A polyphenol consisting of propane in which both methylene hydrogens at position 2 have been replaced by 2-hydroxyphenyl groups.


A methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate in which the 4-position has (R)-configuration.


A hydroxyaldehyde that is pentanal carrying three hydroxy substituents at positions 3, 4 and 5.


CGS 15943

A member of the class of triazoloquinazolines that is [1,2,4]triazolo[1,5-c]quinazoline substited at positions 2, 5 and 9 by furan-2-yl, amino and chloro groups respectively. A potent antagonist at adenosine A1 and adenosine A2A receptors.


Any deoxyhexose existing in the pyranose form and lacking a hydroxy group at position 2.


2-ethyl-3-ketopentanoic acid

A 3-oxo monocarboxylic acid that is pentanoic acid substituted at positions 2 and 3 by ethyl and oxo substituents respectively.


2-ethyl-3-hydroxybutyric acid

A 3-hydroxy monocarboxylic acid that is butyric acid substituted at positions 2 and 3 by ethyl and hydroxy groups respectively.


triazoloquinazoline

An organic heterotricyclic compound that consists of a triazole ring ortho-fused at any position to a quinazoline ring system.


(2E)-2-(hydroxyimino)isohexanoic acid

A monocarboxylic acid that is 4-methylpentanoic acid in which both methylene hydrogens at positions 2 have been replaced by a hydroxyimino (the E-geoisomer).


A  glycol that is 1,2-butanediol carrying an additional methyl substituent at position 2.


BAY 60-6583

A member of the class of cyanopyridines that is 6-amino-3,5-dicyano-4-(4-hydroxyphenyl)-2-sulfanylpyridine in which the hydroxy and sulfanyl hydrogens are replaced by cyclopropylmethyl and carboxamidomethyl groups respectively.


A glycol that is cumene carrying two hydroxy substituents at positions 1 and 2


2-hydroxyethyl sulfonate

A sulfonate ester obtained by formal condensation of one of the hydroxy groups of ethylene glycol with sulfonic acid.


(Z)-3-hydroxydec-2-enedioic acid

A dicarboxylic acid that is dec-2-enedioic acid substituted at position 3 by a hydroxy group (the Z-geoisomer).


2,3,4-trihydroxypentanoic acid

A hydroxy monocarboxylic acid that is pentanoic acid carrying three carboxy substituents at positions 2, 3 and 4.


disodium tetraborate decahydrate

A hydrate that is the decahydrate form of disodium tetraborate.


3-hydroxy-3-butenoic acid

A 3-hydroxymonocarboxylic acid that is the 3-hydroxy derivative of 3-butenoic acid.


A glycol that is 1,4-butanediol substituted at position 2 by a methylidene group.


An acetylenic compound that is 5-nonyne carrying a hydroxy substituent at position 3.


An enone that is 3-penten-2-one carrying an additional hydroxy substituent at position 4.


A member of the class of chromenes that is 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydrochromene carrying additional amino, cyano and 3-cyclohexen-1-yl substituents at positions 2, 3 and 4 respectively.


An oxime ether that is 3,6-bis(methoxyimino)hexane carrying four hydroxy substituents at positions 1, 2, 4 and 5.


An aromatic alcohol that is (but-3-en-1-yl)benzene in which one of the benzylic methylene hydrogens has been replaced by a hydroxy group.


5-methylhexan-2-one oxime

A ketoxime derived from 5-methylhexan-2-one.


(8Z)-7-methyl-8-tetradecen-1-yl acetate

An acetate ester derived from (8Z)-7-methyl-8-tetradecen-1-ol.


A 2-monoglyceride in which the acyl group is specified as (9E,12E,15E)-octadecatrienoyl.


A 2-monoglyceride in which the acyl group is specified as (9E)-9-octadecenoyl.


(9E)-tetradecenoic acid

A tetradecenoic acid that is the E-geoisomer of tetradec-9-enoic acid.


A branched alkane that is nonane carrying seven methyl substituents at positions 2, 2, 4, 4, 6, 8 and 8.


A tetrol that is hexane-1,2,3,4-tetrol carrying two methoxy substituents at both position 5 and position 6.


4-hydroxyphenylpyruvic acid oxime

A ketoxime obtained by condensation of the keto group of 4-hydroxyphenylpyruvic acid with hydroxylamine.


phenylpyruvic acid oxime

A ketoxime obtained by condensation of the keto group of phenylpyruvic acid with hydroxylamine.


A triol that is butane carrying three hydroxy substituents at position 1, 2 and 3.


An oxime O-ether that is isovaleric acid in which both of the methylene hydrogens at position 2 have been replaced by a methoxyimino group.


3-hydroxy-2,2-dimethylbutyric acid

A 3-hydroxy monocarboxylic acid that is 2,2-dimethylbutyric acid carrying a single hydroxy substituent at position 3.


methyl (2E)-3-(3-hydroxyphenyl)acrylate

A cinnamate ester that is the methyl ester of (E)-3-hydroxycinnamic acid


A hydroxy fatty amide ascaroside obtained by obtained by formal condensation of the 24-hydroxy group of (2E,24R)-24-hydroxy-N-(2-hydroxyethyl)-2-methylpentacos-2-enamide with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


A alicyclic compound that is 3,3-dimethylcyclohex-1-ene carrying a single hydroxy group at position 1.


A cyclopropane substituted at positions 1 and 2 by methylene and acetyl groups respectively.


A pentol consisting of 1-iminohexane with four hydroxy substituents placed at positions 2, 3, 4, 5 and 6.


hydroxy fatty amide ascaroside

A glycoside resulting from the reaction of the alcoholic hydroxy group of any hydroxy fatty amide with alpha-ascarylopyranose or its derivatives. They function as semiochemicals in the nematode Caenorhabditis elegans.


hexopyranosyl hexopyranoside

A disaccharide formed by a (1<->1)-glycosidic bond between two hexopyranose units.


pentopyranose

Any pentose that exists in the pyranose form.


An (omega-1)-hydroxy fatty acid ascaroside obtained by obtained by formal condensation of the alcoholic hydroxy group of (2E,24R)-2-methylpentacos-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


A butenolide that is 3,4-dihydroxyoxolan-2-one carrying an additional 2-hydroxyethanimidoyl substituent at position 5.


An (omega-1)-hydroxy fatty acid ascaroside obtained by obtained by formal condensation of the alcoholic hydroxy group of (24R)-2-methylpentacosanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


A pentol consisting of 1-(hydroxyimino)hexane with five hydroxy substituents placed at positions 2, 3, 4, 5 and 6.


A hydroxy fatty amide ascaroside obtained by obtained by formal condensation of the 24-hydroxy group of (24R)-24-hydroxy-N-(2-hydroxyethyl)-2-methyl-3-oxopentacosanamide with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


glyoxime

An aldoxime obtained by formal condensation of glyoxal with two molar equivalents of hydroxylamine.


A hydroxy fatty amide ascaroside obtained by obtained by formal condensation of the 26-hydroxy group of (26R)-26-hydroxy-N-(2-hydroxyethyl)-3-oxoheptacosanamide with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


t-butyl hexadecanoate

A hexadecanoate ester in which the carboxy hydrogen of hexadecanoic acid has been replaced by a tert-butyl group.


12-methylpentadecanoic acid

A methyl-branched fatty acid that is pentadecanoic acid substituted by a methyl group at position 12.


methyl cyclopropanecarboxylate

A methyl ester derived from cyclopropanecarboxylic acid.


A tetrol that is N-(1-iminohexan-2-yl)acetamide in which the four hydroxy substituents are located at positions 3, 4, 5 and 6.


13-methylpentadecanoic acid

A methyl-branched fatty acid that is pentadecanoic acid substituted by a methyl group at position 13.


An oxime O-ether obtained by formal condensation of glyceraldehyde with O-methylhydroxylamine.


A diacylglycerol 34:0 in which one acyl group contains 18 carbons the other, 16 carbons


A diacylglycerol 36:0 in which both acyl group contain 18 carbons.


A member of the class of cyclopropanes that is 1-methylidenecyclopropane carrying an additional pent-4-en-1-yl substituent at position 2.


A tertiary amino compound that is ethanolamine in which the two amino hydrogens have been replaced by ethyl and 2-chloroethyl groups.


A member of the class of phenols carrying two tert-butyl substituents at positions 2 and 6.


(2-ethoxyethoxy)acetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 2-ethoxyethoxy group.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two phosphatidyl acyl groups each contain 20 carbons and 5 double bonds.


A member of the class of pyrrolidines in which the only substituent is a methoxymethyl group at position 2 (the S-enantiomer0.


phosphatidylcholine 39:4

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 39 carbons in total with 4 double bonds.


phosphatidylcholine 39:5

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 39 carbons in total with 5 double bonds.


carcinine

A beta-alanine derivative that is the amide obtained by formal condensation of the carboxy group of beta-alanine with the primary amino group of histamine.


phosphatidylcholine 39:6

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 39 carbons in total with 6 double bonds.


(3,5-dihydroxyphenyl)acetic acid

A monocarboxylic acid that is phenylacetic acid carrying two hydroxy substituents at positions 3 and 5 on the benzene ring.


2-(3-hydroxyphenyl)propionic acid

A 2-arylpropionic acid that is 2-phenylpropionic acid carrying a hydroxy substituent at position 3 on the benzene ring.


An alkylbenzene that is 1-isopentylbenzene carrying four additional methyl substituents at position 2, 3, 4 and 6.


5-hydroxyhexanoic acid

A medium-chain fatty acid that is hexanoic acid substituted at position 5 by a hydroxy group.


ethyl L-methioninate

An L-methionine derivative that is the ester obtained by formal condensation of the carboxy group of L-methionine with ethanol.


N-acetyl-L-phosphinothricin

An N-acetyl-L-amino acid derived from L-phosphinothricin.


pyrrolobenzodiazepine

Any organic heterotricyclic compound with a skeleton consisting of a pyrrole ring ortho-fused at any position to a benzodiazepine bicyclic system.


phosphatidylcholine 29:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 28 carbons in total with 1 double bond.


phosphatidylcholine 35:3

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


phosphatidylcholine 42:7

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 42 carbons in total with 7 double bonds.


phosphatidylcholine 16:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two phosphatidyl acyl groups contain a total of 16 carbons and 2 double bonds.


phosphatidylethanolamine 19:1

A 1,2-diacyl-sn-glycero-3-phosphoethanolaminein which the two phosphatidyl acyl groups contain a total of 19 carbons and 1 double bond.


phosphatidylserine 18:0

A 3-sn-phosphatidyl-L-serine in which the two phosphatidyl acyl groups contain a total of 18 carbons and are fully saturated.


guanidinoacetate

A monocarboxylic acid anion that is the conjugate base of guanidinoacetic acid, obtained by deprotonation of the carboxy group.


A  methyl-branched fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 4-methylpentanoyl-CoA; major species at pH 7.3.


A 3-oxo monocarboxylic acid anion obtained by deprotonation of the carboxy group of 2-aminobenzoylacetic acid; major species at pH 7.3.


An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 2-aminobenzoylacetyl-CoA; major species at pH 7.3.


A linear mannotriose consisting of three D-mannopyranose units joined by beta(1->2)-linkages.


An anthocyanin cation consisting of cyanidin having a 6-O-acetyl-beta-D-glucosyl residue attached at the 3-hydroxy position.


A dihydroxybenzoate that is the conjugate base of 2,6-dihydroxybenzoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An anthocyanin cation that is cyanidin substituted at position 3 by a 6-O-(Z-4 coumaryl)-beta-D-glucosyl residue.


An anthocyanin cation that is malvidin substituted at position 3 by a 6-O-(Z-caffeoyl)-beta-D-glucosyl residue.


An anthocyanin cation that is malvidin substituted at position 3 by a 6-O-(E-caffeoyl)-beta-D-glucosyl residue.


A dihydroxypyridine in which the two hydroxy groups are located at positions 2 and 3.


but-3-yn-1-yl beta-D-glucoside

A beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a but-3-yn-1-yl group.


A member of the class of dihydrofurans that is 4,5-dihydrofuran substituted at positions 2 and 3 by methyl and thioacetoxy groups respectively.


A trisaccharide derivative that is the but-3-yn-1-yl glycoside of alpha-D-Galp-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc.


sphingomyelin d18:1/18:3

A sphingomyelin d18:1 in which the total number of carbons in the fatty acyl group is 18 with 3 double bonds.


sphingomyelin d18:1/20:1

A sphingomyelin d18:1 in which the total number of carbons in the fatty acyl group is 20 with 1 double bond.


sphingomyelin d18:1/23:3

A sphingomyelin d18:1 in which the total number of carbons in the fatty acyl group is 23 with 3 double bonds.


BROMOPYRUVATE

A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by bromine. Synthetic brominated derivative and structural analog of pyruvic acid. Highly reactive alkylating agent. Anti-cancer drug


sphingomyelin d18:1/25:2

A sphingomyelin d18:1 in which the total number of carbons in the fatty acyl group is 25 with 2 double bonds.


An organosulfonate oxoanion obtained by deprotonation of the sulfo group of any 1,2-diacyl-3-(6-deoxy-6-sulfo-alpha-D-glucopyranosyl)-sn-glycerol; major species at pH 7.3.


An organic cation obtained by protonation of the isoquinoline and secondary amino functions of N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide.


An organic heterotetracyclic compound that is 7,12-dihydropyrido[3',2':2,3]azepino[4,5-b]indole substituted at positions 6 and 9 by oxo and bromo groups respectively.


FPR A14

A hydrazone obtained by formal condensation of the carboxy group of 1,3-benzodioxolane-5-carboxylic acid with the hydrazino group of 4'-benzyloxy-3'-methoxybenzylidene hydrazide.


A steroid alkaloid that consists of tomatine which has undergone formal dehydrogenation across positions 5 and 6. Found in tomatoes.


BW 245C

A racemate comprising equimolar amounts of (3R,4S)- and (3S,4R)-BW 245C. A hydantoin-based prostglandin analogue.


quercetin 3,7-di-O-beta-D-glucoside

A quercetin O-glucoside that is quercetin with two beta-D-glucosyl residues attached at positions 3 and 7.


quercetin 3,4'-di-O-beta-D-glucoside

A quercetin O-glucoside that is quercetin with two beta-D-glucosyl residues attached at positions 3 and 4'.


quercetin 7,4'-di-O-beta-D-glucoside

A quercetin O-glucoside that is quercetin with two beta-D-glucosyl residues attached at positions 7 and 4'.


(3R,4S)-BW 245C

A 7-[3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidin-4-yl]heptanoic acid that is the (3R,4S)-enantiomer of BW 245C.


(3S,4R)-BW 245C

A 7-[3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidin-4-yl]heptanoic acid that is the (3S,4R)-enantiomer of BW 245C.


BW 245C

A imidazolidine-2,4-dione that is 7-(2,5-dioxoimidazolidin-4-yl)heptanoic acid in which the imidazoline ring as substituted at position 3 by a 3-(3-cyclohexyl-3-hydroxypropyl) group.


alpha-santalenoic acid

A sesquiterpenoid that is (+)-alpha-santalene in which one of the methyl groups attached to the C=C double bond has been oxidised to form the corresponding carboxylic acid.


PD 168393

A member of the class of quinazolines carrying bromoanilino and acrylamido substituents at positions 4 and 6 respectively.


alpha-bergamotenoic acid

A sesquiterpenoid that is alpha-bergamotene in which one of the methyl groups attached to the exocyclic C=C double bond has been oxidised to form the corresponding carboxylic acid.


(E)-endo-beta-bergamoten-12-oic acid

A sesquiterpenoid that is (+)-endo-beta-bergamotene in which one of the methyl groups attached to the C=C double bond in the side-chain has been oxidised to form the corresponding carboxylic acid.


An organoheteryl group derived from the amide formed from 5-(3-azidopropylamino)-5-oxopentanoic acid.


A 1,2-diacyl-sn-glycero-3-phosphate in which the acyl groups at positions 1 and 2 are specified as hexanoyl.


tranylcypromine

A 2-phenylcyclopropan-1-amine that is the (1R,2S)-enantiomer of tranylcypromine.


(+)-TRANYLCYPROMINE

A 2-phenylcyclopropan-1-amine that is the (1S,2R)-enantiomer of tranylcypromine.


tranylcypromine

A member of the class of cyclopropanes carrying amino and phenyl substituents at positions 1 and 2 respectively.


tranylcypromine hydrochloride

A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-tranylcypromine hydrochloride. An irreversible monoamine oxidase inhibitor that is used as an antidepressant.


A primary ammonium ion obtained by protonation of the primary amino function of (1R,2S)-tranylcypromine.


A nitrosamine that is dipropylamine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group. It is a genotoxic carcinogen, targeting the lung, liver, thyroid, and kidney.


A primary ammonium ion obtained by protonation of the primary amino function of (1S,2R)-tranylcypromine.


O-hexadecenedioylcarnitine

An O-acylcarnitine that is carnitine having a hexadecenedioyl group as the acyl substituent (position of the double bond is unspecified).


A pyrimidine nucleotide-sugar having thymine as the nucleobase and 4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-glucose as the sugar component.


A poly(hydroxybutyrate) composed of repeating (R)-3-hydroxybutyryl units.


AURACHIN B

An A-type aurachin that is quinoline N-oxide which is substituted by a methyl group at position 2, a hydroxy group at position 3, and a triprenyl group at position 4.


A pyridinium ion obtained by protonation of the ring nitrogen of pyridoxal.


A pyridinium ion obtained by protonation of both nitrogens of pyridoxamine.


A ceramide obtained by formal condensation of the carboxy group of henicosanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


An N-acyl-15-methylhexadecasphing-4-enine in which the acyl group has 26 carbons and 1 double bond. It is a metabolite of the nematode Caenorhabditis elegans.


An N-acyl-15-methylhexadecasphing-4-enine in which the acyl group has 25 carbons and 1 double bond. It is a metabolite of the nematode Caenorhabditis elegans.


A dihydroceramide obtained by formal condensation of the carboxy group of tetracosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of heptadecanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of tricosenoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of hexadecanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of tricosanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of icosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of hexacosanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of tetracosanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


N-substituted pyrraline

Pyrraline in which the hydrogen attached to the nitrogen has been replaced by an organyl group.


A dihydroceramide obtained by formal condensation of the carboxy group of pentacosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of pentacosanoic acid with the amino group of 14-methylhexadecasphingosine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of hexacosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


A ceramide obtained by formal condensation of the carboxy group of docosanoic acid with the amino group of 14-methylhexadecasphinganine. It is a metabolite of the nematode Caenorhabditis elegans.


An L-alanyl ester obtained by formal condensation of the carboxy group of L-alanine with the 3'-hydroxy group of AMP.


An L-arginyl ester obtained by formal condensation of the carboxy group of L-arginine with the 3'-hydroxy group of AMP.


An L-asparaginyl derivative that is the ester obtained by formal condensation of the carboxy group of L-asparagine with the 3'-hydroxy group of AMP.


An L-aspartic acid derivative that is the ester obtained by formal condensation of the alpha-carboxy group of L-aspartic acid with the 3'-hydroxy group of AMP.


An L-cysteinyl ester obtained by formal condensation of the carboxy group of L-cysteine with the 3'-hydroxy group of AMP.


An L-methionine derivative that is the ester obtained by formal condensation of the carboxy group of N-formyl-L-methionine with the 3'-hydroxy group of AMP.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-N-acylsphingosine in which the ceramide N-acyl group is specified as (9Z)-octadecenoyl.


An L-glutaminyl derivative that is the ester obtained by formal condensation of the carboxy group of L-glutamine with the 3'-hydroxy group of AMP.


An L-glutamyl ester obtained by formal condensation of the alpha-carboxy group of L-glutamic acid with the 3'-hydroxy group of AMP.


A glycinyl ester obtained by formal condensation of the carboxy group of glycinne with the 3'-hydroxy group of AMP.


A 5-hydroperoxy-15-HETE stereoisomer that has 5S,15S configuration.


5-hydroperoxy-15-HETE(1-) that has 5S,15S configuration. The conjugate base of (5S,15S)-5-hydroperoxy-15-HETE. The major species at pH 7.3.


steroid aldehyde

Any steroid substituted by a formyl group.


An L-histidine derivative that is the ester obtained by formal condensation of the carboxy group of L-histidine with the 3'-hydroxy group of AMP.


An L-isoleucine derivative that is the ester obtained by formal condensation of the carboxy group of L-isoleucine with the 3'-hydroxy group of AMP.


An L-leucine derivative that is the ester obtained by formal condensation of the carboxy group of L-leucine with the 3'-hydroxy group of AMP.


An L-lysyl ester obtained by formal condensation of the carboxy group of L-lysine with the 3'-hydroxy group of AMP.


An L-methionine derivative that is the ester obtained by formal condensation of the carboxy group of L-methionine with the 3'-hydroxy group of AMP.


An L-phenylalanine derivative that is the ester obtained by formal condensation of the carboxy group of L-phenylalanine with the 3'-hydroxy group of AMP.


An L-proline derivative that is the ester obtained by formal condensation of the carboxy group of L-proline with the 3'-hydroxy group of AMP.


An L-serine derivative that is the ester obtained by formal condensation of the carboxy group of L-serine with the 3'-hydroxy group of AMP.


An L-threonine derivative that is the ester obtained by formal condensation of the carboxy group of L-threonine with the 3'-hydroxy group of AMP.


An L-tryptophan derivative that is the ester obtained by formal condensation of the carboxy group of L-tryptophan with the 3'-hydroxy group of AMP.


An L-tyrosyl ester obtained by formal condensation of the carboxy group of L-tyrosine with the 3'-hydroxy group of AMP.


An L-valyl ester obtained by formal condensation of the carboxy group of L-valine with the 3'-hydroxy group of AMP.


An organic phosphoramidate obtained by formal condensation of the phosphate group of AMP with the amino group of L-morpholine.


pApA

A 5'-phospho-(3'->5')-dinucleotide composed from two AMP residues.


A N-glycosyl-1,2,4-triazine that is the 6-aza analogue of thymidine.


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


A chlorophyllide obtained by hydrolysis of the terpenoid ester moiety of 8,12-diethyl-3-vinylbacteriochlorophyll d.


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


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 37 carbons in total with 5 double bonds.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 39 carbons in total with 3 double bonds.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 41 carbons in total with 5 double bonds.


A ketoaldonic acid phosphate that is 3-deoxy-D-glycero-beta-D-galacto-nonulosonic acid carrying a monophosohate substituent at position 9.


lysophosphatidylcholine 15:2

A lysophosphatidylcholine in which the remaining acyl group (position unspecified) contains 15 carbons and 2 double bonds.


A steroid compound with a structure based on a 18-carbon (estrane) skeleton.


A 2-oxo monocarboxylic acid anion that is the conjugate base of 3-bromopyruvic acid, arising from deprotonation of the carboxy group.


A deaminoneuraminic acid in which the anomeric centre has beta-configuration.


A synthetic cholanoid that is a sulfonic acid analogue of chenodeoxycholic acid.


An organosulfonate oxoanion obtained by deprotonation of the sulfo group of 3alpha,7alpha-dihydroxy-5beta-cholane-24-sulfonic acid.


A CMP-sugar having 3-deoxy-D-glycero-beta-D-galacto-nonulosonic acid as the sugar component.


fluensulfone

A member of the class of 1,3-thiazoles carrying 3,4,4-trifluorobut-3-ene-1-sulfonyl and chloro substituents at positions 2 and 5 respectively. A nematicide that is effective against a number of plant parasitic nematodes in a range of agricultural and horticultural crops.


broflanilide

A benzamide obtained by formal condensation of the carboxy group of 3-[benzoyl(methyl)amino]-2-fluorobenzoic acid with the amino group of 2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)aniline. An insecticide that exhibits high larvicidal activity against Spodoptera litura and is effective against pests with resistance to cyclodienes and fipronil


dicloromezotiaz

A pyridopyrimidine that is 9-methyl-2,4-dioxo-2H-pyrido[1,2-a]pyrimidine substituted at positions 1 and 3 by (2-chloro-1,3-thiazol-5-yl)methyl and 3,5-dichlorophenyl groups respectively. A mesoionic insecticide used for control of rice hoppers.


dipymetitrone

An organonitrogen heterocyclic compound that is 1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetrone substituted at positions 2 and 6 by methyl groups.


pyraziflumid

An aromatic amide obtained by formal condensation of the carboxy group of pyrazine-2-carboxylic acid with the amino function of 3',4'-difluoro[1,1'-biphenyl]-2-amine.


A CMP-sugar having 8-amino-3,8-dideoxy-alpha-D-manno-oct-2-ulosonic acid as the sugar component.


sucrose 6(G)-phosphate

A disaccharide phosphate that is sucrose carrying a single monophosphate substituent at position 6 on the glucose ring.


dicarboxylic acid monoester(1-)

A carboxylic acid anion resulting from the deprotonation of the carboxy group of a dicarboxylic acid monoester.


N-formyl-L-methionyl-L-methionine

A dipeptide that is L-methionyl-L-methionine (Met-Met) in which the nitrogen of the N-terminal amino group has been converted into the corresponding formamide.


A tertiary alcohol that is isopropanol in which the hydrogen attached to the carbon bearing the hydroxy group has been replaced by a phenyl group.


Cys-Cys

A dipeptide formed from two L-cysteine residues.


pneumocandin B0

An echinocandin initially isolated as a very minor bioactive fermentation product of Glarea lozoyensis (originally known as Zalerion arboricola). Subsequent random mutagenesis work and optimisation of the fermentation medium permitted the industrial production of pneumocandin B0, which is used as the starting point for the synthesis of the antifungal drug caspofungin.


An L-alpha-amino acid residue derived from O-(beta-L-arabinofuranosyl)-trans-4-hydroxy-L-proline.


tarocin A

A member of the class of oxazolidinones that is oxazolidin-2-one substituted at positions 3, 4 and 5 by (naphthalen-1-yl)acetyl, methyl and 3,5-bis(trifluoromethyl)phenyl groups respectively. An inhibitor of teichoic acid biosynthesis.


tarocin B

A member of the class of benzimidazoles that is the amide obtained by formal condensation of the carboxy group of 3-(2-cyclohexylbenzimidazol-1-yl)propanoic acid with the amino group of (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-amine. An inhibitor of teichoic acid biosynthesis.


tarocin A1

A member of the class of oxazolidinones that is oxazolidin-2-one substituted at positions 3, 4 and 5 by 3-(isoquinolin-4-yl)propanoyl, methyl and 3,5-bis(trifluoromethyl)phenyl groups respectively. An inhibitor of teichoic acid biosynthesis.


tarocin A2

A member of the class of oxazolidinones that is oxazolidin-2-one substituted at positions 3, 4 and 5 by 3-(isoquinolin-4-ylmethyl)carbamoyl, methyl and 3-(trifluoromethyl)phenyl groups respectively. An inhibitor of teichoic acid biosynthesis.


A beta-D-glucoside derived from formal condensation of the hydroxy group of 5-(hydroxymethyl)cytosine with the anomeric hydroxy group of D-glucopyranose.


18-oxoresolvin E1

A nonclassic icosanoid that is (6Z,8E,10E,14Z,16E)-icosa-6,8,10,14,16-pentaenoic acid carrying two hydroxy groups at positions 5 and 12 as well as an oxo group at position 18.


name: (R)-1,2-di-O-dodecanylglycero-3-glutaric acid 6'-methylresorufin ester

description: A diester obtained by formal condensation of the carboxy groups of glutaric acid with the hydroxy groups of (R)-1,2-di-O-dodecanylglycerol and 7-hydroxy-6-methylphenoxazin-3-one.


A steroid compound with a structure based on a 27-carbon (cholestane) skeleton.


A steroid compound with a structure based on a 24-carbon (cholane) skeleton.


A steroid compound with a structure based on a 19-carbon (androstane) skeleton.


steroidal acyl-CoA(4-)

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


N(6)-(2-Carboxyethyl)lysine with L configuration at the alpha carbon.


N(6)-(2-carboxyethyl)-L-lysine residue

An amino-acid residue consisting of an L-lysine residue, to the epsilon amino group of which is attached a 2-carboxyethyl group.


biliatresone

A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted at positions 5 by  a 2-(2-hydroxyphenyl)-3-oxoprop-1-en-3-yl group and at positions 4 and 6 by methoxy groups. A very rare type of isoflavonoid-related 1,2-diaryl-2-propenone found in Dysphania glomulifera (red crumbweed) and D. littoralis, the enone moiety is particularly reactive, undergoing ready Michael addition of water and methanol. Biliatresone has been found to cause extrahepatic biliary atresia (obliteration or discontinuity of the extrahepatic biliary system, resulting in obstruction to bile flow) in a zebrafish model.


lanostane derivative

Any steroid (or derivative) based on a lanostane skeleton.


cycloartane derivative

Any steroid (or derivative) based on a cycloartane skeleton.


pregnane derivative

Any steroid (or derivative) based on a pregnane skeleton.


estrane derivative

Any steroid (or derivative) based on an estrane skeleton.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-4-amino-3,4,6-trideoxy-alpha-D-threo-hex-3-enopyranose; major species at pH 7.3.


lanostane sterol

Any sterol based on a lanostane skeleton and its derivatives.


cycloartane sterol

Any sterol based on a cycloartane skeleton and its derivatives.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-(2S,3S,6R)-3-hydroxy-5-imino-6-methyloxane; major species at pH 7.3.


androstane sterol

Any sterol based on a androstane skeleton and its derivatives.


estrane sterol

Any sterol based on an estrane skeleton and its derivatives.


ergostane sterol

Any sterol based on an ergostane skeleton and its derivatives.


ketocholestane

Any oxo steroid (or derivative) based on a cholestane skeleton.


ketopregnane

Any oxo steroid (or derivative) based on a pregnane skeleton.


ketoandrostane

Any oxo steroid (or derivative) based on an androstane skeleton.


ketoestrane

Any oxo steroid (or derivative) based on an estrane skeleton.


androstane sulfate

Any steroid sulfate based on an androstane skeleton.


cholestanoic acid

Any steroid acid based on a cholestane skeleton.


pregnanoic acid

Any steroid acid based on a pregnane skeleton.


A dicarboxylic acid anion obtained by deprotonation of the carboxy and phosphino groups of phosphinomethylisomalic acid; major species at pH 7.3.


A dicarboxylic acid anion obtained by deprotonation of the carboxy and phosphino groups of 2-(phosphinomethylidene)butanedioic acid; major species at pH 7.3.


A steroidal acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of any cholestanoyl-CoA; major species at pH 7.3.


pregnane ester

Any steroid ester based on a pregnane skeleton.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as hexadecanoyl and (5Z,8Z,10E,12S,14Z)-12-hydroxyicosatetraenoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as hexadecanoyl and (5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoyl respectively.


An L-histidine derivative in which the alpha-amino nitrogen of the amino acid has entered into amide formation with acetic acid and the tele- nitrogen carries a 1,4-dihydroxynonan-3-yl substituent. It has been synthesised by reaction of (E)-4-hydroxynon-2-enal (HNE) with N-acetyl-L-histidine, the tele nitrogen of histidine reacting with the double bond function of HNE via formation of a Michael adduct.


cholane derivative

Any steroid (or derivative) based on a cholane skeleton.


A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as (9Z)-hexadecenyl.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as (9Z)-hexadecenoyl and acetyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as heptadecanoyl and (9Z,12Z,15Z)-octadecatrienoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as hexadecanoyl and 9,10-epoxyoctadecanoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups at positions 1 and 2 are specified as (11Z,14Z)-icosadienoyl and (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl respectively.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups at positions 1 and 2 are both specified as (9Z,11Z)-octadecadienoyl.


An L-cysteine derivative in which the sulfur atom carries a 1,4-dihydroxynonan-3-yl substituent. It has been synthesised by reaction of (E)-4-hydroxynon-2-enal (HNE) with L-cysteine, the sulfur atom of cysteine reacting with the double bond function of HNE via formation of a Michael adduct.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and (4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl respectively.


8,11,14-icosatrien-5-ynoic acid

A trienoic fatty acid, that is icosanoic acid containing double bonds at positions 8, 11 and 14 and a triple bond at position 5.


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


A thiazolidinone that is 2-thioxo-4-thiazolidinone which is substituted at position 3 by a (m--trifluoromethyl)phenyl group and at position 5 by a p-carboxybenzylidene group. It is an inhibitor of cystic fibrosis transmembrane conductance regulator, a membrane protein and chloride channel in vertebrates that is encoded by the CFTR gene.


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


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


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


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


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as icosanoyl.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as (11Z,14Z)-icosadienoyl.


7,10,13,16-docosatetraenoic acid

A docosatetraenoic acid in which the four double bonds are located at positions 7, 10, 13 and 16 (geometry unspecified).


An alpha-D-glucoside that is 29-keto-(3R,31R)-dotriacontanetriol having a single alpha-D-glucosyl residue attached at position 1.


N-oleoylthreonine

An N-acyl-L-amino acid obtained by formal condensation of the carboxy group of oleic acid with the amino group of L-threonine.


cholestane ester

Any steroid ester based on a cholestane skeleton.


pyrimidotriazine

Any organic heterobicyclic compound containing ortho-fused pyrimidine and triazine rings.


pregnane sterol

Any sterol based on a pregnane skeleton and its derivatives.


name: EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor

description: A DNA polymerase inhibitor that interferes with the action of a DNA-directed DNA polymerase (EC 2.7.7.7).


poly(ethylene terephthalate)(1-)

An ionic polymer resulting from the deprotonation of the terminal carboxy groups of poly(ethylene terephthalate) polymer.


stigmastane derivative

Any steroid (or derivative) based on a stigmastane skeleton.


stigmastane sterol

Any sterol based on a stigmastane skeleton.


A dicarboxylic acid monoester(1-) resulting from the deprotonation of the free carboxy group of the mono-(2-hydroxyethyl) ester of terephthalic acid. The major species at pH 7.3.


2'-deoxynucleoside 3'-monophosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of any 2'-deoxynucleoside 3'-monophosphate; major species at pH 7.3.


An amino acid zwitterion resulting from a transfer of a proton from the carboxy group to the amino group of (2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoic acid; major species at pH 7.3.


An amino acid zwitterion resulting from a transfer of a proton from the carboxy group to the imino group of (4S,5R)-4,5,6-trihydroxy-2-iminohexanoic acid; major species at pH 7.3.


An alpha-amino-acid residue cation obtained by protonation of the guanidine function of N(omega)-(1-hydroxy-2-oxopropyl)-L-arginine resdue.


An alpha-amino-acid residue cation obtained by protonation of the amino group of N(6)-(1-hydroxy-2-oxopropyl)-L-lysine residue.


An L-alpha-amino acid residue derived from S-(1-hydroxy-2-oxopropyl)-L-cysteine.


An organic anion obtained by deprotonation of one of the hydroxy groups of (S)-demethyl-4-deoxygadusol. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


xibornol

A bridged compound that is 3,4-xylenol carrying an additional isobornyl substituent at position 6. A lipophilic antibacterial drug  mainly used in spray dosage forms for the local treatment of infection and inflammation of the throat.


furagin

An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [3-(5-nitro-2-furyl)prop-2-en-1-ylidene]amino group (the configuration of the C=C and C=N bonds in the grouping that links the two heterocycles is not specified). A nitrofuran antibiotic with properties similar to nitrofurantoin, furagin is used in the treatment of urinary tract infections.


rosoxacin

A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid that is substituted by an ethyl group at position 1 and by a pyridin-4-yl group at position 7. An antibacterial drug, active against Neisseria gonorrhoeae, it has been used for treating urinary tract infections and certain sexually transmitted diseases.


garenoxacin

A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid that is substituted by a cyclopropyl group at position 1, an oxo group at position 4, a (1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl group at position 7, and a difluoromethoxy group at position 8.


A cyclitol that is valiolone in which the the stereochemistry at position 2 has been inverted (from R to S).


An S-substituted glutathione(1-) obtained by deprotonation of the the two carboxy groups and protonation of the amino group of S-(1-hydroxy-2-methylbut-3-en-2-yl)-glutathione; major species at pH 7.3.


flurithromycin

An erythromycin derivative that is erythromycin A in which the hydrogen attached to the carbon at position 8 (alpha to the ketone carbonyl group) has been replaced by a fluorine. It has been used (generally as the corresponding monoethyl succinate ester) as an antibacterial drug.


keto-L-sorbose

A ketohexose often involved in the commercial production of vitamin C. It has been found to occur naturally in grapes.


An epoxide carrying methyl and vinyl substituents at position 2 (the R-enantiomer).


sulfamazone

A racemate comprising equimolar amounts of (R)- and (S)-sulfamazone. An antibacterial agent that antipyretic activity, it has been used (generally as its sodium salt) for the treatment of infections of the upper respiratory tract.


sulfaperin

A substituted aniline that is sulfanilamide in which on of the hydrogens of the sulfonamide group has been replaced by a 5-methylpyrimidin-2-yl group.


sulfathiourea

A substituted aniline that is thiourea in which one of the hydrogens has been replaced by a (p-aminophenyl)sulfonyl group.


iclaprim

A racemate consisting of equimolar amounts of (R)- and (S)-iclaprim. Both enantiomers exhibit similar, potent bactericidal activity against major Gram-positive pathogens, notably methicillin-sensitive and -resistant Staphylococcus aureus (MSSA and MRSA, respectively).


coproporphyrin III(4-)

A cyclic tetrapyrrole anion obtained by deprotonation of the four carboxy groups of coproporphyrin III; major species at pH 7.3.


brodimoprim

An aminopyrimidine that is 2,4-diaminopyrimidine in which the hydrogen at position 5 has been replaced by a 4-bromo-3,5-dimethoxybenzyl group.


hydroxylipid

Any lipid carrying one or more hydroxy substituents.


An ionic polymer derived from [Glu(-Cys)]n-Gly.


cefcapene

A cephalosporin compound having (carbamoyloxy)methyl and N-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino side-groups. It is used (generally as the corresponnding pivaloyloxymethyl ester prodrug) as an oral antibacterial.


cefatrizine

A cephalosporin compound having (1H-1,2,3-triazol-4-ylsulfanyl)methyl and [(2R)-2-amino-2-(4-hydroxyphenyl)]acetamido side-groups. An antibacterial drug first prepared in the 1970s, it has more recently been found to be an inhibitor of eukaryotic elongation factor-2 kinase (eEF2K), which is known to regulate apoptosis, autophagy and ER stress in many types of human cancers.


cefazedone

A first-generation cephalosporin antibiotic having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and [(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido side-groups located at positions 3 and 7 respectively.


clometocillin

A penicillin that is benzylpenicillin in which the phenylacetyl group has been replaced by a (3,4-dichlorophenyl)(methoxy)acetyl group. It is a mixture of epimers at the methoxy-bearing carbon.


penamecillin

A penicillanic acid ester that is the acetoxymethyl ester of benzylpenicillin. It is a prodrug for benzylpenicillin.


A dicarboxylic acid monoester that resulting from the formal condensation of one of the carboxy groups of terephthalic acid with one of the hydroxy groups of ethylene glycol.


cholane ester

Any steroid ester based on a cholane skeleton.


androstane ester

Any steroid ester based on an androstane skeleton.


A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as tertadecanoyl (myristoyl).


lysophosphatidylcholine (18:1/0:0)

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


lysophosphatidylcholine (0:0/18:1)

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


lysophosphatidylcholine (18:3/0:0)

A lysophosphatidylcholine 18:3 in which the acyl group is located at position 1.


lysophosphatidylcholine (0:0/18:3)

A lysophosphatidylcholine 18:3 in which the acyl group is located at position 2.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as hexadecanoyl (palmitoyl).


lysophosphatidylethanolamine (18:2/0:0)

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


lysophosphatidylethanolamine (0:0/18:2)

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


seco-pregnane

Any seco-steroid based on a pregnane skeleton.


lanostane ester

Any steroid ester based on a lanostane skeleton.


ergostane ester

Any steroid ester based on a ergostane skeleton.


A tetrol that is 2-aminoicosane with the four hydroxy substituents located at position 1, 3, 4 and 5.


A tetrol that is 2-aminotetradecane with the theree hydroxy substituents located at position 1, 3, and 4.


iclaprim

An aminopyrimidine that is 5-methylpyrimidine-2,4-diamine in which one of the hydrogens of the methyl group has been replaced by a 2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl group.


(R)-ICLAPRIM

A 5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine in which the chiral centre has R configuration.


(S)-ICLAPRIM

A 5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine in which the chiral centre has S configuration.


A flavone C-glycoside that consists of apigenin carrying alpha-L-arabinosyl and beta-L-arabinosyl groups at positions 6 and 8 respectively


apigenin C-pentoside

A flavone C-glycoside that is apigenin carrying one or more pentosyl substituents.


tioxazafen

A 1,2,4-oxadizole in which the hydrogens at positions 3 and 5 have been replaced by phenyl and thiophen-2-yl groups, respectively. It is used as a broad spectrum nematicidal seed treatment.


A flavone C-glycoside that consists of chrysoeriol carrying alpha-L-arabinosyl and beta-L-arabinosyl groups at positions 6 and 8 respectively


CMP-5'-phosphonoformic acid

A cytidine 5'-phosphate obtained by formal condensation of the phosphate group of CMP with the phosphono group of phosphonoformic acid.


dodecyldimethylamine N-oxide

A tertiary amine oxide resulting from the formal oxidation of the amino group of dodecyldimethylamine.


(R)-sulfamazone

A (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl){4-[(6-methoxypyridazin-3-yl)sulfamoyl]anilino}methanesulfonic acid that has R configuration at the chiral centre.


(S)-sulfamazone

A (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl){4-[(6-methoxypyridazin-3-yl)sulfamoyl]anilino}methanesulfonic acid that has S configuration at the chiral centre.


An organophosphate oxoanion obtained by deprotonation of the triphosphate OH groups of (8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphate; major species at pH 7.3.


D-erythrulose 1-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of D-erythrulose 1-phosphate; major species at pH 7.3.


A glycosyloxyflavone that is  3',5'-di-O-methyltricetin (tricin) having a 6-O-malonyl-beta-D-glucosyl residue attached at the 7-hydroxy position


name: tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether 7''-O-beta-D-glucopyranoside

description: A dihydroxyflavone that is tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether in which the hydroxy hydrogen at position 7'' has been replaced by a beta-D-glucopyranosyl group.


lanostanoic acid

Any steroid acid based on a lanostane skeleton.


name: tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether 9''-O-beta-D-glucopyranoside

description: A dihydroxyflavone that is tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether in which the hydroxy hydrogen at position 9'' has been replaced by a beta-D-glucopyranosyl group.


name: tricin 4'-O-(threo-beta-guaiacylglyceryl) ether 7-O-beta-D-glucopyranoside

description: A dihydroxyflavone that is tricin 4'-O-(threo-beta-guaiacylglyceryl) ether in which the phenolic hydrogen at position 7 has been replaced by a beta-D-glucopyranosyl group.


tricin 5-O-beta-D-glucoside

A glycosyloxyflavone that is  3',5'-di-O-methyltricetin (tricin) in which the phenolic hydrogen at position 5 has been replaced by a beta-D-glucopyranosyl group.


tricin 7-O-beta-D-glucoside

A glycosyloxyflavone that is 3',5'-di-O-methyltricetin (tricin) in which the phenolic hydrogen at position 7 has been replaced by a beta-D-glucopyranosyl group.


tricin 7-O-neohesperidoside

A glycosyloxyflavone that is 3',5'-di-O-methyltricetin (tricin) in which the phenolic hydrogen at position 7 has been replaced by a neohesperidosyl group.


indole-5-carboxylic acid

An indolecarboxylic acid in which the carboxy group is the only substituent and is located at position 5.


isoorientin 2''-O-glucoside

A tetrahydroxyflavone that consists of isoorientin having a beta-glucosyl residue attached at position 2''.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 2-hydroxyisobutanoyl-CoA; major species at pH 7.3


VIBSANIN B

A vibsane diterpenoid that is (2Z,6E,10E)-cycloundeca-2,6,10-trien-1-one which is substituted at positions 2, 5, 5, 8, 9, and 9 by hydroxymethyl, methyl, 2-methylpent-2-en-5-yl, 3-methylbut-2-enoyloxy, hydroxy, and methyl groups, respectively (the 5S,8R,9R stereoisomer). It has been found to inhibit root growth in rice seedlings (IC50 0.14 mM).


vibsane diterpenoid

Any deterpenoid whose with a structure that is characteristically found in the Viburnum species.


indolmycenate

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


xestospongin C

An organic heteropentacyclic compound that is isolated from the marine sponge Xestospongia exigua.


Ro 5-3335

A 1,4-benzodiazepinone that is nordazepam in which the phenyl substituent has been replaced by a 1H-pyrrol-2-yl group. It inhibits gene expression in HIV-1 at the transcriptional level through interference with Tat-mediated transactivation.


luzindole

A member of the class of indoles that is tryptamine in which one of the amino hydrogens is replaced by an acetyl group while the hydrogen at position 2 is replaced by a benzyl group.


isoorientin 7,3'-dimethyl ether

A tetrahydroxyflavone that is isoorientin in which the phenolic hydrogens at positions 3' and 7 have been replaced by methyl groups.


A racemate comprising equimolar amounts of (R)- and (S)-SKF 38393


(S)-SKF 38393

A 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol that is the S-enantiomer of SKF 38393.


A peptide anion obtained by deprotonation of the the three carboxy groups and protonation of the amino group of S-(2-carboxy-2-methylbut-3-en-2-yl)-glutathione; major species at pH 7.3.


An S-substituted glutathione(1-) obtained by deprotonation of the the two carboxy groups and protonation of the amino group of S-(2-formyl-2-methylbut-3-en-2-yl)-glutathione; major species at pH 7.3.


hydroxycholesterol ester

Any cholestane ester carrying at least one hydroxy substituent.


A 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol that is the R-enantiomer of SKF 38393.


SKF 38393 hydrobromide

A racemate comprising equimolar amounts of (R)- and (S)-SKF 38393 hydrobromide.


L-allysine residue

An L-alpha-amino acid residue derived from L-allysine.


(R)-SKF 38393(1+)

An organic cation obtained by protonation of the secondary amino function of (R)-SKF 38393.


(S)-SKF 38393(1+)

An organic cation obtained by protonation of the secondary amino function of (S)-SKF 38393.


thymidine dimer

A nucleoside analogue obtained by formal cyclodimerisation of thymidine.


thymidine 5'-monophosphate dimer

A cyclobutadipyrimidine bis(deoxyribonucleotide) obtained by formal cyclodimerisation of thymidine 5'-monophosphate.


sulfamate

An organosulfonate oxoanion obtained by deprotonation of the N-sulfo group of any sulfamic acid; major species at pH 7.3.


methylated primary amine(1+)

An organic cation obtained by protonation of any methylated primary amine; major species at pH 7.3.


A member of the class of cyclobutadipyrimidines that is hexahydro-1,3,6,8-tetraazabiphenylene-2,4,5,7-tetrone carrying two additional methyl substituents at positions 4a and 4b.


An organic heterotetracyclic compound obtained by intramolecular formation of a C-C bond between positions 8 and 5' of 2'-deoxyadenosine.


An organic heterotetracyclic compound obtained by intramolecular formation of a C-C bond between positions 8 and 5' of dAMP.


An organic heterotetracyclic compound obtained by intramolecular formation of a C-C bond between positions 8 and 5' of 2'-deoxyguanosine.


An organic heterotetracyclic compound obtained by intramolecular formation of a C-C bond between positions 8 and 5' of dGMP.


A 1,2-diglyceride in which the acyl groups at positions 1 and 2 are specified as (9Z)-hexadecenoyl.


A flavone C-glycoside consisting of isoscoparin having a 6-(E)-feruloylglucosyl residue attached at position 2''.


A 1,2-diglyceride in which the acyl groups at positions 1 and 2 are specified as (11Z)-octadecenoyl.


dAp-dAp

A 5'-phospho-(3'->5')-dinucleotide composed from two dAMP residues.


A flavone C-glycoside that is luteolin in which the hydrogen at position 2 has been replaced by a beta-D-glucosyl-(1->2)-alpha-L-arabinosyl residue.


An N-glycosyl compound that is a metabolite produced by the bacterium Mycoplasma genitalium.


A 7-deazaguanosine ribonucleoside that has 7-carbamoyl-7-deazaguanine as the nucleobase. It is present in archaeal tRNA and has also been found in bacterial DNA.


sterebin L

A labdane diterpenoid with formula C21H36O4, originally isolated from the seeds of Oryza sativa.


SWERTISIN

A flavone C-glycoside that is 7-O-methylapigenin in which the hydrogen at position 6 has been replaced by a beta-D-glucosyl residue.


cholestanoic acid anion

Any steroid acid anion based on a cholestane skeleton.


pregnanoic acid anion

Any steroid acid anion based on a pregnane skeleton.


lanostanoic acid anion

Any steroid acid anion based on a lanostane skeleton.


meldonium

An ammonium betaine that is beta-alaninate in which one of the amino hydrogens is replaced by a trimethylamino group. A clinically used cardioprotective drug that is used for treatment of heart failure, myocardial infarction, arrhythmia, atherosclerosis and diabetes.


A glycol that is 2-methylpropane in which the two hydroxy groups are located at positions 1 and 2..


A hydroxyaldehyde that is isobutyraldehyde carrying a single hydroxy substituent at position 2.


A  carbohydrate acid anion that is the conjugate base of 2,4-didehydro-3-deoxy-L-rhamnonic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


fotemustine

A racemate comprising equimolar amounts of (R)- and (S)-fotemustine. It is an alkylating agent used in the treatment of malignant melanoma.


D-erythritol 1-phosphate(2-)

An organophosphate oxoanion resulting from the deprotonation of the phosphate OH groups of D-erythritol 1-phosphate; major species at pH 7.3.


A 39 amino acid porcine cathelicidin that is rich in proline and arginine residues. It plays a pivotal role in the innate immune defence of the pig against infections and exhibits antimicrobial and immunomodulatory activities.


A fluoroindole that is 6-fluoroindole in which the hydrogen at position 3 has been replaced by a 2-(pyridin-3-yl)vinyl group (trans configuration). It is a selective inhibitor of tryptophan 2,3-dioxygenase (TDO), which directs the conversion of trypophan to kynurenin.


(R)-fotemustine

A diethyl (1-{[(2-chloroethyl)(nitroso)carbamoyl]amino}ethyl)phosphonate that has R configuration.


(S)-fotemustine

A diethyl (1-{[(2-chloroethyl)(nitroso)carbamoyl]amino}ethyl)phosphonate that has S configuration.


terretonin

A tetracyclic meroterpenoid that is isolated from Aspergillus terreus.


A dihydroxybenzoate that is the conjugate base of 3,5-dimethylorsellinic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An oxo monocarboxylic acid anion that is the a dianion resulting from the carboxy group and the beta-keto-enol group of 3-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid; major species at pH 7.3.


HETE anion

An icosanoid anion arising from deprotonation of the carboxylic acid function of any hydroxyicosatetraenoic acid.


oxo-ETE anion

An icosanoid anion arising from deprotonation of the carboxylic acid function of any oxoicosatetraenoic acid.


octadecanoid anion

An unsaturated fatty acid anion obtained by the deprotonation of the carboxy group of any octadecanoid.


An unsaturated fatty acid anion obtained by the deprotonation of the carboxy group of any hydroxyoctadecadienoic acid.


An octadecanoid anion anion obtained by the deprotonation of the carboxy group of any hydroperoxyoctadecadienoic acid.


docosanoid

Any oxygenated derivative of C22 polyunsaturated fatty acids, such as docosapentaenoic acid (DPA) and docosahexaenoic acid (DHA).


docosanoid anion

A polyunsaturated fatty acid anion obtained by the deprotonation of the carboxy group of any docosanoid.


An icosanoid anion obtained by the deprotonation of the carboxy group of any epoxyicosatrienoic acid.


name: tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether 7-O-beta-D-glucopyranoside

description: A dihydroxyflavone that is tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether in which the hydroxy hydrogen at position 7 has been replaced by a beta-D-glucopyranosyl group.


hydroxydocosahexaenoate

A hydroxy polyunsaturated fatty acid anion obtained by the deprotonation of the carboxy group of any hydroxydocosahexaenoic acid.


hydroperoxydocosahexaenoate

A docosanoid anion arising from deprotonation of the carboxylic acid function of any hydroperoxydocosahexaenoic acid.


hydroxy monounsaturated fatty acid

Any monounsaturated fatty acid carrying one or more hydroxy substituents.


name: hydroxy monounsaturated fatty acid anion

description: Any monounsaturated fatty acid anion carrying one or more hydroxy substituents.


name: hydroxy polyunsaturated fatty acid anion

description: Any polyunsaturated fatty acid anion carrying one or more hydroxy substituents.


hydroxy saturated fatty acid anion

Any saturated fatty acid anion carrying one or more hydroxy substituents.


An unsaturated fatty acid anion arising from deprotonation of the carboxylic acid function of any epoxyicosatetraenoic acid.


An unsaturated fatty acid anion arising from deprotonation of the carboxylic acid function of any hydroxyicosapentaenoic acid (HEPE).


hydroperoxyicosatrienoate

An icosanoid anion arising from deprotonation of the carboxylic acid function of any hydroperoxyicosatrienoic acid.


hydroperoxyicosapentaenoate

An icosanoid anion arising from deprotonation of the carboxylic acid function of any hydroperoxyicosapentaenoic acid.


dihydroxyicosatetraenoate

An unsaturated fatty acid anion arising from deprotonation of the carboxylic acid function of any dihydroxyicosatetraenoic acid.


cholanic acid anion

Any steroid acid anion based on a cholanic acid skeleton.


cholanic acid conjugate anion

An organic anion obtained by deprotonation of any cholanic acid conjugate.


A ketoxime that is the oxime of indan-1-one in which the hydrogen at position 5 has been replaced by an imidazol-5-yl group which has itself been substituted at positions 2 and 4 by p-[2-(dimethylamino)ethoxy]phenyl and pyridin-4-yl groups, respectively.


An N-{5-[2-{4-[2-(dimethylamino)ethoxy]phenyl}-4-(pyridin-4-yl)-1H-imidazol-5-yl]-2,3-dihydro-1H-inden-1-ylidene}hydroxylamine in which the oxime group has E configuration.


A mixture of (E)- and (Z)-SB-590885.


A trisaccharide derivative consisting of an alpha-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-4 an alpha-L-rhamnosyl-(1->3)-beta-D-glucosyl disaccharide unit.


calpastatin peptide Ac 184-210

A 27-membered polypeptide comprising the sequence Ac-Asp-Pro-Met-Ser-Ser-Thr-Tyr-Ile-Glu-Glu-Leu-Gly-Lys-Arg-Glu-Val-Thr-Ile-Pro-Pro-Lys-Tyr-Arg-Glu-Leu-Leu-Ala-NH2. An acetylated synthetic peptide from human calpastatin that strongly inhibits both calpains I and II but not papain (a cysteine protease) or trypsin (a serine protease).


A disaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 an alpha-L-rhamnosyl residue.


O-pentadecanoylcarnitine

An O-acylcarnitine in which the acyl group is specified as pentadecanoyl.


O-heptadecanoylcarnitine

An O-acylcarnitine in which the acyl group is specified as heptadecanoyl.


8-epi-prostaglandin E2

A prostanoid that is prostaglandin E2 having inverted stereochemistry at the 8-position.


A HEPE that consists of (5Z,8Z,12E,14Z,17Z)-icosapentaenoic acid in which the hydroxy group is located at position 11.


5-aminopentyl alpha-L-rhamnoside

A glycoside that is alpha-L-rhamnose in which the hydrogen of the anomeric hydroxy group is replaced by a 5-aminopentyl group.


A disaccharide derivative consisting of an alpha-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-2 a further alpha-D-glucosyl residue.


A trisaccharide derivative consisting of an alpha-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-2 a beta-D-glucosyl-(1->4)-alpha-D-glucosyl disaccharide unit.


A branched tetrasaccharide derivative consisting of an alpha-D-mannosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-2 an alpha-D-mannosyl-(1->2)-alpha-D-mannosyl disaccharide unit and at O-4 a beta-D-galactosyl residue.


cobalt phosphide nanoparticle

An inorganic nanoparticle consisting of cobalt cations and phosphide(3-) anions. Depending on the method of preparation, the formula can vary from CoP through Co3P2 to Co2P.


graphite nanoparticle

A nanoparticle consisting of graphite.


tungsten nanoparticle

A nanoparticle consisting of tungsten atoms.


platinum copper nanoparticle

A bimetallic nanoparticle consisting of platinum and copper atoms.


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (R)-imazamox.


pyranopyran

Any organic heterobicyclic compound containing two ortho-fused pyran rings.


pyranopyranone

A pyranopyran in which at least one of the pyran rings in the pyranopyran skeleton is substituted by an oxo group.


An N-acetyl-D-glucosaminyl group having an N-acetyl-beta-D-galactosaminyl residue attached at the 4-position; obtained formally by removal of the hydroxy function from the hemiacetal function of N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-D-glucosamine.


pyranopyrazole

An organic heterobicyclic compound whose skeleton consists of a pyran ring which is ortho-fused to a pyrazole ring.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of beta-D-GalpNAc-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of beta-D-GalpNAc-(1->4)-[alpha-L-Fucp-(1->2)-alpha-L-Fucp-(1->3)]-D-GlcpNAc.


A pyranone based on the structure of 4H-pyran-4-one and its substituted derivatives.


A pyranone based on the structure of 2H-pyran-3(4H)-one or 2H-pyran-3(6H)-one, and their substituted derivatives.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of alpha-L-Fucp-(1->3)-beta-D-GalpNAc-(1->4)-D-GlcpNAc.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of alpha-L-Fucp-(1->3)-beta-D-GalpNAc-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of alpha-L-Fucp-(1->3)-[alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)]-D-GlcpNAc.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 3-hydroxy-4-methylanthraniloyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 3,5-dihydroxy-4-methylanthraniloyl.


VIOLACEIN

A member of the class of hydroxyindoles resulting from the formal oxidative coupling between the 3-position of 1,3-dihydro-2H-indol-2-one and the 3-position of 1,3-dihydro-2H-pyrrol-2-one, which is substituted at the 5 position by a 5-hydroxy-1H-indol-3-yl group, where the newly-formed double bond has E configuration. It is a purple chromobacterial pigment that has antibacterial, antifungal, antiprotozoan, and anticancer properties.


deoxyviolacein

A member of the class of oxindoles resulting from formal oxidative coupling between the 3-position of 1,3-dihydro-2H-indol-2-one and the 3-position of 1,3-dihydro-2H-pyrrol-2-one, which is substituted at the 5 position by a 1H-indol-3-yl group, where the newly-formed double bond has E configuration.


proviolacein

A hydroxyindole that is 2H-pyrrol-2-one which is substituted at positions 3 and 5 by 1H-indol-3-yl and 5-hydroxy-1H-indol-3-yl groups, respectively. It is an intermediate in the biosynthesis of the purple chromobacterial pigment violacein from L-tryptophan.


An N-acetyl-D-glucosaminyl group consisting of a GlcNAc-yl residue at the reducing end with a Man-alpha(1->3)-[Man-alpha(1->6)]-Man-beta(1->4)-GlcNAc moiety attached via a beta-(1->4)-linkage and a Fuc residue attached via an alpha-(1->6)-linkage.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-[beta-D-Xylp-(1->2)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc.


nocardicin G zwitterion

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


isonocardicin C dizwitterion

An alpha-amino acid zwitterion resulting from a transfer of two protons from the carboxy groups to the amino groups of isonocardicin C; major species at pH 7.3.


A tricarboxylic acid anion obtained by removal of two protons from ethylenediaminetriacetic acid.


A dicarboxylic acid anion that is the conjugate base of ethylenediaminediacetic acid.


SALUBRINAL

A member of the class of quinolines that is a mixed aminal resulting from the formal condensation oftrichloroacetaldehyde with the amide nitrogen of trans-cinnamamide and the primary amino group of 1-quinolin-8-ylthiourea. It is a selective inhibitor of cellular complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit alpha (eIF2alpha).


A 1-O-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as pentadecanoyl.


A polysaccharide derivative with a repeating unit consisting of beta-D-galactosyl, beta-D-galactosyl and beta-D-glucosyl residues linked sequentially (1->3) and (1->4), to the galactosyl residue at the non-reducing end of which is attached an N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide unit via a (1->3) linkage, with all repeating units being linked (1->6). Capsular polysaccharide of Streptococcus suis serotype 1.


name: dicarboxylic acids and O-substituted derivatives

description: A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens.


A member of the class of hydroxylamines resulting from the replacement of one of the hydrogens attached to the amino group of 2-methylpropanamine by a hydroxy group.


A monocarboxylic acid anion that is the conjugate base of 3-indoleacrylic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


validamine 7-phosphate

A cyclitol phosphate that is validamine carrying a single monophosphate substituent at position 7.


A polysaccharide derivative with a repeating unit consisting of beta-D-galactosyl, beta-D-rhamnoosyl and beta-D-glucosyl residues all linked (1->4), to the galactosyl residue of which is attached an N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide unit via a (1->3) linkage, while to the rhamnosyl residue is linked (1->3) an alpha-D-galactosyl residue, with all repeating units being linked (1->4). Capsular polysaccharide of Streptococcus suis serotype 1/2.


glycosmisate

A monocarboxylic acid anion that is the conjugate base of glycosmisic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of (-)-DCA-CL, obtained by deprotonation of the carboxy group; major species at pH 7.3.


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


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (+)-DCA-CC; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of (+)-DCA-CL, obtained by deprotonation of the carboxy group; major species at pH 7.3.


ent-glycosmisate

A monocarboxylic acid anion that is the conjugate base of ent-glycosmisic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


validoxylamine A 7'-phosphate

A cyclitol phosphate that is validoxylamine A carrying a single monophosphate substituent at position 7'.


A polysaccharide derivative with a repeating unit consisting of beta-D-galactosyl, beta-D-rhamnoosyl and beta-D-glucosyl residues all linked (1->4), to the galactosyl residue of which is attached an N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl disaccharide unit via a (1->3) linkage, while to the rhamnosyl residue is linked (1->3) an alpha-D-galactosyl residue, with all repeating units being linked (1->4). Desialylated polysaccharide of Streptococcus suis serotype 1/2.


A polysaccharide derivative with a repeating unit consisting of beta-D-galactosyl, beta-D-galactosyl and beta-D-glucosyl residues linked sequentially (1->3) and (1->4), to the galactosyl residue at the non-reducing end of which is attached an N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide unit via a (1->3) linkage, with all repeating units being linked (1->6). Capsular polysaccharide of Streptococcus suis serotype 14.


VALIDOXYLAMINE A

An amino cyclitol that is (1R,2S,3S,4S,6R)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol in which one of the hydrogens attached to the nitrogen is replaced by a (1R,4R,5R,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl group.


A polysaccharide derivative with a repeating unit consisting of beta-D-galactosyl, beta-D-rhamnoosyl and beta-D-glucosyl residues all linked (1->4), to the galactosyl residue of which is attached an N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide unit via a (1->3) linkage, while to the rhamnosyl residue is linked (1->3) an alpha-D-galactosyl residue, with all repeating units being linked (1->4). Capsular polysaccharide of Streptococcus suis serotype 2.


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


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (2E,5E)-tetradecadienoyl-CoA; major species at pH 7.3.


diacylglycerol 33:3

A diglyceride in which the two acyl groups contain a total of 33 carbons and 3 double bonds.


valienone 7-phosphate

A hydroxyalkyl phosphate that is valienone carrying a single monophosphate substituent at position 7.


A member of the class of indazoles that is linifanib in which the 2-fluoro-5-methylphenyl group has been replaced by a 2-methylphenyl group. A cell-permeable 3-aminoindazolylurea compound, it acts as a potent and ATP-competitive inhibitor of VEGFR2/KDR (IC50 = 3 nM) as well as Flt3 and cKit (IC50 = 4 to 20 nM). Shown to block VEGF-induced VEGFR2 phosphorylation in 3T3-murine fibroblasts in vitro.


nocardicin C dizwitterion

An alpha-amino acid zwitterion resulting from a transfer of two protons from the carboxy groups to the amino groups of nocardicin C; major species at pH 7.3.


validone 7-phosphate

A cyclitol phosphate that is validone carrying a single monophosphate substituent at position 7.


2-aminobenzoylacetic acid

A 3-oxo monocarboxylic acid that is benzoylacetic acid substituted at position 2 on the benzene ring by an amino group.


A methyl-branched fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-methylpentanoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-aminobenzoylacetic acid.


A norlignan that is pentane-1,4-diene in which a hydrogen at position 1 and a hydrogen at position 3 are replaced by p-hydroxyphenyl groups. The isomer in which the 1,2-disubstituted double bond has Z configuration is known as nyasol; the corresponding E isomer is hinokiresinol.


A GDP-hexose having 4-amino-3,4,6-trideoxy-alpha-D-threo-hex-3-enopyranose as the hexose fragment.


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


(+)-nyasol

A 1,3-bis(p-hydroxyphenyl)pentane-1,4-diene that has 1Z,3S configuration. A natural product found in Asparagus africanus and Asparagus cochinchinensis.


An O-tetradecenoyl-L-carnitine obtained by formal condensation of the carboxy group of (5E)-tetradecenoic acid with the hydroxy group of L-carnitine.


A polyunsaturated fatty acid anion that is the conjugate base of 13S,14S-epoxy-DHA, obtained by deprotonation of the carboxy group; major species at pH 7.3.


phosphinomethylisomalic acid

A 2-hydroxydicarboxylic acid that is 2-hydroxy-3-methylbutanedioic acid in which one of the methyl hydrogens is replaced by a phosphino group


fluoroindole

An organofluorine compound that is a compound based on an indole skeleton, containing one or more fluorine atoms.


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


2-(phosphinomethylidene)succinic acid

A dicarboxylic acid that is succinic acid substituted at position 2 by a phosphinomethylidene group.


A 14,15-EET(1-) that is the conjugate base of (14S,15R)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 14,15-EET(1-) that is the conjugate base of (14R,15S)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A hexonic acid derivative that is (2Z,4S,5R)-4,5,6-trihydroxyhex-2-enoic acid substituted at position 2 by an amino group.


A hexonic acid derivative that is (4S,5R)-4,5,6-trihydroxyhexanoic acid substituted at position 2 by an imino group.


AG 490

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2E)-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoic acid with the amino group of benzylamine.


An 11,12-EET(1-) that is the conjugate base of (11S,12R)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


ribonucleoside 3'-monophosphate(2-)

A ribonucleoside 3'-monophosphate(2-) oxoanion in which both of the acidic hydroxy groups from the phosphate moiety are deprotonated.


An 11,12-EET(1-) that is the conjugate base of (11R,12S)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (1R,5aS,6R)-1,4,5,5a,6,9-hexahydrophenazine-1,6-dicarboxylic acid; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylic acid; major species at pH 7.3.


An 8,9-EET(1-) that is the conjugate base of (8S,9R)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An 8,9-EET(1-) that is the conjugate base of (8R,9S)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A triacyl-sn-glycerol in which the acyl groups at positions 1, 2 and 3 are specified as (9Z)-heptadecenoyl, oleoyl and linoleoyl respectively.


A triacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl while that at position 3 is specified as (11Z)-icosenoyl.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (5aS)-5,5a-dihydrophenazine-1,6-dicarboxylic acid; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of 5,10-dihydrophenazine-1,6-dicarboxylic acid; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of phenazine-1,6-dicarboxylic acid; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of (1R,10aS)-1,4,10,10a-tetrahydrophenazine-1-carboxylic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


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


lysophosphatidylcholine (0:0/20:3)

A lysophosphatidylcholine 20:3 in which the acyl group is located at position 2.


lysophosphatidylcholine (22:4/0:0)

A lysophosphatidylcholine 22:4 in which the docosatetraenoyl group is located at position 1.


lysophosphatidylcholine (22:5/0:0)

A lysophosphatidylcholine 22:5 in which the acyl group is located at position 1.


A lysophosphatidylcholine 22:6 in which the docosahexaenoyl group is located at position 1.


A lysophosphatidylcholine 22:6 in which the acyl group is specified as docosahexaenoyl and is located at position 2.


lysophosphatidylcholine 19:0

A lysophosphatidylcholine in which the acyl group has a fully saturated C19 chain and is attached to the glycero moiety at either position 1 or 2.


A 1-O-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as nonadecanoyl.


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


lysophosphatidylcholine O-18:0

A monoalkyl-sn-glycero-3-phosphocholine in which the alkyl group contains 18 carbons and no double bonds.


An EET(1-) that is the conjugate base of 5,6-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


lysophosphatidylethanolamine 22:5

A lysophosphatidylethanolamine in which the acyl group contains 22 carbons and 2 double bonds (position not specified).


A sulfonamide in which the nitrogen carries methyl and 2-oxo-2-[4-(pyridin-2-yl)piperazin-1-yl substituents and the sulfonyl a p-tolyl group.


A sulfonamide in which the nitrogen is the piperidinyl nitrogen of a 2-(pyridin-3-yl)piperidin-1-yl group and the sulfonyl sulfur carries a 4-acetamidophenyl substituent.


A sulfonamide in which the nitrogen carries methyl and 2-[4-(ethoxycarbonyl)piperazin-1-yl]-2-oxoethyl substituents and the sulfonyl a 4-chlorophenyl group.


A sulfonamide in which the nitrogen is the piperidinyl nitrogen of a 2-(1,3-benzothiazol-2-yl)piperidin-1-yl group and the sulfonyl sulfur carries a 4-acetamidophenyl substituent.


cloransulam

A sulfonamide resulting from the formal condensation of the sulfonic acid group of 5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonic acid with the amino group of 2-amino-3-chlorobenzoic acid. The methyl ester of cloransulam, generally known as cloransulam-methyl, is used as a herbicide for the control of post-emergence control of broad-leaved weeds in soybeans.


TOPRAMEZONE

An aromatic ketone that is phenyl 1H-pyrazol-4-yl ketone in which the pyrazolyl group is substituted at positions 1 and 5 by methyl and hydroxy groups, respectively, and in which the phenyl group is substituted at positions 2, 3, and 4 by methyl, 4,5-dihydro-1,2-oxazol-3-yl, and methylsulfonyl groups, respectively. A potent inhibitor of 4-hydroxyphenylpyruvate dioxygenase (HPPD) that is rapily metabolised by corn to non-active substances, it is used as a herbicide for the treatment of broadleaf weeds.


cholesteryl octadecenoate

A cholesterol ester in which the acyl group contains 18 carbons and 1 double bond (the position of the double bond in the acyl chain is unspecified).


cholesteryl octadecadienoate

A cholesterol ester in which the acyl group contains 18 carbons and 2 double bonds.


A monocarboxylic acid anion that is the conjugate base of (10aS)-10,10a-dihydrophenazine-1-carboxylic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


cholesteryl octadecatrienoate

A cholesterol ester in which the acyl group contains 18 carbons and 3 double bonds.


A monocarboxylic acid anion that is the conjugate base of (1R)-1,4,5,10-tetrahydrophenazine-1-carboxylic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


cholesteryl icosatetraenoate

A cholesterol ester in which the acyl group contains 20 carbons and 4 double bonds.


cholesteryl icosapentaenoate

A cholesterol ester in which the acyl group contains 20 carbons and 5 double bonds.


A member of the class of phenazines obtained by hydrogenation of the 5 and 10 positions of phenazine.


triacylglycerol 46:3

A triglyceride in which the three acyl groups contain a total of 46 carbons and 3 double bonds.


An O-acylcarnitine that is carnitine having a 3-hydroxyicosadienoyl group as the acyl substituent (positions of the double bonds are unspecified).


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-butyryl-4'-phosphopantetheine; major species at pH 7.3.


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-hexanoyl-4'-phosphopantetheine; major species at pH 7.3.


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-octanoyl-4'-phosphopantetheine; major species at pH 7.3.


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-decanoyl-4'-phosphopantetheine; major species at pH 7.3.


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-dodecanoyl-4'-phosphopantetheine; major species at pH 7.3.


A HETE anion that is the conjugate base of 17-HETE, arising from deprotonation of the carboxy group; major species at pH 7.3.


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-tetradecanoyl-4'-phosphopantetheine; major species at pH 7.3.


An S-acyl-4'-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-hexadecanoyl-4'-phosphopantetheine; major species at pH 7.3.


A HETE anion that is the conjugate base of 16-HETE, arising from deprotonation of the carboxy group; major species at pH 7.3.


An S-acyl-4'-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-choloyl-4'-phosphopantetheine; major species at pH 7.3.


An S-acyl-4'-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl)-4'-phosphopantetheine; major species at pH 7.3.


A 5-oxo monocarboxylic acid anion that is the conjugate base of 12-hydroxyjasmonic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A phosphopantetheine anion obtained by deprotonation of the phosphate OH groups of any S-acyl-4'-phosphopantetheine; major species at pH 7.3.


An (omega-1)-hydroxy fatty acid anion that is the conjugate base of 19-HETrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An (omega-1)-hydroxy fatty acid anion that is the conjugate base of 21-HDoHE, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An omega-hydroxy fatty acid anion that is the conjugate base of 20-HETrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.


tauroursodeoxycholate

An organosulfonate oxoanion that is the conjugate base of tauroursodeoxycholic acid arising from deprotonation of the sulfonate OH group; major species at pH 7.3.


An omega-hydroxy fatty acid anion that is the conjugate base of 18-hydroxylinoleic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


glycoursodeoxycholate

A N-acylglycinate that is the conjugate base of glycoursodeoxycholic acid. obtained by deprotonation of the carboxy group; major species at pH 7.3.


An (omega-1)-hydroxy fatty acid anion that is the conjugate base of 13-hydroxymyristic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


triacylglycerol 55:2

A triglyceride in which the three acyl groups contain a total of 55 carbons and 2 double bonds.


triacylglycerol 55:3

A triglyceride in which the three acyl groups contain a total of 55 carbons and 3 double bonds.


triacylglycerol 56:2

A triglyceride in which the three acyl groups contain a total of 56 carbons and 2 double bonds.


triacylglycerol 58:3

A triglyceride in which the three acyl groups contain a total of 58 carbons and 3 double bonds.


triacylglycerol 58:4

A triglyceride in which the three acyl groups contain a total of 58 carbons and 4 double bonds.


triacylglycerol 58:5

A triglyceride in which the three acyl groups contain a total of 58 carbons and 5 double bonds.


triacylglycerol 60:2

A triglyceride in which the three acyl groups contain a total of 60 carbons and 2 double bonds.


triacylglycerol 60:3

A triglyceride in which the three acyl groups contain a total of 60 carbons and 3 double bonds.


fatty acid-taurine conjugate(1-)

An organosulfonate oxoanion obtained by deprotonation of the sulfonate group of any fatty acid-taurine conjugate; major species at pH 7.3.


perindoprilat

A dipeptide obtained by formal condensation of one of the carboxy groups of N-[(1S)-1-carboxyethyl]-L-norvaline with the amino group of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid. The major active metabolite of perindopril.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-dodecanoyltaurine; major species at pH 7.3.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-tetradecanoyltaurine; major species at pH 7.3.


Deoxymethylsphingoid base

A cationic sphingoid obtained by the protonation of the amino group of any 1-deoxymethylsphingoid base.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-hexadecanoyltaurine; major species at pH 7.3.


Deoxysphingoid base

A cationic sphingoid obtained by the protonation of the amino group of any 1-deoxysphingoid base.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-stearoyltaurine; major species at pH 7.3.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-icosanoyltaurine; major species at pH 7.3.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-tetracosanoyltaurine; major species at pH 7.3.


norverapamil

A racemate comprising equimolar amounts of (R)- and (S)-norverapamil. The major active metabolite of verapamil.


desmethylranitidine

A member of the class of furans that is a metabolite of ranitidine in rats and humans.


A member of the class of cyclohexenones that is 5-(hydroxymethyl)cyclohex-2-en-1-one carrying three additional hydroxy substituents at positions 2, 3 and 5.


thifensulfuron

An N-sulfonylurea in which the sulfur atom is attached to a 2-carboxythiophen-3-yl group and in which the non-sulfonated nitrogen is substituted by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group. The corresponding methyl ester, known as thifensulfuron-methyl, is used as a post-emergence herbicide for the control of grass and broad-leaved weeds.


An alkyl,acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl and acyl groups (positions not specified) contain a total of 38 carbons and 7 double bonds.


flufenpyr

A ring assembly that is phenoxyacetic acid in which the phenyl group has been substituted at position 2 by chlorine, position 4 by fluorine, and position 5 by a 5-methyl-6-oxo-4-(trifluoromethyl)pyridazin-1(6H)-yl group. Its esters, particularly the ethyl ester (flufenpyr-ethyl), are used as contact herbicides for the control of broad-leaved weeds.


flufenpyr-ethyl

An ethyl ester resulting from the formal condesnation of the carboxy group of flufenpyr with ethanol. It is used as a contact herbicide for the control of broad-leaved weeds. It acts as a protoporphyrinogen oxidase inhibitor, causing protoporphyrins to accumulate, damaging the membrane structure and cellular function. No longer approved for use in the European Union.


sphingomyelin d18:1/18:2

A sphingomyelin d18:1 in which the fatty acyl group contains 18 carbons and 2 double bonds.


A sphingomyelin d18:1 obtained by formal condensation of the carboxy group of pentacosanoic acid with the amino group of sphingosine.


sphingomyelin 43:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 43 with 1 double bond.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-arachidonoyltaurine; major species at pH 7.3.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-[12(S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]taurine; major species at pH 7.3.


A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-[15(S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]taurine; major species at pH 7.3.


A polyunsaturated fatty acid anion that is the conjugate base of (12S)-hydroperoxy-(14R,15S)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monounsaturated fatty acid anion that is the conjugate base of 11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A polyunsaturated fatty acid anion that is the conjugate base of (12S)-hydroperoxy-(14S,15R)-epoxy-(5Z,8Z,10E)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A glutathione derivative in which the thiol hydrogen of glutathione is replaced by a 1-hydroxy-2-methylbut-3-en-2-yl group.


A polyunsaturated fatty acid anion that is the conjugate base of (5S)-hydroperoxy-(14R,15S)-epoxy-(6E,8Z,11Z)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A polyunsaturated fatty acid anion that is the conjugate base of (8S)-hydroperoxy-(14S,15R)-epoxy-(5Z,9E,11Z)-icosatrienoate, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A cyclic purine nucleotide obtained by formation of a bond between positions 3' and 8 of guanosine 5'-triphosphate.


eoxin A4(1-)

A polyunsaturated fatty acid anion that is the conjugate base of eoxin A4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-arachidonoyl-L-alaninate

An N-acyl-L-alpha-amino acid anion that is the conjugate base of N-arachidonoyl-L-alanine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-arachidonoyl-gamma-aminobutyrate

A monocarboxylic acid anion that is the conjugate base of N-arachidonoyl-gamma-aminobutyric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]glycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An N-acyl-L-alpha-amino acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]alanine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]-gamma-aminobutanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]glycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An N-acyl-L-alpha-amino acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]alanine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]-gamma-aminobutanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


resolvin D1(1-)

A polyunsaturated fatty acid anion that is the conjugate base of resolvin D1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


8-oxoresolvin D1(1-)

A polyunsaturated fatty acid anion that is the conjugate base of 8-oxoresolvin D1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


17-oxoresolvin D1(1-)

A polyunsaturated fatty acid that is the conjugate base of 17-oxoresolvin D1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


entinostat

A member of the class of benzamides resulting from the formal condensation of the carboxy group of the pyridin-3-ylmethyl carbamate derivative of p-(aminomethyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an inhibitor of histone deacetylase isoform 1 (HDAC1) and isoform 3 (HDAC3).


An 18-HEPE(1-) that is the conjugate base of 18(S)-HEPE, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.


A member of the class of pyrrolecarboxamides obtained by formal condensation of the carboxy group of 5-[(Z)-(5-chloro-2-oxo-1,2-dihydroindol-3-ylidene)methyl]-2,4-dimethylpyrrole-3-carboxylic acid with the primary amino group of N(1),N(1)-diethylethane-1,2-diamine.


O(3)-(beta-D-xylosyl)-L-serine residue

An L-alpha-amino acid residue derived from O(3)-(beta-D-xylosyl)-L-serine.


A member of the class of dihydronaphthalenes that is 1,2-dihydronaphthalene which is substituted at positions 1, 1, 4, and 6 by methyl, methyl, phenylethynyl, and 2-(p-carboxyphenyl)vinyl groups, respectively (the E isomer).


A HEPE(1-) that is the conjugate base of 15(S)-HEPE, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.


An L-alpha-amino acid residue derived from O(3)-(beta-D-galactosyl-(1->4)-beta-D-xylosyl)-L-serine.


long-chain fatty acid ethyl ester

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


An L-alpha-amino acid residue derived from O(3)-(beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl)-L-serine


An icosanoid anion that is the conjugate base of (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the glucuronosyl carboxy group of O(3)-(beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl)-L-serine residue; major species at pH 7.3.


methoxyacetate

A monocarboxylic acid anion that is the conjugate base of methoxyacetic acid, obtained by deprotonation of the carboxy group.


METHOXYACETIC ACID

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a methoxy group.


An ammonium ion resulting from the addition of a proton to the piperazine nitrogen that is not attached to the pyrimidinyl group. The major species at pH 7.3.


An organic anionic group obtained by deprotonation of the glucuronosyl carboxy group of O(3)-(N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl)-L-serine residue.


An organic anionic group obtained by deprotonation of the glucuronosyl carboxy group of O(3)-(N-acetyl-beta-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl)-L-serine residue.


syringate

A methoxybenzoate that is the conjugate base of syringic acid, obtained by deprotonation of the carboxy group.


A UDP-N-acetyl-D-galactosamine 4-sulfate(4-) in which the anomeric centre of the galactosamine fragment has alpha-configuration


A UDP-N-acetyl-D-galactosamine 4,6-bissulfate(4-) in which the anomeric centre of the galactosamine fragment has alpha-configuration


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


indolmycenic acid

An indol-3-yl carboxylic acid that is 3-(1H-indol-3-yl)butanoic acid substituted at positions 2 and 3 by hydroxy and methyl groups respectively.


A glutathione derivative in which the thiol hydrogen of glutathione is replaced by a 2-carboxy-2-methylbut-3-en-2-yl group.


A 2-monoglyceride obtained by formal condensation of the carboxy group of 11,12-epoxy-(5Z,8Z,14Z)-icosatrienoic acid with the 2-hydroxy group of glycerol.