A 3-substituted propionyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of any short-chain 3-substituted propionyl-CoA; major species at pH 7.3.


short-chain 2,3-trans-enoyl CoA(4-)

A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of any short-chain 2,3-trans-enoyl CoA (short-chain = chain length less than C6); major species at pH 7.3.


A hydroxyether that is propan-1-ol substituted by an ethoxy group at position 3.


hexyl octanoate

An octanoate ester obtained by the formal condensation of octanoic acid  with hexan-1-ol.


A tricarboxylic acid trianion obtained by deprotonation of the three carboxy groups of (2R,3E)-5-oxopent-3-ene-1,2,5-tricarboxylic acid; major species at pH 7.3.


diazoethane

A diazo compound in which the diazo group is attached to an  ethylidene group.


methyl undecenate

A fatty acid methyl ester of 10-undecenoic acid.


methyl laurate

A fatty acid methyl ester of lauric acid.


OCTYL ACETATE

The acetate ester of octan-1-ol.


octyl formate

A formate ester of  octan-1-ol.


A branched amino pentasaccharide consisting of a linear sequence of two alpha-sialyl residues, a beta-Dgalactosyl residue and an N-acetyl-D-glucosamine residue linked respectively (2->8), (2->8) and (1->4), to the galactosyl residue of which is also linked (1->4) an N-acetyl-beta-D-glucosaminyl residue. It is the carbohydrate portion of ganglioside GD2 with undefined anomeric stereochemistry at the reducing-end galactose residue.


A member of the class of bromobenzenes that is bromobenzene substituted by a cyclopropyl group at position 4.


UNDECANOL

A primary alcohol that is undecane substituted by a hydroxy group at position 1.


BENZOIC ACID 2-METHYLPROPYL ESTER

A benzoate ester obtained by the formal condensation of benzoic acid with isobutanol.


ethyl nonanoate

A fatty acid ethyl ester of nonanoic acid.


An alkylamine that is pent-3-en-1-amine substituted by a methyl group ay position 4.


ethyl 3-(methylthio)propionate

A carboxylic ester obtained by the formal condensation of the carboxy group of 3-(methylthio)propionic acid with ethanol.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of 2-hydroxyhepta-2,4-diene-1,7-dioic acid; major species at pH 7.3.


A member of the class of tetrahydrothiophenes that is thiolane substituted by a methyl group at position 2 and an oxo group at position 3 respectively.


A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of (4Z)-2-oxohept-4-enedioic acid; major species at pH 7.3.


A methyl ketone that is pent-1-ene substituted by an oxo group at position 4.


A tricarboxylic acid that is pent-3-ene-1,2,5-tricarboxylic acid carrying an oxo substituent at position 5 (the 2R,3E-stereoisomer).


HEXYL ACETATE

The acetate ester of  hexan-1-ol.


NONYLACETATE

The acetate ester of nonan-1-ol.


ethyl 2-hydroxy-3-phenylpropanoate

A carboxylic ester obtained by the formal condensation of the carboxy group of 3-hydroxy-3-phenylpropionic acid with ethanol.


ethyl 2-hexenoate

A fatty acid ethyl ester of 2-hexenoic acid.


4-penten-1-yl acetate

An acetate ester of pent-4-en-1-ol.


A sialotriaosylceramide consisting of the pentasaccharide beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of a ceramide in which the acyl function on nitrogen is stearoyl.


An alkene that is hex-1-ene substituted by methyl groups at positions 4 and 5 respectively.


An organophosphate oxoanion obtained by deprotonation of two of the three diphosphate OH groups of adenosine 5'-diphosphate.


A branched amino octasaccharide consisting of a pentasaccharide chain of N-acetyl-beta-D-glucosamine, alpha-D-mannose, beta-D-mannose and two further N-acetyl-beta-D-glucosamine residues linked sequentially (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannose residue of which is also linked (1->6) an N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl trisaccharide unit.


An amino tetrasaccharide consisting of alpha-D-galactose, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-beta-D-galactosamine residues connected in sequence by (1->3) linkages.


A 4-hydroxy-2-oxoheptanedioate obtained by deprotonation of both carboxy groups of (S)-4-hydroxy-2-oxoheptanedioic acid; major species at pH 7.3.


An alkene that is 1-hexene substituted by an ethyl group at position 4.


ethyl 1-allylcyclopropanecarboxylate

A member of the class of cyclopropanes that is ethyl cyclopropanecarboxylate substituted by a prop-2-en-1-yl group at position 1.


An amino oligosaccharide that is a dodecasaccharide derivative in which two alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide chains are linked (1->3) and (1->6) to the mannose residue of a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-D-glucosamine branched tetrasaccharide.


A methyl ketone that is butan-2-one substituted by an ethoxy group at position 3.


methyl undecanoate

A fatty acid methyl ester of undecanoic acid.


dihydromyrcenol

A monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively.


myrcenol

A monoterpenoid that is oct-7-en-2-ol substituted by a methyl group at position 2 and a methylidene group at position 6 respectively.


An alkadiene that is hexa-1,4-diene substituted by methyl groups at positions 2 and 3 respectively.


A flavin mononucleotide obtained by prenylation of the N-10 position of FMNH2 followed by cyclisation. An essential cofactor for the decarboxylase enzymes UbiD and Fdc1.


An organoiodine compound that is tetradecane substituted by an iodo group at position 1.


An amino oligosaccharide that is a tetradecasaccharide derivative in which two alpha-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl branched pentasaccharide units are linked (1->3) and (1->6) to the mannose residue of a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-D-glucosamine branched tetrasaccharide.


3-methylbutyl 2-hydroxypropanoate

A carboxylic ester obtained by the formal condensation of the carboxy group of 2-hydroxypropanoic acid  with the hydroxy group of isoamylol.


chloroprallethrin

A carboxylic ester obtained by formal condensation between the carboxy group of (1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylic acid and the hydroxy group of (4S)-4-hydroxy-3-methyl-2-(prop-2-yn-1-yl)cyclopent-2-en-1-one.


3-methylbutyl octanoate

A fatty acid ester obtained by the formal condensation of isoamylol with caprylic acid.


isoamyl isobutyrate

A fatty acid ester obtained by the formal condensation of isoamylol with  isobutyric acid.


A steroid sulfate oxoanion that is the conjugate base of 16alpha-hydroxydehydroepiandrosterone 3-sulfate, arising from deprotonation of the sulfate OH group; major species at pH 7.3.


A member of the class of tetrazoles that is 1H-tetrazole substituted by amino groups at positions 1 and 5 respectively.


An amino oligosaccharide that is an undecasaccharide derivative consisting of a linear hexasaccharide chain of beta-D-galactose, N-acetyl-beta-D-glucosamine, alpha-D-mannose, beta-D-mannose and two further N-acetyl-beta-D-glucosamine residues linked sequentially (1->3), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannose residue of which is also linked (1->6) a beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched pentasaccharide unit.


cyhalodiamide

A dicarboxylic acid diamide obtained by formal condensation of the two carboxy groups of 2-chlorophthalic acid with the amino groups of 4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2-methylaniline and 2-amino-2-methylpropanenitrile.


3-methylbutyl hexanoate

A fatty acid ester obtained by the formal condensation of the carboxy group of hexanoic acid (caproic acid) with the alcoholic hydroxy group of 3-methylbutan-1-ol (isoamylol).


fluazaindolizine

A member of the class of imidazopyridines that is the amide formed from the formal condensation of the carboxy group of 8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid with the sulfonamide nitrogen of 2-chloro-5-methoxybenzene-1-sulfonamide.


An aldehyde that is propanal substituted by an acetoxy group at position 2.


A terminal acetylenic compound that is undecane carrying a triple bond at position 1.


beta-ionone 5,6-epoxide

An apo carotenoid monoterpenoid that is beta-ionone substituted by an epoxy group across positions 5 and 6.


S-octyl ethanethioate

A thioacetate ester of octane-1-thiol.


fluxametamide

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


hexyl propanoate

A propanoate ester of hexan-1-ol.


An amino nonasaccharide consisting of a tetrasaccharide chain of N-acetyl-beta-D-glucosamine, beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues, all linked sequentially (1->4), to the beta-D-mannose residue of which are also linked N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl and N-acetyl-beta-D-glucosaminyl-(1->4)-[N-acetyl-beta-D-glucosaminyl-(1->2)]-alpha-D-mannosyl units via (1->6) and (1->3) linkages respectively.


PENTADECYLAMINE

An alkylamine that is pentadecane substituted by an amino group at position 1.


A benzamide obtained by formal condensation of the carboxy group of 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoic acid with the amino group of N-methoxymethanimidamide.


isoxazoline

An organic heteromonocyclic compound that is a dihydro derivative of any isoxazole.


(S)-fluxametamide

A 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(methoxyamino)methylidene]-2-methylbenzamide that is the (S)-enantiomer of fluxametamide.


(R)-fluxametamide

A 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(methoxyamino)methylidene]-2-methylbenzamide that is the (R)-enantiomer of fluxametamide.


epsilon-metofluthrin

A carboxylic ester obtained by formal condensation between the carboxy group of (1R,3R)-2,2-dimethyl-3-[(1Z)-prop-1-en-1-yl]cyclopropane-1-carboxylic acid with the benzylic hydroxy group of [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methanol.


An amino decasaccharide consisting of a tetrasaccharide chain of N-acetyl-beta-D-glucosamine, beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues, all linked sequentially (1->4), to the beta-D-mannose residue of which are also linked N-acetyl-beta-D-glucosaminyl-(1->6)-[N-acetyl-beta-D-glucosaminyl-(1->2)]-alpha-D-mannosyl and N-acetyl-beta-D-glucosaminyl-(1->4)-[N-acetyl-beta-D-glucosaminyl-(1->2)]-alpha-D-mannosyl units via (1->6) and (1->3) linkages respectively.


An amino oligosaccharide that is a dodecasaccharide derivative consisting of a tetrasaccharide chain of N-acetyl-beta-D-glucosamine, beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues, all linked sequentially (1->4), to the beta-D-mannose residue of which are also linked beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl and beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)]-alpha-D-mannosyl units via (1->6) and (1->3) linkages respectively.


hexyl butyrate

A fatty acid ester obtained by the formal condensation of hexanol with butyric acid.


ethyl 3-hexenoate

A fatty acid ethyl ester of 3-hexenoic acid.


A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3S)-hydroxyoctadecanoyl-CoA; major species at pH 7.3.


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


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


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


thietane

An organosulfur heterocyclic compound containing a saturated four membered ring with 3 carbon atoms and 1 sulfur atom.


epsilon-momfluorothrin

A carboxylic ester obtained by formal condensation between the carboxy group of (1R,3R)-3-[(1Z)-2-cyanoprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylic acid with the benzylic hydroxy group of [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methanol.


An enone that is hept-1-ene substituted by an oxo group at position 3.


A monoterpenoid that is propanal substituted by a 4-methylcyclohex-3-en-1-yl group at position 2.


pydiflumetofen

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


isobutyl decanoate

A decanoate ester obtained by the formal condensation of the carboxy group of decanoc acid (capric acid) with the alcoholic hydroxy group of isobutanol.


A 6beta-hydroxy steroid that is androst-4-ene-3,17-dione substituted by a beta-hydroxy group at position 6.


A dioxolane that is 1,3-dioxolane substituted by methyl groups at positions 2, 4 and 5 respectively.


An amino oligosaccharide that is a dodecasaccharide derivative consisting of a tetrasaccharide chain of N-acetyl-beta-D-glucosamine, beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues, all linked sequentially (1->4), to the beta-D-mannose residue of which are also linked beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl and beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl units via (1->6) and (1->3) linkages respectively.


(Z)-beta-ocimene

A beta-ocimene that consists of octa-1,3,6-triene bearing two methyl substituents at positions 3 and 7 (the 3Z-isomer).


ethyl 4-octenoate

A fatty acid ethyl ester of 4-octenoic acid.


A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 3-(difluoromethyl)-1-methylpyrazole-4-carboxylic acid with the amino group of N-methoxy-1-(2,4,6-trichlorophenyl)propan-2-amine.


(S)-pydiflumetofen

3-(difluoromethyl)-N-methoxy-1-methyl-N-[1-(2,4,6-trichlorophenyl)propan-2-yl]pyrazole-4-carboxamide that is the (S)-enantiomer of pydiflumetofen.


(R)-pydiflumetofen

3-(difluoromethyl)-N-methoxy-1-methyl-N-[1-(2,4,6-trichlorophenyl)propan-2-yl]pyrazole-4-carboxamide that is the (R)-enantiomer of pydiflumetofen.


kappa-bifenthrin

A carboxylic ester obtained by formal condensation of the carboxy group  of (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylic acid with the hydroxy group of [(2-methyl-1,1'-biphenyl)-3-yl]methanol.


An amino disaccharide that consists of N-acetyl-beta-D-glucosamine having a 6-O-sulfo-beta-D-galactosyl residue attached at position 3.


An methyl ketone that is octan-2-one carrying a double bond at position 7.


A methyl ketone heptan-2-one carrying a double bond at position 4.


An alpha-diketone that is hexane substituted by oxo groups at positions 2 and 3 respectively.


An N-acyl-L-alpha-amino acid anion that is the conjugate base of N(2)-acyl-L-glutamine, obtained by deprotonation of the carboxy group; major structure at pH 7.3.


A cyclic dicarboxylic anhydride that is furan-2,5-dione substituted by at position 3 by a  carboxymethyl group and a hexyl group at position 4.


An olefinic compound that octan-2-ol carrying a double bond at position 7.


3-methylsuccinic anhydride

A tetrahydrofurandione that is succinic anhydride substituted by  a methyl group at position 3.


SIS3 free base

An enamide resulting from the formal condensation of the amino group of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline with the carboxy group of (2E)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acrylic acid.


An alkene that is tridecane carrying a double bond at position 2.


A member of the class of furans that is furan substituted by an octyl group at position 2.


A 3-hydroxy steroid that is 17beta-estradiol substituted by an alpha-hydroxy group at position 15.


An olefinic compound that is hept-5-en-1-ol substituted by methyl groups at positions 2 and 6 respectively.


A methyl ketone that is acetone substituted by an  isopropoxy group at position 1.


A dioxolane that is 1,3-dioxolane substituted by a 1-phenylethyl group at position 2.


A cyclic acetal that is pentane in which the carbon atoms at positions 1 and 3 are replaced by oxygen atoms respectively.


A 7alpha-hydroxy steroid that is 17beta-estradiol substituted by an alpha-hydroxy group at position 7.


A methyl ketone that is butan-2-one substituted by a cyano group at position 3.


An alkatetraene that is 1,3,5,7-octatetraene substituted by methyl groups at positions 2 and 6 respectively.


A member of the class of benzenes that is benzene substituted by a decan-3-yl group.


A 4-hydroxy steroid that is estrone substituted by a hydroxy group at position 4.


An amino heptasaccharide in which two alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl chains are linked (1->3) and (1->6) to D-galactose.


A member of the class of tetralins that is tetralin substituted by methyl groups at positions 1, 1 and 6 respectively.


A 6alpha-hydroxy steroid that is estrone substituted by an alpha-hydroxy group at position 6.


N-icosanoylglycine

A N-acylglycine in which the acyl group is specified as icosanoyl.


A member of the class of 1-benzofurans that is the 2,3-dihydroderivative of benzofuran.


A very long-chain omega-6 fatty acid that is tetratriacontapentaenoic acid having five double bonds located at positions 16, 19, 22, 25 and 28 (the 16Z,19Z,22Z,25Z,28Z-isomer).


An aldehyde that is furan substituted by a formyl group at position 3.


An amino nonasaccharide in which two alpha-L-fucosyl-(1->2)-[beta-D-galactosyl-(1->3)]-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl chains are linked (1->3) and (1->6) to D-galactose.


An aldehyde that is thiophene substituted by a formyl group at position 3.


A very long-chain omega-6 fatty acid that is hexatriacontanoic acid having five double bonds located at positions 18, 21, 24, 27 and 30 (the 18Z,21Z,24Z,27Z,30Z-isomer).


An amino oligosaccharide that is an undecaasaccharide derivative in which two alpha-L-fucosyl-(1->2)-[N-acetyl-beta-D-galactosaminyl-(1->3)]-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl chains are linked (1->3) and (1->6) to D-galactose.


A monohydroxypyridine that is pyridine in which the hydrogen at position 4 has been replaced by a hydroxy group.


An amino oligosaccharide that is a tetradecasaccharide derivative in which two N-acetyl-alpha-D-galactosaminyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl branched pentasaccharide units are linked (1->3) and (1->6) to the mannose residue of a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-D-glucosamine branched tetrasaccharide.


An amino oligosaccharide that is a tetradecasaccharide derivative in which two alpha-L-fucosyl-(1->2)-[alpha-D-galactosyl-(1->3)]-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl branched pentasaccharide units are linked (1->3) and (1->6) to the mannose residue of a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-D-glucosamine branched tetrasaccharide.


A 17-oxo steroid that is estrone substituted by an alpha-hydroxy group at position 15.


A branched amino octasaccharide comprising a linear pentasaccharide chain of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl and D-glucose residues linked sequentially (2->6), (1->4), (1->6) and (1->4), to the galactose residue nearer to the reducing end is also linked (1->3) a linear alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl trisaccharide unit.


EPIESTRIOL

A 3-hydroxy steroid that is 17beta-estradiol substituted by a beta-hydroxy group at position 16.


A branched amino oligosaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which is (1->4)-linked an Nacetyl-beta-D-glucosaminyl residue, together with two N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units linked (1->3) and (1->6).


CARBIMIDE

A carbodiimide in which both nitrogens are unsubstituted.


A branched amino oligosaccharide that is a pentasaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage], an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-alpha-D-mannosyl(1->6) linear  tetrasaccharide chain [linked (1->6)], and an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)]-alpha-D-mannosyl branched heptasaccharide unit [linked (1->3)].


A butan-4-olide that is dihydrofuran-2-one substituted at C-3 and C-4 by hydroxy groups (the 3R,4R-diastereomer).


A 3-hydroxy steroid that is estrone substituted by a beta-hydroxy group at position 6.


A 3-hydroxy steroid that is estrone substituted by a beta-hydroxy group at position 16.


fast blue B

The aromatic diazonium ion formed from diazotisation of 3,3'-dimethoxy[1,1'-biphenyl]-4,4'-diamine.


statin

Any organooxygen compound whose structure is related to compactin (mevastatin) and which may be used as an anticholesteremic drug due its EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitory properties.


statin (naturally occurring)

Any statin that occurs in nature. The class includes compactin (also known as mevastatin), isolated from a fermentation broth of Penicillium citrinum, and lovastatin, isolated from Aspergillus terreus.


statin (semi-synthetic)

A statin that is derived from a naturally occurring statin by partial chemical synthesis.


Evans blue free acid

A naphthalenesulfonic acid that is the free acid form of the dye Evans blue. The tetrasodium salt is used as a counterstain, especially in fluorescent methods to suppress background autofluorescence.


statin (synthetic)

A statin which does not occur naturally and which is not obtained by chemical transformation of a naturally occurring statin.


Evans blue(4-)

An organosulfonate oxoanion obtained by deprotonation of the four sulfo groups of 6,6'-{(3,3'-dimethyl[1,1'-biphenyl]-4,4'-diyl)bis[diazene-2,1-diyl]}bis(4-amino-5-hydroxynaphthalene-1,3-disulfonic acid).


An organic cation that is phenothiazin-5-ium substituted by amino and dimethylamino groups at positions 3 and 7 respectively. The chloride salt is the histological dye 'azure A'.


mycophenolate mofetil

A carboxylic ester resulting from the formal condensation between the carboxylic acid group of mycophenolic acid and the hydroxy group of 2-(morpholin-4-yl)ethanol. In the liver, it is metabolised to mycophenolic acid, an immunosuppressant for which it is a prodrug. It is widely used to prevent tissue rejection following organ transplants as well as for the treatment of certain autoimmune diseases.


An organic cation that is phenothiazin-5-ium substituted by dimethylamino and amino groups at positions 3 and 7 respectively. The chloride salt is the histological dye 'azure B'.


An organic cation that is phenothiazin-5-ium substituted by amino and methylamino groups at positions 3 and 7 respectively. The chloride salt is the histological dye 'azure C'.


victoria blue 4R(1+)

An iminium ion that forms the cationic portion of the histological dye 'victoria blue 4R'.


night blue(1+)

An iminium ion that forms the cationic portion of the histological dye 'night blue'.


tolonium

An organic cation that is phenothiazin-5-ium substituted by methyl, amino and dimethylamino groups at positions 2, 3 and 7 respectively. The chloride salt is used as a  histological dye.


methyl green(2+)

An iminium ion that forms the cationic portion of the histological dye 'methyl green'.


victoria blue B(1+)

An iminium ion that forms the cationic portion of the histological dye 'victoria blue B'.


An oxysterol that is 7-ketocholesterol which is substituted by a hydroxy group at position 26 and has R-configuration at position 25.


basic brown 1

A bis(azo) compound that is 1,1'-(1,3-phenylene)bis(diazene) in which both azene hydrogens are replaced by 2,4-diaminophenyl groups. A metachromatic dye which stains acid mucins yellow. It is also a constituent of Papanicolaou's EA solutions, used for cervical, and other smears. Its dihydrochloride salt is also a biological dye known as Bismark brown Y.


hexanoate ester

Any fatty acid ester where the carboxylic acid component is hexanoic (also known as caproic) acid.


octanoate ester

Any fatty acid ester in which the carboxylic acid component is octanoic acid (caprylic acid).


decanoate ester

A fatty acid ester resulting from the formal condensation of the carboxy group of decanoic acid (capric acid) with the hydroxy group of an alcohol or phenol.


dodecanoate ester

Any fatty acid ester in which the carboxylic acid component is lauric acid.


A branched amino oligosaccharide that is a pentadecasaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage], an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched heptasaccharide unit [linked (1->6)], and an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear tetrasaccharide unit [linked (1->3)].


basic fuchsin

A four-component mixture of chemically related dyes comprising pararosanilin, rosanilin, magenta II and new fuchsin in varying amounts


A carbohydrazide that is nicotinohydrazide in which the terminal nitrogen has undergone formal condensation with the aldehyde group of 4-oxo-4H-chromene-3-carbaldehyde. It is an inhibitor of STAT5 (Signal Transducer and Activator of Transcription 5) protein.


pararosaniline

A hydrochloride that is the monohydrochloride of 4,4'-[(4-iminocyclohexa-2,5-dien-1-ylidene)methanediyl]dianiline. One of the major constituents of Basic fuchsin, together with rosanilin, magenta II and new fuchsin.


An iminium ion obtained by protonation of the imino group of pararosaniline free base.


FUCHSIN, BASIC

An imine that is 4-methylidenecyclohexa-2,5-dien-1-imine in which the hydrogens of the methylidene group are replaced by 4-aminophenyl and 3-methyl-4-aminophenyl groups. The monohydrochloride salt is the histological dye 'rosanilin'.


An iminium ion obtained by protonation of the imino group of rosanilin free base.


CARBOL-FUCHSIN

An imine that is 4-methylidenecyclohexa-2,5-dien-1-imine in which both the hydrogens of the methylidene group are replaced by 4-amino-3-methylphenyl groups. The hydrochloride salt is the histological dye 'magenta II'.


magenta II(1+)

An iminium ion obtained by protonation of the imino group of magenta II free base.


new fuchsin free base

An imine that is 2-methyl-4-methylidenecyclohexa-2,5-dien-1-imine in which both the hydrogens of the methylidene group are replaced by 4-amino-3-methylphenyl groups. The hydrochloride salt is the histological dye 'new fuchsin'.


An organophosphate oxoanion that is the conjugate base of 2-O-(alpha-D-mannopyranosyl)-1-phosphatidyl-1D-myo-inositol, obtained by deprotonation of the phosphate group; major species at pH 7.3.


new fuchsin(1+)

An iminium ion obtained by protonation of the imino group of new fuchsin free base.


A monoterpene that is bicyclo[4.1.0]hept-2-ene substituted by methyl groups at positions 4, 7 and 7 respectively (the 1R,4S,6S-stereoisomer).


A 26-oxo steroid resulting from the oxidation of (25R)-3beta,26-dihydroxycholest-5-en-7-one to the corresponding aldehyde.


A steroid acid anion that is the conjugate base of (25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An aliphatic sulfide that is propan-1-ol substituted by a (2-hydroxyethyl)thio group at position 3.


An organic cation that is phenothiazin-5-ium substituted by dimethylamino groups at positions 3 and 7 as well as a nitro group at position 4. The chloride salt is the histological dye 'methylene green'.


ranolazine

A racemate comprising equal amounts of (R)- and (S)-ranolazine. Used for treatment of chronic angina.


(2E)-hex-2-en-1-yl propanoate

The propanoate ester of (2E)-hex-2-en-1-ol.


isobutyl butyrate

A butyrate ester resulting from the formal condensation of butanoic acid with isobutanol. It is used as a food flavour ingredient for apple, banana, peach and pinapple flavours in ice cream and confectionery.


pentyl butyrate

The butyrate ester of pentan-1-ol.


ethyl 3-hydroxybutyrate

The fatty acid ethyl ester of  3-hydroxybutyric acid.


ethyl 4-tert-butylbenzoate

A benzoate ester obtained by the formal condensation of 4-tert-butylbenzoic acid with ethanol.


An (S)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3S)-3-hydroxyoleoyl-CoA; major species at pH 7.3.


ethyl 2-heptenoate

The fatty acid ethyl ester of  2-heptenoic acid.


A monocarboxylic acid that is cyclohexanecarboxylic acid substituted by a tert-butyl group at position 4 (the trans-stereoisomer).


tetradecanoate ester

A fatty acid ester obtained by condensation of the carboxy group of tetradecanoic acid (also known as myristic acid) with a hydroxy group of an alcohol or phenol.


mesylmethyl(benzyl)sulfone

A member of the class of benzenes that is benzene substituted by a [(methanesulfonyl)methanesulfonyl]methyl group.


(S)-ranolazine

An N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide that is the (S)-enantiomer of ranolazine (the racemate is a drug used for treatment of chronic angina).


A branched amino oligosaccharide that is a octadecasaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage], an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched heptasaccharide unit [linked (1->6)], and an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)]-alpha-D-mannosyl branched heptasaccharide unit [linked (1->3)].


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


(R)-ranolazine

An N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide that is the (R)-enantiomer of ranolazine (the racemate is a drug used for treatment of chronic angina).


prasugrel hydrochloride

A racemate comprising equal amounts of (R)- and (S)-prasugrel hydrochloride. Used to prevent blood clots in people with acute coronary syndrome who are undergoing a procedure after a recent heart attack or stroke, and in people with certain disorders of the heart or blood vessels.


A hexadecenoyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (7Z)-hexadecenoyl-CoA; major species at pH 7.3.


A branched amino oligosaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which is (1->4)-linked an N-acetyl-beta-D-glucosaminyl residue, together with two N-acetyl-beta-D-glucosaminyl-(1->4)-[N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units linked (1->3) and (1->6).


An acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate OH groups of  (24E)-3alpha,7alpha-dihydroxy-5beta-cholest-24-en-26-oyl-CoA; major species at pH 7.3.


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


An acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate OH groups of (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA; major species at pH 7.3.


dihydroxy mycolic acid

A 3-hydroxy fatty acid produced by Mycobacterium tuberculosis.


An acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate OH groups of 3alpha,7alpha-dihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA; major species at pH 7.3.


A long-chain (3S)-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of phosphate and diphosphate OH groups of (3S,5Z)-3-hydroxytetradec-5-enoyl-CoA; major species at pH 7.3.


dihydroxy mycolate

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


A 3-oxo-fatty acyl CoA(4-) obtained by deprotonation of phosphate and diphosphate OH groups of (5Z)-3-oxotetradecenoyl-CoA; major species at pH 7.3.


methoxy mycolate

An ultra-long-chain fatty acid anion that is the conjugate base of methoxy mycolic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


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


keto mycolate

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


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


An epoxide that is oxirane substituted by propan-2-yl groups at positions 2 and 3 respectively (the 2R,3R-stereoisomer).


prasugrel

A racemate comprising equal amounts of (R)- and (S)-prasugrel. Used (as its hydrochloride salt) to prevent blood clots in people with acute coronary syndrome who are undergoing a procedure after a recent heart attack or stroke, and in people with certain disorders of the heart or blood vessels.


(-)-dihydroedulan II

An organic heterobicyclic compound that is 3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran substituted by methyl groups at positions  2, 5, 5 and 8a respectively.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of phosphate and diphosphate OH groups of (2E,7Z)-hexadecadienoyl-CoA; major species at pH 7.3.


A 3-hydroxy fatty acyl CoA(4-) obtained by deprotonation of phosphate and diphosphate OH groups of (3S,7Z)-3-hydroxyhexadecenoyl-CoA; major species at pH 7.3.


A 3-oxo-fatty acyl CoA(4-) obtained by deprotonation of phosphate and diphosphate OH groups of (7Z)-3-oxohexadecenoyl-CoA; major species at pH 7.3.


raloxifene

A member of the class of 1-benzothiophenes that is 1-benzothiophene in which the hydrogens at positions 2, 3, and 6 have been replaced by p-hydroxyphenyl, p-[2-(piperidin-1-yl)ethoxy]benzoyl, and hydroxy groups, respectively.


An arenesulfonic acid that is 1,6-dihydrodibenzo[cd,g]indazole-3-sulfonic acid substituted by an oxo group at position 6.


(2E)-HEXENOIC ACID

The (E)-stereoisomer of hexenoic acid.


A monounsaturated fatty acid anion that is the  conjugate base of (2E)-hexenoic acid.


(S)-prasugrel

An 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate that is the (S)-enantiomer of prasugrel (the racemate is a cardiovascular drug).


(R)-prasugrel

An 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate that is the (R)-enantiomer of prasugrel (the racemate is a cardiovascular drug).


An organic cation resulting from the protonation of the amino group of (S)-prasugrel.


An organic cation resulting from the protonation of the amino group of (R)-prasugrel.


isolithocholate

A bile acid anion that is the conjugate base of isolithocholic acid, obtained by deprotonation of the carboxy group. The 3beta-hydroxy epimer of lithocholate. It is the major microspecies at pH 7.3.


A bile acid anion that is the conjugate base of 3beta,7alpha-dihydroxy-5beta-cholan-24-oic acid, obtained by deprotonation of the carboxy group. The 3beta-hydroxy epimer of chenodeoxycholate. It is the major microspecies at pH 7.3.


A bile acid anion that is the conjugate base of 7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A bile acid anion that is the conjugate base of 3beta,12alpha-dihydroxy-5beta-cholan-24-oic acid, obtained by deprotonation of the carboxy group. The 3beta-hydroxy epimer of deoxycholate. It is the major microspecies at pH 7.3.


A bile acid anion that is the conjugate base of 12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A bile acid anion that is the conjugate base of 3beta,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid, obtained by deprotonation of the carboxy group. The 3beta-hydroxy epimer of cholate. It is the major microspecies at pH 7.3.


A bile acid anion that is the conjugate base of 7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


(R)-warfarin

A 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one that has (R)-configuration (the racemate is warfarin, an anticoagulant drug and rodenticide).


(S)-warfarin

A 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one that has (S)-configuration (the racemate is warfarin, an anticoagulant drug and rodenticide).


ramipril

A dipeptide that is the prodrug for ramiprilat, the active metabolite obtained by hydrolysis of the ethyl ester group. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure.


An organic anion that is the conjugate base of (R)-warfarin,  obtained by deprotonation of the hydroxy group.


An organic anion that is the conjugate base of (S)-warfarin, obtained by deprotonation of the hydroxy group.


A branched amino oligosaccharide that is a pentadecasaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage], an N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched heptasaccharide unit [linked (1->6)], and an N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannopyranosyl linear tetrasaccharide unit [linked (1->3)].


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of prenyl-FMN; major species at pH 7.3. It is an essential cofactor for the decarboxylase enzymes UbiD (Fdc1).


A bile acid anion that is the conjugate base of 7alpha-hydroxy-3-oxochol-4-en-24-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A steroid acid anion that is the conjugate base of 3-oxochola-4,6-dien-24-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


prenyl-FMN

A flavin mononucleotide resulting from the formal dehydrogenation of prenyl-FMNH2. It is an essential cofactor for the decarboxylase enzymes UbiD (Fdc1).


A branched amino oligosaccharide that is a tetradecasaccharide derivative comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the N-acetyl-beta-D-glucosamine residue at the reduciong end is linked (1->6) an L-fucosyl residue, and to the beta-D-mannose residue of which are linked N-acetyl-beta-D-glucosaminyl-(1->2)-[alpha-L-fucosyl-(1->3)]-[alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)]-alpha-D-mannosyl and alpha-L-fucosyl-(1->3)-[alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl branched pentasaccharide units via (1->6) and (1->3) linkages respectively.


ocimene

A monoterpene based on an octatriene skeleton.


An o-quinone resulting from the formal oxidation of both of the hydroxy groups of benzo[a]pyrene-cis-7,8-dihydrodiol. Benzo[a]pyrene-7,8-dione is a metabolite of the widespread carcinogen benzo[a]pyrene.


D-gulonic acid

A gulonic acid having D-configuration.


A pentanone that is  pentan-3-one substituted by methyl groups at positions 2 and 4 respectively.


A pentanone that is pentane carrying an oxo group at position 3. It has been isolated from  Triatoma brasiliensis and Triatoma infestans.


N-carboxyglycine

A glycine derivative in which one of the hydrogens attached to the amino group bas been replaced by a carboxy group.


methyl nonadecanoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of nonadecanoic acid with methanol.


A branched amino oligosaccharide that is a tetradecasaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched heptasaccharide unit [linked (1->6)], and an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear tetrasaccharide unit [linked (1->3)].


ranitidine

A member of the class of  furans used to treat  peptic ulcer disease (PUD) and gastroesophageal reflux disease.


A branched amino decasaccharide comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which is (1->4)-linked an N-acetyl-beta-D-glucosaminyl residue, together with two beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl trisaccharide units linked (1->3) and (1->6).


A linear amino tetrasaccharide consisting of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and beta-D-mannose residues linked sequentially (2->3), (1->4) and (1->2).


A linear amino tetrasaccharide consisting of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked sequentially (2->3), (1->4) and (1->6).


A branched amino oligosaccharide that is a dodecasaccharide derivative comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the reducing-end N-acetyl-beta-D-glucosamine residue of which is linked (1->6) an alpha-L-fucosyl residue, while to the beta-D-mannose residue are linked two N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units via (1->3) and (1->6) linkages.


N-docosanoylglycine

An N-acylglycine in which the acyl group is specified as docosanoyl.


L-ribonic acid

A ribonic acid having L-configuration.


2-(D-glucosyloxy)benzoic acid

A monosaccharide derivative that is salicylic acid in which the phenolic hydrogen is replaced by a D-glucosyl residue.


N-tetracosanoylglycine

An N-acylglycine in which the acyl group is specified as tetracosanoyl.


N-hexacosanoylglycine

An N-acylglycine in which the acyl group is specified as hexacosanoyl.


lithocholyl-CoA

A member of the class of choloyl-CoAs that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of lithocholic acid.


D-threonolactone

A butan-4-olide that is dihydrofuran-2-one substituted at C-3 and C-4 by hydroxy groups (the 3S,4R-diastereomer).


A dicarboxylic acid that is 2-hydroxyhepta-2,4-diene in which the two terminal methyl groups are replaced by carboxy groups (the 2Z,4Z-geoisomer).


(4Z)-2-oxohept-4-enedioic acid

An oxo dicarboxylic acid that is (4Z)-hept-4-enedioic acid substituted at position 2 by an oxo group.


(S)-4-hydroxy-2-oxoheptanedioic acid

A 4-hydroxy-2-oxoheptanedioic acid that has S-configuration at position 4.


An androstanoid that is dehydroepiandrosterone 3-sulfate substituted by a hydroxy group at the 16alpha-position.


A 3-hydroxyicosanoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S)-hydroxyicosanoic acid.


A member of the class of pyridines that is pyridine substituted by a (2-methylpropoxy)carbonyl and a (2-phenylethoxy)carbonyl group at positions 2 and 6 respectively.


(4E,6E)-3-hydroxydeca-4,6-dienoic acid

A hydroxy monocarboxylic acid that is deca-4,6-dienoic acid substituted by a hydroxy group at position 3 (the 4E,6E-stereoisomer).


A hydroxy monocarboxylic acid anion that is the conjugate base of (4E,6E)-3-hydroxydeca-4,6-dienoic acid.


A 3-hydroxytetracosanoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S)-3-hydroxytetracosanoic acid.


A 3-hydroxydocosanoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S)-hydroxydocosanoic acid.


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


A branched amino oligosaccharide that is a dodecasaccharide derivative comprising a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the reducing-end N-acetyl-beta-D-glucosamine residue of which is linked (1->6) an alpha-L-fucosyl residue, while to the beta-D-mannose residue are linked two N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units via (1->3) and (1->6) linkages.


A cholestanoid resulting from the oxidation of (25R)-3beta,26-dihydroxycholest-5-en-7-one to the corresponding carboxylic acid.


A member of the class of methylindoles that is 1-methylindole substituted at position 3 by a 3-(4-methylimidazol-5-yl)propanoyl group.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer; major species at pH 7.3.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GD1c; major species at pH 7.3.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GT2; major species at pH 7.3.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GT1c; major species at pH 7.3.


A linear amino trisaccharide that consists of alpha-L-fucose, 6-sulfated beta-D-galactose and N-acetyl-beta-D-glucosamine units connected in sequence by (1->2) and (1->3) links, respectively.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GQ1c; major species at pH 7.3.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GP1c; major species at pH 7.3.


A polyunsaturated fatty acyl-CoA(4-) resulting from the deprotonation of the phosphate and diphosphate groups of (14Z,17Z,20Z,23Z,26Z)-dotriacontapentaenoyl-CoA.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of (16Z,19Z,22Z,25Z,28Z)-tetratriacontapentaenoyl-CoA; major species at pH 7.3.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of (18Z,21Z,24Z,27Z,30Z)-hexatriacontapentaenoyl-CoA; major species at pH 7.3.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of (20Z,23Z,26Z,29Z,32Z)-octatriacontapentaenoyl-CoA; major species at pH 7.3.


An amino trisaccharide in which an alpha-L-fucosyl-(1->2)-D-galactosyl unit is linked (1->3) to a 6-sulfated N-acetyl-beta-D-glucosamine residue.


A branched amino pentasaccharide comprising a linear tetrasaccharide chain of alpha-D-galactose, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues linked sequentially (1->3), (1->4) and (1->6), to the beta-D-galactose residue of which is also linked (1->2) an alpha-L-fucose residue.


An amino heptasaccharide in which two alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl chains are linked (1->3) and (1->6) to alpha-D-galactose.


A branched amino oligosaccharide that is an undecasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage], an N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-beta-D-glucosaminyl-(1->4)]-alpha-D-mannosyl branched trisaccharide unit [linked (1->3)], and an N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched trisaccharide unit [linked (1->6)], while to the N-acetyl-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GP1calpha; major species at pH 7.3.


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


A diphenylethane that is 1,2-dihydrostilbene substituted by hydroxy groups at positions 3, 3' and 5.


ethionamide S-oxide

A member of the class of pyridines that is the S-oxide and active metabolite of the antitubercular drug ethionamide.


A branched amino oligosaccharide that is an pentasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage], a beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)]-alpha-D-mannosyl branched pentasaccharide unit [linked (1->3)], and a branched beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl branched pentasaccharide unit [linked (1->6)], while to the N-acetyl-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


2-ethylhexyl sulfate(1-)

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


A saturated fatty aldehyde that is heptane in which one of the hydrogens at position 3 has been replaced by a formyl group. It is a metabolite of the plasticisers di-2-ethylhexyl phthalate (DEHP) and di-2-ethylhexyl adipate (DEHA).


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of 3-methylmalic acid; major microspecies at pH 7.3


An amino disaccharide that consists of N-acetyl-D-glucosamine having an N-acetyl-6-O-sulfo-beta-D-galactosaminyl residue attached at O-4.


A disaccharide phosphate that is N-acetylbeta-D-glucosamine having a 6-O-phospho-beta-D-galactosyl residue attached at O-4.


An amino tetrasaccharide comprising alpha-D-galactose, beta-D-galactose, N-acetyl-beta-D-glucosamine and (at the reducing end) alpha-D-mannose residues linked sequentially (1->3), (1->3) and (1->2).


An amino trisaccharide comprising N-acetyl-beta-D-galactosaminyl, N-acetyl-beta-D-glucosaminyl and alpha-D-mannose residues linked sequentially (1->4) and (1->2).


A branched amino nonasaccharide consisting of a linear trisaccharide of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage] and two N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl disaccharide units [linked (1->3) and (1->6)], while to the N-acetyl-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


A branched amino oligosaccharide that is an undecasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked an N-acetyl-beta-D-glucosaminyl residue [via a (1->4) linkage] and two beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear trisaccharide units [linked (1->3) and (1->6)], while to the N-acetyl-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


D-ribitol 1-phosphate(2-)

An organophosphate oxoanion arising from deprotonation of both phosphate OH groups of D-ribitol 1-phosphate; major species at pH 7.3.


A prostanoid that is 18,19,20-trinor-prostaglandin E2 in which one of the terminal methyl hydrogens has been replaced by a phenyl group.


A prostanoid that is 18,19,20-trinor-prostaglandin D2 in which one of the terminal methyl hydrogens has been replaced by a phenyl group.


A member of the class of imidazoles that is 1-methylimidazole substituted by bis(trimethylsilyl)amino and trimethylsilyl groups at positions 2 and 5 respectively.


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


methionine sulfone zwitterion

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


N-acetylmethionine sulfone(1-)

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


L-methionine sulfoximine zwitterion

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


N-acetyl-L-methionine sulfoximine(1-)

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


N(6)-glutaryl-L-lysine(1-) residue

An anionic amino-acid residue obtained by deprotonation of the free carboxy group of N(6)-glutaryl-L-lysine residue; major species at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the carboxy and diphosphate groups of 2''-O-glutaryl-ADP-D-ribose; major species at pH 7.3.


N(6)-succinyl-L-lysine(1-) residue

An anionic amino-acid residue obtained by deprotonation of the free carboxy group of N(6)-succinyl-L-lysine residue; major species at pH 7.3.


N(6)-malonyl-L-lysine(1-) residue

An anionic amino-acid residue obtained by deprotonation of the free carboxy group of N(6)-malonyl-L-lysine residue; major species at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the carboxy and diphosphate groups of 2''-O-succinyl-ADP-D-ribose; major species at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the carboxy and diphosphate groups of 2''-O-malonyl-ADP-D-ribose; major species at pH 7.3.


A 1-pyrrolinecarboxylate that is the conjugate base of (S)-3-hydroxy-3,4-dihydro-2H-pyrrole-5-carboxylic acid, obtained by deprotonation of the carboxy group. Major species at pH 7.3.


An organic cation obtained by protonation of the  six amino groups of framycetin; major species at pH 7.3.


A carbohydrate acid derivative anion that is the conjugate base of 2-O-[alpha-D-mannosyl-(1->2)-alpha-D-glucosyl]-D-glyceric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


ketocytochalasin

A cytochalasan alkaloid found in Aspergillus clavatus.


cis-3-hydroxy-D-proline zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of cis-3-hydroxy-D-proline; major species at pH 7.3


A 3-oxo Delta(4)-steroid that is pregn-4-en-3-one carrying two hydroxy substituents at positions 20 and 21.


A dioxo monocarboxylic acid anion that is the conjugate base of 1,4-naphthoquinone-2-carboxylic acid, obtained by the deprotonation of the carboxy group; major species at pH 7.3.


A member of the class of naphthalenediols that is naphthalene-1,4-diol substituted at position 2 by a phytyl group.


An amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of 5-hydroxy-3-methyl-O-methyl-L-tyrosine; major species at pH 7.3.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E)-icosenoyl.


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


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as 3-oxodocosanoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R)-hydroxydocosanoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E)-docosenoyl.


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


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (5Z)-3-oxotetracosenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,5Z)-3-hydroxytetracosenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,5Z)-tetracosadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (5Z)-tetracosenoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (7Z)-3-oxohexacosenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,7Z)-3-hydroxyhexacosenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,5Z)-hexacosadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (7Z)-hexacosenoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (9Z)-3-oxooctacosenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,9Z)-3-hydroxyoctacosenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,9Z)-octacosadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (9Z)-octacosenoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue  in which the S-acyl group is specified as (11Z)-3-oxotriacontenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,11Z)-3-hydroxytriacontenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,11Z)-triacontadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (11Z)-triacontenoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (13Z)-3-oxodotriacontenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,13Z)-3-hydroxydotriacontenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,13Z)-dotriacontadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (13Z)-dotriacontenoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (15Z)-3-oxotetratriacontenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,15Z)-3-hydroxytetratriacontenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,15Z)-tetratriacontadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (3Z,15Z)-tetratriacontadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (15Z)-tetratriacontenoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (5Z,17Z)-3-oxohexatriacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,5Z,17Z)-3-hydroxyhexatriacontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,5Z,17Z)-hexatriacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (5Z,17Z)-hexatriacontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (7Z,19Z)-3-oxooctatriacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,7Z,19Z)-3-hydroxyoctatriacontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,7Z,19Z)-octatriacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (7Z,19Z)-octatriacontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (9Z,21Z)-3-oxotetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,9Z,21Z)-3-hydroxytetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,9Z,21Z)-tetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (9Z,21Z)-tetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (11Z,23Z)-3-oxodotetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,11Z,23Z)-3-hydroxydotetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,11Z,23Z)-dotetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (11Z,23Z)-dotetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (13Z,25Z)-3-oxotetratetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,13Z,25Z)-3-hydroxytetratetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,13Z,25Z)-tetratetracontatrienoyl.


SUCCINYLACETONE

A dioxo monocarboxylic acid that is heptanoic acid in which oxo groups replace the hydrogens at positions 4 and 6. It is an abnormal metabolite of the tyrosine metabolic pathway and a marker for type 1 tyrosinaemia.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (13Z,25Z)-tetratetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (15Z,27Z)-3-oxohexatetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,15Z,27Z)-3-hydroxyhexatetracontadienoyl.


arylmethylamine

An aralkylamine consisting of methylamine in which one of the methyl hydrogens is replaced by any aromatic group.


an alpha-mycolic acid

A class of mycolic acids characterized by the presence of two cis cyclopropyl groups in the meromycolic chain.


an alpha-mycolate

The conjugate base of an alpha-mycolic acid.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,15Z,27Z)-hexatetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (15Z,27Z)-hexatetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (17Z,29Z)-3-oxooctatetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,17Z,29Z)-3-hydroxyoctatetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,17Z,29Z)-octatetracontatrienoyl.


arylmethylammonium

A primary ammonium ion obtained by protonation of the amino group of an arylmethylamine; major species at pH 7.3.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (17Z,29Z)-octatetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (19Z,31Z)-3-oxopentacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,19Z,31Z)-3-hydroxypentacontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,19Z,31Z)-pentacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (19Z,31Z)-pentacontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (17Z)-3-oxohexatriacontenoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,17Z)-3-hydroxyhexatriacontenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,17Z)-hexatriacontadienoyl.


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


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (19Z)-3-oxooctatriacontenoyl.


A C76 alpha-mycolate having a C50 meromycolic chain and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,19Z)-3-hydroxyoctatriacontenoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,19Z)-octatriacontadienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (3Z,19Z)-octatriacontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (5Z,21Z)-3-oxotetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,5Z,21Z)-3-hydroxytetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,5Z,21Z)-tetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (5Z,21Z-tetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (7Z,23Z)-3-oxodotetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,7Z,23Z)-3-hydroxydotetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,7Z,23Z)-dotetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (7Z,23Z)-dotetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (9Z,25Z)-3-oxotetratetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,9Z,25Z)-3-hydroxytetratetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,9Z,25Z)-tetratetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (9Z,25Z)-tetratetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (11Z,27Z)-3-oxohexatetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,11Z,27Z)-3-hydroxyhexatetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,11Z,27Z)-hexatetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (11Z,27Z)-hexatetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (13Z,29Z)-3-oxooctatetracontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,13Z,29Z)-3-hydroxyoctatetracontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,13Z,29Z)-octatetracontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (13Z,29Z)-octatetracontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (15Z,31Z)-3-oxopentacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,15Z,31Z)-3-hydroxypentacontadienoyl.


9-ribosyl-trans-zeatin 5'-phosphate(2-)

A organophosphate oxoanion that is that is AMP(2-) substituted at position N-6 by a (2E)-4-hydroxy-3-methylbut-2-en-1-yl group; major species at pH 7.3.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,15Z,31Z)-pentacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (15Z,31Z)-pentacontadienoyl.


A organophosphate oxoanion that is ADP(3-) substituted at position N-6 by a (2E)-4-hydroxy-3-methylbut-2-en-1-yl group; major structure at pH 7.3.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (17Z,33Z)-3-oxodopentacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,17Z,33Z)-3-hydroxydopentacontadienoyl.


A organophosphate oxoanion that is that is ATP(4-) substituted at position N-6 by a (2E)-4-hydroxy-3-methylbut-2-en-1-yl group; major species at pH 7.3.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,17Z,33Z)-dopentacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (17Z,33Z)-dopentacontadienoyl.


The univalent carboacyl group formed by loss of -OH from the carboxy group of 3-deoxy-alpha-D-manno-oct-2-ulopyranosonic acid.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (19Z,35Z)-3-oxotetrapentacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,19Z,35Z)-3-hydroxytetrapentacontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,19Z,35Z)-tetrapentacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (19Z,35Z)-tetrapentacontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (21Z,37Z)-3-oxohexapentacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,21Z,37Z)-3-hydroxyhexapentacontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,21Z,37Z)-hexapentacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (21Z,37Z-hexapentacontadienoyl.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (23Z,39Z)-3-oxooctapentacontadienoyl.


An O-[S-(3R)-3-hydroxyacylpantetheine-4'-phosphoryl]serine(1-) residue in which the S-acyl group is specified as (3R,23Z,39Z)-3-hydroxyoctapentacontadienoyl.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,23Z,39Z)-octapentacontatrienoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (23Z,39Z)-octapentacontadienoyl.


A C76 alpha-mycolate having a C52 meromycolic chain with two cis cyclopropyl functions and a saturated C24 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


A C78 alpha-mycolate having a C52 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


A C78 alpha-mycolate having a C54 meromycolic chain with two cis cyclopropyl functions and a saturated C24 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


A C80 alpha-mycolate having a C54 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


A C82 alpha-mycolate having a C56 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (16Z,19Z,22Z,25Z,28Z)-tetratriacontapentaenoic acid.


An L-alpha-amino acid that is L-valine in which all five carbons are (13)C isotopes while the nitrogen is the (15)N isotope.


A glucitol that is D-glucitol in which the carbon at position 1 is the (13)C isotope.


A C79 alpha-mycolate having a C53 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


Riboflavin in which the double bond between positions 4a and 5 has been reduced to a single bond.


A C81 alpha-mycolate having a C55 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (18Z,21Z,24Z,27Z,30Z)-hexatriacontapentaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (20Z,23Z,26Z,29Z,32Z)-octatriacontapentaenoic acid.


A member of the class of dithianes that is 1,2-dithiane substituted at positions 4 and 5 by trimethylsilyloxy groups.


hexadecamethylcyclooctasiloxane

A macrocyclic organosiloxane composed from eight repeating Me2SiO units.


A tricarboxylic acid trianion obtained by deprotonation of the carboxy groups of 1,1,1-propanetricarboxylic acid.


p-tolyl beta-D-glucuronide

A glucosiduronic acid that is beta-D-glucuronic acid in which the anomeric hydroxyl hydrogen is replaced by a p-tolyl group.


tetradecamethylcycloheptasiloxane

A macrocyclic organosiloxane composed from seven units of dimethylsiloxane.


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


A C79 alpha-mycolate  having a saturated C26 alpha-branch and a C53 meromycolic chain with a distal cis-double bond and a proximal cis-cyclopropyl function. It is produced by Mycobacterium tuberculosis H37Ra.


A sialotetraosylceramide consisting of a branched heptasaccharide made up from three 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 branched amino tetrasaccharide consisting of a linear trisaccharide derivative of alpha-L-fucose, N-acetyl-beta-D-glucosamine and (at the reducing end) alpha-D-mannose residues linked sequentially (1->4) and (1->2), to the N-acetyl-beta-D-glucosamine residue of which is also linked (1->3) a beta-D-galactose residue.


A sialotetraosylceramide consisting of a branched octasaccharide made up from four 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 branched amino hexasaccharide comprising a linear trisaccharide of N-acetyl-beta-D-glucosamine, beta-D-galactose and N-acetyl-D-glucosamine residues linked sequentially (1->3) and (1->4), to the galactose residue of which is also linked (1->6) a linear N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl string.


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


A branched-chain amino-acid anion that is the conjugate base of 3-aminobutyric acid, obtained by deprotonation of the carboxy group.


6-ketopiperidine-2-carboxylic acid

A delta-lactam that is piperidine-2-carboxylic acid substituted at position 6 by an oxo group.


3,5-dioxooctanedioic acid

An alpha,omega-dicarboxylic acid that is suberic acid which oxo groups replace the hydrogens at positions 3 and 5. It is an abnormal metabolite of the tyrosine metabolic pathway and a marker for type 1 tyrosinaemia.


(S)-(-)-citronellol

A  citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3S-enantiomer).


Asp-Gly-Glu

A tripeptide composed of L-aspartic acid, glycine, and L-glutamic acid units joined in sequence.


A peptide anion obtained by deprotonation of the carboxy groups of Asp-Gly-Glu.


fructose 6-phosphate

A ketohexose monophosphate consisting of fructose having a phosphate group located at the 6-position.


An oligoglycosylceramide consisting of a branched nonasaccharide made up from five sialyl residues, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to N-acylsphingosine via a beta-linkage.


A phosphoglycerate obtained by deprotonation of the carboxy group and one of the phosphate OH groups of 3-phosphoglyceric acid.


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


A hexadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z)-hexadecenoic acid.


PHENOSAFRANINE

An organic cation that is 5-phenylphenazin-5-ium substituted by amino groups at positions 3 and 7. The chloride salt is the histological dye 'phenosafranine'.


ethyl violet cation

An iminium ion that is the cationic component of the histological dye 'ethyl violet'.


Sudan IV

A bis(azo) compound that is 2-naphthol substituted at position 1 by a {2-methyl-4-[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound lipids in paraffin sections.


archaeal dolichol

Any one of a group of polyprenols made up of varying numbers of cis-linked isoprene units, terminating in an alpha-saturated isoprenoid group containing an alcohol functional group. Dolichol used by archaea is is generally much shorter (C55-C60) than that used by eukaryotes and may have additional saturation positions in the chain.


alpha-mycolate type-1 (II)

The conjugate base of alpha-mycolic acid type-1 (II). A class of mycolic acids characterized by the presence of a proximal trans and a distal cis cyclopropyl group in the meromycolic chain.


alpha-mycolate type-2 (III)

The conjugate base of alpha-mycolic acid type-2 (III). A class of mycolic acids characterized by the presence of a proximal  alkenyl group with a trans C=C double bond and a  distal cis-cyclopropyl group in the meromycolic chain.


naphthalene blue black CS (acid form)

A bis(azo) compound that is naphthalene-2,7-disulfonic acid in which the hydrogens at positions 3, 4, 5, and 6 are replaced by (p-nitrophenyl)azo, amino, hydroxy, and (p-sulfophenyl)azo groups, respectively. The trisodium salt is the histological dye 'naphthalene blue black CS'.


remifentanil

A piperidinecarboxylate ester that is methyl piperidine-4-carboxylate in which the hydrogen attached to the nitrogen is substituted by a 3-methoxy-3-oxopropyl group and the hydrogen at position 4 is substituted the nitrogen of N-propanoylaniline.


alpha-mycolate type-3 (IV)

The conjugate base of alpha-mycolic acid type-3 (IV). A class of mycolic acids characterized by the presence of a proximal cis-cyclopropyl group and a distal cis C=C double bond in the meromycolic chain.


name: archaeal dolichyl N-acetyl-alpha-D-glucosaminyl phosphate(1-)

description: An organophosphate oxoanion that is the conjugate base of archaeal dolichyl N-acetyl-alpha-D-glucosaminyl phosphate arising from deprotonation of the phosphate OH group; major species at pH 7.3. Dolichol used by archaea is is generally much shorter (C55-C60) than that used by eukaryotes and may have additional saturation positions in the chain.


alpha-mycolate type-3 (V)

The conjugate base of alpha-mycolic acid type-3 (V). A class of mycolic acids characterized by the presence of a proximal cis C=C double bond and a distal cis-cyclopropyl group in the meromycolic chain.


alpha-mycolate type-3 (V')

The conjugate base of alpha-mycolic acid type-3 (V'). A class of mycolic acids characterized by the presence of a proximal cis-cyclopropyl group followed by a cis C=C double bond and another distal cis-cyclopropyl group in the meromycolic chain.


An organosulfonate oxoanion obtained by deprotonation of the sulfonic acid groups of naphthalene blue black CS (acid form).


methoxymycolate type-1 (VI)

The conjugate base of methoxymycolic acid type-1 (VI). A class of mycolic acids characterized by the presence of a proximal cis-cyclopropyl group and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


name: archaeal dolichyl 3-O-(2,3-diacetamido-2,3-dideoxy- beta-D-glucuronsyl)-N-acetyl- alpha-D-glucosaminyl phosphate(2-)

description: An organophosphate oxoanion obtained by deprotonation of the phosphate group of any archaeal dolichyl 3-O-(2,3-diacetamido-2,3-dideoxy- beta-D-glucuronsyl)-N-acetyl- alpha-D-glucosaminyl phosphate; major species at pH 7.3.


A branched amino oligosaccharide that is a tridecasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues (one of which is at the reducing end) all linked in sequence (1->4), to the mannosyl residue of which are linked (1->3) and (1->6) two beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear pentasaccharide units.


methoxymycolate type-1 (VI')

The conjugate base of methoxymycolic acid type-1 (VI'). A class of mycolic acids characterized by the presence of two proximal cis-cyclopropyl groups and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


methoxymycolate type-1 (VII)

The conjugate base of methoxymycolic acid type-1 (VII). A class of mycolic acids characterized by the presence of a proximal trans-cyclopropyl group and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


remikiren

An L-histidine derivative that is L-histidine in which one of the amino hydrogens is replaced by a (2S)-2-[(2-methylpropane-2-sulfonyl)methyl]-3-phenylpropanoyl group and the carboxy group is replaced by a [(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxybutan-2-yl]amino group. It is a renin inhibitor which was under development for the treatment of hypertension (now discontinued).


methoxymycolate type-2 (VIII)

The conjugate base of methoxymycolic acid type-2 (VIII). A class of mycolic acids characterized by the presence of a proximal alkenyl group with a trans C=C double bond and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


methoxymycolate type-3 (IX)

The conjugate base of methoxymycolic acid type-3 (IX). A class of mycolic acids characterized by the presence of a proximal cis C=C double bond and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


methoxymycolate type-3 (IX')

The conjugate base of methoxymycolic acid type-3 (IX'). A class of mycolic acids characterized by the presence of a proximal cis C=C double bond followed by a cis-cyclopropyl group and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


methoxymycolate type-3 (IX'')

The conjugate base of methoxymycolic acid type-3 (IX''). A class of mycolic acids characterized by the presence of a proximal cis- cyclopropyl group followed by a cis C=C double bond and a distal (CH-CH3)-(CHO-CH3) fragment of (S,S) stereochemistry in the meromycolic chain.


ketomycolate type-1 (X)

The conjugate base of ketomycolic acid type-1 (X). A class of mycolic acids characterized by the presence of a proximal cis-cyclopropyl group followed by a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


ketomycolate type-1 (X')

The conjugate base of ketomycolic acid type-1 (X'). A class of mycolic acids characterized by the presence of two proximal cis-cyclopropyl groups followed by a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


ketomycolate type-1 (XI)

The conjugate base of ketomycolic acid type-1 (XI). A class of mycolic acids characterized by the presence of a proximal trans-cyclopropyl group followed by a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


ketomycolate type-2 (XII)

The conjugate base of ketomycolic acid type-2 (XII). A class of mycolic acids characterized by the presence of a proximal alkenyl group with a trans C=C double bond and a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


ketomycolate type-3 (XIII)

The conjugate base of ketomycolic acid type-3 (XIII). A class of mycolic acids characterized by the presence of a proximal cis C=C double bond and a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


ketomycolate type-3 (XIII')

The conjugate base of ketomycolic acid type-3 (XIII'). A class of mycolic acids characterized by the presence of a proximal cis C=C double bond followed by a cis-cyclopropyl group, a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


ketomycolate type-3 (XIII'')

The conjugate base of ketomycolic acid type-3 (XIII''). A class of mycolic acids characterized by the presence of a proximal cis-cyclopropyl group followed by a cis C=C double bond and a distal oxo group in the meromycolic chain.


A CDP-3,6-dideoxy-D-mannose(2-) in which the anomeric centre of the sugar component has alpha-configuration; major species at pH 7.3.


A UDP-L-iduronate(2-) in which the anomeric centre of the sugar component has beta-configuration; major species at pH 7.3.


cylindrospermopsin zwitterion

A zwitterion resulting from the transfer of a proton from the sulfooxy group to one of the nitrogens of the guanidine group of cylindrospermopsin.


cylindrospermopsins

A class of organic heterotricyclic compounds that consists of cylindrospermopsin and its structural analogues.


triazaacenaphthylene

Any organonitrogen heterocyclic compound which contains an acenaphthylene skeleton in which three of the carbons are replaced by nitrogens.


A triazaacenaphthylene that is 2,2a,3,4,5,5a,6,7-octahydro-1H-1,8,8b-triazaacenaphthylene which is substituted at positions 3, 4, and 7 by methyl, sulfooxy, and (2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)(hydroxy)methyl groups, respectively (the 2aS,3R,4S,5aS,7R stereoisomer in which the carbon bearing the hydroxy group has S configuration). It is a cyanotoxin produced by several species of freshwater cyanobacteria, such as Aphanizomenon ovalisporum.


deoxycylindrospermopsin

A triazaacenaphthylene that is 2,2a,3,4,5,5a,6,7-octahydro-1H-1,8,8b-triazaacenaphthylene which is substituted at positions 3, 4, and 7 by methyl, sulfooxy, and (2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl groups, respectively (the 2aS,3R,4S,5aS,7R stereoisomer). A non-toxic analogue of the cyanotoxins cylindrospermopsin and 7-epi-cylindrospermopsin (the latter two have a hydroxy group attached to the carbon adjacent to the uracil ring), it is produced by several species of freshwater cyanobacteria, such as Cylindrospermopsis raciborskii.


aplysiatoxins

A class of macrodiolides that consists of aplysiatoxin and its structural analogues.


prenyl phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of prenyl phosphate; major species at pH 7.3.


An anionic phospholipid that is the conjugate base of phosphatidyl-myo-inositol 6-acylmannoside, obtained by deprotonation of the phosphate group; major species at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups and protonation of the amino group of [5-(aminomethyl)-3-furyl]methyl diphosphate; major species at pH 7.3.


An alpha-amino-acid cation obtained by deprotonation of the carboxy group and protonation of the amino groups of (4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine: major species at pH 7.3.


ganglioside GM1/1b(1-)

An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of any member of the GM1/1b family of gangliosides; major species at pH 7.3. GM1/1b ganglioside head groups include 4 neutral sugar groups and 1 sialic acid group.


ganglioside GD1(2-)

An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of any member of the GD1 family of gangliosides; major species at pH 7.3.


ganglioside GT1(3-)

An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of any member of the GT1 family of gangliosides; major species at pH 7.3.


ganglioside GQ1(4-)

An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of any member of the GQ1 family of gangliosides; major species at pH 7.3.


ganglioside GP1(5-)

An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of any member of the GP1 family of gangliosides; major species at pH 7.3.


polyamine

Any organic amino compound that contains two or more amino groups.


A member of the class of delta-lactams that is 2-piperidinone in which the amide hydrogen is replaced by a 4-bromobutyl group.


A triol that is butane carrying three hydroxy substituents at position 1, 2 and 4.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (24E)-3alpha,7alpha-dihydroxy-5beta-cholest-24-en-26-oic acid.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oic acid.


dioctanoylglycerol

A diglyceride obtained by acylation of any two hydroxy groups of glycerol by octanoic acid. Formula C19H36O5. For the structure shown, either R1 = H and R2 = octanoyl or R1 = octanoyl and R2 = H.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,5Z)-tetradecadienoic acid.


An anionic ganglioside in which the oligosaccharide portion is composed of a monosaccharide to which one sialic acid residue is attached.


A glycotetraosylceramide having beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl component attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


monooctanoylglycerol

A monoglyceride in which the acyl group is octanoyl with the position of acylation unspecified.


An anionic ganglioside in which the oligosaccharide portion is composed of a disaccharide, to which one sialic acid residue is attached.


A long-chain (3S)-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S,5Z)-3-hydroxytetradec-5-enoic acid.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy group of alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer; major species at pH 7.3.


An anionic ganglioside in which the oligosaccharide portion is composed of a disaccharide, to which two sialic acid residues are attached.


An anionic ganglioside in which the oligosaccharide portion is composed of a disaccharide, to which three sialic acid residues are attached.


An anionic ganglioside in which the oligosaccharide portion is composed of a trisaccharide, to which one sialic acid residue is attached.


An anionic ganglioside in which the oligosaccharide portion is composed of a trisaccharide, to which two sialic acid residues are attached.


An anionic ganglioside in which the oligosaccharide portion is composed of a trisaccharide, to which three sialic acid residues are attached.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer; major species at pH 7.3.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z)-3-oxotetradecenoic acid.


fatty acid anion 23:0

Any saturated fatty acid anion containing 23 carbons. Formed by deprotonation of the carboxylic acid moiety. Major species at pH 7.3.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3E)-tetradecenoic acid.


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


A linear trisaccharide glucosaminyl group consisting of alpha-L-fucosyl, beta-D-galactosyl and N-acetyl-beta-D-D-glucosaminyl residues linked sequentially (1->2) and (1->3). Blood group type-I H determinant.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,7Z)-hexadecadienoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S,7Z)-3-hydroxyhexadecenoic acid.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy group of alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer; major species at pH 7.3.


An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-[alpha-Neu5Ac-(2->6)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer; major species at pH 7.3.


RESINIFERATOXIN

A heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z)-3-oxohexadecenoic acid.


An organosulfonate oxoanion that is the conjugate base of 6-deoxy-6-sulfoglucono-1,5-lactone, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A carbohydrate acid derivative anion obtained by deprotonation of the carboxy and sulfo groups of 6-deoxy-6-sulfo-D-gluconic acid; major species at pH 7.3.


A carbohydrate acid derivative anion obtained by deprotonation of the carboxy and sulfo groups of 2-dehydro-3,6-dideoxy-6-sulfo-D-gluconnic acid; major species at pH 7.3.


N-hexanoylphytosphingosine

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


An anionic phospholipid obtained by deprotonation of the phosphate OH groups of N-hexanoylphytosphingosine 1-phosphate; major species at pH 7.3.


A 3-oxo steroid that is chenodeoxycholic acid in which the hydroxy group at position 3 has undergone formal oxidation to the corresponding ketone.