A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups and protonation of the amino group of any UDP-3-O-[(3R)-hydroxyacyl]-alpha-D-glucosamine. Major microspecies at pH 7.3.


Thr-Ser-His

A tripeptide composed of L-threonine, L-serine and L-histidine residues joined in sequence.


An icosanoid that is (6E,8Z,11Z,13E)-icosatetraenoic acid substituted at positions 5 and 15 by oxo and hydroxy groups respectively.


ciliobrevin D

A member of the class of quinazolines that functions as a ATPase motor cytoplasmic dynein inhibitor.


A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups of any UDP-2-N,3-O-bis[(3R)-3-hydroxyacyl]-alpha-D-glucosamine. Major miscrospecies at pH 7.3


An icosanoid that is (6E,8Z,10E,14Z)-icosatetraenoic acid substituted at positions 5 and 12 by oxo and hydroxy groups respectively.


An octadecanoid that is (6E,8Z)-octadecadienoic acid carrying an additional oxo substituent at position 5.


A cholanic acid anion that is the conjugate base of 7,12-dioxolithocholic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A steroid glucosiduronic acid obtained by formal condensation of the carboxy group of chenodeoxycholic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


cholic acid 24-O-(beta-D-glucuronide)

A steroid glucosiduronic acid obtained by formal condensation of the carboxy group of cholic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


A member of the class of aminopyrimidines that is 2,5,6-triaminopyrimidine carrying an additional hydroxy substituent at position 4.


A steroid glucosiduronic acid obtained by formal condensation of the carboxy group of deoxycholic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


A polyunsaturated fatty aldehyde that is octanal which has 3 double bonds at positions 2, 4 and 6. The configuration of the double bonds is unknown.


A steroid glucosiduronic acid obtained by formal condensation of the carboxy group of lithodeoxycholic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


phenoxy radical

An organic radical generated from phenol.


A steroid glucosiduronic acid obtained by formal condensation of the carboxy group of hyodeoxycholic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


A steroid glucosiduronic acid obtained by formal condensation of the carboxy group of hyocholic acid with the anomeric hydroxy group of beta-D-glucuronic acid.


A cholanic acid conjugate anion that is the conjugate base of 7-oxoglycolithocholic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A cholanic acid conjugate anion that is the conjugate base of 7-oxotaurodeoxycholic acid, obtained by deprotonation of the sulfonic acid group; major species at pH 7.3.


A steroid glucosiduronic acid that is hyodeoxycholic acid having a single beta-D-glucuronic acid residue attached at position 6.


A cholanic acid conjugate anion that is the conjugate base of 7-oxoglycodeoxycholic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


hyocholic acid 6-O-(beta-D-glucuronide)

A steroid glucosiduronic acid that is hyocholic acid having a single beta-D-glucuronic acid residue attached at position 6.


ARACHIDONAMIDE

A primary fatty amide resulting from the formal condensation of the carboxy group of arachidonic acid with ammonia.


An alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group contains 36 carbons and 1 double bond.


A steroid glucosiduronic acid that is 2-hydroxy-17beta-estradiol having a single beta-D-glucuronic acid residue attached at position 3.


A steroid glucosiduronic acid that is 5alpha-dihydrotestosterone having a beta-D-glucuronosyl-(1->2)-glucuronic acid residue attached at position 17.


ursocholate

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


A cholanic acid anion that is the conjugate base of 3,7,12-trioxo-5beta-cholanic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


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


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


N-acetylarylamine

An acetamide where at at least one of the amide hydrogens is substituted by an aryl group. RNHAc where R is an aryl group.


Leu-Ser-Glu-Thr-Glu-Thr-Lys(Ac)-D-Leu

An eight-membered oligopeptide comprising L-leucine, L-serine, L-glutamic acid, L-threonine, L-glutamic acid, L-threonine, N(6)-acetyl-L-lysine and D-leucine residues coupled in sequence.


A steroid glucosiduronic acid that is 2-hydroxy-17beta-estradiol having a single beta-D-glucuronic acid residue attached at position 2.


A steroid glucosiduronic acid that is 4-hydroxy-17beta-estradiol having a single beta-D-glucuronic acid residue attached at position 3.


An eight-membered oligopeptide comprising L-leucine, L-serine, L-glutamic acid, L-threonine, O-sulfo-L-tyrosine, L-threonine, L-lysine and D-leucine residues coupled in sequence.


Leu-Ser-Glu-Thr-Tyr-Thr-Lys-D-Leu

An eight-membered oligopeptide comprising L-leucine, L-serine, L-glutamic acid, L-threonine, L-tyrosine, L-threonine, L-lysine and D-leucine residues coupled in sequence.


A steroid glucosiduronic acid that is 4-hydroxy-17beta-estradiol having a single beta-D-glucuronic acid residue attached at position 4.


Leu-Ser-Glu-Thr-Glu-Thr-Leu

A seven-membered oligopeptide comprising L-leucine, L-serine, L-glutamic acid, L-threonine, L-glutamic acid, L-threonine and L-leucine residues coupled in sequence.


Ttds-Leu-Ser-Glu-Thr-Glu-Thr-D-Leu

A seven-membered oligopeptide comprising L-leucine, L-serine, L-glutamic acid, L-threonine, L-glutamic acid, L-threonine and D-leucine residues coupled in sequence, modified by insertion at the N-terminal position of the flexible and hydrophilic PEG chain 1,13-diamino-4,7,10-trioxatrideacne succinamic acid linker (Ttds).


N-hydroxyarylamine

Any hydroxylamine where the nitrogen is attached directly to an aryl group.


cyclo(Leu-Ser-Glu-Thr-Thr-D-Leu)

A six-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine,L-alpha-glutamic acid, L-threonine, L-threonine, D-leucine


A steroid glucosiduronic acid that is lithocholic acid having a single beta-D-glucuronic acid residue attached at position 3.


An eight-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine, L-alpha-glutamic acid, L-threonine, L-alpha-glutamic acid, L-threonine, N(6)-acetyl-L-lysine, D-leucine.


5'-end ribonucleotide(1-) residue

An organic anionic group obtained by deprotonation of one of the phosphate OH groups of any 5'-end ribonucleotide residue.


A steroid glucosiduronic acid that is 2-hydroxyestrone having a single beta-D-glucuronic acid residue attached at position 3.


An eight-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine, L-alpha-glutamic acid, L-threonine, L-alpha-glutamic acid, L-threonine, L-lysine, D-leucine.


cyclo(Leu-Ser-Glu-Thr-Lys-Thr-D-Leu)

A seven-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine, L-alpha-glutamic acid, L-threonine, L-lysine, L-threonine, D-leucine.


A CDP-D-glucose(2-) having alpha-configuration at the anomeric centre. Major microspecies at pH 7.3.


An eight-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine, L-alpha-glutamic acid, L-threonine, O-sulfo-L-tyrosine, L-threonine, L-lysine, D-leucine.


An eight-membered homodetic cyclic peptide comprising the sequence L-leucine, L-serine, L-alpha-glutamic acid, L-threonine, L-tyrosine, L-threonine, L-lysine, D-leucine.


A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups of TDP-alpha-D-glucose. Major microspecies at pH 7.3.


5-dehydro-L-gluconic acid

A ketogluconic acid that is L-gluconic acid in which the hydroxy group at position 2 has been oxidised to the corresponding ketone.


N(4)-methyl-dCMP(1-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group of an N(4)-methyl-dCMP residue; major species at pH 7.3.


polyprenal

Any enal having a polyprenyl chain.


S-polyprenyl-L-cysteine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of S-polyprenyl-L-cysteine; major species at pH 7.3.


QUIZALOFOP ETHYL ESTER

An ethyl ester resulting from the formal condensation of the carboxy group of 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid with ethanol.


QUIZALOFOP-P-ETHYL

An ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate that has R configuration. A proherbicide for quizalofop-P, it is used to control annual and perennial grass weeds in a variety of crops, including potatoes, sugar beet, peanuts, cotton and flax.


(S)-quizalofop-ethyl

An ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate that has S configuration.


Any glycoside derived from beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosamine


A carbohydrate acid derivative anion obtained by deprotonation of the carboxy groups of any alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-[alpha-N-acetylneuraminosyl-(2->6)]-N-acetyl-beta-D-galactosaminide; major species ar pH 7.3.


tetrahydrofurfuryl alcohol

A primary alcohol that is methanol in which one of the hydrogens of the methyl group has been replaced by a tetrahydrofuran-2-yl group.


N-carbamoyl-L-methionine

An N-carbamoyl-L-alpha-amino acid derived from L-methionine.


A thioglycoside in which 2,3,4,6-tetra-O-acetyl-1-thio-D-alpha-mannopyranose is glycosylated at sulfur with a cyanomethyl group.


thioglycoside

Any glycoside in which the hydroxy group at the anomeric centre of a sugar is replaced by a sulfide (-SR) group.


N-carbamoyl-D-methionine

An N-carbamoyl-D-alpha-amino acid derived from D-methionine.


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


An L-alpha-amino acid residue derived from O(3)-(beta-D-galactosyl-(1->3)-N-acetyl-alpha-D-galactosaminyl)-L-threonine.


A thioglycoside in which  2,3,5-tri-O-acetyl-alpha-D-arabinofuranosyl-(1->6)-2,3,4-tri-O-acetyl-alpha-D-thiomannopyranose is glycosylated at sulfur with a cyanomethyl group.


A UDP-amino sugar in which the amino sugar component can be any 2,3-diacyl-alpha-D-glucosamine.


A thioglycoside in which 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-1-thio-alpha-D-mannopyranose is glycosylated at sulfur with a cyanomethyl group.


N(6)-[(E)-but-2-enoyl]-L-lysine residue

An N(6)-acyl-L-lysine residue derived from N(6)-[(E)-but-2-enoyl]-L-lysine.


N(6)-butyryl-L-lysine residue

An N(6)-acyl-L-lysine residue derived from N(6)-butyryl-L-lysine.


A thioglycoside in which 1-thio-alpha-D-mannopyranose is glycosylated at sulfur with a 2-imino-2-methoxyethyl group.


A steroid glucosiduronic acid that is 2-hydroxyestrone having a single beta-D-glucuronic acid residue attached at position 2.


A thioglycoside in which alpha-D-arabinofuranosyl-(1->6)-1-thio-alpha-D-mannopyranose is glycosylated at sulfur with a 2-imino-2-methoxyethyl group.


A thioglycoside in which alpha-D-mannopyranosyl-(1->6)-1-thio-alpha-D-mannopyranose is glycosylated at sulfur with a 2-imino-2-methoxyethyl group.


S-polyprenyl-L-cysteine

An S-hydrocarbyl-L-cysteine in which the hydrocarbyl component can be any polyprenyl group.


A steroid glucosiduronic acid that is 4-hydroxyestrone having a single beta-D-glucuronic acid residue attached at position 3.


A steroid glucosiduronic acid that is 4-hydroxyestrone having a single beta-D-glucuronic acid residue attached at position 4.


An organyl group formed by loss of a proton from the terminal amino group of (alpha-D-mannopyranosylthio)ethanimidamide; has been used to investigate glycosylation of recombinant antigenic proteins from Mycobacterium tuberculosis.


An organyl group formed by loss of a proton from the terminal amino group of [(6-O-alpha-D-mannopyranosyl-alpha-D-mannopyranosyl)thio]ethanimidamide; has been used to investigate glycosylation of recombinant antigenic proteins from Mycobacterium tuberculosis.


An organyl group formed by loss of a proton from the terminal amino group of [(6-O-alpha-D-arabinofuranosyl-alpha-D-mannopyranosyl)thio]ethanimidamide; has been used to investigate glycosylation of recombinant antigenic proteins from Mycobacterium tuberculosis.


A steroid glucosiduronic acid that is 2-methoxyestrone having a beta-D-glucuronic acid residue attached at position 3.


A steroid glucosiduronic acid that is 4-methoxy-17beta-estradiol having a single beta-D-glucuronic acid residue attached at position 3.


N(6)-acyl-L-lysine residue

An L-alpha-amino acid residue derived from any N(6)-acyl-L-lysine.


An organic anionic group obtained by deprotonation of the phosphate and diphosphate OH groups of S-acetyl O-[2'-(5-phosphoribosyl)-3'-dephospho-CoA]-L-serine residue.


A chloroalkane that is propane in which a hydrogen from each of the terminal methyl groups has been replaced by a chlorine.


D-galactosylglycerol

Any galactosylglycerol resulting from the formal condensation of one of the hydroxy groups of glycerol with anomeric hydroxy group of D-galactose.


metalloid atom

An atom of an element that exhibits properties that are between those of metals and nonmetals, or that has a mixture of them. The term generally includes boron, silicon, germanium, arsenic, antimony, and tellurium, while carbon, aluminium, selenium, polonium, and astatine are less commonly included.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups as well as protonation of the endocyclic nitrogen at position 3 in the imidazole ring of 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


tertiary ammonium ion

An organic cation obtained by protonation of the amino group of any tertiary amino compound.


methylated tertiary amine

A quaternary ammonium ion obtained by methylation of any tertiary amine


methylated secondary ammonium ion

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


(beta-Asp-Arg)n zwitterion

A zwitterion derived from (beta-Asp-Arg)n. Major microspecies at pH 7.3.


19-hydroxyprostaglandin I2(1-)

A prostaglandin carboxylic acid anion that is the conjugate base of 19-hydroxyprostaglandin I2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


19-hydroxythromboxane A2(1-)

A thromboxane anion that is the conjugate base of 19-hydroxythromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


18-hydroxythromboxane A2(1-)

A thromboxane anion that is the conjugate base of 18-hydroxythromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A peptide anion that is the conjugate base of (beta-Asp-Arg)n-Asp; major species at pH 7.3.


beta-Asp-Arg zwitterion

A dipeptide zwitterion obtained by transfer of two protons from the carboxy to the amino and guanidino groups of beta-Asp-Arg; major species at pH 7.3.


A member of the class of furans that is (2E)-2-ethylidenefuran-3(2H)-one carrying additional hydroxy and methyl substituents at positions 4 and 5 respectively.


A member of the class of furans that is furan-3(2H)-one carrying additional ethyl, hydroxy and methyl substituents at positions 2, 4 and 5 respectively. A key aroma compound in soy sauce and fish sauce.


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


A zwitterionic group obtained by transfer of a proton from the phosphate to the amino group of O-[S-4-(aminobutanoyl)pantetheine-4'-phosphoryl]serine residue; major species at pH 7.3.


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


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 4-(gamma-L-glutamylamino)-(2S)-2-hydroxybutanoyl.


An N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2.


2-bromophenyl 2,4-dibromophenyl ether

A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 2', and 4 positions have been replaced by bromines.


A (5Z,11Z,14Z)-8,9-dihydroxyicosatrienoate obtained by deprotonation of the carboxy group of (5Z,8S,9S,11Z,14Z)-8,9-dihydroxyicosatrienoic acid; major species at pH 7.3.


A (5Z,8Z,11Z)-14,15-dihydroxyicosatrienoate obtained by deprotonation of the carboxy group of (5Z,8Z,11Z,14R,15R)-14,15-dihydroxyicosatrienoic acid; major species at pH 7.3.


A (5Z,8Z,14Z)-11,12-dihydroxyicosatrienoate obtained by deprotonation of the carboxy group of (5Z,8Z,11R,12R,14Z)-11,12-dihydroxyicosatrienoic acid; major species at pH 7.3.


A (5Z,8Z,14Z)-11,12-dihydroxyicosatrienoate obtained by deprotonation of the carboxy group of (5Z,8Z,11S,12S,14Z)-11,12-dihydroxyicosatrienoic acid; major species at pH 7.3.


A (5Z,8Z,11Z)-14,15-dihydroxyicosatrienoate obtained by deprotonation of the carboxy group of (5Z,8Z,11Z,14S,15S)-14,15-dihydroxyicosatrienoic acid; major species at pH 7.3.


An N-acetyl-D-hexosamine 1-phosphate(2-) in which the anomeric centre has alpha-configuration.


A (5Z,11Z,14Z)-8,9-dihydroxyicosatrienoate obtained by deprotonation of the carboxy group of (5Z,8R,9R,11Z,14Z)-8,9-dihydroxyicosatrienoic acid; major species at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of any 6-(N-acetyl-alpha-D-glucosaminyl-1-phospho)-alpha-D-mannoside; major species at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of any 6-phospho-alpha-D-mannoside; major species at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of any 6-(alpha-D-glucose-1-phospho)-alpha-D-mannoside; major species at pH 7.3.


Z-DEVD-FMK

A tetrapeptide consisting of Fmoc-L-aspartic acid 4-methyl ester, methyl L-alpha-glutamic acid 5-methyl ester, L-valine and the fluoromethyl ketone derived from the 1-carboxy group of L-aspartic acid 4-methyl ester coupled in sequence. It is a specific, irreversible caspase-3 inhibitor that also shows potent inhibition of caspase-6, caspase-7, caspase-8, and caspase-10.


MPA

A member of the class of pyrazines that is amiloride in which the primary amino group adjacent to the chloro substiuent has been substituted by a methyl group and a propyl group.


A member of the class of indoles that is 1H-indole which is substituted at position 1 by a 5-fluoropentyl group and a position 3 by an o-fluorobenzoyl group. It is a selective agonist for the CB1 cannabinoid receptor; Ki values for the CB1 and CB2 receptors are 0.08 and 1.44 nM, respectively.


lactogangliotetraosylceramide

A glycotetraosylceramide Having N-acetyl-beta-D-galactosaminyl-(1->3)-[N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)]-beta-D-glucosyl as the glycotetraosyl component and which is acylated on the amino group by a tetracosanoyl group. A leukaemia-associated antigen with an unusual branching structure.


N(6)-propanoyl-L-lysine residue

An N(6)-acyl-L-lysine residue derived from N(6)-propanoyl-L-lysine.


A polyprenyl phospho oligosaccharide that consists of a alpha-D-mannosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl moiety linked via a diphospho group to ditrans,octacis-undecaprenol.


(3S)-3-hydroxy-L-histidine residue

An L-alpha-amino acid residue derived from (3S)-3-hydroxy-L-histidine.


A steroid glucosiduronic acid that is 5alpha-androstane-3beta,17beta-diol having a single beta-D-glucuronic acid residue attached at position 17.


Any glycoside derived from alpha-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine


Any glycoside derived from N-acetyl-beta-D-glucosaminyl-(1->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine.


5alpha-dihydrotestosterone sulfate

A 3-oxo-5alpha-steroid that is 5alpha-dihydrotestosterone in which the hydroxy hydrogen at position 17 has been replaced by a sulfo group.


Any glycoside derived from N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-beta-D-glucosamine.


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


14alpha-methyl steroid

Any steroid carrying a 14alpha-methyl substituent.


Delta(14) steroid

Any steroid that contains a double bond between positions 14 and 15.


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


DOTARIZINE

An N-alkylpiperazine in which the two amino hydrogens of piperazine have been replaced by diphenylmethyl and 3-(2-phenyl-1,3-dioxolan-2-yl)propyl groups. A calcium channel blocker and serotonin (5-HT2) receptor antagonist used in the treatment of migraine.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of dTDP-4-formamido-4,6-dideoxy-alpha-D-glucose. Major microspecies at pH 7.3.


S-mycothiol-L-cysteine residue

A L-alpha-amino acid residue derived from S-mycothiol-L-cysteine.


4-bromophenyl 2,4-dibromophenyl ether

A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 4, and 4' positions have been replaced by bromines.


A eudesmane sesquiterpenoid that is 4a-methyl-8-methylidene-decahydronaphthalene carrying additional hydroxy and isopropyl substituents at positions 1 and 2 respectively (the 1S,2S,4aS,8aS-diastereomer).


A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 4, 3', and 4' positions have been replaced by bromines.


A bicyclic diterpene consisting of 2,3,5,6,9,10,13,13a-octahydro-1H-benzo[11]annulene carrying five methyl substituents at positions 3, 3, 7, 11 and 13a.


A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-3 and C-4.


A sesquiterpenoid consisting of octahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzen-3-ol carrying two additional methyl substituents at positions 3 and 7 as well as an isopropyl substituent at position 4 (the 3S,3aS,3bS,4R,7S,7aS diastereomer).


T-CADINOL

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


A germacrane sesquiterpenoid that is germacra-1(10),4-diene carrying an additional hydroxy substituent at position 11.


A sesquiterpenoid consisting of octahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzen-3-ol carrying two additional methyl substituents at positions 3 and 7 as well as an isopropyl substituent at position 4 (the 3S,3aR,3bR,4S,7S,7aR diastereomer).


sesterfisherol

A tetracyclic sesterterpenoid obtained by by expressing a small gene cluster consisting of a terpene synthase (Nf SS) and a cytochrome P450 monooxygenase (Nf P450).


beta-thujene

A thujene that has a bicyclo[3.1.0]hex-2-ene skeleton which is substituted at positions 1 and 4 by isopropyl and methyl groups, respectively.


A tricyclic sesterterpene with formula C25H40 that is obtained from Aspergillus stellatus.


A bicyclic sesquiterpene that is 1,2,6,7,8,8a-hexahydroazulene carrying an isopropyl substituent at position 5 as well as two methyl substituents at positions 5 and 8.


pseudolaratriene

A bicyclic diterpene that is 1,2,3,3a,4,5,8,8a-octahydroazulene carrying two methyl substituents at positions 6 and 8a as well as a 6-methylhepta-2,5-dien-2-yl at position 3. The relative stereochemistry has been assigned tentatively.


A bicyclic sesquiterpene that is 1-methylidenedecahydronaphthalene carrying additional methyl and isopropylidene substituents at positions 4a and 7 respectively.


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

An alpha-amino-acid residue derived from (3S)-3,4-dihydroxy-L-proline.


A ribonucleotide residue(1-) obtained by deprotonation of the phosphate OH group of 5-(methoxycarbonylmethoxy)uridine 5'-phosphate residue. Major microspecies at pH 7.4.


2,4,5-trihydroxyphenylacetic acid

A benzenetriol that is phenylacetic acid carrying three hydroxy substituents at positions 2, 4 and 5.


A monocarboxylic acid anion that is the conjugate base of 2,4,5-trihydroxyphenylacetic acid, obtained by deprotonation of the carboxy group; major microspecies at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal L-alanyl-L-prolyl-L-lysinyl residue; major species at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal N-methyl-L-alanyl-L-prolyl-L-lysinyl residue; major species at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal L-prolyl-L-prolyl-L-lysinyl residue; major species at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal N-methyl-L-prolyl-L-prolyl-L-lysinyl residue; major species at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal L-seryl-L-prolyl-L-lysinyl residue; major species at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-methyl-L-seryl-L-prolyl-L-lysyl residue. Major microspecies at pH 7.3


coelenterazine h dioxetanone

A member of the class of oxidized luciferins that is obtained via formal oxidative cleavage of Renilla luciferin.


A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 3, 4, 2', and 4' positions have been replaced by bromines.


A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 4, 6, 2', and 4' positions have been replaced by bromines.


nocamycin I

An organic heterotricyclic compound and tetramic acid derivative originally isolated from an unidentified oligosporic actinomycete strain (no. E864-861) and found to be active against both Gram-positive and Gram-negative anaerobic bacteria as well as some aerobic bacteria such as Streptococci. The methyl ester of nocamycin E.


The L-alpha-amino acid residue formed from N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl-L-threonine


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of any ribonucleoside 5'-diphosphate-alpha-D-glucose. Major microspecies at pH 7.3


5-formyl CMP(1-) residue

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


A carotenol obtained by formal hydration across the two double bonds at positions 1 and 1' of neurosporene.


chloroxanthin

A carotenol obtained by formal hydration across the double bonds at position 1 of neurosporene.


name: 5'-(N(2),N(7)-dimethyl 5'-triphosphoguanosine)-(purine ribonucleotide)(2-) residue

description: A 2,7-dimethyl guanosine (m(2,7)G) linked via an inverted 5'-5' triphosphate bridge to an initiating purine ribonucleotide


name: 5'-(N(2),N(2),N(7)-trimethyl 5'-triphosphoguanosine)-(purine ribonucleotide)(2-) residue

description: A 2,2,7-trimethyl guanosine (m(2,2,7)G) linked via an inverted 5'-5' triphosphate bridge to an initiating purine ribonucleotide; major microspecies at pH 7.3.


A nucleotide-sugar oxoanion obtained by deprotonation of the phosphate OH groups of any O-acyl-ADP-D-ribose; major species at pH 7.3.


long chain primary alcohol

A primary alcohol with a chain length ranging from 13-22 carbons which is usually but not always a fatty alcohol.


perfluorooctanesulfonamide

A perfluorinated compound that is perfluorooctane in which one of the terminal fluorines has been replace by a sulfamoyl group.


Any glycerophospholipid consisting of any 1-O-[(Z)-alk-1-enyl]-sn-glycero-3-phosphoethanolamine in which one of the amino hydrogens has been replaced by an acyl group.


An N-acyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of any N-acyl-aromatic L-alpha-amino-acid; major species at pH 7.3.


A 1-[(Z)-alk-1-enyl]-sn-glycero-3-phospho-(N-acyl)ethanolamine in which the alk-1-enyl and N-acyl groups are specified as 1Z-octadecenyl and hexadecanoyl respectively.


A 1-[(Z)-alk-1-enyl]-sn-glycero-3-phospho-(N-acyl)ethanolamine in which the alk-1-enyl and N-acyl groups are specified as 1Z-octadecenyl and oleoyl respectively.


A 1-[(Z)-alk-1-enyl]-sn-glycero-3-phospho-(N-acyl)ethanolamine in which the alk-1-enyl and N-acyl groups are specified as 1Z-octadecenyl and arachidonoyl respectively.


A 1-(alk-1-enyl)-sn-glycero-3-phosphate in which the alkenyl group is specified as 1Z-octadecenyl.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(9S,11R)-epidioxy-15(S)-hydroperoxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(9S,11R)-epidioxy-(15S)-hydroxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as (9S,11R)-epidioxy-(15S)-hydroperoxy-(5Z,13E)-prostadienoyl.


A prostanoid-LPC that is the ammonium betaine of a 2-(prostaglandin H2)-sn-glycero-3-phosphocholine arising from deprotonation of the phosphate OH group; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the diphosphate OH groups of 4-(ADP-D-ribosyl)-L-aspartyl residue. Major microspecies at pH 7.3


The glucosyl group formed from the trisaccharide alpha-N-glycoloylneuraminyl-(2->6)-beta-D-galactosyl-(1->4)-D-glucose.


(S)-6-acetamido-3-aminohexanoic acid

A 6-acetamido-3-aminohexanoic acid in which the chiral centre at position 3 has S-configuration.


The glucosyl group formed from the trisaccharide alpha-N-glycoloylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucose.


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

An L-alpha-amino acid residue derived from (3S)-3-hydroxy-L-asparagine.


A 2-acyl-sn-glycero-3-phospho-D-myo-inositol that has palmitoleoyl as the acyl group.


A polyprenyl phospho oligosaccharide consisting of the tetrasaccharide alpha-D-mannosyl-(1->3)-alpha-D-mannosyl-(1->3)-alpha-D-mannosyl-(1->3)-N-acetyl-alpha-D-glucosamin linked via a diphospho group to ditrans,polycis-undecaprenol.


A 16-HETE in which the chiral centre at position 16 has S-configuration.


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

A 3-hydroxy-L-aspartate residue in which the carbon bearing the alcoholic hydroxy group (position 3) has S-configuration.


chondroitin 4',6'-disulfate anion

A polysaccharide acid oxoanion arising from global deprotonation of the carboxylic and sulfonic acid groups of the repeating units in chondroitin 4',6'-disulfate; major species at pH 7.3.


O-adenyl-L-threonine(1-) residue

An anionic amino-acid residue obtained by removal of a proton form the phosphate group of O-adenyl-L-threonine residue; major species at pH 7.3.


O-guanylyl-L-tyrosine(1-) residue

An anionic amino-acid residue  obtained by removal of a proton form the phosphate group of O-guanylyl-L-tyrosine residue; major species at pH 7.3.


leukotriene C4 methyl ester

The methyl ester of leukotriene C4, the esterified acid group being the one forming position 1 of the icosatetraenyl chain.  Leukotriene C4 methyl ester is a more lipid-soluble form of leukotriene C4.


imazamethabenz

A mixture of rac-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluic acid and rac-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluic acid in the ratio 3:2. The compounds are herbicidally-active metabolites of the proherbicide imazamethabenz-methyl (a mixture of the corresponding methyl esters), which is used to control grasses and other weeds in winter cereal crops.


An imidazolone that is 1,5-dihydro-4H-imidazol-4-one which is substituted at position 2 by a 2-carboxy-4-methylphenyl group, and at position 5 by methyl and isopropyl groups.


A 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoic acid in which the chiral centre has R configuration.


A 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoic acid in which the chiral centre has S configuration.


A racemate comprising equimolar amounts of the R- and S- enantiomers of 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluic acid. It is the major component of the herbicide imazamethabenz.


dermatan 4',6'-disulfate anion

A polysaccharide acid oxoanion arising from global deprotonation of the carboxylic and sulfonic acid groups of the repeating units in dermatan 4',6'-disulfate; major species at pH 7.3.


A methyl ester resulting from the formal condensation of the carboxy group of 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoic acid with methanol.


A methyl 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoate in which the chiral centre has R configuration.


A methyl 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoate in which the chiral centre has S configuration.


An imidazolone that is 1,5-dihydro-4H-imidazol-4-one which is substituted at position 2 by a 2-carboxy-5-methylphenyl group, and at position 5 by methyl and isopropyl groups.


leukotriene E4 methyl ester

The methyl ester of leukotriene E4, the esterified acid group being the one forming position 1 of the icosatetraenyl chain. Leukotriene E4 methyl ester is a more lipid-soluble form of leukotriene E4.


A racemate comprising equimolar amounts of the R- and S- enantiomers of 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluic acid. It is the minor component of the herbicide imazamethabenz.


Any sterol that contains a double bond between positions 7 and 8.


Any sterol containing two double bonds between positions 5-6 and 7-8.


A methyl ester resulting from the formal condensation of the carboxy group of 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methylbenzoic acid with methanol.


A 13-hydroxy-14,15-epoxy-(5Z,8Z,11Z)-icosatrienoic acid in which the three chiral centres at positions 13, 14 and 15 all have S-configuration.


A 13-hydroxy-14,15-epoxy-(5Z,8Z,11Z)-icosatrienoic acid in which the chiral centres at positions 14 and 15 have R- and S-configuration respectively while that at position 13 remains unspecified.


A trihydroxyicosatrienoic acid that is (5Z,8Z,11Z)-icosatrienoic acid in which the three hydroxy groups are located at positions 13, 14 and 15.


epoxy(hydroxy)icosatrienoic acid

A nonclassic icosanoid that consists of any icosatrienoic acid carrying epoxy and hydroxy substituents.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 2,3-bis-O-phytanyl-sn-glycerol 1-phospholipid; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any 2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phospholipid; major species at pH 7.3.


Any C21-steroid carrying a hydroxy substituent at the 17alpha-position. Note that individual examples may have ring substituents at other positions and/or contain double bonds, aromatic A-rings, expanded/contracted rings etc., so the formula and mass may vary from that given for the generic structure.


Any C21-steroid carrying a hydroxy substituent at position 21.


trihydroxyicosatrienoic acid

A nonclassic icosanoid that consists of any icosatrienoic acid carrying three hydroxy substituents.


A trihydroxyicosatrienoic acid that is (5Z,8Z,13E)-icosatrienoic acid in which the three hydroxy groups are located at positions 11, 12 and 15.


A phosphatidylethanolamine 32:2 obtained by transfer of a proton from the amino to the phosphate group of 1,2-[(9Z)-hexadecenoyl]-sn-glycero-3-phosphoethanolamine.


An epoxy(hydroxy)icosatrienoic acid that is (5Z,8Z,11Z)-icosatrienoic acid having the epoxide group across positions 14-15 and the hydroxy substituent located at position 13.


name: 3'-end deoxyribonucleotide 3'-phosphate(3-) residue

description: An organic anionic group obtained by deprotonation of the phosphate OH groups of any 3'-end deoxyribonucleotide 3'-phosphate residue.


3'-end deoxyribonucleotide(1-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group of any 3'-end deoxyribonucleotide residue.


An epoxy(hydroxy)icosatrienoic acid that is (5Z,8Z,12E)-icosatrienoic acid having the epoxide group across positions 14-15 and the hydroxy substituent located at position 11.


D-tagatopyranose 1-phosphate(2-)

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


An organic nitrogen anion resulting from the removal of a proton from the N-sulfonylcarboxamide moiety of fomesafen.


A bicyclic sesquiterpenoid that is 2,3,5,6,7,8,9,9a-octahydro-1H-cyclopenta[8]annulen-6-ol carrying four additional methyl substiuents at positions 1, 4, 8 and 8.


nezukol

An isopimarane diterpenoid that is isopimarane in which the ethyl subtituent at position 13 has undergone formal dehydrogenation to the corresponding vinyl group, and in which the hydrogen at position 8 has been replaced by a hydroxy group. It has been found in the leaves of several plants, including Cryptomeria japonica and Isodon rubescens.


A tricyclic sesquiterpenoid obtained by formal hydration across the endocyclic double bond of (-)-alpha-gurjunene


An eight-membered oligopeptide consisting of Asp, Tyr, Met, Gly, Trp, Met, As and Phe-NH2 residues joined in sequence.


sulfanegen

A member of the class of dithianes that is 1,4-dithiane-2,5-dicarboxylic acid in which the hydrogens at positions 2 and 5 have been replaced by hydroxy groups. Sulfanegen is a prodrug for 3-mercaptopyruvic acid and is an experimental antidote for cyanide poisoning.


An organophosphate oxoanion obtained by deprotonation of the phospohate OH groups of pApA. Major microspecies at pH 7.3.


A trisaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a beta-D-glucosyl-(1->3)-6-deoxy-alpha-L-talosyl disaccharide unit.


A trisaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a beta-D-glucosyl-(1->3)-2-O-acetyl-6-deoxy-alpha-L-talosyl disaccharide unit.


A trisaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a beta-D-glucosyl-(1->3)-6-deoxy-2-O-methyl-alpha-L-talosyl disaccharide unit.


A zwitterionic group obtained by transfer of a proton from the phosphate to the amino group of any O-[S-(L-alpha-aminoacyl)pantetheine-4'-phosphoryl]serine residue; major microspecies at pH 7.3.


Any leucoanthocyanidin that has 2R,3S,4S-configuration.


Any 3-hydroxyanthocyanidin betaine that lacks a substituent at position 4.


An organic anion obtained by deprotonation of the 3-hydroxy group of any (4S)-2,3-dehydroflavan-3,4-diol. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


aspirin-triggered resolvin D1

A member of the class of resolvins that consists of docosa-4Z,9E,11E,13Z,15E,19Z-hexaenoic acid carrying three hydroxy substituents at positions 7, 8, and 17 (the 7S,8R,17S-stereoisomer).


A trisaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a beta-D-glucosyl-(1->3)-4-O-acetyl-6-deoxy-2-O-methyl-alpha-L-talosyl disaccharide unit.


A trisaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a beta-D-glucosyl-(1->3)-2,4-di-O-acetyl-6-deoxy-alpha-L-talosyl disaccharide unit.


A disaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a 2-O-acetyl-6-deoxy-alpha-L-talosyl residue.


A thirteen-membered polypeptide consisting of p-Glu, Arg, Pro, Arg, Leu, Ser, His, Lys, Gly, Pro, Met, Pro and Phe residues joined in sequence.


A disaccharide derivative consisting of a beta-D-glucosyl residue glycosidically linked to a 5-aminopentyl group and which carries at O-3 a 2,4-di-O-acetyl-6-deoxy-alpha-L-talosyl residue.


Any dihydroflavonol that has 2R,3R-configuration.


(6E,8Z,11Z)-5-oxoicosatrienoic acid

A trienoic fatty acid that is (6E,8Z,11Z)-icosatrienoic acid carrying an additional oxo substituent at position 5.


An organic anionic group obtained by deprotonation of the phosphate OH group of any 3'-end 3'-(N-acyl-L-alpha-aminoacyl)adenylyl residue; major species at pH 7.3.


beflubutamid

A racemate comprising equimolar amounts of (R)- and (S)-beflubutamid. An inhibitor of carotenoid biosynthesis, it is used for the pre- and early post-emergence control of broad-leaved weeds in a variety of cereal crops. The (-)-enantiomer has at least 1000 times higher herbicidal activity than the (+)-enantiomer.


(2R,5S)-2,5-diaminohexanoic acid

A diamino acid that is hexanoic acid carrying two amino substituents at positions 2 and 5 (the 2R,5S-diastereomer).


A phosphatidylcholine 12:0 in which both acyl groups are specified as hexanoyl.


A phosphatidylcholine 14:0 in which both acyl groups are specified as heptanoyl.


19-hydroxyleukotriene B4

A leukotriene that is leukotriene B4 carrying an additional hydroxy substituent at position 19.


A 1-hexanoyl-2-acyl-sn-glycero-3-phosphocholine in which the acyl group at position 2 is specified as heptanoyl.


A phosphatidylcholine 13:0 in which the acyl groups at positions 1 and 2 are specified as heptanoyl and hexanoyl respectively.


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


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


18-hydroxyleukotriene B4

A leukotriene that is leukotriene B4 carrying an additional hydroxy substituent at position 18.


A docosanoid that is (14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid in which a glutathionyl group is attached at position 13R via a sulfide linkage.


A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 2-[4-fluoro-3-(trifluoromethyl)phenoxy]butyric acid with the amino group of benzylamine.


(R)-beflubutamid

An N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide that has R configuration.


(S)-beflubutamid

An N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide that has S configuration.


A docosanoid that is (14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid in which a cysteinylglycinyl group is attached at position 13R via a sulfide linkage.


A linear amino trisaccharide consisting of N-acetyl-beta-Dglucosamine, alpha-D-galactose and D-galactose residues joined in sequence by (1->4) and (1->3)linkages respectively.


A docosanoid that is (14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid in which a cysteinyl group is attached at position 13R via a sulfide linkage.


An amino disaccharide composed of N-acetyl-D-glucosamine and D-galactose residues in a beta(1->4) linkage.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and pentanoyl respectively.


A phosphatidylcholine 24:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and hexanoyl respectively.


A phosphatidylcholine 26:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and octanoyl respectively.


A phosphatidylcholine 27:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and nonanoyl respectively.


A phosphatidylcholine 30:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and dodecananoyl respectively.


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


1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at positions 1 and 2 are specified as heptanoyl and hexanoyl respectively.


A phosphatidylethanolamine 34:0 zwitterion in which the acyl groups at positions 1 and 2 are both specified as heptadecanoyl.


ent-atiserene

A diterpene that is the enantiomer of atisane which has undergone formal dehydrogenation to indroduce an exocyclic double bond at position 16.


An N-hexadecanoylphosphatidylethanolamine(1-) in which the acyl groups at positions 1 and 2 are both specified as heptadecanoyl.


CDP-D-ribulose

A CDP-sugar having D-ribulose as the sugar component with the CDP moiety attached at position 5.


An N-oleoylphosphatidylethanolamine(1-) in which the acyl groups at positions 1 and 2 are both specified as heptadecanoyl.


ent-copal-8-ol diphosphate(3-)

An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of ent-copal-8-ol diphosphate; major species at pH 7.3.


A tricyclic diterpenoid that is isolated from plants and fungi and exhibits anti-bacterial protperties.


CDP-D-ribose

A CDP-sugar having aldehydo-D-ribose as the sugar component with the CDP moiety attached at position 5.


beta-geranylfarnesene

A sesterterpene that is beta-farnesene in which one of the terminal methyl hydrogens has been replaced by a geranyl group.


beta-hexaprene

An acyclic triterpene that is 3-methylidenetetracosa-1,6,10,14,18,22-hexaene carrying five methyl substituents at positions 7, 11, 15, 19 and 23 (the all-E geoisomer).


beta-heptaprene

An acyclic sesquarterpene that is 3-methylideneoctacosa-1,6,10,14,18,22,26-heptaene carrying six methyl substituents at positions 7, 11, 15, 19, 23 and 27 (the all-E geoisomer).


A member of the class of muramic acids that is N-acetyl-alpha-D-muramic acid in which the anomeric hydroxy hydrogen has been replaced by a phospho group.


Burkholderia spp. O-polysaccharide

Any of the O-polysaccharides present as part of the lipopolysaccharides of Burkholderia species.


An O-polysaccharide consisting of repeating 1,3-linked 6-deoxy-alpha-L-talosyl-(1->3)-beta-D-glucosyl units; it forms the O-antigen repeat section of one of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


peregrinol diphosphate(3-)

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


A tricyclic diterpenoid that is an intermediate in the biosynthesis of marrubiin by the medicinal plant Marrubium vulgare.


(13R)-manoyl oxide

A tricyclic labdane diterpenoid that is an intermediate in the biosynthesis of forskolin by Coleus forskohlii.


oridonin

An organic heteropentacyclic compound and ent-kaurane diterpenoid with formula C20H28O6 isolated from the leaves of the medicinal herb Rabdosia rubescens.


2-hydroxy-7,8-dihydropteroic acid

A member of the class of pteroic acids that is 7,8-dihydropteroic acid carrying a phenolic hydroxy substituent at the position ortho to the carboxylic acid function.


A nucleoside 5'-monophosphate(2-) obtained by deprotonation of the phospohate OH groups of any pyrimidine ribonucleoside 5'-monophosphate; major species at pH 7.3.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as oleoyl; major species at pH 7.3.


A member of the class of triazoles that is 2,4-dihydro-3H-1,2,4-triazol-3-one which is substituted at positions 2, 4, and 5 by 5-(2-carboxy-2-chloroethyl)-4-chloro-2-fluorophenyl, difluoromethyl, and methyl groups, respectively.


(R)-carfentrazone

A 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid that has R configuration.


(S)-carfentrazone

A 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid that has S configuration.


rubesanolide D

An abietane diterpenoid found in the medicinal plant Isodon rubescens that is 7alpha,8beta-dihydroxyabiet-13-ene in which the 20-methyl group has undergone formal oxidation to the corresponding carboxy group and condensed with the 8-hydroxy group to give the corresponding gamma-lactone. It has shown inhibitory activity against biofilm formation of the dental bacterium Streptococcus mutans.


CARFENTRAZONE-ETHYL

An ethyl ester resulting from the formal condensation of the carboxy group of 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid with ethanol.


(R)-carfentrazone-ethyl

An ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoate that has R configuration.


(S)-carfentrazone-ethyl

An ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoate that has S configuration.


cycloaraneosene

A diterpene that has a dicyclopenta[a,d]cyclooctane skeleton containing a double bond at the 6a-7 position and which is substituted by methyl groups at positions 1 and 9a, a methylene group at position 4 and an isopropyl group at position 7 (the 1R,3aR,9aS,10aR  isomer). A precursor for sordaricin, the aglycone of sodarin found in Sordaria araneosa.


maresin 2

A dihydroxydocosahexaenoic acid that is (4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 13R- and 14S-positions.


A dihydroxydocosahexaenoic acid that is (4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 7R- and 14S-positions.


An O-polysaccharide consisting of repeating 1,3-linked 2-O-acetyl-6-deoxy-alpha-L-talosyl-(1->3)-beta-D-glucosyl units; it forms the O-antigen repeat section of one of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


A diketone that is hexane-2,5-dione in which a hydrogen at position 3 has been replaced by a hydroxy group.


An O-polysaccharide consisting of repeating 1,3-linked 6-deoxy-2-O-methyl-alpha-L-talosyl-(1->3)-beta-D-glucosyl units; it forms the O-antigen repeat section of one of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


An O-polysaccharide consisting of repeating 1,3-linked 4-O-acetyl-6-deoxy-2-O-methyl-alpha-L-talosyl-(1->3)-beta-D-glucosyl units; it forms the O-antigen repeat section of one of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


An O-polysaccharide consisting of repeating 1,3-linked 2,4-di-O-acetyl-6-deoxy-alpha-L-talosyl-(1->3)-beta-D-glucosyl units; it forms the O-antigen repeat section of one of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


A 9,10-epoxy-18-hydroxyoctadecanoic acid in which the chiral centres at positions 9 and 10 have S- and R-configuration respectively.


A peptide anion obtained by deprotonation of the carboxy groups of N-(4-oxoglutaryl)-L-cysteinylglycine; major species at pH 7.3.


A disaccharide glycosyl group consisting of a 2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-talosyl group linked 1->3 to a beta-D-glucosyl group; it forms the O-antigen terminal section of some of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


A 9,10-epoxy-18-hydroxyoctadecanoic acid in which the chiral centres at positions 9 and 10 have R- and S-configuration respectively.


A disaccharide glycosyl group consisting of a 2,3-di-O-acetyl-6-deoxy-3-O-methyl-alpha-L-talosyl group linked 1->3 to a beta-D-glucosyl group; it forms the O-antigen terminal section of some of the lipopolysaccharides of Burkholderia pseudomallei and/or Burkholderia mallei, the etiologic agents of melioidosis and glanders, respectively.


(9R,10S)-9,10-epoxyoctadecanoic acid

A 9,10-epoxyoctadecanoic acid in which the chiral centres at positions 9 and 10 have R- and S-configuration respectively.


very long-chain fatty acyl-CoA(4-)

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


(9S,10R)-epoxyoctadecanoic acid

A 9,10-epoxyoctadecanoic acid in which the chiral centres at positions 9 and 10 have S- and R-configuration respectively.


9,10-epoxy-17-hydroxyoctadecanoic acid

An epoxy fatty acid that is 9,10-epoxyoctadecanoic acid (9,10-epoxystearic acid) carrying an additional hydroxy substituent at position 17.


An octadecanoid that is 9,10-epoxy-(12Z)-octadecenoic acid carrying an additional hydroxy substituent at position 18.


A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as heptanoyl.


A lysophosphatidylethanolamine zwitterion with an hexanoyl fatty acyl chain located at either sn-1 or at sn-2 of the glycerol backbone.


D-xylulose 1,5-bisphosphate(4-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of D-xylulose 1,5-bisphosphate; major microspecies at pH 7.3.


An anionic phospholipid obtained by deprotonation of the free carboxy group of 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine; major species at pH 7.3.


An octadecanoid that is 12,13-epoxy-(9Z)-octadecenoic acid carrying an additional hydroxy substituent at position 18.


An epoxy(hydroxy)icosatrienoic acid that is (8Z,11Z,14Z)-icosatrienoic acid having the epoxide group across positions 5-6 and the hydroxy substituent located at position 20.


An epoxy(hydroxy)icosatrienoic acid that is (5Z,11Z,14Z)-icosatrienoic acid having the epoxide group across positions 8-9 and the hydroxy substituent located at position 20.


An epoxy(hydroxy)icosatrienoic acid that is (5Z,8Z,14Z)-icosatrienoic acid having the epoxide group across positions 11-12 and the hydroxy substituent located at position 20.


An epoxy(hydroxy)icosatrienoic acid that is (5Z,8Z,11Z)-icosatrienoic acid having the epoxide group across positions 14-15 and the hydroxy substituent located at position 20.


oxidized Renilla luciferin(1-)

An organic anion obtained by deprotonation of the amide group of oxidized Renilla luciferin. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


name: 5'-end purine ribonucleoside 5'-diphosphate(3-) residue

description: An organic anionic group obtained by deprotonation of the diphosphate OH groups of any 5'-end purine ribonucleoside 5'-diphosphate residue; major species at pH 7.3.


5'-end GTP-ribonucleotide(5-) residue

An organic anionic group obtained by deprotonation of the phosphate and triphosphate OH groups of any 5'-end GTP-ribonucleotide residue; major species at pH 7.3.


7-oxoresolvin D2

A member of the class of resolvins that is resolvin D2 in which the 7-hydroxy group has undergone formal oxidation to the corresponding ketone.


An organic anionic group obtained by deprotonation of the diphosphate OH groups of any adenosine-5'-diphospho 5'-end ribonucleotide residue; major species at pH 7.3.


16-oxoresolvin D2

A member of the class of resolvins that is resolvin D2 in which the 16-hydroxy group has undergone formal oxidation to the corresponding ketone.


5'-end ribonucleotide(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of any 5'-end ribonucleotide residue. Major microspecies at pH 7.3.


An oxo seco-steroid that is a meta-cleavage metabolite in the estrogen degradation pathway; an unstable precursor to pyridinestrone acid.


5'-end ribonucleoside residue

A nucleoside residue derived from any ribonucleoside having the linkage point at position 3'.


pyridinestrone-3-carboxylic acid

An aza-steroid that is 17-oxoestra-1,3,5(10)-triene-3-carboxylic acid in which the carbon at position 4 in the A-ring has been replaced by a nitrogen. An abiotic metabolite in the 4,5-seco pathway of aerobic estrogen degradation by the bacterium Sphingomonas sp. strain KC8.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal N,N-dimethyl-L-alanyl-L-prolyl-L-lysyl residue. Major microspecies at pH 7.3.


pyraflufen

A monocarboxylic acid that is 2-chloro-4-fluorophenylacetic acid in which the phenyl group is substituted at position 5 by a 4-chloro-5-(difluoromethoxy)-1-methylpyrazol-3-yl group. A protoporphyrinogen oxidase inhibitor, it is used (usually as the corresponding ethyl ester proherbicide, pyraflufen-ethyl) for the control of broad-leaved weeds and grasses in a variety of crops.


name: 5'-end purine ribonucleotide 5'-triphosphate(4-) residue

description: An organic anionic group obtained by deprotonation of the triphosphate OH groups of any 5'-end purine ribonucleotide 5'-triphosphate residue; major species at pH 7.3.


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


A bis(hydroperoxy)icosatetraenoic acid that is (6E,8Z,11Z,13E)-icosatetraenoic acid in which the two hydroperoxy groups are located at positions 5S and 15S.


A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxydecanoyl-CoA; major species at pH 7.3.


bis(hydroperoxy)icosatetraenoic acid

An icosanoid that consists of any icosatetraenoic acid carrying two hydroperoxy substituents at unspecified positions.


An anionic amino-acid residue obtained by deprotonation of the phosphoramidate OH group of N(epsilon)-(5'-guanylyl)-L-lysine residue; major species at pH 7.3.


A dihydroxyicosatetraenoic acid (7E,9E,11Z,14Z)-icosatetraenoic acid in which the two hydroxy substituents are located at positions 5S and 6R.


A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyisovaleryl-CoA; major species at pH 7.3.


A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyheptadecanoyl-CoA; major species at pH 7.3.


A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyicosanoyl-CoA; major species at pH 7.3.


A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxydodecanoyl-CoA; major species at pH 7.3.


A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxytetradecanoyl-CoA; major species at pH 7.3.


A diterpene derived from labdane by dehydrogenation across the C(7)-C(8), C(13)-C(16) and C(14)-C(15) bonds.


A diterpene derived from labdane by dehydrogenation across the C(8)-C(17), C(12)-C(13) and C(14)-C(15) bonds.


alpha-onocerin

A triterpenoid that is ethane in which each carbon has been substituted by a (1R,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl group.


beta-onocerin

A triterpenoid that is ethane in which each carbon has been substituted by a (4aS,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl group.


A triterpenoid that is an intermediate in the biosynthesis of alpha-onocerin by the fern Lycopodium clavatum.


aromatic (S)-hydroxynitrile

Any cyanohydrin that is derived from an aromatic aldehyde and has S-configuration.


A squalene triterpenoid obtained by epoxidation accross the 2,3- and 22,23-double bonds of squalene.


kahweol

A diterpenoid with formula C20H26O3, isolated from the beans of Coffea arabica. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties.


An organic anionic group obtained  by deprotonation of the C-terminal carboxy group of any C-terminal L-alpha-amino-acid-L-tyrosine residue; major species at pH 7.3.


(-)-kolavenyl diphosphate(3-)

An organophosphate oxoanion obtained by deprotonation of diphosphate OH groups of (-)-kolavenyl diphosphate; major species at pH 7.3.


(+)-kolavenyl diphosphate(3-)

An organophosphate oxoanion obtained by deprotonation of diphosphate OH groups of (+)-kolavenyl diphosphate; major species at pH 7.3.


(+)-kolavelool

A member of the class of octahydronaphthalenes that is 1,2,3,4,4a,7,8,8a-octahydronaphthalene which is substituted at position 1 by a 3-hydroxy-3-methylpent-1-en-5-yl group and a methyl group, and by further methyl groups at positions 2, 4, and 5 (the 1R,2S,4aS,8aS stereoisomer; the stereochemistry at the tertiary alcohol was not determined).


S-allylsulfenic acid

An S-alkylsulfenic acid in which the alkyl group is specified as allyl.


A cationic peptidyl group obtained by protonation of the side-chain amino group of N-terminal N,N,N-trimethyl-L-alanyl-L-prolyl-L-lysyl residue. Major microspecies at pH 7.3.


A cationic peptidyl group obtained by protonation of the two amino groups of N-terminal N,N-dimethyl-L-seryl-L-prolyl-L-lysyl residue. Major microspecies at p 7.3.


A cationic peptidyl group obtained by protonation of the side-chain amino groups of N-terminal N,N,N-trimethyl-L-seryl-L-prolyl-L-lysyl residue. Major microspecies at pH 7.3.


A cationic peptidyl group obtained by protonation of the side-chain amino group of N-terminal N,N-dimethyl-L-prolyl-L-prolyl-L-lysyl residue. Major microspecies at pH 7.3.


A glycerophosphoethanolamine that is sn-glycero-3-phosphoethanolamine bearing a single alk-1-enyl substituent at an unspecified position.


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


carbocyclic thromboxane A2(1-)

A thromboxane anion that is the conjugate base of carbocyclic thromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A thromboxane anion that is the conjugate base of 19-hydroxycarbocyclic thromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A thromboxane anion that is the conjugate base of 18-hydroxycarbocyclic thromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A hydroperoxy(hydroxy)icosatetraenoic acid that is (6E,8Z,11Z,13E)-icosatetraenoic acid in which the hydroxy and hydroperoxy substituents are located at positions 5S and 15S respectively.


A hydroperoxy(hydroxy)icosatetraenoic acid that is (7E,9E,11Z,13E)-icosatetraenoic acid carrying 2 hydroxy substituents at positions 5S and 6R as well as a hydroperoxy substituent at position 15S.


An icosanoid that is any icosatetraenoic acid bearing hydroxy and hydroperoxy substituents. An oxidation product of icosatetraenoic acid metabolism.


L-firefly luciferyl-CoA(3-)

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


ent-Photinus luciferin(1-)

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


An organophosphate oxoanion obtained by deprotonation of the carboxy, thiocarboxy and phosphate OH groups of pyridinium-3-carboxy-5-thiocarboxylic acid mononucleotide; major species at pH 7.3.


An 11-HETE in which the chiral centre at position 11 has S-configuration.


name: N(tele)-(N(7)-methylguanosine 5'-phosphonato)-L-histidine zwitterion residue

description: A zwitterionic group obtained by deprotonation of the phosphoramidate OH group of N(tele)-(N(7)-methylguanosine 5'-phosphono)-L-histidine residue. Major microspecies at pH 7.3


diacylglycerol 40:1

A diglyceride in which the two acyl groups contain a total of 40 carbons and 1 double bond.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as (11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl.


An hydroxy monocarboxylic acid anion resulting from the deprotonation of the carboxy group of any (2R,3S)-2-alkyl-3-hydroxyalkanoic acid.


An oxo monocarboxylic acid anion resulting from the deprotonation of the carboxy group of an (R)-2-alkyl-3-oxoalkanoic acid.


An anionic amino-acid residue consisting of a 5'-phospho-purine ribonucleotide residue linked to the N(tele) of an L-histidine residue; major microspecies at pH 7.3


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of 4-sulfanylbutanoic acid. The major species at pH7.3.


A dicarboxylic acid dianion resulting from the deprotonation of both of the carboxy groups of 4,4'-disulfanyldibutanoic acid.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-)  that is the conjugate base of dimyristoyl phosphatidylglycerol; major species at pH 7.3.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl


A (4S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one that has R configuration at position 7.


A (4R)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one that has S configuration at position 7.


allo-bile acid

Any member of the class of bile acids having 5alpha-configuration. Usually found in lower vertebrates.


bile acids

Any member of a group of hydroxy steroids occuring in bile, where they are present as the sodium salts of their amides with glycine or taurine. In mammals bile acids almost invariably have 5beta-configuration, while in lower vertebrates, some bile acids, known as allo-bile acids, have 5alpha-configuration.


A branched polysaccharide acid oxoanion comprised of an octasaccharide repeating unit consisting of a backbone of two glucose and two glucuronic acid residues, and a side chain of three glucose and one galactose residues. The octasaccharide is modified by two pyruvyl and one non-stoichiometric O-acetyl group, and one non-stoichiometric hydroxybutanoyl group. Note that the structure shown and its molfile represent only one of the possible substitution patterns.


N(6)-(gamma-glutamyl)lysine residue

An L-alpha-amino acid residue that is a representative structure of a protein with an N(6)-(gamma-glutamyl)lysine crosslink.


Any glycoside derived from beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine.


Any glycoside derived from beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-[N-acetyl-beta-D-glucosaminyl-(1->6)]-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine.


4-methylpent-3-en-1-yl acetate

An acetate ester resulting from the formal condensation of the hydroxy group of 4-methylpent-3-en-1-ol with acetic acid.


An N-acyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of any N-(12-hydroxyjasmonyl)-L-alpha-amino acid.


A formate ester resulting from the formal condensation of the E-enol tautomer of 2,6-dimethylhept-5-enal with formic acid.


allocholoyl-CoA

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


allodeoxycholoyl-CoA

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


beta-muricholoyl-CoA

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


ursodeoxycholoyl-CoA

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


A ammonium ion obtained by protonation of the secondary and quinoline nitrogens of (S)-2-methyl-1-(4-methylisoquinoline-5-sulfonyl)-1,4-diazepane.


A 7-isopropyl-4-methyloxepan-2-one that has 4S,7R configuration.


7-oxotaurolithocholic acid

A bile acid taurine conjugate derived from 7-oxolithocholic acid.


A alpha-amino-acid residue anion obtained by deprotonation of the phosphate and diphosphate groups as well as protonation of the guanidino group of N(omega)-(2'-phospho-ADP-D-ribosyl)-L-arginine residue; major species at pH 7.3.


TDP-alpha-D-glucose

A TDP-sugar having alpha-D-glucose as the sugar component.


(18S)-hydroperoxyicosapentaenoic acid

A hydroperoxyicosapentaenoic acid that is an icosapentaenoic acid in which the pro-S hydrogen at position 18 has been replaced by a hydroperoxy group.


A homoallylic alcohol that is 2-methylpent-2-ene in which a hydrogen of the methyl group at position 5 has been replaced by a hydroxy group.


7,12-dioxolithocholic acid

A bile acid that is lithocholic acid carrying two additional oxo substituents at positions 7 and 12.


7-oxoglycolithocholic acid

A bile acid glycine conjugate that is glycolithocholic acid carrying an additional oxo substituent at postion 7.


hydroperoxyicosapentaenoic acid

A hydroperoxy polyunsaturated fatty acid that is any icosapentaenoic fatty acid carrying a single hydroperoxy substituent.


7-oxotaurodeoxycholic acid

A bile acid taurine conjugate derived from 7-oxodeoxycholic acid.


7-oxoglycodeoxycholic acid

A bile acid glycine conjugate that is glycodeoxycholic acid carrying an additional oxo substituent at position 7.


OPC8-CoA (4-)

An acyl-CoA(4-) that is the tetraanion of 8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-en-1-yl}cyclopentyl]octanoate-coA, arising from deprotonation of phosphate and diphosphate functions.


octahydronaphthalenes

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


A fatty acyl-CoA(4-) that is the tetraanion of (15Z)-12-oxophyto-10,15-dienoyl-CoA, arising from deprotonation of phosphate and diphosphate functions; major species at pH 7.3.


An oxo-5beta-cholanic acid in which two oxo substituents are located at positions 3 and 12 together with a hydroxy substituent at position 7beta.


4-sulfanylbutanoic acid

A monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 has been replaced by a thiol group.


An oxo-5beta-cholanic acid that is ursodeoxycholic acid carrying an additional oxo substituent at position 12.


4,4'-disulfanyldibutanoic acid

An organic disulfide resulting from the formal oxidative dimerisation of 4-sulfanylbutanoic acid.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (2E,9Z)-hexadecadienoyl; major species at pH 7.3.


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


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (7Z)-tetradecenoyl; major species at pH 7.3.


name: O-{S-[(9Z)-3-oxohexadecenoylpantetheine]-4'-phosphoryl}-L-serine(1-)    residue

description: An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (9Z)-3-oxohexadecenoyl; major species at pH 7.3.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (3R)-hydroxy-(9Z)-hexadecenoyl; major species at pH 7.3.


isoprostane

Any icosanoid with a prostaglandin-like structure formed in vivo by non-enzymatic free radical-catalysed reactions involving peroxidation of essential fatty acids (mainly arachidonic acid but also other fatty acids with 3 or more double bonds). Isoprostanes are abundant in tissues and fluids and have immunomodulating activity. Their concentration is dependent on the amount of oxidative stress and may be upregulated in certain diseases such as cancer, cardiovascular and neurological disorders.


A hexapeptide consisting of N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-1H-pyrazol-5-yl]carbonyl}glycine, D-arginine, glycine, D-alpha-aspartic acid, D-alpha-aspartic acid, and D-alpha-aspartic 1-amide residues coupled in sequence. An angiotensin II type 2 receptor agonist.


name: O-{S-[(5Z)-3-oxododecenoylpantetheine]-4'-phosphoryl}-L-serine(1-)    residue

description: An O-(S-3-oxoacylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (5Z)-3-oxododecenoyl; major species at pH 7.3.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (3R)-hydroxy-(5Z)-dodecenoyl; major species at pH 7.3.


N,N'-diphenylthiourea

Thiourea in which each nitrogen carries a phenyl substituent.


An O-[S-(2E)-2-enoylpantetheine-4'-phosphoryl]-L-serine(1-) residue in which the S-acyl group is specified as (2E,5Z)-dodecadienoyl; major species at pH 7.3.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as (5Z)-dodecenoyl; major species at pH 7.3.


N,N'-dibutylthiourea

Thiourea in which each nitrogen carries a butyl substituent.


FLUCARBAZONE

An N-sulfonylurea that is 3-methoxy-4-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-1-carboxamide in which the carboxamide nitrogen has undergone formal condensation with the sulfonic acid group of 2-(trifluoromethoxy)benzenesulfonic acid. An acetolactate synthase inhibitor, it is used (generally as the corresponding sodium salt, flucarbazone-sodium) to control grass weeds in cereal crops.


An organic nitrogen anion resulting from the deprotonation of the sulfonamide nitrogen of flucarbazone.


lysophosphatidylcholine

An acylglycerophosphocholine resulting from partial hydrolysis of a phosphatidylcholine, which removes one of the fatty acyl groups. The structure is depicted in the image where R1 = acyl, R2 = H or where R1 = H, R2 = acyl.


isopimarane diterpenoid

A diterpenoid compound having an isopimarane skeleton.


An oxo monocarboxylic acid anion that is the conjugate base of (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A fatty acyl-CoA(4-) arising from deprotonation of phosphate and diphosphate functions of (9S,13S)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoyl-CoA; major species at pH 7.3.


An oxo monocarboxylic acid anion resulting from the deprotonation of the carboxy group of 6-{(1S,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl}hexanoic acid. The major species at pH 7.3.


A fatty acyl-CoA(4) arising from deprotonation of phosphate and diphosphate functions of (9S,13S)-1a,1b-dinor-12-oxo-10,15-phytodienoyl-CoA; major species at pH 7.3.


A carbocyclic fatty acid that is cyclopent-2-en-1-one which has been substituted at positions 4 and 5 by 5-carboxypentyl and (2ZZ)-pent-2-en-1-yl groups, respectively (the S,S stereoisomer). It is an intermediate in the synthesis of jasmonic acid from hexadecatrienoic acid.


A secondary amino compound consisting of two molecules of tacrine that are linked together through their exocyclic amino groups by a heptane-1,7-diyl chain. Bis(7)-tacrine is an acetylcholinesterase (AChE)inhibitor (IC50 0.40 nM, >1,000 times more potent than tacrine). It has also been found to protect against H2O2 -induced apoptosis in rat pheochromocytoma cells.


hexadecanoyl phosphate(2-)

An acyl monophosphate(2-) in which the acyl group is specified as hexadecanoyl (palmitoyl), major species at pH 7.3.


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


A member of the class of 1-benzothiophenes that is 3-chloro-1-benzothiophene-2-carboxamide in which the amide nitrogen is substituted by trans-4-(methylamino)cyclohexyl and 3-(pyridin-4-yl)benzyl groups. A smoothened (Smo)  receptor agonist that antagonizes cyclopamine action at the Smo receptor. Activates the Hedgehog signaling pathway in a Patched independent manner.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of [alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)]n-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-GlcNAc-ditrans,octacis-undecaprenol; major species at pH 7.3.


A butan-4-olide in which the lactone skeleton is substituted at positions 3pro-R and 4pro-R by 1-hydroxyalkyl and hydroxymethyl groups, respectively, in which the secondary alcohol has moiety has S configuration. Originally isolated from Streptomyces virginiae, where they control virginiamycin production, they are also known as virginiae butanolides (VB compounds).


A butan-4-olide carrying acyl and hydroxymethyl substituents at positions 3 and 4 respectively and having 3R,4R-configuration.


An alpha-amino-acid residue anion obtained by deprotonation of the carboxy groups of O(3)-(beta-D-GlcA-(1->3)-beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl)-L-serine residue.


An alpha-amino-acid residue anion obtained by deprotonation of the carboxy groups of O(3)-(beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl)-L-serine residue


An alpha-amino-acid residue anion obtained by deprotonation of the carboxy groups of O(3)-(beta-D-GlcA-(1->3)-poly[beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)]-beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl)-L-serine residue.


An alpha-amino-acid residue anion obtained by deprotonation of the carboxy groups of O(3)-(poly[beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)]-beta-D-GalNAc-(1->4)-beta-D-GlcA-(1->3)-beta-D-Gal-(1->3)-beta-D-Gal-(1->4)-beta-D-Xyl)-L-serine residue


An alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc-yl group having beta-configuration at its point of attachment.


An alpha-D-Manp-(1->2)-alpha-D-Manp-(1->2)-alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->2)-alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->2)-alpha-D-Manp-(1->6)]-alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc-yl group having beta-configuration at its point of attachment.


fluorescein-5(6)-carbonyl group

A mixture of fluorescein-5- and fluorescein-6-carbonyl groups, derived from the commercially available 5(6)-carboxyfluorescein isomeric mixture


An indole alkaloid cation that is the conjugate acid of (3R)-3-hydroxy-2,3-dihydrotabersonine, obtained by protonation of the tertiary amino group. Major species at pH 7.3.


An indole alkaloid cation that is the conjugate acid of (3R)-1,2-didehydro-3-hydroxy-2,3-dihydrotabersonine, obtained by protonation of the tertiary amino group. Major species at pH 7.3.


An N-acyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of any N-(12-oxojasmonyl)-L-alpha-amino acid.


An N-acyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy groups of any N-(12-hydroxy-12-oxojasmonyl)-L-alpha-amino acid.


An N(2)-[(3R)-3-(acyloxy)acyl]-L-ornithine zwitterion in which the acyl chain is saturated at position 2; the major species at pH 7.3.


fluorescein-5-carbonyl group

A univalent carboacyl group formed from 5-carboxyfluorescein.


resolvin E3

A member of the class of resolvins that is (5Z,8Z,11Z,13E,15E)-icosapentaenoic acid which is substituted at positions 17 and 18 by hydroxy groups (the 17,18S stereoisomer).


An amino acid zwitterion resulting from the transfer of a proton from the carboxy to the side-chain amino group of any N(5)-methyl-N(2)-[(3R)-3-(acyloxy)acyl]-L-ornithine; major species at pH 7.3.


fluorescein-6-carbonyl group

A univalent carboacyl group formed from 6-carboxyfluorescein.


An amino acid zwitterion resulting from the transfer of a proton from the carboxy to the side-chain amino group of any N(5),N(5)-dimethyl-N(2)-[(3R)-3-(acyloxy)acyl]-L-ornithine; major species at pH 7.3.


An amino-acid betaine obtained by deprotonation of the carboxy group of any N(5),N(5),N(5)-trimethyl-N(2)-[(3R)-3-(acyloxy)acyl]-L-ornithine; major species at pH 7.3.


An amino acid zwitterion resulting from the transfer of a proton from the carboxy to the side-chain amino group of any N(2)-[(3R)-hydroxy-acyl]-L-ornithine; major species at pH 7.3.


A beta-lactone that is oxetan-2-one carrying two alkyl substituents at positions 3 and 4 with cis-stereochemistry.


beta-L-idofuranose

L-idofuranose in which the carbon bearing the anomeric hydroxy group has beta configuration.


PAULLONE

An indolobenzazepine that is 5,6,7,12-tetrahydroindolo[3,2-d][1]benzazepine carrying an oxo substituent at position 6.


alsterpaullone

An organic heterotetracyclic compound that is 1,3-dihydro-2H-1-benzazepin-2-one which shares its 4-5 bond with the 3-2 bond of 5-nitro-1H-indole.


An epoxy fatty acid that is (7E,9E,11Z,14Z,16E)-icosa-7,9,11,14,16-pentaenoic acid carrying an epoxy group at position 5S and a hydroxy group at position 18S. It is an intermediate in resolvin E1 biosynthesis.


etazolate

A pyrazolopyridine that is 1H-pyrazolo[3,4-b]pyridine which is substituted at positions 1, 4, and 5 by ethyl, 2-isopropylidenehydrazino, and ethoxycarbonyl groups, respectively. A phosphodiesterase IV inhibitor with antidepressant and anxiolytic properties.


Glu-Trp-Asp-Arg

A tetrapeptide composed of L-glutamic acid, L-tryptophan, L-aspartic acid, and L-arginine joined in sequence by peptide linkages.


PIERICIDIN A

A member of the class of monohydroxypyridines that acts as an irreversible mitochondrial Complex I inhibitor that strongly associates with ubiquinone binding sites in both mitochondrial and bacterial forms of NADH:ubiquinone oxidoreductase


BPDZ 711

A member of the class of chromanes that acts as an inhibitor of histone deacetylase class III and exhibits anti-cancer properties.


A glycoside consisting of alpha-Neup5Ac-(2->6)-alpha-D-GalpNAc linked glycosidically to a propargyl (prop-2-yn-1-yl) group.


dialkyl phosphate(1-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of any dialkyl phosphate; major species at pH 7.3.


trans-Ned 19

A member of the class of beta-carbolines that is 2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid in which one of the methylene protons at position 1 has been replaced by a 3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl group.


A phosphatidylinositol trisphosphate that is 1D-myo-inositol 1,4,5-trisphosphate in which all all six phosphate hydrogens have been replaced by butyryloxymethyl groups. It is a cell-permeant analogue of inositol 1,4,5-trisphosphate and an agonist of the inositol 1,4,5-trisphosphate receptor.


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


(18R)-resolvin E3

A member of the class of resolvins that is (5Z,8Z,11Z,13E,15E)-icosapentaenoic acid which is substituted at positions 17 and 18 by hydroxy groups (the 17,18R) stereoisomer).


phosphatidylethanolamine P-20:0

A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alkyl chain at position 1 and the acyl group at position 2 contain a total of 20 carbons and no additional double bonds.


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


A 1-(phosphoribosyl)imidazole that is 5-aminoimidazole in which the proton at position 1 has been replaced by a 5-phospho-beta-D-ribofuranosyl group.


The 18(R) stereoisomer of the epoxy-HEPE intermediate in RvE1 biosynthesis


A hydroperoxyicosapentaenoic acid that is (5Z,8Z,11Z,14Z,16E)-icosapentaenoic acid in which the pro-R hydrogen at position 18 has been replaced by a hydroperoxy group. One of the two stereoisomers formed when acetylated COX2 oxidises the omega-3 fatty acid EPA.


A polyunsaturated fatty acid anion that is the conjugate base of (3E,5Z)-dodecadienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


Any alpha-D-mannoside derived from 6-(N-acetyl-alpha-D-glucosaminyl-1-phospho)-alpha-D-mannose.


Any alpha-D-mannoside derived from 6-phospho-alpha-D-mannose.


19-hydroxyprostaglandin I2

A prostaglandin I that consists of prostaglandin I1 carrying an additional hydroxy substituent at position 19.


19-hydroxythromboxane A2

A thromboxane A that is thromboxane A2 carrying an additional hydroxy substituent at position 19.


18-hydroxythromboxane A2

A thromboxane A that is thromboxane A2 carrying an additional hydroxy substituent at position 18.


A (5Z,11Z,14Z)-8,9-dihydroxyicosatrienoic acid in which the two stereocentres at positions 8 and 9 both have S-configuration.


A (5Z,11Z,14Z)-8,9-dihydroxyicosatrienoic acid in which the two stereocentres at positions 8 and 9 both have R-configuration.


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


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


pneumocysterol

A tetracyclic triterpenoid that is (24Z)-24-ethylidenelanost-8-ene substituted by a hydroxy group at the 3beta position.


A docosanoid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying a hydroperoxy substituent at position 17R.


A (5Z,8Z,11Z)-14,15-dihydroxyicosatrienoic acid in which the two stereocentres at positions 14 and 15 both have R-configuration.


A (5Z,8Z,11Z)-14,15-dihydroxyicosatrienoic acid in which the two stereocentres at positions 14 and 15 both have S-configuration.


A (5Z,8Z,14Z)-11,12-dihydroxyicosatrienoic acid in which the two stereocentres at positions 11 and 12 both have R-configuration.


A (5Z,8Z,14Z)-11,12-dihydroxyicosatrienoic acid in which the two stereocentres at positions 11 and 12 both have S-configuration.


O-phosphocholine-L-serine residue

An L-alpha-amino-acid residue derived from O-phosphocholine-L-serine.


A (4S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one in which the stereocentre at position 7 has S-configuration.


A (4R)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one that has R configuration at position 7.


(17R)-hydroxydocosahexaenoic acid

A hydroxydocosahexaenoic acid that is any docosahexaenoic acid bearing a single hydroxy substituent at the 17R-position.


An apo carotenoid triterpenoid that is 4,4'-diapolycopene in which one of the terminal methyl groups has been replaced by a formyl group.


A monocarboxylic acid anion that is the conjugate base of 4,4'-diapolycopen-4-oic acid; obtained by deprotonation of the carboxy group; major species at pH 7.3.


A hydroperoxy fatty acid that is (5E,7Z,10Z,13Z,15E,19Z)-docosa-5,7,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 4S-position and a hydroxy group at the 17R-position.


A hydroperoxy fatty acid that is (4Z,8E,10Z,13Z,15E,19Z)-docosa-4,8,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 7S-position and a hydroxy group at the 17R-position. It is an intermediate involved in the resolvin D1 biosynthesis pathway.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of any (4-alkanoyl-5-oxo-2,5-dihydrofuran-3-yl)methyl phosphate; major species at pH 7.3.


A (4-alkanoyl-5-oxo-2,5-dihydrofuran-3-yl)methyl phosphate(2-) obtained by deprotonation of the phosphate OH groups of [4-(6-methylheptanoyl)-5-oxo-2,5-dihydrofuran-3-yl]methyl phosphate; major species at pH 7.3.


A [(3S,4R)-4-alkanoyl-5-oxooxolan-3-yl]methyl phosphate(2-) obtained by deprotonation of the phosphate OH groups of [(3S,4R)-4-(6-methylheptanoyl)-5-oxooxolan-3-yl]methyl dihydrogen phosphate; major species at pH 7.3.


indolobenzazepine

An organic heterotetracyclic compound that consists of an indole moiety ortho-fused to any benzazepine.


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


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


name: short-chain (R)-3-hydroxy fatty acyl-CoA(4-)

description: An (R)-3-hydroxyacyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups of any short-chain (3R)-hydroxy fatty acyl-CoA; major species at pH 7.3.


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


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


An epoxy fatty acid that is (6E,8E,10Z,13Z,15E,19Z)-docosa-6,8,10,13,15,19-hexaenoic acid which is carrying an epoxy group at position 4S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid that can be converted to a D-resolvin.


A hydroxydocosahexaenoic acid that is (4Z,9E,11E,13Z,15E,19Z)-docosa-4,9,11,13,15,19-hexaenoic acid carrying an epoxy group at position 7S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid, and serves as a precursor to D-resolvins.


aspirin-triggered resolvin D2

A member of the class of resolvins that is (4Z,8E,10Z,12E,14E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 7, 16 and 17 (the 7S,16R,17R-stereoisomer).


aspirin-triggered resolvin D3

A member of the class of resolvins that is (5Z,7E,9E,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 11 and 17 (the 4S,11R,17R-stereoisomer)


aspirin-triggered resolvin D4

A member of the class of resolvins that is (6E,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 5 and 17 (the 4S,5R,17R-stereoisomer).


aspirin-triggered resolvin D5

A member of the class of resolvins that is (5Z,8E,10Z,13Z,15Z,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 7 and 17 (the 7S,17R-stereoisomer).


aspirin-triggered resolvin D6

A member of the class of resolvins that is (5E,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 4 and 17 (the 4S,17R-stereoisomer).


D-alanyl-AMP zwitterion

A zwitterion resulting from the transfer of a proton from the phosphate to the amino group of D-alanyl-AMP; major species at pH 7.3.


An O-[S-(L-alpha-aminoacyl)pantetheine-4'-phosphoryl]serine zwitterionic residue obtained by transfer of a proton from the phosphate to the amino group of O-(S-D-alanylpantetheine-4'-phosphoryl)serine residue; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of any [(3S,4R)-4-alkanoyl-5-oxooxolan-3-yl]methyl phosphate; major species at pH 7.3.


An O-[S-(L-alpha-aminoacyl)pantetheine-4'-phosphoryl]serine zwitterionic residue obtained by transfer of a proton from the phosphate to the amino group of O-(S-L-prolylpantetheine-4'-phosphoryl)serine residue; major microspecies at pH 7.3.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the S-acyl group is specified as pyrrole-2-carbonyl.


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


(+)-jasmonic acid anion

A jasmonate anion resulting from the removal of a proton from the carboxy group of (+)-jasmonic acid; major species at pH 7.3.


An N-jasmonyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-(12-hydroxyjasmonyl)-L-isoleucine; major species at pH 7.3.


An N-jasmonyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-[(3R)-jasmonyl]-L-isoleucine; major species at pH 7.3.


A short chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxybutanoyl-CoA; major species at pH 7.3.


A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyhexanoyl-CoA; major species at pH 7.3.


heptadecanal

A long-chain fatty aldehyde that is heptadecane carrying an oxo substituent at position 1. It is found in citrus.


A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxy-3-methylundecanoyl-CoA; major species at pH 7.3.


A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxy-3-methylnonanoyl-CoA; major species at pH 7.3.


A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-methylnonanoyl-CoA; major species at pH 7.3.


A 2-hydroxyhexadecanal having R configuration.


A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxy-3-methyldodecanoyl-CoA; major species at pH 7.3.


A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-methyldodecanoyl-CoA; major species at pH 7.3.


A polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid carrying a hydroxy substituent at the 17S-position. It is a metabolite of docosahexaenoic acid in human blood and mouse brain, and serves as a precursor to 17(S)-resolvins.


A hydroperoxy fatty acid that is (5E,7Z,10Z,13Z,15E,19Z)-docosa-5,7,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 4S-position and a hydroxy group at the 17S-position.


A polyunsaturated fatty acid that is docosahexaenoic acid carrying a hydroperoxy substituent at 7S-position and a hydroxy substituent at the 17S-position


resolvin D6

A member of the class of resolvins that is (5E,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 4 and 17 (the 4S,17S-stereoisomer).


2-amino-5-phosphonopentanoic acid

The 5-phosphono derivative of 2-aminopentanoic acid; acts as an N-methyl-D-aspartate receptor antagonist.


resolvin D5

A member of the class of resolvins that is (4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 7 and 17 (the 7S,17S-stereoisomer).


A metabolite of docosahexaenoic acid that can be converted to 17(S)-RvD1 or 17(S)-RvD2


A metabolite of docosahexaenoic acid that can be converted to 17(S)-RvD3 or 17(S)-RvD4


resolvin D3

A member of the class of resolvins that is (5Z,7E,9E,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 11 and 17 (the 4S,11R,17S-stereoisomer).


resolvin D4

A member of the class of resolvins that is (6E,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 5 and 17 (the 4S,5R,17S-stereoisomer).


A member of the class of carbazoles that is 9H-carbazole which is substituted by acetyl groups at positions 3 and 6, and by a 2-isopropylethyl group on the nitrogen atom (position 9). It is a modulator of histone chaperone FACT (FAcilitates Chromatin Transcription) - interaction of CBL0137 with the FACT complex results in simultaneous NF-kappa beta suppression, Heat Shock Transcription Factor 1 (HSF1) suppression and p53 activation - and shows antitumour effects in animal models of various cancers.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue obtained by deprotonation of the phosphate OH group of any O-(S-fatty acylpantetheine-4'-phosphoryl)-L-serine residue.


name: O-(S-saturated fatty acylpantetheine-4'-phosphoryl)-L-serine(1-) residue

description: O-(S-fatty acylpantetheine-4'-phosphoryl)-L-serine(1-) residue in which the fatty acyl moiety is fully saturated.


A dihydroxydocosahexaenoic acid that is  (4Z,7Z,11E,13Z,15E,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10S,17S-stereoisomer). A natural isomer of protectin D1, one of the specialised proresolving mediators.


A long-chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (R)-2-hydroxyhexadecanoyl-CoA; major species at pH 7.3.


protectin D1

A dihydroxydocosahexaenoic acid that is (4Z,7Z,11E,13E,15Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10R,17S-stereoisomer). Protectin D1 is one of the specialised proresolving mediators. When produced in neural tissues, it is called neuroprotectin D1


rhizathalene A

A carbotricyclic compound and diterpene that is 1',2',3',3a',5',6',7',7a'-octahydrospiro[cyclohex-3-ene-1,4'-indene] which is substituted by methyl groups at the 4, 5', and 7a' positions, and by an isopropenyl group at the 3' position. It is produced in the stele of Arabidopsis roots and contributes to the direct defense against root herbivores.


Any alpha-D-mannoside derived from 6-(alpha-D-glucose-1-phospho)-alpha-D-mannose.


dilinoleoylglycerol

A diglyceride that is glycerol in which any two of the hydroxy groups have undergone formal esterification by condensation with linoleic acid ((Z,Z)-octadeca-9,12-dienoic acid). Formula C39H68O5. For the structure shown, either R1 = H and R2 = linoleoyl or R1 = linoleoyl and R2 = H.


An L-alpha-amino acid residue derived from 5-[(alpha-D-glucopyranosyl-(1->2)-beta-D-galactopyranosyl)oxy]-L-lysine.


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


An anionic phospholipid obtained by deprotonation of the carboxy and phosphate groups of N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the carboxy and phosphate groups of N-hexadecanoyl-O-(1-octadecanoyl-sn-glycero-3-phospho)-L-serine; major species at pH 7.3.


An anionic phospholipid obtained by deprotonation of the phosphate OH group of any N-hexadecanoyl-1-[(1Z)-octadecenoyl]-2-oleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


An N-acylsphingosine that has omega-hydroxytriacontanoyl as the acyl group. A bioactive sphingolipid found in the stratum corneum layer of mammalian epidermis.


N,N-dimethyl-beta-alanine

A beta-amino acid that is propionic acid in which one of the hydrogens at position 3 has been replaced by a dimethylamino group.


N-methyl-beta-alanine

A beta-amino acid that is propionic acid in which one of the hydrogens at position 3 has been replaced by a methylamino group.


A member of the class of pyrazoles that is 1-(2,6-dichlorophenyl)-1H-pyrazole which is substituted by a difluoromethyl group at position 3 and by a 2-(isobutyrylamino)-1,3-thiazol-5-yl group at position 5. It is a a potent cell-permeable inhibitor of LIM kinase 1 and 2.


A hydroxydocosapentaenoic acid that is (4Z,7Z,10Z,13Z,15E)-docosapentaenoic acid in which the hydroxy group is located at the 17S-position. The 17S-oxygenated product of omega-6-DPA which possesses anti-inflammatory activity.


The 10(S),17(S)-dihydroxy product of omega 6-DPA which has anti-inflammatory activity


gas molecular entity

Any main group molecular entity that is gaseous at standard temperature and pressure (STP; 0degreeC and 100 kPa).


11-cis-retinyl tetradecanoate

A retinyl ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the hydroxy group of 11-cis-retinol.