A terpenyl phosphate obtained by hydroxylation of one of the terminal methyl groups of (2E,6E)-farnesyl diphosphate


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(d18:1/21:0).


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(d18:1/22:1(13Z)).


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(d18:1/23:0).


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(d18:1/24:1(15Z)).


propranolol

A propanolamine that is propan-2-ol substituted by a propan-2-ylamino group at position 1 and a naphthalen-1-yloxy group at position 3.


gamma-carboxy-L-glutamate(2-) residue

An alpha-amino-acid residue anion obtained by deprotonation of the free carboxy groups of gamma-carboxy-L-glutamate residue; 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(d18:1/24:2), the position of the double bond in the tetracosadienoyl group being unspecified.


A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-methylpalmitic acid,


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) in which the 1- and 2-acyl groups are specified as octadecenoyl and octadecadienoyl respectively.


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


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxy-3-(methylthio)propanoyl; major species at pH 7.3.


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


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/22:1), the position of double bond in the docosenoyl group being unspecified.


A glycotriaosylceramide having alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/23:0).


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups specified at position 1 and 2 are octadecenoyl and icosatetraenoyl respectively.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) in which the acyl groups are specified as octadecadienoyl.


A sphingoid 1-phosphate that is sphingadienine substituted by a phospho group at position 1.


anticapsin

An alanine derivative that is L-alanine bearing a 5-oxo-7-oxabicyclo[4.1.0]hept-2-yl substituent at position 3.


An ammonium ion resulting from the protonation of the non-acylated nitrogen of N(1),N(8)-bis(sinapoyl)-spermidine. The major species at pH 7.3.


An ammonium ion resulting from the protonation of the non-acylated nitrogen of N(1),N(8)-bis(coumaroyl)-spermidine. The major species at pH 7.3.


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of trans-4-coumaroyl-CoA; major species at pH 7.3.


A sphingomyelind18:1 in which   the total number of carbons in the fatty acyl group is 26 with 2 double bonds.


eltrombopag

A hydrazine in which each nitrogen atom is substituted, one by a 3'-carboxy-2-hydroxy[1,1'-biphenyl]-3-yl group and the other by a 1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene group.  A small molecule agonist of the c-mpl (TpoR) receptor (the physiological target of the hormone thrombopoietin), it has been developed as a medication for conditions that lead to thrombocytopenia (abnormally low platelet counts).


A diketone that is hexane substituted by oxo groups at positions 2 and 5. It is a toxic metabolite of hexane and of 2-hexanone


A  sphingomyelin in which the N-acyl group and sphingoid base are specified as tricosenoyl and sphingosine respectively.


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


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


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


propylthiouracil

A pyrimidinethione consisting of uracil in which the 2-oxo group is substituted by a thio group and the hydrogen at position 6 is substituted by a propyl group.


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alk-1-enyl and acyl groups are specified as (1Z,11Z)-octadecadienyl and oleoyl respectively.


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alk-1-enyl and acyl groups are specified as octadecadienyl and icosatetraenoyl respectively.


A sphingomyelin 44:0  in which the N-acyl group and sphingoid base are specified as hexacosanoyl and sphinganine respectively.


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


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


A organic anionic group obtained by deprotonation of the phosphate OH groups of 2'-phospho-nucleotide 5'-phosphate residue; major species at pH 7.3.


A fatty alcohol that is 1-hexanol substituted by a [5]-ladderane at position 6.


tridecanoyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of tridecanoic acid.


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


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


A monovalent inorganic cation obtained from cobalt.


ladderane

Any carbopolycyclic compound comprising of two or more cyclobutane rings fuse together to form a series of varying lengths. These compounds have been found to occur naturally in certain anaerobic bacteria of the phylum Planctomycetes.


A cobalt coordination entity that is methane in which one of the hydrogens is replaced by cobalt(2+)


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


A phosphatidylcholine 34:1 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 11Z-octadecenoyl (cis-vaccenoyl) respectively.


An amino trisaccharide comprised of alpha-neuraminic acid, beta-D-galactopyranose and beta-D-glucopyranose residues linked sequentially (2->6) and (1->4).


prostanoic acid

A carbocyclic fatty acid composed of heptanoic acid having a (1S,2S)-2-octylcyclopentyl substituent at position 7.


(3R)-3,6-diaminohexanoic acid

A diamino acid that is hexanoic acid substituted at positions 3 and 6 by amino groups.


A branched amino tetrasaccharide comprising alpha-N-glycoloylneuraminyl, beta-D-galactosyl, beta-D-glucopyranosyl and alpha-L-fucosyl residue.


An amino tetrasaccharide comprising alpha-N-acetylneuraminyl, beta-D-galactosyl, D-glucopyranosyl and alpha-L-fucosyl residue.


A branched amino pentasaccharide consisting of two repeating units of beta-D-Gal-(1->4)-beta-D-GlcNAc joined by a (1->3)-linkage with an alpha-L-fucosyl residue attached at the 2-position of the galactose residue at the non-reducing end.


beta-D-Galp3S-(1->4)-[alpha-L-Fucp-(1->3)]-D-Glcp with beta configuration at the glucose anomeric centre.  A trisaccharide derivative that consists of beta-D-glucose having an alpha-L-fucosyl residue attached at position 3 and a 3-sulfated beta-D-galactosyl residue attached at position 4.


2-methylhexadecanoic acid

A methyl-branched fatty acid that is hexadecanoic (palmitic) acid bearing a methyl substituent at position 2.


12-methyloctadecanoic acid

A methyl-branched fatty acid that is octadecanoic (stearic) acid bearing a methyl substituent at position 12.


3-methylundecanoic acid

A methyl-branched fatty acid that is undecanoic acid bearing a methyl substituent at position 3.


An N-silyl compound that is N-methyltrifluoroacetamide in which the amide nitrogen is replaced by a tert-butyldimethylsilyl group.


N,N-dimethylformamide dimethyl acetal

An acetal obtained by formal condensation of N,N-dimethylformamide with methanol. N,N-dimethylformamide dimethyl acetal is a derivatisation agent used in gas-chromatography applications


N-trimethylsilylimidazole

A member of the class of imidazoles in which the hydrogen at position 1 is replaced by a trimethylsilyl group. N-trimethylsilylimidazole is a derivatisation agent used in gas chromatography/mass spectrometry applications.


An N-silyl compound that is N-methyltrifluoroacetamide in which the amide nitrogen is replaced by a trimethylsilyl group. N-methyl-N-(trimethylsilyl)trifluoroacetamide is a derivatisation agent used in gas chromatography/mass spectrometry applications.


pentafluorobenzenes

Any member of the class of fluorobenzenes carrying five fluorine substituents at unspecified positions.


tetrafluorobenzene

Any member of the class of fluorobenzenes carrying four fluorine substituents at unspecified positions.


A silyl ether that is the N,O-bis(trimethylsilyl) derivative of trifluoroacetamide. N,O-bis(trimethylsilyl)trifluoroacetamide is a derivatisation agent used in gas chromatography/mass spectrometry applications.


hexamethyldisilazane

An N-silyl compound obtained from ammonia by replacement of two of the hydrogens with trimethylsilyl groups.  Hexamethyldisilazane is a derivatisation agent used in gas chromatography mass spectrometry applications.


chlorotrimethylsilane

A silyl chloride consisting of a central silicon atom covalently bound to one chloro and three methyl groups. Chlorotrimethylsilane is a derivatisation agent used in gas chromatography/mass spectrometry applications.


N-(trimethylsilyl)diethylamine

An N-silyl compound that is diethylamine in which the amino hydrogen is replaced by a trimethylsilyl group. N-(trimethylsilyl)diethylamine is a derivatisation agent used in gas chromatography/mass spectrometry applications.


tert-butyldimethylsilyl chloride

A silyl chloride consisting of a central silicon atom covalently bound to one chloro, one tert-butyl and two methyl groups. tert-Butyldimethylsilyl chloride is a derivatisation agent used in gas chromatography/mass spectrometry applications.


15-dehydroprostaglandin A1(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 15-dehydro-prostaglandin A1, obtained by deprotonation of the carboxy group.; major species at pH 7.3.


A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 12-methyloctadecanoic acid.


A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-methylhexadecanoic acid.


A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-methylundecanoic acid.


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


isomyristoyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of isomyristic acid.


dapagliflozin

A C-glycosyl comprising beta-D-glucose in which the anomeric hydroxy group is replaced by a 4-chloro-3-(4-ethoxybenzyl)phenyl group. Used (in the form of its propanediol monohydrate) to improve glycemic control, along with diet and exercise, in adults with type 2 diabetes.


ascorbyl dipalmitate

A fatty acid ester obtained by the formal condensation of the hydroxy groups at positions 5 and 6 of L-ascorbic acid with two molecules of  palmitic acid.


A sesquiterpenoid that is cedr-8(15)-ene substituted by a hydroxy group at position 9.


Harvoni

A mixture composed of ledipasvir and sofosbuvir, which is used for the treatment of chronic hepatitis C genotype 1 infection.


sofosbuvir

A nucleotide conjugate that is used in combination with ledipasvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.


methylsqualene

A squalene triterpenoid consisting of  squalene substituted by a methyl group at unspecified position.


KT 5720

An organic heterooctacyclic compound that is 1H,1'H-2,2'-biindole in which the nitrogens have undergone formal oxidative coupling to positions 2 and 5 of hexyl (3S)-3-hydroxy-2-methyltetrahydrofuran-3-carboxylate (the 2R,3S,5S product), and in which the 3 and 3' positions of the biindole moiety have also undergone formal oxidative coupling to positions 3 and 4 of 1,5-dihydro-2H-pyrrol-2-one.


demethylsqualene

A squalene triterpenoid obtained by the loss of a methyl group from squalene.


cis-sesquisabinene hydrate

A sesquiterpenoid that is bicyclo[3.1.0]hexane substituted by a methyl and hydroxy group at position 3 and a 2-methylhept-2-en-6-yl group at position 4.


Lys-Thr-Trp-Gly-Lys-Asn-Leu-Val-Phe

An oligopeptide composed of L-lysine, L-threonine, L-tryptophan, glycine, L-asparagine, L-leucine, L-valine and L-phenylalanine joined in sequence by peptide linkages; corresponds to the sequence in the yellow feverspecific peptide epitope K9F.


ledipasvir

A benzimidazole derivative that is used in combination with sofosbuvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.


A polyunsaturated fatty acyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3E,5Z,8Z,11Z,14Z)-icosapentaenoyl-CoA; major species at pH 7.3.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (2E,4E,8Z,11Z,14Z)-icosapentaenoyl-CoA; major species at pH 7.3.


Lys-Thr-Trp-Gly-Lys-Asn-Leu-Val-Ala

An oligopeptide composed of L-lysine, L-threonine, L-tryptophan, glycine, L-asparagine, L-leucine, L-valine and L-alanine joined in sequence by peptide linkages; synthetic variant K9A of the yellow fever specific peptide epitope K9F.


O-fumaryl-L-carnitine

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


O-valeroyl-L-carnitine

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


Lys-Thr-Trp-Gly-Lys-Asn-Leu-Val-Val

An oligopeptide composed of L-lysine, L-threonine, L-tryptophan, glycine, L-asparagine, L-leucine, L-valine and L-valine joined in sequence by peptide linkages; synthetic variant K9V of the yellow fever specific peptide epitope K9F.


4-saturated trans-2-enoyl-CoA(4-)

Any 2,3-trans-enoyl CoA(4-) that is also saturated at position 4.


ETHYL ISOTHIOCYANATE

An isothiocyanate having an ethyl group attached to the nitrogen.


A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of any (2E,4Z)-dienoyl-CoA; major species at pH 7.3.


A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of any 4,5-saturated-trans-2-cis-4-dienoyl-CoA; major species at pH 7.3.


A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of any trans,trans-2,4-dienoyl-CoA; major species at pH 7.3.


KT 5823

An organic heterooctacyclic compound that is 1H,1'H-2,2'-biindole in which the nitrogens have undergone formal oxidative coupling to positions 2 and 5 of methyl (3R)-3-methoxy-2-methyltetrahydrofuran-3-carboxylate (the 2S,3R,5R product), and in which the 3 and 3' positions of the biindole moiety have also undergone formal oxidative coupling to positions 3 and 4 of 1-methyl-1,5-dihydro-2H-pyrrol-2-one.


PHENYLISOTHIOCYANATE

An isothiocyanate having a phenyl group attached to the nitrogen; used for amino acid sequencing in the Edman degradation.


An O-acyl-L-carnitine in which the acyl group specified is 2-hydroxypentanoyl.


A O-hydroxyhexadecenoyl-L-carnitine in which the acyl group specified is 3-hydroxy-(9Z)-hexadecenoyl.


N-acetyl-alpha-L-talosaminuronic acid

A carbohydrate acid derivative that is alpha-L-talosaminuronic acid in which the hydroxy group at position 2 is substituted by an acetamido group.


ethyl isocyanate

An isocyanate having an ethyl group attached to the nitrogen.


A trans-3,cis-5-dienoyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of trans-3-cis-5-octadienoyl-CoA; major species at pH 7.3.


glyinflanin H

A chromenol that is 2,2-dimethyl-2H-chromen-5-ol substituted by a 6-hydroxy-1-benzofuran-2-yl group at position 6.


A trans-3-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of any (3E,5Z)-dienoyl-CoA; major species at pH 7.3.


Any trans,trans-2,4-dienoyl-CoA(4-) that is also saturated at position 6.


KT 5926

An organic heterooctacyclic compound that is 5-propoxy-1H,1'H-2,2'-biindole in which the nitrogens have undergone formal oxidative coupling to positions 2 and 5 of methyl (3R)-3-hydroxy-2-methyltetrahydrofuran-3-carboxylate (the 2S,3R,5R product), and in which the 3 and 3' positions of the biindole moiety have also undergone formal oxidative coupling to positions 3 and 4 of 1,5-dihydro-2H-pyrrol-2-one.


anthraquinone-2,6-disulfonic acid

A member of the class of anthraquinones that is 9,10-anthraquinone substituted at positions 2 and 6 by sulfo groups.


name: sodium polyanethol sulfonate macromolecule

description: An organic sodium salt that is a macromolecule composed of repeating sodium polyanethol sulfonate units. For the sake of clarity, a representative structure is shown; there may also be some of the 3-sulfonated analogue present.


A methoxyisoflavan that is the 2'-O-methyl derivative of (-)-phaseollinisoflavan.


sodium polyanethol sulfonate polymer

A vinyl polymer, composed of sodium polyanethol sulfonate macromolecules.


polyanethol sulfonate macromolecule

A polyanionic polymer obtained by global deprotonation of the sulfo groups of polyanethol sulfonic acid. For the sake of clarity, a representative structure is shown; there may also be some of the 3-sulfonated analogue present.


polyanethol sulfonic acid macromolecule

A vinyl polymer macromolecule composed of repeating polyanethol sulfonic acid units. For the sake of clarity, a representative structure is shown; there may also be some of the 3-sulfonated analogue present.


polyanethol sulfonic acid polymer

A vinyl polymer, composed of polyanethol sulfonic acid macromolecules.


paraben

A 4-hydroxybenzoate ester in which the esterifying alcohol is an alkanol (in diagram, R = alkyl). Commonly used as preservatives in cosmetic and pharmaceutical products.


A member if the class of  chalcones that is trans-chalcone substituted by a prenyl group at position 5', a hydroxy group at position 2' and methoxy groups at positions 4' and 4 respectively.


quercetin 5,7,3',4'-tetramethyl ether

A tetramethoxyflavone that is  the 5,7,3',4'-tetramethy-derivative of quercetin.


kinocoumarin

A member of the class of  coumarins that is 2H,8H-pyrano[3,2-g]chromen-2-one substituted by geminal methyl groups at position 8, a hydroxy group at position 5, and a 2-methylbut-3-en-2-yl group at positions 7 and 10.


A methoxyisoflavone that is isoflavone substituted by methoxy groups at positions 5, 6, 7 and 8 and methylenedioxy group across positions 3' and 4'.


A dihydroxyflavanone  that is (2S)-flavanone substituted by hydroxy groups at position 7 and 4' and a geranyl group at position 8.


aminocoumarin

Any coumarin carrying at least one amino substituent.


ristocetin

A heterodetic cyclic peptide  that is produced by species of Amycolatopsis and Nocardia.


A dihydropterin that is the 7,8-dihydro derivative of xanthopterin.


3-(1-cyanoethyl)benzoic acid

Benzoic acid meta-substituted with a 1-cyanoethyl group.


A glycosyloxyisoflavone that is the 2'',4'',6''-O-triacetyl- derivative of glycitin.


12-(phosphonooxy)octadecanoic acid

A carboxyalkyl phosphate that is octadecanoic acid carrying a phosphonooxy substituent at position 12.


An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of 12-(phosphonooxy)octadecanoic acid; major species at pH 7.3.


formononetin 7-O-rutinoside

A 4'-methoxyisoflavone that is the 7-O-rutinosyl derivative of formononetin.


(9E)-12-(phosphonooxy)octadecenoic acid

A carboxyalkyl phosphate that is (9E)-octadecenoic acid carrying a phosphonooxy substituent at position 12.


An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of 12-phosphonooxy-(9E)-octadecenoic acid; major species at pH 7.3.


beta-amino acid ester

An amino acid ester resulting from the formal condensation of the carboxy group of a beta-amino acid with the hydroxy group of an alcohol or phenol.


(9Z)-12-(phosphonooxy)octadecenoic acid

A carboxyalkyl phosphate that is (9Z)-octadecenoic (oleic) acid carrying a phosphonooxy substituent at position 12.


An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of (9Z)-12-(phosphonooxy)octadecenoic acid; major species at pH 7.3.


methyl nogalonate

The methyl ester of nogalonic acid.


An anthocyanin cation that is cyanidin attached to a 2''-O-galloyl-beta-D-galactopyranosyl residue at position 3 via a glycosidic linkage.


An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of (9S,10R)-10-hydroxy-9-(phosphonatooxy)octadecanoic acid; major species at pH 7.3.


A monosaccharide derivative that is  eriodictyol attached to a (6''-O-galloyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.


carboxymethylcellulose

A polysaccharide derivative that is cellulose in which carboxymethyl groups are bound to some of the hydroxyl groups of the glucopyranose monomers.


A hydroxy fatty acid anion that is the conjugate base of (9S,10R)-dihydroxyoctadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


3-hydroxytetradecanoic acid

A 3-hydroxy fatty acid that is tetradecanoic (myristic) acid substituted at position 3 by a hydroxy group


An enoate ester obtained by the formal condensation of the 4'-hydroxy group of luteolin 7-O-beta-D-glucoside with the carboxy group of angelic acid.


A hydroxy fatty acid anion that is the conjugate base of (9Z)-12-hydroxyoctadec-9-enoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A benzoate ester obtained by the formal condensation of 6''-hydroxy group of quercetin 3-O-beta-D-galactopyranoside with the carboxy group of 4-hydroxybenzoic acid.


A hydroxy fatty acid anion that is the conjugate base of (9E)-12-hydroxyoctadec-9-enoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


methyl 3,4-dicaffeoylquinate

An  alkyl caffeate ester obtained by the formal condensation of hydroxy groups at positions 3 and 4 of methylquinate with  two molecules of trans-caffeic acid respectively.


Akynzeo

A mixture composed of netupitant and palonosetron hydrochloride, which is used to treat nausea and vomiting in patients undergoing cancer chemotherapy.


netupitant

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoic acid with the secondary amino group of N-methyl-4-(2-methylphenyl)-6-(4-methylpiperazin-1-yl)pyridin-3-amine; an antiemetic used in combination with palonosetron hydrochloride (under the trade name Akynzeo) to treat nausea and vomiting in patients undergoing cancer chemotherapy.


DIHYDROCONIFERIN

A primary alcohol that is dihydroconiferyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.


N-FERULOYL SEROTONIN

A member of the class of hydroxyindoles that is the N-feruloyl derivative of serotonin.


A sesquiterpenoid that is solavetivone substituted by a hydroxy group at position 15.


A vetispirane sesquiterpenoid that is  lubimin substituted by a hydroxy group at position 3.


palonosetron

An organic heterotricyclic compound that is an antiemetic used (as its hydrochloride salt) in combination with netupitant (under the trade name Akynzeo) to treat nausea and vomiting in patients undergoing cancer chemotherapy.


9'-hydroxyabscisic acid

An  oxo monocarboxylic acid that is (+)-abscisic acid substituted by a hydroxy group at position 9'.


An organic cation obtained by protonation of the endocyclic tertiary amino group of palonosetron.


prostaglandin G2 2-glyceryl ester

A 2-monoglyceride obtained by formal condensation of the carboxy group of prostaglandin G2 with the 2-hydroxy group of glycerol.


prostaglandin H2 2-glyceryl ester

A 2-monoglyceride obtained by formal condensation of the carboxy group of prostaglandin H2 with the 2-hydroxy group of glycerol.


gamma-aminooctyl-GTP

A nucleoside triphosphate analogue that is GTP in which one of the OH groups at the gamma-position of the triphosphate is replaced by an 8-aminooctylamino group.


mirificin

A flavone C-glycoside that is 7,4'-dihydroxyflavone substituted by a 6-O-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]-beta-D-glucopyranosyl residue at position 8 via a C-glycosidic linkage.


A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 7, 2' and 4' and a prenyl group at position 8.


A quaternary ammonium ion that is a deacylated sphingomyelin with undefined sphingoid base.


11-epi-prostaglandin F2alpha(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 11-epi-prostaglandin F2alpha, obtained by deprotonation of the carboxy group;  major species at pH 7.3.


prostaglandin D2 ethanolamide

An N-acylethanolamine resulting from the formal condensation of the carboxy group of prostaglandin D2 with the amino group of ethanolamine.


An N-acylethanolamine resulting from the formal condensation of the carboxy group 11-epi-prostaglandin F2alpha with the amino group of ethanolamine.


finafloxacin

A quinolone that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted at positions 1, 6, 7 and 8 by cyclopropyl, fluoro, hexahydropyrrolo[3,4-b][1,4]oxazin-6-yl and cyano groups respectively; an antibiotic used for treatment of acute otitis externa (swimmer's ear) caused by the bacteria Pseudomonas aeruginosa and Staphylococcus aureus.


Viekira Pak

A mixture composed of dasabuvir sodium hydrate, ombitasvir, paritaprevir and ritonavir which is used for treatment of chronic hepatitis C virus (HCV) genotype 1 infection as well as cirrhosis of the liver.


An organic nitrogen anion obtained by deprotonation of the sulfonamide nitrogen of dasabuvir.


dasabuvir

A member of the class of pyrimidone, which is (as the monohydrate of its sodium salt) in combination with ombitasvir, paritaprevir and ritonavir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver.


ombitasvir

A dipeptide derivative which is used which is in combination with dasabuvir sodium hydrate, paritaprevir and ritonavir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver.


dihydroxycholanic acid

Any member of the class of cholanic acids carrying two hydroxy substituents at unspecified positions.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) in which the 1- and 2-acyl groups are specified as (9Z)-hexadec-9-enoyl (pamitoleoyl) and octadecanoyl (stearoyl) respectively.


L-iduronic acid

Any iduronic acid having L-configuration.


paritaprevir

An azamacrocycle which is used which is in combination with dasabuvir sodium hydrate, ombitasvir and ritonavir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver.


O-[(9Z)-hexadecenoyl]-L-serine residue

An alpha-amino-acid residue that is an L-serine residue in which the alcoholic hydroxy group has been acylated with a (9Z)-hexadec-9-enoyl group.


1-phosphatidyl-1D-myo-inositol in which the 1- and 2-acyl groups are specified as (5Z,8Z,11Z,14Z,17Z)-docosapent-5,8,11,14,17-enoyl and octadecanoyl (stearoyl) respectively.


Zerbaxa

A mixture composed of tazobactam sodium and ceftolozane sulfate which is used for treatment of complicated intra-abdominal infections and complicated urinary tract infections.


A penicillinate anion that is the conjugate base of tazobactam, obtained by deprotonation of the carboxy group.


An epoxystearate resulting from the deprotonation of the carboxy group of 9,10-epoxyoctadecanoic acid (i.e. conjugate base of 9,10-epoxyoctadecanoic acid); the major species at pH 7.3.


A long-chain fatty acid anion that is the conjugate base of 9,10-dihydroxystearic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-arachidonoylsphingosine

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


N-icosenoylsphingosine

An N-acylsphingosine in which the acyl group contains 20 carbons and 1 double bond of unknown position.


N-icosenoylsphinganine

A dihydroceramide in which the acyl group contains 20 carbons and 1 double bond of unknown position.


N-icosenoylphytosphingosine

A phytoceramide in which the acyl group contains  20 carbons and 1 double bond of unknown position. Formula:C38H74NO4


peramivir

A member of the class of guanidines that is used (as its trihydrate) for the treatment of acute uncomplicated influenza in patients 18 years and older who have been symptomatic for no more than two days.


alpha-hydroxyglycino group

A C-terminal alpha-amino-acid residue that is a glycino group in which one of the alpha-hydrogens is replaced by a hydroxy group.


N-oleoylphytosphingosine

A phytoceramide in which the N-acyl group is specified as oleoyl (9Z-octadecenoyl).


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxytetradecanoic acid.


N-arachidonoylsphinganine

A dihydroceramide in which the N-acyl group is specified as arachidonoyl.


N-arachidonoylphytosphingosine

A phytoceramide in which the N-acyl group is specified as arachidonoyl.


12-hydroxyoctadecanoic acid

A hydroxy fatty acid that is stearic acid bearing a hydroxy substituent at position 12.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 12-hydroxyoctadecanoic acid.


N-acetyl-D-methionine

An N-acetyl-D-amino acid in which the amino acid is D-methionine.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 15-hydroxypentadecanoic acid.


omega-hydroxy fatty acyl-CoA

A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any omega-hydroxy fatty acid.


An omega-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 16-hydroxyhexadecanoic acid.


A monounsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 9-decenoic acid.


An anionic phospholipid obtained by deprotonation of the phosphate group of any N-acyllysophosphatidylethanolamine; major species at pH 7.3.


An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as palmitoyl (hexadecanoyl) while the phosphatidyl acyl group is specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


(2S)-2-methylheptadecanoic acid

A methyl-branched fatty acid that is heptadecanoic (margaric) acid bearing a methyl substituent at position 2 (the S-enantiomer).


An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as stearoyl (octadecanoyl) while the phosphatidyl acyl group is specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


A D-alpha-amino acid anion resulting from the removal of the proton from the carboxy group of N-acetyl-D-methionine.


An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as icosanoyl while the phosphatidyl acyl group is specified as oleoyl; major species at pH 7.3.


An N-acyllysophosphatidylethanolamine(1-) in which both the N- and O-acyl group are specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl group is specified as oleoyl; major species at pH 7.3.


alpha-hydroxyglycino(1-) group

An alpha-amino-acid residue anion obtained by deprotonation of the carboxy group of alpha-hydroxyglycino group; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate group of any N-acyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as hexadecanoyl; major species at pH 7.3.


An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as octadecanoyl (stearoyl); major species at pH 7.3.


An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as icosanoyl; major species at pH 7.3.


An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as arachidonoyl (5Z,8Z,11Z,14Z-icosatetraenoyl); major species at pH 7.3.


A 1-alkyl-2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-(9Z-octadecenyl)-2-arachidonoyl-sn-glycero-3-phosphate; major species at pH 7.3.


prostaglandin D2 1-glyceryl ester

A 1-monoglyceride resulting from the condensation of the carboxy group of prostaglandin D2 with the 1-hydroxy group of glycerol.


gamma-caprolactone

A gamma-lactone that is oxolan-2-one substituted by an ethyl group at position 5.


A prostaglandin carboxylic acid anion that is the conjugate base of 15-deoxy-Delta(12,14)-prostaglandin J2. obtained by deprotonation of the carboxy group; major species at pH 7.3.


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


A 2-monoglyceride resulting from the condensation of the carboxy group of 15-deoxy-Delta(12,14)-prostaglandin J2 with the  hydroxy group at position 2 of glycerol.


4-hydroxy-3-methylbenzoic acid

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


An ultra-long-chain fatty acid that is (13Z,16Z,19Z,22Z)-octacosatetraenoic acid substituted at position 2 by a hydroxy group.


A 1-monoglyceride that has octanoyl as the acyl group.


A 1-acyl-sn-glycerol that has octanoyl as the 1-acyl group.


A 3-acyl-sn-glycerol that has octanoyl as the 3-acyl group.


An ultra-long-chain fatty acid that is (12Z,15Z,18Z,21Z,24Z)-triacontapentaenoic acid substituted at position 2 by a hydroxy group.


An ultra-long-chain fatty acid that is (14Z,17Z,20Z,23Z,26Z)-dotriacontapentaenoic acid substituted at position 2 by a hydroxy group.


lathyrane diterpenoid

Any tricyclic diterpenoid with a 11-membered macrocycle fused to a cyclopropane ring. They are commonly isolated from the plant species of the family Euphorbiaceae and have been found to exhibit cytotoxic and anti-inflammatory activities.


gellan gum

A polysaccharide acid oxoanion produced by bacteria, which is used as a substitute for agar as gelling agent in various clinical bacteriological media.


hydroxyethylcellulose

A polysaccharide derivative that is cellulose in which hydroxyethyl groups are bound to some of the hydroxyl groups of the glucopyranose monomers.


An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl; major species at pH 7.3.


TEICOPLANIN A2-2

A teicoplanin A2 that has 8-methylnonanoyl as the variable N-acyl group.


An N-acylethanolamine 22:6 that is the ethanolamide of (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid.


N-(icosanoyl)ethanolamine

An N-(long-chain-acyl)ethanolamine that is the ethanolamide of eicosanoic acid.


succinoglucan

A polysaccharide derivative composed mainly of a glucan in which succinoyl groups are bound to some of the hydroxyl groups of the glucopyranose monomers. The polysaccharide fragment consists of beta-(1->3)-, beta-(1->4)- and beta-(1->6)-linked glucose residues together with a small proportion of beta-(1->3)-linked galactose residues.


geranyl acetoacetate

A monoterpenoid that is the carboxylic ester obtained by the formal condensation of  geraniol with acetoacetic acid.


A keto-D-gluconate that is the conjugate base of 3-dehydro-D-gluconic acid, obtained by deprotonation of the carboxy group.


3-dehydro-D-gluconic acid

A ketoaldonic acid that is D-gluconic acid in which the hydroxy group at position 3 has been oxidised to the corresponding ketone.


DIETHYLAMINE

A secondary aliphatic amine where both N-substituents are ethyl.


spiramycin

A macrolide antibiotic produced by various Streptomyces species that is used to treat toxoplasmosis and various other infections of soft tissues.


N-dodecanoylsphinganine

A dihydroceramide in which the ceramide N-acyl group is specified as dodecanoyl (lauroyl).


MEA

An N-(long-chain-acyl)ethanolamine resulting from the formal condensation of the carboxy group of tetradecanoic acid (myristic acid) with the amino group of ethanolamine.


N-(dodecanoyl)ethanolamine

An N-(long-chain-acyl)ethanolamine resulting from the formal condensation of the carboxy group of dodecanoic acid (myristic acid) with the amino group of ethanolamine.


AMPROLIUM ION

A pyridinium ion that is the cationic portion of amprolium, a veterinary drug which is used for prevention of coccidiosis in poultry and cattle.


flumequine

A racemate comprising equimolar amounts of R- and S-flumequine. A broad-spectrum antibiotic, formerly used in veterinary medicine for stock breeding and treatment of aquacultures.


A monounsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (5Z)-icosenoyl-CoA; major species at pH 7.3.


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


name: (Kdo)2-lipid A 1-diphosphate(7-) (E. coli)

description: A carbohydrate acid derivative anion obtained by deprotonation of the carboxy, phosphate and diphosphate functions of (Kdo)2-lipid A 1-diphosphate; major species at pH 7.3.


(S)-flumequine

A 9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid that is the (S)-enantiomer of flumequine.


(R)-flumequine

A 9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid that is the (R)-enantiomer of flumequine.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (3E)-phycocyanobilin; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (3E)-phycoerythrobilin; major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl groups are both specified as oleoyl; major species at pH 7.3.


A 17beta-hydroxy steroid that is testosterone in which the 4-5 double bond has been reduced to a single bond with unspecified configuration at position 5.


An organic anionic group obtained by deprotonation of the carboxy groups of S-3-[(2R)-phycoerythrobilin]-L-cysteine residue; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the carboxy groups of S-3-[(2R)-phycocyanobilin]-L-cysteine residue; major species at pH 7.3.


An N-acylethanolamine resulting from the formal condensation of the carboxy group of any polyunsaturated fatty acid with the amino group of ethanolamine.


An N-acylethanolamine resulting from the formal condensation of the carboxy group of any monounsaturated fatty acid with the amino group of ethanolamine.


N-(saturated fatty acyl)ethanolamine

Any N-acylethanolamine in which the acyl group is derived from a saturated fatty acid.


An N-icosenoylsphingosine in which the double bond is located at position 11 (the Z-geoisomer).


An N-icosenoylsphinganine in which the double bond is located at position 11 (the Z-geoisomer).


An N-icosenoylphytosphingosine in which the double bond is located at position 11 (the Z-geoisomer).


Any nucleoside monophosphate analogue that consists of a nucleoside 3',5'-cyclic phosphate in which the phosphate OH group is replaced by SH.


An organic anionic group obtained by deprotonation of the carboxy groups of S-3-[(2R)-phycoviolobilin]-L-cysteine residue; major species at pH 7.3.


phenyl sulfate

A phenyl sulfate oxoanion resulting from the removal of a proton from the hydrogen sulfate group of phenyl hydrogen sulfate. Major structure at pH 7.3


biocytinamide

An  amino acid amide formed by amidation of the carboxy function of biocytin: a fluorogenic reagent for specific C-terminal labelling of peptides and proteins by carboxypeptidase Y catalyzed transpeptidation reactions.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group and the phosphatidyl acyl groups are specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as stearoyl (octadecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as myristoyl (tetradecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as lauroyl (dodecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as capryl (decanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as capryloyl (octanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as caproyl (hexanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as butyryl while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.


SEA

An N-acylethanolamine 18:0 that is the ethanolamide of octadecanoic acid.


A secondary amino compound that is spermidine in which each of the primary amino groups has been mono-acylated by formal condensation with trans-sinapic acid.


N-(decanoyl)ethanolamine

An N-(saturated fatty acyl)ethanolamine that is the ethanolamide of decanoic acid.


N-(octanoyl)ethanolamine

An N-(saturated fatty acyl)ethanolamine that is the ethanolamide of octanoic acid.


N-(hexanoyl)ethanolamine

An N-saturated fatty acyl-ethanolamine that is the ethanolamide of hexanoic acid.


N-(butanoyl)ethanolamine

An N-(saturated fatty acyl)ethanolamine that is the ethanolamide of butanoic acid.


An organic anionic group obtained by deprotonation of the carboxy groups of S-3-[(2R)-phycourobilin]-L-cysteine residue; major species at pH 7.3.


D-alloisoleucine zwitterion

A D-alpha-amino acid zwitterion resulting from a transfer of a proton from the carboxy group to the amino group of D-alloisoleucine; major species at pH 7.3.


heparosan D-glucuronic acid zwitterion

A zwitterion derived from heparosan D-glucuronic acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


heparosan L-iduronic acid zwitterion

A zwitterion derived from heparosan L-iduronic acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


isoaspartate

Formed following deamidation of asparagine or dehydration of aspartic acid via a metastable succinimide (cyclic imide) intermediate, which hydrolyzes to a mixture of aspartyl and isoaspartyl linkages.


A member of the class of thiocyanates that is 3,4-dihydroxyacetophenone in which one of the methyl hydrogens has been replaced by the sulfur of a cyanosulfanediyl (-SC#N) group. It has been found to induce the expression of the endoplasmic reticulum chaperone protein GRP78 (78 kDa glucose-regulated protein, BiP, a highly conserved member of the 70 kDa heat shock protein family) leading to an attenuation of the unfolded protein response. It protects neuronal cells and retinal cells from endoplasmic reticulum (ER)-stress induced cell death.


A polyanionic polymer obtained by global deprotonation of all the carboxy groups of (1->4)-beta-D-mannuronic acid; major species at pH 7.3.


beta-D-galacturonate

A D-galactopyranuronate that has beta configuration at the anomeric centre.


beta-D-glucuronate

A D-glucopyranuronate that has beta configuration at the anomeric centre.


silyl chloride

Any organosilicon compound containing at least one silicon-chlorine bond.


N-silyl compound

Any organosilicon compound that contains at least one silicon-nitrogen bond.


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


A carbohydrate acid anion resulting from the removal of a proton from the carboxylic acid group of D-galactaro-1,4-lactone.


trimethylphenylammonium

A quaternary ammonium ion obtained by methylation of N,N-dimethylaniline.


A member of the class of quinolines that is the amide obtained from formal condensation of the carboxy group of 2-(2,5-dimethoxyphenyl)quinoline-4-carboxylic acid with the amino group of 2-aminobenzamide.


A member of the class of thiazolidinones that is 3-[(dimethylamino)methyl]-1,3-thiazolidine-2,4-dione bearing an additional (4-methoxyphenyl)methylidene substituent at position 5.


A member of the class of thiazolidinones that is 1,1-dioxo-2,3-diphenyl-1,3-thiazolidin-4-one bearing an additional (4-methoxyphenyl)methylidene substituent at position 5.


A member of the class of pyrazolopyrimidines that is the amide obtained from formal condensation of the carboxy group of 5-phenyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid with the endocyclic amino group of 3-methyl-5-(trifluoromethyl)-4,5-dihydropyrazol-5-ol.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 4-hydroxy-1-(2-methylpropyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 5-methyl-1,3-thiazol-2-amine.


A member of the class of oxopurines that is 3-methyl-8-(morpholin-4-yl)-3,7-dihydropurine-2,6-dione bearing an additional 2-hydroxy-3-[(naphthalen-1-yl)oxy]propyl substituent at position 7.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-1,3-thiazole.


An organic heteropentacyclic compound that is 4,5-dihydroindolo[3,2-c]pyrrolo[3,2,1-ij]quinoline substituted at position 7 by an oxo group.


A member of the class of imidazolidinones that is 1,5,5-trimethyl-2-oxoimidazolidine bearing additional m-chlorophenyl and N'-p-chlorophenylureido substituents at positions 3 and 4 respectively.


A member of the class of quinolines that is the amide obtained from formal condensation of the carboxy group of 2-(2-isopropyloxyphenyl)quinoline-4-carboxylic acid with the amino group of 4-aminopyridine.


A UDP-4-dehydro-6-deoxy-D-glucose obtained by deprotonation of the phosphate OH groups of UDP-4-dehydro-6-deoxy-alpha-D-glucose; major species at pH 7.3.


dapdiamide A

A member of the family of dapdiamides consisting of alanylvaline in which one of the methyl hydrogens of alanine is replaced by a fumaramoyl group.


dapdiamide B

A member of the family of dapdiamides consisting of alanylisoleucine, in which one of the methyl hydrogens of alanine is replaced by a fumaramoyl group.


dapdiamide C

A member of the family of dapdiamides consisting of alanylleucine, in which one of the methyl hydrogens of alanine is replaced by a fumaramoyl group.


An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as hexadecanoyl while the phosphatidyl acyl groups at position 1 and 2 are specified as hexadecanoyl and (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.


An N-acyllysophosphatidylethanolamine(1-) in which both the N-acyl and phosphatidyl acyl groups are specified as palmitoyl (hexadecanoyl); major species at pH 7.3.


A carbohydrate acid anion resulting from the removal of a proton from the carboxylic acid group of D-glucaro-1,4-lactone; major species at pH 7.3.


dapdiamide E

A member of the family of dapdiamides consisting of 3-aminoalanylvaline, in which the N-terminus is acylated by a 3-carbamoyloxirane-2-carbonyl group. 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.


L-alloisoleucine zwitterion

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


A zwitterionic group derived from O-[S-(L-alloisoleucyl)pantetheine-4'-phosphoryl]serine residue; major species at pH 7.3.


2-hydroxyoctacosanoic acid

A 2-hydroxy fatty acid that is the 2-hydroxy derivative of octacosanoic acid.


2-hydroxynervonic acid

A 2-hydroxy fatty acid that is the 2-hydroxy derivative of nervonic acid.


A 1-phosphatidyl-1D-myo-inositol 3,5-bisphosphate(5-) arising from deprotonation of all five free phosphate OH groups of 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,5-bisphosphate); major species at pH 7.3.


A polyacyl alpha,alpha-trehalose derivative that is 2'-sulfo-alpha,alpha-trehalose carrying a palmitoyl group at position 2 and three stearoyl groups at positions 3, 6 and 6'


A 3,4-dihydro-4-hydroxyphenylpyruvic acid having R-configuration.


A polyacyl alpha,alpha-trehalose derivative that is 2'-sulfo-alpha,alpha-trehalose carrying palmitoyl and stearoyl groups at positions 2 and 3 respectively.


An L-alanine derivative obtained by formal condensation of one of the carboxy groups of fumaric acid with the side-chain amino group of 3-amino-L-alanine.


An L-alanine derivative obtained by formal condensation of the carboxy group of fumaric acid monoamide with the side-chain amino group of 3-amino-L-alanine.


11,12-saturated fatty acyl-CoA

Any fatty acyl-CoA in which the 11-12 bond of the fatty acyl group is saturated.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-stearoyl-2-arachidonoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-palmitoyl-2-arachidonoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1,2-diarachidonoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-stearoyl-2-linoleoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-stearoyl-2-oleoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-stearoyl-2-docosahexaenoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1,2-dilinoleoyl-sn-glycerol; major species at pH 7.3.


A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1,2-dioleoyl-sn-glycerol; major species at pH 7.3.


A 3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid having 1E,4R stereochemistry.


A 2-oxo monocarboxylic acid that is pyruvic acid in which two of the methyl hydrogens are replaced by a 5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene group (the 1R,5R,6S stereoisomer).


A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by a 5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl group (the 1R,2S,5R,6S stereoisomer).


L-dihydroanticapsin

An L-alanine derivative in which one of the methyl hydrogens of L-alanine is replaced by a 5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl group.


tetramethylsilane

An organosilicon compound that is silane in which the hydrogens have been replaced by methyl groups.


An alkanesulfonic acid that is propanesulfonic acid substituted at position 3 by a trimethylsilyl group.


deuterated chloroform

A deuterated compound that is an isotopologue of chloroform in which the hydrogen atom is replaced with deuterium. Commonly used as a solvent in proton NMR spectroscopy.


3-hydroxy-2,4-dioxopentyl phosphate

A phosphate monoester that is 1,3-dihydroxypentane-2,4-dione carrying a phospho at position 1.


2-epi-5-epi-valiolone 7-phosphate

A member of the class of cyclitols that is 2-epi-5-epi-valiolone carrying a phospho substituent at position 7.


A dTDP-sugar having 4-dehydro-2,6-dideoxy-alpha-D-glucose as the sugar component.


A dTDP-sugar having 3,4-didehydro-2,6-dideoxy-alpha-D-glucose as the sugar component.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-3-methyl-1,3-thiazole.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 4-hydroxy-1-isopentyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-3-methyl-1,3-thiazole.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 4-hydroxy-1-isobutyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-4-methyl-1,3-thiazole.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-4-phenyl-1,3-thiazole.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-3-ethyl-1,3,4-thiadizole.


N-acetylsphingosine 1-phosphate(2-)

A N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as acetyl; major species at pH 7.3.


N-octanoylsphingosine 1-phosphate(2-)

An N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as octanoyl; major species at pH 7.3.


8-methoxypyrene-1,3,6-trisulfonic acid

An arenesulfonic acid consisting of pyrene methoxy-substituted at C-8 and substituted at C-1, -3 and 6 by sulfonic acid groups.


N-oleoylsphingosine 1-phosphate(2-)

An N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as oleoyl; major species at pH 7.3.


A 1-acyl-2-dodecanoyl-sn-glycerol-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1,2-dilauroyl-sn-glycero-3-phosphate; major species at pH 7.3.


The arenesulfonate oxoanion that is 8-methoxypyrene-1,3,6-trisulfonic acid deprotonated at each of the three sulfonic acid substituents.


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


An ammonium ion resulting from the protonation of the tertiary amino group of tiagabine.


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


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


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


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


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


An amino trisaccharide consisting of three N-formyl-alpha-D-perosamine residues linked sequentially (1->2) and (1->3).


An amino trisaccharide consisting of three N-formyl-alpha-D-perosamine residues linked sequentially (1->3) and (1->2).


An amino tetrasaccharide consisting of four N-formyl-alpha-D-perosamine residues linked sequentially (1->2), (1->3) and (1->2).


An amino pentasaccharide consisting of five N-formyl-alpha-D-perosamine residues linked sequentially (1->2), (1->3), (1->2) and (1->2).


An amino nonasaccharide consisting of nine N-formyl-alpha-D-perosamine residues linked sequentially (1->2), (1->2), (1->2), (1->3), (1->2), (1->2), (1->2) and (1->2).


A 3-sn-phosphatidyl-L-serine in which the acyl substituents at positions 1 and 2 are specified as heptadecanoyl and arachidonoyl respectively.


A 1-acyl-sn-glycerophosphoserine in which the acyl group is specified as heptadecanoyl.


A branched amino pentasaccharide comprising a linear chain of beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and N-acetyl-beta-D-glucosamine, linked (1->3), (1->3) and (1->4) respectively, with an alpha-L-fucose residue linked to the reducing-end N-acetyl-beta-D-glucosamine residue.


lysophosphatidylserine

A 1-acyl-sn-glycerophosphoserine in which the acyl group is specified as stearoyl (octadecanoyl).


3-dehydrocarnityl CoA(3-)

A triply charged acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-dehydrocarnityl CoA; major species at pH 7.3.


A triply charged acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of N,N,N-trimethylglycyl-CoA; major species at pH 7.3.


An amino trisaccharide comprised of a linear sequence of beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-D-galactosamine linked (1->4) and (1->6).


A 1-acyl-sn-glycero-3-phosphoglycerol in which the acyl group is specified as palmitoyl (hexadecanoyl).


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


A 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as heptadecanoyl.


A 1-acyl-sn-glycero-3-phosphoglycerol in which the acyl group is specified as oleoyl.


A glycerophosphoglycerol where both glycerol moieties are attached at primary positions and one stereocentre has R-configuration.


MITOMYCIN A

A member of the family of mitomycins that exhibits antibiotic and antitumour properties as well as a high level of toxicity.


5-hydroxyectoine zwitterion

An iminium betaine resulting from a transfer of a proton from the carboxy group to the imino group of 5-hydroxyectoine.  It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


A pteroate that is the conjugate base of (6S)-5,6,7,8-tetrahydropteroic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (Z)-hex-3-enoyl-CoA; major species at pH 7.3.


MITOMYCIN B

A member of the family of mitomycins that exhibits antibiotic and antitumour properties.


A nucleotide-sugar oxoanion that is the conjugate base of dTDP-beta-L-daunosamine, arising from deprotonation of the diphosphate group and protonation of the amino group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


7-demethylmitomycin B

A member of the family of mitomycins that is mitomycin B in which the methoxy group  on the quinone ring is replaced by a hydroxy group.


7-demethylmitomycin A

A member of the family of mitomycins that is mitomycin A in which the methoxy group on the quinone ring is replaced by a hydroxy group.


N-isopropyl-L-glutamine zwitterion

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


An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of N-(gamma-L-glutamyl)-L-alaninol; major species at pH 7.3.


An ammonium ion resulting from the protonation of the amino group of (S)-2-aminopropan-1-ol. The major species at pH 7.3 according to Marvin ver. 6.2.0.


A nitrile that is propionitrile in which one of the methyl hydrogens has been replaced by a phenyl group.


A triglyceride in which the acyl groups at positions 1 and 2 are specified as palmitoyl while that at position 3 is specified as palmitoleoyl.


trans-3-hydroxy-L-proline residue

An alpha-amino-acid residue derived from trans-3-hydroxy-L-proline.


phosphatidylethanol

A glycerophospholipid that is the monoethyl ester of any phosphatidic acid.


11-deoxy-beta-rhodomycin zwitterion

A zwitterion obtained by transfer of a proton from the 5-hydroxy to the tertiary amino group of 11-deoxy-beta-rhodomycin; major species at pH 7.3.


A phosphatidylethanol in which both phosphatidyl acyl groups are specified as palmitoyl (hexadecanoyl).


A purine ribonucleoside 5'-diphosphate that is GDP substituted at position 2' by an N-methylanthraniloyl group.


glutamine hydroxamate zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of glutamine hydroxamate; major species at pH 7.3.


A purine ribonucleoside 5'-diphosphate that is GDP substituted at the 3' position by an N-methylanthraniloyl group.


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


A glucotetrose consisting of alpha-maltotriose with a further alpha-D-glucose unit linked to O-6 of the glucose residue at the non-reducing end.


A heptasaccharide consisting of two alpha-maltotriose units linked (1->6), with a further alpha-D-glucose unit linked to O-6 of the glucose residue at the non-reducing end.


O-decenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having decenoyl group as the acyl substituent in which the position of the double bond is unspecified.


A trans,trans-2,3,4,5-tetradehydroacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans,trans-2,4-hexadienoic acid.


An (R)-3-hydroxyacyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of any very long-chain (R)-3-hydroxyacyl-CoA; major species at pH 7.3.


O-decadienoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having decadienoyl group as the acyl substituent in which the positions of the two double bonds are unspecified.


A trans-3-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-3-hexenoic acid.


A trans-3-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid.


An organic anionic group obtained by deprotonation of the phosphate OH group of dGMP residue; major species at pH 7.3.


O-dodecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having dodecenoyl group as the acyl substituent in which the position of the double bond is unspecified.


O-dodecadienoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a dodecadienoyl group as the acyl substituent in which the positions of the two double bonds are unspecified.


6-O-methyl dGMP(1-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group of 6-O-methyl dGMP residue; major species at pH 7.3.


O-tetradecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having tetradecenoyl group as the acyl substituent in which the position of the double bond is unspecified.


O-hydroxytetradecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxytetradecenoyl group as the acyl substituent in which the positions of the hydroxy group and the double bond are unspecified.


O-tetradecadienoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a tetradecadienoyl group as the acyl substituent in which the positions of the two double bonds are unspecified.


An organic anionic group obtained by deprotonation of the phosphate OH group of deoxycytidine 5'-monophosphate residue; major species at pH 7.3.


O-(hydroxytetradecadienoyl)-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxytetradecadienoyl group as the acyl substituent in which the positions of the two double bonds and the hydroxy group are unspecified.


5-methyl dCMP(1-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group of 5-methyl dCMP residue; major species at pH 7.3.


O-hexadecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hexadecenoyl group as the acyl substituent in which the position of the double bond is unspecified.


O-hydroxyhexadecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxyhexadecenoyl group as the acyl substituent in which the position of the hydroxy group and the double bond is unspecified.


O-hexadecadienoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hexadecadienoyl group as the acyl substituent in which the positions of the two double bonds are unspecified.


O-hydroxyhexadecadienoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxyhexadecadienoyl group as the acyl substituent in which the positions of the two double bonds and the hydroxy group are unspecified.


O-(hydroxyhexadecanoyl)-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxyhexadecanoyl group as the acyl substituent in which the position of the hydroxy group  is unspecified.


O-octadecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a octadecenoyl group as the acyl substituent in which the position of the double bond is unspecified.


O-hydroxyoctadecenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxyoctadecenoyl group as the acyl substituent in which the position of the double bond and the hydroxy group is unspecified.


trisaccharide residue

A divalent organic group that is three contiguous constituent monosaccharide units of an oligo- or poly-saccharide, formed formally by loss of the anomeric hydroxy group from the monosaccharide residue at its reducing end and of H from one of the hydroxy groups of the residue at its non-reducing end.


O-octadecadienoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a octadecadienoyl group as the acyl substituent in which the positions of the two double bonds are unspecified.


O-acryloyl-L-carnitine

An O-acyl-L-carnitine having acryloyl as the acyl group.


A trisaccharide residue obtained from alpha-maltotriose by removal of the anomeric hydroxy group from the residue at the reducing end and the hydrogen attached to the 4-hydroxy group of the residue at the non-reducing end. Corresponds to the minimal monoclonal antibody (Mab) binding epitope for the binding of Mabs to mycobacterial capsular alpha-glucans of Mycobacterium smegmatis.


A 1-phosphatidyl-1D-myo-inositol 4-phosphate(3-) arising from deprotonation of all three free phosphate OH groups of 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4-phosphate); major species at pH 7.3.


O-malonyl-L-carnitine

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


O-hydroxybutyryl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxybutyryl group as the acyl substituent in which the positions of  the hydroxy group is unspecified.


O-methylmalonyl-L-carnitine

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


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 2-hydroxytridecyl group.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by an 11-hydroxyheptadecyl group.


O-hydroxyvaleroyl-L-carnitine

An O-acyl-L-carnitine in which the acyl group specified is hydroxyvaleroyl in which the position of the hydroxy group is unspecified.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 15-hydroxypentadecyl group.


O-hydroxypropionyl-L-carnitine

An O-acyl-L-carnitine in which the acyl group specified is hydroxypropionyl in which the position of the hydroxy group is unspecified..


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a non-8-en-1-yl group.


O-butenoyl-L-carnitine

An O-acyl-L-carnitine in which the acyl group specified is butenoyl in which the position of the double bond is unspecified.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 14-hydroxytetradecyl group.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a hexadecan-2-yl group.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 2-methyldecyl group.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by an 11-methylheptadecyl group.


A 6-alkyl-4-hydroxy-2H-pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by an 11-methyldodecyl group.


A monocarboxylic acid anion that is the conjugate base of 3-(trimethylsilyl)propionic acid, obtained by deprotonation of the carboxy group.


3-(trimethylsilyl)propionic acid

An organosilicon compound that is propionic acid substituted at position 3 by a trimethylsilyl group. It is used as internal reference in the NMR spectrum nuclear magnetic resonance for aqueous solvents (e.g. D2O).


An organic cation obtained by deprotonation of the carboxy group and protonation of the three amino functions of chloroeremomycin; major species at pH 7.3.


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


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 13-hydroxy-2-oxononadecyl group.


An organic cation obtained by deprotonation of the carboxy group and protonation of the two amino functions of epivancomycin; major species at pH 7.3.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 17-hydroxy-2-oxoheptadecyl group.


Any trans-3-enoyl-CoA(4-) that is also saturated at position 4.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 2-oxoundec-10-en-1-yl group.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 16-hydroxy-2-oxohexadecyl group.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 3-methyl-2-oxoheptadecyl group.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 4-methyl-2-oxododecyl group.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 13-methyl-2-oxononadecyl group.


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 13-methyl-2-oxotetradecyl group.


A member of the class of  triazoles that is 1-phenyl-1H-1,2,4-triazole substituted by 2-hydroxyphenyl groups at positions 3 and 5.


An alpha-amino acid residue derived from N(4)-(beta-D-glucosyl)-L-asparagine.


An indolecarboxylate obtained by deprotonation of the carboxy group of 3-methyl-2-indolic acid; major species at pH 7.3.


An iron coordination entity consisting of two carbonyl and one cyano group coordinated to a central iron atom. The product of HydG, which is then passed onto HydE and HydF to form the H-cluster of the [FeFe]-hydrogenase enzymes.


A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2,6-dimethylheptanoic acid.


An aromatic ether that is aniline in which the hydrogen at position 4 is replaced by an ethoxy group. It is a hydrolysis metabolite of phenacetin.


An omega-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-18-hydroxyoctadecenoic acid.


GDP-alpha-D-mannuronic acid

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


An omega-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z)-18-hydroxyoctadecadienoic acid.


A dicarboxylic acid diamide consisting of 3-aminoalanine in which the alpha-amino fuunction is acylated by a 3-carbamoyloxirane-2-carbonyl group. 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.


7-hydroxylauric acid

A hydroxy fatty acid comprising lauric acid carrying a single hydroxy substituent at position 7.


Any member of the class of 2-pyranones that is 4-hydroxy-6-methyl-2H-pyran-2-one in which one of the hydrogens of the methyl group has been replaced by an acyl group.


An organic cation obtained by protonation of the 5-amino group of 5-amino-5-(4-hydroxybenzyl)-6-((2,3,4,5-tetrahydroxypentyl)amino)dihydropyrimidine-2,4-dione.


Any member of the class of 2-pyranones that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 has been replaced by an alkyl group.


A member of the class of pteridines that is pteridine in which the hydrogens at positions 2, 4, and 7 have been replaced by hydroxy groups.


A single-stranded DNA oligonucleotide comprised of eight deoxyadenosine, four thymidine, three deoxycytidine and seven deoxyguanosine residues connected by 3'->5' phosphodiester linkages in the sequence ATGGACCAAAGAGTTTCAGGGA. It is a mimic of HuR mRNA nucleotides 671-692 and acts as an antagonist that deregulates human antigen R (HuR) expression and inhibits AKT(SER473) phosphorylation in prostate and other cancers.


O-glutaconyl-L-carnitine

An O-acyl-L-carnitine where the acyl group specified is glutaconyl.


O-hydroxyhexanoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a hydroxyhexanoyl group as the acyl substituent in which the position of the hydroxy group is unspecified.


O-tiglyl-L-carnitine

An O-acyl-L-carnitine compound having trans-2-methyl-2-butenoyl (tiglyl) as the acyl substituent.


A 1-phosphatidyl-1D-myo-inositol 5-phosphate in which both phosphatidyl acyl groups are specified as palmitoyl (hexadecanoyl).


An O-acyl-L-carnitine that is L-carnitine having a 3-methylglutaryl group as the acyl substituent


O-hexenoyl-L-carnitine

An O-acyl-L-carnitine in which the acyl group specified is hexenoyl in which the position of the double bond is unspecified.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3E,5Z,8Z,11Z,14Z)-icosapentaenoic acid.


O-pimelyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a pimelyl group as the acyl substituent.


octenoyl-L-carnitine

An O-acyl-L-carnitine that is L-carnitine having a octenoyl group as the acyl substituent in which the position of the double bond is unspecified.


O-nonanoyl-L-carnitine

The L-enantiomer of  O-nonanoylcarnitine.


An acyl-CoA thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-(methylthio)acrylic acid.


An acyl-CoA thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxy-3-(methylthio)propanoic acid.


A secondary amino compound that is spermidine in which each of the primary amino groups has been mono-acylated by formal condensation with trans-coumaric acid.


A 4-coumaroyl-CoA in which the double bond of the coumaroyl group has trans-geochemistry.


A delta-lactone that is D-galactono-1,4-lactone in which the hydroxy group at position 6 has been oxidised to the corresponding carboxylic acid.


trans-4-hydroxy-L-proline betaine

An amino-acid betaine that is trans-4-hydroxy-L-proline zwitterion in which both of the hydrogens attached to the nitrogen have been replaced by methyl groups.


cis-4-hydroxy-D-proline betaine

An amino-acid betaine that is trans-4-hydroxy-D-proline zwitterion in which both of the hydrogens attached to the nitrogen have been replaced by methyl groups.


N-succinyl-L-alpha-amino acid(2-)

A doubly-charged N-acyl-L-alpha-amino acid anion resulting from deprotonation of both carboxy groups of N-succinyl-L-alpha-amino acid. Major species at pH 7.3.


sulfogaiacol

An arenesulfonic acid that is guaiacol sulfated at position 4. Commonly used (in the form of its potassium salt) as an expectorant.


A (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate obtained by deprotonation of the carboxy group of (R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid; major species at pH 7.3.


An arenesulfonate oxoanion obtained by deprotonation of the sulfo group of 4-hydroxy-3-methoxybenzene-1-sulfonic acid.


egualen

A member of the class of azulenes carrying sulfo, ethyl and isopropyl substituents at positions 1, 3 and 7 respectively. Used (in the form of its sodium salt) for treatment of gastric ulcers.


bismuth ion

A bismuth atom having a net electric charge.


bismuth cation

A bismuth ion having a positive net electric charge.


A bismuth cation having a net electric charge of +3.


An arenesulfonate oxoanion obtained by deprotonation of the sulfo group of egualen.


An acyl-CoA oxoanion resulting from the removal of all four protons from the phosphate groups of 9alpha-hydroxy-3-oxo-23,24-bisnorchola-1,4-dienoyl-CoA; major species at pH 7.3.


An acyl-CoA oxoanion resulting from the removal of all four protons from the phosphate groups of 9alpha-hydroxy-3-oxo-23,24-bisnorchol-4-en-22-oyl-CoA; major species at pH 7.3.


A 3-oxo-Delta(4)-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17 and a hydroxy group at position 9.


A steroid acid anion that is the conjugate base of 9alpha-hydroxy-3-oxo-23,24-bisnorchol-4-en-22-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A steroid acid anion that is the conjugate base of 3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


15-dehydroprostaglandin A1

A member of the class of prostaglandins A obtained by oxidation of the 15-hydroxy group of prostaglandin A1 to the corresponding ketone.


A steroid acid anion that is the conjugate base of 9alpha-hydroxy-3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,4E,8Z,11Z,14Z)-icosapentaenoic acid.


A 2,3-trans-enoyl CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any (2E,4Z)-dienoic acid.


A 2,3-trans-enoyl CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any trans,trans-2,4-dienoic acid.


A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-3-cis-5-octadienoic acid.


A member of the class of quinazolines that is 1,2,3,4-tetrahydroquinazoline in which the hydrogens at positions 2 and 4 have been replaced by imino and oxo groups, respectively.


A trans-3-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any trans-3,cis-5-dienoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z)-icosenoic acid.


lysophosphatidylcholine 28:0

A lysophosphatidylcholine in which the remaining acyl group is specified as octacosanoyl (montanoyl). If R1 is the acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is the acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


lysophosphatidylcholine 28:1

An  lysophosphatidylcholine  in which the remaining acyl group contains 28 carbons with 1 double bond. If R1 is an acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is an acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


lysophosphatidylcholine 6:0

A lysophosphatidylcholine in which the remaining acyl group is specified as hexanoyl (caproyl). If R1 is the acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is the acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


phosphatidylcholine 24:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 24 carbons in total with 0 double bonds.


phosphatidylcholine O-30:0

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 30 carbons and 0 double bond.


phosphatidylcholine O-30:1

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 30 carbons and 1 double bond.


phosphatidylcholine O-30:2

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 30 carbons and 2 double bonds.


phosphatidylcholine O-32:2

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 32 carbons and 2 double bonds.


phosphatidylcholine O-40:0

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 0 double bonds.


phosphatidylcholine O-40:3

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 3 double bonds.


phosphatidylcholine O-40:4

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 4 double bonds.


A member of the class of pyridopyrimidines that is an mTOR inhibitor and shows anti-tumour properties.


phosphatidylcholine O-40:5

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 5 double bonds.


phosphatidylcholine O-40:1

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 1 double bond.


A seco-androstane that is 9,10-secoandrostane which is substituted by hydroxy groups at position 3 and 17 and an oxo group at position 9 and in which the A-ring is aromatic.


A seco-androstane that is 9,10-secoandrostane which is substituted by hydroxy groups at position 3, 4 and 17 and an oxo group at position 9 and in which the A-ring is aromatic.


ormaplatin

A racemate comprising equal amounts of (1R,2R)- and (1S,2S)-ormaplatin.


A hydroxy monocarboxylic acid anion that is the conjugate base of 2,4-dihydroxy-5-methyl-6-oxo-2,4-hexadienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An organophosphonate oxoanion obtained by deprotonation of the phosphonate OH groups of [(1R,2S)-2-hydroxy-1-thiopropyl]phosphonic acid; major species at pH 7.3.


An organophosphonate oxoanion obtained by deprotonation of the carboxy and phosphonate groups as well as protonation of the amino group of (1R,2S)-1-(S-L-cysteinyl)-2-hydroxypropylphosphonate; major species at pH 7.3.


An organophosphonate oxoanion obtained by deprotonation of one of the phosphonate OH groups of (1S,2S)-1,2-dihydroxypropylphosphonic acid.


phosphatidylcholine O-42:0

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 0 double bonds.


phosphatidylcholine O-42:1

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 1 double bond.


phosphatidylcholine O-42:2

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 2 double bonds.


phosphatidylcholine O-42:3

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 3 double bonds.


glutathione S-sulfinate(2-)

A peptide anion obtained by deprotonation of the carboxy and sulfinate groups and protonation of the amino group of glutathione S-sulfinate; major species at pH 7.3.


9-hydroperoxy-10E-octadecenoic acid

A hydroperoxy fatty acid that is 9-hydroperoxy derivative of (10E)-octadecenoic acid.


phosphatidylcholine O-42:4

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 4 double bonds.


10-hydroperoxy-8E-octadecenoic acid

A hydroperoxy fatty acid that is 10-hydroperoxy derivative of (8E)-octadecenoic acid.


phosphatidylcholine O-42:5

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 5 double bonds.


A  sphingomyelin 34:2 in which the ceramide N-acyl group contains 16 carbons and 1 double bond.


sphingomyelin d18:1/18:1

A sphingomyelin d18:1 in which the fatty acyl group contains 16 carbons and 1 double bond


A sphingomyelin 40:4 in which the ceramide N-acyl group is specified as docosatrienoyl.


A sphingomyelin 38:2 in which the ceramide N-acyl group is specified as icosadienoyl.


A sphingomyelin  d18:1 in which the ceramide N-acyl group contains 14 carbons, 1 hydroxy group and 1 double bond.


A sphingomyelin d18:1 in which the ceramide N-acyl group contains 16 carbons, 1 hydroxy group and 0 double bond.


A sphingomyelin d18:1 in which the ceramide N-acyl group contains 22 carbons, 1 hydroxy group and 1 double bond.


A sphingomyelin d18:1 in which the ceramide N-acyl group contains 22 carbons, 1 hydroxy group and 2 double bonds.


A sphingomyelin d18:1 in which the ceramide N-acyl group contains 24 carbons, 1 hydroxy group and 1 double bond.


N-carbamoyl-D-alpha-amino acid anion

A carboxylic acid anion obtained by deprotonation of the carboxy group of any N-carbamoyl-D-amino acid; major species at pH 7.3.


An organic cation that is adenosine alkylated at position N1 by a tuberculosinyl group.


1-(methylthio)ribulose 5-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 1-(methylthio)ribulose 5-phosphate; major species at pH 7.3.


N-heptanoyl-L-homoserine

An N-acyl-L-amino acid that is the N-heptanoyl derivative of L-homoserine.


A member of the class of indanones that is 1-indanone substituted at position 2 by bromo and [(4-methylphenyl)sulfonyl]methyl groups.


neopikromycin

A macrolide antibiotic that is an intermediate in the biosynthesis of pikromycin by Streptomyces venezuelae.


viridicatumtoxin

A tetracycline-like polyketide antibiotic that is produced by several species of Penicillium and Aspergillus.


An organic heterobicyclic compound that is 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine which has been substituted by a carboxy group at position 3 and by oxo groups at positions 2 and 5.


A member of the class of imidazoles bearing methyl, amino and selenocarboxamido substituents at positions 1, 4 and 5 respectively.


Fe4S3 iron-sulfur cluster

An uncommon iron-sulfur cluster containing four iron atoms and three sulfur atoms and found in the oxygen tolerant Ni-Fe hydrogenases of various bacteria.


L-3-oxoalanine residue

An L-alpha-amino acid residue derived from L-3-oxoalanine.


Glu-Val-Thr-Leu-Tyr peptide residue

An oligopeptide residue which is part of a protein chain and has the sequence: -Glu-Val-Thr-Leu-Tyr- (-EVTLY-).


C9-C9a linked PQQ

Product of PqqE reaction.


name: (5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double-helical DNA)


A sphingomyelin d18:1 in which the ceramide N-acyl group contains 16 carbons, 1 hydroxy group and 1 double bond.


picarbutrazox

An oxime O-ether that is the (Z)-oxime derivative of 1-methyl-1H-tetrazol-5-yl phenyl ketone in which the hydrogen of the hydroxy group has been replaced by the N-tert-butoxycarbonyl derivative of a [6-(Boc-amino)pyridin-2-yl]methyl group. It is a novel fungicide developed for use on cereals.


tolprocarb

A carbamate ester that is the 2,2,2-trifluoroethyl ester of [(2S)-3-methyl-1-(4-methylbenzamido)butan-2-yl]carbamic acid. It is a novel systemic fungicide used for controlling rice blast.


(Kdo)2-lipid A 1-diphosphate (E. coli)

A lipid A derivative, comprising lipid A glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues and having a diphosphate in place of the phosphate group at position 1


A carboxyalkyl phosphate that is octadecanoic acid carrying phosphonooxy and hydroxy substituents at positions 9 and 10 respectively.


(9S,10R)-dihydroxyoctadecanoic acid

A hydroxy fatty acid  that is octadecanoic acid carrying two hydroxy substituents at positions 9 and 10.


(3R)-3-hydroxy fatty acid anion

A 3-hydroxy fatty acid anion in which the carbon at position 3 has (R)-configuration; major species at pH 7.3.


A (3R)-3-hydroxy fatty acid anion resulting from the deprotonation of the carboxy group of (3R)-3-hydroxytetradecanoic acid. The major species at pH 7.3.


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


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


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of a haloacetic acid.


(9Z)-12-hydroxyoctadec-9-enoic acid

A hydroxy fatty acid that is (9Z)-octadec-9-enoic (oleic) acid carrying a hydroxy substituent at position 12.


A cis-3-enoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of cis-3-octenoyl-CoA; major species at pH 7.3.


(9E)-12-hydroxyoctadec-9-enoic acid

A hydroxy fatty acid that is (9E)-octadec-9-enoic (elaidic) acid carrying a hydroxy substituent at position 12.


An octadecatrienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (6Z,9Z,11E)-octadecatrienoyl-CoA; major species at pH 7.3.


3'-terminal pUpU(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of 3'-terminal pUpU residue; major species at pH 7.3.


UMP 2',3'-cyclic phosphate(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of UMP 2',3'-cyclic phosphate residue


p-nitrophenyl palmitate

A palmitate ester obtained by condensation of the carboxy group of palmitic acid with the phenolic hydroxy group of p-nitrophenol.


avilamycin A

An oligosaccharide derivative that is produced by Streptomyces viridochromogenes and exhibits antibiotic properties.


avilamycin A precursor

An oligosaccharide derivative that is produced by Streptomyces viridochromogenes and is an epimeric intermediate in the biosynthesis of avilamycin A.


An octadecadienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (11E,13Z)-octadecadienoyl-CoA; major species at pH 7.3.


An octadecadienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (5Z,11E)-octadecadienoyl-CoA; major species at pH 7.3.


An octadecadienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (6Z,11E)-octadecadienoyl-CoA; major species at pH 7.3.


A member of the class of quinolones that is 1,2,3,4-tetrahydroquinoline in which the hydrogens at positions 2 and 4 have been replaced by oxo groups.


A trans-3-enoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (3E)-nonenoyl-CoA major species at pH 7.3.


N-acyllysophosphatidylethanolamine

Any glycerophospholipid consisting of a lysophosphatidylethanolamine in which one of the amino hydrogens is replaced by an acyl group.


Any glycerophospholipid consisting of sn-glycero-3-phosphoethanolamine in which one of the amino hydrogens is replaced by an acyl group.


The (3E)-isomer of phycoerythrobilin.


An N-acyllysophosphatidylethanolamine in which the N-acyl group is specified as stearoyl (octadecanoyl) while the phosphatidyl acyl group is specified as oleoyl (9Z-octadecenoyl)


lixisenatide

A forty-four membered polypeptide consisting of L-His, Gly, L-Glu, Gly, L-Thr, L-Phe, L-Thr, L-Ser, L-Asp, L-Leu, L-Ser, L-Lys, L-Gln, L-Met, L-Glu, L-Glu, L-Glu, L-Ala, L-Val, L-Arg, L-Leu, L-Phe, L-Ile, L-Glu, L-Trp, L-Leu, L-Lys, L-Asn, Gly, Gly, LPro, L-Ser, L-Ser, Gly, L-Ala, L-Pro, L-Pro, L-Ser, L-Lys, L-Lys, L-Lys, L-Lys, L-Lys, and L-Lys-NH2 residues joined in sequence. Used as an adjunct to diet and exercise for the treatment of adults with type II diabetes.


A linear amino tetrasaccharide comprising alpha-sialyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-D-galactosamine residues in a (2->6), (1->4) and (1->3) sequence.


An N-acyllysophosphatidylethanolamine in which both the N- and O-acyl group are specified as oleoyl (9Z-octadecenoyl).


A branched amino heptasaccharide made up from two repeating (1->3)-linked N-acetyl-alpha-D-galactosaminyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactosyl units that are in turn joined to an N-acetyl-beta-D-glucosamine residue via a (1->4)-linkage.


An N-acyllysophosphatidylethanolamine in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl group is specified as oleoyl.


An N-acyllysophosphatidylethanolamine in which the N-acyl group is specified as icosanoyl while the phosphatidyl acyl group is specified as oleoyl; major species at pH 7.3.


An N-acyl-sn-glycero-3-phosphoethanolamine in which the N-acyl group is specified as octadecanoyl (stearoyl).


An N-acyl-sn-glycero-3-phosphoethanolamine in which the N-acyl group is specified as icosanoyl.


An N-acyl-sn-glycero-3-phosphoethanolamine in which the N-acyl group is specified as oleoyl (9Z-octadecenoyl).


An N-acyl-sn-glycero-3-phosphoethanolamine in which the N-acyl group is specified as arachidonoyl (5Z,8Z,11Z,14Z-icosatetraenoyl).


A 1-alkyl-2-acyl-sn-glycerol 3-phosphate in which the alkyl and the acyl groups at positions 1 and 2 are specified as 9Z-octadecenyl and arachidonoyl respectively.


oleocanthal

A carboxylic ester that is the 2-(p-hydroxyphenyl)ethyl ester of (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid. Oleocanthal is found in olive oil but it is not clear whether the natural product is a mixture of E/Z isomers or a single isomer as the two isomers readily interconvert in solution; most pharmacological studies will have been performed using a mixture.


A monocarboxylic acid anion resulting from the removal of the from from the carboxy group of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-phenylpropanoic acid.


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


A lipid A derivative in which an alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->3)-L-alpha-D-Hep-(1->3)-[beta-D-Glc-(1->4)]-L-alpha-D-Hep6PEtn branched decasaccharide is linked (1->5) to a lipid A component containing four C14 and two C16 fatty acyl chains. Reported as a  proposed lipooligosaccharide outer core structure of Campylobacter jejuni strains (CO016 and GC105) isolated from patients with Guillain-Barre syndrome (GBS) who had anti-GM1b antibodies, but neither anti-GM1 nor anti-GD1a antibodies (PMID:25867522).


(3R)-3-hydroxy fatty acid

A 3-hydroxy fatty acid in which the carbon at position 3 has R configuration.


A 1,2-diacyl-sn-glycero-3-phospho-N-methylethanolamine zwitterion in which the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-N,N-dimethylethanolamine zwitterion in which the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


diacylglycerol 30:1

A  diglyceride in which the two acyl groups contain a total of 30 carbons and 1 double bonds.


diacylglycerol 30:0

A diglyceride in which the two acyl groups contain a total of 30 carbons and 0 double bonds.