A primary ammonium ion resulting from the protonation of the amino group of L-tyrosinal.


L,L-homocystine

A homocystine in which both chiral centres have L configuration.


aspirin-based probe AP

A benzoate ester resulting from the formal condensation of the carboxy group of acetylsalicylic acid with the phenolic hydroxy group of 2-(1,3-benzothiazol-2-yl)-4-fluorophenol. The latter is a fluorophore which is to the aspirin moiety via an H2O2-responsive bond. It can be used as probe for imaging H2O2 (overproduction of H2O2 causes oxidative stress and is characteristic of vascular diseases).  In contrast to arylboronat-based probes, it shows high specificity for H2O2 over peroxynitrite (which is much more reactive than H2O2, but exists at much lower abundance).


A member of the class of catechols that is catechol in which a hydrogen that is ortho to one of the hydroxy groups has been replaced by a methoxy group. It displays agonistic activity against G protein-coupled receptor 35 (GPR35).


An aromatic ether that is catechol in which one of the hydroxy groups has been alkylated to give the corresponding ethyl ether. A low-melting (20-25 degreeC), high-boiling (216-217 degreeC) smoke flavour compound.


A monomethoxybenzene that is o-cresol in which phenolic hydroxy group has been converted to the corresponding methyl ether. A 'green' solvent (b.p. 171 degreeC) and food flavour ingredient, it is found in mastic oils, virgin olive oils and frankincense.


diacylglycerol 26:0

A diglyceride in which the two acyl groups contain a total of 26 carbons and 0 double bonds.


diacylglycerol 28:1

A diglyceride in which the two acyl groups contain a total of 28 carbons and 1 double bond.


A dendrimer macromolecule consisting of a malonamide core, each N of which carries a 2-(bis{2-[(2-aminoethyl)amino]-2-oxoethyl}amino)ethyl branch and with a 2-(2-{2-[(prop-2-yn-1-yl)oxy]ethoxy}ethoxy)ethyl substituent at C-2.


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of 4-O-beta-D-glucosyl-trans-sinapic acid. The major species at pH 7.3.


A dendrimer macromolecule consisting of a malonamide core, each N of which carries a 2-(bis{2-[(2-aminoethyl)amino]-2-oxoethyl}amino)ethyl branch and with a 2-[2-(2-azidoethoxy)ethoxy]ethyl substituent at C-2.


A hydroxy monocarboxylic acid anion resulting from the deprotonation of the carboxy group of 4-O-beta-D-glucosyl-trans-caffeic acid. The major specides at pH 7.3.


A glycoside that consists of six beta-D-glucose residues  all linked sequentially (1->3) and linked at the reducing end glycosidically to a 5-(methoxycarbonyl)pentyl group.


A glycopeptide that is the combined B- and T-cell epitope of Candida albicans cell wall beta1,2-mannotriose and the cell wall peptide Fba (derived from fructose-bisphosphate aldolase), the peptide moiety consisting of the amino acid sequence Tyr-Gly-Lys-Asp-Val-Lys-Asp-Leu-Phe-Asp-Tyr-Ala-Gln-Glu.


Lansamide 4

A 3-hydroxy-6-methoxy-1-methyl-4,5-diphenyl-2-piperidinone in which positions 3,4,5 and 6 have S,S,R,R stereochemistry, respectively.


A 2-hydroxy fatty acid anion resulting from the deprotonation of the carboxy group of 2-hydroxydodecanoic acid. The major microspecies at pH 7.3


name: Candida albicans hexasaccharide dendrimer--glycopeptide conjugate

description: A dendrimer macromolecule that is a conjugate between the tetravalent dendrimer hexasaccharide N(1),N(3)-bis[2-[bis(2-{[2-({2-[(2-{[6-(beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyloxy)hexanoyl]amino}ethyl)amino]-3,4-dioxocyclobut-1-en-1-yl}amino)ethyl]amino}-2-oxoethyl)amino]ethyl]-2-[2-(2-{2-[(prop-2-yn-1-yl)oxy]ethoxy}ethoxy)ethyl]malonamide and the glycopeptide N-{beta-D-Man-(1->2)-beta-D-Man-(1->2)-beta-D-ManO[CH2]3S[CH2]2NHC(O)[CH2O]4C(O)[CH2]2S[CH2]2C(O)}-YGKDVKDLFDYAQE-NH-[CH2O]3[CH2]2C(O)NHC(CO2H)[CH2]4N3.


A dendrimer macromolecule consisting of a malonamide core, each N of which carries a 2-[bis(2-{[2-({2-[(2-{[6-(beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyloxy)hexanoyl]amino}ethyl)amino]-3,4-dioxocyclobut-1-en-1-yl}amino)ethyl]amino}-2-oxoethyl)amino]ethyl branch and with a 2-(2-{2-[(prop-2-yn-1-yl)oxy]ethoxy}ethoxy)ethyl substituent at C-2.


A tertiary carboxamide resulting from the formal condensation between of the carboxy group of p-octylbenzoic acid with the amino group of 4-hydroxypiperidine.


A 1D-myo-inositol tetrakisphosphate compound of unknown isomeric configuration with diphosphate groups attached at the two remainig vacant positions.


A medium-chain fatty acid anion resulting from the deprotonation of the carboxy group of 2,3-dihydroxydodecanoic acid. Major microspecies at pH 7.3


An unsaturated fatty acid anion obtained by the formal deprotonation of the carboxy group of 2-hydroxydodec-2-enoic acid [the (minor) enol tautomer of 2-oxododecanoic acid]; major microspecies of the enol tautomer at pH 7.3.


A fatty alcohol 11:1 that is undecanol containing a double bond located at position 1; a minor tautomer of undecanal.


A tricarboxylic acid trianion resulting from the deprotonation of all three carboxy groups of 3-hydroxybutane-1,2,3-tricarboxylic acid; major microspecies at pH 7.3.


4-hydroxy-D-valine residue

A D-valine residue that is substituted by a hydroxy group at position 4.


3-hydroxy-L-valine residue

An L-valine residue that is substituted by a hydroxy group at position 3.


3-hydroxy-L-tryptophan residue

An L-tryptophan residue that is substituted by a hydroxy group at position 3.


A glycopentaosylceramide in which the galactose residue at the non-reducing end of the oligosaccharide moiety in beta-D-Gal-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer is sulfated at O-3.


A beta-D-Gal3S-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer in which the acyl and alkyl chains are respectively tetracosanoyl and 3-hydroxyoctadec-4-en-1-yl.


(3R,4S)-3,4-dihydroxy-L-proline residue

An L-proline residue that is substituted by hydroxy groups at positions 3 and 4 (the 3R,4S diastereoisomer).


(3R,4R)-3,4-dihydroxy-L-proline residue

A 3,4-dihydroxy-L-proline residue which has 3R,4R configuration.


2-hydroxy-L-proline residue

An L-proline residue that is substituted by a hydroxy group at position 2.


An L-phenylalanine residue that is substituted by hydroxy groups at positions 3', 4' and 5'.


3',4'-dihydroxy-L-phenylalanine residue

An L-phenylalanine residue that is substituted by hydroxy groups at positions 3' and 4'.


4,5-dihydroxy-L-lysine residue

A nL-lysine residue that is substituted by hydroxy groups at positions 4 and 5; major microspecies at pH 7.3.


5-hydroxy-L-lysinium residue

An L-lysinium residue that is substituted by an hydroxy group at position 5; major microspecies at pH 7.3.


4,5,5'-trihydroxy-L-leucine residue

An L-leucine residue that is substituted by hydroxy groups at positions 4, 5 and 5'.


(4S)-4,5-dihydroxy-L-leucine residue

An L-leucine residue that is substituted by hydroxy groups at positions 4 and 5 (the 4S stereoisomer).


A tricyclic diterpenoid that is 15,16-epoxydolabrene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.


A tricyclic diterpenoid that is dolabradiene in which vinyl substituent has undergone oxidation to give the corresponding epoxide.


dolabradiene

A carbotricyclic compound and diterpene that is tetradecahydrophenanthrene which is substituted by a methylene group at position 1, methyl groups at positions 4b, 7, and 10a, and a vinyl group at position 7 (the 4aS,4bR,7S,8aR,10aS stereoisomer).


(4R)-4,5-dihydroxy-L-leucine residue

An L-leucine residue that is substituted by hydroxy groups at positions 4 and 5 (the 4R stereoisomer).


(4R)-5-hydroxy-L-leucine residue

An L-leucine residue that is substituted by an hydroxy group at position 5 (the 4R stereoisomer).


4-hydroxy-L-leucine residue

An L-alpha-amino acid residue derived from 4-hydroxy-L-leucine.


An L-isoleucine residue that is substituted by hydroxy groups at positions 4 and 5 (the 3R,4R diastereoisomer).


An L-isoleucine residue that is substituted by hydroxy groups at positions 3 and 4 (the 3S,4R diastereoisomer).


3-hydroxy-L-asparagine residue

An L-asparagine residue that is substituted by an hydroxy group at position.


3,4-dihydroxy-L-argininium residue

An L-arginine residue that is substituted by hydroxy groups at positions 3 and 4; major microspecies at pH 7.3.


L-cysteate residue

An alpha-amino-acid residue anion derived from L-cysteate; major microspecies at pH 7.3.


7-hydroxy-L-tryptophan residue

An L-tryptophan residue that is substituted by a hydroxy group at position 7.


3,4-dihydroxy-L-proline residue

An L-proline residue that is substituted by hydroxy groups at positions 3 and 4.


3-hydroxy-L-proline residue

An L-proline residue that is substituted by an hydroxy group at position 3.


3-hydroxy-L-phenylalanine residue

An L-phenylalanine residue that is substituted by an hydroxy group at position 3.


A linear amino pentasaccharide comprising D-glucose at the reducing end with a beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl moiety at the 4-position.


(5S)-5-hydroxy-L-lysinium residue

An L-lysinium residue that is substituted by an hydroxy group at position 5 (the 5S stereoisomer); major microspecies at pH 7.3.


(3R,4S)-4-hydroxy-L-isoleucine residue

An L-isoleucine residue that is substituted by an hydroxy group at position 4 (the 3R,4S diastereoisomer).


4-hydroxy-L-glutamate residue

An L-glutamate residue that is substituted by a hydroxy group at position 4; major microspecies at pH 7.3.


A branched amino octasaccharide comprising a linear hexasaccharide of beta-D-galactose, N-acetyl-beta-D-glucosamine, N-acetyl-beta-D-galactosamine, alpha-D-galactose, beta-D-galactose and D-glucose residues linked sequentially (1->4), (1->6), (1->3), (1->4) and (1->4), to the GlcNac and GalNAc residues of which are also (1->3) linked alpha-L-galactose and beta-D-galactose residues respectively.


(3R)-3-hydroxy-L-aspartate residue

A 3-hydroxy-L-aspartate residue in which the carbon bearing the alcoholic hydroxy group (position 3) has R-configuration.; major microspecies at pH 7.3.


A glycooctaosylceramide having an beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->6)-[beta-D-Gal-(1->3)]-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)--D-Glcp component attached to the primary hydroxy function of a ceramide with a d18:1 sphingoid base and an undefined fatty acyl chain.


A sesquiterpenoid that is (S)-beta-macrocarpene in which a hydrogen of the methyl group that is attached to a double bond has been replaced by a hydroxy group. The first step in the biosynthesis of the sesquiterpene phytoalexin zealexin A1 from (S)-beta-macrocarpene in maize.


A sesquiterpenoid that is (S)-beta-macrocarpen-15-ol in which the hydroxy group has been oxidised to an aldehyde group. The second step in the biosynthesis of the sesquiterpene phytoalexin zealexin A1 from (S)-beta-macrocarpene in maize.


zealexin A1(1-)

A monocarboxylic acid anion resulting forom the deprotonation of the carboxy group of zealexin A1. The major speciess at pH 7.3.


(3R)-3-hydroxy-L-asparagine residue

An L-asparagine residue that is substituted by an hydroxy group at position 3 (the 3R stereoisomer).


4-hydroxy-L-argininium residue

An L-argininium residue that is substituted by a hydroxy group at position 4; major microspecies at pH 7.3.


AKUAMMIGINE

A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from Vinca sardoa and Uncaria rhynchophylla.


dregamine

A monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several species of Tabernaemontana.


isoretuline

A monoterpenoid indole alkaloid with formula C21H26N2O2.


VINDOLININE

A monoterpenoid indole alkaloid with formula C21H24N2O2, isolated from several plant species.


VOACANGINE

A monoterpenoid indole alkaloid with formula C22H28N2O3, isolated from several plant species.


voachalotine

A monoterpenoid indole alkaloid with formula C22H26N2O3, isolated from several Tabernaemontana species.


caracurine VII

A monoterpenoid indole alkaloid with formula C19H22N2O2, isolated from several species of Strychnos.


tipifarnib

A quinolone that is 1-methylquinolin-2-one which carries a 3-chlorophenyl and an amino(4-chlorophenyl)(1-methyl-imidazol-5-yl)methyl groups at the 4 and 6 positions, respectively (the R-isomer).


7-deoxyloganetic alcohol

A cyclopentapyran that is (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by a hydroxymethyl and methyl group, respectively (the 1R,4aS,7S,7aR-diastereomer).


7-deoxyloganetic aldehyde

A cyclopentapyran that is (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by a formyl and methyl group, respectively (the 1R,4aS,7S,7aR-diastereomer).


gibberellin A60

A C19-gibberellin, initially identified in Triticum aestivum. It differs from gibberellin A1 in lacking a beta-OH at C-2 but possessing one at C-4 (gibbane numberings).


cinnamycin

A type B lantibiotic consisting of a 19 amino acid tetracyclic polypeptide produced by Streptomyces cinnamoneus.


Any hydroxyflavanone that has a hydroxy substituent at position 2.


hydroxy-L-proline residue

An L-alpha-amino-acid residue that is substituted by at least one hydroxy group


A 2,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one that has (S) configuration.


A 2-(3,4-dihydroxyphenyl)-2,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one that has (S) configuration.


A 2,5,7-trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one that has (S) configuration.


hydroxy-L-argininium residue

An L-alpha-argininium residue that is substituted by at least one hydroxy group.


gibberellin A61

A C19-gibberellin, initially identified in Triticum aestivum; it differs from gibberellin A1 in the absence of OH groups at C-2 and C-7 (gibbane numberings).


gibberellin A45

A C19-gibberellin, initially identified in Pyrus communis. It differs from gibberellin A1 in the absence of OH groups at C-2 and -7 and the presence of a beta-OH at C-9 (all gibbane numbering).


gibberellin A63

A C19-gibberellin, initially identified in Pyrus communis.  It differs from gibberellin A1 in the absence of an OH group at C-2  and the presence of a beta-OH at C-9 (all gibbane numbering).


gibberellin A67

A C19-gibberellin, initially identified in Helianthus annuus.  It differs from gibberellin A1 in the absence of an OH group at C-2 and the presence of a beta-OH at C-9 (all gibbane numbering).


gibberellin A68

A C19-gibberellin, initially identified in Malus sylvestris. It differs from gibberellin A1 in the absence of an OH group at C-7 and the presence of a double bond between C-3 and C-4 (all gibbane numbering).


gibberellin A72

A C19-gibberellin, initially identified in Helianthus annuus. It differs from gibberellin A1 in the presence of a beta-OH at C-9 (gibbane numbering).


15beta-OH gibberellin A3

A C19-gibberellin differing from gibberellin A3 in the presence of a beta-OH at C-9 (gibbane numbering) (C-15 gibberellin numbering).


gibberellin A10

A C19-gibberellin, initially identified in Gibberella fujikuroi. It differs from gibberellin A1 in the absence of the beta-OH at C-9 and the alpha-OH at C-7, the substitution of the methylene group at C-8 by a beta-Me and the presence of an alpha-OH also at C-8 (all gibbane skeletal numberings).


gibberellin A18

A C20-gibberellin, initially identified in Lupinus luteus, that is gibberellin A12 in which extra hydroxy substituents are present at the 2beta- and 7alpha-positions.


gibberellin A3 norketone

A gibberellin norketone in which the =O of the keto function in gibberellin A3 is replaced by a =CH2 methylidene group.


gibberellin norketone

A diterpenoid that is a gibberellin in which the =O of the keto function is replaced by a =CH2 methylidene group.


rauvomitine

A monoterpenoid indole alkaloid with formula C30H34N2O5.


alpha-nootkatol

A 4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol with (2R,4R,4aS,6R) stereochemistry.


A carbobicyclic compound that is 2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol which carries a methyl, methyl and prop-1-en-2-yl groups at positions 4, 4a, and 6, respectively.


mevinic acid anion

A hydroxy monocarboxylic acid anion resulting from the deprotonation of the carboxy group of mevinic acid. The major species at pH 7.3.


3-hydroxyaspartic acid residue

An alpha-amino-acid residue derived from 3-hydroxyaspartic acid.


3-hydroxy-L-aspartic acid residue

A 3-hydroxyaspartic acid residue in which the carbon at position 2 has S configuration.


Any isoprostane derived from the non-enzymatic, free radical oxidation of arachidonic acid.


retuline

A monoterpenoid indole alkaloid with formula C21H26N2O2, isolated from several species of Strychnos.


An organic anion resulting from the deprotonation of the enol moiety of equisetin. Major species at pH 7.3.


An organic anion resulting from the deprotonation of the enol moiety of trichosetin.


An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue that has 3-{(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl}-3-oxopropanoyl as the 3-oxoacyl group.


tabernaemontanine

A monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several species of Tabernaemontana.


abediterol

A quinolone that is 8-hydroxyquinolin-2(1H)-one which carries a 2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-hydroxyethyl group at position 5. It is a long acting beta2-adrenoceptor agonist currently in development for the treatment of chronic obstructive pulmonary disease (COPD) and asthma.


A nitrile that is acetonitrile in which one of the hydrogens has been replaced by a 2,2,3-trimethylcyclopent-3-en-1-yl group. A powerful fragrance compound with pine, rosemary and hay-like tonalities.


A monounsaturated fatty aldehyde that is octanal which has undergone formal dehydrogenation to give a double bond between positions 5 and 6.


An eremorphilane sesquiterpenoid that is (+)-5-epi-aristolochene in which the pro-R hydrogen at position 2 has been replaced by a hydroxy group.


A member of the class of octahydronahthalenes that is (-)-eremophilene in which the carbon bearing the methyl group at position 4 (i.e. the methyl group furthest from the isopropenyl group) has R configuration instead of S.


A 6-isopropenyl-4,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol that is (-)-4-epi-eremophilene in which the 2-pro-R hydrogen has been replaced by a hydroxy group.


(-)-eremophilene

A member of the classs of octahydronaphthalenes and a sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted by an isopropenyl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aR,5S- diastereoisomer).


2-saturated acyl-CoA(4-)

Any acyl-CoA oxoanion resulting from the formal condensation of the thiol group of coenzyme A(4-) with a fatty acid which is saturated at position 2.


(R)-S-adenosyl-L-methionine zwitterion

An S-adenosyl-L-methionine zwitterion that has R-configuration; major species at pH 7.3.


(S)-S-adenosyl-L-methionine zwitterion

An S-adenosyl-L-methionine zwitterion that has S-configuration; major species at pH 7.3.


sideretin (reduced form)

A hydroxycoumarin that is fraxetin which has been substituted by an additional hydroxy group at positions 5. It is the primary molecule exuded by Arabidopsis thaliana roots in response to iron deficiency.


sideretin (oxidized form)

A member of the class of p-quinones resulting from the formal oxidation of the hydroquinone moiety of 5,7,8-trihydroxy-6-methoxy-2H-chromen-2-one.


5,6-dihydrouridine 5'-monophosphate(2-)

A uridine 5'-phosphate that is the 5,6-dihydro derivative of uridine 5'-monophosphate; major microspecies at pH 7.3


Any member of the class of 8-methylmenaquinones that is 2,8-dimethyl-1,4-naphthoquinone with an unsaturated isoprenoid chain at the 3-position.


A member of the class of prenylnapthoquinones that carries a methyl group at position 5.


1beta-methyl-gibberellin A4

An alkyl-gibberellin that is gibberellin A4 carrying an extra methyl substituent at position 1beta (4beta using gibbane skeletal numbering).


alkyl-gibberellin

A diterpenoid that is a C19 gibberellin alkylated at position 1 or 2 (position 4 or 3 respectively using gibbane skeletal numbering).


1alpha-methyl-gibberellin A4

An alkyl-gibberellin that is gibberellin A4 carrying an extra methyl substituent at position 1alpha (4alpha using gibbane skeletal numbering).


2beta-methyl-gibberellin A4

An alkyl-gibberellin that is gibberellin A4 carrying an extra methyl substituent at position 2beta (3beta using gibbane skeletal numbering).


2alpha-methyl-gibberellin A4

An alkyl-gibberellin that is gibberellin A4 carrying an extra methyl substituent at position 2alpha (3alpha using gibbane skeletal numbering).


2beta-methyl-gibberellin A1

An alkyl-gibberellin that is gibberellin A1 carrying an extra methyl substituent at position 2beta (3beta using gibbane skeletal numbering).


imidazobenzodiazepine

Any organic heterotricyclic compound that is any benzodiazepine which is ortho-fused with a imidazole.


2alpha-methyl-gibberellin A1

An alkyl-gibberellin that is gibberellin A1 carrying an extra methyl substituent at position 2alpha (3alpha using gibbane skeletal numbering).


3beta-chloro-gibberellin A9

A halo-gibberellin that is gibberellin A9 carrying a chloro substituent at position 3beta (2beta using gibbane skeletal numbering).


halo-gibberellin

A diterpenoid that is a C19 gibberellin halogenated commonly at position 3 (position 2 using gibbane skeletal numbering).


3beta-fluoro-gibberellin A9

A halo-gibberellin that is gibberellin A9 carrying a fluoro substituent at position 3beta (2beta using gibbane skeletal numbering).


epi-gibberellin

A diterpenoid that is a derivative of a gibberellin in which only one of the stereogenic centres differs in configuration from the parent compound.


3-epi-gibberellin A1

An epi-gibberellin that is gibberellin A1 differing in configuration at C-3 (C-2 using gibbane skeletal numbering).


3-epi-gibberellin A4

An epi-gibberellin that is gibberellin A4 differing in configuration at C-3 (C-2 using gibbane skeletal numbering).


SINAPALDEHYDE GLUCOSIDE

A beta-D-glucoside resulting from the formal condensation of the phenolic hydroxy group of (E)-sinapaldehyde with beta-D-glucose.


nitroproston

A nitro compound obtained by the formal condensation of prostaglandin E2 with 1,3-dinitroglycerol.


A synthetic dipyrrin derived from rings A and D of bilirubin IXalpha in which C-9 carries a phenyldiazenyl substituent.


A polysaccharide derivative with a repeating unit consisting of alpha-D-mannosyl, alpha-L-rhamnosyl (acetylated on either O-2 or -3) and alpha-D-galactosyl residues linked sequentially (1->4) and (1->3), to the mannosyl residue is linked (1->3) an alpha-abequosyl residue (partially acetylated on O-2), while to the galactosyl residue is linked (1->4) or (1->6) an alpha-D-glucosyl residue, with all repeating units being linked (1->2). O-polysaccharide repeat from Salmonella Typhimurium (serogroup B).


A polysaccharide derivative with a repeating unit consisting of alpha-D-mannosyl, alpha-L-rhamnosyl and alpha-D-galactosyl residues linked sequentially (1->4) and (1->3), to the mannosyl residue is linked (1->3) an alpha-tivelosyl residue, while to the galactosyl residue is linked (1->4) or (1->6) an alpha-D-glucosyl residue, with all repeating units being linked (1->2). O-polysaccharide repeat from Salmonella Enteritidis (serogroup D).


A synthetic dipyrrin derived from rings A and D of bilirubin IXalpha in which C-9 carries a 2-[2-(ethoxycarbonyl)phenyl]diazenyl substituent.


A synthetic dipyrrin derived from rings A and D of bilirubin IXalpha in which C-9 carries a 2-(4-sulfophenyl)diazenyl substituent.


trichosetin

A member of the class of octahydronaphthalenes that is (2R,4aS,5R,6R,8aS)-2,5-dimethyl-6-[(1E)-prop-1-en-1-yl]-1,2,3,4,4a,5,6,8a-octahydronaphthalene in which the hydrogen at position 5 has been replaced by a (Z)-hydroxy[(5S)-5-(hydroxymethyl)-2,4-dioxopyrrolidin-3-ylidene]methyl group. Produced by the dual culture of Trichoderma harzianum and Catharanthus roseus callus, it exhibits significant antimicrobial activity against Gram-positive bacteria such as Staphylococcus aureus and Bacillus subtilis.


A hydrazone that is a tautomer of 8-(2-carboxyethyl)-2,7-dimethyl-3-vinyl-9-(phenyldiazenyl)dipyrrin-1(10H)-one.


equisetin

A member of the class of tetramic acids that is trichosetin in which the hydrogen attached to the lactam nitrogen has been replaced by a methyl group. It is produced by the filamentous fungus Fusarium heterosporum.


bilirubin IIIalpha

A biladiene that is a linear tetrapyrrole and a regioisomer of bilirubin IXalpha, in which the dipyrroles are of exovinyl type only.


bilirubin XIIIalpha

A biladiene that is a linear tetrapyrrole and a regioisomer of bilirubin IXalpha, in which the dipyrroles are of endovinyl type only.


4-hydroxy-indole-3-carbonyl nitrile

A member of the class of hydroxyindoles that is 1H-indol-4-ol which is substituted by a nitriloacetyl group at the 3 position.


indole-3-carbonyl nitrile

A member of the class of indoles that is 1H-indole which is substituted by a nitriloacetyl group at the 3 position.


An L-alpha-amino acid residue derived from N(4)-(alpha-D-glucan)-L-asparagine, in which the glucose units are connected by (1->6) linkages.


biotripyrrin-a

A tripyrrole that is an oxidized metabolite of bilirubin, in which methyl groups are present at positions 2, 7 and 13 with a vinyl group at position 3.


biotripyrrin-b

A tripyrrole that is an oxidized metabolite of bilirubin, in which methyl groups are present at positions 3, 7 and 13 with a vinyl group at position 2.


24G7 epitope

An antigenic epitope recognized by an anti-bilirubin monoclonal antibody designated 24G7. A substructure of bilirubin IXalpha, it is the region containing the oxo group at C-1, the methyl group at C-2, C-(4, 5, 6, 9), and N-21 and -22.


A pyrimidine 2'-deoxyribonucleoside that is 5-hydroxymethyl-2'-deoxyuridine in which the hydroxymethyl group at position 5 has been formally converted to the corresponding 2-aminoethyl ether. It is a thymidine hypermodification replacing 40% of thymidine nucleotides in the Salmonellaphage ViI.


A pyrimidine 2'-deoxyribonucleoside that is 2'-deoxyuridine in which the hydrogen at position 5 has been replaced by a 2-aminoethyl group. It is a thymidine hypermodification replacing 30% of thymidine in the DNA of the Pseudomonas phage M6.


Ro 60-0175

A 1-(6-chloro-5-fluoroindol-1-yl)-propan-2-amine that has S configuration. A selective agonist for both the 5-hydroxytryptamine 2B (5-HT2B) and 5-hydroxytryptamine 2C (5-HT2C)serotonin receptor subtypes, commonly used as fumarate salt.


A 2'-deoxynucleoside 5'-monophosphate(2-) obtained by deprotonation of the phosphate OH groups of 2'-deoxy-purine ribonucleoside 5'-monophosphate; major microspecies at pH 7.3.


A pyrimidine 2'-deoxyribonucleoside 5'-phosphate(2-) obtained by deprotonation of the phosphate OH groups of pyrimidine 2'-deoxyribonucleoside 5'-phosphate; major microspecies at pH 7.3.


A monocarboxylic acid anion and organophosphate oxoanion resulting from the deprotonation of both the carboxy group and the phosphate group of ditrans,polycis-dodecaprenyl phosphate-GalA. The major species at pH 7.3.


monoacylglycerol 18:4

A monoglyceride in which the acyl group contains a total of 18 carbon atoms and 4 double bonds.


lysophosphatidylethanolamine 15:0

A lysophosphatidylethanolamine in which the acyl group has a fully saturated C15 chain and is attached to the glycero moiety at either position 1 or 2.


A retinoid that is all-trans-3,4-didehydroretinol in which the double bond alpha- to the the terminal hydroxy group has been reduced to a single bond.


A 2-(3,4-dihydroxyphenyl)-2,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one that has (R) configuration.


A pentahydroxyflavanone carrying the hydroxy groups at positions 2,3', 4', 5 and 7.


A 2,5,7-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one that has (R) configuration.


A tetrahydroxyflavanone carrying the hydroxy groups at positions 2, 4', 5 and 7.


A 2,5,7-trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one that has (R) configuration.


A trihydroxyflavanone carrying the hydroxy groups at positions 2,5 and 7.


Meromycolic acids are one of the two precursor of the mycolic acids produced by Mycobacteria. They consist of a long chain typically of 50-60 carbons, which is functionalized by different groups.


A dipeptide resulting from the formal condensation of the carboxy group of threonine with the amino group of cysteic acid.


benz[a]anthracene 5,6-oxide

An arene epoxide that is tetraphene which has undergone 1,2 addition of an oxygen atom to the double bond at the 5-6 position.


(3E)-3-hexadecenoic acid

A hexadecenoic acid having a trans-double bond at the 3-position.


An organic heterohexacyclic compound that is 3-methylcholanthrene which has undergone epoxidation by the formal 1,2-addition of an oxygen atom to the double bond at the 11-12 position.


erucamide

A primary fatty amide resulting from the formal condensation of the carboxy group of erucic acid with ammonia. It is commonly used as a slip additive in the plastic manufacturing industry.


16-hydroxy-10-oxohexadecanoic acid

An omega-hydroxy-long-chain fatty acid that is hexadecanoic acid substituted by an oxo group at position 10 and by a hydroxy group at position 16.


octadeca-9,12-diynoic acid

An octadecadiynoic acid having its triple bonds at positions 9 and 12.


auxin a

A carbocyclic compound that is 3,5-di-sec-butylcyclopentene which is substituted by a 4-carboxy-1,3,4-trihydroxybutyl group at position 1.


dihydrofukinolide

A sesquiterpene lactone that is (3R,3a'R)-decahydrospiro[furan-3,2'-indene] carrying an oxo, methylene, acetoxy, [(2S)-2-methylbutanoyl]oxy, methyl and methyl groups at positions 2, 4, 3', 4', 7' and 7a', respectively.


GANODEROL B

A tetracyclic triterpenoid that is lanosta-7,9(11),24-triene which is substituted by hydroxy groups at positions 3 and 27. It has been isolated from several Ganoderma species.


gingerenone B

A diarylheptanoid that is (4E)-hept-4-en-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 7. It has been isolated from the rhizomes of Zingiber officinale.


isopersin

A long-chain primary fatty alcohol that is henicosan-1-ol which carries an acetoxy group at position 2, keto group at position 4, and two double bonds at positions 12 and 15.


ISOSOJAGOL

A member of the class of coumestans that is coumestrol with a prenyl substituent at position 10.


licoagroside B

A monosaccharide derivative resulting from the formal condensation of the hydroxy group of 2-methyl-4-oxo-4H-pyran-3-yl beta-D-glucopyranoside with the carboxy group of 3-hydroxy-3-methylglutaric acid.


2-METHYLAMINOBENZOIC ACID METHYL ESTER

A methyl ester resulting from the formal condensation of the carboxy group of N-methylanthranilic acid with methanol.


N-malonyltryptophan

A tryptophan derivative resulting from the formal condensation of the alpha-amino group of tryptophan with malonic acid.


A carboxylic ester resulting from the formal condensation of phenylacetic acid with (3S)-3,7-dimethyloct-7-en-1-ol.


sedanonic acid

A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid which is substituted by a pentanoyl group at position 6.


yucalexin P8

An organic heterotetracyclic compound that is ent-pimara-9(11),15-diene which is substituted by oxo groups at position 2 and 12, by a beta-epoxide at the 8,14 position, and by an alpha-hydroxy group at position 3.


zealexin A1

A sesquiterpene phytoalexin that is (S)-beta-macrocarpene in which the methyl group that is attached to a double bond has undergone formal oxidation to give the corresponding carboxylic acid. It is produced by maize (Zea mays) to provide biochemical protection against fungal infection.


sesquiterpene phytoalexin

A class of sesquterpenoids formed in plants in response to fungal infection, physical damage, chemical injury, or a pathogenic process.


A nitrotoluene that is 2-nitrotoluene carrying two hydroxy substituents at positions 5 and 6.


A nitrotoluene that is toluene in which the hydrogens ortho- to the methyl group have been replaced by a chlorine and a nitro group. A low-melting (37 degreeC) solid.


A chlorocatechol that is catechol which is substituted by a methyl group at position 3 and a chlorine at position 4.


A nitrotoluene that is p-nitrotoluene in which one of the hydrogens that is ortho to the methyl group has been replaced by a chlorine. A pale yellow crystalline compound that is insoluble in water but dissolves in most organic solvents, it is used in the manufacture of dyes.


A chlorocatechol that is catechol which is substituted by a chlorine at position 3 and a methyl group at position 4.


A dinitrotoluene in which the methyl group is meta to one of the nitro groups and para to the other. A uellow crystalline compound that is virtually insoluble in water but dissolves in most organic solvents.


A methylcatechol that is 3-nitrocatechol carrying a methyl substituent at position 5.


A dinitrotoluene that is toluene in which the hydrogens at positions 2 and 3 have been replaced by nitro groups.


A phenolate anion resulting from the deprotonation of the hydroxy group that is ortho to the nitro group of 4-methyl-3-nitrocatechol; the major microspecies at pH 7.3.


anagrelide

A 1,5-dihydroimidazo[2,1-]quinazoline having an oxo substituent at the 2-position and chloro substituents at the 6- and 7-positions.


(Z)-desmethyldoxepin

The (Z)-isomer of desmethyldoxepin.


(E)-desmethyldoxepin

The (E)-isomer of desmethyldoxepin.


An organophosphate oxoanion resulting from the removal of two protons from the phosphate group of ditrans,polycis-dodecaprenyl phosphate.


fatty acid 14:4

Any polyunsaturated fatty acid containing 14 carbons and 4 double bonds.


A methylcatechol that is 4-methylcatechol in which the hydrogen at position 3 has been replaced by a nitro group.


hexahydronaphthalenes

Any carbobycyclic compound that is an hexahydronaphthalene or a compound obtained from an hexahydronaphthalene by formal substitution of one or more hydrogens.


purines D-ribonucleoside

A purine ribonucleoside that is a purine derivative attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.


purines 2'-deoxy-D-ribonucleoside

A purine derivative attached to a beta-D-2'-deoxy-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.


ditrans,polycis-dodecaprenyl phosphate

A polyprenol phosphate having twelve prenyl units in the chain (the 2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34Z,38E,42E-isomer).


fatty acid 14:2

Any polyunsaturated fatty acid containing 14 carbons and 2 double bonds.


phosphatidylcholine 22:4

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 22 carbons in total with 4 double bonds.


A galactosiduronic acid resulting from the formal condensation of the anomeric hydroxy group of beta-D-galactopyranuronic acid with the phosphate group of ditrans,polycis-dodecaprenyl phosphate.


A disaccharide phosphate consisting of 2-O-(N-acetyl-beta-D-glucosaminyl)ribitol phosphorylated at O-1 of the ribitol residue; a 5-phosphate beta-WTA (Staphylococcus aureus Wall Teichoic Acid) analogue.


A feruloylacetyl-CoA(4-) in which the C=C double bond of the feruloyl group has trans configuration.


GEVOTROLINE

A beta-carboline that is 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole which is substituted by a 3-(pyridin-3-yl)propyl group at position 2 and a fluoro group at position 8.


4-O-beta-D-glucosyl-trans-caffeic acid

A hydroxycinnamic acid that is trans-caffeic acid in which the phenolic hydroxy group at position 4 has been converted into its beta-D-glucoside.


A monohydroxybenzoic acid that is 3-amino-4-hydroxybenzoic acid in which one of the hydrogens attached to the amino group has been replaced by a 3-aminopropyl group. Derivative of aminohydroxybenzoic acid, a novel and abundant metabolite found in Acinetobacter baylyi ADP1 grown on quinate carbon source.


A hydroxy-L-tryptophan which carries a hydroxy group at position 3.


trans-feruloylacetyl-CoA

A feruloylacetyl-CoA in which the double bond of the feruloyl group has trans configuration.


A cyclic polyether isolated from the toxic dinoflagellate Dinophysis acuta.


alpha-D-galactosamine 1-phosphate(1-)

An organophosphate oxoanion resulting from the deprotonation of the phosphate group of alpha-D-galactosamine 1-phosphate zwitterion. The major species at pH 7.3.


omega-conotoxin MVIIA

A heterodetic cyclic polypeptide consisting of the linear sequence Cys-Lys-Gly-Lys-Gly-Ala-Lys-Cys-Ser-Arg-Leu-Met-Tyr-Asp-Cys-Cys-Thr-Gly-Ser-Cys-Arg-Ser-Gly-Lys-Cys-NH2 with three disulfide bridges between cysteine residues 1-16, 8-20 and 15-25.  A neuronal N-type Ca(2+) channel blocker in mammalian and amphibian brain, it blocks release of GABA and glutamate at neuronal synapses. Used as a probe for calcium channel receptors, it is selective for different receptor subtypes. A synthetic form, named ziconotide, is an atypical analgesic agent for the amelioration of severe and chronic pain.


5-aminoimidazol-3-ium ribonucleoside

An imidazolium ion resulting from the protonation of the 3-position of the imidazole moiety of 5-aminoimidazole ribonucleoside. The major species at pH 7.3.


S-alkyl-L-cysteine S-oxide zwitterion

An amino acid zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of any S-alkyl-L-cysteine S-oxide; major microspecies at pH 7.3.


name: guanosine 3'-diphosphate 5'-triphosphate hexaanion

description: A ribonucleoside triphosphate oxoanion that is the hexaanion of guanosine 3'-diphosphate 5'-triphosphate; major species at pH 7.3.


alpha-D-galactosamine 1-phosphate

A D-galactosamine 1-phosphate in which the anomeric centre has alpha configuration.


A zwitterion resulting from the transfer of a proton from the phosphate group to the amino group of alpha-D-galactosamine 1-phosphate.


A D-valine derivative that is D-valine which carries a hydroxy group at position 4.


An organic heteropentacyclic compound that is p-xylene in which the 2-3 and 5-6 bonds of the benzene ring have each been fused with the b edge of a benzothiophene moiety.


A hydroxy-L-valine which carries a hydroxy group at position 3.


5-aminoimidazole ribonucleoside

A 1-ribosylimidazole that is 5-aminoimidazole in which the hydrogen at position 1 has been replaced by a beta-D-ribofuranosyl group.


D-alpha-amino acid residue

An alpha-amino-acid residue derived from a D-alpha-amino acid.


vibegron

A pyrrolopyrimidine obtained by formal condensation of the carboxy group of (6S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylic acid with the amino group of (R)-[(2R,5S)-5-(4-aminobenzyl)pyrrolidin-2-yl](phenyl)methanol. It is a beta3-adrenergic receptor agonist currently in clinical development for the treatment of patients with overactive bladder.


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


An alpha-amino-acid anion that is the conjugate base of 2-aminooctanoic acid, arising from deprotonation of the carboxy group.


An alpha-amino-acid cation that is the conjugate acid of 2-aminooctanoic acid, arising from protonation of the amino group.


A  tricarboxylic acid trianion obtained by the deprotonation of the three carboxy groups of gamma-carboxy-L-glutamic acid.


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


A sialotetraosylceramide consisting of a branched hexasaccharide made up from two N-glycoloylneuraminyl 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 sialotetraosylceramide consisting of a linear hexasaccharide made up from two N-glycoloylneuraminyl 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.


nonanedioic acid monoglycoside

A dicarboxylic acid monoester resulting from the formal condensation of the carboxy group of nonanedioic acid with the hydroxy group of hexopyranose.


lificiguat

A member of the class of indazoles that is 1H-indazole which is substituted by a benzyl group at position 1 and a 5-(hydroxymethyl)-2-furyl group at position 3. It is an activator of soluble guanylate cyclase and inhibits platelet aggregation.


praliciguat

A member of the class of pyrazoles that is 5-fluoro-2-(1H-pyrazol-3-yl)pyrimidine which is substituted by a 2-fluorobenzyl group at position 1, 1,2-oxazol-3-yl group at position 5, and by a [3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propyl]nitrilo group at position 4. It is a soluble guanylate cyclase stimulator under clinical development for the treatment of heart failure with preserved ejection fraction.


vericiguat

A pyrazolopyridine that is 5-fluoro-1H-pyrazolo[3,4-b]pyridine in which the amino hydrogen at position 1 has been substituted by a 2-fluorobenzyl group and the hydrogen at position 3 has been substituted by a 4,6-diamino-5-[(methoxycarbonyl)amino]pyrimidin-2-yl group. It is a soluble guanylate cyclase stimulator which is used for treatment of chronic heart failure.


cinaciguat

A benzoic acid that is 4-(aminomethyl)benzoic acid in which the amino group is substituted by 4-carboxybutyl and 2-(2-{[4-(2-phenylethyl)benzyl]oxy}phenyl)ethyl groups. It is a soluble guanylate cyclase activator, used for the treatment of acute decompensated heart failure.


A sialopentaosylceramide consisting of a linear heptasaccharide made up from two N-glycoloylneuraminyl residues, three galactose residues, one N-acetylglucosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


A pyrazolopyridine that is 1H-pyrazolo[3,4-b]pyridine which is substituted by a 2-fluorobenzyl group at position 1 and by a 4-amino-5-cyclopropylpyrimidin-2-yl group at position 3. It is an activator of soluble guanylate cyclase.


lepirudin

A heterodetic cyclic peptide composed of 65 amino acids joined in sequence and cyclised by three disulfide bridges between cysteine residues 6-14, 16-28 and 22-39. It is a highly specific inhibitor of thrombin and used as an anticoagulant in patients with heparin-induced thrombocytopenia.


A sialodiosylceramide consisting of the tetrasaccharide alpha-Neu5Ac-(2->8)-alpha-Neu5NGc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A glycosyl group consisting of two N-acetyl-D-galactosyl groups connected via a beta(1->4) linkage.


A sialotriaosylceramide consisting of a linear pentasaccharide made up from two N-acetylneuraminyl residues, an N-acetyl-beta-D-glucosaminyl residue, a mannosyl residue and a glucosyl residue at the reducing end attached to the ceramide portion via a beta-linkage.


A sialotriaosylceramide consisting of a linear pentasaccharide made up from two N-acetylneuraminyl residues, an N-acetyl-6-O-[(2-aminoethoxy)(hydroxy)phosphoryl]-beta-D-glucosaminyl residue, a mannosyl residue and a glucosyl residue at the reducing end attached to the ceramide portion via a beta-linkage.


An imidazoquinoline that is 1,3-dihydro-2H-imidazo[4,5-c]quinolin-2-one which is substituted at positions 1, 3, and 8 by by p-(pyrrol-1-yl)phenyl, methyl, and pyridin-3-yl group, respectively. A potent and specific inhibitor of Target Of Rapamycin Complex 2 (TORC2).


17-octadecynoic acid

An acetylenic fatty acid that is octadecanoi acid (stearic acid) which has been doubly dehydrogenated at positions 17 and 18 to give the corresponding alkynoic acid.


A glycopentaosylceramide having N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycopentaosyl component.


Major species at pH 7.3


bisphenol F diglycidyl ether

An aromatic ether that is bisphenol F where the hydrogens of both hydroxy groups have been replaced by a oxiran-2-ylmethyl group.


dabuzalgron

A sulfonamide that is N-phenylmethanesulfonamide which carries a chloro group at position 2, 4,5-dihydro-1H-imidazol-2-ylmethoxy group at position 5, and a methyl group at position 6. Its is a selective alpha-adrenoceptor agonist that is used in the treatment of urinary incontinence.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of acetyl-AMP; major species at pH 7.3.


premutilin

A tricyclic diterpenoid which is an intermediate in the biosynthetic pathway leading to the synthesis of the antibiotic, pleuromutilin.


cyclic hexaadenylate(6-)

Cyclic hexaadenylate; major species at pH 7.3.


cyclic tetraadenylate(4-)

Cyclic tetraadenylate; major species at pH 7.3.


A linear 5'-hydroxy-diadenylate with a cyclic 2',3' phosphate terminus; major species at pH 7.3.


A branched glycotetraosylceramide having N-acetyl-beta-D-galactosaminyl-(1->4)-[N-acetyl-beta-D-glucosaminyl-(1->3)]-beta-D-galactosyl-(1->4)-beta-D-glucose as the glycotetraosyl component.


A glycosylglucose in which an alpha-D-glucopyranose residue is linked to a D-glucopyranose residue by a (1->2) glycosidic bond.


A glycopentaosylceramide having N-acetyl-beta-D-glucosaminyl-(1->3 or 6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl as the glycopentaosyl component. The structural diagram shows the regioisomer with the terminal GlcNAc residue linked 1->6 to galactose.


A branched glycooctaosylceramide having alpha-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->6)-[beta-D-GlcNAc-(1->3)]-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc as the glycooctaosyl component.


inunolide

A germacranolide isolated from Inula racemosa, Rudbeckia laciniata and Stevia polyphylla.


A chloroalkane that is propane in which a hydrogen from each of two adjacent carbons has been replaced by chlorines.


A 1,2-dichloropropane that has R configuration.


A germacranolide that is (3aR,5E,9E,11aS)-2,3,3a,4,7,8,11,11a-octahydrocyclodeca[b]furan substituted by an oxo group, methylidene group, methyl group and methyl group at positions 2,3,6 and 10, respectively.


A 1,2-dichloropropane that has S configuration.


The closest compound in MetaCyc is Open-tautomer-2-hydroxyflavanones, but this compound includes two additional OH groups


The closest compound in MetaCyc is '3-C-gluc-tautomer-2-hydroxyflavanones', but this compound includes two additional OH groups


A tetracyclic triterpenoid that is dammarenediol-II where the hydrogen of the hydroxy group at position 20 is replaced by a beta-D-glucoside.


A member of the class of benzothiazoles that is 1,3-benzothiazole in which the hydrogen at position 2 has been replaced by a 5-fluoro-2-hydroxyphenyl group.


fluorophenol

A halophenol that is any phenol containing one or more covalently bonded fluorine atoms.


GINSENOSIDE RH1

A tetracyclic triterpenoid that is (20S)-protopanaxadiol which is substituted by beta-D-glucoside at the 6alpha position.


An organic heterotricyclic compound resulting from the formal fusion of the 2-3 bond of 5-chloroindole with the 2-3 bond of cycloheptanecarboxamide (the S enantiomer). It is a potent, cell-permeable, metabolically stable and selective inhibitor of the deacetylase SIRT1.


R-H

Any organic molecular entity that contains at least one activated carbon-hydrogen (C-H) bond. R can be any aliphatic or aromatic group.


A chlorocyclohexene that is cyclohexene which carries 5 chlorines at positions 1,3,4,5 and 6, respectively. It has (3S,4R,5R,6S) configuration.


laminarihexaose

A beta-D-glucan in which six D-glucose residues are connected by beta(1->3) linkages.


A 1-monoglyceride resulting from the formal condensation of the carboxy group of icosanoic acid with one of the primary hydroxy groups of glycerol.


A 1-monoglyceride resulting from the formal condensation of the carboxy group of (11Z)-icosenoic acid (also known as gondoic acid) with one of the primary hydroxy groups of glycerol.


A fatty acid ester resulting from the formal condensation of the hydroxy group at position-1 of glycerol with the carboxy group of docosanoic acid.


A fatty acid ester resulting from the formal condensation of the hydroxy group at position-1 of glycerol with the carboxy group of erucic acid.


A 1-monoglyceride resulting from the formal condensation of 1-(all-cis-docosa-7,10,13,16-tetraenoic acid (adrenic acid) with one of the primary hydroxy groups of glycerol.


A 1-monoglyceride resulting from the formal condensation of the carboxy group of 1-all-cis-docosa-4,7,10,13,16,19-hexaenoic acid with one of the primary hydroxy groups of glycerol.


An organosulfinate oxoanion resulting from the deprotonation of the sulfino group of sulfinoacetaldehyde. The major species at pH 7.3.


A 5-oxo monocarboxylic acid anion obtained by deprotonation of the carboxy group of any diastereomer of 4,5-didehydrojasmonic acid; major species at pH 7.3.


oligopeptide residue

A peptide residue containing a relatively small number of amino acid units.


peptide residue

An organic group resulting from the scission of two peptide bonds to afford a residue containing a peptide fragment.


A fatty acid ester resulting from the formal condensation of the hydroxy group at position-1 of glycerol with the carboxy group of tetracosanoic acid.


A fatty acid ester resulting from the formal condensation of the hydroxy group at position-1 of glycerol with the carboxy group of (15Z)-tetracosenoic acid.


name: 13,14-dihydro-15-keto PGF2alpha isopropyl ester


A tetrasaccharide beta-D-glucosyl group obtained by removal of the hydroxy group from the hemiacetal function of beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose.


sulfinoacetaldehyde

An organosulfinic acid that is methanesulfinic acid in which one of the methyl hydrogens has been replaced by a formyl group.


isonocardicin A zwitterion

An L-alpha-amino acid zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of isonocardicin A.


oxime anion

A organic ion resulting from the deprotonation of the hydroxy group of any oxime.


An organic group forming part of, and a proposed epitope within, ganglioside GM1. The ->8) linkage to Neu5Ac may represent an additional alpha2->8-linked sialic acid residue, while the -(1->4)-yl may represent -(1->4)-glucosyl.


An organic anionic group derived from 6-N-(ADP-D-ribosyl)-L-lysine residue.


tschimganine

A benzoate ester resulting from the formal condensation of the carboxy group of vanillic acid  with the hydroxy group of (-)-borneol. A metabolite isolated from Ferula dissecta.


A trisaccharide beta-D-glucosyl group consisting of N-acetyl-beta-D-galactosaminyl, beta-D-galactosyl, and (at the reducing end) beta-D-glucosyl residues connected via (1->4) linkages.


heparan sulfate octasaccharide

Any amino octasaccharide obtained by either chemical or enzymatic cleavage of the polymeric glycosaminoglycan heparan sulfate.


heparan sulfate oligosaccharide

Any oligosaccharide derivative resulting from either chemical or enzymatic cleavage of the polymeric glycosaminoglycan heparan sulfate.


An organic group forming part of, and a proposed epitope within, ganglioside GM2. The -(1->4)-R in the name may represent -(1->4)-glucosyl.


An organic group forming part of, and a proposed epitope within, ganglioside GD2. The -(1->4)-R in the name may represent -(1->4)-glucosyl.


tert-butyl 4-hydroxy-3-methoxybenzoate

A benzoate ester that is tert-butyl benzoate that carries a methoxy group at position 3 and a hydroxy group at position 4 of the phenyl ring.


beta-hibitakanine

A benzoate ester resulting from the formal condensation of the carboxy group of 3,5-dimethoxybenzoic acid with the hydroxy group of (-)-borneol.


A tricarboxylic acid that is butan-2-ol in which a hydrogen from each of positions 2, 3, and 4 has been replaced by carboxy groups.


An ammonium ion resulting from the protonation of the tertiary amino group of tetrahydroalstonine. The major microspecies at pH 7.3.


An ammonium ion resulting from the protonation of the tertiary amino group of ajmalicine. The major species at pH 7.3.


A C24-steroid that is cholanic acid which has been triply dehydrogenated to introduce double bonds at the 3-4, 8-14, and 11-12 positions.


glyflavanone A

An extended flavonoid that is 2,3-dihydro-4H,8H-pyrano[2,3-f]chromen-4-one which is substituted by a p-methoxyphenyl group at the 2-pro-S position, a methoxy group at position 5, and two methyl groups at position 8.


An organic cation resulting from the protonation of the carbonilide moiety of alstonine. The major microspecies at pH 7.3.


An organic cation that is the conjugate acid of serpentine. It is the major species at pH 7.3.


A tetrasaccharide beta-D-glucosyl group obtained by removing the hydroxy group from the hemiacetal function of alpha-N-acetylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose. Part of (and a proposed epitope within) gangliosides GD1b, GD2, GD3, GT1band GQ1b.


An organic group forming part of, and a proposed epitope within, globoside GM1.


Major species at pH 7.3


A carbobicyclic compound that is decahydronaphthalene substituted at positions 2, 4a, 8 and 8a by 2-hydroxypropan-2-yl, methyl, methyl and hydroxy groups, respectively. The (3R,4aS,5S,8aS) stereoisomer.


lycopaoctaene

An acyclic carotene that is lycopene in which the double bonds at positions C-7, C-11, C-15, C-7', C-11' and C-15' have been reduced to single bonds.


An organic anionic group derived from 5-O-(ADP-D-ribosyl)-L-glutamate residue


hydropyrenol

A tetracyclic diterpenoid, isolated from Streptomyces avermitilis host carrying the sclav_p0765 gene.


isoelisabethatriene

A carbobicylic compound that is 1,2,3,4,5,6-hexahydronaphthalene which is carrying a (6S)-2-methylhept-2-en-6-yl group at position 1 and methyl groups at positions 4R and 7.


A secondary ammonium ion resulting from the protonation of the secondary amino group of tamsulosin. The major species at pH 7.3.


An ammonium ion resulting from the protonation of the amino group of (2E,5S,6E,8E,10E)-1-aminododeca-2,6,8,10-tetraen-5-ol. The major species at pH 7.3.


A secondary amino compound that is ammonia in which nitrogen is substituted by a 1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl group and a 2-(2-ethoxyphenoxy)ethyl group.


coelimycin P1

An organosulfur heterocyclic compound that is 1,5-oxathiocane which has been substituted at the 2-pro-R, 3, 6, and 8 positions by oxo, acetamido,  5,6-dihydropyridin-2(1H)-ylidene, and  (2E)-but-2-enoyl groups, respectively, and which has been dehydrogenated to introduce a double bond at the 7-8 position. It was isolated from Streptomyces coelicolor M145 after genetically engineered increase of the metabolic flux and is the product of a polyketide biosynthetic gene cluster.


ent-tamsulosin

A 5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide that has (S)-configuration. The enantiomer of tamsulosin.


A secondary ammonium ion resulting from the secondary amino group of ent-tamsulosin. The major species at pH 7.3.


rac-tamsulosin

A racemate comprising equimolar amount of tamulosin and its enantiomer, ent-tamulosin.


rac-tamulosin hydrochloride

A racemate comprising equimolar amounts of tamulosin hydrochloride and its enantiomer, ent-tamulosin hydrochloride.


An L-alpha-amino acid residue derived from N(omega)-(ADP-D-ribosyl)-L-arginine.


An organic anionic group obtained by deprotonation of the diphosphate OH groups of 4-N-(ADP-D-ribosyl)-L-asparagine residue.


O-(ADP-D-ribosyl)-L-serine(2-) residue

An organic anionic group obtained by deprotonation of the diphosphate OH groups of O-(ADP-D-ribosyl)-L-serine residue.


An organic anionic group obtained by deprotonation of the diphosphate OH groups of O-(ADP-D-ribosyl)-L-tyrosine residue.


An organic anionic group obtained by deprotonation of the diphosphate OH groups of C-terminal O-(ADP-D-ribosyl)-glycine residue.


An amino alcohol that is dodeca-2,6,8,10-tetraen-1-amine in which all four double bonds have trans configuration and in which the pro-S hydrogen at position 5 has been replaced by a hydroxy group.


A trisaccharide beta-D-glucosyl group obtained by removal of the hydroxy group from the hemiacetal function of alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose. Part of, and the proposed epitope from, alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide (globoside Gb3Cer; globotriosylceramide; CTH).


A tetrasaccharide beta-D-galactosyl group obtained by removal of the hydroxy group from the hemiacetal function of beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactose. Part of, and the proposed epitope from, alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide (galactosylgloboside;GalGb4; Gb5Cer; SSEA-3).


An oxathiocane in which the oxygen and sulfur atoms are at positions 1 and 5 respectively.


oxathiocane

A saturated organic heteromonocyclic parent that is cyclooctane in which one methylene group has been replaced by an oxygen and another methylene group has been replaced by a sulphur.


A branched trisaccharide beta-D-galactosyl group obtained by removal of the hydroxy group from the hemiacetal function of N-acetyl-alpha-D-galactosaminyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactose. Part of, and the proposed epitope of, blood group A antigen.


A branched trisaccharide beta-D-galactosyl group obtained by removal of the hydroxy group from the hemiacetal function of alpha-L-fucosyl-(1->2)-[alpha-D-galactosyl-(1->3)]-beta-D-galactose. Part of, and the proposed epitope of, blood group B antigen.


A pentasaccharide branched galactosyl group consisting of a linear sequence of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and D-galactosyl residues, linked (2->3), (1->4) and (1->3), to the N-acetyl-beta-D-glucosaminyl residue of which is also linked (1->3) an alpha-L-fucosyl residue. Proposed epitope derived from sialyl-Lewis(x).


A 3beta-hydroxy-Delta(5)-steroid with an unknown acyl group attached at position 25.


A sterol 3-beta-D-glucoside resulting from the formal condensation of the hydroxy group of 25-acyl-27-norcholesterol with the 1R hydroxy group of beta-D-glucose.


2-hydroxydodec-2-enoic acid

A hydroxy monounsaturated fatty acid that is dodec-2-enoic acid in which the hydrogen at position 2 has been replaced by a hydroxy group. A minor tautomer of 2-oxododecanoic acid.


2-oxododecanoic acid

An oxo fatty acid that is dodecanoic acid (lauric acid) which is substituted at position 2 by an oxo group.


An oxo fatty acid anion resulting from the deprotonation of the carboxy group of 2-oxododecanoic acid. The major species at pH 7.3.


2,3-dihydroxydodecanoic acid

A dihydroxy monocarboxylic acid that is dodecanoic acid (lauric acid) in which a hydrogen at position 2 and a hydrogen at position 3 have each been replaced by a hydroxy group.


An N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide which contains a (R)-1-hydroxypentadecyl chain and an undefined fatty acyl chain.


3-aminoisobutanoic acid zwitterion

Zwitterionic form of 3-aminoisobutyric acid arising from migration of a proton from the carboxy group to the amino group; major species at pH 7.3.


A monounsaturated fatty aldehyde that is (3Z)-non-3-ene which is carrying an oxo group at position 1.


A monounsaturated fatty aldehyde that is (2E)-non-2-ene which is carrying an oxo group at position 1.


A monounsaturated fatty aldehyde that is nonanal that has undergone dehydrogenation to introduce a double bond at any position in the aliphatic chain and in which a hydrogen at position 4 has been replaced by a hydroxy group.


A cationic peptidyl group obtained by protonation of the two amino groups of an glycyl-L-lysyl-L-glutamate residue.


A cationic peptidyl group that is N-terminal glycyl-L-lysyl-L-glutamate(1+) residue in which the hydrogen of the glycyl ammonium ion has been been substituted by a methyl group.


A cationic peptidyl group that is N-terminal glycyl-L-lysyl-L-glutamate(1+) residue in which two hydrogen's of the glycyl ammonium ion have been been substituted by methyl groups.


A cationic peptidyl group that is N-terminal glycyl-L-lysyl-L-glutamate(1+) residue in which all three hydrogen's of the glycyl ammonium ion have been been substituted by methyl groups.


3,5-DIMETHOXYBENZOIC ACID

A methoxybenzoic acid that is benzoic acid which is substituted by methoxy groups at positions 3 and 5.


The conjugate base of 3,5-dimethoxybenzoic acid.


A medium-chain primary fatty alcohol that is (Z)-non-6-ene carrying a hydroxy group at position 1. It has been found in muskmelon and watermelon.


A medium-chain primary fatty alcohol that is (E)-non-2-ene carrying a hydroxy group at position 1.


medium-chain primary fatty alcohol

Any primary fatty alcohol with a chain length between C6 and C12.


A fatty alcohol that is nonanol that has undergone dehydrogenation to introduce a double bond at any position in the aliphatic chain and in which a hydrogen at position 4 has been replaced by a hydroxy group.


feruloyl-CoA

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


A bile acid anion that results from the deprotonation of the carboxy group of chenodeoxycholic acid-3-O-beta-D-glucoside; Major species at pH 7.3.


An imidazolidine-2,4-dione substituted by a guanidino group at position 5.


A primary allylic alcohol that is (2E,6Z)-nona-2,6-diene in which a hydrogen at position 1 has been replaced by a hydroxy group.


A medium-chain primary fatty alcohol that is (E)-2-octene substituted by a hydroxy group at position 1.


A medium-chain primary fatty alcohol that is (2E)-non-2-ene which is substituted by hydroxy groups at positions 1 and 4.


A carbotricyclic compound that is funalenone in which the methoxy group at position 2 has been demethylated to the corresponding hydroxy derivative.


medium-chain fatty aldehyde

Any fatty aldehyde with a chain length between C6 and C12.


primary fatty alcohol

Any fatty alcohol in which the hydroxy group is attached to a methylene (CH2) group.


spiroiminodihydantoin

An azaspiro compound that is 1,3,6,8-tetraazaspiro[4.4]non-6-ene which is substituted by oxo groups at positions 2, 4, and 9. Both enantiomers are highly mutagenic products resulting from the oxidation of guanine and 8-oxo-7,8-dihydroguanine in DNA by reactive oxygen species.


A medium-chain fatty alcohol that is (E)-non-2-en-1-ol which is substituted with an oxo group at position 4.


A medium-chain primary fatty alcohol that is hexan-1-ol with two trans double bonds at positions 2 and 4.


A glycotriaosylceramide having deamino-alpha-neuraminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the trisaccharide component.


A branched oligosacharide consisting of a tetrasaccharide chain of  deamino-alpha-neuraminyl (KDN), beta-D-galactosyl, N-acetyl-alpha-D-galactosaminyl and N-acetyl-D-galactosamine residues linked sequentially (2->3), (1->3) and (1->3), to the reducing-end N-acetyl-D-galactosamine residue of which is also linked (2->6) a single KDN or a (2->8)-linked chain of KDN residues, the number of KDN residues in the chain ranging between 1 and 9, with an average of 3. The diagram shows the structure with 3 KDN residues in the side-chain.


oligo(alpha2->8KDN) (DP = 2--7)

An oligosaccharide consisting of deamino-alpha-neuraminyl residues linked (2->8) (degree of polymerisation =  2--7; average degree of polymerisation ~ 3).


dihydropyriculol

A member of the class of benzyl alcohols resulting from the formal reduction of the aldehyde group of pyriculol. Produced by the rice blast fungus Magnaporthe oryzae.


pyriculariol

A member of the class of benzaldehydes that is salicylaldehyde which is substituted at position 6 by a (1E,3E,5R,6S)-5,6-dihydroxyhepta-1,3-dien-1-yl group. An isomer of pyriculol.


dihydropyriculariol

A hydroxybenzyl alcohol that is pyriculariol in which the aldehyde goup has been reduced to the corresponding alcohol.


nectriapyrones

Any member of the class of 2-pyranones that is nectriapyrone and its derivatives. They are produced mainly by symbiotic fungi, including endophytes and plant pathogens.


nectriapyrone

A member of the class of nectriapyrones that is pyran-2-one which is substituted at positions 3, 4, and 6 by methyl, methoxy, and but-2-en-2-yl groups, respectively in which the butenyl substituent has E configuration. A fungal metabolite that has been induced in the rice blast fungus Pyricularia oryzae by overexpression of a polyketide synthase gene (NEC1) and an O-methyltransferase gene (NEC2).


desmethylnectriapyrone

A member of the class of nectriapyrones that is pyran-2-one which is substituted at positions 3, 4, and 6 by methyl, hydroxy, and but-2-en-2-yl groups, respectively in which the butenyl substituent has E configuration.


alloy

A mixture consisting of a combination of metals or of a metal and another element that retains the characteristics of a metal.


N-hexadecanoylglycinate

An N-acylglycinate that is the conjugate base of N-hexadecanoylglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


STEMMADENINE

A monoterpenoid indole alkaloid with forumula C21H26N2O3, isolated from the fruits of Tabernaemontana heyneana.


methyl pentadecanoate

A fatty acid ester obtained by condensation of the carboxy group of pentadecanoic acid with the hydroxy group of methanol.


methyl 12-methyltetradecanoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12-methyltetradecanoic acid (12-methylmyristic acid) with methanol.


(S)-nicotine N(1')-oxide

A nicotine N(1')-oxide resulting from the oxidation of the pyrrolidine nitrogen of (S)-nicotine; major species at pH 7.3.


trans-(S)-nicotine N(1')-oxide

An (S)-nicotine N(1')-oxide in which the N(1')-methyl group is on the opposite side of the pyrrolidine ring to the pyridine substituent. The major species at pH 7.3.


cis-(S)-nicotine N(1')-oxide

An (S)-nicotine N(1')-oxide in which the N(1')-methyl group is on the same side of the pyrrolidine ring as the pyridine substituent. The major species at pH 7.3.


A two-electron reduction of this compound results in CHEBI:9260


intermediate I

A four-electron reduction will result in CHEBI:9260


An organic nitrogen anion resulting from the deprotonation of the N-acylsulfonamide moiety of asulam. The conjugate base of asulam.


An ammonium ion resulting from the protonation of the tertiary amino group of (16R)-deshydroxymethyl-stemmadenine.


An ammonium ion resulting from the protonation of the tertiary amino group of (16S)-deshydroxymethyl-stemmadenine.


An ammonium ion resulting from the protonation of the tertiary amino group of O-acetyl-15alpha-stemmadenine. The major species at pH 7.3.


An ammonium ion resulting from the protonation of the tertiary amino group of 15alpha-stemmadenine. The major species at pH 7.3.


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


A triazinoindole that is 5H-[1,2,4]triazino[5,6-b]indole which is substituted at position 3 by a (2-methylprop-2-en-1-yl)thio group. A potent inhibitor of midasin which is an essential protein for eukaryotic ribosome biogenesis.


triazinoindole

Any heterotricyclic compound whose skeleton consists of an indole fused to a triazine ring.


N-dodecanoylglycinate

An N-acylglycinate that is the conjugate base of N-dodecanoylglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An N-acylglycinate that is the conjugate base of N-(9Z,12Z,15Z)-octadecatrienoylglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


flavonol 3-O-glycoside

Any glycosyloxyflavone that consists of a flavonol attached to a glycosyl residue at position 3 via a glycosidic linkage.


N-decanoylglycinate

An N-acylglycinate that is the conjugate base of N-decanoylglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


N-octanoylglycinate

An N-acylglycinate resulting from the deprotonation of the carboxy group of N-octanoylglycine. The conjugate base of N-octanoylglycine; major species at pH 7.3.


octanamide

A fatty amide resulting from the formal condensation of octanoic acid with ammonia.


hexanamide

A fatty amide of hexanoic acid.


LINOLENAMIDE

A fatty amide resulting from the formal condensation of the carboxy group of alpha-linolenic acid with ammonia.


A deoxyketohexose that is keto-D-fructose that is lacking the hydroxy group at position 3. A metabolite of 3-deoxyglucosone, a dicarbonyl sugar synthesised through the Maillard reaction.


aldehydo-D-glucuronate

A D-glucuronate resulting from the deprotonation of the carboxy group of aldehydo-D-glucuronic acid; the major species at pH 7.3.


A carboxylic acid anion obtained by deprotonation of the carboxy group of any N-acyl-(2S)-hydroxyglycine.


A ceramide in which the fatty acyl group contains 24 carbons and 2 double bonds.


An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-hexanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.


A tricarboxylic acid trianion resulting from the deprotonation of all three carboxy groups of(2Z)-4-oxobut-2-ene-1,2,4-tricarboxylate, The major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-octanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-decanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-dodecanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-tetradecanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-hexadecanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate that is the conjugate base of N-(9Z-octadecenoyl)-(2S)-hydroxyglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


An N-acyl-(2S)-hydroxyglycinate that is the conjugate base of N-(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl-(2S)-hydroxyglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A cholesteryl ester resulting from the formal condensation of the carboxy group of all-cis-docosa-7,10,13,16-tetraenoic acid (adrenic acid) with the hydroxy group of cholesterol.


3-(3-hydroxyphenyl)propanoic acid

A monocarboxylic acid that is propionic acid carrying a 3-hydroxyphenyl substituent at C-3.


A phosphatidylcholine (22:4/20:4) which carries a (6Z,9Z,12Z,15Z)-22-oxodocosa-6,9,12,15-tetraen-22-yl group at position 1 and a (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl group at position 2.


A phosphatidylcholine 38:2 which carries an icosanoyl group at position 1 and a (6Z,9Z)-18-oxooctadeca-6,9-dien-18-yl group at position 2.


A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are hexadecyl and (9Z)-nonadec-9-enoyl respectively.


phosphatidylcholine (22:4/20:4)

A phosphatidylcholine 42:8 in which the fatty acyl groups at positions 1 and 2 are specified as C22:4 and C20:4 respectively. The positions of the double bonds are unspecified.


phosphatidylcholine (19:1/18:2)

A phosphatidylcholine 37:3 in which the fatty acyl groups at positions 1 and 2 are specified as C19:1 and C18:2 respectively


phosphatidylcholine (0:0/20:1)

A 2-acyl-sn-glycero-3-phosphocholine which carries a monounsaturated 20 carbon fatty acyl group at position 2. The position of unsaturation is unspecified.


A 2-hydroxy-4-oxobutane-1,2,4-tricarboxylate resulting from the deprotonation of all three carboxy groups of (2S)-2-hydroxy-4-oxobutane-1,2,4-tricarboxylic acid; the major species at pH 7.3.


O-(ADP-D-ribosyl) derivative of rifampicin; major species at pH 7.3.


An ammonium ion that is the conjugate acid of tigecycline; major species at pH 7.3.


Major species at pH 7.3


11a-hydroxychlortetracycline zwitterion

A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the 1-amino group of 11a-hydroxychlortetracycline; major species at pH 7.3.


A member of the class of tetracyclines; major species at pH 7.3.


A zwitterion obtained by transfer of a proton from the 2-hydroxy group to the 1-amino group of 11a-hydroxyiodtetracycline; major species at pH 7.3.


Major species at pH 7.3.


fluoroacetaldehyde

An aldehyde that is acetaldehyde in which one of the hydrogens of the methyl group is replaced by fluorine.


N(2)-(ADP-D-ribosyl)-dGMP(3-) residue

A 2'-deoxyribonucleotide residue that is 2'-deoxyguanosine 5'-monophosphate(1-) residue substituted by an ADP-D-ribofuranosyl group at position N(2) of the guanine ring; major microspecies at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups of 3''-O-acetyl-ADP-D-ribose; major species at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups of 1''-O-acetyl-ADP-D-ribose; major species at pH 7.3.


rifamycin SV hemiaminal(1-)

A phenolate anion resulting from the deporotonation of the phenolic hydroxy group of rifamycin SV hemiaminal. The major species at pH 7.3.


name: rifamycin SV ortho-naphthoquinone carboxamide(2-)

description: Major species at pH 7.3.


name: rifamycin SV para-naphthoquinone carboxamide(2-)

description: Major species at pH 7.3.


rifampicin hemiaminal(2-)

Major species at pH 7.3.


Any N-acyl hemiaminal resulting from the formal condensation of the amino group of (2S)-2-hydroxyglycine with a carboxylic acid.


N-acyl hemiaminal

An organic hydroxy compound resulting from the formal addition of the amino group of a carboxamide to the carbonyl group of an aldehyde or ketone.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid with the amino group of (2S)-hydroxyglycine.


An N-acylglycine in which the acyl group is specified as (9Z,12Z,15Z)-octadecatrienoyl (linolenoyl).


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of (9Z-octadecenoic acid (oleic acid) with the amino group of (2S)-hydroxyglycine.


An alpha-hydroxyglycine that has S configuration.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of hexadecanoic acid (palmitic acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of tetradecanoic acid (myristic acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of dodecanoic acid (lauric acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of decanoic acid (capric acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of octanoic acid (caprylic acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of hexanoic acid (caproic acid) with the amino group of (2S)-hydroxyglycine.


A 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as 5-hydroxypentanoyl.


A 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as 7-hydroxyheptanoyl.


A 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as 9-hydroxynonanoyl.


A dinucleotide comprising adenosine and guanosine connected by a 3'->5 linkage and with a phosphoric group at the 5'-terminus; major species at pH 7.3.


An adenosine and a guanosine connected by a 3'->5 phosphate linkage; major species at pH 7.3.; major species at pH 7.3.


An ammonium ion that is the conjugate acid of akuammicine, arising from the protonation of the tertiary amino group.


D-galactose 4-sulfate

A monosaccharide sulfate that is D-galactose carrying a single sulfo substituent at position 4.


A 2-hydroxy-4-oxobutane-1,2,4-tricarboxylic acid that has S configuration.


A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are specified as hexadecyl and 4-oxobutyl respectively.


A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are specified as hexadecyl and 4-hydroxybutyl respectively.


A 6-alkylaminopurine that is adenine where one of the hydrogens of the amino group is replaced by a hydroxymethyl group.


A beta-D-glucosyl group derived from the trisaccharide N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose.  Implied reactive epitope within ganglioside GM3.


A C-terminal Xaa-hydroxyglycino(1-) residue in which the 2-hydroxy group has S stereochemistry.


precondylocarpine acetate

An organic cation which is an intermediate in the biosynthetic pathway leading to the synthesis of the monoterpenoid indole alkaloids, catharanthine and tabersonine.


An ammonium ion resulting from the protonation of the tertiary amino group of (-)-vincadifformine. The major species at pH 7.3.


Aspidosperma alkaloid

Any member of a group of indole alkaloids based on a C19 or C20 skeleton formed by condensation of tryptamine with a rearranged seconloganin-derived C9 or C10 unit. The Aspidosperma alkaloids constitute the largest group of indole alkaloids (currently ca. 220 alkaloids) and may be divided into several sub-groups.


estetrol

A 3-hydroxy steroid that is 17beta-estradiol which has been substituted at the 15alpha and 16alpha positions by two additional hydroxy groups. It is a natural estrogen produced exclusively during pregnancy by the fetal liver.


nitryl chloride

A nitro compound in which the nitrogen of the nitro group is bonded to a chlorine. It is used as a nitrating and chlorinating agent in organic synthesis.


A FADH2 analogue obtained by hydroperoxidation at the C4alpha-position; major species at pH 7.3.


Major microspecies at pH 7.3.


Major species at pH 7.3


Major species at pH 7.3. See https://pdb101.rcsb.org/learn/structural-biology-highlights/anthrax-stealth-siderophores for structure


cyclopyrimorate

A member of the class of pyridazine that is 3-chloropyridazine which has been substituted at positions 5 and 6 by (morpholin-4-ylcarbonyl)oxy and 2-cyclopropyl-6-methylphenoxy groups, respectively. A selective herbicide used to control broad-leaved and grassy weeds in cereals and rice.


pyrifluquinazon

A member of the class of quinazolines that is 3,4-dihydroquinazolin-2-one which is substituted at positions 1, 4, and 6 by acetyl, pyridin-3-ylmethyl, and perfluoroisopropyl groups, respectively. An insecticide used to control sucking and chewing pests by disturbing their coordination and ability to feed.


glycerophosphodimethylpropanethiol

The glycerol phosphate ester of a phosphodimethylpropanethiol.


A phenylurea that is urea substituted by 4-chloro-2-hydroxyphenyl and 3,4-dichlorophenyl groups at positions 1 and 3 respectively. A metabolite of triclocarban.


A phenylurea that is urea substituted by 4-chloro-2-sulfooxyphenyl and 3,4-dichlorophenyl groups at positions 1 and 3 respectively. A metabolite of triclocarban.


An organic anion resulting from the deprotonation of the 3-hydroxy group of 2,3,4,7,9-pentahydroxy-6-methyl-1H-phenalen-1-one; major microspecies at pH 7.3.


A phenylurea that is urea substituted by 1-acetylpiperidin-4-yl and 4-(trifluoromethoxy)phenyl groups at positions 1 and 3 respectively.


A phenylurea that is urea substituted by 1-(methylsulfonyl)piperidin-4-yl and 4-(trifluoromethoxy)phenyl groups at positions 1 and 3 respectively.


A phenylurea that is urea in which one of the hydrogens of each amino group is replaced by a 4-chlorophenyl group.


The ribonucleoside triphosphate oxoanion that is 5-methyl-CTP protonated to pH 7.3.


The ribonucleoside monophosphate oxoanion that is 5-methyl-CMP protonated to pH 7.3.


A pyrimidine ribonucleoside 5'-monophosphate in which the pyrimidine element is 5-methyluracil; major species at pH 7.3.


Major species at pH 7.3.


nectriapyrone  D

A member of the class of nectriapyrones that is nectriapyrone that carries a hydroxy group at position 4. It is a fungal metabolite isolated from Diaporthe gulyae.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group resulting from the deprotonation of the phosphate group of O-[S-(3,5,7,9,11,13-hexaoxotetradecanoyl)pantetheine-4'-phosphoryl]serine residue; major species at pH 7.3.


A naphtho-gamma-pyrone that is 3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran-1-one substituted by hydroxy groups at positions 3,6,7 and 9.


An organic anion that is the conjugate base of 3,6,7,9-tetrahydroxy-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran-1-one, arising from the deprotonation of the hydroxy group at position 6; major species at pH 7.3.


2,3-cis-enoyl CoA(4-)

An acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of any 2,3-cis-enoyl CoA; major species at pH 7.3.


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


Any glycosyloxyflavone that consists of a flavonol attached to a beta-D-glucosyl residue at position 7 via a glycosidic linkage.


tyramine phosphate

An aryl phosphate that is tyramine in which the phenolic hydrogen at position 4 has been replaced by a phospho group.


name: 3-farnesyl-2,3,5-trimethyl-6-oxido-4-oxocyclohexa-1,5-diene-1-carboxylic acid methyl ester

description: Major species at pH 7.3. Published in  http://dx.doi.org/10.1016/j.tet.2013.07.029


name: 3-[(10R)-10,11-epoxy]farnesyl-2,3,5-trimethyl-6-oxido-4-oxocyclohexa-1,5-diene-1-carboxylic acid methyl ester

description: Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029


Diacyl PDPT

A class of glycerophospholipids in which a phosphatidyl group is esterified to the hydroxy group of dimethylpropanethiol.


andrastin E(1-)

An enolate anion resulting from the deprotonation of the enol group of andrastin E. Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029


PDPT 28:0

A 1,2-diacyl-phosphatidyldimethylpropanethiol in which the two acyl groups contain a total of 28 carbons and no double bonds.


PDPT 14:0/14:0

A 1,2-diacyl-phosphatidyldimethylpropanethiol in which the two acyl groups both contain 14 carbons and no double bonds (tetradecanoyl).


PDPT 32:1

A 1,2-diacyl-phosphatidyldimethylpropanethiol in which the two acyl groups contain a total of 32 carbons and 1 double bond.


PDPT 14:0_18:1

A 1,2-diacyl-phosphatidyldimethylpropanethiol in which one of the acyl groups contains 14 carbons and no double bonds (tetradecanoyl) and the other contains 18 carbons and 1 double bond (octadecenoyl).


PDPT 14:0/18:1

A 1,2-diacyl-phosphatidyldimethylpropanethiol in which the two acyl substituents at positions 1 and 2 contain 14 carbons and no double bonds (tetradecanoyl) and 18 carbons and 1 double bond (octadecenoyl) respectively.


andrastin D(1-)

An enolate anion resulting from the deprotonation of the enol of andrastin D.Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029


andrastin F(1-)

An enolate anion resulting from the deprotonation of the enol group of andrastin F. Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029


andrastin C(1-)

An enolate anion resulting from the deprotonation of the enol group of andrastin C. Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029


andrastin B(1-)

An enolate anion resulting from the deprotonation of the enol group of andrastin B. Major species at pH 7.3. Published in Tetrahedron, 2013, 69(38), 8199-8204. http://dx.doi.org/10.1016/j.tet.2013.07.029


andrastin A(1-)

An enolate anion resulting from the deprotonation of the enol group of andrastin A. Major species at pH 7.3. Published in Tetrahedron, 2013, 69(38), 8199-8204. http://dx.doi.org/10.1016/j.tet.2013.07.029


SAFLUFENACIL

A member of the class of sulfamides that is sulfamide in which one of the amino groups has been substituted by a methyl group an an isopropyl group, while the other has been substituted by a 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]benzoyl group. An important BASF herbicide, not registered in Europe but sold in USA, Canada and several other countries to control weeds in a wide range of food crops. Often mixed with other products such as glyphosate.


methfuroxam

A secondary carboxamide resulting from the formal condensation of the carboxylic acid group of 2,4,5-trimethyl-3-furoic acid with the amino group of aniline. An obsolete fungicide formerly used to control Basidiomycetes pathogens on cereal crops.


A member of the class of pyrimidines that is pyrimidine which is substituted at positions 2, 4, and 6 by 2,4-dichloroanilino, trifluoromethyl, and {2-[(1E)-1,3-dimethoxy-3-oxoprop-1-en-2-yl]benzyl}oxy groups, respectively. An acaricide used for the control of mites on citrus and cotton crops.


GM1-GM1 dimer

A ganglioside derivative derived from two GM1 skeletons linked through their amino nitrogen atoms by an adipoyl (hexanedioyl) group.


GD1a-GD1a dimer

A ganglioside derivative derived from two GD1a skeletons linked through their amino nitrogen atoms by an adipoyl (hexanedioyl) group.


GM1-GD1a hybrid ganglioside dimer

A ganglioside derivative derived from a GM1 skeleton linked to a GD1a skeleton through their respective amino nitrogen atoms by an adipoyl (hexanedioyl) group.


An ammonium ion resulting from the protonation of the tertiary amino group of (+)-vincadifformine. The major species at pH 7.3.


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


(+)-vincadifformine

An aspidosperma alkaloid that is the methyl ester of 2,3-didehydroaspidospermidine-3-carboxylic acid.


An acetate ester resulting from the formal condensation of the hydroxy group of 15alpha-stemmadenine with the carboxy group of acetic acid.


A 9,10-dihydroxystearate in which the chiral carbon atoms at positions 9 and 10 have the R-configuration


A member of the class of 2,6-diaminopurines that is 2,6-diamiopurine which is substituted by an isopropyl group at position 9 and in which the amino groups at positions 2 and 6 are substituted by a 1-hydroxybutan-2-yl and 3-(pyridin-2-yl)phenyl groups, respectively (the R enantiomer). A cyclin dependent kinase inhibitor, widely used as its hydrochloride hydrate.


enolate

An organic anion arising from deprotonation of the hydroxy group of an enol.


deoxyaureothin

A 4-pyranone that is 2-methoxy-3,5-dimethyl-4H-pyran-4-one which is substituted at position 6 by a 2,4-dimethyl-1-(p-nitrophenyl)hexa-1,3-dien-6-yl group (the E,E isomer).


SPECTINABILIN

A polyketide that is deoxyspectinabilin in which the tetramethyldeca-tetraen-1-yl chain attached to the 4-pyranone moiety has undergone oxidation at position 1 and at the methyl group at position 3 to afford the corresponding tetrahydrofuranyl moiety. Produced by Streptomyces spectabilis, it exhibits antiviral and antimalarial activity.


andrastin A

A 19-oxo steroid that is that is andrastin B in which the hydroxy group at position 19 has been oxidised to give the corresponding aldehyde. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses.


deoxyspectinabilin

A member of the class of 4-pyranones that is 2-methoxy-3,5-dimethylpyran-4-one which is substituted at position 6 by a [(3E,5E,7E,9E)-3,5,7,9-tetramethyl-10-(4-nitrophenyl)deca-3,5,7,9-tetraen-1-yl] group. The immediate precursor of the Streptomyces spectabilis metabolite spectinabilin.


A pentacyclic triterpenod that is 9beta,19-cyclolanost-24-ene which is substituted by hydroxy groups at the 3beta and 28 positions.


A 3beta-hydroxy-4alpha-formyl-4beta-methylsteroid that is 9beta-9,19-cyclolanost-24-ene-3beta,28-diol in which the hydroxy group at position 28 has been oxidised to the corresponding aldehyde.


A steroid acid anion resulting from the deprotonation of the carboxy group of 3beta-hydroxy-9beta-9,19-cyclolanost-24-en-28-oic acid. The major species at pH 7.3.


triflusulfuron

An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens has been replaced by a (2-carboxy-6-methylphenyl)sulfonyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl group. An acetolactate synthase inhibitor, it is used (generally as the corresponding methyl ester proherbicide) to control annual and perennial broad-leaved weeds in sugar beet and other crops.


A 3beta-sterol that is 24-methylidenelophenol in which the methyl group at position 4 has been oxidised to the corresponding hydroxymethyl group.


A 3beta-sterol that is 5alpha-ergosta-7,24(28)-diene which is substituted at the  3beta and 4alpha positions by hydroxy and formyl groups, respectively.


A steroid acid anion resulting from the deprotonation of the carboxy group of 3beta-hydroxy-5alpha-ergosta-7,24(28)-diene-4alpha-carboxylic acid. The major species at pH 7.3.


GLUFOSINATE

A non-proteinogenic alpha-amino acid that is 2-aminobutanoic acid which is substituted at position 4 by a hydroxy(methyl)phosphoryl group.


PHOSPHINOTHRICIN

A 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid that has S configuration at position 2. A glutamine synthetase inhibitor, it is used (generally as the corresponding ammonium or sodium salts, known as glufosinate-P-ammonium and glufosinate-P-sodium, respectively) as a herbicide to control annual weeds and grasses.


A 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid that has R configuration at position 2. The enantiomer of glufosinate-P.


(2R)-glufosinate zwitterion

An amino acid zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of (2R)-glufosinate.


Major species at pH 7.3


glufosinate-P zwitterion

An amino acid zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of glufosinate-P.


(2R)-glufosinate zwitterion(1-)

An organic anion resulting from the deprotonation of the phosphinic acid group of (2R)-glufosinate zwitterion.


glufosinate-P zwitterion(1-)

An organic anion resulting from the deprotonation of the phosphinic acid group of (2R)-glufosinate-P zwitterion.


A member of the class of menaquinones that is menaquinone-9 in which the double bond that is second nearest to the naphthoquinone moiety has been dihydrogenated and one of the terminal methyl hydrogens has been replaced by a sulf group.


andrastin B

A 17-oxo steroid that is andrastin C in which a hydrogen of the methyl group at position 19 has been replaced by a hydroxy group. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses.


A member of the class of benzoates resulting from the deprotonation of the carboxy group of 4-nitrobenzoic acid.


An organic anion resulting from the deprotonation of the carbamic acid group of 1-carboxybiuret.


An organic anion resulting from the deprotonation of both of the carboxy groups of 1,3-dicarboxyurea. The major species at pH 7.3.


A 7,2'-dihydroxy-4'-methoxyisoflavanol that has 3S,4R configuration.


andrastin C

A 17-oxosteroid that is 17-oxo-5beta,9beta,10alpha,13alpha-androsta-11,15-dieneandroxta-11,15-diene which is substituted by an acetoxy group at the 3beta position, methyl groups at the 4, 4, 8, 12, and 16 positions, a methoxycarbonyl group at position 14, and a hydroxy group at position 15. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses.


A member of the class of hydroxyisoflavans that is isoflavan-4,7-diol which is substituted by a hydroxy group at the 2' position and by a methylenedioxy group at the 4'-5' positions (the R,R stereoisomer).


A member of the class of hydroxyisoflavans that is isoflavan-4-ol which is substituted at positions 7, 2' and 4' by hydroxy groups (the 3R,4R stereoisomer).


An enolate anion resulting from the deprotonation of the enol moiety of demethyldeoxyspectinabilin. The major species at pH 7.3.


S-acetyl-L-cysteine residue

An L-alpha-amino acid residue obtained from the formal condensation of the thiol group of L-cysteine residue with acetic acid.


andrastin D

A 3-oxo steroid that is andrastin C in which the acetoxy group at the 3beta position has undergone formal oxidative cleavage to afford the corresponding 3-oxo derivative. A farnesyltransferase inhibitor produced by Penicillium roqueforti, a filamentous fungus involved in the ripening of several kinds of blue cheeses.


andrastin E

A 17-oxo steroid that is andrastin D in which the keto group at position 3 has undergone formal reduction to give the corresponding 3alpha-hydroxy compound.


Major species at pH 7.3.


andrastin F

A 17-oxo steroid that is andrastin D in which the keto group at position 3 has undergone formal reduction to give the corresponding 3beta-hydroxy compound.


A member of the class of condensed ureas that is urea in which each of the amino groups has had one of the attached hydrogens replace by  a carboxy group.


A member of the class of isoflavans that is isoflavan-4-ol substituted at positions 7 and 2' by hydroxy groups and at position 4' by a methoxy group.


A secondary carboxamide resulting from the formal condensation of a molecule of dihydrocaffeic acid with each of the primary amino groups of spermidine. Found in potato tubers.


A polyanionic polymer obtained by deprotonation of the phosphate and diphosphate groups of 4-O-({poly[3-N-acetyl-beta-D-glucosaminyl-1-D-ribitylphosphonato]}-di{[2R]-1-glycerylphosphonato})-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl ditrans,octacis-undecaprenyl diphosphate; major species at pH 7.3.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-(4-hydroxy-3-methoxyphenyl)-3-oxopropanoic acid (vanilloylacetic acid). It is a potential intermediate in vanillate synthesis.


vanilloyl-CoA

A member of the class of benzoyl-CoAs having 4-hydroxy-3-methoxybenzoyl (also known as vanilloyl) as the aroyl group. A potential intermediate of vanillate biosynthesis.


poly(glycyl-L-arginine)

A polypeptide composed of dipeptide Gly-Arg units joined via peptide linkages.


A C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively.


vanilloylacetic acid

A 3-oxo monocarboxylic acid that is dihydroferulic acid in which the benzylic methylene group has been oxidised to give the corresponding ketone.


CYCLOEUCALENONE

A pentacyclic triterpenoid that is 4alpha,14-dimethyl-9beta,19-cyclo-5alpha-ergost-24(28)-ene which is substituted by an oxo group at position 3. It has been isolated from several plant species including Quercus variabilis, Ammocharis coranica, Solanum cernuum and Tinospora crispa.


Major species at pH 7.3


A 3beta-hydroxy-4alpha-formyl-4beta-methylsteroid that is 24-methylenecycloartanol in which the alpha-methyl substituent at position 4 has been substituted by a hydroxy group.


A 3beta-hydroxy-4alpha-formyl-4beta-methylsteroid that is 24-methylene-9beta-9,19-cyclolanostane-3beta,28-diol in which the hydroxy group at position 28 has been oxidised to give the corresponding aldehyde.


A hydroxy monounsaturated fatty acid anion arising from the deprotonation of the carboxy group of (2E)-4-hydroxynon-2-enoic acid.


A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.


A 3beta-sterol that is 5alpha-stigmasta-7,24(28)-dien-3beta-ol which is substituted at the 4alpha position by a hydroxymethyl group and in which the 24(28) double bond has Z configuration.


A 3beta-sterol that is (24Z)-stigmasta-7,24(28)-diene which is substituted at the  3beta and 4alpha positions by hydroxy and formyl groups, respectively.


Major species at pH 7.3.


demethyldeoxyspectinabilin

A polyketide that is deoxyspectinabilin in which the methoxy group at position 2 of the pyranone moiety has been replaced by a hydroxy group.


gentamycin 2''-phosphate

A glycoside phosphate that is 2-deoxystreptamine which is substituted at position 3S by a glycoside 2alpha phosphate and at position 5R by a glycoside group.


Fully deprotonated form of 5-diphospho-1D-myo-inositol 1,3,4,6-tetrakisphosphate; major species at pH 7.3


dihexadecanoylglycerol

A diglyceride that is glycerol in which any two of the hydroxy groups have undergone formal esterification by condensation with hexadecanoic (palmitic) acid. Formula C35H68O5. For the structure shown, either R1 = H and R2 = hexadecanoyl or R1 = hexadecanoyl and R2 = H.


An organic heterotetracyclic compound that is 1,4,5,6,7,8-hexahydro-2H-3,6-ethanoazonino[5,4-b]indole in which position 5 is substituted by an ethylidene group and position 7R is substituted by a methoxycarbonyl group.


An organic heterotetracyclic compound that is 1,4,5,6,7,8-hexahydro-2H-3,6-ethanoazonino[5,4-b]indole in which position 5 is substituted by an ethylidene group and position 7S is substituted by a methoxycarbonyl group.


fluindapyr

A racemate comprising equimolar amounts of (R)- and (S)-fluindapyr. A succinate dehydrogenase inhibitor co-developed by Isagro and FMC as an fungicide for use in agriculture.