salicifoliol

A lignan that is tetrahydro-1H,3H-furo[3,4-c]furan-1-one carrying a 4-hydroxy-3-methoxyphenyl substituent at position 4.


clionasterol

A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.


SPATHULENOL

A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7.


aristoloterpenate-I

A sesquiterpenoid obtained by formal condensation of the carboxy group of aristolochic acid with the hydroxy group of (1R,2Z,6E,10E)-3-formyl-7,11-dimethylcyclododeca-2,6,10-trien-1-ol.


versicolactone B

A sesquiterpene lactone with formula C15H22O3 that is isolated from Viola yedoensis and Aristolochia versicolor.


camphenilone

A cyclic terpene ketone that is norcamphor carrying two methyl substituents at position 3.


isobornyl formate

A bornane monoterpenoid that is isoborneol in which the hydroxy hydrogen has been replaced by a formyl group.


delta-terpineol acetate

A p-menthane monoterpenoid that is delta-terpineol in which the hydroxy hydrogen has been replaced by an acetyl group.


delta-elemene

A sesquiterpene that is cyclohexene that is substituted at positions 1, 3, 4, and 4 by isopropyl, isopropenyl, methyl, and vinyl groups, respectively (the R,R stereoisomer).


beta-maaliene

A sesquiterpene that is 1a,2,3,3a,4,5,6,7b-octahydro-1H-cyclopropa[a]naphthalene carrying foru methyl substituents at positions 1, 1, 3a and 7.


(+)-alpha-gurjunene

A tricyclic sesquiterpene that is 1a,2,3,4,4a,5,6,7b-octahydro-1H-cyclopropa[e]azulene carrying four methyl substituents at positions 1, 1, 4 and 7.


rac-catechin

A racemate comprising equimolar amounts of (+)- and (-)-catechin


naringenin 7-O-beta-D-glucuronide

A dihydroxyflavanone that is naringenin in which the phenolic hydrogen at position 7 has been replaced by a beta-D-glucuronosyl residue.


A heptadienal in which the two double bonds are located at positions 2 and 4 (the E,E-geoisomer).


3-hydroxyheptanoic acid

A 3-hydroxy fatty acid that is heptanoic acid in which one of the hydrogens at position 3 is replaced by a hydroxy group.


(2R,5S)-linalyl oxide

A monoterpenoid that is 2-(2-hydroxypropan-2-yl)oxolane carying additional methyl and vinyl substituents both located at position 5 (the 2R,5S-diastereomer).


amicarbazone

A member of the class of triazoles that is 4,5-dihydro-1H-1,2,4-triazol-5-one which is substituted at position 1 by a tert-butylaminocarbonyl group and at position 3 by an isopropyl group. A selective herbicide for pre- and post-emergence control of annual dicotyledonous weeds and grasses, it is not approved for use within the European Union.


CLODINAFOP

An aromatic ether that is (R)-lactic acid in which the hydroxy group at position 2 has been converted to the corresponding p-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenyl ether. It is the parent acid of the herbicide clodinafop-propargyl.


sulfapyridine

A sulfonamide consisting of pyridine with a 4-aminobenzenesulfonamido group at the 2-position.


A 2-undecenal in which the C=C bond has E configuration.


glycidyl methacrylate

An enoate ester obtained by formal condensation of the carboxy group of methacrylic acid with the hydroxy group of glycidol.


(Z)-hex-3-en-1-yl methyl carbonate

A carbonate ester that is dimethyl carbonate in which one of the methyl groups has been replaced by a (Z)-hex-3-en-1-yl group. It has a floral scent and is used in the production of fruit or vegetable-like flavour additives.


An alkene that is undec-1-ene carrying a methyl substituent at position 8.


A racemate comprising equimolar amounts of (R) and (S)-1-p-menthene.


linaloyl oxide

A member of the class of oxanes carrying a vinyl substituent at position 2 as well as three methyl substituents at positions 2, 6 and 6.


DODECANOIC ANHYDRIDE

An acyclic carboxylic anhydride resulting from the formal condensation of the carboxy groups of two molecules of dodecanoic acid.


trifloroside

A secoiridoid glycoside that is (4aS,5R,6R)-6-hydroxy-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one in which the hydroxy group has been converted to the corresponding 2,3,6-tri-O-acetyl-beta-D-glucoside, the 4-hydroxy group of which has been esterified by formal condensation with the carboxy group of 2,3-dihydroxybenzoic acid 3-beta-D-glucoside. It is a component of Gentiana scabra root extract, which is used as an internal remedy in traditional Korean medicine for the treatment of diabetes mellitus.


roburic acid

A tetracyclic triterpenoid with formula C30H40O2 that is isolated from the roots of Gentiana dahurica and Gentiana macrophylla.


lespedezol D1

A member of the class of pterocarpans that is (6aR,11aR)-3,9-dihydroxypterocarpan in which the hydrogen at position 8 has been replaced by a methoxy group.


verbascoside

A glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid.


9-hydroxyundec-10-enoic acid

A hydroxy monounsaturated fatty acid that is undec-10-enoic acid which is substituted by a hydroxy group at position 9. It has been isolated from the leaves of Corchorus olitorius, also known as the medicinal foodstuff moroheiya.


viscumneoside I

A viscumneoside that is homoeriodictyol in which the hydroxy groups at the 7 and 4' positions have been converted to the corresponding beta-D-glucopyranoside and beta-D-apiofuranoside derivatives, respectively. Found in Viscum coloratum, an evergreen hemiparasitic plant whose stems and leaves are used in traditional Chinese medicine for the treatment of rheumatism.


viscumneoside III

A viscumneoside that is homoeriodictyol in which the hydroxy group at position 7 has been converted into the corresponding beta-D-glucopyranoside, the 2-hydroxy group of which has been converted to its beta-D-apiofuranoside derivative. Found in Viscum coloratum, an evergreen hemiparasitic plant whose stems and leaves are used in traditional Chinese medicine for the treatment of rheumatism.


viscumneoside IV

A viscumneoside that is rhamnacine (3',7-dimethylquercetin) in which the hydroxy group at position 3 has been converted to the corresponding beta-D-glucoside and in which the hydroxy group at position 6 of the glucosyl moiety has been acylated by formal condensatio with the pro-R carboxy group of 3-hydroxy-3-methylglutaric acid.


VISCUMNEOSIDE V

A viscumneoside that is viscumneoside III in which the primary hydroxy group of the beta-D-apiofuranosyl moiety has itself been converted to the corresponding beta-D-apiofuranoside derivative. Found in Viscum coloratum, an evergreen hemiparasitic plant whose stems and leaves are used in traditional Chinese medicine for the treatment of rheumatism.


viscumneoside VI

A viscumneoside that is homoeriodictyol in which the hydroxy group at position 7 has been converted to the corresponding (6-O-acetyl)-beta-D-glucopyranoside. Found in Viscum coloratum, an evergreen hemiparasitic plant whose stems and leaves are used in traditional Chinese medicine for the treatment of rheumatism.


viscumneoside VII

A viscumneoside that is viscumneoside IV in which the hydroxy group at position 2 of the glucosyl moiety has been converted to the corresponding beta-D-apifuranoside derivative. Found in Viscum coloratum, an evergreen hemiparasitic plant whose stems and leaves are used in traditional Chinese medicine for the treatment of rheumatism.


coriatin

A sesquiterpene lactone containing two epoxide groups and two tertiary hydroxy groups that has been isolated from the roots of Coriaria nepalensis.


corianin

A sesquiterpene lactone containing an epoxide group and two tertiary hydroxy groups that has been isolated from the fruits of Coriaria ruscifolia and Coriaria japonica.


DEOXYFUCONOJIRIMYCIN

A hydroxypiperidine in which the three hydroxy substituents are located at positions 3, 4 and 5 together with an additional methyl substituent at position 2.


CYCLOMORUSIN

An extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 muM), and a  strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation.


cyclomulberrin

A extended flavonoid that is 6H,7H-chromeno[4,3-b]chromen-7-one which is substituted by a 2-methylprop-1-en-1-yl group at position 6, a 3-methylbut-2-en-1-yl group at position 11, and hydroxy groups at positions 3, 8, and 10. It is found in the bark of Morus species and has been reported to protect human neuronal cells derived from the human neuroblastoma SH-SY5Y cell line.


(-)-homalomenol C

An organic heterotricyclic compound and sesquiterpenoid that is 11-oxatricyclo[5.3.1.0(2,6)]undecane-1,8-diol which is substituted by methyl groups at positions 5 and 8, and by an isopropyl group at position 5. The absolute stereochemistry is not known; it is either 1R,2S,5R,6R,7R,8R (as shown), or the enantiomer.


(-)-homalomenol D

An organic heterotricyclic compound and sesquiterpenoid that is 11-oxatricyclo[5.3.1.0(2,6)]undecan-8-ol which is substituted by methyl groups at positions 2 and 8, and by an isopropyl group at position 5. The absolute stereochemistry is not known; it is either 1R,2R,5S,6S,7R,8R (as shown), or the enantiomer.


mono(3-carboxypropyl) phthalate

A phthalic acid monoester obtained by formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of 4-hydroxybutyric acid.


meadowlactone

A delta-lactone obtained by intramolecular condensation of the 5-hydroxy and carboxy groups of 5-hydroxyicosanoic acid. A nonenzymatic oxidation product of arachidonic acid.


mono[2-(carboxymethyl)hexyl] phthalate

A phthalic acid monoester resulting from the formal condensation of one of the carboxy gruops of phthalic acid with the hydroxy group of 3-(hydroxymethyl)heptanoic acid.


An N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-D-glucosaminyl undecaprenyl diphosphate in which the anomeric centre connected to the diphosphate group has alpha-configuration.


A beta-D-glucosyl-(1->4)-N-acetyl-D-glucosaminyl undecaprenyl diphosphate in which the anomeric centre connected to the diphosphate group has alpha-configuration.


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


BENFLURALIN

A tertiany amino compound that is 2,6-dinitro-4-(trifluoromethyl)aniline in which the hydrogens attached to the aniline nitrogen have been replaced by one ethyl and one butyl group. It is used as a pre-emergence herbicide used for the control of grass and other weeds in a range of food and non-food crops.


quinclorac-methyl

The methyl ester of quinclorac. Used as an agricultural herbicide.


bensulfuron

An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens has been replaced by an (o-carboxybenzyl)sulfonyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4,6-dimethoxypyrimidin-2-yl group. An acetolactate synthase inhibitor, it is used (particularly as its methyl ester, bensulfuron-methyl) as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice.


A lysine derivative in which the alpha and epsilon nitrogens are substituted respectively with benzoylglycyl and 2-hydroxy-3-(quinoxalin-2-yl)propyl groups.


A lysine derivative in which the alpha and epsilon nitrogens are substituted respectively with benzoylglycyl and 2-hydroxy-2-(3-methylquinoxalin-2-yl)ethyl groups.


A glutathione conjugate in which the thiol hydrogen of glutathione has been replaced by a (6S,7R,8E,10S,12Z,15Z)-19-carboxy-6,10-dihydroxynonadeca-8,12,15-trien-7-yl group.


A glycotriaosylceramide having N-propionyl-beta-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the triaosyl component.


A glycotriaosylceramide having N-butyryl-beta-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the triaosyl component.


11(S)-hydroxy-14(S),15(S)-hepoxilin A3

A hepoxilin having (5Z,9E,14Z) double bond stereochemistry, an (11S)-hydroxy substituent and a 14S,15S-epoxy group.


A glycotriaosylceramide having N-acetyl-beta-D-galacto-hexodialdo-1,5-pyranosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the triaosyl component.


graphite oxide

compound obtained by treating graphite with strong oxidizers.


graphene oxide

A single carbon layer of the graphite oxide structure.


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


FANGCHINOLINE

A bisbenzylisoquinoline alkaloid that is (1beta)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Stephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity.


cassameridine

An oxoaporphine alkaloid that is 7H-dibenzo[de,g]quinolin-7-one which is substituted by methylenedioxy grups at the 1,2 and 9,10 positions. Compared with liriodenine, which lacks the 9,10-methylenedioxy group, cassameridine displays only moderate antifungal activity.


oxofangchirine

A bisbenzylisoquinoline alkaloid that is 1',2',3',4'-tetradehydroberbaman which has been substituted by a methyl group at position 2, methoxy groups at positions 6, 6', 7, and 12, and an oxo group at the 15' position. Isolated from Stephania tetrandra.


stephanthrine

An organic heterotetracyclic compound that is 2-(2H-phenanthro[3,4-d][1,3]dioxole in which the hydrogen at position 5 has been replaced by a 2-(dimethylamino)ethyl group.


benazolin-ethyl

The ethyl ester of benazolin. It is used as a post-emergence herbicide used (generally as a salt or ester) for the control of annual weeds in wheat and oilseed rape. It is not approved for use with the European Union.


isorhamnetin 3-O-robinobioside

A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a robinobiosyl residue.


beta-terpineol

A member of the class of terpineols that is cyclohexanol carrying additional methyl and propenyl substituents at positions 1 and 4 respectively.


(+)-homalomenol A

A sesquiterpenoid that is perhydroindane which is substituted by a (2-methylprop-1-en-1-yl) group at position 1, methyl groups at positions 3a and 7, and hydroxy groups at positions 4 and 7 (the 1R,3aR,4R,7S,7aR stereoisomer).


(+)-homalomenol B

A sesquiterpenoid that is (+)-homalomenol A in which the double bond of the 2-methylpropen-1-yl group has migrated from the 1-2 position to the 2-3 position.


A eudesmane sesquiterpenoid that is eudesmane carrying three hydroxy substituents at positions 1, 4 and 7.


OPLODIOL

A carbobicyclic compound that is 1,2,3,4,4a,5,8,8a-octahydronaphthalene which is substituted by hydroxy groups at positions 1 and 4, an isoopropyl group at position 7, and by  methyl groups at positions 1 and 4a (the 1S,4R,4aR,8aR isomer). A sesquiterpenoid plant metabolite.


bullatantriol

A sesqiterpenoid that is octahydro-1H-indene which is substituted by a 2-hydroxy-2-methylpropyl group at position 1, methyl groups at positions 3a and 7, and hydroxy groups at positions 4 and 7 (the 1R,3aR,4R,7S,7aR stereoisomer). It has been isolated from various Homalomena species.


alpha-cadinol

A cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10.


T-MUUROLOL

A cadinane sesquiterpenoid that consists of 4-isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene having a hydroxy substituent at position 1 and (1S,4S,4aR,8aS)-configuration.


mucrolidin

A eudesmane sesquiterpenoid that is eudesmane carrying three hydroxy substituents at positions 1, 4 and 6.


A polyunsaturated fatty acid that is (6E,8Z,11Z,14Z,16E)-icosapentaenoic acid substituted at positions 5 and 18 by hydroperoxy and hydroxy groups respectively (the 5S, 18R-stereoisomer).


A polyunsaturated fatty acid consisting of (7E,9E,11Z,14Z,16E)-icosapentaenoic acid carrying additional (18R)-hydroxy and (5S,6S)-epoxy groups.


10-methyltetradecanoic acid

A branched-chain saturated fatty acid that is tetradecanoic acid in which one of the hydrogens at psoition 10 has been replaced by a methyl group. It is one of a number of methyl-branched fatty acids that have been identified as constituents of sheep perinephric fat.


Byvalson

A mixture composed of nebivolol hydrochloride and valsartan (trade name Byvalson) that is used for treatment of hypertension by lowering blood pressure.


nebivolol hydrochloride

A racemate consisting of equal amounts of (R,S,S,S)- and (S,R,R,R)-nebivolol hydrochloride. A cardioselective beta-blocker, it has vasodilatory activity but lacks intrinsic sympathomimetic and membrane-stabilising activity. It is used as the hydrochloride salt for the management of hypertension, and as an adjunct to standard therapy in elderly patients with stable chronic heart failure.


An organic cation obtained by protonation of the secondary amino function of (R,S,S,S)-nebivolol.


An organic cation obtained by protonation of the secondary amino function of (S,R,R,R)-nebivolol.


A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 2-isopropylmalic acid.


A monocarboxylic acid anion that is the conjugate base of 1-methyl-4-imidazoleacetic acid, obtained by deprotonation of the carboxy group.


CLODINAFOP PROPARGYL

A carboxylic ester resulting from the formal condensation of the carboxy group of clodinafop with the hydroxy group of prop-2-yn-1-ol. It is widely used as a herbicide for the control of annual grass weeds in cereal crops.


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


salicylurate

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


sulfoglycolithocholate anion

An organic anion obtained by removal of a least one proton from the acidic functional groups of sulfoglycolithocholic acid.


A homoisoflavonoid that is cremastranone in which the phenolic hydroxy of the 3-hydroxy-4-methoxybenzyl group has undergone formal esterification with N-Boc-L-phenylalanine and in which both of the remaining hydroxy groups have undergone O-methylation.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-hexadecanoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


(+)-pentacycloanammoxic acid

A carbocyclic fatty acid consisting of octanoic acid which is terminally substituted by five fused cyclobutane-rings ([5]-ladderane). Ladderane fatty acids can be found in anammox bacteria.


methyl (+)-pentacycloanammoxate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of (+)-pentacycloanammoxic acid with methanol.


A fatty acid methyl ester consisting of methyl hexanoate, which is terminally substituted by five fused butane-rings ([5]-ladderane). Ladderane fatty acid methyl esters are core lipids of anammox bacteria.


A methyl ketone resulting from the formal hydration of the ethynyl group of the herbicide propyzamide. It is a major soil metabolite of propyzamide.


alpha-putrescinylthymine

An N-substituted putrescine that is thymine in which a hydrogen of the methyl group has been replaced by one of the amino groups of putrescine. It replaces about half of the thymine residues in the DNA of bacetriophage phiW-14.


A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 3-hydroxysebacic acid.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of 3-hydroxysebacic acid.


propionylglycinate

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


butyrylglycinate

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


ethylmalonate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of ethylmalonic acid.


A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxylic acid groups of ethylmalonic acid.


An organic anion obtained by deprotonation of 1,3,7-trimethyluric acid.


A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 2-hydroxyglutaric acid.


quinolinate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of quinolinic acid.


An octadecenoate in which the double bond is at C-9.


A class of octadecenoates in which the double bond is at either C-9 or C-11.


A 2-hydroxyglutaryl-CoA(5-) that results from the removal of all five protons from the phosphate and carboxylic acid groups of (R)-2-hydroxyglutaryl-CoA; major species at pH 7.3.


Methyl ester of 8-(tetracyclo[6.4.0.0(2,7).0(3,6)]dodec-10-yl)octanoate, an octanoic acid, which is terminally substituted by [3]-ladderane, a structure consisting out of three fused butane rings and one fused hexane ring. Ladderane fatty acid methyl esters are core lipids of anammox bacteria.


pyridoxate

A pyridinemonocarboxylate obtained by deprotonation of the carboxy group of any pyridoxic acid.


A 2-alkylglycerol in which glycerol is linked to 8-[3]-ladderane-octanyl via an ether-bond at position 2. Glycerols, substituted by ladderanes are core lipids of anammox bacteria.


tartrate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of any tartaric acid.


maleate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of maleic acid.


oxalate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of oxalic acid.


suberate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of suberic acid.


sebacate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of sebacic acid.


azelaate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of azelaic acid.


cremastranone

A homoisoflavonoid that is 2,3-dihydro-4H-chromen-4-onethat is substituted by hydroxy groups at positions 5 and 7, a methoxy group at position 6, and a 3-hydroxy-4-methoxybenzyl group at position 3. It has been isolated from various plants, including the bulb of Cremastra appendiculata.


N-acetylmethioninate

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


N-acetylmethionine

A methionine derivative that is methionine in which one of the amine hydrogens is substituted by an acetyl group.


A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 3-methyladipic acid.


An organic anion obtained by deprotonation of at least one of the acidic groups of 3-phosphoglyceric acid.


methylsuccinate

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of 3-methylsuccinic acid.


acetaminophen O-beta-D-glucosiduronate

A beta-D-glucosiduronate that is the conjugate base of acetaminophen O-beta-D-glucosiduronic acid, obtained by deprotonation of the carboxy group.


A carboxylic ester resulting from the formal condensation of the carboxy group 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid with the hydroxy group of butan-1-ol.


FLUAZIFOP-P-BUTYL

A butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate that has R configutation. The active enantiomer of the herbicide fluazifop-butyl, it is used as a post-emergence herbicide for the control grass weeds in various broad-leaved crops.


(S)-fluazifop-butyl

A butyl 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate that has S configuration. It is the inactive enantiomer of the herbicide fluazifop-P-butyl.


hippurates

An N-acylglycinate obtained by deprotonation of the carboxy group of hippuric acid (N-benzoylglycine) and its derivatives.


elbasvir

A complex organic heterotetracyclic compound that is a hepatitis C virus nonstructural protein 5A inhibitor used in combination with grazoprevir (under the brand name Zepatier) for treatment of chronic HCV genotypes 1 or 4 infection in adults.


An N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group is specified as hexadecanoyl.


5-ammoniolevulinic acid

A primary ammonium ion obtained by protonation of the amino group of 5-aminolevulinic acid.


Zepatier

A two-drug mixture consisting of elbasvir, a hepatitis C virus (HCV) NS5A inhibitor, and grazoprevir, an HCV NS3/4A protease inhibitor, and is indicated  for treatment of chronic HCV genotypes 1 or 4 infection in adults.


A pyrazolone that is 5-methyl-4-methylene-2-(p-carboxyphenyl)-2,4-dihydro-3H-pyrazol-3-one in which the exocyclic carbon of the methylene group is attached to a 5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl group by a single bond. C646 is a potent, cell permeable and selective competitive inhibitor of p300 and CBP (p300/CBP) histone acetyltransferases.


grazoprevir

An azamacrocyclic compound that is a hepatitis C protease inhibitor used in combination with elbasvir (under the brand name Zepatier) for treatment of chronic HCV genotypes 1 or 4 infection in adults.


An S-acyl-4'-phosphopantetheine obtained by formal condensation of the thiol group of D-pantetheine 4'-phosphate with one of the carboxy groups of malonic acid.


A steroidal acyl-CoA(4-) oxoanion obtained by deprotonation of the phosphate and diphosphate OH groups of 7alpha,12alpha-dihydroxy-3-oxochol-4-en-24-oyl-CoA; major species at pH 7.3.


A steroidal acyl-CoA(4-) oxoanion obtained by deprotonation of the phosphate and diphosphate OH groups of 12alpha-hydroxy-3-oxochola-4,6-dien-24-oyl-CoA; major species at pH 7.3.


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


acridine half-mustard

A member of the class of aminoacridines that is acridine which is substituted by a methoxy group at position 2, chlorine at position 6, and a {3-[(2-chloroethyl)amino]propyl}amino group at position 9.


acridine half-mustard(2+)

An ammonium ion that is acridine half-mustard in which both of the secondary amino groups have been protonated.


3-hydroxy capric acid

A medium-chain fatty acid that is decanoic acid substituted at position 3 by a hydroxy group.


A carboxamide resulting from the formal condensation of the primary amino group of 4-propanoyl-1,3-thiazol-2-amine with the carboxy group of a 3-phenylbutiyric acid which has been substituted at position 2 by a (4R)-4-[p-(2-hydroxyethoxy)phenyl]-2,5-dioxoimidazolidin-1-yl group. It is a potent, highly selective inhibitormitogen-activated protein kinase 1/2 inhibitor.


An (omega-1)-hydroxy fatty acid that is the conjugate base of 5-hydroxyhexanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


sapitinib

A member of the class of quinazolines that is 4-amino-7-methoxyquinazoline in which the amino group has been substituted by a 3-chloro-2-fluorophenyl group and in which position 6 of the quinoline ring has been substituted by a {1-[2-(methylamino)-2-oxoethyl]piperidin-4-yl}oxy group. Sapitinib is a dual tyrosine kinase inhibitor (TKI) of epithelial growth factor receptors (EGFR) HER2 and HER3.


alliin zwitterion

An L-alpha-amino acid zwitterion that is allin in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.


A peptide cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of bradykinin; major species at pH 7.3.


O-acetylhomoserine zwitterion

An alpha-amino acid zwitterion that is O-acetylhomoserine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.


N-Acetylneuraminic acid reduced across the 2,3-bond with loss of the hydroxy group at C-2 and in which the 9-hydroxy group is substituted by a glutaramido group.


pyroglutamylvaline

A dipeptide obtained by formal condensation of the carboxy group of pyroglutamic acid with the amino group of valine.


pyroglutamylvalinate

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


dihydroxypregnene disulfate anion

A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of any dihydroxypregnene disulfate.


(E,E)-bilirubin anion

A linear tetrapyrrole anion obtained by deprotonation of at least one of the carboxy groups of (E,E)-bilirubin.


(E,E)-bilirubin

A member of the class of biladienes that is an analogue of bilirubin in which the double bonds at position 4 and 15 have E-geochemistry.


A peptide anion obtained by removal of three protons from the fifteen-membered polypeptide Asp-Ser-Gly-Glu-Gly-Asp-Phe-Leu-Ala-Glu-Gly-Gly-Gly-Val-Arg. It is the major microspecies at pH 7.3.


oxoaporphine alkaloid

Any aporphine alkaloid that has a 7-keto-4H-dibenzo[de,g]quinoline skeleton. The oxoaporphine alkaloids are found in members of the Anonacea, Aracea, Hernandiaceae, Lauraceae, Magnoliaceae, Menispermaceae, Monimiaceae, Papaveraceae, and Ranunculaceae families.


DSGEGDFLAEGGGVR

A fifteen-membered polypeptide consisting of Asp, Ser, Gly, Glu, Gly, Asp, Phe, Leu, Ala, Glu, Gly, Gly, Gly, Val and Arg residues joined in sequence.


pregnenolone sulfate(1-)

A steroid sulfate oxoanion that is the conjugate base of pregnenolone sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


glycocholate sulfate anion

An organic anion obtained by deprotonation of at least one of the acidic groups of any glycocholic acid sulfate.


taurocholate sulfate anion

An organic anion obtained by deprotonation of at least one of the acidic groups of any taurocholic acid sulfate.


androsterone sulfate(1-)

A steroid sulfate oxoanion that is the conjugate base of androsterone sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


bisbenzylisoquinoline alkaloid

A type of benzylisoquinoline alkaloid whose structures are built up of two benzylisoquinoline units linked by ether bridges. Various structural patterns resulting from additional bridging between the two units by direct carbon-carbon bridging or by methylenedioxy groups are common.


2-methoxyacetaminophen glucuronide

A beta-D-glucosiduronic acid that is 2-methoxyacetaminophen in which the phenolic hydrogen is replaced by a beta-D-glucuronosyl group.


2-methoxyacetaminophen glucuronide(1-)

A beta-D-glucosiduronate that is the conjugate base of 2-methoxyacetaminophen glucuronide, obtained by deprotonation of the carboxy group; major species at pH 7.3.


Descovy

A mixture composed of emtricitabine and tenofovir alafenamide fumarate (trade name Descovy) that is used in combination with other antiretroviral agents, for the treatment of HIV-1 infection in adults and pediatric patients 12 years of age and older.


Epclusa

A mixture composed of sofosbuvir and velpatasvir (trade name Epclusa) that is used for treatment of patients with chronic hepatitis C of all six major genotypes.


velpatasvir

A complex organic heteropentacyclic compound that is a hepatitis C virus nonstructural protein 5A inhibitor used in combination with sofosbuvir (under the brand name Epclusa) for treatment of patients with chronic hepatitis C of all six major genotypes.


Odefsey

A three-drug mixture comprising emtricitabine, rilpivirine hydrochloride and tenofovir alafenamide fumarate; used as a complete regimen for the treatment of HIV-1 infection.


oxytetracycline zwitterion

A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group of oxytetracycline; major species at pH 7.3.


A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group of 5a,11a-dehydrooxytetracycline; major species at pH 7.3.


brivaracetam

A non-proteinogenic amino acid derivative that is butanamide in which the pro-S hydrogen at position 2 is replaced by a (4R)-2-oxo-4-propylpyrrolidin-1-yl. Used for treatment of partial onset seizures related to epilepsy.


A tetrasaccharide consisting of alternating D-glucuronic acid and D-xylosyl residues joined in sequence by (1->3)-linkages. A repeating unit in glycoprotein DAG1


pimavanserin

A member of the class of ureas in which three of the four hydrogens are replaced by 4-fluorobenzyl, 1-methylpiperidin-4-yl, and 4-(isopropyloxy)benzyl groups. An atypical antipsychotic that is used (in the form of its tartrate salt) for treatment of hallucinations and delusions associated with Parkinson's disease.


diterpene triepoxide

A diterpenoid compound that contains three epoxide groups.


CHLOROPHTHALIUM

A member of the class of phthalimides that is 4,5,6,7-tetrahydrophthalimide in which the nitrogen has been substituted by a p-chlorophenyl group. It is used as a herbicide.


A piperidinium ion obtained by protonation of the piperidine nitrogen of pimavanserin.


venetoclax

A member of the class of pyrrolopyridines that is a potent inhibitor of the antiapoptotic protein B-cell lymphoma 2. It is used for treamtment of chronic lymphocytic leukemia with 17p deletion.


lifitegrast

An N-acyl-L-alpha-amino acid obtained by formal condensation of the carboxy group of N-[2-(1-benzofuran-6-carbonyl)]-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid with the amino group of 3-(methanesulfonyl)-L-phenylalanine. Used for treatment of keratoconjunctivitis sicca (dry eye syndrome).


Bevespi Aerosphere

A two-drug mixture consisting of glycopyrrolate, an anticholinergic, and formoterol fumarate, a long-acting beta2-adrenergic agonist. It is specifically indicated for the long-term, maintenance treatment of airflow obstruction in patients with chronic obstructive pulmonary disease, including chronic bronchitis and/or emphysema.


salicyluric beta-D-glucuronide

A carboxylic ester resulting from the formal condensation of the carboxy group of salicyluric acid with the anomeric hydroxy group of beta-D-glucuronic acid.


salicyluric beta-D-glucuronide(1-)

A carbohydrate acid derivative anion that is the conjugate base of salicyluric beta-D-glucuronide, obtained by deprotonation of the carboxy group; major species at pH 7.3.


gamma-Glu-Trp

A glutamyl-L-amino acid obtained by formal condensation of the gamma-carboxy group of glutamic acid with the amino group of tryptophan.


S-octanoyl-L-cysteine residue

An L-alpha-amino acid residue derived from S-octanoyl-L-cysteine.


A peptide anion that is the conjugate base of gamma-Glu-Trp, obtained by removal of protons from the two carboxy groups as well as protonation of the amino group; major species at pH 7.3.


A peptide anion that is the conjugate base of gamma-Glu-Gly, obtained by removal of protons from the two carboxy groups as well as protonation of the amino group; major species at pH 7.3.


gamma-Glu-His

A glutamyl-L-amino acid obtained by formal condensation of the gamma-carboxy group of glutamic acid with the amino group of histidine.


A peptide anion that is the conjugate base of gamma-Glu-His, obtained by removal of protons from the two carboxy groups as well as protonation of the amino group; major species at pH 7.3.


yanuthone L

A class I yanuthone that is yanuthone K in which a hydrogen of the pro-E methyl group at the terminus of the farnesyl substituent has been replaced by a hydroxy group. Isolated from the filamentous fungus Aspergillus niger, it shows antifungal activity towards the pathogenic yeast Candida albicans (IC50 = 17.0 +-1.9 muM).


yanuthone K

A class I yanuthone that is 5,6-epoxy-cyclohex-2-en-1-one which is substituted at positions 3, 4, and 6 by methyl, acetoxy, and trans,trans-farnesyl groups, respectively (the R,R,R stereoisomer). Isolated from the filamentous fungus Aspergillus niger, it shows antifungal activity towards the pathogenic yeast Candida albicans (IC50 = 17.5 +-3.9 muM).


yanuthone M

A class I yanuthone that is yanuthone K in which the double bond at the terminal end of the farnesyl substituent has undergone hydration to afford the corresponding tertiary alcohol. Isolated from the filamentous fungus Aspergillus niger, it shows antifungal activity towards the pathogenic yeast Candida albicans (IC50 = 77.5 +-3.7 muM).


yanuthone X2

A class II yanuthone that is 5,6-epoxy-cyclohex-2-en-1-one which is substituted at positions 3, 4, and 6 by methoxy, hydroxy, and trans,trans-farnesyl groups, respectively (the 4S,5R,6R stereoisomer). Isolated from the filamentous fungus Aspergillus niger, it shows antifungal activity towards the pathogenic yeast Candida albicans (IC50 = 51.7 +-4.7 muM).


A peptide anion that is the conjugate base of gamma-Glu-Leu, obtained by removal of protons from the two carboxy groups as well as protonation of the amino group; major species at pH 7.3.


An aromatic ketone that is 1-(2-aminophenyl)decane carrying two oxo substituents at positions 1 and 3.


Cys-Gly disulfide

An organic disulfide obtained by the oxidation of two Cys-Gly molecules which are then linked via a disulfide bond.


A zwitterionic group obtained by transfer of a proton from the amino terminus to the side-chain carboxy group of L-leucyl-L-glutamyl residue; major species at pH 7.3.


A zwitterionic group obtained by transfer of a proton from the amino terminus to the side-chain carboxy group of L-leucyl-L-aspartyl residue; major species at pH 7.3.


L-leucyl-L-lysyl(2+) group

A cationic dipeptide group obtained by protonation of both amino groups of L-leucyl-L-lysyl group; major species at pH 7.3.


L-leucyl-L-arginyl(2+) group

A cationic dipeptide group obtained by protonation of the amino and guanidino groups of L-leucyl-L-arginyl group; major species at pH 7.3.


A  zwitterionic group obtained by transfer of a proton from the amino terminus to the side-chain carboxy group of L-methionyl-L-aspartyl residue; major species at pH 7.3.


Cys-Gly disulfide dizwitterion

A peptide zwitterion obtained by transfer of two protons from the carboxy to the amino groups of Cys-Gly disulfide; major species at pH 7.3.


Gly-Phe zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Gly-Phe.


hydroxy-cannabidiol

A member of the class of phenols that is cannabidiol in which one (or more) of the hydrogens has been replaced by a hydroxy group(s).


A hydroxy-cannabidiol that is cannabidiol in which the 6-pro-S hydrogen of the cyclohexene ring has been replaced by a hydroxy group. It is one of the main metabolites of cannabidiol by human liver microsomes, produced by CYP2C19 and CYP3A.


N-tetradecanoylglycyl group

A univalent carboacyl group derived from N-tetradecanoylglycine.


An oligopeptide that is an analogue of bradykinin in which the third amino acid, proline, is replaced with hydroxyproline.


A hydroxy-cannabidiol that is cannabidiol in which the 6-pro-R hydrogen of the cyclohexene ring has been replaced by a hydroxy group. It is one of the main metabolites of cannabidiol by human liver microsomes, produced by CYP3A.


A hydroxy-cannabidiol that is cannabidiol in which the methyl group that is attached to the double bond of the cyclohexene ring has been oxidised to the corresponding hydroxymethyl group. It is one of the main metabolites of cannabidiol by human liver microsomes, produced particularly by CYP2C19.


A peptide cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of [Hyp(3)]-bradykinin; major species at pH 7.3.


A hydroxy-cannabidiol that is cannabidiol in which one of the hydrogens at position 4 of the pentyl chain has been replaced by a hydroxy group. It is one of the main metabolites of cannabidiol by human liver microsomes, produced particularly by CYP3A.


A hydroxy-cannabidiol that is cannabidiol in which one of the two hydrogens at position 1 of the pentyl chain has been replaced by a hydroxy group. It is a metabolite of cannabidiol by human liver microsomes, produced particularly by CYP1A.


tauro-beta-muricholic acid

A bile acid taurine conjugate derived from beta-muricholic acid.


A hydroxy-cannabidiol that is cannabidiol in which one of the two hydrogens at position 2 of the pentyl chain has been replaced by a hydroxy group. It is a metabolite of cannabidiol by human liver microsomes, produced by CYP3A.


A hydroxy-cannabidiol that is cannabidiol in which one of the two hydrogens at position 3 of the pentyl chain has been replaced by a hydroxy group. It is a metabolite of cannabidiol by human liver microsomes.


A hydroxy-cannabidiol that is cannabidiol in which one of the hydrogens at position 5 of the pentyl chain has been replaced by a hydroxy group. It is a metabolite of cannabidiol by human liver microsomes.


An organic anionic group obtained by deprotonation of the side-chain carboxy group of N(alpha)-acetyl-L-methionyl-L-aspartyl residue.


tauro-beta-muricholate

A cholanic acid conjugate anion that is the conjugate base of tauro-beta-muricholic acid arising from deprotonation of the sulfonate OH group; major species at pH 7.3.


A 1-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which the 1-acyl group is specified as arachidonoyl.


A cysteine derivative in which the thiol hydrogen of cysteine is replaced by a 5-acetamido-2-hydroxyphenyl group.


An alpha-amino acid zwitterion that is S-(5-acetamido-2-hydroxyphenyl)cysteine in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.


An eight-membered oligopeptide comprising Arg, Pro, Pro, Gly, Phe, Ser, Pro and Phe residues joined in sequence. It is an analogue of bradykinin lacking the Arg residue at position 9.


A peptide cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of [des-Arg(9)]-bradykinin; major species at pH 7.3.


yanuthones

A class of meroterpenoids whose core structure consists of 5,6-epoxycyclohex-2-en-1-one which is substituted by varying side chains at positions 3 and 4, and by a sesquiterpene chain at position 6. The core structure may be derived from 6-methylsalicylic acid, which due to a decarboxylation results in a C7 scaffold (a 6-membered methylated ring); these are known as class I yanuthones. Class II yanuthones contain a C6 scaffold derived from an unknown precursor.


A hydroxy monocarboxylic acid anion that is the conjugate base of N-[(9-beta-D-ribofuranosylpurin-6-yl)carbamoyl]threonine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


pyrocatechol sulfate(1-)

An organosulfonate oxoanion that is the conjugate base of pyrocatechol sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


quinol sulfate(1-)

An organosulfonate oxoanion that is the conjugate base of quinol sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


class I yanuthone

Any of the yanuthones whose 5,6-epoxycyclohex-2-en-1-one core is substituted at position 3 by a methyl group or its oxidised (hydroxymethyl or acyloxymethyl) derivatives. It is thought that the core may be derived from 6-methylsalicylic acid, resulting in a C7 scaffold through a decarboxylation.


A dicarboxylic acid monoanion that is the conjugate base of O-methylmalonylcarnitine; major species at pH 7.3.


A 1-acyl-sn-glycero-3-phospho-1D-myo-inositol in which the 1-acyl group is specified as linoleoyl.


A sialotetraosylceramide consisting of a branched decasaccharide made up from six sialyl residues, two galactose residues, one N-acetylglucosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


A 1-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which the 1-acyl group is specified as linoleoyl.


class II yanuthone

Any yanuthone whose 5,6-epoxycyclohex-2-en-1-one core is either unsubstituted at position 3 or is not attached to the 3-substituent by a carbon-carbon bond.


A 2-hydroxy-3-methylpentanoate in which the stereocentres at positions 2 and 3 both have R-configuration.


2-hydroxy-3-methylpentanoic acid

A branched-chain fatty acid that is 3-methylpentanoic acid carrying a hydroxy substitutent at position 2.


prostaglandin G1(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin G1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 2-hydroxy fatty acid anion that is the conjugate base of 2-hydroxy-3-methylpentanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


octadecanedioic acid

An alpha,omega-dicarboxylic acid that is octadecane in which both terminal methyl groups have been replaced by carboxy groups.


octadecanedioate

A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of octadecanedioic acid.


octadecanedioic acid anion

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of octadecanedioic acid.


o-cresol hydrogen sulfate

An aryl sulfate that is o-cresol in which the phenolic hydrogen has been replaced by a sulfo group.


o-cresol sulfate

A phenyl sulfate oxoanion that is the conjugate base of o-cresol hydrogen sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A peptide anion that is the conjugate base of gamma-Glu-Ala, obtained by removal of protons from the two carboxy groups as well as protonation of the amino group; major species at pH 7.3.


gamma-Glu-Abu

A dipeptide obtained by formal condensation of the gamma-carboxy group of glutamic acid with the amino group of 2-aminobutyric acid.


A peptide anion that is the conjugate base of gamma-Glu-Abu, obtained by removal of protons from the two carboxy groups as well as protonation of the amino group; major species at pH 7.3.


cyclo(L-Leu-L-Pro)

A homodetic cyclic peptide composed from leucyl and prolyl residues.


yanuthone X1

A class II yanuthone that is yanuthone X2 in which the hydroxy group at position 4 of the 5,6-epoxycyclohex-2-en-1-one core has been converted to the corresponding acetate ester. Like yanuthone X2, yanuthone X1 has been isolated from the filamentous fungus Aspergillus niger, but shows much lower antifungal activity towards the pathogenic yeast Candida albicans than yanuthone X2 (IC50 >100 muM for yanuthone X1, compared with = 51.7 +-4.7 muM for yanuthone X2).


chavicol hydrogen sulfate

An aryl sulfate that is chavicol in which the phenolic hydrogen has been replaced by a sulfo group.


chavicol sulfate

A phenyl sulfate oxoanion that is the conjugate base of chavicol hydrogen sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A steroid sulfate oxoanion obtained by deprotonation of the sulfo group of any 5alpha-androstan-3alpha,17alpha-diol monosulfate.


An androstane sulfate that is 5alpha-androstan-3alpha,17alpha-diol in which one of the hydroxy hydrogens has been replaced by a sulfo group.


A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of 5alpha-androstan-3alpha,17beta-diol disulfate.


An androstane sulfate that is 5alpha-androstan-3alpha,17beta-diol in which both hydroxy hydrogens have been replaced by sulfo groups.


A steroid sulfate oxoanion obtained by deprotonation of both sulfo groups of 5alpha-androstan-3alpha,17beta-diol disulfate


An androstane sulfate that is 5alpha-androstan-3alpha,17beta-diol in which the hydroxy hydrogen at position 17 has been replaced by a sulfo group.


clofencet

A pyridazinone that is 1-(p-chlorophenyl)pyridazin-4-one which is substituted at positione 5 and 6 by carboxy and ethyl groups, respectively. It is used (particularly as the potassium salt, known as clofencet-potassium) as a chemical hybridisation agent for commercial hybrid seed production. It is not approved for use within the European Union.


A steroid sulfate oxoanion that is the conjugate base of (3alpha,5alpha,17beta)-3-hydroxyandrostan-17-yl sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of clofencet.


An androstane sulfate that is 5alpha-androstan-3alpha,17beta-diol in which the hydroxy hydrogen at position 3 has been replaced by a sulfo group.


A steroid sulfate oxoanion that is the conjugate base of (3alpha,5alpha,17beta)-17-hydroxyandrostan-3-yl sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of 5alpha-androstan-3beta,17alpha-diol disulfate.


An androstane sulfate that is 5alpha-androstan-3beta,17alpha-diol in which both hydroxy hydrogens have been replaced by sulfo groups.


A 5alpha-androstan-3beta,17alpha-diol disulfate anion obtained by deprotonation of both sulfo groups of 5alpha-androstan-3beta,17alpha-diol disulfate.


A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of 5alpha-androstan-3beta,17beta-diol disulfate.


An androstane sulfate that is 5alpha-androstan-3beta,17beta-diol in which both hydroxy hydrogens have been replaced by sulfo groups.


A 5alpha-androstan-3beta,17alpha-diol disulfate anion obtained by deprotonation of both sulfo groups of 5alpha-androstan-3beta,17beta-diol disulfate.


A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of 5alpha-pregnan-3beta,20alpha-diol disulfate


A steroid sulfate that is 5alpha-pregnane-3beta,20alpha-diol in which both hydroxy hydrogens have been replaced by sulfo groups.


A 5alpha-pregnane-3beta,20alpha-diol disulfate anion obtained by deprotonation of both sulfo groups of 5alpha-pregnane-3beta,20alpha-diol disulfate.


karetazan

A member of the class of 4-pyridones that is N-ethyl-4-pyridone that is substituted at positions 2, 3, and 6 by p-chlorophenyl, carboxy, and methyl groups, respectively. It is used (particularly as its potassium salt, known as karetazan-potassium) as a chemical hybridisation agent for commercial hybrid seed production. It is not approved for use within the European Union.


A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of 4-androstene-3beta,17beta-diol disulfate.


A steroid sulfate that is 4-androstene-3beta,17beta-diol in which both hydroxy hydrogens have been replaced by sulfo groups.


The simplest member of the class of pyridin-4-ones, that is 1,4-dihydropyridine in which the hydrogens at position 4 have been replaced by an oxo group.


A 4-androstene-3beta,17beta-diol disulfate anion obtained by deprotonation of both sulfo groups of 4-androstene-3beta,17beta-diol disulfate.


lugdunin

A thiazolidine-containing homodetic cyclic peptide that is isolated from human nasal bacteria. Exhibits bactericidal activity against many major pathogens including methicillin-resistant Staphylococcus aureus (MRSA).


A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of karetazan.


sintofen

A member of the class of cinnolines that is 1-(p-chlorophenyl)cinnolin-4-one which is substituted at positions 3 and 5 by carboxy and 2-methoxyethoxy groups, respectively. It is a chemical hybridisation agent, used for the sterilisation of wheat.


spiro-epoxide

An oxaspiro compound in which a carbon atom of an epoxide ring is the only common member of two rings.


prostaglandin E3(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin E3, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin G3(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin G3, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin H3(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin H3, obtained by deprotonation of the carboxy group; major species at pH 7.3.


chromenochromene

Any organic heteroolycyclic compound whose skeleton two ortho-fused chromene rings, and their derivatives.


17-methyloctadecanoic acid

A branched-chain saturated fatty acid that is octadecanoic (stearic) acid carrying a methyl substituent at position 17.


pyflubumide

A dicarboximide resulting from the formal condensation of the amino group of 4-(1,1,1,3,3,3-hexafluoro-2-methoxypropan-2-yl)-3-isobutylaniline with isobutyric acid and with 1,3,5-trimethylpyrazole-4-carboxylic acid. Developed by Nihon Nohyaku Co. Ltd. (Japan), it is a pro-acaricide, with its metabolite (the -NH form lacking the isubutanoyl group) exhibiting high activity on mitochondrial complex II. It has been reported to be very effective in controlling spider mites (Tetranychus, Oligonychus, and Panonychus species) during all life stages.


A branched-chain saturated fatty acid anion that is the conjugate base of 17-methyloctadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamine zwitterion in which the alk-1-enyl group is specified as (E)-hexadec-1-enyl.


1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamine in which the alk-1-enyl group is specified as (E)-hexadec-1-enyl.


1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamine zwitterion in which the alk-1-enyl group is specified as octadec-1-enyl.


1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamine in which the alk-1-enyl group is specified as octadec-1-enyl.


icosanedioic acid anion

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of icosanedioic acid.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-octadecanoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


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


Phe-Ala zwitterion

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


A peptide cation obtained by deprotonation of the carboxy terminus and protonation of the side-chain guanidino group and the amino terminus of Phe-Arg; major species at pH 7.3.


gamma-CEHC beta-glucuronide

A member of the class of chromanes that is gamma-CEHC in which the phenolic hydrogen is replaced by a beta-glucuronosyl residue.


gamma-CEHC beta-glucuronide anion

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of gamma-CEHC beta-glucuronide.


undecenal

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


methyl beta-cyclodextrin

A carbohydrate derivative that is beta-cyclodextrin in which some of the hydroxy groups have been methylated.


2-bromohexadecanoic acid

A bromo fatty acid that is hexadecanoic (palmitic) acid carrying a single bromo substituent at position 2.


quininib

A styrylquinoline that is trans-2-styrylquinoline in which the the phenyl group has been substituted at position 2 by a hydroxy group. It is an anti-angiogenic compound that exerts a dose-dependent antagonism of the cysteinyl leukotriene pathway, preferentially antagonising cysteinyl leukotriene receptor 1. The major species at pH 7.3


An N-acylhexadecasphingosine-1-phosphocholine in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl).


2-hydroxy capric acid

A medium-chain fatty acid that is decanoic acid substituted at position 2 by a hydroxy group.


An undecenal in which the C=C bond is located at the 2-3 position.


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


glycohyocholic acid

A bile acid glycine conjugate having hyocholic acid as the bile acid component.


glycohyocholate

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


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


An ornithine derivative in which one of the amino hydrogens on the side-chain of ornithine has been replaced by an acetyl group.


N(5)-acetylornithine zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of N(5)-acetylornithine; major species at pH 7.3.


An N-acetyl-L-amino acid that is N-acetyl-L-histidine in which the hydrogen attached to position 1 on the imidazole ring has been replaced by a methyl group.


A monocarboxylic acid anion that is the conjugate base of N-acetyl-1-methyl-L-histidine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An N-acetyl-L-amino acid that is N-acetyl-L-histidine carrying a methyl substituent at position 3 on the imidazole ring.


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


A member of the class of pyrrolidin-2-ones in which the amide hydrogen of pyrrolidin-2-one has been replaced by a 3-acetamidopropyl group.


2-aminophenyl hydrogen sulfate

An aryl sulfate that is 2-aminophenol in which the phenolic hydrogen has been replaced by a sulfo group.


IMAZAPYR

A pyridinemonocarboxylic acid that is nicotinic acid which is substituted at position 2 by a 4,5-dihydro-imidazol-2-yl group, which in turn is substituted at positions 4, 4, and 5 by isopropyl, ethyl, and oxo groups, respectively.


(R)-imazapyr

A 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid that has R configuration.


(S)-imazapyr

A 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid that has S configuration.


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


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (S)-imazapyr.


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


2-aminophenyl sulfate

A phenylsulfate oxoanion that is the conjugate base of 2-aminophenyl hydrogen sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


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


A hydroxy monocarboxylic acid that is ibuprofen in which the methine proton on the isobutyl group has been replaced by a hydroxy group.


carboxyibuprofen anion

A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of carboxyibuprofen.


carboxyibuprofen

A dicarboxylic acid that is ibuprofen in which one of the methyl groups in the isobutyl portion has been converted to the corresponding carboxylic acid.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of carboxyibuprofen.


A tetrasaccharide derivative that is beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl in which the reducing end hydroxy hydrogen has been replaced by a benzyl group.


(ADP-D-ribosyl)(n)-acceptor

A generic representative substrate in the ADP ribosylation of proteins


A generic representative product of ADP ribosylation of proteins


A glycosylxylose derivative that is beta-D-Gal-(1->4)-beta-D-Xyl in which the anomeric hydroxy hydrogen has been replaced by a benzyl group.


A carbohydrate acid derivative anion that is the conjugate base of trans-3-hydroxycotinine beta-D-glucuronide, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A beta-D-glucosiduronic acid that is trans-3-hydroxycotinine in which the hydroxy hydrogen is replaced by a beta-D-glucuronyl residue.


An N-acylindole that is N-acetylindole carrying an additional formyl substituent at position 3.


An N-glycosylzeatin that is cis-zeatin having a beta-D-glucopyranosyl residue attached at position N-9.


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


An N-glycosylzeatin that is trans-zeatin having a beta-D-glucopyranosyl residue attached at position N-9.


An N-glycosylzeatin that is cis-zeatin having a beta-D-glucopyranosyl residue attached at position N-7.


imazapyr-isopropylammonium

A racemate comprising equimolar amounts of (R)- and (S)-imazapyr-isopropylammonium. An inhibitor of acetohydroxyacid synthase, it is used as a herbicide, particularly for the control of perennial grasses, broad-leaved weeds, woody plants, brambles, etc., on non-crop land. It is not approved for use within the European Union.


A sialotetraosylceramide consisting of a linear hexasaccharide made up from two sialyl residues, two galactose residues, one N-acetylglucosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a stero-undefined linkage.


A brassinosteroid that is castasterone carrying an additional hydroxy substituent at position 26.


bisorcic

An N-acetyl-L-amino acid that is L-ornithine carrying two acetyl substituents at positions N-2 and N-5.


A glycosyloxyflavone that is kaempferol having gentiobiosyl and alpha-L-rhamnosyl residues attached at positions O-3 and O-7 respectively.


methyl tuberonate

A methyl ester derived from tuberonic acid.


tuberonic acid

An oxo monocarboxylic acid that is (+)-7-isojasmonic acid in which one of the hydrogens of the side-chain methyl group is replaced by a hydroxy group.


2-oxindole-3-acetic acid

A member of the class of oxindoles that is 2-oxindole carrying a carboxymethyl substituent at position 3.


5-methoxyindole-2-carboxylic acid

An indolecarboxylic acid that is indole-2-carboxylic acid carrying an additional methoxy substituent at position 5.


2-aminoheptanoic acid zwitterion

An alpha-amino acid zwitterion that is 2-aminoheptanoic acid in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.


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

A glycosyloxyflavone that is kaempferol having two beta-D-glucosyl residues attached at positions O-3 and O-7. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.


4-acetylphenyl sulfate

A phenyl sulfate oxoanion that is the conjugate base of 4-acetylphenyl hydrogen sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


4-acetylphenyl hydrogen sulfate

An aryl sulfate that is 4-acetylphenol in which the phenolic hydrogen has been replaced by a sulfo group.


A sialodiosylceramide consisting of the tetrasaccharide alpha-N-glycoloylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


A 1-(Z-alk-1-enyl)-sn-glycero-3-phosphoethanolamine zwitterion in which the Z-alk-1-enyl group contains 18 carbons and has 1 additional double bond


lysophosphatidylethanolamine P-18:1

A 1-(Z-alk-1-enyl)-sn-glycero-3-phosphoethanolamine in which the Z-alk-1-enyl group contains 18 carbons and has 1 additional double bond


imazamox-ammonium

A racemate comprising equimolar amounts of (R)- and (S)-imazamox-ammonium. An inhibitor of acetohydroxyacid synthase, it is used as a herbicide for the control of grass, broad-leaf weeds, and pond weed.


An organic cation resulting from the protonation of the nitrogen of quininib. The major species below pH 4.


A polysaccharide derivative composed of a backbone of alpha-D-Gal-(1->3)-[alpha-L-Fuc-(1->2)]-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-D-GalNAc branched pentasaccharide repeating units that are joined to each other via alpha(1->2)-linkages; corresponds to the O-antigen repeat unit structure of E. coli O86:B7.


indaziflam

A diastereoisomeric mixture of the two fluoroethyl diastereoisomers of N-(2,6-dimethylindan-1-yl)-6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine in which the indane moiety has 1R,2S configuration. A cellulose biosynthesis inhibitor, it is used as a pre-emergence herbicide for the control of annual grasses and broad-leaved weeds in citrus, grapes, fruit trees, Christmas tree farms, lawns and sports fields. The two diastereoisomers have very similar biological activity; commercial material is a 95:5 mixture of the (1R,2S,fluoroethyl-R) and (1R,2S,fluoroethyl-S) diastereoisomers.


An N-(2,6-dimethylindan-1-yl)-6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine in which the indane moiety has 1R,2S configuration and the fluoroethyl substituent has R configuration. A cellulose biosynthesis inhibitor, it is the major active component of the herbicide indaziflam.


An N-(2,6-dimethylindan-1-yl)-6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine in which the indane moiety has 1R,2S configuration and the fluoroethyl substituent has S configuration. A cellulose biosynthesis inhibitor, it is the minor component of the herbicide indaziflam.


A member of the class of indanes that is 2,5-dimethylindane in which the hydrogen at position 3 has been replaced by one of the primary amino groups of 6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine.


An acyl-CoA oxoanion obtained by deprotonation of the phosphate, diphosphate and carboxy groups of any omega-carboxyacyl-CoA; major species at pH 7.3.


name: O-[S-(medium-chain fatty acyl)pantetheine-4'-phosphoryl]serine(1-) residue

description: An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is derived from a medium-chain fatty acid.


name: O-[S-(long-chain fatty acyl)pantetheine-4'-phosphoryl]serine(1-) residue

description: An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is derived from a long-chain fatty acid.


quercetin 3-O-rhamnoside-7-O-glucoside

A quercetin O-glucoside that is quercetin 7-O-beta-D-glucoside carrying an additional alpha-L-rhamnosyl residue at position 3.


quercetin 3,7-di-O-alpha-L-rhamnoside

A quercetin O-glycoside that is quercetin carrying two alpha-L-rhamnosyl residues at positions O-3 and O-7.


LIGUSTRAZINE

A member of the class of pyrazines that is pyrazine in which all four hydrogens have been replaced by methyl groups. An alkaloid extracted from Chuanxiong (Ligusticum  wallichii).


A nitrone that is the N-oxido derivative of N-tert-butyl(3,5,6-trimethylpyrazin-2-yl)methanimine.


saturated fatty aldehyde

A fatty aldehyde in which there is no carbon-carbon unsaturation.


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


A dicarboxylic acid dianion that results from the removal of a proton from both of the carboxylic acid groups of any 3-hydroxydicarboxylic acid.


saturated dicarboxylic acid dianion(2-)

A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid that contains no carbon-carbon double bonds.


3-oxo fatty acid anion

An oxo fatty acid anion obtained by deprotonation of the carboxy group of any 3-oxo fatty acid.


A dicarboxylic acid monoanion that is the conjugate base of any O-carboxyacyl-L-carnitine, obtained by deprotonation of the free carboxy group.


oxo dicarboxylic acid dianion

A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of any oxo dicarboxylic acid.


A 1-alkyl-2-acyl-3-(3-O-sulfo-beta-D-galactosyl)-sn-glycerol (seminolipid) in which the alkyl and acyl substituents at O-1 and O-2 respectively are pentyl and icosanoyl.


microcystin RR

A microcystin consisting of D-alanyl, L-arginyl, (3S)-3-methyl-D-beta-aspartyl, L-arginyl, (2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle.


microcystin LF

A microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-beta-aspartyl, L-phenylalanyl, (2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle.


microcystin LW

A microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-beta-aspartyl, L-tryptophanyl, (2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle.


schreckstoff

A complex mixture containing, among other compounds, hypoxanthine 3-N-oxide, chondroitin 4'-sulfate, and chondroitin 6'-sulfate. It acts as an alarm pheremone in fish.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 17-(4-hydroxyphenyl)heptadecanoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 19-(4-hydroxyphenyl)nonadecanoyl.


leukotriene B5(1-)

An icosanoid anion that is the conjugate base of leukotriene B5, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A HEPE(1-) that is the conjugate base of 12-HEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.


S-anthraniloyl-L-cysteine residue

An L-alpha-amino acid residue derived from  S-anthraniloyl-L-cysteine.


sulfoxaflor

A mixture of the four diastereoisomers arising from the two tetrahedral stereocentres of [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide (the sulfur atom and the carbon attached to position 3 of the pyridine ring). [Both E- and Z-isomers involving the S=N double bond and the cyano group exist, but they interconvert rapidly at r.t.]. A nicotinic acetylcholine receptor agonist in insects, sulfoxaflor is used as an insecticide, particularly for the control of aphids.


SULFOXAFLOR

A member of the class of pyridines that is 5-ethyl-2-trifluoromethylpyridine in which the ethyl group is substituted at position 1 by an N-cyano-S-methylsulfonimidoyl group. The insecticide sulfoxalor is a mixture of the four possible stereoisomers arising from the two tetrahedral stereocentres.


A HEPE(1-) that is the conjugate base of 9-HEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A hydroxyisoflavanone bearing three hydroxy substituents at positions 2, 5 and 7 in addition to a methoxy substituent at position 4'.


12-dehydro-leukotriene B4(1-)

An icosanoid anion that is the conjugate base of 12-dehydro-leukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A 2-hydroxydicarboxylic acid that is malic acid in which one of the methylene hydrogens at position 3 has been replaced by a methylidenecyclopropyl group.


(RC,RS)-sulfoxaflor

A [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide that has R configuration at both the sulfur atom and at the carbon attached to position 3 of the pyridine ring.


(RC,SS)-sulfoxaflor

A [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide that has S configuration at the sulfur atom and R configuration at the carbon attached to position 3 of the pyridine ring.


(SC,SS)-sulfoxaflor

A [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide that has S configuration at both the sulfur atom and at the carbon attached to position 3 of the pyridine ring.


An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the olefinic hydrogens at position 3 has been replaced by a 4,6-dihydroxy-3-oxocyclohexa-1,4-dien-1-yl group.


(SC,RS)-sulfoxaflor

A [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide that has R configuration at the sulfur atom and S configuration at the carbon attached to position 3 of the pyridine ring.


caffeic acid quinone

An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the olefinic hydrogens at position 3 has been replaced by a 3,4-dioxocyclohexa-1,5-dien-1-yl group.


A trehalose monomycolate that is alpha,alpha-trehalose 6-phosphate carrying an additional mycolyl substituent at position 6'.


hydroxy fatty aldehyde

Any fatty aldehyde carrying one or more hydroxy substituents.


10,11-dihydro-12-oxoleukotriene B4(1-)

An icosanoid anion that is the conjugate base of 10,11-dihydro-12-oxoleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


GDP-beta-L-fucose

A GDP-L-fucose in which the anomeric oxygen is on the same side of the fucose ring as the methyl substituent.


An icosanoid anion that is the conjugate base of (12R)-hydroxy-10,11-dihydroleukotriene E4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


acetoprole

A phenylpyrazole insecticide that is 3-acetyl-1H-pyralole which is substituted at positions 1, 4, and 5 by 2,6-dichloro-4-(trifluoromethyl)phenyl, methylsulfinyl, and amino groups, respectively. A GABA-gated chloride channel antagonist, it was formerly used as an insecticide and acaricide for the control of sucking and chewing insect pests.


An icosanoid anion that is the conjugate base of 10,11-dihydro-20,20-dihydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A leukotriene anion that is the conjugate base of 10,11-dihydro-20,20,20-trihydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


10,11-dihydroleukotriene B4(1-)

An icosanoid anion that is the conjugate base of 10,11-dihydroleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


9,10,18-trihydroxyoctadecanoic acid

An omega-hydroxy fatty acid that is 18-hydroxyoctadecanoic acid carrying two additional hydroxy substituents at positions 9 and 10.


bixin dialdehyde

An apo carotenoid that is the dialdehyde obtained by reduction of the terminal methyl ester and carboxy groups of bixin.


A myo-inositol tetrakisphosphate having the four phosphates placed in the 1-, 2-, 5- and 6-positions.


etheroleic acid

A divinyl ether fatty acid that is (9Z,11E,14E)-nonadeca-9,11,14-trienoic acid in which the methylene group at position 10 has been replaced by oxygen.


fagopyritol B1

An alpha-D-galactoside that is 1D-chiro-inositol having an alpha-D-galactosyl residue attached at position 2 via a glycosidic linkage.


metal oxide

An inorganic oxide that is an oxide of any metal.


mixed metal oxide

A metal oxide that contains cations of more than one element, or cations of a single element in more than one oxidation state.


small nucleolar RNA

A group of non-coding RNAs that primarily accumulate in the nucleoli and consist of 60-300 nucleotides. They are responsible for the post-transcriptional modification and maturation of ribosomal RNAs (rRNAs), small nuclear RNAs (snRNAs), and other cellular RNAs. There are two main classes of snoRNA, the C/D box snoRNAs, which are associated with methylation, and the H/ACA box snoRNAs, which are associated with pseudouridylation.


C/D box small nucleolar RNA

A small nucleolar RNA that functions in the 2'-O-ribose methylation of target RNA's. C/D box snoRNAs contain two short conserved sequence motifs, C (RUGAUGA) and D (CUGA), located near the 5' and 3' ends of the snoRNA, respectively.


H/ACA box small nucleolar RNA

A small nucleolar RNA that functions in the pseudouridylation of target RNA's. H/ACA box snoRNAs are composed of conserved sequence motifs known as H box (ANANNA, where N represents any nucleotide) and the ACA box (ACA).


gibberellin A15 (lactone form)

A C20-gibberellin that is the lactone form of gibberellin A15.


nickel-zinc ferrite

A mixed metal oxide with formula [Ni(1-x)Znx]Fe(III)2O4.


beta-D-glucosamine 6-sulfate

A 6-O-sulfo-D-glucosamine in which the anomeric centre has beta-configuration.


A HETE anion that is the conjugate base of 10-HETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.


12-oxo-20-hydroxyleukotriene B4(1-)

A leukotriene anion that is the conjugate base of 12-oxo-20-hydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


glyceollin IV

A member of the class of pterocarpans carrying two hydroxy substituents at positions 6a and 9 as well as prenyl and methoxy substituents at positions 2 and 3 respectively.


A glycosyloxyisoflavone that is glycitin carrying an acetyl substituent at position 6 on the glucose moiety.


nanofibrillar cellulose

A (1->4)-beta-D-glucan consisting of elementary cellulose fibrils or their bundles, whose diameter lies typically in the range of 20-40 nm, but may be as small as 3-10 nm. The fibrils can exceed 1 mum in length.


N-carbamoylglycine

A member of the class of ureas obtained by formal condensation of the carboxy group of carbamic acid with the amino group of glycine.


amorphous silicon

The non-crystalline allotrope of elemental silicon. It is used as semiconductor material in thin-film transistors.


montmorillonite

An aluminosilicate mineral consisting of aluminosilicate layers approximately 1 nm thick which are surface-substituted with metal cations and stacked in ca. 10 mum-sized multilayer stacks. Its approximate formula is R(+)0.33(Al,Mg)2Si4O10(OH)2.nH2O where R(+) includes one or more of the cations Na(+), K(+), Mg(2+), and Ca(2+).


L-methionyl-L-asparaginyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-asparaginyl residue; major species at pH 7.3.


18-oxooleic acid

A monounsaturated fatty acid that is oleic acid in which the terminal methyl group has been oxidised to the corresponding aldehyde.


A peptidyl group derived from N(alpha)-acetyl-L-methionyl-L-asparagine.


A zwitterionic group obtained by transfer of a proton from the amino terminus to the side-chain carboxy group of L-methionyl-L-glutamyl residue; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the side-chain carboxy group of N(alpha)-acetyl-L-methionyl-L-glutamyl residue.


L-methionyl-L-glutaminyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-glutaminyl residue; major species at pH 7.3.


A peptidyl group derived from N-acetyl-L-methionyl-L-glutamine.


2-oxopenta-3,4-dienoic acid

A member of the class of allenes that is penta-3,4-dienoic acid carrying an additional oxo substituent at position 2


An enal that is 3-methylbut-2-enal carrying a hydroxy substituent at position 4 (the Z-geoisomer.


pelargonin

An anthocyanidin glycoside that is pelargonidin in which the two phenolic hydrogens at positions 3 and 5 have been replaced by beta-D-glucosyl residues.


A member of the class of guanidines in which the imino hydrogen of guanidine itself has been replaced by a 7-aminoheptyl group. It is an inhibitor of deoxyhypusine synthase activity (GO:0034038).


resolvin D2(1-)

A polyunsaturated fatty acid anion that is the conjugate base of resolvin D2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


resolvin E2(1-)

A polyunsaturated fatty acid anion that is the conjugate base of resolvin E2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-acetylglycyl residue

An N-acyl-alpha-aminoacyl group derived from N-acetylglycine


prostaglandin A2(1-)

A prostaglandin carboxylic acid anion resulting from the removal of the proton from the carboxy group of prostaglandin A2.


N-acetyl-L-valyl residue

An N-acyl-alpha-aminoacyl group derived from N-acetyl-L-valine.


N-acetyl-L-cysteinyl residue

An N-acyl-alpha-aminoacyl group derived from N-acetyl-L-cysteine.


A 7-hydroxyisoflavone that is daidzein in which the aromatic hydrogen at position 8 has been replaced by a prenyl group.


A prostaglandin carboxylic acid anion that is the conjugate base of 13,14-dihydro-15-keto-PGF2alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-acetyl-L-threonyl residue

An N-acyl-alpha-aminoacyl group derived from N-acetyl-L-threonine.


13,14-dihydroprostaglandin F2alpha(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 13,14-dihydroprostaglandin F2alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


L-methionyl-L-leucyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-leucyl residue; major species at pH 7.3.


N-acetyl-L-methionyl-L-leucyl residue

A peptidyl group derived from N-acetyl-L-methionyl-L-leucine.


A peptidyl group derived from N-acetyl-L-methionyl-L-isoleucine.


L-methionyl-L-isoleucyl(1+) residue

A cationic dipeptidyl group obtained by protonation of the amino terminus of L-methionyl-L-isoleucyl residue; major species at pH 7.3.


9,10-epoxy-18-hydroxyoctadecanoic acid

An epoxy fatty acid that is 9,10-epoxyoctadecanoic acid (9,10-epoxystearic acid) carrying an additional hydroxy substituent at position 18.


A peptidyl group derived from N-acetyl-L-methionyl-L-phenylalanine.


L-methionyl-L-phenylalanyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-phenylalanyl residue; major species at pH 7.3.


N-acetyl-L-methionyl-L-tyrosyl residue

A peptidyl group derived from N-acetyl-L-methionyl-L-tyrosine.


L-methionyl-L-tyrosyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-tyrosyl residue; major species at pH 7.3.


A peptidyl group derived from N-acetyl-L-methionyl-L-tryptophan.


L-methionyl-L-tryptophyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-tryptophyl residue; major species at pH 7.3.


A member of the class of imidazolidinones that is dethiobiotin carrying a mercapto substituent at position 9. An intermediate in the biosynthesis of biotin.


A methyl sulfide that is nonylthiohydroximate in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


beta-(methylenecyclopropyl)pyruvic acid

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


prostaglandin B2(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin B2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin C2(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin C2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin B1(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin B1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


betanidin quinone

An indoledione obtained by formal oxidation of the dihydroxyindole moiety of betanidin to the corresponding quinone.


A glycosyloxyisoflavone that is daidzein in which the phenolic hydrogen at position 7 has been replaced by a 6-O-acetyl-beta-D-glucosyl residue.


prostaglandin J2(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin J2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


PDGF RTK inhibitor

A member of the class of quinolines that acts as a receptor tyrosine kinase inhibitor and apoptosis inducer with potential for use in treatment of leukemia and colorectal cancer.


L-methionyl-L-alanyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-alanyl residue; major species at pH 7.3.


N-acetyl-L-methionyl-L-alanyl residue

A peptidyl group derived from N-acetyl-L-methionyl-L-alanine.


N-acetyl-L-methionyl-L-seryl residue

A peptidyl group derived from N-acetyl-L-methionyl-L-serine.


L-methionyl-L-seryl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-seryl residue; major species at pH 7.3.


N-acetyl-L-methionyl-L-valyl residue

A peptidyl group derived from N-acetyl-L-methionyl-L-valine.


L-methionyl-L-valyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-valyl residue; major species at pH 7.3.


N-acetyl-L-methionyl-L-threonyl residue

A peptidyl group derived from N-acetyl-L-methionyl-L-threonine.


L-methionyl-L-threonyl(1+) residue

A cationic dipeptide group obtained by protonation of the amino terminus of L-methionyl-L-threonyl residue; major species at pH 7.3.


A cationic peptidyl group obtained by protonation of the side-chain amino group of N-acetyl-L-methionyl-L-lysyl residue; major species at pH 7.3.


L-methionyl-L-lysyl(2+) residue

A cationic dipeptide group obtained by protonation of the terminal and side-chain amino groups of L-methionyl-L-lysyl residue; major species at pH 7.3.


A prostaglandin carboxylic acid anion that is the conjugate base of 13,14-dihydro-15-oxoprostaglandin E1, obtained by deprotonation of the carboxy group; major species at pH 7.3.


15-oxoprostaglandin F2alpha(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 15-oxoprostaglandin F2alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A prostaglandin carboxylic acid anion that is the conjugate base of 13,14-dihydro-15-keto-PGF1alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A cyclitol ether that is D-myo-inositol carrying methyl and alpha-D-galactosyl substituents at positions 4 and 3 respectively.


DIHYDROGENISTIN

A hydroxyisoflavanone that is dihydrogenistein in which the phenolic hydrogen at position 7 has been replaced by a beta-D-glucosyl residue.


N-acetyl-L-methionyl residue

An N-acetylamino-acid residue derived from N-acetyl-L-methionine.


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


1D-myo-inositol 2,4-bisphosphate

A myo-inositol bisphosphate in which the two phosphate groups are located at positions 2 and 4.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 18-carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl.


A member of the class of indoles that is glyoxal in which one of the hydrogens has been replaced by an indol-3-yl group.


PHLOROISOBUTYROPHENONE

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


soyasaponin A3

A triterpenoid saponin that is composed of soyasapogenol A having an alpha-L-rhamnopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid moiety attached at the 3-position via a glycosidic linkage.


prostaglandin F1alpha (1-)

Conjugate base of prostaglandin F1alpha.


prostaglandin F3alpha(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin F3alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin A3(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin A3, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A prostaglandin carboxylic acid anion that is the conjugate base of 13,14-dihydro-Delta(12)-prostaglandin J2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prostaglandin B3(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin B3, obtained by deprotonation of the carboxy group; major species at pH 7.3.


omega-ammonioaldehyde

An ammonio aldehyde that is an aliphatic aldehyde in which one of the hydrogens of the terminal methyl group has been replaced by an ammonio group. NH3(+)CH2(CH2)nCHO, where n = 0, 1, 2, etc.


A galactoglycerolipid that consists of 3-(3-O-sulfo-beta-D-galactosyl)-sn-glycerol in which the glycerol portion is alkylated at position 1 by a pentyl group.


dTDP-alpha-L-rhamnose

The alpha-anomer of dTDP-L-rhamnose.


N-acetylalliin

An L-alanine derivative in which one of the methyl hydrogens of N-acetyl-L-alanine has been replaced by an (S)-allylsulfinyl group.


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


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


20-oxoleukotriene E4(1-)

A leukotriene anion that is the conjugate base of leukotriene E4 obtained by deprotonation of the two carboxy groups and protonation of the cysteinyl alpha-amino group; major species at pH 7.3.


20,20,20-trihydroxyleukotriene B4(1-)

A leukotriene anion that is the conjugate base of 20,20,20-trihydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An S-substituted N-acetyl-L-cysteine in which the S-substitutuent is specified as 5-acetamido-2-hydroxyphenyl.


12,20-dioxoleukotriene B4(1-)

A leukotriene anion that is the conjugate base of 12,20-dioxoleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


20,20-dihydroxyleukotriene B4(1-)

A leukotriene anion that is the conjugate base of 20,20-dihydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An S-substituted N-acetyl-L-cysteine that is the conjugate base of S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


20-carboxyleukotriene E4(2-)

A leukotriene anion obtained by deprotonation of the three carboxy groups and protonation of the cysteinyl alpha-amino group of 20-carboxyleukotriene E4; major species at pH 7.3.


11,12-dihydro-12-oxoleukotriene C4(2-)

A leukotriene anion obtained by deprotonation of the three carboxy groups and protonation of the glutathionyl alpha-amino group of 11,12-dihydro-12-oxoleukotriene C4; major species at pH 7.3.


A leukotriene anion obtained by deprotonation of the three carboxy groups and protonation of the glutathionyl alpha-amino group of 11,12-dihydro-(12R)-hydroxyleukotriene C4; major species at pH 7.3.


(5R)-5-hydroxy-L-lysine(1+) residue

An amino-acid cation residue obtained by protonation of the side-chain amino group of (5R)-5-hydroxy-L-lysine residue residue; major species at pH 7.3.


An alpha-amino-acid cation residue obtained by protonation of the side-chain amino group of (5R)-5-(beta-D-galactosyloxy)-L-lysine residue; major species at pH 7.3.


Any ceramide in which the primary hydroxy hydrogen has been replaced by an acyl group.


saturated fatty acyl-L-carnitine

An O-acylcarnitine in which the R is a saturated fatty acyl chain.


monounsaturated fatty acyl-L-carnitine

An O-acylcarnitine in which the R is a monounsaturated fatty acyl chain.


methyl-branched fatty acyl-L-carnitine

An O-acylcarnitine in which the R group is a methyl-branched fatty acyl chain.


oxo-fatty acyl-L-carnitine

An O-acyl-L-carnitine obtained by formal condensation of the carboxy group of any oxo-fatty acid with the hydroxy group of L-carnitine.


hydroxy-fatty acyl-L-carnitine

An O-acylcarnitine in which the R group is a hydroxylated fatty acyl chain.


An O-acyl-L-carnitine obtained by formal condensation of the carboxy group of any 2-enoic acid with the hydroxy group of L-carnitine.


6-oxoprostaglandin F1alpha(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 6-oxoprostaglandin F1alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An alpha-amino-acid cation residue obtained by protonation of the side-chain amino group of (5R)-5-[(alpha-D-glucosyl-(1->2)-beta-D-galactosyl)oxy]-L-lysine residue; major species at pH 7.3.


An oligosaccharide phosphate consisting of D-myo-inositol having a 6-O-(2-aminoethylphosphono)-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl residue attached at the 6-position.


An alkylamino group derived from 6-O-(2-aminoethylphosphono)-alpha-D-Man-(1->2)-alpha-D-Man-(1->6)-alpha-D-Man-(1->4)-alpha-D-GlcN-(1->6)-D-myo-inositol where the point of attachment is on the primary amino function of the ethanolamine phosphate moiety.


A dec-2-enal in which the olefinic double bond has E configuration.


A PC(18:3/0:0) in which the 1-acyl group is specified as alpha-linolenoyl.


An enone that is (E)-3-nonene in which the two methylene hydrogens at position 2 have been replaced by an oxo group.


desmethylnaproxen sulfate

A member of the class of naphthalenes that is naproxen in which the methoxy group has been replaced by a sulfooxy group.


desmethylnaproxen sulfate anion

An organic anion obtained by deprotonation of at least one of the acidic functions of desmethylnaproxen sulfate.


guaiacol sulfate

An aryl sulfate that is catechol in which the two phenolic hydrogens are replaced by methyl and sulfo groups.


A brassinosteroid that is brassinolide carrying an additional hydroxy substituent at position 26.


firefly sulfoluciferin

A member of the class of benzothiazoles that is Photinus luciferin in which the phenolic hydroxy group has been replaced by a sulfo group. Enzymatic derivative of firefly luciferin produced by luciferin sulfotransferase (LST) from luciferin with 3'-phosphoadenosine-5'-phosphosulfate (PAPS) as co-substrate. Not a substrate for firefly luciferase. Likely the in-vivo storage form of luciferin.


guaiacol sulfate(1-)

A phenyl sulfate oxoanion that is the conjugate base of guaiacol sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


5alpha-pregnane-3,20beta-diol disulfate

A steroid sulfate that is 5alpha-pregnane-3,20beta-diol in which both hydroxy hydrogens have been replaced by sulfo groups.


A steroid sulfate oxoanion obtained by deprotonation of at least one of the sulfo groups of 5alpha-pregnane-3,20beta-diol disulfate.


A 5alpha-pregnane-3,20beta-diol disulfate anion obtained by deprotonation of both sulfo groups of 5alpha-pregnane-3,20beta-diol disulfate.


brassinolide 23-O-alpha-D-glucoside

A brassinosteroid that is brassinolide carrying an alpha-D-glucosyl residue at position O-23.


pyroglutamine

A dicarboximide that is piperidine-2,6-dione substituted at position 3 by an amino group.


Any glycoside derived from beta-D-galactosyl-(1->3)-N-acetyl-alpha-D-galactosamine.


A primary ammonium ion obtained by protonation of the primary amino function of pyroglutamine.


castasterone 23-O-alpha-D-glucoside

A brassinosteroid that is castasterone carrying an alpha-D-glucosyl residue at position O-23.


desmethylnaproxen

A member of the class of naphthols that is naproxen in which the 6-methoxy group has been demethylated.


An N-glycosyldihydrozeatin in which the glycosyl fragment is an alpha-D-glucopyranosyl residue located at position 7.


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


An N-glycosyldihydrozeatin consisting of dihydrozeatin carrying two alpha-D-glucosyl on the oxygen and the nitrogen at position 9 in the purine ring.


gibberellin A110

A C20-gibberellin that is gibberellin A12 carrying an additional hydroxy substituent at the 3beta-position


name: S-(long-chain fatty acyl)-L-cysteine residue

description: An L-alpha-amino acid residue derived from any S-(long-chain fatty acyl)-L-cysteine.


gibberellin A98

A C20-gibberellin that is tha lactone form of gibberellin A15 carrying two additional hydroxy substituents at positions 3 and 7.


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


An N-acyl-L-aspartate(2-) obtained by deprotonation of the carboxy groups of N-(indole-3-acetyl)-L-aspartic acid.


A sialotriaosylceramide consisting of the tetrasaccharide beta-D-GalNAc-(1->4)-[alpha-Neu5Gc-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


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


A member of the class of bipyridines that is 2,2'-bipyridine in which the hydrogens situated para to the ring nitrogens have been replaced by methyl and formyl groups.


A member of the class of bipyridines that is 2,2'-bipyridine in which the hydrogens situated para to the ring nitrogens have been replaced by methyl and carboxy groups.


A member of the class of bipyridines that is 2,2'-bipyridine in which the hydrogens situated para to the ring nitrogens have been replaced by methyl and 3-amino-2-methylbut-2-en-1-imino groups.


saturated fatty acyl-AMP(1-)

An fatty acyl-AMP(1-) that results from deprotonation of the phosphate OH group of any saturated fatty acyl-AMP; majoe r species at pH 7.3.


An organophosphate oxoanion arising from deprotonation of both free diphosphate OH groups of alpha-D-Gal-(1->3)-alpha-D-GlcNAc-diphospho-ditrans,octacis-undecaprenol; major species at pH 7.3.


name: polyunsaturated dicarboxylic acid dianion

description: A dicarboxylic acid dianion having 2 or more units of unsaturation.


A 2-oxo monocarboxylic acid anion obtained by deprotonation of the carboxy group of any omega-(methylthio)-2-oxocarboxylic acid; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of any 2-(omega-methylthio)alkylmalic acid; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of any 3-(omega-methylthio)alkylmalic acid; major species at pH 7.3.


A 3-(omega-methylthio)alkylmalate(2-) obtained by deprotonation of both carboxy groups of 3-(2-methylthioethyl)malic acid; major species at pH 7.3.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of any 2-(omega-methylthio)alkylmaleic acid; major species at pH 7.3.


A 2-(omega-methylthio)alkylmaleate(2-) obtained by deprotonation of both carboxy groups of 2-(2-methylthio)ethylmaleic acid; major species at pH 7.3.


A 2-(omega-methylthio)alkylmaleate(2-) obtained by deprotonation of both carboxy groups of 2-(3-methylthiopropyl)maleic acid; major species at pH 7.3.


A 3-(omega-methylthio)alkylmalate(2-) obtained by deprotonation of both carboxy groups of 3-(3-methylthio)propylmalic acid; major species at pH 7.3.