allyl octadecyl oxalate

A  diester obtained by the formal condensation of both the carboxy group of oxalic acid with the hydroxy groups of allyl alcohol and  stearyl alcohol respectively. Metabolite observed in cancer metabolism.


dodecamethylpentasiloxane

An  organosiloxane that is pentasiloxane in which all the hydrogens have been replaced by methyl groups. Metabolite observed in cancer metabolism.


A sulfoxide in which the S atom is substituted by a phenyl and (2,3-diphenylcyclopropyl)methyl group. Metabolite observed in cancer metabolism.


An unsaturated fatty acid anion that is the conjugate base of trans-2-dodecenoic acid obtained by deprotonation of the carboxy group; major species at pH 7.3.


trichloro(docosyl)silane

An  organosilicon compound that is docosylsilane in which the hydrogens attached to the Si atom have been replaced by chloro groups. Metabolite observed in cancer metabolism.


A long-chain alkane that is tridecane substituted by a methyl group at position 2. Metabolite observed in cancer metabolism.


A member of the class of ureas that is urea substituted by methyl groups at positions 1, 1, 3 and 3 respectively. Metabolite observed in cancer metabolism.


BENZOIC ACID VINYL ESTER

An  enoate ester obtained by the formal condensation of the carboxy group of benzoic acid with ethenol. Metabolite observed in cancer metabolism.


procainamide

A benzamide that is 4-aminobenzamide substituted on the amide N by a 2-(diethylamino)ethyl group.  It is a pharmaceutical antiarrhythmic agent used for the medical treatment of cardiac arrhythmias.


An alkane that is dodecane substituted by methyl groups at positions 2, 7 and 10.


A primary alcohol that is 1-heptanol substituted by an isopropyl group at position 2 and a methyl group at position 5.


A  thiazolidinecarboxamide that is 1,3-thiazolidine-2-carboxamide substituted by a methyl group at position 2.


bis(2-methylundecan-2-yl) disulfide

An organic disulfide that results from the formal oxidative dimerisation of 2-methylundecane-2-thiol.


A fatty alcohol that is tetradecane substituted by a hydroxy group at position 2.


An  alkane that is  undecane substituted by methyl groups at positions 4 and 6.


An ether consists of a hexane chain substituted by a methoxy and a methyl group at position 3.


N-butylformamide

A member of the class of  formamides that is  formamide substituted by a butyl group at the N atom.


A primary aliphatic amine that is ethane-1,2-diamine substituted by an isopropyl group at the N atom.


tetratetracontane

A long-chain alkane consisting of an unbranched chain of 44 carbon atoms.


A N-alkylpiperazine that is piperazine substituted by a methyl and a 2-aminoethyl group at the N atoms respectively.


organic sulfur anion

An organic anion in which the charge resides on a sulfur atom.


dithiocarbamate anions

Any organic sulfur anion resulting from the removal of a proton from any N-substituted dithiocarbamic acid.


dimethyldithiocarbamate

A member of the class of dithiocarbamate anions resulting from the removal of the proton from the dithiocarbamic acid moiety of dimethyldithiocarbamic acid. The major species at pH 7.3.


propylene 1,2-bis(dithiocarbamic acid)

A member of the class or dithiocarbamic acids resulting from the formal addition of a molecule of carbon disulfide to each of the nitrogens of propylenediamine.


propylene 1,2-bis(dithiocarbamate)

A member of the class of dithiocarbamate anions resulting from the deprotonation of both of the dithiocarbamic acid moieties of propylene 1,2-bis(dithiocarbamic acid). The major species at pH 7.3.


An L-tyrosine derivative that is L-DOPA in which the hydrogen at position 2 on the phenyl ring is replaced by a cysteinyl group. Found in the urine of patients with melanoma.


An L-tyrosine derivative that is L-DOPA in which the hydrogens at positions 2 and 5 on the phenyl ring are replaced by cysteinyl groups. Found in the urine of patients with melanoma.


A 1-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the amino to the phosphate group of 1-myristoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


procaine

A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol.


A phosphatidylethanolamine 32:1 zwitterion obtained by transfer of a proton from the amino to the phosphate group of 1-myristoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


A member of the class of benzothiazines that is 2H-1,4-benzothiazine-3-carboxylic acid bearing additional hydroxy and 2-amino-2-carboxyethyl substituents at positions 5 and 7 respectively.


trilinoleoyl 2-monolysocardiolipin

A 2-monolysocardiolipin in which all three phosphatidyl acyl groups are specified as linoleoyl.


A 2-carboxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with one of the the carboxy groups of 2-carboxytetracosanoic acid.


cholesteryl myristate

A cholesterol ester obtained by the formal condensation of the hydroxy group of cholesterol with the carboxy group of myristic acid.


A 2-carboxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with one of the the carboxy groups of 2-carboxyhexacosanoic acid.


A hydroxy fatty acid anion that is the conjugate base of (13Z,16Z,19Z,22Z)-2-hydroxyoctacosatetraenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A hydroxy fatty acid anion that is the conjugate base of (12Z,15Z,18Z,21Z,24Z)-2-hydroxytriacontapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A hydroxy fatty acid anion that is the conjugate base of (14Z,17Z,20Z,23Z,26Z)-2-hydroxydotriacontapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


monoctanoin

A rac-1-monoacylglycerol comprising equal amounts of 1-octanoyl-sn-glycerol and 3-octanoyl-sn-glycerol.


anticapsin zwitterion

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


bacilysin zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino group of bacilysin; major species at pH 7.3.


dodecanoyl-AMP

A fatty acyl-AMP that results from the formal condensation of the phosphoryl group of AMP with the carboxyl group of dodecanoic (lauric) acid.


A 2-hydroxy fatty acid anion that is the conjugate base of 2-hydroxyoctacosanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


oligomycin mixture

Any mixture comprising two or more oligomycins.


L-arginyl-L-alpha-amino acid(1+)

A dipeptide cation that is the conjugate base of any L-arginyl-L-alpha-amino acid; major species at pH 7.3.


A 2-hydroxy fatty acid anion that is the conjugate base of 2-hydroxytricosanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 1-phosphatidyl-1D-myo-inositol which has a steroyl group as the acyl group at position 2.


cholesteryl pentadecanoate

A cholesterol ester obtained by the formal condensation of  cholesterol with  pentadecanoic acid.


dapdiamide A zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide A; major species at pH 7.3.


dapdiamide B zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide B; major species at pH 7.3.


dapdiamide C zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide C; major species at pH 7.3.


cholesteryl palmitoleate

A cholesterol ester obtained by the formal condensation of  cholesterol with palmitoleic acid.


A 2-hydroxy fatty acid anion that is the conjugate base of 2-hydroxynervonic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


2-hydroxy fatty acid anion 24:1

A 2-hydroxy fatty acid anion with a chain that is composed of 24 carbons and 1 double bond (position  unspecified).


cholesteryl heptadecanoate

A cholesterol ester obtained by the formal condensation of  cholesterol with margaric acid.


torin 1

A member of the class of pyridoquinolines that is 9-(quinolin-3-yl)benzo[h][1,6]naphthyridin-2-one bearing an additional 4-(4-propionylpiperazin-1-yl)-3-(trifluoromethyl)phenyl substituent at position 1. It is a potent inhibitor of mTOR and exhibits anti-cancer properties.


(9Z)-heptadecenoic acid

A heptadecenoic acid in which the double bond is located at the 9-10 position and has Z configuration.


cholesteryl (9Z)-heptadecenoate

A cholesterol ester obtained by the formal condensation of  cholesterol with cis-9-heptadecenoic acid.


An alpha-amino-acid anion that is the conjugate base of N(3)-fumaroyl-(S)-2,3-diaminopropanoic acid; major species at pH 7.3.


An L-alpha-amino acid zwitterion that results from the transfer of a proton from the carboxylic acid group to the alpha-amino group of N(3)-fumaramoyl-(S)-2,3-diaminopropanoic acid; major species at pH 7.3.


A 2-hydroxy fatty acid anion that is the conjugate base of 2-hydroxymyristic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 2-hydroxy fatty acid anion with a chain that is composed of 18 carbons and 1 double bond (position unspecified).


SYNTHALIN

A member of the class of guanidines that is decane having guanidino groups at the 1- and 10-positions.


PROCHLORAZ

A member of the class of ureas that is 1H-imidazole-1-carboxamide substituted by a propyl and a 2-(2,4,6-trichlorophenoxy)ethyl group at the amino nitrogen atom. A fungicide active against a wide range of diseases affecting field crops, fruit, turf and vegetables.


CURCUMIN PYRAZOLE

A pyrazole obtained by cyclocodensation of the two carbonyl groups of curcumin with hydrazine.


cholesteryl linolenate

A cholesterol ester obtained by the formal condensation of  cholesterol with (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid.


A phenolate anion obtained by deprotonation of the 5-OH group of nogalaviketone. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


A member of the class of benzothiazoles bearing hydroxy and 2-amino-2-carboxyethyl substituents at positions 4 and 6 respectively.


A member of the class of benzothiazines that is 3,4-dihydro-2H-1,4-benzothiazin-3-one bearing additional hydroxy and 2-amino-2-carboxyethyl substituents at positions 5 and 7 respectively.


methyl nogalonate(1-)

A phenolate anion resulting from the removal of a proton from the phenolic hydroxy group at position 5 of methyl nogalonate. The major species at pH 7.3.


A cholesterol ester obtained by the formal condensation of  cholesterol with all-cis-icosa-8,11,14-trienoic acid.


An organosulfate oxoanion that is the conjugate base of 2-palmitoyl-3-stearoyl-2'-sulfo-alpha,alpha-trehalose arising from deprotonation of the sulfate OH group; major species at pH 7.3.


An organosulfate oxoanion that is the conjugate base of 2-palmitoyl-3,6,6'-tristearoyl-2'-sulfo-alpha,alpha-trehalose arising from deprotonation of the sulfate OH group; major species at pH 7.3.


A 2-hydroxy fatty acid anion with a chain that is composed of 20 carbons and 1 double bond (position unspecified).


prochlorperazine

A member of the class of phenothiazines that is 10H-phenothiazine having a chloro substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position.


A 2-hydroxy fatty acid anion with a chain that is composed of 22 carbons and 1 double bond (position unspecified).


cholesteryl behenate

A cholesterol ester obtained by the formal condensation of  cholesterol with  behenic acid.


An organosulfate oxoanion that is the conjugate base of 2',3'-dipalmitoyl-2-sulfo-alpha,alpha-trehalose arising from deprotonation of the sulfate OH group; major species at pH 7.3.


A 3,4-dihydro-4-hydroxyphenylpyruvate having R-configuration.


3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvate obtained by deprotonation of the carboxy group of 3-[(1E,4R)-4-hydroxycyclohex-2-en-1-ylidene]pyruvic acid; major species at pH 7.3.


A 2-oxo monocarboxylic acid anion that is the conjugate base of (3E)-3-[(1R,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene]pyruvic acid, obtained by deprotonation of the carboxy group.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]pyruvic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


L-dihydroanticapsin zwitterion

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


3-hydroxy-2,4-dioxopentyl phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 3-hydroxy-2,4-pentanedione 5-phosphate; major species at pH 7.3.


cetoniacytone A

A member of the class of cyclohexenones that is (1R,5S,6R)-4-amino-5-hydroxy-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one in which one of the amino hydrogens is replaced by an acetyl group.


A member of the class of cyclitols that is valiolone in which the stererocentre at position 5 has been inverted.


2-epi-5-epi-valiolone 7-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 2-epi-5-epi-valiolone 7-phosphate; major species at pH 7.3.


An organic cation obtained by protonation of the secondary amino group of acarbose; major species at pH 7.3.


cladoniamide derivative

Any organic heteropolycyclic compound that is derived from a cladoniamide.


cladoniamide A

An organic heterohexacyclic compound that is cladoniamide B in which the chlorine attached to the methoxy-bearing indole moiety is replaced by a hydrogen. It has been isolated from the culture broth of Streptomyces uncialis.


cladoniamide B

8a,13-dihydrobenzo[2,3]pyrrolo[3',4':5,6]indolizino[8,7-b]indole-6,8(5aH,7H)-dione which is substituted by chlorines at positions 2 and 10, hydroxy groups at positions 5a and 8a, a methoxy group at position 14, and a methyl group at position 7 (the 5aR,8aS diastereoisomer). It has been isolated from the culture broth of Streptomyces uncialis.


cladoniamide C

An organic heterohexacyclic compound that is cladoniamide B in which both of the chlorines are replaced by hydrogen. It has been isolated from the culture broth of Streptomyces uncialis.


cladoniamide D

An organic heteropentacyclic compound that is cladoniamide E in which the chlorine attached to the methoxy-bearing indole moiety is replaced by a hydrogen. It has been isolated from the culture broth of Streptomyces uncialis.


cladoniamide E

An organic heteropentacyclic compound that is 7,12-dihydro-6H-pyrido[1,2-a:3,4-b']diindole substituted by chloro groups at positions 2 and 9, a hydroxy group and an N-methyl carbamyl group at position 6, a methoxy group at position 13, and an oxo group at position 7 (the 6R stereoisomer). It is isolated from the culture broth of Streptomyces uncialis.


cladoniamide F

An organic heteropentacyclic compound that is cladoniamide G in which the chlorine attached to the methoxy-bearing indole moiety is replaced by a hydrogen. It has been isolated from the culture broth of Streptomyces uncialis.


N-tricosanoylsphingosine

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


chitotriose

An amino trisaccharide comprising of three 2-amino-2-deoxy-D-glucopyranose units joined by beta-(1->4) linkages.


An alpha-amino-acid cation that is the conjugate acid of 3-amino-L-alanine.


A N-acylsphingosine in which the ceramide N-acyl group is specified as (17Z)-hexacosenoyl.


pentacosanoate

A straight-chain saturated fatty acid anion that is the conjugate base of pentacosanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


pentacosenoate

A monounsaturated fatty acid anion with a chain that is composed of 25 carbons and 1 double bond (position unspecified).


A 2-hydroxy fatty acid anion that is the conjugate base of 2-hydroxypentacosanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 2-hydroxy fatty acid anion with a chain that is composed of 25 carbons and 1 double bond (position unspecified).


chondramide A

A chondramide that is chondramide C in which the pro-S hydrogen at position 2 of the beta-tyrosine residue is replaced by a methoxy group. It is produced by strains of the myxobacterium, Chondromyces crocatus.


chondramide B

A chondramide that is chondramide A in which the hydrogen at position 2 of the indole moiety has been replaced by a chlorine. It is produced by strains of the myxobacterium, Chondromyces crocatus.


chondramide C

A chondramide formally obtained from N-[(2S,4E,6R,7R)-7-hydroxy-2,4,6-trimethyloct-4-enoyl]-L-alanyl-Nalpha-methyl-D-tryptophanyl-beta-R-beta-tyrosine by intramolecular condensation of the alcoholic hydroxy group with the carboxy group of the beta-tyrosine residue. It is produced by strains of the myxobacterium, Chondromyces crocatus.


chondramide D

A chondramide that is chondramide C in which the hydrogen at position 2 of the indole moiety is replaced by a chlorine.  It is produced by strains of the myxobacterium, Chondromyces crocatus.


A 1,2-diacyl-sn-glycerol that has myristoyl and palmitoyl as 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol with myristoyl and palmitoleoyl as 1- and 2-acyl groups respectively.


A 2-hydroxy fatty acid anion with a chain that is composed of 26 carbons and 1 double bond (position unspecified).


A 2-hydroxy fatty acid anion with a chain that is composed of 26 carbons and 2 double bond (positions unspecified).


hexacosadienoate

A very long-chain fatty acid anion with a chain that is composed of 26 carbons and 2 double bond (positions unspecified).


tetracosadienoate

A polyunsaturated fatty acid anion composed of 24 carbons with 2 double bonds in unknown positions.


A 1,2-diacyl-sn-glycerol that has myristoyl and linoleoyl as 1- and 2-acyl groups respectively.


A 2-hydroxy fatty acid anion with a chain that is composed of 24 carbons and 2 double bond (positions unspecified).


A 1,2-diacyl-sn-glycerol that has palmitoyl and palmitoleoyl as 1- and 2-acyl groups respectively.


amylodextrin

A linear dextrin or short chained amylose (DP 20-30) that can be produced by enzymatic hydrolysis of the alpha-1,6 glycosidic bonds or debranching amylopectin.


tetralinoleoyl cardiolipin

A cardiolipin in which all four phosphatidyl acyl groups are specified as linoleoyl.


A cardiolipin in which the phosphatidyl acyl groups at positions 1, 1' and 2 are specified as linoleoyl, while that at position 2' is specified as oleoyl.


A cardiolipin in which the phosphatidyl acyl groups at positions 1, 1' and 2 are specified as linoleoyl, while that at position 2' is specified as palmitoyl.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as palmitoyl and (11Z,14Z)-eicosadienoyl respectively.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as palmitoyl and (8Z,11Z,14Z-eicosatrienoyl respectively.


phytoceramides

A phytoceramide is a ceramide where the sphingoid base is hydroxylated at position 4. These backbone bases can be 14 to 20 carbons long, either straight chain or branched. The N-linked fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. In the illustrated generalised structure, R1 = OH, OX (where X = acyl, glycosyl, phosphate, phosphonate, etc.), or H.


ceramide 1-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of any ceramide 1-phosphate.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as palmitoyl and (7Z,10Z,13Z,16Z)-docosatetraenoyl  respectively.


cleistanthins

Any of the lignans with a 9-aryl-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl glycoside skeleton originally isolated from Cleistanthus collinus, a toxic deciduous shrub. While all parts of the plant are poisonous, the leaves in particular are used as a suicide poison by young women in rural parts of southern India. Cleistanthins A and B have been particularly associated with the toxicity of the plant, with cleistanthin A being more potent than cleistanthin B.


cleistanthin B

A member of the class of cleistanthins that is cleistanthin A in which the 3,4-di-O-methyl-D-xylopyranosyl group is replaced by a beta-D-glucopyranosyl group.


cleistanthin C

A member of the class of cleistanthins that is cleistanthin A in which the hydroxy group at position 4 of the glucoside moiety has been converted to the corresponding 2,3-di-O-methyl-beta-D-xylopyranoside.


cleistanthin D

A member of the class of cleistanthins that is cleistanthin A in which the 3,4-di-O-methyl-D-xylopyranosyl group is replaced by a 2,3,4-tri-O-methyl-D-xylofuranosyl group.


sphingoid base(1+)

A cationic sphingoid obtained by protonation of the amino group of any 2-amino-1,3-dihydroxysphingoid base.


3-dehydrosphingoid base(1+)

A cationic sphingoid obtained by protonation of the amino group of any 3-dehydrosphingoid base. Major species at pH 7.3.


tetradecanoyl-AMP

A fatty acyl-AMP that results from the formal condensation of the phosphoryl group of AMP with the carboxyl group of tetradecanoic (myristic) acid.


cleistanthin derivative

Any glycoside that is a derivative of a cleistanthin.


hexadecanoyl-AMP

A fatty acyl-AMP that results from the formal condensation of the phosphoryl group of AMP with the carboxyl group of hexadecanoic (palmitic) acid.


acetyltaurine

An amino sulfonic acid that is taurine substituted by an acetyl group at the N atom.


cleistanthin E

A member of the class of cleistanthins that is cleistanthin C in which the hydroxy group at position 4 of the 2,3-di-O-methyl-beta-D-xylopyranosyl moiety has been converted to the corresponding 2,3,5-tri-O-methyl-D-xylofuranoside.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as palmitoleoyl.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as palmitoleoyl and stearoyl respectively.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as palmitoleoyl and linoleoyl respectively.


A polyprenylhydroquinone having the structure of a ubiquinol with hydroxy replacing methoxy at C-5.


A 3-demethylubiquinol in which the polyprenyl chain contains 9 prenyl units.


A ubiquinol in which the polyprenyl substituent is nonaprenyl.


A FAHFA (fatty acid ester of a hydroxy fatty acid) obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 9-hydroxyoctadecanoic acid (9-hydroxystearic acid).


FAHFA

A fatty acid ester obtained by formal condensation of the carboxy group of any fatty acid with the hydroxy group of any hydroxy fatty acid.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) in which the phosphatidyl acyl groups at postions 1 and 2 are specified as heptadecanoyl and lauroyl respectively.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) in which the phosphatidyl acyl groups at postions 1 and 2 are specified as heptadecanoyl and myristoyl respectively.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) in which the phosphatidyl acyl groups at postions 1 and 2 are specified as heptadecanoyl and stearoyl respectively.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) in which the phosphatidyl acyl groups at postions 1 and 2 are specified as heptadecanoyl and palmitoyl respectively.


A 3-demethylubiquinol in which the polyprenyl chain contains 7 prenyl units.


A ubiquinol in which the polyprenyl substituent is heptaprenyl.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as stearoyl and 8Z,11Z,14Z-icosa-8,11,14-trienoyl respectively.


5'-GACCCCUG-3' RNA fragment

An RNA fragment comprised of two guanosine, one adenosine, one uridine and four cytidine residues connected by 3'->5' phosphodiester linkages in the sequence G-A-C-C-C-C-U-G.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as stearoyl and 7Z,10Z,13Z,16Z-docosatetraenoyl respectively.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl and gondoyl respectively.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl and 8Z,11Z,14Z-eicosatrienoyl respectively.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl and 7Z,10Z,13Z,16Z-docosatetraenoyl respectively.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl and 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl respectively.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as 7Z,10Z,13Z,16Z-docosatetraenoyl.


The (13S)-stereoisomer of HOTrE.


A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted with a methoxy group at C-3 and a polyprenyl chain of unspecified length at C-5.


The hydroxybenzoate anion formed by loss of a proton from the carboxy group of 3-methoxy-4-hydroxy-5-all-trans-polyprenylbenzoic acid. The major species present at pH 7.3.


thromboxane B3

A member of the class of thromboxanes B that is (5Z,13E,17Z)-thromboxa-5,13,17-trien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15.


N-acylheptadecasphingosine

Any ceramide where the sphingoid component is specified as heptadecasphingosine.


A dihydroxybenzoic acid where the hydroxy groups are at the 4- and 5-positions together with a heptaprenyl group at the 3-position.


The (5Z,8Z,10E,14Z)-stereoisomer of 12-HETE.


HYGRINE

A methyl ketone that is acetone in which one of the hydrogens is replaced by a 1-methylpyrrolidin-2-yl group.


rac-hygrine

A racemate comprising equimolar amounts of hygrine and (--hygrine.


A 3,4-dihydroxy-5-polyprenylbenzoate in which the polyprenyl chain contains 7 prenyl units; major species at pH 7.3.


A dihydroxybenzoic acid where the hydroxy groups are at the 4- and 5-positions together with a octaprenyl group at the 3-position.


A 3,4-dihydroxy-5-polyprenylbenzoate in which the polyprenyl chain contains 8 prenyl units; major species at pH 7.3.


A 3-methoxy-4-hydroxy-5-all-trans-polyprenylbenzoic acid in which the polyprenyl component is specified as heptaprenyl.


A 3-methoxy-4-hydroxy-5-all-trans-polyprenylbenzoate in which the polyprenyl component is specified as heptaprenyl.


A 3-methoxy-4-hydroxy-5-all-trans-polyprenylbenzoic acid in which the polyprenyl component is specified as octaprenyl.


A 3-methoxy-4-hydroxy-5-all-trans-polyprenylbenzoate in which the polyprenyl component is specified as octaprenyl.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 5-hydroxystearic acid.


A  triacyl-sn-glycerol in which the acyl groups at positions 1, 2 and 3 are specified as oleoyl, linoleoyl and linoleoyl respectively.


A monocarboxylic acid amide that is tetradecanamide substituted by an oxo group at position 3 and a (3S)-2-oxotetrahydrofuran-3-yl group at the N atom.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 10-hydroxystearic acid.


A 3-sn-phosphatidyl-L-serine(1-) that is the conjugate base of 1-heptadecanoyl-2-arachidonoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.


A 1-acyl-sn-glycero-3-phosphoserine(1-) that is the conjugate base of 1-heptadecanoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.


5'-CGUUCGCG-3' RNA fragment

An RNA fragment comprised of three cytidine, three guanosine and two uridine residues connected by 3'->5' phosphodiester linkages in the sequence C-G-U-U-C-G-C-G.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 11-hydroxystearic acid.


A lysophosphatidylcholine with defined stereochemistry where the position of the acyl group is unknown.


A phosphatidylserine 36:2(1-) that is the conjugate base of 1-stearoyl-2-linoleoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.


A 1-acyl-sn-glycero-3-phosphoserine(1-) that is the conjugate base of 1-stearoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 12-hydroxystearic acid.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 13-hydroxystearic acid.


A phosphatidylcholine 37:4 in which the acyl substituents at positions 1 and 2 are specified as heptadecanoyl and arachidonoyl respectively.


A phosphatidylglycerol(1-) that is the conjugate base of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol obtained by deprotonation of the phosphate OH group; major species at pH 7.3.


An alkylglycerol that is any 1-alkyl-sn-glycerol bearing an additional methyl substituent at position 2.


A glycerol ether that is any 1-alkyl-3-acyl-sn-glycerol bearing an additional methyl substituent at position 2.


A 1-acylglycero-3-phospho-1'-glycerol(1-) in which the 1-acyl substituent is specified as hexadecanoyl; major species at pH 7.3.


A N-hexacosenoylsphingosine-1-phosphocholine consisting of sphingosine as the sphingoid base acylated at the N atom by a (17Z)-hexacosenoyl group.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 7-hydroxystearic acid.


procyclidine

A tertiary alcohol that consists of propan-1-ol substituted by a cyclohexyl and a phenyl group at position 1 and a pyrrolidin-1-yl group at position 3.


An RNA fragment comprised of six cytidine, seven guanosine, seven adenosine and five uridine residues connected by 3'->5' phosphodiester linkages in the sequence C-G-A-A-A-G-U-C-C-G-A-U-C-G-G-C-G-U-A-A-U-G-U-C-A.


N,O-diacylethanolamine

Any carboxamide obtained by acylation of both the amino and hydroxy functions of ethanolamine.


An RNA fragment comprised of seven guanosine, five uridine, eight cytidine and four adenosine residues connected by 3'->5' phosphodiester linkages in the sequence G-U-U-U-G-G-C-G-A-C-G-U-C-C-C-A-C-A-U-G-A-G-C-C.


Any 1-O-acyl-N-acylsphingosine in which the N-acyl group is specified as acetyl.


A sphingomyelin d18:1 in which the acyl group specified is heneicosanoyl.


A sphingomyelin d18:1 in whihc the acyl group specified is nonadecanoyl.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 8-hydroxystearic acid.


A N-octadecenolsphingosine-1-phosphocholine in which the acyl group specified is 9Z-octadecenoyl.


A sphingomyelin d18:1 in which the acyl group specified is heptadecanoyl.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at positions 1 and 2 are specified as heptadecanoyl and arachidonoyl respectively.


A 1-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the amino to the phosphate group of 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


A 4-hydroxy-3-polyprenylbenzoate in which the polyprenyl chain contains 6 prenyl units; major species at pH 7.3.


(omega-1)-ethyl fatty acid anion

A fatty acid anion where the last 2 carbons (omega and omega-1) form an ethyl end. Formula:C3H5O2R


A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted at position 3 by a heptaprenyl group.


A N-acylsphinganine-1-phosphocholine in which the acyl group specified is tetracosanoyl.


A 4-hydroxy-3-polyprenylbenzoate in which the polyprenyl chain contains 7 prenyl units; major species at pH 7.3.


(omega-1)-hydroxy fatty acid anion

A hydroxy fatty acid anion obtained by deprotonation of the carboxy group of any (omega-1)-hydroxy fatty acid; major species at pH 7.3.


poly(cytidylic acid)

A polynucleotide comprised of cytidine units connected via 3'->5' phosphodiester linkages.


A benzylisoquinoline alkaloid that is berbamunine in which the  methyl group is replaced with a hydrogen on one of the tetrahydroisoquinolinol rings.


procymidone

An azabicycloalkane that is 1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione in which the amino hydrogen is replaced by a 3,5-dichlorophenyl group. A fungicide widely used in horticulture as a seed dressing, pre-harvest spray or post-harvest dip for the control of various diseases.


varenicline

An organic heterotetracyclic compound that acts as a partial agonist for nicotinic cholinergic receptors and is used (in the form of its tartate salt) as an aid to giving up smoking.


A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted at position 3 by a nonaprenyl group.


A 4-hydroxy-3-polyprenylbenzoate in which the polyprenyl chain contains 9 prenyl units; major species at pH 7.3.


A 4-hydroxy-3-polyprenylbenzoate in which the polyprenyl chain contains 10 prenyl units; major species at pH 7.3.


A N-acylsphinganine-1-phosphocholine in which the acyl group specified is heptadecanoyl.


A sphingoid 1-phosphate that is hexadecasphing-4-enine substituted by a phospho group at position 1.


A 3-sn-phosphatidyl L-serine in which the phosphatidyl acyl groups at positions 1 and 2 are stearoyl and 7Z,10Z,13Z,16Z-docosatetraenoyl respectively.


An organic cation obtained by protonation of the secondary amino group of varenicline.


A member of the class of 2-polyprenylphenol in which the polyprenyl component is specified as heptaprenyl.


A member of the class of 2-polyprenylphenol in which the polyprenyl component is specified as nonaprenyl.


A member of the class of 2-polyprenylphenol in which the polyprenyl component is specified as decaprenyl.


A 3-sn-phosphatidyl L-serine in which the phosphatidyl acyl groups at positions 1 and 2 are stearoyl and (8Z,11Z,14Z)-eicosatrienoyl group respectively.


A 3-sn-phosphatidyl L-serine in which the phosphatidyl acyl groups at positions 1 and 2 are stearoyl and (9Z,12Z)-octadecadienoyl respectively.


A 1-acyl-sn-glycero-3-phosphoglycero(1-) in which the 1-acyl substituent is specified as oleoyl; major species at pH 7.3.


A glycerophosphoglycerol(1-) obtained by deprotonation of the phosphate OH group of sn-glycero-3-phosphoglycerol; major species at pH 7.3.


A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-heptaprenyl moiety.


A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-nonaprenyl moiety.


A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-decaprenyl moiety.


PHOSPHATIDYL SERINE

A 3-sn-phosphatidyl L-serine in which the phosphatidyl acyl group at both positions 1 and 2 is stearoyl.


proflavine

An aminoacridine that is acridine that is substituted by amino groups at positions 3 and 6. A slow-acting bacteriostat that is effective against many Gram-positive bacteria (but ineffective against spores), its salts were formerly used for treatment of burns and infected wounds.


A 3-sn-phosphatidyl L-serine in which the phosphatidyl acyl groups at positions 1 and 2 are palmitoyl and stearoyl respectively.


A 2-methoxy-6-(all-trans-polyprenyl)phenol in which the polyprenyl component is specified as all-trans-heptaprenyl.


A 2-methoxy-6-(all-trans-polyprenyl)phenol in which the polyprenyl component is specified as all-trans-nonaprenyl.


A 3-sn-phosphatidyl L-serine in which the phosphatidyl acyl groups at both positions 1 and 2 are specified as hexadecanoyl (palmitoyl).


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) in which both acyl groups are specified as (9E)-octadecenoyl.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) in which  acyl groups at positions 1 and 2 are specified as palmitoyl and arachidonoyl respectively.


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alkenyl and acyl groups are specified as (1Z)-hexadecenyl and arachidonoyl respectively.


A 2-methoxy-6-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-heptaprenyl.


A 2-methoxy-6-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-nonaprenyl.


A 6-methoxy-3-methyl-2-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-heptaprenyl.


A 6-methoxy-3-methyl-2-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-nonaprenyl.


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alkenyl and acyl groups are specified as (1Z)-hexadecenyl and linoleoyl respectively.


1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alkyl and the acyl groups at positions 1 and 2 are specified as (1Z)-hexadecenyl and oleoyl respectively.


A 1-alkyl-2-acyl-sn-glycero-3-phosphoethanolamine in which the alkyl and the acyl groups at positions 1 and 2 are specified as eicosyl and linolenyl respectively.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of six isoprenoid units.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of dTDP-4-dehydro-2,6-dideoxy-alpha-D-glucose; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which both the acyl groups specified is (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl.


A 2-demethylmenaquinol having a side chain composed of six isoprenoid units.


A xi-progoitrin(1-) that is the conjugate base of progoitrin.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of dTDP-3,4-didehydro-2,6-dideoxy-alpha-D-glucose; major species at pH 7.3.


A menaquinol having a side chain composed of nine isoprenoid units.


A 2-demethylmenaquinol having a side chain composed of nine isoprenoid units.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups at positions 1 and 2 are specified as stearoyl and linoleoyl respectively.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of ten isoprenoid units.


A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of ten isoprenoid units.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of eleven isoprenoid units.


A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of eleven isoprenoid units.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups specified at position 1 and 2 are palmitoyl and (7Z,10Z,13Z,16Z)-docosatetraenoyl respectively.


proguanil

A biguanide compound which has isopropyl and p-chlorophenyl substituents on the terminal N atoms. A prophylactic antimalarial drug, it works by inhibiting the enzyme dihydrofolate reductase, which is involved in the reproduction of the malaria parasites Plasmodium falciparum and P. vivax within the red blood cells.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of twelve isoprenoid units.


A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of twelve isoprenoid units.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of thirteen isoprenoid units.


A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of thirteen isoprenoid units.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3,5-dihydroxyphenylacetyl-CoA; major species at pH 7.3.


A  1-(Z)-alk-1-enyl-2-acyl-sn-glycero-3-phosphocholine in which the alk-1-enyl and acyl groups are specified as (1Z)-octadecenyl and linoleoyl (9Z,12Z-octadecadienoyl) respectively.


A 1-(Z)-alk-1-enyl-2-acyl-sn-glycero-3-phosphocholine in which the alk-1-enyl and acyl groups are specified as (1Z)-hexadecenyl  and (9Z,12Z)-octadecadienoyl respectively.


The organophosphate oxoanion formed by proton loss from each of the phospho groups of dihydrogen 4-O-(2-acetamido-2-deoxy-alpha-D-glucosylphospho)-2-acetamido-2-deoxy-alpha-D-glucosyl 3-aminopropyl phosphate


A member of the class of dinitroanisoles that is 2-nitroanisole in which the hydrogen para to the methoxy group is replaced by a second nitro group.


An amino sugar phosphate that is 4-O-(N-acetyl-alpha-D-glucosaminylphospho)-N-acetyl-alpha-D-glucosamine linked glycosidically to a (3-aminopropoxy)(hydroxy)phosphoryl group.


A 1-(Z)-alk-1-enyl-2-acyl-sn-glycero-3-phosphocholine in which the alk-1-enyl and acyl groups are specified as (1Z)-hexadecenyl and (9Z)-hexadecenoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups specified at positions 1 and 2 are (9Z,12Z)-octadecadienoyl and (5Z,8Z,11Z,14Z)-icosatetraenoyl respectively.


A phosphatidylcholine 40:4 in which the two acyl substituents at positions 1 and 2 are specified as stearoyl and (7Z,10Z,13Z,16Z)-docosatetraenoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl substituents at positions 1 and 2 are specified as heptadecanoyl and (9Z,12Z)-octadecadienoyl respectively


A phosphatidylcholine 34:3 in which the acyl groups specified at positions 1 and 2 are palmitoleoyl and linoleoyl respectively.


The organophosphate oxoanion formed by proton loss from each of the phospho groups of 4-O-[4-O-(2-acetamido-2-deoxy-alpha-D-glucosylphospho)-2-acetamido-2-deoxy-alpha-D-glucosylphospho]-2-acetamido-2-deoxy-alpha-D-glucosyl 3-aminopropyl phosphate.


An amino sugar phosphate that is 4-O-[4-O-(N-acetyl-alpha-D-glucosaminylphospho)-N-acetyl-alpha-D-glucosaminylphospho]-N-acetyl-alpha-D-glucosamine linked glycosidically to a (3-aminopropoxy)(hydroxy)phosphoryl group.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups specified at positions 1 and 2 are palmitoleoyl and stearoyl respectively.


rifamycin SV(1-)

A phenolate anion obtained by deprotonation of the 5-hydroxy group of rifamycin SV. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


27-O-demethylrifamycin SV(1-)

A phenolate anion obtained by deprotonation of the 5-hydroxy group of 27-O-demethylrifamycin SV. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


A  phosphatidylcholine 38:4  in which the acyl groups at positions 1 and 2 are hexadecanoyl and (7Z,10Z,13Z,16Z)-docosatetraenoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups specified at positions 1 and 2 are palmitoyl and (11Z,14Z)-eicosadienoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups specified at positions 1 and 2 are palmitoyl and (11Z)-eicosenoyl respectively.


A cholestenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (25S)-3beta-hydroxy-5-cholesten-26-oic acid.


A  phosphatidylcholine 33:1 in which the acyl groups specified at positions 1 and 2 are palmitoyl and (9Z)-heptadecenoyl respectively.


A phosphatidylcholine 30:1 in which the acyl groups at positions 1 and 2 are myristoyl and palmitoleoyl respectively.


A dioxo monocarboxylic acid that consists of hydrindane bearing oxo and hydroxy substituents at positions 1 and 5 respectively as well as a 2-carboxyethyl substituent at position 4 (the 3aS,4S,5R,7aS diastereomer).


dinitroanisoles

Any member of the class of nitroanisoles in which the anisole ring is substituted by two nitro groups.


A 1-monolysocardiolipin in which the remaining phosphatidyl acyl groups at positions 1, 2 and 2' are specified as linoleoyl.


SCHIZOKINEN

A hydroxamic acid resulting from the formal condensation of the primary amino group of N-(3-aminopropyl)-N-hydroxyacetamide (2 mol eq.) with the carboxy groups at positions 1 and 3 of citric acid. It is a siderophore produced by Bacillus megaterium and Anabaena species.


A 2-monolysocardiolipinin which the remaining phosphatidyl acyl groups at positions 1 and 1' are specified as linoleoyl while that at position 2' is  specified as oleoyl.


A 3-oxo-fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxodotriacontanoic acid (3-oxolacceroic acid).


vibrioferrin

A tricarboxylic acid that is citric acid in which the pro-R carboxy group has been esterified with the primary hydroxy group of 2-hydroxy-1-{(2S)-1-[(2-hydroxyethyl)amino]-1-oxopropan-2-yl}-5-oxoproline. It is a siderophore isolated from bacteria closely associated or symbiotic with toxic, bloom-forming dinoflagellates.


furoquinoline

An organic heterotricyclic compound consisting of a furan ring ortho-fused to a quinoline.


2,3-saturated fatty aldehyde

Any fatty aldehyde that is saturated at positions 2 and 3.


trans-2,3-unsaturated fatty aldehyde

A fatty aldehyde with a trans-double bond at carbon 2.


mitomycin A(1-)

An organic anion obtained by removal of the acidic proton from position 8 of mitomycin A. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


promazine

A phenothiazine deriative in which the phenothiazine tricycle has a 3-(dimethylaminopropyl) group at the N-10 position.


mitomycin B(1-)

An organic anion obtained by removal of the acidic proton from position 8 of mitomycin B. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


7-demethylmitomycin B(1-)

An organic anion obtained by removal of the acidic proton from position 8 of 7-demethylmitomycin B.


7-demethylmitomycin A(1-)

An organic anion obtained by removal of the acidic proton from position 8 of 7-demethylmitomycin A.


An RNA fragment comprised of six guanosine, seven adenosine, seven uridine and seven cytidine residues connected by 3'->5' phosphodiester linkages in the sequence G-A-U-A-U-A-C-A-C-G-C-A-U-A-U-C-A-G-C-G-U-U-C-G-C-G-U.


An RNA fragment comprised of four guanosine, eleven adenosine, two uridine and five cytidine residues connected by 3'->5' phosphodiester linkages in the sequence A-G-G-C-A-A-U-A-A-A-A-C-A-C-G-A-C-C-W-U-A-A-U-G.


An RNA fragment comprised of five guanosine, eight adenosine, seven uridine and five cytidine residues connected by 3'->5' phosphodiester linkages in the sequence C-U-G-C-G-A-U-U-U-U-A-A-A-G-A-C-C-U-A-G-A-G-U-A-C.


U1 small nuclear RNA

The small nuclear RNA (snRNA) that is a component of U1 snRNP (small nuclear ribonucleoprotein), an RNA-protein complex that combines with other snRNPs, unmodified pre-mRNA, and various other proteins to assemble a spliceosome, a large RNA-protein molecular complex upon which splicing of pre-mRNA occurs.


A 3',5'-cyclic purine nucleotide obtained by oxygenation of the nitrogen at position 1 on the purine fragment of 3',5'-cyclic AMP.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the hydrogen at position 2 on the purine fragment is replaced by a dimethylamino group.


all-trans-dodecaprenyl diphosphate

An all-trans-polyprenyl diphosphate composed from twelve isoprenyl units.


all-trans-tridecaprenyl diphosphate

An all-trans-polyprenyl diphosphate composed from thirteen isoprenyl units.


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-[(3aS,4S,5R,7aS)-5-hydroxy-7a-methyl-1-oxo-octahydroinden-4-yl]propanoic acid.


all-trans-dodecaprenyl diphosphate(3-)

An all-trans-polyprenyl diphosphate(3-) arising from deprotonation of the diphosphate OH groups of all-trans-dodecaprenyl diphosphate; major species at pH 7.3.


all-trans-tridecaprenyl diphosphate(3-)

An all-trans-polyprenyl diphosphate(3-) arising from deprotonation of the diphosphate OH groups of all-trans-tridecaprenyl diphosphate; major species at pH 7.3.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the hydrogen at position 2 on the purine fragment is replaced by a 6-aminohexylamino group


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the exocyclic amino group on the purine fragment is carrying a butyryl substituent.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the exocyclic amino group on the purine fragment is carrying a 6-aminohexyl substituent.


A nucleoside 3',5'-cyclic phosphate that is cAMP in which the nitrogen atom at position 7 on the purine fragment is replaced by a methine (C-H) group.


A nucleoside 3',5'-cyclic phosphate that is cAMP in which the methine (C-H) group at position 8 on the purine fragment is replaced by nitrogen.


promethazine

A  tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety.


A nucleoside 3',5'-cyclic phosphate that is cAMP in which the aza methine (C-H) group at positions 7 and 8 on the purine fragment are transposed.


A nucleoside 3',5'-cyclic phosphate that is 7-deaza-cAMP substituted at position 8 by a chloro group.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the hydrogen at position 2 on the purine fragment is replaced by a 4-chlorophenylthio group.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the hydrogen at position 2 on the purine fragment is replaced by a 6-aminohexylamino group.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the hydrogen at position 2 on the purine fragment is replaced by a 6-aminohexylthio group.


(Sp)-cAMPS

A nucleoside 3',5'-cyclic phosphorothioate having adenine as the nucleobase (the Sp-stereoisomer).


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxo-23,24-bisnorchol-4-en-22-oic acid.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxy-9-oxo-9,10-seco-23,24-bisnorchola-1,3,5(10)-trien-22-oic acid.


A nucleoside 3',5'-cyclic phosphorothioate having 8-bromoadenine as the nucleobase (the Sp-stereoisomer).


A nucleoside 3',5'-cyclic phosphorothioate having 8-bromo-7-deazaadenine as the nucleobase (the Sp-stereoisomer).


A nucleoside 3',5'-cyclic phosphorothioate having 7-bromo-7-deazaadenine as the nucleobase (the Sp-stereoisomer).


Rp-cAMPS

A nucleoside 3',5'-cyclic phosphorothioate having adenine as the nucleobase (the Rp-stereoisomer).


A nucleoside 3',5'-cyclic phosphorothioate having 8-bromo-7-deazaadenine as the nucleobase (the Rp-stereoisomer).


A nucleoside 3',5'-cyclic phosphorothioate having 7-deazaadenine as the nucleobase (the Rp-stereoisomer).


A nucleoside 3',5'-cyclic phosphorothioate having 7-bromo-7-deazaadenine as the nucleobase (the Rp-stereoisomer).


cPuMP

A nucleoside 3',5'-cyclic phosphate that is 3',5'-cyclic AMP in which the exocyclic amino group on the purine fragment is replaced by hydrogen


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the exocylic amino hydrogens on the purine fragment are replaced by methyl groups.


A 3',5'-cyclic purine nucleotide having 2-aminopurine as the nucleobase.


A tricarboxylic acid trianion resulting from the deprotonation of all three carboxy groups of vibrioferrin. The major species at pH 7.3.


A 3',5'-cyclic purine nucleotide having 1-methylguanine as the nucleobase.


O-tetradecanoyl-L-carnitine

An O-acyl-L-carnitine in which the acyl group is specified as myristoyl (tetradecanoyl).


A 3',5'-cyclic purine nucleotide having N(2),N(2)-dimethylguanosine as the nucleobase.


A nucleoside 3',5'-cyclic monophosphate analogue having imidazo[2,1-b]purin-4-one as the modified nucleobase.


A nucleoside 3',5'-cyclic phosphate that is cGMP in which the nitrogen atom at position 7 on the purine fragment is replaced by a methine (C-H) group


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic GMP in which the hydrogen at position 2 on the purine fragment is replaced by a 4-chlorophenylthio group.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic GMP in which the hydrogen at position 2 on the purine fragment is replaced by a 6-aminohexylthio group.


sulfamidochrysoidine

A diphenyldiazene compound having two amino substituents at the 2- and 4-positions and an aminosulphonyl substituent at the 4'-position. It was the first antibacterial drug, (introduced 1935) and the first of the sulfonamide antibiotics.


(Sp)-cGMPS

A nucleoside 3',5'-cyclic phosphorothioate having guanine as the nucleobase (the Sp-stereoisomer).


A nucleoside 3',5'-cyclic phosphorothioate having 8-bromoguanine as the nucleobase (the Sp-stereoisomer).


(Rp)-cGMPS

A nucleoside 3',5'-cyclic phosphorothioate having guanine as the nucleobase (the Rp-stereoisomer).


O-octadecanoyl-L-carnitine

An O-acyl-L-carnitine in which the acyl group is specified as stearoyl (octadecanoyl).


(R)-icosanoylcarnitine

An O-acyl-L-carnitine in which the acyl group is specified as icosanoyl.


An O-tetradecenoyl-L-carnitine in which the acyl group is specified as myristoleoyl.


An O-tetradecenoyl-L-carnitine  in which the acyl group is specified as (5Z)-tetradecenoyl.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (5Z)-tetradecenoyl-CoA; major species at pH 7.3.


(R)-oleoylcarnitine

An O-acyl-L-carnitine in which the acyl group is specified as oleoyl.


An organyl group consisting of a hexasaccharide chain of N-formyl-alpha-D-perosamine residues linked (1->2) or (1->3), linked glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutyl group used as a tether for conjugation to proteins.


A sialotriaosylceramide consisting of the hexasaccharide beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc attached to the primary hydroxy function of ceramide(d18:1/16:0).


An O-acyl-L-carnitine in which the acyl group is specified as 4,8-dimethylnonanoyl.


An O-acyl-L-carnitine in which the acyl group is specified as 3-oxopalmitoyl.


A alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminosyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl).


A sialopentaosylceramide consisting of alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to the Cer(d18:1/20:0).


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/22:0).


triacylglycerol 54:3

A triglyceride in which the three acyl groups contain a total of 54 carbons and 3 double bonds.


triacylglycerol 52:4

A triglyceride in which the three acyl groups contain a total of 52 carbons and 4 double bonds.


triacylglycerol 52:3

A triglyceride in which the three acyl groups contain a total of 52 carbons and 3 double bonds.


triacylglycerol 50:2

A triglyceride in which the three acyl groups contain a total of 50 carbons and 2 double bonds.


An organyl group consisting of a disaccharide of N-formyl-alpha-D-perosamine residues linked (1->3), linked glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutylaminomethyl group used as a tether for conjugation to proteins.


triacylglycerol 50:1

A triglyceride in which the three acyl groups contain a total of 50 carbons and 1 double bond.


A cholestenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (25S)-3-oxocholest-4-en-26-oic acid.


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/24:0).


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/24:1(15Z)).


A sialotetraosylceramide having beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any phosphatidylethanol; major species at pH 7.3.


A sialotriaosylceramide consisting of  beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/16:0).


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/18:0).


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/20:0).


MANT-GDP

A mixture composed from 2' and 3'-O-(N-methylanthraniloyl) derivatives of GDP in unspecified amounts.


An organyl group consisting of a trisaccharide of N-formyl-alpha-D-perosamine residues linked sequentially (1->2) and (1->3), and linked at the reducing end glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutylaminomethyl group used as a tether for conjugation to proteins.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/22:0).


An organyl group consisting of a trisaccharide of N-formyl-alpha-D-perosamine residues linked sequentially (1->3) and (1->2), and linked at the reducing end glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutylaminomethyl group used as a tether for conjugation to proteins.


A sialotriaosylceramide consisting of beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide(d18:1/24:0).


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to the Cer(d18:1/18:0).


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to the Cer(d18:1/22:0).


rhamnan

Any homopolysaccharide composed of rhamnose residues.


A sialotriaosylceramide consisting of the hexasaccharide beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc attached to the primary hydroxy function of ceramide(d18:1/18:0).


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/16:0).


Any iron(III) hydroxamate in which the hydroxamate component is a siderophore.


An organyl group consisting of a tetrasaccharide of N-formyl-alpha-D-perosamine residues linked sequentially (1->2), (1->3) and (1->2), and linked at the reducing end glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutylaminomethyl group used as a tether for conjugation to proteins.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/18:0).


An organyl group consisting of a hexasaccharide of N-formyl-alpha-D-perosamine residues linked sequentially (1->2), (1->3), (1->2), (1->2)  and (1->2), and linked at the reducing end glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutylaminomethyl group used as a tether for conjugation to proteins.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/20:0).


An organyl group consisting of a hexasaccharide of N-formyl-alpha-D-perosamine residues linked (1->2) throughout, and linked at the reducing end glycosidically to a 2-[2-(hexanamido)ethylamino]-3,4-dioxocyclobutylaminomethyl group used as a tether for conjugation to proteins.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/22:0).


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/24:0).


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/24:1(15Z)).


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is octadecanoyl.


bromochlorodifluoromethane

A one-carbon compound that is methane in which the hydrogens have been replaced by two fluorines, a bromine, and a chlorine. Widely used in 'vapourising liquid'-type fire extinguishers, its use is now generally banned under the Montreal Protocol (ozone-depleting substances), although it is still used in certain applications (e.g. aviation).


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is (15Z)-tetracosenoyl.


A member of the class of  dihydrochalcones that is the 2'-O-methyl derivative of odoratol.


desferrioxamine B(3-)

A hydroxamic acid anion resulting from the removal of a proton from each of the hydroxamic acid groups of desferrioxamine B


A N-acylsphingosine in which the acyl group specified is (13Z)-docosenoyl.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are both myristoleoyl groups.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is eicosanoyl.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is eicosanoyl.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is docosanoyl.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is docosanoyl.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is tetracosanoyl.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group is specified as tetracosanoyl.


A glycoside consisting of a linear hexasaccharide of N-formyl-alpha-D-perosamine residues linked (1->2) throughout, and linked at the reducing end glycosidically to a 5-(methoxycarbonyl)pentyl group used to facilitate conjugation to proteins.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexacosanoyl.


staphyloferrin A

A D-ornithine derivative obtained by formal condensation of the terminal carboxy groups of two citric acid units with the two amino groups of D-ornithine.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexacosanoyl.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is (17Z)-hexacosenoyl.


D-ornithine derivative

An ornithine derivative resulting from reaction of D-ornithine at the amino group, the carboxy group or the side-chain amino group, or from the replacement of any hydrogen of D-ornithine by a heteroatom.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is (17Z)-hexacosenoyl.


A beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as hexadecanoyl.


A beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as octadecanoyl.


A beta-D-galactosyl-N-acylsphingosine in which the acyl group is specified as octadecanoyl.


beta-D-glucosyl-N-eicosanoylsphingosine

A beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as eicosanoyl.


A beta-D-galactosyl-N-acylsphingosine in which the acyl group is specified as eicosanoyl.


An 1-acyl-sn-glycero-3-phosphoserine(1-) in which the 1-acyl group is specified as arachidonoyl.


A hydroxamic acid anion obtained by deprotonation of the three hydroxamic acid groups of coelichelin.


UDP-beta-L-rhamnose

A UDP-L-rhamnose in which the rhamnose portion has beta-configuration at its anomeric centre


UDP-N-acetyl-alpha-D-muramoyl-L-alanine

A UDP-N-acetylmuramoyl-L-alanine(3-) in which the D-muramoyl fragment has alpha-configuration at its anomeric centre.


An amino trisaccharide consisting of alpha-L-fucopyranose, beta-D-galactopyranose and N-acetyl-D-galactopyranosamine residues joined in sequence with a (1->2)- and a (1->3)-linkage, respectively.


hydroxyindoles

Any member of the class of  indoles carrying at least one hydroxy group.


An alkanethiol that is propane substituted by a thiol group at position 1.


desferrioxamine E(3-)

A hydroxamic acid anion resulting from the removal of a proton from each of the hydroxamic acid groups of desferrioxamine E.


rhodotorulic acid

A member of the class of 2,5-diketopiperazines obtained by cyclodimerisation of N(5)-acetyl-N(5)-hydroxy-L-ornithine.


sulfohexosyl ceramide(1-)

An organosulfate oxoanion obtained by deprotonation of the sulfate group of any hexosylceramide sulfate.


dihexosylceramide sulfate(1-)

An organosulfate oxoanion obtained by deprotonation of the sulfate group of any dihexosylceramide sulfate; major species at pH 7.3.


Fe(III)-complexed siderophore

Any iron chelate that consists of a siderophore complexed to iron(III)


A synthetic 28-amino acid polypeptide consisting of glutaminyl, seryl, prolyl, seryl, tyrosyl, prolyl, alpha-aspartyl, arginyl, alpha-glutamyl, tyrosyl, seryl, alpha-aspartyl, alpha-glutamyl, alpha-aspartyl, arginyl, glutaminyl, isoleucyl, lysyl, glutaminyl, methionyl, leucyl, histidyl, glutaminyl, alpha-glutamyl, cysteinyl, prolyl, arginyl and leucinamide residues joined in sequence. A synthetic version of the peptide epitope from the major peanut allergen glycoprotein Arachis hypogaea h2 (Ara-h2).


4-aminobutyl beta-D-xylopyranoside

A glycoside that is beta-D-xylose in which the hydrogen of the anomeric hydroxy group is replaced by a 4-aminobutyl group. A synthetic version of the beta-xylosyl glycoside (BXG) epitope from the major peanut allergen glycoprotein Arachis hypogaea h2 (Ara-h2).


An organic cation obtained by protonation of the four free amino groups of amikacin; major species at pH 7.3.


An  alkanethiol that is propane substituted by a sulfanyl group at position 2.


A beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as tricosanoyl.


A  N-acyl-beta-D-galactosylsphingosine in which the acyl group is specified as tricosanoyl.


A beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as tetracosanoyl.


A N-acyl-beta-D-galactosylsphingosine in which the acyl group is (15Z)-tetracosenoyl.


An amino tetrasaccharide consisting of four N-formyl-alpha-D-perosamine residues linked (1->2) throughout; forms the minimal structure for the A epitope of Brucella spp.


A N-acyl-beta-D-galactosylsphingosine in which the acyl group specified is hexacosanoyl.


propanethial S-oxide

A thiocarbonyl compound that is propanethial in which the sulfur atom carries an oxo group. It is a lachrymatory factor found in onions.


A beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as (17Z)-hexacosenoyl.


A N-acyl-beta-D-galactosylsphingosine in which the acyl group specified is (17Z)-hexacosenoyl.


A lysophosphatidylcholine 16:1 in which the 1-acyl group is (9E)-hexadecenoyl.


A 1-(Z)-alk-1-enyl-sn-glycero-3-phosphocholine in which the alkenyl group is (1Z,9Z)-octadecadienyl.


A 2-deoxy-D-glucose that is D-glucopyranose in which the hydroxy group at position 2 has been replaced by a hydrogen.


2-deoxy-D-glucopyranose 6-phosphate

A D-hexopyranose 6-phosphate that is the 6-monophospho derivative of 2-deoxy-D-glucopyranose.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is hexadecanoyl.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is octadecanoyl.


2-deoxy-D-glucopyranose 6-phosphate(2-)

An organophosphate oxoanion resulting from the deprotonation of the phosphate OH groups of 2-deoxy-D-glucopyranose 6-phosphate; major species at pH 7.3.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is eicosanoyl.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is docosanoyl.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is tricosanoyl.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is tetracosanoyl.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is (15Z)-tetracosenoyl.


An amino disaccharide consisting of two N-formyl-alpha-D-perosamine residues linked (1->3); forms the minimal structure for the M epitope of Brucella spp.


The monosaccharide sulfate that is N-acetylated 6-O-sulfo-beta-D-glucosamine linked glycosidically to a 3-aminopropyl group.


The organosulfate oxoanion that is N-acetylated 6-O-sulfonato-beta-D-glucosamine linked glycosidically to a 3-aminopropyl group.


A galactosiduronic acid in which beta-D-galacturonic acid is linked glycosidically to a 3-aminopropyl group.


A carbohydrate acid derivative anion in which the anionic species formed by proton loss from the carboxy function of beta-D-galacturonic acid is linked glycosidically to a 3-aminopropyl group.


nitroguanidine derivative

Any N-nitro compound obtained by formal replacement of one or more of the hydrogens of a nitroguanidine by an organyl group.


1-nitroguanidine derivative

Any nitroguanidine derivative resulting from the replacement of one or more hydrogens of 1-nitroguanidine by an organyl group.


2-nitroguanidine derivative

Any nitroguanidine derivative resulting from the replacement of one or more hydrogens of 2-nitroguanidine by an organyl group.


N-acetyl-D-glucosamine 6-sulfate(1-)

The  organosulfate oxoanion formed by proton loss from the sulfate group of N-acetyl-6-O-sulfo-D-glucosamine.


The monosaccharide sulfate formed by sulfating D-glucosamine at O(6).


The organosulfate oxoanion formed by proton loss from the sulfate group of 6-O-sulfo-D-glucosamine.


An oligosaccharide sulfate formed by sulfating propyl N-acetyl-beta-D-glucosaminyl-(1->4)-2-O-acetyl-alpha-D-glucoside at O-6 of the reducing-end residue.


The organosulfate oxoanion formed by deprotonation of the sulfo group in beta-D-GlcpNAc-(1->4)-alpha-D-Glcp2Ac6SOPr.


propanoyl phosphate

The phosphate ester of propanoic acid.


An oligosaccharide sulfate formed by sulfating methyl 6-O-sulfo-alpha-D-glucopyranosyl-(1->4)-6-O-sulfo-beta-D-glucopyranoside at O-6 of each glucose residue.


The organosulfate oxoanion formed by deprotonation of the sulfo groups in alpha-D-Glcp6S-(1->4)-beta-D-Glcp6SOMe.


A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.


A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the 1-acyl group is specified as palmitoyl while the acyl group (R) at position 2 is octadecadienoyl with the two double bonds at unspecified positions.


A phosphatidylcholine 34:3 in which the acyl groups specified at positions 1 and 2 are palmitoyl and (6Z,9Z,12Z)-octadecatrienoyl (gamma-linolenoyl) respectively.


A phosphatidylethanol(1-) obtained by deprotonation of the phosphate OH group of 1,2-dipalmitoyl-sn-glycero-3-phosphoethanol; major species at pH 7.3.


A trans,trans-2,3,4,5-tetradehydroacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of trans,trans-2,4-hexadienoyl-CoA; major species at pH 7.3.


A phosphatidylcholine 34:3 in which the acyl groups specified at positions 1 and 2 are palmitoyl and (9Z,12Z,15Z)-octadecatrienoyl (alpha-linolenoyl) respectively.


A trans-3-enoyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of trans-3-hexenoyl-CoA; major species at pH 7.3.


A trans-3-enoyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA; major species at pH 7.3.


A trans-3-enoyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of trans-dec-3-enoyl-CoA; major species at pH 7.3.


A phosphatidylcholine 36:4 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 5E,8E,11E,14E-eicosatetraenoyl respectively.


A phosphatidylcholine 38:5 in which the acyl groups at positions 1 and 2 are hexadecanoyl and (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl respectively.


A phosphatidylcholine 38:5 in which the acyl groups at positions 1 and 2 are hexadecanoyl and (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups at C-1 and C-2 are specified as palmitoyl and (4E,7E,10E,13E,16E,19E)-docosahexaenoyl respectively.


A phosphatidylcholine 32:2 in which the acyl group at both positions 1 and 2 is (9E)-hexadecenoyl respectively.


2'-phospho-5'-adenylyl sulfate

An adenosine bisphosphate having monophosphate groups at the 2'- and 5'-positions and a sulfo group attached to the phosphate at position 5'.


A UDP-N-acetylmuramoyl-L-alanyl-D-gamma-glutamyl-meso-2,6-diaminoheptanedioate in which the muramoyl moiety has alpha-configuration at its anomeric centre.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is (17Z)-hexacosenoyl.


A phosphatidylcholine 32:1 in which the acyl groups at C-1 and C-2 are tetradecanoyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine 34:2 in which the 1- and 2-acyl groups are specified as (2Z)-hexadecenoyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine 34:2 in which the 1- and 2-acyl groups are specified as (9Z)-hexadecenoyl and (11Z)-octadecenoyl respectively.


A phosphatidylcholine 34:2 in which the 1- and 2-acyl groups are specified as (9Z)-hexadecenoyl (palmitoleoyl) and (9Z)-octadecenoyl (oleoyl) respectively.


A phosphatidylcholine 40:7 in which the acyl groups at C-1 and C-2 are (11Z)-octadecenoyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


4-oxo-L-proline zwitterion

An amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of 4-oxo-L-proline; major species at pH 7.3.


A phosphatidylcholine 40:7 in which the acyl groups at positions 1 and 2 are specified as (9Z)-octadecenoyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


A phosphatidylcholine 36:4 in which the acyl groups at positions 1 and 2 are octadecadienoyl with double bonds at unspecified positions.


A phosphatidylcholine 36:5 in which the acyl groups specified at positions 1 and 2 are (9Z)-hexadecenoyl and (5Z,8Z,11Z,14Z)-eicosatetraenoyl respectively.


A phosphatidylcholine 36:1 in which the acyl groups aspecified at positions 1 and 2 are octadecanoyl and octadecenoyl (double bond at unspecified position) respectively.


A phosphatidylcholine 36:2 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (10Z,12Z)-octadecadienoyl respectively


A phosphatidylcholine 36:2 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (2E,4E)-octadecadienoyl respectively.


A phosphatidylcholine 36:2 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (6Z,9Z)-octadecadienoyl respectively.


A phosphatidylcholine 36:2 in which the acyl groups positions 1 and 2 are specified as octadecanoyl and (9Z,12Z)-octadecadienoyl respectively.


A phosphatidylcholine 38:4 in which the acyl groups at positions 1 and 2 are octadecanoyl and (8Z,10Z,12Z,14Z)-eicosatetraenoyl respectively.


aromatic L-alpha-amino acid zwitterion

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


A phosphatidylcholine O-34:1 in which the alkenyl group at position 1 is (9Z)-octadecenyl and the acyl group at position 2 is hexadecanoyl.


A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the alkenyl group at position 1 is (1Z)-octadecenyl and the acyl group at position 2 is hexadecanoyl respectively.


A phosphatidylcholine O-38:5 in which the alkenyl group at position 1 is (9Z)-octadecenyl and the acyl group at position 2 is (5Z,8Z,11Z,14Z)-eicosatetraenoyl respectively.


A  phosphatidylcholine (P-38:4) in which the alkenyl group at position 1 is (1Z)-octadecenyl and the acyl group at position 2 is (5Z,8Z,11Z,14Z)-icosatetraenoyl.


A phosphatidylcholine 40:6 in which the acyl groups at positions  1 and 2 are octadecanoyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


A phosphatidylcholine 40:6 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (9Z,11Z,13Z,15Z,17Z,19E)-docosahexaenoyl respectively.


A phosphatidylcholine 36:3 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (6Z,9Z)-octadecadienoyl respectively.


A tripeptide consisting of Gln-Ala-Arg carrying a Boc group at the N-terminal and a 7-amino-4-methylcoumarin group at the C-terminal.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 11Z-octadecenoyl respectively.


O-hexanoyl-L-carnitine

An O-hexanoylcarnitine that has L configuration.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 7Z-octadecenoyl respectively.


A phosphatidylcholine 36:2 in which the acyl group both at positions 1 and 2 is octadecenoyl with double bond at unspecified position.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl substituents at positions 1 and 2 are specified as octadecanoyl (stearoyl) and (5E,8E,11E,14E)-eicosatetraenoyl respectively.


O-isobutyryl-L-carnitine

An optically active form of O-isobutyrylcarnitine having (R)-configuration.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl substituent both at positions 1 and 2 is specified as (9Z)-octadecenoyl respectively.


An optically active form of O-2-methylbutyrylcarnitine having (R)-configuration.


(R)-acetoacetylcarnitine

An O-acyl-L-carnitine in which the acyl group is specified as acetoacetyl.


An O-hydroxybutyryl-L-carnitine in which the acyl group is specified as 3-hydroxybutyryl.


An optically active form of 2,6-dimethylheptanoylcarnitine having (R)-configuration.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which both acyl substituents are specified as (9E)-octadecenoyl.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl substituent both at positions 1 and 2 is specified as (6Z)-octadecenoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl substituent both at positions 1 and 2 is specified as (9Z,12Z)-octadecadienoyl respectively.


A multi-methyl-branched fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 2,6-dimethylheptanoyl-CoA; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl substituent both at positions 1 and 2 is specified as (6Z,9Z)-octadecadienoyl respectively.


ETHYL TETRADECANOATE

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of myristic acid with the hydroxy group of ethanol.


L-selenohomocysteine zwitterion

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


ethyl linolenate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linolenic acid with the hydroxy group of ethanol.


2-hydroxytridecanoic acid

A 2-hydroxy fatty acid that is tridecanoic acid substituted by  a hydroxy group at position 2.


2-hydroxypentadecanoic acid

A 2-hydroxy fatty acid that is pentadecanoic acid substituted by a hydroxy group at position 2.


2-hydroxyheptadecanoic acid

A 2-hydroxy fatty acid that is heptadecanoic acid (margaric acid) substituted by a hydroxy group at position 2.


2-hydroxynonadecanoic acid

A  2-hydroxy fatty acid that is nonadecanoic acid substituted by a hydroxy group at position 2.


ethyl stearidonate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of stearidonic acid with the hydroxy group of ethanol.


2-hydroxyhenicosanoic acid

A 2-hydroxy fatty acid that is henicosanoic acid substituted by a hydroxy group at position 2.


2-hydroxytricosanoic acid

A 2-hydroxy fatty acid that is tricosanoic acid substituted by a hydroxy group at position 2.


ethyl arachidate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of arachidic (icosanoic) acid with the hydroxy group of ethanol.


2-hydroxypentacosanoic acid

A 2-hydroxy fatty acid that is pentacosanoic acid substituted by a hydroxy group at position 2.


omega-hydroxyheptacosanoic acid

A omega-hydroxy fatty acid that is  heptacosanoic acid substituted by a hydroxy group at position 27.


ethyl (11Z)-icosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (11Z)-icosenoic acid with the hydroxy group of ethanol.


omega-hydroxyoctacosanoic acid

An omega-hydroxy fatty acid that is octacosanoic acid substituted by a hydroxy group at position 28.


ethyl (9Z)-icosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (9Z)-icosenoic acid with the hydroxy group of ethanol.


omega-hydroxynonacosanoic acid

A omega-hydroxy fatty acid that is nonacosanoic acid substituted by a hydroxy group at position 29.


An acyl-CoA oxoanion arising from deprotonation of the phosphate, diphosphate and carboxy groups of (2S)-methylsuccinyl-CoA; major species at pH 7.3.


nonacosanoic acid

A very long-chain fatty acid comprising of 29 carbon atoms.


omega-hydroxyhentriacontanoic acid

An omega-hydroxy fatty acid that is hentriacontanoic acid (a C31 acid) substituted by a hydroxy group at position 31.


ethyl (13Z)-icosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (13Z)-icosenoic acid with the hydroxy group of ethanol.


omega-hydroxytritriacontanoic acid

An omega-hydroxy fatty acid that is tritriacontanoic acid (C33) acid) substituted by a hydroxy group at position 33.


10-methyldodecanoic acid

A methyl-branched fatty acid that is dodecanoic acid (lauric acid) substituted by a methyl group at position 10.


ethyl arachidonate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of arachidonic acid with the hydroxy group of ethanol.


14-methylhexadecanoic acid

A methyl-branched fatty acid that is hexadecanoic acid (palmitic acid) substituted by a methyl group at position 14.


16-methyloctadecanoic acid

A methyl-branched fatty acid that is octadecanoic acid substituted by a methyl group at position 16.


ethyl (8Z,11Z,14Z,17Z)-icosatetraenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (8Z,11Z,14Z,17Z)-icosatetraenoic acid with the hydroxy group of ethanol.


18-methylicosanoic acid

A methyl-branched fatty acid that is  arachidic acid substituted by a methyl group at position 18.


20-methyldocosanoic acid

A methyl-branched fatty acid that is docosanoic acid (behenic acid) substituted by a methyl group at position 20.


HNO

A nitrogen oxoacid consisting of an oxygen atom double-bonded to an NH group.


GDP-D-mannose

A GDP-mannose in which the mannose fragment has D-configuration.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-D-mannose; major species at pH 7.3.


22-methyltetracosanoic acid

A methyl-branched fatty acid that is tetracosanoic acid (lignoceric acid) substituted by a methyl group at position 22.


icosapent

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid with the hydroxy group of ethanol.


24-methylhexacosanoic acid

A  methyl-branched fatty acid that is  cerotic acid substituted by a methyl group at position 24.


26-methyloctacosanoic acid

A methyl-branched fatty acid that is octacosanoic acid (montanic acid) substituted by a methyl group at position 26.


GDP-alpha-D-mannuronate

A GDP-D-mannuronate in which the anomeric centre of the mannuronate fragment has alpha-configuration.


28-methyltriacontanoic acid

A methyl-branched fatty acid that is triacontanoic acid (melissic acid) substituted by a methyl group at position 28.


ethyl (11Z)-docosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (11Z)-docosenoic acid with the hydroxy group of ethanol.


10-methylundecanoic acid

A methyl-branched fatty acid that is  undecanoic acid substituted by a methyl group at position 10.


PROPICONAZOLE

The cyclic ketal obtained by formal condensation of 1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone with pentane-1,2-diol. A triazole fungicide, it is used commercially as a diastereoisomeric mixture on soft fruit (including apricots, peaches, nectarines, plums and prunes), nuts (including peanuts, pecans and almonds), mushrooms, and grasses grown for seeds.


14-methylpentadecanoic acid

A methyl-branched fatty acid that is pentadecanoic acid substituted by a methyl group at position 14. It is a biomarker for rheumatoid arthritis.


ethyl (13Z)-docosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (13Z)-docosenoic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (4Z,7Z,10Z,13Z,16Z)-henicosapentaenoic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid with the hydroxy group of ethanol.


A glycol that is hexane substituted by hydroxy groups at positions 2 and 5.


Jeffamine M-600

A polyether that is a nine-membered polypropylene glycol terminated by an amino group at one end and a methoxyethyl termination at the other. A common crystallisation reagent.


16-methylheptadecanoic acid

A methyl-branched fatty acid that is heptadecanoic acid (margaric acid) substituted by a methyl group at position 16.


An oxo monocarboxylic acid anion obtained by deprotonation of the carboxy as well as the 5-hydroxy group of nogalonic acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


(R)-crotonylcarnitine

A O-butenoyl-L-carnitine  in which the acyl group is specified as crotonyl.


18-methylnonadecanoic acid

A methyl-branched fatty acid that is nonadecanoic acid substituted by a methyl group at position 18.


An oxo monocarboxylic acid anion that is the conjugate base of 12-deoxynogalonic acid, obtained by deprotonation of the carboxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


20-methylhenicosanoic acid

A methyl-branched fatty acid that is  henicosanoic acid substituted by a methyl group at position 20.


A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z)-18-hydroxyoctadecenoyl-CoA; major species at pH 7.3.


22-methyltricosanoic acid

A methyl-branched fatty acid that is  tricosanoic acid substituted by a methyl group at position 22.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (9Z,12Z)-18-hydroxyoctadecadienoyl-CoA; major species at pH 7.3.


24-methylpentacosanoic acid

A methyl-branched fatty acid that is pentacosanoic acid substituted by a methyl group at position 24.


A branched amino pentasaccharide comprising two galactosyl-(1->4)-N-acetylglucosaminyl units linked beta(1->3) and beta(1->6) to a D-galactose residue.


26-methylheptacosanoic acid

A methyl-branched fatty acid that is heptacosanoic acid substituted by a methyl group at position 26.


28-methylnonacosanoic acid

A  methyl-branched fatty acid that is nonacosanoic acid substituted by a methyl group at position 28.


A long-chain primary fatty alcohol that is tridecan-1-ol substituted a methyl group at position 12.


propiomazine

A member of the class of  phenothiazines that is 10H-phenothiazine substituted by a 2-(dimethylamino)propyl group at nitrogen atom and a propanoyl group at position 2.


A long-chain primary fatty alcohol that is  pentadecan-1-ol substituted by a methyl group at position 14.


ISOSTEARYL ALCOHOL

A long-chain primary fatty alcohol that is heptadecan-1-ol substituted by a hydroxy group at position 1 and a methyl group at position 16.


dapdiamide E zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide C; major species at pH 7.3. NB Although the relative configuration of the epoxide moiety has been assigned as trans, it has not yet been established whether the absolute configuration is R,R (as drawn) or S,S.


An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine; major species at pH 7.3. NB Although the relative configuration of the epoxide moiety has been assigned as trans, it has not yet been established whether the absolute configuration is R,R (as drawn) or S,S.


A long-chain primary fatty alcohol that is  nonadecan-1-ol substituted by a methyl group at position 18.


A long-chain primary fatty alcohol that is  henicosan-1-ol substituted by a methyl group at position 20.


A very long-chain primary fatty alcohol that is  tricosan-1-ol substituted by a methyl group at position 22.


A very long-chain primary fatty alcohol that is  pentacosan-1-ol substituted by a methyl group at position 24.


A very long-chain primary fatty alcohol that is  heptacosan-1-ol substituted by a methyl group at position 26.


An ultra-long-chain primary fatty alcohol that is nonacosan-1-ol substituted by a methyl group at position 28.


A long-chain primary fatty alcohol that is hexadecan-1-ol substituted by a methyl group at position 14.


A hydroxy fatty acid anion that is the conjugate base of 7-hydroxylauric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A long-chain primary fatty alcohol that is octadecan-1-ol (stearyl alcohol) substituted by a methyl group at position 16.


A long-chain primary fatty alcohol that is icosan-1-ol substituted by a methyl group at position 18.


A long-chain primary fatty alcohol that is docosan-1-ol substituted by a methyl group at position 20.


omega-hydroxyphytanic acid

A hydroxy fatty acid obtained by hydroxylation of one of the two terminal methyl groups of phytanic acid.


A very long-chain primary fatty alcohol that is tetracosan-1-ol substituted by a methyl group at position 22.


A very long-chain primary fatty alcohol that is  hexacosan-1-ol substituted by a methyl group at psotion 24.


A very long-chain primary fatty alcohol that is octacosan-1-ol substituted by a methyl group at position 26.


An ultra-long-chain primary fatty alcohol that is triacontan-1-ol substituted by a methyl group at position 28.


An ultra-long-chain primary fatty alcohol that is dotriacontan-1-ol substituted by a methyl group at position 30.


An ultra-long-chain primary fatty alcohol that is tetratriacontan-1-ol substituted by a methyl group at position 32.


ethyl hexadecanoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of palmitic acid with the hydroxy group of ethanol.


N-acetyl-D-muramoyl-L-alanine

An L-alanine derivative consisting of an N-acetyl-D-muramoyl group attached to L-alanine via an amide linkage.


ethyl palmitoleate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of  palmitoleic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (6Z,9Z,12Z,15Z)-hexadecatetraenoic acid with the hydroxy group of ethanol.


ethyl octadecanoate

An octadecanoate ester obtained by formal condensation between the carboxy group of octadecanoic (stearic) acid and the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid with the hydroxy group of ethanol.


omega-hydroxy-15-methylpalmitic acid

A hydroxy fatty acid obtained by hydroxylation of one of the two terminal methyl groups of isoheptadecanoic acid.


ETHYL OLEATE

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of  oleic acid  with the hydroxy group of ethanol.


A member of the class of N-acetylneuraminic acids that is alpha-neuraminic acid which has acetylated on N-5 and O-9.


ethyl cis-vaccenate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of cis-vaccenic acid with the hydroxy group of ethanol.


A linear amino trisaccharide comprising an N,9-O-diacetyl-alpha-neuraminyl residue (2->6)-linked to a beta-D-galactosyl residue, which is in turn linked (1->4) to N-acetyl-beta-D-glucosamine.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid with the hydroxy group of ethanol.


triacontanal

A long-chain fatty aldehyde resulting from the formal oxidation of the hydroxy group of triacontan-1-ol.


(11Z)-Delta(11)-fatty acyl-CoA(4-)

Any Delta(11)-fatty acyl-CoA(4-)in which the Delta(11) double bond has Z configuration.


11,12-saturated fatty acyl-CoA(4-)

Any fatty acyl-CoA(4-) in which the 11-12 bond of the fatty acyl group is saturated. This is needed for a reaction together with CHEBI:84947


(11E)-Delta(11)-fatty acyl-CoA(4-)

Any Delta(11)-fatty acyl-CoA(4-) in which the double bond at the 11-12 position of the fatty acyl group has E configuration.


dotriacontanal

A long-chain fatty aldehyde resulting from the formal oxidation of the hydroxy group of dotriacontan-1-ol.


A glycol that is tetradecane bearing two hydroxy substituents located at positions 1 and 2.


7-demethylmitomycin B(2-)

A phenolate anion obtained by removal of two protons from position C-8 and O-6 of 7-demethylmitomycin B. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


7-demethylmitomycin A(2-)

A phenolate anion obtained by removal of two protons from position C-8 and O-6 of 7-demethylmitomycin A. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


A glycol that is octadecane bearing two hydroxy substituents located at positions 1 and 2.


A glycol that is icosane bearing two hydroxy substituents located at positions 1 and 2.


A glycol that is docosane bearing two hydroxy substituents located at positions 1 and 2.


A glycol that is tetracosane bearing two hydroxy substituents located at positions 1 and 2.


A glycol that is hexacosane bearing two hydroxy substituents located at positions 1 and 2.


A glycol that is octacosane bearing two hydroxy substituents located at positions 1 and 2.


A member of the class of chromanols that is (+)-alpha-tocopherol bearing an additional hydroxy substituent at position 13'.


A member of the class of chromanols that is (+)-gamma-tocopherol bearing an additional hydroxy substituent at position 13'.


A glycol that is triacontane bearing two hydroxy substituents located at positions 1 and 2.


cholesteryl nonadecenoate

A cholesterol ester obtained by the formal condensation of  cholesterol with nonadecenoic acid (the position of double bond is unspecified).


ipsdienone

A member of the class of monoterpene ketones that is octa-2,7-dien-4-one substituted at positions 2 and 6 by methyl and methylidene groups respectively.


cholesteryl henicosenoate

A cholesterol ester obtained by the formal condensation of  cholesterol with henicosenoic acid (with the double bond at unspecified position).


A 1-phosphatidyl-1D-myo-inositol 5-phosphate(3-) obtained by deprotonation of the phosphate OH groups of 1,2-dipalmitoyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate); major species at pH 7.3.


A cholesterol ester obtained by the formal condensation of  cholesterol with all-cis-5,8,11,14,17-icosapentaenoic acid.


propoxyphene

A racemate of the (1R,2R)- and (1S,2R)- diastereoisomers.


A meroterpenoid that is (4R)-octa-2,7-dien-4-ol substituted at positions 2 and 6 by methyl and methylidene groups respectively.


GERANYLGERANOIC ACID

A diterpenoid obtained by formal oxidation of the CH2OH group of (E,E,E)-geranylgeraniol to the corresponding carboxylic acid.


cholesteryl tetracosadienoate

A  cholesterol ester obtained by the formal condensation of  cholesterol with tetracosadienoic acid (the position of the two double bonds is unspecified).


A lysophosphatidate 18:1 in which the acyl group is specified as oleoyl (attached at either sn-1 or sn-2 position).


A 1,2-diacyl-sn-glycerol in which both the acyl groups are specified as hexadecadienoyl (the position of the two double bonds is unspecified).


acarbose 7(IV)-phosphate(1-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups as well as protonation of the amino group of acarbose 7(IV)-phosphate; major species at pH 7.3.


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/22:1).


A diterpenoid obtained by hydroxylation of one of the terminal methyl groups of (2E,6E,10E)-geranylgeranic acid.


2-ethylacrylic acid

An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by an ethyl group.


A monocarboxylic acid anion that is the  conjugate base of 2-ethylacrylic acid.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of 2-methylglutaric acid.


A dicarboxylic acid dianion that is the conjugate base of 2-aminoadipic acid.


A member of the class of thienotriazolodiazepines that is the methyl ester of [(6R)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid.


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/23:0).


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/24:2), the position of the double bond in the tetracosadienoyl group being unspecified. .