanoic acid with the 6-OH of beta-D-glucose.


5-methyldihydrofolic acid

A member of the class of dihydrofolic acids that is dihydrofolic acid carrying a methyl substituent at position 5.


N-acetyl-L-methionyl-L-glutamine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-glutamine.


N-acyl-alpha-aminoacyl group

A univalent carboacyl group derived from an N-acyl-alpha-amino acid.


crosatoside B

A glycosylglucose derivative that is alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranose in which the anomeric hydroxy hydrogen has been replaced by a 2-(4-hydroxyphenyl)ethyl group.


A beta-diketone that is icosane in which the methylene hydrogens at positions 6 and 8 have been replaced by oxo groups.


A beta-diketone that is icosane in which the methylene hydrogens at positions 5 and 7 have been replaced by oxo groups.


oleyl acetate

An acetate ester derived from (9Z)-octadecen-1-ol (oleic alcohol).


N-acetyl-L-methionyl-L-leucine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-leucine.


N-acetyl-L-methionyl-L-isoleucine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-isoleucine.


(Z)-icos-13-enoic acid

An icosenoic acid having a cis- double bond at position 13.


EGONOL GLUCOSIDE

A beta-D-glucoside that is egonol in which the hydroxy hydrogen has been replaced by a beta-D-glucosyl residue.


N-acetyl-L-methionyl-L-phenylalanine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-phenylalanine.


N-acetyl-L-methionyl-L-tyrosine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-tyrosine.


methyl p-tolyl sulfide

An aryl sulfide that is thioanisole in which the hydrogen at the para position has been replaced by a methyl group.


N-acetyl-L-methionyl-L-tryptophan

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-tryptophan.


tridodecylamine

A tertiary amine consisting of three dodecyl groups attached to a central nitrogen.


dimethylphosphatidylethanolamine 32:0

A glycerophosphoethanolamine that is phosphatidylethanolamine 32:0 in which the two amino hydrogens have been replaced by methyl groups


phosphatidylcholine 31:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 31 carbons and no double bonds.


monomethylphosphatidylethanolamine 36:2

A glycerophosphoethanolamine that is phosphatidylethanolamine 32:0 in which one of the amino hydrogens has been replaced by a methyl group.


N-acetyl-L-methionyl-L-alanine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-alanine.


phosphatidylglycerol 36:1

A phosphatidylglycerol in which the two acyl groups contain 36 carbon atoms and 1 double bond.


N-acetyl-L-methionyl-L-serine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-serine.


N-acetyl-L-methionyl-L-valine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-valine.


phosphatidylethanolamine 40:1

A phosphatidylethanolamine in which the two acyl groups contain 40 carbon atoms and 1 double bond.


phosphatidylcholine 37:1

A phosphatidylcholine in which the two acyl groups contain a total of 37 carbons and one double bond.


N-acetyl-L-methionyl-L-threonine

A dipeptide obtained by formal condensation of the carboxy group of N-acetyl-L-methionine with the amino group of L-threonine.


A zwitterion that is derived from 1D-3-amino-1-guanidino-1,3-dideoxy-scyllo-inositol 6-phosphate by deprotonation of the phosphate OH groups and protonation of the amino and guanidino groups.


(4R)-limonene hydroperoxide

Any peroxol formed by oxidation of the naturally occurring (4R) isomer of limonene.


(4R)-limonene 1-hydroperoxide

(4R)-Limonene hydroperoxide where the hydroperoxy group is located at position 1 of the limonene skeleton; one of the two main allergenic hydroperoxides formed by autoxidation of (4R)-limonene.


13,14-dihydro-15-oxoprostaglandin E1

A prostaglandin E obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin E1.


An organic cation obtained by protonation of the tertiary amino group of benzydamine. It is the major microspecies at pH 7.3 of benzydamine, which is a locally-acting nonsteroidal anti-inflammatory drug with additional local anaesthetic and analgesic properties.


phosphatidylcholine 37:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl groups contain a total of 37 carbons and no double bonds.


phosphatidylethanolamine 40:0

A phosphatidylethanolamine in which the two acyl groups contain 40 carbon atoms and no double bonds.


phosphatidylserine 40:9

A 3-sn-phosphatidyl-L-serine in which the two acyl groups contain a total of 40 carbons and 9 double bonds.


A phosphorus oxoanion resulting from the removal of one proton from the phosphonic acid group of tenofovir. The major microspecies at pH 7.3.


(4R)-limonene 2-hydroperoxide

(4R)-Limonene hydroperoxide where the hydroperoxy group is located at position 2 of the limonene skeleton; one of the two main allergenic hydroperoxides formed by autoxidation of (4R)-limonene.


A digalactosylceramide consisting of an alpha-D-galactosyl-(1->4)-beta-D-galactosyl moiety attached at position 1 of N-(pentacosanoyl)sphingosine via a glycosidic linkage.


A digalactosylceramide consisting of an beta-D-galactosyl-(1->4)-beta-D-galactosyl moiety attached at position 1 of N-(pentacosanoyl)sphingosine via a glycosidic linkage.


asparagoside F

A spirostanyl glycoside that is sarsasapogenin in which the hydroxy hydrogen at position 3 has been replaced by a beta-D-glucopyranosyl-(1->3)-[beta-D-xylopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->4)]-beta-D-glucopyranosyl moiety. It is isolated from Asparagus officinalis.


A prostaglandin Falpha obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin F1alpha.


prostaglandin A3

A member of the class of prostaglandins A that is prosta-5,10,13,17-tetraen-1-oic acid carrying oxo and hydroxy substituents at positions 9 and 15 respectively (the 5Z,13E,15S,17Z-stereoisomer).


prostaglandin B3

A member of the class of prostaglandins A that is prosta-5,8(12),13,17-tetraen-1-oic acid carrying oxo and hydsroxy substituents at positions 9 and 15 respectively (the 5Z,13E,15S,17Z-stereoisomer).


A organophosphonate oxoanion obtained by removal of a proton from the phosphonate group of adefovir, a nucleoside reverse transcriptase inhibitor. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


20-oxoleukotriene E4

A leukotriene that is leukotriene E4 in which the terminal methyl grop has been oxidised to the corresponding aldehyde


A organophosphonate oxoanion obtained by removal of a proton from the phosphonate group of cidofovir. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


20,20,20-trihydroxyleukotriene B4

A leukotriene that is leukotriene B4 in which the three methyl hydrogens at position 20 have been replaced by hydroxy groups.


20,20-dihydroxyleukotriene B4

A leukotriene that is leukotriene B4 in which two of the methyl hydrogens at position 20 have been replaced by hydroxy groups.


20-carboxyleukotriene E4

A leukotriene that is leukotriene E4 in which the terminal methyl grop has been oxidised to the corresponding carboxylic acid.


11,12-dihydro-12-oxoleukotriene C4

A leukotriene  that is (5S,7E,9E,14Z)-5-hydroxy-12-oxoicosa-7,9,14-trienoic acid to which a glutathionyl group is attached at position 6 via a sulfide linkage.


A leukotriene that is (5S,7E,9E,12R,14Z)-5,12-dihydroxyicosa-7,9,14-trienoic acid to which a glutathionyl group is attached at position 6 via a sulfide linkage.


12,20-dioxoleukotriene B4

A member of the class of leukotrienes that is leukotriene B4 in which the hydroxy group at position 12 has been oxidised to the corresponding ketone and the methyl group at position 20 replaced by a hydroxy group.


linalool hydroperoxide

Any peroxol formed by oxidation of the naturally occurring terpene linalool.


linalool 6-hydroperoxide

Linalool hydroperoxide where the hydroperoxy group is located at position 6 of the linalool skeleton; one of the two main allergenic hydroperoxides formed by autoxidation of linalool.


linalool 7-hydroperoxide

Linalool hydroperoxide where the hydroperoxy group is located at position 7 of the linalool skeleton; one of the two main allergenic hydroperoxides formed by autoxidation of linalool.


S-(long-chain fatty acyl)-L-cysteine

An L-cysteine derivative obtained by formal condensation of the carboxy group of any long-chain fatty acid with the side-chain thiol group of L-cysteine.


A polyprenyl phospho oligosaccharide that consists of an alpha-D-Gal-(1->3)-alpha-D-GlcNAc moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


CRISPR RNA

Small guide RNAs employed for sequence-specific interference with invading nucleic acids by bacteria.


omega-(methylthio)-2-oxocarboxylic acid

Any 2-oxo monocarboxylic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


2-(omega-methylthio)alkylmalic acid

A 2-hydroxydicarboxylic acid that is any 2-alkylmalic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


polyunsaturated dicarboxylic acid

A dicarboxylic acid having 2 or more units of unsaturation.


3-(omega-methylthio)alkylmalic acid

A 2-hydroxydicarboxylic acid that is any 3-alkylmalic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


3-(2-methylthioethyl)malic acid

A 3-(omega-methylthio)alkylmalic acid in which the 3-alkyl group is specified as 2-methylthioethyl.


2-(omega-methylthio)alkylmaleic acid

A 2-hydroxydicarboxylic acid that is any 2-alkylmaleic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


2-(2-methylthio)ethylmaleic acid

A 2-(omega-methylthio)alkylmaleic acid in which the 2-alkyl group is specified as 2-methylthioethyl.


2-(2-methylthiopropyl)maleic acid

A 2-(omega-methylthio)alkylmaleic acid in which the 2-alkyl group is specified as 3-(methylthio)propyl.


3-(3-methylthio)propylmalic acid

A 3-(omega-methylthio)alkylmalic acid in which the 3-alkyl group is specified as 3-(methylthio)propyl.


D-lyxonic acid

A lyxonic acid that has D-configuration.


An aldonolactone obtained by cyclocondensation of the carboxy group and the 4-hydroxy group of D-lyxonic acid.


N-acylphytosphingosine 1-phosphate

A ceramide 1-phosphate in which the sphingoid component is specified as phytosphingosine.


phosphatidylserine 16:0/18:1

A phosphatidylserine 34:1 in which the 1-acyl group contains 16 carbons and no double bonds while the 2-acyl group contains 18 carbons and one double bond.


oxodocosahexaenoic acid

An oxo fatty acid that consists of docosahexaenoic acid (DoHE) carrying one or more oxo substituents.


An L-proline derivative that is trans-4-hydroxy-L-proline in which the amino hydrogen has been replaced by a methyl group.


A polyunsaturated oxo fatty acid anion that is the conjugate base of 15-oxo-EDE.


A furonaphthodioxole that is 4'-demethyldeoxypodophyllotoxin which is substituted at position 4 of the C-ring by a 2-{[2-(dimethylamino)ethyl](methyl)amino}ethyl group. While structurally related to etoposide, TOP-53 is significantly more toxic to non-small cell lung cancer cells, more active at generating chromosomal breaks, and displays improved cellular uptake and pharmacokinetics in animal lung tissues.


N-pentacosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as pentacosanoyl.


A ceramide obtained by formal condensation of the carboxy group of icosanoic acid with the amino group of (4E,14Z)-sphinga-4,14-dienine.


A ceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of (4E,14Z)-sphinga-4,14-dienine.


A ceramide obtained by formal condensation of the carboxy group of tricosanoic acid with the amino group of (4E,14Z)-sphinga-4,14-dienine.


cardiolipin (18:2/18:2/18:2/18:3)

A cardiolipin in which three of the acyl groups are octadecadienoyl while the remaining one is octadecatrienoyl


cardiolipin (18:3/18:1/18:3/20:3)

A cardiolipin composed from two octadecatrienyl groups, one octadecenyl group and one icosatrieoyl group.


cardiolipin (20:2/16:1/18:1/18:3)

A cardiolipin in which the four acyl groups are specified as icosadienoyl, hexadecenoyl, octadecenoyl and octadecatrienoyl.


diacylglycerol (16:0/18:1/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C20:1 respectively.


diacylglycerol (16:0/20:1/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C18:1 respectively.


diacylglycerol (16:0/20:4/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C20:4 respectively.


diacylglycerol (16:0/22:4/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C22:4 respectively.


diacylglycerol (16:0/22:6/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C22:6 respectively.


diacylglycerol (18:0/18:1/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C18:1 respectively.


diacylglycerol (18:0/20:3/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C20:3 respectively.


diacylglycerol (18:0/20:4/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C20:4 respectively.


diacylglycerol (18:0/22:4/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C22:4 respectively.


diacylglycerol (18:0/22:5/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C22:5 respectively.


diacylglycerol (18:0/22:6/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C22:6 respectively.


diacylglycerol (18:1/0:0/18:1)

A 1,3-diglyceride in which both acyl groups contain 18 carbons and 1 double bond.


diacylglycerol (18:1/18:2/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C18:2 respectively.


diacylglycerol (18:1/20:4/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C20:4 respectively.


diacylglycerol (18:1/22:4/0:0)

A 1,2-diglyceride in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C22:4 respectively.


A 1,3-diglyceride in which both acyl groups contain 18 carbons and 2 double bonds.


An alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group contains 34 carbons and 1 double bond.


An alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group contains 38 carbons and 2 double bonds.


phosphatidylcholine 29:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and contain a total of 29 carbons and no double bonds.


A phosphatidylcholine 29:0 in which the fatty acyl groups at positions 1 and 2 are specified as tetradecanoyl and pentadecanoyl respectively


6-oxoprostaglandin E1(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 6-oxoprostaglandin E1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


phosphatidylcholine (14:0/16:1)

A phosphatidylcholine 30:1 in which the fatty acyl groups at positions 1 and 2 are specified as C14:0 and C16:1 respectively.


phosphatidylcholine (14:0/18:2)

A phosphatidylcholine 32:2 in which the fatty acyl groups at positions 1 and 2 are specified as C14:0 and C18:2 respectively.


phosphatidylcholine (14:0/18:3)

A phosphatidylcholine 32:3 in which the fatty acyl groups at positions 1 and 2 are specified as C14:0 and C18:3 respectively.


phosphatidylcholine (14:0/22:6)

A phosphatidylcholine 36:6 in which the fatty acyl groups at positions 1 and 2 are specified as C14:0 and C22:6 respectively.


(4S)-4,16-dihydroxyretinoic acid

A retinoid that is all-trans-retinoic acid which has been hydroxylated at the 4-pro-S position and at the 16 position.


A phosphatidylcholine 31:0 in which the fatty acyl groups at positions 1 and 2 are specified as pentadecanoyl and hexadecanoyl respectively


phosphatidylcholine (15:0/16:1)

A phosphatidylcholine 31:1 in which the fatty acyl groups at positions 1 and 2 are specified as C15:0 and C16:1 respectively.


phosphatidylcholine (15:0/18:1)

A phosphatidylcholine 33:1 in which the fatty acyl groups at positions 1 and 2 are specified as C15:0 and C18:1 respectively.


phosphatidylcholine (15:0/18:2)

A phosphatidylcholine 33:2 in which the fatty acyl groups at positions 1 and 2 are specified as C15:0 and C18:2 respectively.


phosphatidylcholine 33:3

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and contain a total of 33 carbons and 3 double bonds.


phosphatidylcholine (15:0/18:3)

A phosphatidylcholine 33:2 in which the fatty acyl groups at positions 1 and 2 are specified as C15:0 and C18:3 respectively.


phosphatidylcholine (15:0/20:4)

A phosphatidylcholine 35:4 in which the fatty acyl groups at positions 1 and 2 are specified as C15:0 and C20:4 respectively.


phosphatidylcholine (15:1/18:1)

A phosphatidylcholine 33:2 in which the fatty acyl groups at positions 1 and 2 are specified as C15:1 and C18:1 respectively.


phosphatidylcholine (15:1/18:2)

A phosphatidylcholine 33:3 in which the fatty acyl groups at positions 1 and 2 are specified as C15:1 and C18:2 respectively.


phosphatidylcholine (16:0/16:1)

A phosphatidylcholine 32:1 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C16:1 respectively.


phosphatidylcholine (16:0/17:1)

A phosphatidylcholine 33:1 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C17:1 respectively.


phosphatidylcholine (16:0/18:1)

A phosphatidylcholine 34:1 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C18:1 respectively.


phosphatidylcholine (16:0/18:3)

A phosphatidylcholine 34:3 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C18:3 respectively.


phosphatidylcholine (16:0/20:4)

A phosphatidylcholine 36:4 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C20:4 respectively.


phosphatidylcholine (16:0/22:5)

A phosphatidylcholine 38:5 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C22:5 respectively.


phosphatidylcholine (16:0/22:6)

A phosphatidylcholine 38:6 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C22:6 respectively.


phosphatidylcholine (16:0/23:5)

A phosphatidylcholine 39:5 in which the fatty acyl groups at positions 1 and 2 are specified as C16:0 and C23:5 respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the 1- and 2-acyl groups are specified as hexadecanoyl and 7-oxoheptanoyl respectively.


An azaspiro compound resulting from the formal fusion of position 3 of 6-chloro-oxindole with position 3 of (2R,3SS5S)-3-(3-chloro-2-fluorophenyl)-5-(2,2-dimethylpropyl)-N-[2-(morpholin-4-yl)ethyl]pyrrolidine-2-carboxamide. It is a potent inhibitor of the MDM2-p53 interaction.


A 1-acyl-2-alkyl-sn-glycero-3-phosphocholine in which the acyl and alkyl groups at positions 1 and 2 are specified as hexadecanoyl and hexadecyl respectively.


lysophosphatidylcholine (16:1/0:0)

A lysophosphatidylcholine 16:1 in which the acyl group is located at position 1.


diazepinoindole

Any organic heterotricyclic compound with a skeleton consisting of a diazepine ring fused to an indole.


TOYOCAMYCIN

An N-glycosylpyrrolopyrimidine that is tubercidin in which the hydrogen at position 5 of the pyrrolopyrimidine moiety has been replaced by a cyano group.


A member of the class of menaquinones that is menaquinone-9 in which the double bond that is second nearest to the naphthoquinone moiety has been dihydrogenated.


A polyunsaturated fatty acid that is (4Z,9E,11E,13Z,15E,19Z)-docosahexaenoic acid having an epoxy group across positions 7 and 8 as well as a hydroxy substituent at the 17S-position.


A nitrosamine that is iminodiacetone that is substituted by a nitroso group at the N-atom. It induces pancreatic ductal adenocarcinomas in Syrian golden hamsters (other rodents are not susceptible).


A tricarboxylic acid dianion obtained by deprotonation of the three carboxy groups and protonation of the secondary amino group of N-[(2S)-2-amino-2-carboxyethyl]-L-glutamic acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


staphyloferrin B

A siderophore composed from L-2,3-diaminopropionic acid, citric acid, 1,2-diaminoethane and alpha-ketoglutaric acid units.


hydroperoxyoctadecenoic acid

A octadecanoid that is any octadecenoic acid carrying a single hydroperoxy substituent (position unspecified).


methylene bis(thiocyanate)

A member of the class of thiocyanates that is methane in which two of the hycrogens have been replaced by thiocyanato groups. Used as a biocide for the control of various pathogens and algae in industrial water systems and as a fungicide for the control of surface moulds and sapstain fungi on wood.


hydroperoxyoctadecatrienoic acid

A octadecanoid that is any octadecatrienoic acid carrying a single hydroperoxy substituent (position unspecified).


An S-substituted glutathione(1-) obtained by deprotonation of the the two carboxy groups and protonation of the amino group of 2-(glutathion-S-yl)hydroquinone; major species at pH 7.3.


epoxystearic acid

An epoxy fatty acid consisting of stearic (octadecanoic) acid with a single epoxide in an unspecified position.


leukotriene C3

A leukotriene that is (5S,7E,9E,11Z)-5-hydroxyicosa-7,9,11-trienoic acid in which a glutathionyl group is attached at position 6 via a sulfide linkage.


A beta-D-glucosylceramide in which a beta-D-glucosyl residue is attached to the primary hydroxyl group of N-[omega-(linoleoyloxy)]acyl-sphing-4E-enine.


hypoglycin A

A diastereoisomeric mixture of (2S,4R)- and (2S,4S)- hypoglycin A, found in the edible part of the fruit of the Ackee, Blighia sapida (where the 2S,4R diastereoisomer is more dominant (17% d.e.) than its 2S,4S counterpart) as well as in the sycamore maple tree (Acer pseudoplatanus).


tetradecanoic-d27 acid

A C14 straight-chain saturated fatty acid where the aliphatic hydrogens have been replaced by deuterium atoms.


A beta-D-glucosylceramide in which a beta-D-glucosyl residue is attached to the primary hydroxyl group of N-[omega-(9R)-hydroperoxy-(10E,12Z)-octadecadienoyloxy]acyl-sphing-4E-enine.


A D-glucose in which the six carbon atoms have been replaced by the (13)C isotope.


A beta-D-glucosylceramide in which a beta-D-glucosyl residue is attached to the primary hydroxyl group of N-[omega-(9R,10R)-epoxy-(13R)-hydroxy-(11E)-octadecadienoyloxy]acyl-sphing-4E-enine.


leukotriene D3

A leukotriene that is (5S,7E,9E,11Z)-5-hydroxyicosa-7,9,11-trienoic acid in which an L-cysteinylglycinyl group is attached at position 6R via a sulfide linkage.


(1E,2S)-2-methylbutanal oxime

An (E)-2-methylbutanal oxime that has S configuration at position 2.


(1Z,2S)-2-methylbutanal oxime

A (Z)-2-methylbutanal oxime that has S configuration at position 2.


A 2-methylbutyronitrile that has S configuration.


L-polyhomomethionine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any L-polyhomomethionine; major species at pH 7.3.


L-dihomomethionine zwitterion

An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-dihomomethionine; major species at pH 7.3.


L-trihomomethionine zwitterion

An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-trihomomethionine; major species at pH 7.3.


L-tetrahomomethionine zwitterion

An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-tetrahomomethionine; major species at pH 7.3.


L-pentahomomethionine zwitterion

An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-pentahomomethionine; major species at pH 7.3.


L-hexahomomethionine zwitterion

An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-hexahomomethionine; major species at pH 7.3.


phosphatidylcholine (16:1/16:1)

A phosphatidylcholine 32:2 in which both the fatty acyl groups at positions 1 and 2 are specified as C16:1.


phosphatidylcholine (16:1/18:1)

A phosphatidylcholine 34:2 in which the fatty acyl groups at positions 1 and 2 are specified as C16:1 and C18:1 respectively.


phosphatidylcholine (16:1/18:2)

A phosphatidylcholine 34:3 in which the fatty acyl groups at positions 1 and 2 are specified as C16:1 and C18:2 respectively.


phosphatidylcholine (16:1/20:4)

A phosphatidylcholine 36:5 in which the fatty acyl groups at positions 1 and 2 are specified as C16:1 and C20:4 respectively.


hydroperoxy(epoxy)icosatrienoic acid

An icosanoid derived from hydroperoxidation and epoxidation across one of the double bonds of arachidonic acid.


phosphatidylcholine (16:1/20:5)

A phosphatidylcholine 36:6 in which the fatty acyl groups at positions 1 and 2 are specified as C16:1 and C20:5 respectively.


phosphatidylcholine (16:1/22:6)

A phosphatidylcholine 38:7 in which the fatty acyl groups at positions 1 and 2 are specified as C16:1 and C22:6 respectively.


phosphatidylcholine (16:2/16:0)

A phosphatidylcholine 32:2 in which the fatty acyl groups at positions 1 and 2 are specified as C16:2 and C16:0 respectively.


An icosanoid that is any icosapentaenoic acid bearing hydroxy and hydroperoxy substituents. An oxidation product of icosapentaenoic acid metabolism.


phosphatidylcholine (17:0/18:1)

A phosphatidylcholine 35:1 in which the fatty acyl groups at positions 1 and 2 are specified as C17:0 and C18:1 respectively.


phosphatidylcholine (17:0/18:2)

A phosphatidylcholine 35:2 in which the fatty acyl groups at positions 1 and 2 are specified as C17:0 and C18:2 respectively.


phosphatidylcholine 37:3

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 37 carbons in total with 3 double bonds.


phosphatidylcholine (17:0/20:3)

A phosphatidylcholine 37:3 in which the fatty acyl groups at positions 1 and 2 are specified as C17:0 and C20:3 respectively.


An oligosaccharide derivative that is a tetradecasaccharide derivative, the oligosaccharide portion of the Proteus penneri strains 7, 14 and 21 lipopolysaccharide (LPS) core region.


hydroxydocosapentaenoic acid

A docosanoid that is any docosapentaenoic acid carrying a single hydroxy substituent on its carbon chain.


An oligosaccharide derivative that is a tetradecasaccharide derivative, the oligosaccharide portion of the Proteus penneri strain 15 lipopolysaccharide (LPS) core region.


isotabtoxin

A dipeptide obtained by formal condensation of the carboxy group of (2S,5S)-5-(aminomethyl)-5-hydroxy-6-oxopiperidine-2-carboxylic acid (tabtoxinine-delta-lactam) with the amino group of L-threonine.


An oligosaccharide derivative that is a undecasaccharide derivative, the oligosaccharide portion of the Proteus penneri strain 42 lipopolysaccharide (LPS) core region.


desmethylanhydrotetracycline

A member of the class of tetracyclines that is anhydrotetracycline in which one of the methyl groups attached to the nitrogen has been replaced by hydrogen.


resolvin T1(1-)

A docosanoid anion that is the conjugate base of resolvin T1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


resolvin T2(1-)

A docosanoid anion that is the conjugate base of resolvin T2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


resolvin T3(1-)

A docosanoid anion that is the conjugate base of resolvin T3, obtained by deprotonation of the carboxy group; major species at pH 7.3.


resolvin T4(1-)

A docosanoid anion that is the conjugate base of resolvin T4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-hydroxy-L-polyhomomethioninate

An N-hydroxy-alpha-amino-acid anion obtained by deprotonation of the carboxy group of any N-hydroxy-L-polyhomomethionine; major species at pH 7.3.


A 5(),6(S)-epoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate in which the 12-hydroxy group has S-configuration.


N,N-dihydroxy-L-polyhomomethioninate

An N,N-dihydroxy-alpha-amino-acid anion obtained by deprotonation of the carboxy group of any N,N-dihydroxy-L-polyhomomethionine; major species at pH 7.3.


N-hydroxy-L-dihomomethioninate

An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-dihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N,N-dihydroxy-L-dihomomethioninate

An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-dihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-hydroxy-L-trihomomethioninate

An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-trihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N,N-dihydroxy-L-trihomomethioninate

An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-trihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-hydroxy-L-tetrahomomethioninate

An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-tetrahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N,N-dihydroxy-L-tetrahomomethioninate

An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-tetrahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-hydroxy-L-pentahomomethioninate

An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-pentahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N,N-dihydroxy-L-pentahomomethioninate

An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-pentahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-hydroxy-L-hexahomomethioninate

An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-hexahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N,N-dihydroxy-L-hexahomomethioninate

An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-hexahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


Yosprala

A mixture composed of acetylsalicylic acid (aspirin) and omeprazole (trade name Yosprala) that is used for patients who require aspirin for secondary prevention of cardiovascular and cerebrovascular events and who are at risk of developing aspirin associated gastric ulcers.


A member of the class of imines that is 2,3-dihydro-1,4-naphthoquinone imine in which the imine hydrogen has been replaced by a 3,5-dichloro-4-hydroxyphenyl group.


crisaborole

A member of the class of benzoxaboroles that is 5-hydroxy-1,3-dihydro-2,1-benzoxaborole in which the phenolic hydrogen has been replaced by a 4-cyanophenyl group. A phosphodiesterase 4 inhibitor that is used for treatment of mild to moderate atopic dermatitis in children and adults.


An oligosaccharide derivative that is a dodecasaccharide derivative, the oligosaccharide portion of the Proteus penneri strain 26 lipopolysaccharide (LPS) core region.


Troxyca ER

A mixture composed of naltrexone hydrochloride and oxycodone hydrochloride (trade name Troxyca ER) that is  specifically used for the management of pain severe enough to require daily, around-the-clock, long-term opioid treatment and for which alternative treatment options are inadequate.


An aliphatic aldoxime which is substituted at the omega position by a methylsulfanediyl group and in which the oxime moiety has E configuration.


(E)-6-(methylsulfanyl)hexanal oxime

A 6-methylthiohexanal oxime in which the oxime moiety has E configuration.


(E)-5-(methylsulfanyl)pentanal oxime

A 5-(methylsulfanyl)pentanal oxime in which the oxime moiety has E configuration.


(E)-7-(methylsulfanyl)heptanal oxime

A 7-(methylsulfanyl)heptanal oxime in which the oxime moiety has E configuration.


(E)-8-(methylsulfanyl)octanal oxime

A 8-(methylsulfanyl)octanal oxime in which the oxime moiety has E configuration.


(E)-9-(methylsulfanyl)nonanal oxime

An 8-(methylsulfanyl)nonanal oxime in which the oxime moiety has E configuration.


An organic cation that is the conjugate acid of oxycodone, obtained by protonation of the tertiary amino group of oxycodone.


rucaparib

A member of the class of azepinoindoles that is 1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one carrying additional 4-[(methylamino)methyl]phenyl and fluoro substituents at positions 2 and 8 respectively. It is an inhibitor of poly (ADP-ribose) polymerase and is used (as the camsylate salt) as monotherapy for advanced ovarian cancer and deleterious germline or somatic BRCA mutation.


acromelic acid A

A pyrrolidinecarboxylic acid that is siolated from the poisonous mushroom Clitocybe amoenolens.


azepinoindole

Any organic heterotricyclic compound with a skeleton consisting of an azepine ring fused to an indole.


androstan-3-yl hydroperoxide

An androstanoid that is androstane carrying a hyroperoxy substituent at position 3.


An oligosaccharide derivative that is a decasaccharide derivative, the oligosaccharide portion of the Proteus penneri strain 12 lipopolysaccharide (LPS) core region.


An organic cation obtained by protonation of the secondary amino function of rucaparib.


An oligosaccharide derivative that is a tridecasaccharide derivative, the oligosaccharide portion of the Proteus penneri strain 12 lipopolysaccharide (LPS) core region. The 2-amino-2-deoxy-beta-D-galacturonic acid (beta-D-GalAN) residue may or may not be present.


etimicin

An aminoglycoside antibiotic that is gentamycin C1a in which the hydrogen of the amino group at position 1 is substituted by an ethyl group. It is a fourth generation semisynthetic aminoglycoside that has antimicrobial activity against both gram-positive and gram-negative bacterial infections and also effective against aminoglycoside resistant strains.


saroglitazar

A monocarboxylic acid that is (2S)-2-ethoxy-3-(p-ethoxyphenyl)propanoic acid in which one of the methyl hydrogens of the p-ethoxy substituent has been replaced by the nitrogen of 2-methyl-5-[4-(methylthio)phenyl]-1H-pyrrole. An agonist at the subtypes alpha and gamma of the peroxisome proliferator-activated receptor (PPAR) with predominant PPARalpha activity, it is used in the treatment of type 2 diabetes.


ceftolozane

A fifth-generation cephalosporin antibiotic having (5-amino-4-{[(2-aminoethyl)carbamoyl]amino}-1-methyl-1H-pyrazol-2-ium-2-yl)methyl and [(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino side groups located at positions 3 and 7 respectively; developed for the treatment of infections with gram-negative bacteria that have become resistant to conventional antibiotics.


favipiravir

A member of the class of pyrazines that is pyrazine substituted by aminocarbonyl, hydroxy and fluoro groups at positions 2, 3 and 6, respectively. It is an anti-viral agent that inhibits RNA-dependent RNA polymerase of several RNA viruses and is approved for the treatment of influenza in Japan.


tedisamil

A member of the class of diazabicyclononanes that is (1s,5s)-3,7-diazaspiro[bicyclo[3.3.1]nonane-9,1'-cyclopentane] in which the hydrogens at positions 3 and 7 are replaced by cyclopropylmethyl groups. It is a potassium channel blocker and an antiarrhythmic agent currently currently in development for the treatment of atrial fibrillation.


pentaerythritol

A tetrol that is neopentane in which one of the methyl hydrogens of all four methyl groups are replaced by hydroxy groups. It is a chemical intermediate used in the production of explosives, plastics, paints, appliances, and cosmetics.


enbucrilate

A macromolecule composed of repeating butyl 2-cyanopropanoate units.


fenadiazole

A biaryl that is phenol which is substituted at position 2 by a 1,3,4-oxadiazol-2-yl group. Formerly used as a hypnotic drug.


methoxyphenamine

An amphetamine methylated on nitrogen and with the phenyl ring methoxylated at C-2. A beta-adrenergic receptor agonist, it is used as a bronchodilator.


capuride

An N-acylurea in which the acyl substituent is 2-ethyl-3-methylpentanoyl. A monoureide sedative, it has a duration of hypnotic effect similar to that of the short-acting barbiturates.


toloxatone

A racemate consisting of equimolar amounts of (R)- and (S)-toloxatone. It is a reversible monoamine oxidase A inhibitor and antidepressant.


clorprenaline

A racemate comprise of equimolar amounts of (R)- and (S)-clorprenaline. It is a beta2-adrenergic receptor agonist and a bronchodilator.


cycloxilic acid

A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-cicloxilic acid. It is a choleretic agent that has antilithogenic activity.


perflubutane

A fluorocarbon that is butane in which all of the hydrogens have been replaced by fluorines. Microbubbles of preflubutane are used in the ultrasound contrast agent BR14.


URACIL DIPHOSPHATE GLUCOSAMINE

A UDP-amino sugar having alpha-D-glucosamine as the amino-sugar component.


cycloguanil

A triazine in which a 1,6-dihydro-1,3,5-triazine ring is substituted at N-1 by a 4-chlorophenyl group, at C-2 and -4 by amino groups and at C-6 by gem-dimethyl groups. A dihydrofolate reductase inhibitor, it is a metabolite of the antimalarial drug proguanil.


setiptiline

A tetracyclic antidepressant that is 2,3,4,9-tetrahydro-1H-dibenzo[3,4:6,7]cyclohepta[1,2-c]pyridine carrying a methyl group at position 2. Its maleate salt is used for the treatment of depression in Japan.


pilsicainide

A secondary carboxamide resulting from the formal condensation of the amino group of 2,6-dimethylaniline with the carboxy group of (tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetic acid. It is a sodium channel blocker which is used as an antiarrhythmic drug for the management of atrial tachyarrhythmias in Japan.


taurolidine

A member of the class of thiadiazinanes that is 1,2,4-thiadiazinane 1,1-dioxide substituted by a (1,1-dioxido-1,2,4-thiadiazinan-4-yl)methyl group at position 4. It is a broad-spectrum antiseptic used as lock therapy solution in patients with long term central venous catheters for the prevention of catheter related bloodstream infections.


chlophedianol

A diarylmethane that is 2-chlorophenyl(phenyl)methane substituted on the methane carbon by a 2-(dimethylamino)ethyl group. Used in the treatment of dry cough, it suppresses the cough reflex by a direct effect on the cough centre in the medulla of the brain.


bifluranol

A racemate comprising of equimolar amounts of (2R,3S)- and (2S,3R)-bifluranol. It is an antiprostatic agent.


trans-bisulepin

The (E)-isomer of dithiadene.


neticonazole

An enamine that is ethene which is substituted at positions 1, 1, and 2 by o-pentoxyphenyl, 1H-imidazol-1-yl, and methylthio groups, respectively (the E isomer). An inhibitor of P450-dependent C-14alpha-demethylation of lanosterol (preventing conversion to ergosterol and inhibiting cell wall synthesis in fungi), it is used in Japan (generally as the corresponding hydrochloride salt) as an antifungal drug for the treatment of superficial skin infections.


propyromazine

A racemate comprising equimolar amounts of (R)- and (S)-propyromazine.


sulbactam pivoxyl

A penicillanic acid ester that results from the formal condensation of the carboxy group of sulbactam with the hydroxy group of hydroxymethyl 2,2-dimethylpropanoate. It is a prodrug of the beta-lactamase inhibitor sulbactam.


halocarban

A phenylurea that is urea substituted by 4-chlorophenyl and 4-chloro-3-trifluoromethylphenyl groups at positions 1 and 3 respectively. It is often used in deodarants and soaps on account of its anbacterial properties.


REBECCAMYCIN

An N-glycosyl compound consisting of a heteropolycyclic ring system with a glucosyl group attached to one of the indolic nitrogens.


propyphenazone

A pyrazolone derivative that is antipyrine substituted at C-4 by an isopropyl group.


fendosal

A benzoindole that is 4,5-dihydro-3H-benzo[e]indole in which the nitrogen is substituted by a 3-carboxy-4-hydroxyphenyl group. A non-narcotic analgesic and non-steroidal anti-inflammatory drug, it has greater analgesic and inflammatory responses than aspirin but with less gastrointestinal toxicity.


benzalkonium

A quaternary ammonium ion obtained by methylation of N-benzyl-N-methyldodecan-1-amine.


cefetamet

A cephalosporin compound having methyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups; a cephalosporin antibiotic active against Neisseria gonorrhoeae.


camostat

A benzoate ester resulting from the formal condensation of the carboxy group of 4-guanidinobenzoic acid with the hydroxy group of 2-(dimethylamino)-2-oxoethyl (4-hydroxyphenyl)acetate. It is a potent inhibitor of the human transmembrane protease serine 2 (TMPRSS2) and its mesylate salt is currently under investigation for its effectiveness in COVID-19 patients.


beraprost

An organic heterotricyclic compound that is (3aS,8bS)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan in which the hydrogens at positions 1R, 2R and 5 are replaced by (3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl, hydroxy and 3-carboxypropyl groups, respectively. It is a prostaglandin receptor agonist which is approved to treat pulmonary arterial hypertension in Asia.


fominoben

Any compound containing morpholine as part of its structure.


taltirelin

An oligopeptide comprising of (4S)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxylic acid, L-histidine and L-prolinamide joined in sequence by peptide linkages. It is a thyrotropin-releasing hormone (TRH) analog. Its tetrahydrate form is approved in Japan for the treatment of spinal muscular atrophy.


imidapril

A member of the class of imidazolidines that is (4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid in which the hydrogen of the imidazolidine nitrogen has been substituted by (1S)-1-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}ethyl group. It is the prodrug for imidaprilat, an ACE inhibitor used for the treatment of chronic heart failure.


pifarnine

A member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a [4-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)piperazin-1-yl]methyl group at position 5. It is an anti-ulcer agent.


ceftezole

A first-generation cephalosporin antibiotic having (1,3,4-thiadiazol-2-ylsulfanyl)methyl and [2-(1H-tetrazol-1-yl)acetamido side groups located at positions 3 and 7 respectively.


SOFALCONE

A member of the class of chalcones that is benzene in which the hydrogens at positions 1,2 and 5 are replaced by carboxymethoxy, (1E)-1-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-oxoprop-1-en-3-yl, and (3-methylbut-2-en-1-yl)oxy groups, respectively. It is a gastrointestinal drug currently used for treatment of gastritis and gastric ulcers in Japan and South Korea.


prednisolone succinate

A hemisuccinate resulting from the formal condensation of the 21-hydroxy group prednisolone with one of the carboxy groups of succinic acid. It is used to treat mild to moderate non-infectious eye allergies and inflammation, including damage caused by chemical and thermal burns.


lenampicillin

A penicillanic acid ester that is the (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester of ampicillin. It is a prodrug of ampicillin.


tafenoquine

A racemate comprising equimolar amounts of (R)- and (S)-tafenoquine.


mosapramine

A racemate comprising equimolar amounts of (R)- and (S)-mosapramine. It is a second-generation antipsychotic used for the treatment of schizophrenia.


cefteram

A cephalosporin compound having (5-methyl-2H-tetrazol-2-yl)methyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups; a third-generation cephalosporin antibiotic.


(S)-nicardipine

The S-enantiomer of nicardipine.


amrubicin

A synthetic anthracycline antibiotic with molecular formula C25H25NO9. A specific inhibitor of topoisomerase II, it is used (particularly as the hydrochloride salt) in the treatment of cancer, especially lung cancer, where it is a prodrug for the active metabolite, ambrucinol.


flomoxef

A second-generation oxacephem antibiotic in which the oxazine ring is substituted at C-3 with a hydroxyethyl-substituted tetrazolylthiomethyl group and the azetidinone ring carries 7alpha-methoxy and 7beta-{2-[(difluoromethyl)thiomethyl]acetamido} substituents.


cefminox

A second-generation cephamycin antibiotic having [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and 2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}acetamido side-groups located respectively at positions 3 and 7beta of the cephem nucleus. A broad-spectrum bactericide, it is especially effective against Gram-negative and anaerobic bacteria.


cefbuperazone

A second-generation cephamycin antibiotic having [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and {N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino side groups located at positions 3 and 7beta respectively.


efonidipine

A racemate comprising of equimolar amounts of (R)- and (S)-efonidipine. It is a antihypertensive drug and a dual T-type and L-type calcium channel blocker.


A macromolecule made up of nucleotide units and hydrolysable into certain pyrimidine or purine bases (usually adenine, cytosine, guanine, thymine, uracil), D-ribose or 2-deoxy-D-ribose and phosphoric acid with a phosphate group at the 3'-end.


demoxytocin

A heterodetic cyclic peptide that is the synthetic analog of the peptide hormone oxytocin where the free amino group in the half-cystine residue is replaced by hydrogen. The mechanism of action and pharmacological properties of demoxytocin and oxytocin are similar. The drug affects the permeability of the cell membrane, increasing the content of calcium ions in smooth muscle cells, thereby increasing its contraction. It stimulates the contraction of smooth muscles of the uterus, as well as stimulating the contraction of myoepithelial cells of the mammary gland, and enhances the secretion of milk.


lasofoxifene

A member of the class of tetralins that is 5,6,7,8-tetrahydronaphthalen-2-ol in which the hydrogens at positions 5 and 6 are replaced by 4-[2-(pyrrolidin-1-yl)ethoxy]phenyl and phenyl groups, respectively (the 5R,6S-stereoisomer). It is a selective estrogen receptor modulator indicated for the prevention and treatment of osteoporosis in post-menopausal women.


AMMONIA N-13

A (13)N-modified compound that is ammonia that has a (13)N isotope as the nitrogen atom. (13)N decays with a half-life of ten minutes to (13)C, emitting a positron. Used in diagnostic Positron Emission Tomography (PET) imaging.


gepirone

A member of the class of piperidones that is piperidine-2,6-dione substituted by a 4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl group at position 1 and two methyl groups at position 4.


(-)-methadone

A 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (R)-configuration. It is the active enantiomer of methadone and its hydrochloride salt is used to treat adults who are addicted to drugs such as heroin and morphine.


name: diethylamino hydroxybenzoyl hexyl benzoate


levomefolic acid

A 5-methyltetrahydrofolic acid that has 6S-configuration.


A 3-oxo steroid that has alpha configuration at position 5.


A linear tetrasaccharide consisting of four hydroxymethyl alpha-D-galacturonosyl residues linked sequentially (1->4). It is an antihemorrhagic agent.


afamelanotide

A polypeptide comprising of 13 amino acids which is an analogue of alpha-melanocyte stimulating hormone. It is approved as a dermatologic drug for the prevention of phototoxicity in adult patients with erythropoietic protoporphyria.


corticorelin

A corticotropin-releasing hormone from human/rat composed of Ser, Glu, Glu, Pro, Pro, Ile, Ser, Leu, Asp, Leu, Val, Phe, His, Leu, Leu, Arg, Glu, Val, Leu, Glu, Met, Ala, Arg, Ala, Glu, Gln, Leu, Ala, Gln, Gln, Ala, His, Ser, Asn, Arg, Lys, Leu, Met, Glu, Ile and Ile-NH2 residues joined in sequence.


vaniprevir

An azamacrocyclic compound that is a hepatitis C virus (HCV) NS3/4A protease inhibitor which is approved for the treatment of hepatitis C virus infections in Japan.


mirodenafil

A member of the class of pyrrolopyrimidines that is 3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one having a 5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}-2-propoxyphenyl group at positon 2, ethyl group at position 5, and a propyl group at position 7. It is a phosphodiesterase type 5 inhibitor which is used for the treatment of erectile dysfunction.


arterolane

An oxaspiro compound that is dispiro[cyclohexane-1,3'-[1,2,4]trioxolane-5',2''-tricyclo[3.3.1.1(3,7)]decane] substituted by a 2-[(2-amino-2-methylpropyl)amino]-2-oxoethyl group at position 4s. Its maleic acid salt is used as an antimalarial drug in combination with piperaquine.


(18S)-resolvin E2(1-)

An icosanoid anion that is the conjugate base of (18S)-resolvin E2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


(18S)-resolvin E1(1-)

An icosanoid anion that is the conjugate base of (18S)-resolvin E1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


phosphatidylcholine (17:0/20:4)

A phosphatidylcholine 37:4 in which the fatty acyl groups at positions 1 and 2 are specified as C17:0 and C20:4 respectively.


phosphatidylcholine (17:0/22:6)

A phosphatidylcholine 39:6 in which the fatty acyl groups at positions 1 and 2 are specified as C17:0 and C22:6 respectively.


phosphatidylcholine (17:1/18:1)

A phosphatidylcholine 35:2 in which the fatty acyl groups at positions 1 and 2 are specified as C17:1 and C18:1 respectively.


An S-substituted glutathione(1-) obtained by deprotonation of the the two carboxy groups and protonation of the amino group of any (E)-1-(glutathione-S-yl)-omega-(methylthio)alkylhydroximate; major species at pH 7.3.


phosphatidylcholine (17:1/18:2)

A phosphatidylcholine 35:3 in which the fatty acyl groups at positions 1 and 2 are specified as C17:1 and C18:2 respectively.


phosphatidylcholine (18:0/18:2)

A phosphatidylcholine 36:2 in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C18:2 respectively.


phosphatidylcholine (18:0/20:3)

A phosphatidylcholine 38:3 in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C20:3 respectively.


An aci-nitro compound resulting from the formal oxidation of the oxime nitrogen of an omega-(methylsulfany)-alkanal oxime.


phosphatidylcholine (18:0/20:4)

A phosphatidylcholine 38:4 in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C20:4 respectively.


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of 3-aci-nitropropanoic acid.


phosphatidylcholine (18:0/22:3)

A phosphatidylcholine 40:3 in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C22:3 respectively.


phosphatidylcholine (18:0/22:4)

A phosphatidylcholine 40:4 in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C22:4 respectively.


phosphatidylcholine (18:0/22:6)

A phosphatidylcholine 40:6 in which the fatty acyl groups at positions 1 and 2 are specified as C18:0 and C22:6 respectively.


phosphatidylcholine (18:1/18:2)

A phosphatidylcholine 36:3 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C18:2 respectively.


phosphatidylcholine 37:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 37 carbons in total with 2 double bonds.


phosphatidylcholine (18:1/19:1)

A phosphatidylcholine 37:2 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C19:1 respectively.


phosphatidylcholine (18:1/20:0)

A phosphatidylcholine 38:1 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C20:0 respectively.


phosphatidylcholine (18:1/20:1)

A phosphatidylcholine 38:2 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C20:1 respectively.


phosphatidylcholine (18:1/20:4)

A phosphatidylcholine 38:5 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C20:4 respectively.


phosphatidylcholine (18:1/22:1)

A phosphatidylcholine 40:2 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C22:1 respectively.


A polyprenyl glycosyl diphosphate having eleven prenyl units and with 4-O-[di(2R)-1-glycerylphosphono]--N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosamine as the glycosyl fragment.


phosphatidylcholine (18:1/22:2)

A phosphatidylcholine 40:3 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C22:2 respectively.


phosphatidylcholine (18:1/22:5)

A phosphatidylcholine 40:6 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C22:5 respectively.


phosphatidylcholine (18:1/22:6)

A phosphatidylcholine 40:7 in which the fatty acyl groups at positions 1 and 2 are specified as C18:1 and C22:6 respectively.


lysophosphatidylcholine (18:2/0:0)

A lysophosphatidylcholine 18:2 in which the acyl group is located at position 1.


lysophosphatidylcholine (20:2/0:0)

A lysophosphatidylcholine 20:2 in which the acyl group is located at position 1.


lysophosphatidylcholine (20:3/0:0)

A lysophosphatidylcholine 20:3 in which the acyl group is located at position 1.


phosphatidylcholine (18:2/18:2)

A phosphatidylcholine 36:4 in which the fatty acyl groups at positions 1 and 2 are both specified as C18:2.


phosphatidylcholine (18:2/18:3)

A phosphatidylcholine 36:5 in which the fatty acyl groups at positions 1 and 2 are specified as C18:2 and C18:3 respectively.


phosphatidylcholine (18:2/20:1)

A phosphatidylcholine 38:3 in which the fatty acyl groups at positions 1 and 2 are specified as C18:2 and C20:1 respectively.


phosphatidylcholine (18:2/20:4)

A phosphatidylcholine 38:6 in which the fatty acyl groups at positions 1 and 2 are specified as C18:2 and C20:4 respectively.


phosphatidylcholine (18:2/20:5)

A phosphatidylcholine 38:7 in which the fatty acyl groups at positions 1 and 2 are specified as C18:2 and C20:5 respectively.


phosphatidylcholine (18:2/22:4)

A phosphatidylcholine 40:6 in which the fatty acyl groups at positions 1 and 2 are specified as C18:2 and C22:4 respectively.


phosphatidylcholine (18:2/22:6)

A phosphatidylcholine 40:8 in which the fatty acyl groups at positions 1 and 2 are specified as C18:2 and C22:6 respectively.


phosphatidylcholine (18:3/22:6)

A phosphatidylcholine 40:9 in which the fatty acyl groups at positions 1 and 2 are specified as C18:3 and C22:6 respectively.


phosphatidylcholine (20:0/20:5)

A phosphatidylcholine 40:5 in which the fatty acyl groups at positions 1 and 2 are specified as C20:0 and C20:5 respectively.


phosphatidylcholine (20:1/20:4)

A phosphatidylcholine 40:5 in which the fatty acyl groups at positions 1 and 2 are specified as C20:1 and C20:4 respectively.


phosphatidylcholine (20:2/20:4)

A phosphatidylcholine 40:6 in which the fatty acyl groups at positions 1 and 2 are specified as C20:2 and C20:4 respectively.


phosphatidylcholine (20:2/22:6)

A phosphatidylcholine 42:8 in which the fatty acyl groups at positions 1 and 2 are specified as C20:2 and C22:6 respectively.


An aminoglycan consisting of a poly[(1->4)-N-acetyl-beta-D-glucosaminyl] chain attached at position 4 of N-acetyl-2-deoxy-2-amino-D-glucono-1,5-lactone via a glycosidic linkage. Chitin or cellulose lysed  by an LPMO.


phosphatidylcholine (20:3/20:4)

A phosphatidylcholine 40:7 in which the fatty acyl groups at positions 1 and 2 are specified as C20:3 and C20:4 respectively.


phosphatidylcholine 42:9

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 42 carbons in total with 9 double bonds.


3beta-hydroxysterol ester

A sterol ester obtained by formal condensation of the carboxy group of any carboxylic acid with the 3-hydroxy group of a 3beta-hydroxysterol.


phosphatidylcholine (20:3/22:6)

A phosphatidylcholine 42:9  in which the fatty acyl groups at positions 1 and 2 are specified as C20:3 and C22:6 respectively.


phosphatidylcholine (20:4/20:4)

A phosphatidylcholine 40:8 in which the fatty acyl groups at positions 1 and 2 are both specified as C20:4.


phosphatidylcholine (20:4/20:5)

A phosphatidylcholine 40:9 in which the fatty acyl groups at positions 1 and 2 are specified as C20:4 and C20:5 respectively.


phosphatidylcholine (20:4/22:1)

A phosphatidylcholine 42:5 in which the fatty acyl groups at positions 1 and 2 are specified as C20:4 and C22:1 respectively.


phosphatidylcholine (20:4/22:6)

A phosphatidylcholine 42:10 in which the fatty acyl groups at positions 1 and 2 are specified as C20:4 and C22:6 respectively.


(R)-PGA2-S-glutathione conjugate

A glutathione conjugate obtained by formal 1,4-addition of the thiol function of glutathione to the enone function of prostaglandin A2 (where the newly formed stereocentre at position 11 has R-configuration).


(S)-PGA2-S-glutathione conjugate

A glutathione conjugate obtained by formal 1,4-addition of the thiol function of glutathione to the enone function of prostaglandin A2 (where the newly formed stereocentre at position 11 has S-configuration).


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 8,9-epoxy-(5Z,11Z,14Z)-icosatrienoyl-CoA; major species at pH 7.3.


A 1-acyl-2-alkyl-sn-glycero-3-phosphocholine in which the 2-alkyl moiety can be any alk-1-enyl group.


phosphatidylcholine (20:4/P-18:1)

A 1-acyl-2-(alk-1-enyl)-sn-glycero-3-phosphocholine in which the acyl group contains 20 carbons and 4 double bonds while the alk-1-enyl group contains 18 carbons with 1 additional double bond.


4-hydroxy carboxylic acid

Any hydroxy carboxylic acid which contains a hydroxy substituent gamma to a carboxy group.


(R)-PGJ2-S-glutathione conjugate

A glutathione conjugate obtained by formal 1,4-addition of the thiol function of glutathione to the enone function of prostaglandin J2 (where the newly formed stereocentre at position 9 has R-configuration).


phosphatidylcholine 44:10

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 10 double bonds.


(S)-PGJ2-S-glutathione conjugate

A glutathione conjugate obtained by formal 1,4-addition of the thiol function of glutathione to the enone function of prostaglandin J2 (where the newly formed stereocentre at position 9 has S-configuration).


A docosanoid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying a hydroperoxy substituent at position 17S.


phosphatidylcholine (22:4/22:6)

A phosphatidylcholine 44:10 in which the fatty acyl groups at positions 1 and 2 are specified as C22:4 and C22:6 respectively.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 11,12-epoxy-(5Z,8Z,14Z)-icosatrienoyl-CoA; major species at pH 7.3.


phosphatidylcholine (22:6/22:6)

A phosphatidylcholine 44:12 in which the fatty acyl groups at positions 1 and 2 are both specified as C22:6.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoyl-CoA; major species at pH 7.3.


A hydroperoxydocosapentaenoic acid that is (4Z,7Z,10Z,13Z,15E)-docosapentaenoic acid carrying a hydroperoxy substituent at position 17S.


phosphatidylcholine (O-16:0/18:1)

A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the acyl group contains 18 carbons and 1 double bond while the alkyl group contains 16 carbons and is fully saturated.


lysophosphatidylcholine O-18:1/0:0

A lysophosphatidylcholine O-18:1 in which the alkyl group is located at position 1.


phosphatidylcholine (O-16:1/18:2)

A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the acyl group contains 18 carbons and 2 double bonds while the alkyl group contains 16 carbons and 1 double bond.


phosphatidylcholine (O-16:1/20:4)

A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the acyl group contains 20 carbons and 4 double bonds while the alkyl group contains 16 carbons and 1 double bond.


phosphatidylcholine (O-18:1/20:4)

A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the acyl group contains 20 carbons and 4 double bonds while the alkyl group contains 18 carbons and 1 double bond.


lysophosphatidylcholine P-18:1

A monoalkyl-sn-glycero-3-phosphocholine in which the alkyl group is a 1-alkenyl group containing 18 carbons and 1 additional double bond.