A secondary carboxamide resulting from the formal condensation of the carboxy group of 3-(difluoromethyl)-1-methylpyrazole-4-carboxylic acid with the amino group of 7-fluoro-1,1,3-trimethylindan-4-amine.


(R)-fluindapyr

A 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide that has R configuration. The fungicide fluindapyr is a racemate comprising equimolar amounts of (R)-fluindapyr and (S)-fluindapyr.


(S)-fluindapyr

A 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide that has S configuration. The fungicide fluindapyr is a racemate comprising equimolar amounts of (R)-fluindapyr and (S)-fluindapyr.


didodecanoylglycerol

A diglyceride that is glycerol in which any two of the hydroxy groups have undergone formal esterification by condensation with dodecanoic (lauric) acid. Formula C27H52O5. For the structure shown, either R1 = H and R2 = dodecanoyl or R1 = dodecanoyl and R2 = H.


diacylglycerol 24:0

Any diglyceride that is glycerol in which any two of the hydroxy groups have been acylated by saturated fatty acids which together contain a total of 24 carbon atoms.


A 6-sulfo-D-quinovose(1-) that has alpha configuration at the anomeric centre.


A 6-sulfo-D-quinovose(1-) that has beta configuration at the anomeric centre.


A hydroxynitrile that is butyronitirle in which a hydrogen at position 3 has been replaced by a hydroxy group.


D-histidine zwitterion

A polar amino acid zwitterion restulting from the transfer of a proton from the carboxy group to the alpha-amino group of D-histidine. The major species at pH 7.3.


Lipomannan

Lipomannan is a mycobacterium immune agonist and a major constituent of the mycobacterium cell wall


The stereoconfiguration is based on CHEBI:134612, pmid:20810662


staphyloferrin A(5-)

The structure is based on pmid:19138128. There is no evidence supporting the stereoconfiguration of the (R)-citryl group on N(2), so if you find evidence supporting it being (S) you are welcome to change the structure.


marinolate C

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


(Z)-pyribencarb

A (2-chloro-5-{N-[(6-methylpyridin-2-yl)methoxy]ethanimidoyl}benzyl)carbamate that has Z-configuation at the C=N bond of the oxime ether group.


A member of the class of methylpyridines that is (6-methylpyridin-2-yl)methanol in which the hydroxy group is substituted by a [1-(4-chloro-3-{[(methoxycarbonyl)amino]methyl}phenyl)ethylidene]amino group.


A 6-oxo monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (2Z,4E)-2-hydroxy-5-methyl-6-oxohexa-2,4-dienoic acid. The major species at pH 7.3.


A 2-hydroxyoctadecenoate resulting from the deprotonation of the carboxy group of 2-hydroxyoleic acid; major species at pH 7.3.


A 2-hydroxy fatty acid anion resulting from the deprotonation of the carboxy group of 2-hydroxygondoic acid; major species at pH 7.3.


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


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


CYCLOLAUDENOL (24S)

A pentacyclic triterpenoid that is (24S)-methyl-9beta,19-cyclolanost-25-ene which carries a hydroxy group at position 3beta. It is isolated from several plant species inclduing Turraeanthus  and Tillandsia.


A muconic semialdehyde that is 6-oxohexa-2,4-dienoic acid which is substituted by a hydroxy group at position 2 and a methyl group at position 5 (the 2Z,4E isomer).


(3-aminopropyl)phosphonic acid

A phosphonic acid in which the hydrogen attached to the phosphorus of phosphonic acid is substituted by a 3-aminopropyl group. It is a partial agonist of GABAB receptors.


A zwitterion resulting from the transfer of a proton from the phosphonic acid group to the amino group of (3-aminopropyl)phosphonic acid; the major species at pH 7.3.


ultra-long-chain fatty acid

Any very long-chain fatty acid which has a chain length greater than C27.


ultra-long-chain fatty acid anion

Any very long-chain fatty acid anion  with a chain length greater than C27.


A guanidinium ion that is the conjugate acid of L-homoarginine; major species at pH 7.3.


Fe(3+) bound to N-(2,3-dihydroxybenzoyl)-L-serinate (CHEBI:58154)


A carotenol obtained by formal hydration of a double bond at position 1' of demethylspheroidene.


A member of the class of quinazolines that is quinazoline which is substituted at positions 2, 5 and 8 by 2-amino-1H-benzimidazol-1-yl, benzylnitrilo and methoxy groups, respectively. It is a ATP-competetive inhibitor of AAA ATPase p97, also known as valosin-containing protein (VCP).


isooctyl laurate

A dodecanoate ester resulting from the formal condensation of the carboxy group of dodecanoic acid with the hydroxy group of 6-methylheptan-1-ol.


ultra-long-chain primary fatty alcohol

Any primary fatty alcohol with a chain length greater than C27.


ultra-long-chain fatty acyl-CoA

A very long-chain fatty acyl-CoA in which the fatty acyl group has a chain length greater than C27.


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

Any very long-chain fatty acyl-CoA(4-) in which the fatty acyl group has a chain length greater than C27; major species at pH 7.3.ny


This name is a guess. Please correct as necessary


This name is a guess.


A member of the class of condensed ureas that is urea in which one of the amino groups has had one of the attached hydrogens replaced by a carbamoyl group and the second amino group has had one of its hydrogens replaced by a carboxy group.


firefly D-sulfoluciferin(2-)

The conjugate base of firefly sulfoluciferin; major species at pH 7.3.


2-hydroxypalmitoleic acid

A 2-hydroxy fatty acid that is (9Z)-hexadecenoic acid which is substituted by a hydroxy group at position 2.


2-hydroxyerucic acid

A 2-hydroxy fatty acid that is erucic acid which is substituted by a hydroxy group at position 2.


firefly L-sulfoluciferin(2-)

An  aryl sulfate oxoanion that is the enantiomer of firefly D-sulfoluciferin(2-); major species at pH 7.3.


Published in DOI:10.1021/ja01590a031


A methyl ketone that is 2-phenylethan-1-amine in which one of the hydrogen's of the amino group is substituted by a 3-oxobutan-2-yl group. It is a volatile organic compound produced by the skin bacterium, S.schleiferi.


lactobionate

A gluconate that is the conjugate base of lactobionic acid arising from the deprotonation of the carboxy group.


Major species at pH 7.3.


A 2-oxo monocarboxylic acid anion resulting from the deprotonation of the carboxy group of 3-(4-aminophenyl)pyruvic acid. Major species at pH 7.3.


4-amino-L-phenylalanine zwitterion

An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of 4-amino-L-phenylalanine; major species at pH 7.3.


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


L-homocarnosine zwitterion

A zwitterion arising from transfer of a proton from the carboxy to the amino group of L-homocarnosine; major species at pH 7.3.


N(pros)-methyl-L-histidine zwitterion

A L-histidine derivative that is L-histidine substituted by a methyl group at position 3 on the imidazole ring; major species at pH 7.3.


3-(4-aminophenyl)pyruvic acid

A 2-oxo monocarboxylic acid that is 3-(4-aminophenyl)propanoic acid which is substituted by an oxo group at position 2.


A phenylalanine derivative that is phenylalanine carrying an amino group at position 4 on the benzene ring.


D-leucine zwitterion

A D-alpha-amino acid zwitterion arising from the transfer of a proton from the carboxy to the amino group of D-leucine; major species at pH 7.3.


D-norleucine zwitterion

A D-alpha-amino acid zwitterion arising from the transfer of a proton from the carboxy to the amino group of D-norleucine; major species at pH 7.3.


D-homoserine zwitterion

A D-alpha-amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of D-homoserine; major species at pH 7.3.


mycocerosic acid

A mycocerosic acid is a methyl-branched fatty acid with 24 to 35 carbon atoms. From 2 to 5 conjugated methyl groups are attached, starting at the 2-position.


The D-enantiomer of 4-aminophenylalanine.


organometalloidal compound

A compound having bonds between one or more metalloid atoms and one or more carbon atoms of an organyl group.


phthiocerol dimycocerosate

A phthiocerol dimycocerosate (DIM) is a phthiocerol based lipid where the two hydroxyl groups are esterified with a mycocerosic acid (ChEBI:143082).


(2E)-4-hydroxynon-2-enoic acid

A 4-hydroxynon-2-enoic acid in which the double bond has (E)-configuration.


A hydroxy saturated fatty acid anion resulting from the deprotonation of the carboxy group of 10-hydroxyoctadecanoic acid.


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


10-hydroxyoctadecanoic acid

A hydroxy fatty acid that is octadecanoic acid carrying a hydroxy group at position 10.


2-hydroxyoleic acid

A 2-hydroxy fatty acid that is  oleic acid  which carries a hydroxy group at position 2. It is an orally bioavailable synthetic hydroxylated fatty acid which modulates the lipid content of cancer cell membranes and induces cell cycle arrest and apoptosis in several cancer cell lines.


A  (2'->5')-dinucleotide comprising guanosine and adenosine connected by a 2'->5' linkage and with a phosphate group at the 3'-terminus.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of Gp[2'-5']Ap[3']; major species at pH 7.3.


2-hydroxygondoic acid

A 2-hydroxy fatty acid that is (11Z)-icos-11-enoic acid which carries a hydroxy group at position 2.


organic ammonium salt

Any organic salt in which the cation is ammonium


A serine derivative resulting from the formal condensation of the carboxy group of 2,3-dihydroxybenzoic acid with the amino group of serine.


A L-valine derivative that is 3-methyl-L-valine in which carboxy OH group is replaced by a methylnitrilo group and the one of the amino hydrogens is replaced by a (2R)-2-{(1S)-1-[formyl(hydroxy)amino]ethyl}-5-phenylpentanoyl group. It is a potent MMP9 and ADAM10 metalloprotease inhibitor with IC50 of 2.5 and 5.3 nM, respectively.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 2-(4-methylpiperazin-1-yl)pyridine-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. A CDKL2 inhibitor (Kd = 63nM).


A member of the class of phenols that is 2-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group. A positional isomer of paracetamol which possesses anti-inflammatory, anti-arthritic and anti-platelet aggregation properties.


A member of the class of toluenes that is 4-aminotoluene in which one of the hydrogens attached to the amino group has been replaced by an acetyl group.


Major species at pH 7.3


A thienopyrimidine that is thieno[3,2-d]pyrimidine which is substituted by a (carboxymethyl)sulfanediyl group at position 4 and by a 4-(methylsulfanyl)phenyl group at position 6. It is a STK17B kinase inhibitor.


A member of the class of indazoles that is 1H-indazole which is substituted by a (N,N-dimethylglycyl)nitrilo group and a 1-benzyl-1H-1,2,3-triazol-4-yl group at positions 3 and 5, respectively. It is a GSK-3beta, CDK1, CDK2, CSNK1G2 and CLK4 kinase inhibitor.


A secondary carboxamide resulting from the formal condensation of the carboxy group of tetrahydro-2H-pyran-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. It is a CDK18 kinase inhibitor.


A chloropyridine that is 3-chloropyridine substituted by a 1-oxo-2,8-diazaspiro[4.5]decan-8-yl group and a 4-(1-methyl-1H-pyrazol-4-yl)phenyl group at positions 4 and 5, respectively. It is an orally bioavailable inhibitor of Wnt signaling (IC50 = 5 nM) and a potent and selective chemical probe for cyclin-dependent kinases CDK8 and CDK19.


A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine which is substituted at positions 3, 5, and 7 by cyano, {3-acetamido-4-[(2-aminoethyl)(methyl)amino]phenyl}nitrilo and cyclopropylnitrilo groups, respectively. It is a DYRK2 and CSNK2A2 kinase inhibitor.


A member of the class of oxindoles that is 5-acetyl-3-methylidene-1,3-dihydro-2H-indol-2-one in which one of the hydrogens of the methylidene group is substituted by a 2,2-dimethylhydrazinyl group and the other hydrogen is substituted by an ethyl group. It is a DYRK1B kinase inhibitor.


lorlatinib

A cyclic ether that is 16,17-dihydro-2H-8,4-(metheno)pyrazolo[4,3-h][2,5,11]benzoxadiazacyclotetradecin-15(10H)-one substituted by methyl groups at positions 2 and 10R, and by cyano, amino and fluoro groups at positions 3, 7 and 12 respectively. It is a small molecule inhibitor of ALK and ROS1 kinase developed by Pfizer for the treatment of ALK-positive non-small cell lung cancer.


A pyrazolopyridazine that is pyrazolo[1,5-b]pyridazine which is substituted by a 2-(3-methoxyanilino)pyrimidin-4-yl group at position 3 and by an ethoxy group at position 6. It is a CLK4 kinase inhibitor.


A member of the class of quinazolines that is quinazoline which is substituted by a {4-[(2-methoxyethyl)carbamoyl]phenyl}nitrilo group and a pyridin-4-yl group at positions 2 and 6, respectively. It is a B-Raf and MKNK2 kinase inhibitor.


A member of the class of quinazolines that is quinazoline which is substituted at positions 2 and 4 by 6-methylpyridin-2-yl and pyridin-4-ylnitrilo groups, respectively. It is an ALK5 and PKN3 kinase inhibitor.


An indolocarbazole compound having methoxy groups at positions 3 and 9 and an additional fused pyrrolidine-2,5-dione ring. It is an inhibitor of BRSK2 kinase, PDGF-dependent receptor autophosphorylation and cell proliferation.


A member of the class of indoles that is 5-chloro-4-(1H-indol-3-yl)-N-[(3R)-piperidin-3-yl]pyrimidin-2-amine in which the piperidine NH group is substituted by a 4-{[(2E)-4-(dimethylamino)but-2-enoyl]amino}benzoyl group. It is a first-in-class CDK12 and CDK13 covalent kinase inhibitor with IC50 of 158 nM and 69 nM, respectively.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 1-(N,N-dimethylglycyl)piperidine-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. It is a CDKL5 and CDK16 kinase inhibitor.


A member of the class of pryrazoles that is 4-amino-1H-pyrazole-3-carboxylic acid in which the primary amino group has been acylated by a 2,6-difluorobenzoyl group and in which the carboxylic acid has been converted to a carboxamide by formal condensation with the primary amino group of 4-aminopiperidine. It is a CDK1, CDK2 and CDK17 kinase inhibitor.


A 2-benzylidene-3-(cyclohexylamino)indan-1-one in which the double bond has E configuration. An inhibitor of the dual specificity phosphatase 6 (Dusp6).


name: PDGF receptor tyrosine kinase inhibitor III

description: An N-arylpiperazine that is piperazine in which the hydrogen attached to the nitrogen at position 1 is replaced by a (4-phenoxyphenyl)aminocarbonyl group, while the hydrogen attached to the nitrogen at position 4 is replaced by a 6,7-dimethoxyquinazolin-4-yl group. It is an inhibitor of tyrosine kinases FLT3, PDGFR and KIT.


An aromatic ketone that is 2,3-dihydro-1H-inden-1-one which is substituted at positions 2, 3, and 5 by (E)-benzylidene, cyclohexylamino, and bromine, respectively. A hyperactivator of fibroblast growth factor signaling in transgenic zebrafish that is devoid of developmental toxicity and restores defective MAPK activity caused by overexpression of DUSP1 and DUSP6 in mammalian cells.


primary fatty amide

A primary carboxamide RC(=O)NH2 resultng from the formal condensation of the carboxy group of a fatty acid with ammonia.


ferric yersiniabactin

An iron coordination entity consisting of iron(III) coordinated as a 1:1 complex by three nitrogen electron pairs and three negatively charged oxygen atoms of yersiniabactin with a distorted octahedral coordination.


Major species at pH 7.3


S-succinyl-L-cysteine(2-) residue

Major species at pH 7.3


succinamate

A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of succinamic acid; major species at pH 7.3.


alpha-D-Galp-(1->4)-D-Galp group

An organyl group consisting of a D-galactopyranose having an alpha-D-galactopyranosyl residue attached at the 4-position, bound at the 1-position.


name: L-aspartyl 9-O-10-oxo-(12Z)-octadecenoate ester residue

description: An oxo carboxylic acid anion that is the conjugate base of L-aspartyl 9-O-10-oxo-(12Z)-octadecenoic acid group.


A long-chain unsaturated fatty acid anion that is the conjugate base of (9S),10-epoxy-(10,12Z)-octadecadienoic acid, arising from deprotonation of the carboxylic acid group.


D-glucose 6-phosphate

A D-glucose monophosphate in which the phosphate group is attached to position 6.


glycyl-L-cysteine residue

An L-alpha-amino acid residue derived from glycyl-L-cysteine.


N,N',N'',N'''-tetraacetylchitotetraose

An amino tetrasaccharide consisting of three 2-acetamido-2-deoxy-beta-D-glucopyranose residues and a 2-acetamido-2-deoxy-D-glucopyranose residue joined in sequence by (1->4) glycosidic bonds.


A disaccharide that is N-acetyl-D-glucosamino-1,5-lactone in which the hydroxy group at position 5 is replaced by a 2-acetamido-2-deoxy-beta-D-glucopyranosyl group.


cloquintocet

A member of the class of quinolines that is quinoline which is substituted by a chloro group at position 5 and by a carboxymethoxy group at position 8.


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


N,N'-diacetylchitobionate

Spontaneous hydrolysis product of CHEBI:143145


N,N',N''-triacetylchitotrionate

Spontaneous hydrolysis product of CHEBI:143144


Spontaneous hydrolysis product of CHEBI:143143


cloquintocet-mexyl

A racemate composed of equimolar amounts of (R)- and (S)-cloquintocet-mexyl. It is a colourless crystalline herbicide safener which protects small cereal crops against the toxicity of the herbicide clodinafop-propargyl. The World Health Organization have categorized it as a class III toxin.


(R)-cloquintocet-mexyl

A heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate that has R-configuration.


(S)-cloquintocet-mexyl

A heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate that has S-configuration.


A member of the class of quinolines that is quinoline which is substituted by a chloro group at position 5 and by a 2-[(heptan-2-yl)oxy]-2-oxoethoxy group at position 8.


beta-alanyl-L-argininium

A peptide cation that is the conjugate acid of beta-alanyl-L-arginine, arising from the deprotonation of the carboxy group and protonation of both the primary amino and guanidino groups; major species at pH 7.3.


Major species at pH 7.3.


beta-alanyl-L-lysinium

A peptide cation that is the conjugate acid of beta-alanyl-L-lysine zwitterion, arising from the protonation of one of the amino groups. Major species at pH 7.3.


glycyl-L-leucine zwitterion

A dipeptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Gly-Leu. Major species at pH 7.3.


aldrithiol

A member of the class of pyridines that is pyridine which is substituted by a pyridin-2-yldisulfanediyl group at position 2. It is a reagent used in molecular biology as an oxidizing agent. Also used in peptide synthesis and for detecting thiols.


A maltotetraose tetrasaccharide consisting of three alpha-D-glucopyranose residues and a D-glucopyranose residue joined in sequence by (1->4) glycosidic bonds.


A maltohexaose hexasaccharide consisting of five alpha-D-glucopyranose residues and a D-glucopyranose residue joined in sequence by (1->4) glycosidic bonds.


A maltoheptaose heptasaccharide consisting of six alpha-D-glucose residues and a D-glucose residue joined in sequence by (1->4) glycosidic bonds.


D-cellohexaose

A hexasaccharide consisting of five beta-D-glucopyranose residues and a D-glucopyranose residue joined in sequence by (1->4) glycosidic bonds.


A quinolizidine alkaloid obtained by formal dehydrogenation at the 5,6-position of sparteine. It is a metabolite of sparteine found in human urine and plasma.


culmorin

A sesquiterpenoid fungal metabolite isolated from Fusarium culmorum.


A perfluorinated compound that is 2-propoxypentanoic acid in which all 11 of the hydrogens attached to carbon atoms have been replaced by fluorine atoms. Used as an alternative to perfluorooctanoic acid in the fluoropolymer industry for years, its widespread environmental distribution, high bioaccumulation capability, and human exposure have caused great concern, particularly as its potential toxicity and health risk is still largely unknown.


An L-arginine derivative in which the omega-nitrogen atoms carries a hydroxy group and one of the omega-nitrogen atoms carries a methyl group; major species at pH 7.3.


An L-arginine derivative in which the delta-nitrogen atoms carries a hydroxy group, one of the omega-nitrogen atoms carries a hydroxy group and the other omega-nitrogen atoms carries a methyl group; major species at pH 7.3.


An L-citrulline derivative in which the delta-nitrogen atoms carries a hydroxy group, one of the omega-nitrogen atoms carries a methyl group and the other omega-nitrogen atoms carries a nitroso group; major species at pH 7.3.


An alpha-amino-acid anion that is the conjugate base of glutamic acid, having anionic carboxy groups and a cationic amino group


An L-citrulline derivative in which the delta-nitrogen atoms carries a hydroxy group and one of the omega-nitrogen atoms carries a methyl group; major species at pH 7.3.


name: L-aspartyl 9-O-10-oxo-(12Z)-octadecenoic acid residue

description: A dicarboxylic acid monoester resulting from the formal condensation of the hydroxy group of (9S,12Z)-9-hydroxy-10-oxooctadec-12-enoic acid with the free carboxy group of L-aspartic acid residue.


thienopyrimidine

A class of aromatic heterobicyclic compounds each of which contains a pyrimidine ring ortho fused to a 5-membered thiophene ring.


N-hexadecanoylglycyl group

A univalent carboacyl group derived from N-hexadecanoylglycine.


azumolene

A 1,3-oxazole which is substituted by a [(2,4-dioxoimidazolidin-1-yl)imino]methyl group at position 2 and a 4-bromophenyl group at position 5. It is a muscle relaxant used for the treatment/prevention of malignant hyperthermia.


The organic anion resulting from the removal of a proton from the hydrogen-bearing nitrogen atom of azumolene.


The compound is attached to peptidoglycan, but I don't know to indicate that in the name


A heteroarenecarbaldehyde that is indole in which the hydrogen at position 4 has been replaced by a formyl group.


An acetophenone substituted by a sulfooxy group at position 2 and by a hydroxy group at position 4.


An aromatic ether that is diphenyl ether substituted by a cyano group, fluoro group and a methoxy group at positions 1,2 and 4, respectively.


A member of the class of oxazolidinones that is 3-amino-1,3-oxazolidin-2-one substituted by a morpholin-4-ylmethyl group at position 5. It is the metabolite of furaltadone,  a broad-spectrum antibacterial drug which was widely used as an additive in livestock and aquaculture feed.


alpha-aminosuberic acid

An alpha-amino acid that is octanedioic acid substituted by an amino group at position 2.


An imidazolidine-2,4-dione substituted by a hydroxymethyl group at position 1 and two methyl groups at position 5. It is approved by the FDA for use as an adjuvant in the bleaching of recycled paper and board used in food packaging, and is also a decomposition product of DMDM hydantoin, a preservative and antimicrobial agent used in cosmetics and personal care products.


A member of the class of indoles that is indoline with hydroxy substituents at positions 3,5 and 6.


norophthalmic acid

A tripeptide composed of L-glutamic acid, L-alanine, and glycine residues joined in sequence by peptide linkages.


BIOALLETHRIN

A partly enantiopure variant of allethrin consisting of a mixture of two allethrin isomers (1R,trans;1R and 1R,trans;1S) in an approximate ratio of 1:1. Widely registered mosquito adulticide and spatial repellent. Bioallethrin is a synthetic pyrethroid used as a pesticide against household pest insects such as mosquitoes, houseflies and cockroaches.


(+)-dehydrodiconiferyl alcohol

A dehydrodiconiferyl alcohol that has (2S,3R)-configuration. A natural product isolated from several plant species including Allium sativum and Codonopsis pilosula.


A 3beta-sterol that is cholesterol carrying an oxo group at position 22.


8-aminooctanoic acid

An omega-amino fatty acid that is octanoic acid which carries an amino group at position 8.


DIISOPROPANOLAMINE

A secondary amino compound that is diethanolamine substituted by methyl groups at positions 1 and 1'. It is a versatile chemical used in a variety of personal care, cosmetic and industrial products.


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


N-(2-hydroxyethyl)iminodiacetic acid

An amino dicarboxylic acid that is glycine in which both hydrogens attached to the nitrogen is substituted by a carboxymethyl group and a 2-hydroxyethyl group.


A secondary ammonium ion that is the conjugate acid of (S)-norreticuline, resulting from the protonation of the secondary amino group. The major species at pH 7.3.


An  indol-3-yl carboxylic acid anion that is the conjugate base of  indole-3-butyric acid, arising from the deprotonation of the carboxy group.


An N(2)-acyl-L-glutaminate resulting from the deprotonation of the carboxy group of N(2)-[4-(indol-3-yl)butanoyl]-L-glutamine. The major species at pH 7.3.


An alpha-amino-acid cation that is the conjugate acid of 4-chloro-L-lysine zwitterion; major species at pH 7.3.


A monocarboxylic acid anion resulting from the dprotonation of the carboxy group of 4-(2,4-dichlorophenoxy)butanoic acid (2,4-DB). The major species at pH 7.3.


An N-acyl-L-alpha-amino acid anion resulting from the deprotonation of the carboxy group of N(2)-[4-(2,4-dichlorophenoxy)butanoyl]-L-glutamine. The major species at pH 7.3.


The L-alpha-amino acid residue formed from O-(N-acetyl-alpha-D-glucosaminyl)-L-serine.


An N-acyl-L-alpha-amino acid anion resulting from the deprotonation of the carboxy group of N-[4-(indol-3-yl)butanoyl]-L-cysteine. The major species at pH 7.3.


L-propargylglycine zwitterion

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


A non-proteinogenic dipeptide anion formed from L-glutamate and L-propargylglycine residues. Major species at pH 7.3.


A non-proteinogenic dipeptide anion formed from the (3R)-hydroxylation of L-gamma-glutamyl-L-propargylglycine(1-). Major species at pH 7.3.


A carboxylic acid that is 3-phenylpropanoic acid substituted at position 4 by a 2-hydroxy-3-(propan-2-ylamino)propoxy group.


glycerol 3-phosphate

A glycerol monophosphate having the phosphate group located at position 1.


A member of the class of  propanolamines that is propane with a hydroxy substituent at C-1 and an amino substituent at C-2, making it both a primary amine and a primary alcohol.


N-demethylmirtazapine

A benzazepine metabolite resulting from demethylation of the antidpressant, mirtazapine.


DESALKYLFLURAZEPAM

A primary amino compound resulting from the dealkylation of both ethyl groups of the anti-insomnia drug flurazepam. It is the major metabolite of flurazepam.


halauxifen-methyl

A methyl ester resulting from the formal condensation of the carboxy group of halauxifen with methanol. It is a proherbicide used for the control of broad-leaved weeds in cereals and oilseed rape.


N-arachidonoyl-L-serine

An N-acyl-amino acid resulting from the formal condensation of the carboxy group of arachidonic acid with the amino group of L-serine. It is an endocannabinoid-like lipid isolated from bovine brains.


ultra-long-chain 3-oxoacyl-CoA(4-)

Any very long-chain 3-oxoacyl-CoA(4-)in which the 3-oxoacyl group has a chain length greater than C27.


name: O-(S-[2R,4R,6R]-2,4,6-trimethyl-ultra-long-chain fatty acyl-pantetheine-4'-phosphoryl)serine(1-) residue

description: Any O-(S-[2R,4R,6R]-2,4,6-trimethyl-very-long-chain fatty acyl-pantetheine-4'-phosphoryl)serine(1-) residue in which the fatty acyl group has a chain length greater than C27.


pyrimisulfan

A racemate composed of equimolar amounts of (R)- and (S)-pyrimisulfan. A herbicide used for the control of annual grass, sedges, broadleaf weeds and sulfonylurea-resistant weeds predominantly in rice crops.


A member of the class of pyrimidines that is pyrimidine which is substituted by a [2-{[(difluoromethyl)sulfonyl]amino}-3-(methoxymethyl)phenyl](hydroxy)methyl group at position 2  and by methoxy groups at positions 4 and 6.


(R)-pyrimisulfan

A N-{2-[(4,6-dimethoxypyrimidin-2-yl)(hydroxy)methyl]-6-(methoxymethyl)phenyl}-1,1-difluoromethanesulfonamide that has R configuration.


(S)-pyrimisulfan

A N-{2-[(4,6-dimethoxypyrimidin-2-yl)(hydroxy)methyl]-6-(methoxymethyl)phenyl}-1,1-difluoromethanesulfonamide that has S configuration.


tyclopyrazoflor

A member of the class of pyrazoles that is 1H-pyrazole which is substituted at positions 1, 3 and 4 by a pyridin-3-yl group, chloro group and an ethyl{3-[(3,3,3-trifluoropropyl)sulfanyl]propanoyl}nitrilo group, respectively. It is an insecticide from Dow AgroSciences LLC.


A monounsaturated fatty acid anion that is the conjugate base of (2E)-oct-2-enoic acid. Major species at pH 7.3.


lisofylline

A 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione that has (R)-configuration. A synthetic small molecule which was under development for the treatment of type 1 diabetes mellitus.


Any mixture of complex, colloidal, macromolecular plant galacturonans containing a large proportion of D-galactopyranosyluronic acid residues in alpha-(1->4) linkage, the carboxy groups of which may be esterified to varying degrees by methyl groups or be partially or completely converted into salts. The structure shown is that of the parent polygalacturonan.


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


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


A methyl-branched fatty acid anion that is the conjugate base of 2,6-dimethylheptanoic acid, arising from the deprotonation of the carboxy group.


A deuterated compound that is alanine in which each of the four hydrogens attached to carbon atoms have been replaced by deuterium.


S-acyl-L-cysteine residue

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


Major species at pH 7.3. The compound is seen in the ref., Fig. 5 just left of 2'-O-AADPR. It is also compound IV in Fig. 6


Any very long-chain 2,3-trans-enoyl CoA(4-) in which the fatty acyl group has a chain length greater than C27.


cis-5-caffeoyl-quinic acid

This compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.


2-Imidazolidone-4-carboxylic acid

This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.


This compound belongs to the class of organic compounds known as enols. These are compounds containing the enol functional group, with the structure HO(R)C=CR'. Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.


1-methylester malic acid

This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.


dihydroxymalonic acid

This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.


This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.


A member of the class of thioureas that is 3,4-dihydropyrimidine-2(1)-thione substituted by a 3-hydroxyphenyl group at position 4, an ethoxycarbonyl group at position 5, and a methyl group at position 6.


O-decanoyl-L-threonine residue

An L-alpha-amino-acid residue that is an L-threonine residue in which the alcoholic hydroxy group has been acylated with a decanoyl group.


O-octanoyl-L-threonine residue

An L-alpha-amino-acid residue that is an L-threonine residue in which the alcoholic hydroxy group has been acylated with an octanoyl group.


O-octanoyl-L-serine residue

An L-alpha-amino-acid residue that is a L-serine residue in which the alcoholic hydroxy group has been acylated with an octanoyl group.


O-decanoyl-L-serine residue

An L-alpha-amino-acid residue that is an L-serine residue in which the alcoholic hydroxy group has been acylated with a decanoyl group.


sesquisabinene B

A sesquiterpene that consists of (1R,5R)-2-methylidenebicyclo[3.1.0]hexane having a (2S)-6-methylhept-5-en-2-yl group attached at position 5.


sesquisabinene A

A sesquiterpene that consists of (1R,5R)-2-methylidenebicyclo[3.1.0]hexane having a (2R)-6-methylhept-5-en-2-yl group at position 5.


hexanol

A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of six carbon atoms.


A hydroxy monocarboxylic acid anion that is the conjugate base of 3-hydroxy-3-methylhexanoic acid, arising from deprotonation of the carboxy group.


An N(2)-acyl-L-glutaminate resulting from the deprotonation of the carboxy group of N(2)-(3-hydroxy-3-methylhexanoyl)-L-glutamine. The major species at pH 7.3.


An N(2)-acyl-L-glutaminate resulting from the deprotonation of the carboxy group of N(2)-[(2E)-3-methylhex-2-enoyl]-L-glutamine. The major species at pH 7.3.


A monounsaturated fatty acid anion resulting from the deprotonation of the carboxy group of (2E)-3-methylhex-2-enoic acid.


Any 3beta-hydroxy steroid which is substituted by two methyl groups at position 4.


P

A 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione that has (S)-configuration. It is the inactive optical enantiomer of (R)-lisofylline, an anti-inflammatory agent.


A dimethylxanthine that is 3,7-dihydro-1H-purine-2,6-dione which is substituted at positions 1,3 and 7 by a 5-hydroxyhexyl group, methyl group and methyl group, respectively.


Any 3beta-hydroxy steroid which is substituted at the 4alpha and 4beta positions by methyl and hydroxymethyl groups, respectively.


rac-lisofylline

A racemate comprising equal amounts of (R)- and (S)-lisofylline. It is a metabolite of pentoxifylline and a potent anti-inflammatory agent in which the (-)-isomer is biologically active.


Any 3beta-hydroxy steroid which is substituted at the 4alpha and 4beta positions by methyl and formyl groups, respectively.


Any steroid acid anion obtained by deprotonation of the 4beta-carboxy group of a 3beta-hydroxy-4alpha-methylsteroid-4beta-carboxylic acid.


Any 3-oxosteroid which is substituted by a methyl group at the 4alpha position.


A 3beta-hydroxy-4,4-dimethylsteroid that is that is cholestan-3beta-ol in which the hydrogens at position 4 have been replaced by methyl groups and a double bond has been introduced between positions 8 and 14.


A 3beta-hydroxy-4beta-hydroxymethyl-4alpha-methylsteroid that is 14-demethyllanosterol in which the methyl group at the 4beta position has been oxidised to the corresponding hydroxymethyl group.


A 3beta-hydroxy-4beta-formyl-4alpha-methylsteroid resulting from the formal oxidation of the 4beta-hydroxymethyl group of 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholesta-8,24-dien-3beta-ol to the corresponding formyl group.


A 3beta-hydroxy-4alpha-methylsteroid-4beta-carboxylate resulting from the deprotonation of the carboxy group of 3beta-hydroxy-4alpha-methyl-5alpha-cholesta-8,24-diene-4beta-carboxylic acid. The major species at pH 7.3.


A steroid acid anion that is the conjugate base of 4alpha-carboxyzymosterol, obtained by deprotonation of the carboxy group; major species at pH 7.3.


anthocyanidin betaine

Major species at pH 7.3. The structure is based on the fact that all (except one; see Wikipedia page for anthocyanidin) anthocyanidins have OH groups at positions 3,5,7,4' and can be substituted at positions 3' and 5'


name: cis-11,14,17-eicosatrienoic acid methyl ester


name: cis-5,8,11,14,17-eicosapentaenoic acid methyl ester


name: cis-13,16-Docosadienoic acid methyl ester


name: cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester


ipflufenoquin

A member of the class of quinolines that is quinoline substituted by a methyl group, 3-fluoro-2-(2-hydroxypropan-2-yl)phenoxy group, fluoro group and fluoro group at positions 2, 3, 7 and 8, respectively. It is a fungicide being developed by Nippon-Soda Co. Ltd (Japan) which has stable efficacy against a wide range of plant diseases, such as gray mold, scab and rice blast.


pentanol

A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of five carbon atoms.


A hexosyl ceramide with C17iso branched chain sphingoid base and C22:0(OH) N-Acyl. Sum formula is C45H87NO9


A hexosyl ceramide with C17iso branched chain sphingoid base and C24:0(OH) N-Acyl. Sum formula is C47H91NO9


A hexosyl ceramide with C17iso branched chain sphingoid base and C26:0(OH) N-Acyl. Sum formula is C49H95NO9


A hexosyl ceramide with C17iso branched chain sphingoid base and C21:0(OH) N-Acyl. Sum formula is C44H85NO9


A hexosyl ceramide with C17iso branched chain sphingoid base and C23:0(OH) N-Acyl. Sum formula is C46H89NO9


A hexosyl ceramide with C17iso branched chain sphingoid base and C25:0(OH) N-Acyl. Sum formula is C48H93NO9


A dihydroceramide with C17iso branched chain sphingoid base and C22:0 N-Acyl. Sum formula is C39H79NO3


A dihydroceramide with C17iso branched chain sphingoid base and C24:0 N-Acyl. Sum formula is C41H83NO3


A dihydroceramide with C17iso branched chain sphingoid base and C26:0 N-Acyl. Sum formula is C43H87NO3


A dihydroceramide with C17iso branched chain sphingoid base and C22:0(OH) N-Acyl. Sum formula is C39H79NO4


A dihydroceramide with C17iso branched chain sphingoid base and C21:0 N-Acyl. Sum formula is C38H77NO3


A dihydroceramide with C17iso branched chain sphingoid base and C23:0 N-Acyl. Sum formula is C40H81NO3


A dihydroceramide with C17iso branched chain sphingoid base and C25:0 N-Acyl. Sum formula is C42H85NO3


sodorifen

A carbobicyclic compound that is bicyclo[3.2.1]oct-6-ene which is substituted by a methylene group at position 3 and by methyl groups at the 1,2,4,5,6,7, and 8-anti positions. It is the major volatile component released by the rhizobacterium Serratia odorifera.


sphingomyelin 14:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 14 with 0 double bonds.


sphingomyelin 16:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 16 with 1 double bond.


sphingomyelin 18:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 18 with 0 double bonds.


sphingomyelin 18:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 18 with 1 double bond.


triacylglycerol 58:12

A triglyceride in which the three acyl groups contain a total of 58 carbons and 12 double bonds.


name: C-terminal amide O-palmitoyl-L-threonine residue


O-hexadecanoyl-L-threonine residue

An L-alpha-amino-acid residue that is an L-threonine residue in which the alcoholic hydroxy group has been acylated with a hexadecanoyl group.


Major species at pH 7.3


D-galactofuranose

The furanose form of D-galactose.


An amino disaccharide consisting of two alpha(2->9)-linked sialic acid units; corresponds to the repeating unit in the group C polysaccharide of Neisseria meningitidis (MenC).


A vinca alkaloid cation resulting from the protonation of the two tertiary amino groups of vincristine. Major species at pH 7.3.


name: phosphatidylethanolamine amidated glycyl residue(1-)


sangivamycic acid

An N-glycosylpyrrolopyrimidine that is tubercidin in which the hydrogen at position 5 of the pyrrolopyrimidine moiety has been replaced by a carboxy group.


thiogeraniol

A thiol that is geraniol in which the hydroxy group has been replaced by a thiol group.


ceramide phosphonoethanolamine

Any of a class of phosphosphingolipids in which the amino group of a sphingoid base is in amide linkage with one of several fatty acids, while the terminal hydroxy group of the sphingoid base is esterified to (2-aminoethyl)phosphonic acid.


ceramide phosphonoethanolamine 34:2

A ceramide phosphonoethanolamine in which the sphingoid base and acyl group contain a total of 34 carbon atoms and 2 double bonds.


N. meningitidis group C polysaccharide

A polysaccharide derivative that is the group C polysaccharide of Neisseria meningitidis, consisting of alpha(2->9)-linked sialic acid units. The polysaccharide chains can be conjugated to a carrier protein (e.g. CRM197), tetanus toxoid, ovalbumin, Hel) at a single site on the polysaccharide reducing end, at both termini of the (difuntional) polysaccharide chain or randomly along the polysaccharide chain (cross-linked).


phosphatidylethanolamine 37:3

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


A phosphatidylethanolamine 37:3 in which the acyl groups at positions 1 and 2 are specified as nonadecanoyl and (9Z,12Z,15Z)-octadecatrienoyl, respectively.


name: H. influenzae type B capsular polysaccharide

description: A polysaccharide derivative that is the capsular polysaccharide of Harmophilus influenzae type b, consisting of (5->3)-phosphodiester-linked beta-Dribofuranosyl-(1->1)-D-ribitol units. The whole can be conjugated to a carrier protein [e.g. CRM197, outer membrane protein complex (OMPC)] at a single site on the polysaccharide reducing end or randomly along the polysaccharide chain (cross-linked).  An example structure is shown in the diagram.


name: type Ib group B Streptococcus capsular polysaccharide

description: A polysaccharide derivative that is the capsular polysaccharide of type Ib group B Streptococcus, consisting of saccharide chains involving alpha-D-NeuNAc-(2->3)-beta-D-Galp, beta-D-Galp-(1->3)-beta-D-GlcpNAc, beta-D-GlcpNAc-(1->3)-beta-D-Galp, beta-D-Galp-(1->4)-beta-D-Glcp and beta-D-Glcp-(1->4)-beta-D-Galp linkages. The whole can be conjugated to a carrier protein (e.g. CRM197 and tetanus toxoid) randomly along the polysaccharide chain (cross-linked). An example structure is shown in the diagram.


N-octanoylanthranilate

An amidobenzoate that is the conjugate base of N-octanoylanthranilic acid, arising from the deprotonation of the carboxy group.


gamma-dodecalactone

A gamma-lactone that is oxolan-2-one substituted by an octyl group at position 5.


FENPROPIMORPH

A racemate comprising equimolar amounts of (R)- and (S)-fenpropimorph. It is a systemic fungicide, used to control a variety of fungal diseases in cereal crops.


neopentyl glycol

A propane-1,3-diol carrying two methyl groups at position 2.


(13E)-octadecenoic acid

An octadecenoic acid with a trans-double bond at position C-13.


The name is a guess. Major species at pH 7.3


valerianol

A member of the class of octahydronaphthalenes that is 1,2,3,4,6,7,8,8a-octahydronaphthalene which is substituted by methyl groups at the 8 and 8a positions, and by a 2-hydroxypropan-2-yl group at position 2 (the 2R,8R,8aS stereoisomer).


(R)-bopindolol

A 1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate that has R-configuration.


(S)-bopindolol

A 1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate that has S-configuration.


bopindolol

A methylindole that is 2-methyl-1H-indol-4-ol in which the hydrogen of the hydroxy group is replaced by a 2-(benzoyloxy)-3-(tert-butylamino)propyl group.


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (Z)-2-methylureidoacrylic acid. The major species at pH 7.3.


A GPI amidated group where R1 can be an alkyl or an acyl group, R2 is an acyl group, R3 can be an acyl group or an H, R4-8 can be other sugar groups, phosphoethanolamine or H.


name: GPI-anchor amidated L-alanine residue(1-)

description: A GPI-anchor amidated amino acid where R1 can be an alkyl or an acyl group, R2 is an acyl group, R3 can be an acyl group or an H, R4-8 can be other sugar groups, phosphoethanolamine or H.


name: GPI-anchor amidated L-asparagine residue(1-)


name: GPI-anchor amidated L-aspartate residue(2-)


An epoxy fatty acid that is oxirane substituted by a (2Z)-oct-2-en-1-ylidene group and a 7-carboxyheptyl group at positions 2 and 3, respectively.


A hydroxypyridine that is pyridin-2-ol substituted by chloro groups at positions 3,5 and 6. It is a metabolite of the agrochemical chlorpyrifos.


name: GPI-anchor amidated amino acid carboxyl end residue(1-)

description: A GPI-anchor amidated amino acid where R1 can be an alkyl or an acyl group, R2 is an acyl group, R3 can be an acyl group or an H, R4-8 can be other sugar groups, phosphoethanolamine or H, and R9 is the side chain of a C-terminal amino acid residue.


name: GPI-anchor amidated L-cysteine residue(1-)


3-(methylthio)propionic acid

A thia fatty acid acid consisting of propionic acid with a methylthio substituent at the 3-position; an intermediate in mammalian methionine metabolism in vitro. The simplest known phytotoxin, it is a blight-inducing toxin produced by the cassava pathogen Xanthomonas campestris manihotis.


name: GPI-anchor amidated L-serine residue(1-)


name: GPI-anchor amidated L-threonine residue(1-)


name: GIPC-anchor amidated L-asparagine residue(1-)

description: A GIPC-anchor amidated amino acid where R1 represents the shingoid base, R2 is an acyl group, R3 can be an acyl group or an H, R4-8 can be other sugar groups, phosphoethanolamine or H.


name: GIPC-anchor amidated L-aspartate residue(2-)


name: GIPC-anchor amidated L-alanine residue(1-)


name: GIPC-anchor amidated glycine residue(1-)


name: GIPC-anchor amidated L-serine residue(1-)


cyclic di-UMP(2-)

A cyclic pyrimidine dinucleotide that consists of two UMP units cyclised via 3',5'-linkages, major species at pH 7.3.


cyclic pyrimidine dinucleotide

cyclic pyrimidine dinucleotide


A cyclic dinucleotide that consists of UMP and AMP units cyclised via 3',5'-linkages, major species at pH 7.3.


cyclic AMP-AMP-GMP(3-)

A cyclic trinucleotide that consists of two AMP and one GMP units cyclised via 3',5'-linkages, major species at pH 7.3.


3','3-cyclic CMP-UMP(2-)

A cyclic pyrimidine dinucleotide that consists of CMP and UMP units cyclised via 3',5'-linkages, major species at pH 7.3.


L-Cys-Gly disulfide dizwitterion

Major species at pH 7.3


A phosphatidylinositol where R1 can be an alkyl or an acyl chain and 2R2 is an acyl chain.


It is a GlcNAc-PI where R1 can be an alkyl or an acyl chain.


A GlcN-PI where R1 can be an alkyl or an acyl chain and R2 is an acyl chain.


A glucosaminyyl-phosphatidylinositol where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


A glycosyl-phosphatidylinositol derivative where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


nepetaside

A terpene glycoside that is beta-D-glucopyranose in which the hydrogen of the hydroxy group at position 1R is replaced by a (4R,4aR,6R,7R,7aS)-4,7-dimethyl-1-oxooctahydrocyclopenta[c]pyran-6-yl group. It is a plant metabolite isolated from Nepeta cataria.


RAVUCONAZOLE

A member of the class of triazoles that is 1-butyl-1H-1,2,4-triazole in which the butyl group is substituted at positions 2, 2, and 3 by hydroxy, 2,4-difluorophenyl, and 4-(p-cyanophenyl)-1,3-thiazol-2-yl groups, respectively (the R,R stereoisomer). It exhibits antifungal activity by inhibition of 14alpha demethylase, an enzyme involved in sterol synthesis, resulting in lysis of the fungal cell wall and fungal cell death. (NCIO4)


A member of the class of 1,3-benzoxazoles that is 5-methyl-2-phenyl-1,3-benzoxazole which is substituted by a [(4-chlorophenyl)carbamothioyl]nitrilo group at position 5. It is a bacterial glutamate racemase inhibitor.


An L-lysine derivative that is L-lysine substituted by a chloro group at position 4.


4-chloro-L-lysine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-chloro-L-lysine


An alkane that is hexane substituted by a methyl group at position 3.


A branched alkane that is pentane carrying one methyl group at positions 2, and two methyl groups at position 3.


An alkane that is octane in which the two methylene hydrogens at position 3 have been replaced by methyl groups.


A fatty alcohol that is (3E)-dec-3-ene substituted by a hydroxy group at position 2.


A secondary alcohol that is butan-2-ol in which one of the methyl hydrogen atoms is substituted by chlorine.


A chloroalkane that is 1,3-dichloropropane substituted by a chloro group and a methyl group at position 2.


A member of the class of styrenes that is 1,2-dimethylbenzene substituted by a vinyl group at position 4.


A chloroalkane that is propane substituted by chloro groups at positions 1,1,3 and 3, respectively.


4-methylpent-3-enoic acid

A methyl-branched chain fatty acid that is pent-3-enoic acid substituted by a methyl group at position 4.


A chloroalkane that is butane substituted by chloro groups at positions 1,2,3 and 4.


A glycol that is decane bearing two hydroxy substituents located at positions 1 and 2.


A member of the class of phenols that is phenol substituted by tert-butyl groups at position 2 and 5.


A ribonucleotide residue(1-) obtained by deprotonation of the phosphate OH group of 5-methoxy-UMP residue; major species at pH 7.3.


An alpha-amino-acid cation resulting from the transfer of a proton from the carboxy to the amino group of Se-methyl-L-selenomethionine. Major species at pH 7.3


BUTAFENACIL

An organofluorine compound that is 1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione substituted by a 4-chloro-3-({[2-methyl-1-oxo-1-(prop-2-en-1-yloxy)propan-2-yl]oxy}carbonyl)phenyl group at position 3. It is a herbicide which inhibits the protoporphyrinogen-oxidase enzyme in plant chloroplasts, resulting in rapid knockdown of various broadleaf and grass weeds.


(Z)-2-methylureidoacrylic acid

A monocarboxylic acid resulting from the formal 1,4-addition of one of the amino groups of urea to methacrylic acid (the Z isomer), or by the hydrolytic ring cleavage of uracil


A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1,3 and 8, prenyl groups at positions 2 and 7, and a methyl group at position 4.


THALICPUREINE

A phenanthrene substituted by a 2-(methylamino)ethyl group at position 1 and by methoxy groups at positions 2,3,4,6 and 7, respectively. It is a plant metabolite isolated from Annona purpurea and Fagonia olivieri.


ethyl vanillin isobutyrate

A member of the class of benzaldehydes that is benzaldehyde substituted by an ethoxy group at position 3 and by a (2-methylpropanoyl)oxy group at position 4.


An organic disulfide composed of two molecules of 2-{[2-(1H-indol-3-yl)ethyl]amino}ethane-1-thiol linked together via a disulfide bond. It is a glucose-6-phosphate dehydrogenase (G6PD) activator which reduces oxidative stress in cells and zebrafish.


A secondary carboxamide that is 2-amino-1-(2-chlorophenyl)ethanol in which one of the amino hydrogens is substituted by a 2-[(2-fluorobenzyl)amino]-2-oxoethyl group.


An isoquinolol that is 1,2,3,4-tetrahydroisoquinolin-4-ol in which the hydrogen of the secondary amine  is substituted by a 3-(3-hydroxy-3-methylbutyl)benzoyl group.


A member of the class pyrazines that is pyrazin-2-amine in which one of the amino protons is substituted by a ({1-[2-(1H-pyrazol-1-yl)phenyl]ethyl}amino)acetyl group.


N-acetyl-L-tryptophanate

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


N-acetyl-D-phenylalaninate

An N-acyl-D-alpha-amino acid anion that is the conjugate base of N-acetyl-D-phenylalanine, arising from the deprotonation of the carboxy group; major species at pH 7.3.


N-acetyl-L-glutaminate

An N(2)-acetylglutaminate that has L-configuration; major species at pH 7.3.


N-acetyl-D-glutaminate

The conjugate base of N(2)-acetyl-D-glutamine; major species at pH 7.3.


A phosphoethanolamine-GIPC where R1 represents the shingoid base, R2 is an acyl group, R3 can be an acyl group or an H, R4-8 can be other sugar groups, phosphoethanolamine or H.


3-hydroxy-3-methylhexanoic acid

A 3-hydroxy monocarboxylic acid that is hexanoic acid substituted by a hydroxy group and a methyl group at position 3. It is a metabolite found in human sweat.


2,6-dimethylheptanoic acid

A methyl-branched chain fatty acid that is heptanoic acid substituted by a methyl group at positions 2 and 6.


galactosaminogalactan

An exopolysaccharide composed of alpha1->4 linked galactose and alpha1->4 linked N-acetylgalactosamine (GalNAc) residues where both monosacharides are randomly distributed. It is secreted by the opportunistic fungal pathogens, Aspergillus fumigatus and Aspergillus niger.


name: 2-ammonioethyl (2R)-2,3-dihydroxypropyl phosphate zwitterion

description: Major species at pH 7.3.


triaziflam

A racemate comprising equimolar amounts of R- and S-triaziflam. It is a herbicide used for the treatment of weeds.


(R)-triaziflam

An N-[1-(3,5-dimethylphenoxy)propan-2-yl]-6-(2-fluoropropan-2-yl)-1,3,5-triazine-2,4-diamine that is the (R)-enantiomer of triaziflam.


(S)-triaziflam

An N-[1-(3,5-dimethylphenoxy)propan-2-yl]-6-(2-fluoropropan-2-yl)-1,3,5-triazine-2,4-diamine that is the (S)-enantiomer of triaziflam.


A diamino-1,3,5-triazine that is 1,3,5-triazine substituted by a [1-(3,5-dimethylphenoxy)propan-2-yl]nitrilo group, amino group and 2-fluoropropan-2-yl group at positions 2,4 and 6, respectively.


(R,R)-chrysanthemol

A chrysanthemol in which both chiral centres have R configuration.


(R,R)-chrysanthemal

An aldehyde resulting from the formal oxidation of the hydroxy group of (R,R)-chrysanthemol.


(R,R)-chrysanthemate

A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (+)-trans-chrysanthemic acid. The major species at pH 7.3.


N-octanoylanthranilic acid

An amidobenzoic acid resulting from the formal condensation of the carboxy group of octanoic acid with the amino group of anthranilic acid.


A triazolothiadiazole that is 1,7a-dihydro[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole substituted by a 4-methyl-1,2,3-thiadiazol-5-yl group at position 3 and by a trichloromethyl group at position 6. It is a fungicide with a wide spectrum of activity and inhibits the enzymatic activity of pyruvate kinase.


dihydroartemisinate

A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of dihydroartemisinic acid. The major species at pH 7.3.


5'-end NAD(1-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of a   5'-end NAD(+) CAP residue; major species at pH 7.3.


A monounsaturated fatty acid anion resulting from the deprotonation of the carboxy group of (E)-non-2-enoic acid. The major species at pH 7.3.


(E)-non-2-enoic acid

A monounsaturated fatty acid that is nonanoic acid which has undergone dehydrogenation to introduce a trans double bond at the 2-3 position.


(-)-ANTOFINE

An organic heteropentacyclic compound that is (13aR)-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline substituted at positions 2, 3 and 6 by methoxy groups. It is an alkaloid produced by relatives of the milkweed family and exhibits antiviral, anti-inflammatory, antiadipogenic and antitumorigenic activities.


A monounsaturated fatty aldehyde that is (2E)-hept-2-ene which is carrying an oxo group at position 1. Found in the peel of Malaysian pink and white pomelo peel and in the scent gland secretion of the rice stink bug Oebalus pugnax.


A monounsaturated fatty acid anion resulting from the deprotonation of the carboxy group of (E)-hept-2-enoic acid. The major species at pH 7.3.


(S)-citronellate

A monounsaturated fatty acid anion that is the conjugate base of (S)-citronellic acid, arising from the deprotonation of the carboxy group.


Major species at pH 7.3.


5'-end NADH(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of a 5'-end NADH CAP residue; major species at pH 7.3.


(R)-lavandulyl diphosphate(3-)

Trianion of (R)-lavandulyl diphosphate; major species at pH 7.3.


(Z,S)-jasmolone

A beta-hydroxy ketone that is (ZZ,S)-cinerolone in which the (2Z)-but-2-en-1-yl substituent has been replaced by a (2Z)-pent-2-en-1-yl group.


(Z,S)-cinerolone

A beta-hydroxy ketone that is cyclopent-2-en-1-one which is substituted at positions 2, 3, and 4 by (2Z)-but-2-en-1-yl, methyl, and hydroxy groups, respectively (the 2S enantiomer).


gibberellin A53(2-)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A53.


gibberellin A44 (2-) (diacid form)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A44 (diacid form).


gibberellin A15(2-) (diacid form)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A15 (diacid form).


gibberellin A24(2-)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A24.


gibberellin A17(2-)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A17.


gibberellin A25(2-)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A25.


gibberellin A14 aldehyde(1-)

A carboxylic acid anion obtained by deprotonation of the carboxy group of gibberellin A14 aldehyde.


gibberellin A14(2-)

A dicarboxylic acid anion obtained by deprotonation of both carboxy groups of gibberellin A14.


A primary alpha-hydroxy ketone that is butan-2-one substituted by a hydroxy group at positions 1 and 3.


5'-end triphospho-adenosine(4-) residue

An organic anionic group obtained by deprotonation of the triphosphate OH groups of a 5'-end triphospho-adenosine residue; major species at pH 7.3.


5'-end triphospho-guanosine(4-) residue

An organic anionic group obtained by deprotonation of the triphosphate OH groups of a 5'-end triphospho-guanosine residue; major species at pH 7.3.


Dianion of P(1),P(2)-bis(5'-adenosyl) diphosphate; major species at pH 7.3.


(2S)-homocitric acid

The (S)-enantiomer of homocitric acid.


(2R,6S,10S)-2,6,10,14-pristanic acid

The (2R,6S,10S)-diastereomer of pristanic acid.


Ala-Gly-Ala-Gly

A tetrapeptide composed of L-alanine, glycine, L-alanine, and glycine residues joined in sequence by peptide linkages.


5'-end diphospho-adenosine(3-) residue

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


5'-end diphospho-guanosine(3-) residue

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


An organic anionic group obtained by deprotonation of the triphosphate OH groups of a 5'-(5'-triphospho-guanosine)-guanosine residue; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the triphosphate OH groups of a 5'-(5'-triphospho-guanosine)-adenosine residue; major species at pH 7.3.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-adenosine(2-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating adenosine nucleotide; major species at pH 7.3.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-guanosine(2-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating guanosine ribonucleotide; major species at pH 7.3.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-(2'-O-methyl-adenosine)(2-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating 2'-O-methyl-adenosine-ribonucleotide; major species at pH 7.3.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-(2'-O-methyl-guanosine)(2-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating 2'-O-methyl-guanosine-ribonucleotide; major species at pH 7.3.


5'-end phospho-adenosine(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of a 5'-end phospho-adenosine residue; major species at pH 7.3.


5'-end phospho-guanosine(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH groups of a 5'-end phospho-guanosine residue; major species at pH 7.3.


triacylglycerol 60:14

A triglyceride in which the three acyl groups contain a total of 60 carbons and 14 double bonds.


triacylglycerol 64:16

A triglyceride in which the three acyl groups contain a total of 64 carbons and 16 double bonds.


triacylglycerol 62:15

A triglyceride in which the three acyl groups contain a total of 62 carbons and 15 double bonds.


(2S)-2-amino-4-phosphonobutanoic acid

A non-proteinogenc L-alpha-amino acid that is L-alpha-aminobutyric acid in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. It is a potent and selective agonist for the group III metabotropic glutamate receptors (mGluR4/6/7/8).


A hydroxy polyunsaturated fatty acid that is (2E,4E,8Z)-tetradeca-2,4,8-trienoic acid which is carrying a hydroxy group at the 6R-position.


An organic anionic group obtained by deprotonation of the phosphate OH groups of a 5'-end phospho-purine ribonucleoside residue; major species at pH 7.3.


A hydroperoxy fatty acid that is (9E,11E)-octadeca-9,11-dienoic acid carrying a hydroperoxy group at position 9.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-adenosine-ribonucleotide(3-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating adenosine nucleotide followed by any ribonucleotide; major species at pH 7.3.


name: 5'-end (N(7)-methyl 5'-triphospho-guanosine)-guanosine-ribonucleotide(3-) residue

description: A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating guanosine ribonucleotide followed by any ribonucleotide; major species at pH 7.3.


A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an adenosine ribonucleotide; major species at pH 7.3.


A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an guanosine ribonucleotide; major species at pH 7.3.


pyrimidine-2,4-dicarbothioic O-acid

A member of the class of pyrimidines that is pyrimidine which is substituted by hydroxycarbonothioyl groups at positions 2 and 4.


A glycosyl-phosphatidylinositol derivative where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


An organic anionic group obtained by deprotonation of the phosphate OH groups of a 5'-end NAD(+)-phospho-ribonucleoside residue; major species at pH 7.3.


A hydroxyproline that is L-proline substituted by a hydroxy group at position 2.


The L-enantiomer of 4-hydroxyleucine.


A glucosaminyl-phosphatidylinositol derivative where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


A glucosaminyl-phosphatidylinositol derivative where R1, R2 and R3 are acyl groups of undefined composition.


A hydroperoxyoctadecatrienoate that is the conjugate base of (9Z,11E,15Z)-13-hydroperoxyoctadecatrienoic acid, obtained by deprotonation of the carboxy group. Major microspecies at pH 7.3.


A phosphoethanolamine-glycosyl-phosphatidylinositol derivative where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


A leucine derivative that is leucine substituted by a hydroxy group at position 4.


The D-enantiomer of 4-hydroxyleucine.


A deuterated compound that is is an isotopologue of 3-(trimethylsilyl)propane-1-sulfonic acid (DSS) in which the six hydrogen atoms attached to the carbon chain linking the silicon and the sulfur atoms have been replaced by deuterium. It is often used in NMR spectroscopy (often as the corresponding sodium salt) as a calibration standard - it is much more water soluble that tetramethylsilane, so is often used for studies on proteins in water.


An (omega-1)-hydroxy-long-chain fatty acid anion resulting from the deprotonation of the carboxy group of (9Z)-17-hydroxyoctadec-9-enoic acid. The major species at pH 7.3.


An (omega-1)-hydroxy-long-chain fatty acid anion that is the conjugate base of (9Z,12Z)-17-hydroxyoctadeca-9,12-dienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


phosphenodiimidic amide

A phosphorus molecular entity that is phosphine in which the hydrogens are substituted by two imino groups and an amino group.


A pyrazine substituted by a hydroxy group at positions 2 and 5.


name: (omega-1)-hydroxy-long-chain fatty acid anion

description: Any long-chain fatty acid anion resulting from the deprotonatnion of an (omega-1)-hydroxy-long-chain fatty acid.


DIFLOMOTECAN

An organic heteropentacyclic compound that is (5R)-8-[(6,7-difluoroquinolin-3-yl)methyl]-5-ethyl-5-hydroxy-1,4,5,8-tetrahydrooxepino[3,4-c]pyridine-3,9-dione in which position 7 of the oxepinopyridine moiety is joined to position 3 of the difluoroquinoine ring by a single bond. An E-ring modified camptothecin analogue that has greater lactone stability in plasma compared with other topoisomerase I inhibitors.


HOMOCAMPTOTHECIN

An organic heteropentacyclic compound that is (5R)-5-ethyl-5-hydroxy-8-(quinolin-3-ylmethyl)-1,4,5,8-tetrahydrooxepino[3,4-c]pyridine-3,9-dione in which position 7 of the oxepinopyridine group has been joined to position 2 of the quinoline ring by a single bond. A semisynthetic analogue of camptothecin, it is an inhibitor of topoisomerase I.


An omega-hydroxy-long-chain fatty acid anion resulting from the deprotonation of the carboxy group of (9Z)-16-hydroxyhexadec-9-enoic acid. The major species at pH 7.3.


A member of the class of 2,5-diketopiperazines that is piperazine substituted by oxo groups at positions 2 and 5, and by a methyl group at position 3.


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


(E)-16-octadecenoic acid methyl ester

A fatty acid methyl ester obtained by formal condensation of the carboxy group of (16E)-octadec-16-enoic acid with methanol.


A flavonoid oxoanion that is the conjugate base of isorhamnetin, arising from the deprotonation of the 7-hydroxy group; major species at pH 7.3.


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


A long-chain fatty acid anion resulting from the deprotonation of the carboxy group of (9Z)-17-hydroxyoctadec-9-enoic acid  17-O-beta-D-glucoside.


A monounsaturated fatty acid anion resulting from the deprotonation of the carboxy group of (9Z)-17-hydroxyoctadec-9-enoic acid 17-O-sophoroside. The major species at pH 7.3


Also published in: https://doi.org/10.1007/BF02898308, Asmer, et al. (1988) Microbial production, structure elucidation, and bioconversion of sophorose lipids. JAOCS, 65: 1460-1466.


A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (9Z)-18-hydroxyoctadec-9-enoic acid 18-O-beta-D-glucoside.


A long-chain fatty acid anion resulting from the deprotonation of the carboxy group of 16-(beta-D-glucopyranosyloxy)hexadecanoic acid. The major species at pH 7.3.


isoskyrin

A member of the class of bianthracenes resulting from the oxidative dimerisation of emodin between position 4 of one molecule and position 5 of the other.


12-oxododecanoic acid

An omega-oxo fatty acid that is dodecanoic acid carrying an oxo group at position 12.


A omega-oxo fatty acid anion that is the conjugate base of 12-oxododecanoic acid, arising from the deprotonation of the carboxy group; major species at pH 7.3.


An omega-oxo fatty acid anion that is the conjugate base of 16-oxohexadecanoic acid, arising from the deprotonation of the carboxy group; major species at pH 7.3.


lobarin

A member of the class of 2-benzofurans that is 3-butyl-3-hydroxy-2-benzofuran-1(3H)-one substituted by a 3-carboxy-4,6-dihydroxy-2-pentylphenoxy group and a methoxy group at positions 4 and 6, respectively. It is a metabolite isolated from the Sumatran lichen, Stereocaulon halei.


A primary allylic alcohol that is 2-hexene in which a hydrogen at position 1 has been replaced by a hydroxy group.


A glycosyl-phosphatidylinositol where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


arthothelin

A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3 and 6, chloro groups at positions 2, 4 and 5 and a methyl group at position 8. It has been isolated from the lichen, Lecanora iseana.


A member of the class of xanthones that is 9H-xanthen-9-one substituted by a hydroxy group at positions 1, chloro groups at positions 2 and 4, methoxy groups at positions 3 and 6 and a methyl group at position 8.


A monounsaturated fatty acid anion resulting from the deprotonation of the carboxy group of (9Z)-18-hydroxyoctadec-9-enoic acid 18-O-sophoroside. The major species at pH 7.3


dihydroartemisinic acid

A monocarboxylic acid that is propanoic acid substituted at position 2 by a (1S,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group. It is a sesquiterpenoid precursor of the antimalarial drug, artemisinin.


A phosphoethanolamine-glycosyl-phosphatidylinositol where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


An amino hexasaccharide that is MAN-3 glycan, alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc, in which a hydroxy group in one of the terminal mannosyl groups has undergone glycosylation with a molecule of D-mannopyranose. The position of the additional mannosyl group is not known. In the structure shown, one of the R atoms represents a D-mannopyranosyl group; all remaining R atoms = H.


spongotine A

A member of the class of imidazolines that is 4,5-dihydro-1H-imidazole which is substituted by a 1H-indole-3-carbonyl group at position 2 and a 6-bromo-1H-indol-3-yl group at position 4S. It is a bisindole alkaloid isolated from the marine sponge, Spongosorites sp.


BROMODEOXYTOPSENTIN

An aromatic ketone that is imidazole which is substituted by a 1H-indole-3-carbonyl group and a 6-bromo-1H-indol-3-yl group at  positions 2 and 4, respectively. Isolated from the Mediterranean shallow-water sponge, Topsentia genetrix. It is a potent inhibitor of MRSA pyruvate kinase and exhibits antibacterial properties.


BROMOTOPSENTIN

An aromatic ketone that is imidazole that is substituted at positions 2 and 5 by (6-hydroxy-1H-indol-3-yl)carbonyl and 6-bromo-1H-indol-3-yl groups respectively. Isolated from Mediterranean shallow-water sponges Topsentia genetrix, and from Caribbean deep-sea sponges of the Halichondriidae family, it has antitumour and antiviral properties. Toxic to fish.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of D-mannosylated alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc. In the structure shown, one of the R atoms represents a D-mannopyranosyl group; all remaining R atoms = H.


A phosphoethanolamine-glycosyl-phosphatidylinositol derivative where R1 can be an alkyl or an acyl group, R2 and R3 are both acyl groups of undefined composition.


bicalutamide

A member of the class of (trifluoromethyl)benzenes that is 4-amino-2-(trifluoromethyl)benzonitrile in which one of the amino hydrogens is substituted by a 3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanoyl group.


(S)-BICALUTAMIDE

A N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide that is the (S)-enantiomer of bicalutamide.


Major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group of 5-hydroxy-3,3',4',7-tetramethoxyflavone. The major species at pH 7.3.


pannarin

A member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by methyl groups at positions 1,6 and 9, chloro group at position 2, hydroxy group at position 3, formyl group at position 4, methoxy group at position 8 and an oxo group at position 11. It is a lichen metabolite isolated from several Psoroma species.


divarinol

A 5-alkylresorcinol in which the alkyl group is specified as propyl.


2-methyloctadecanoic acid

A methyl-branched fatty acid that is octadecanoic (stearic) acid bearing a methyl substituent at position 2.


alpha-C-GalCer

A neoglycosphingolipid that is a synthesized C-glycosyl analogue of myelin-derived galactosylceramide (Mye-GalCer).


alpha-C(F)-GalCer

A neoglycosphingolipid that is fluorinated alpha-C-GalCer, a synthesized C-clycosyl analogue of myelin-derived galactosylceramide (Mye-GalCer).


A glycerolipid where R1 is an alkyl or an acyl group, R2 is an acyl chain and R3 can be an H, a phosphate or a phospholipid group.


isotenuazonic acid

A pyrroline cyclic ketone that is an isomer of tenuazonic acid, a mycotoxin produced by various plant pathogenic fungi.


altenuene

A benzochromenone mycotoxin isolated from the fungus Allernaria tenuis.


Guanidine carrying a phenyl substituent on each of the two amino groups. It is used as an accelerator in the rubber industry.


An N(4)-glycosylated L-asparagine residue resulting from the formal condensation of the side-chain carboxamide group of the L-asparagine residue at positions 417, 423, and 556 of the genome polyprotein of hepatitis C virus subtype 1a (positions 35, 41, and 174, respectivey, in PMID:18187336) with the hemiacetal group of alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc.


name: L-Proline, N-propargyloxycarbonyl-, propargyl ester


A secondary alcohol that is propan-2-ol substituted by a bromo group at position 1.


name: l-Norvaline, N-(2-methoxyethoxycarbonyl)-, undecyl ester


name: Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1)


tris(trimethylsilyl) phosphate

An organosilicon compound that is phosphoric acid in which the three hydroxy groups are substituted by (trimethylsilyl)oxy groups.


name: Succinic acid, 2,2,3,3,4,4,5,5-octafluoropentyl 2-methylpent-3-yl ester


alpha-galactosylphytosphingosine

A sphingoid derived from degradation of mammalian alpha-linked galactosylceramides by removal of the fatty acid by acid ceramidase.


dibutyldithiocarbamic acid

A member of the class of dithiocarbamic acids that is dibutylcarbamic acid in which both of the oxygens are replaced by sulfur.


methyl cis-10-pentadecenoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of cis-10-pentadecenoic acid with the hydroxy group of methanol.


ditiocarb

A member of the class of dithiocarbamic acids that is diethylcarbamic acid in which both of the oxygens are replaced by sulfur.


methyl gamma-linolenate

A fatty acid methyl ester obtained from the formal condensation of methanol and gamma-linolenic acid.


name: cis-11,14-eicosadienoic acid methyl ester

description: A fatty acid methyl ester resulting from the formal condensation of the carboxy group of (11Z,14Z)-icosadienoic acid with methanol.


methyl henicosanoate

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


dibutyldithiocarbamate

A member of the class of dithiocarbamate anions resulting from the removal of the proton from the dithiocarbamic acid moiety of dibutyldithiocarbamic acid.


diethyldithiocarbamate

A member of the class of dithiocarbamate anions resulting from the removal of the proton from the dithiocarbamic acid moiety of diethyldithiocarbamic acid.


An oligosaccharide derivative that consists of the dodecasaccharide alpha-D-Ara-(1->5)-[alpha-D-Ara-(1->5)-alpha-D-Ara-(1->3)]-alpha-D-Ara-(1->5)-alpha-D-Ara-(1->5)-alpha-D-Ara-(1->2)-[alpha-D-Man-(1->6)]-alpha-D-Man-(1->6)-[alpha-D-Man-(1->2)]-alpha-D-Man-(1->6)-alpha-D-Man-(1->6)-alpha-D-Man linked at the reducing end glycosidically to a 6-azidohexyl group.


An oligosaccharide that is a branched dodecasaccharide consisting of a block of six arabinofuranose residues linked to a block of six mannopyranose residues as shown in the structure. The alpha-D-mannose residue at the reducing end can be linked glycosidically to (for example) a 6-azidohexyl or 6-[(3,4-dioxocyclobut-1-en-1-yl)amino]hexyl group.


A branched dodecasaccharide glycosyl group derived from alpha-D-Ara-(1->5)-[alpha-D-Ara-(1->5)-alpha-D-Ara-(1->3)]-alpha-D-Ara-(1->5)-alpha-D-Ara-(1->5)-alpha-D-Ara-(1->2)-[alpha-D-Man-(1->6)]-alpha-D-Man-(1->6)-[alpha-D-Man-(1->2)]-alpha-D-Man-(1->6)-alpha-D-Man-(1->6)-alpha-D-Man


beta-D-Manp-(1->2)-D-Manp having beta-configuration at the reducing end anomeric centre.


beta-D-Man-(1->2)-beta-D-Man-(1->2)-beta-D-Man-(1->2)-D-Man having beta-configuration at the reducing end anomeric centre.


An N(2)-acyl-L-glutamine that has 4-(1H-indol-3-yl)butanoyl as the acyl group.


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

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


A member of the class of pyridines that is pyridine substituted by a 3-oxo-3-(pyridin-4-yl)prop-1-en-1-yl group at position 3. An inhibitor of PFKFB3 kinase, an enzyme with a key role in glycolysis.


A diradylglycerolipid where R1 and R2 are acyl chains and R3 can be an H, a phosphate or a phospholipid group.


L-homocitrulline residue

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


An isocyanide that is indole which is substituted at position 3 by a 2-isocyanovinyl group. The Z isomer has been isolated from a Pseudomonas species and has antibacterial properties.


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


An ammonium ion derivative resulting from the protonation of the tertiary amino group of (-)-(R)-19-hydroxytabersonine. The major species at pH 7.3.


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


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


An ammonium ion derivative resulting from the protonation of the tertiary amino group of hoerhammericine. The major species at pH 7.3. Note that the stereoconfiguration of the epoxy group is based on CHEBI:144374, and of the 19 hydroxy group on CHEBI:144372 (the same enzyme produces the two).


An ammonium ion derivative resulting from the protonation of the tertiary amino group of 19-O-acetylhoerhammericine. The major species at pH 7.3. Note the stereoconfiguration of the epoxy group is based on CHEBI:144374, and of the 19-acetoxy group on CHEBI:144372.


An ammonium ion resulting from the protonation of the tertiary amino group of (-)-(R)-19-O-acetyltabersonine. The major species at pH 7.3.


A nLc5Cer where R1 is an undefined sphingoid base and R2 and undefined N-acyl chain.


An ammonium ion resulting from the protonation of the tertiary amino group of (+)-echitovenine. The major species at pH 7.3. Note the stereoconfiguration of the 19 hydroxy group is based on CHEBI:144371 (and Fig. S10).


4-(sulfooxy)-cinnamic acid

An aryl sulfate that is (2E)-3-phenylprop-2-enoic acid which is substituted by a sulfooxy group at position 4. It is produced by the seagrass Zostera marina and has very promising antifouling potential against several micro- and macrofouling organisms.


The E-isomer of 5-hydroxyferulate. Major species at pH 7.3.


An ammonium ion resulting from the protonation of the tertiary amino group of (-)-echitovenine. The major species at pH 7.3. Note the stereoconfiguration of the 19 hydroxy group is based on CHEBI:144373 (and Fig. S10).


An organic heterotricyclic compound that is (4aR,8aR)-8a-methyl-4,4a,5,6,7,8,8a,9-octahydronaphtho[2,3-b]furan substituted by a methyl group, methylidene group and a hydroxy group at positions 3, 5 and 6S, respectively. It is a sesquiterpenoid isolated from the plant, Atractylodes lancea.


paucimannose N-glycan

Any N-glycan derivative with general formula Man1-4Fuc0-1 GlcNAc2. Found in relatively large amounts in invertebrates and plants, they are formed by removal of the peripheral GlcNAc of GlcNAcMan3-4GlcNAc2 by a Golgi hexosaminidase. Pauscimannose has also been detected in vertebrates.


DINOPHYSISTOXIN 1

A ketal that is a marine toxin structurally related to okadaic acid.  Produced by dinoflagellates it is known to accumulate in shellfish and cause diarrhoeic shellfish poisoning. It is an inhibitor of serine/threonine protein phosphatases 1 (PP1) and PP2A and has been shown to promote cancer cell growth in tumour cell lines and animal models.


montbretin A

A glycosyloxyflavone that is myricetin in which the hydroxy groups at the 3 and 4' positions have been glycosylated by an alpha-L-rhamnopyranosyl-(1->2)-6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl-(1->2)-alpha-L-rhamnopyranosyl group and a 4-O-(alpha-L-rhamnopyranosyl)-beta-D-xylopyranose group, respectively.


Cys-Met-Gln

A tripeptide composed of L-cysteine, L-methionine and L-glutamine joined in sequence by peptide linkages.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of myricetin 3-O-[(6-O-caffeoyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]. The major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of myricetin 3-O-[beta-D-glucosyl-(1->2)-alpha-L-rhamnoside]. The major species at pH 7.3.


An N(2)-acetylglutamine that has D-configuration.


montbretin A(1-)

A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of the flavonoid moiety of montbretin A. The major species at pH 7.3.


A  flavonoid oxoanion that is the conjugate base of myricitrin arising from selective deprotonation of the 7-hydroxy group; major species at pH 7.3.


A flavonoid oxonion resulting from the deprotonation of the hydroxy group at position 7 of the flavone moiety of afzelin (kaempferol 3-O-alpha-L-rhamnoside). The major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 5 of the flavonoid moiety of quercetin 3,7-bis-O-alpha-L-rhamnoside. The major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of the flavone moiety of quercetin. The major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of the flavone moiety of quercetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside. The major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of the flavonoid moiety of myricetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside. The major species at pH 7.3. Identified in PMID 29667287 Fig. S17, peak 8.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy groups at positions 5 and 7 of the flavonoid moiety of quercetin 3-O-[(6-O-caffeoyl-beta-D-glucosyl)-(1->2)-beta-D-glucoside]. Identified in Fig. S20, peak 1


TRIACSIN C

A nitroso compound that is N-undecylnitrous hydrazide carrying double bonds at positions 1,2,4, and 7. It is a long-chain fatty acyl CoA synthetase inhibitor and interferes with lipid metabolism by inhibiting the de novo synthesis of glycerolipids and cholesterol esters.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of myricetin 3-O-beta-D-glucopyranoside. The major species at pH 7.3.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy groups at positions 5 and 7 of the flavonoid ring of myricetin 3-O-[(6-O-trans-4-coumaroyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]. Identified in Fig. S21 peak 2 of PMID:29967287.


Identified in Fig. S21 peak 3


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at positio 7 of the flavonoid moiety of myricetin 3-O-[(6-O-acetyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]. Identified in PMID: 23549747 Fig. S21 peak 4.


Gln-Cys-Cys

A tripeptide composed of one L-glutamine and two L-cysteine units joined by peptide linkages.


Lys-Glu-Thr

A tripeptide composed of L-lysine, L-glutamic acid and L-threonine joined in sequence by peptide linkages.


Gly-Ala-Ala

A tripeptide composed of glycine, L-alanine and L-alanine residues joined in sequence by peptide linkages.


Lys-Glu-Glu

A tripeptide composed of one L-lysine and two L-glutamic acid units joined by peptide linkages.


A 3',5'-cyclic purine nucleotide that is guanosine 3',5'-cyclic monophosphate(1-) in which the hydrogen at position 8 on the purine fragment has been replaced by a nitro group; major species at pH 7.3.


name: S-(guanosine 3',5'-cyclic phosphate)-L-cysteine(1-) residue

description: Major species at pH 7.3


methylimidazole crosslink between an L-cysteine residue and an L-arginine residue (PMID:30323285: Fig 4g and extended data Fig 8).


An acetophenone substituted by hydroxy groups at positions 2 and 4, and by a sulfooxy group at position 5. It is a metabolite of the Chinese medicine 'Shuangdan' granule.


A 1-phosphatidyl-1D-myo-inositol 3'-phosphate(3-) in which both phosphatidyl acyl groups are specified as oleoyl.


Gly-Arg-Pro

A tripeptide composed of glycine, L-arginine and L-proline joined in sequence by peptide linkages.


Lys-Ser-Trp

A tripeptide composed of L-lysine, L-serine and L-tryptophan joined in sequence by peptide linkages.


Ser-Leu-Ser

A tripeptide formed from L-serine, L-leucine and L-serine residues joined in sequence by peptide linkages.


(S)-8-oxocitronellyl enol

An 8-oxocitronellyl enol in which the chiral centre has S configuration.


cis-cis-nepetalactone

A cyclopentapyran that is (4aR,7aS)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4aR,7S,7aS-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species.


Major species at pH 7.3


cis-cis-nepetalactol

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


An amino heptasaccharide that is MAN-3 glycan, alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc, in which either (a) two hydroxy groups in one of the terminal mannosyl groups have each undergone glycosylation with a molecule of D-mannopyranose, or (b) one of the hydroxy groups has undergone dimannosylation. The position of the additional mannosyl groups is not known. In the structure shown, either two of the R atoms each represent a D-mannopyranosyl group, or one of the R atoms represents a di-D-mannosyl group; all remaining R atoms = H.


(R)-8-oxocitronellyl enol

An 8-oxocitronellyl enol in which the chiral centre has R configuration.


An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of di-(D-mannosylated) alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc. In the structure shown, either two of the R atoms each represent a D-mannopyranosyl group, or one of the R atoms reprsents a di-D-mannosyl group; all remaining R atoms = H.


A 2-hydroxy-6-oxo-2,4-heptadienoate which has 2Z,4E configuration. Obtained by deprotonation of the carboxy group of (2Z,4E)-2-hydroxy-6-oxohepta-2,4-dienoic acid, it is the major species at pH 7.3.


A deoxypentose that is alpha-D-ribofuranose in which the hydroxy group at position 5 is substituted by a hydrogen.


5-deoxy-D-ribulose 1-phosphate(2-)

An organophosphate oxoanion resulting from the removal of two protons from the phosphate group of An organophosphate oxoanion resulting from the removal of two protons from the phosphate group of 5-deoxy-alpha-D-ribose 1-phosphate; major species at pH 7.3.


A 2-hydroxy-6-oxohepta-2,4-dienoic acid which has 2Z,4E configuration.


mefentrifluconazole

A racemate comprising equimolar amounts of R- and S-mefentrifluconazole.  A fungicide developed by BASF for the control of Septoria in wheat.


hydroxycinnamoyl aspartate

R=phenoxy.


dihydroxycinnamic acid hexoside

The hydroxyl functionalities could be either on C2 and C4 positions of the aromatic ring (as in 2-hydroxy-p-coumaric acid) or on the C3 and C4 positions (as in caffeic acid).


dihydroxycinnamic acid acetylhexoside

A dihydroxycinnamic acid hexoside where the hexoside is linked to the aromatic ring via an ether or acetal bond.


name: dihydroxycinnamic acid acetylhexose hexoside

description: A dihydroxycinnamic acid acetylhexoside where the acid group is esterified with an acetylhexose group.


name: dihydroxybenzylidene malonic acid acetylhexoside

description: A dihydroxycinnamic acid acetylhexoside with the presence of an additional carboxylic acid group


6-hydroxyferulic acid-4-O-hexoside

R=hexoside


6-hydroxyferulic acid-6-O-hexoside

R=hexoside


6-hydroxyferuloyl hexose

R=hexoside


6-hydroxyferuloyl hexose hexoside

R1=hexoside,R2=H; or R1=H,R2=hexoside; R3=hexoside


name: scopoletin pentosyl hexoside 6-hydroxyferulic acid

description: R1=hexoside; R2=pentoside


6-hydroxyferulic acid + 122 Da

R1=122 Da,R2=H,R3=H; R1=H,R2=122 Da,R3=H; R1=H,R2=H,R3=122 Da


6-hydroxyferulic acid derivative

6-hydroxyferulic acid derivative


O-sulfate-6-hydroxydihydroferulic acid

R1=sulfate,R2=H,R3=H; R1=H,R2=sulfate,R3=H; R1=H,R2=H,R3=sulfate


6-hydroxydihydroferulic acid hexoside

R1=hexoside,R2=H; R1=H,R2=hexoside


6-hydroxyconiferyl alcohol hexoside

R1=hexoside,R2=H,R3=H; R1=H,R2=hexoside,R3=H; R1=H,R2=H,R3=hexoside


dihydroscopoletin hexoside

R=hexoside


scopoletin pentosyl-hexoside

R1=hexoside; R2=pentoside


scopoletin O-sulfo-hexoside

R1=hexoside; R2=sulfate


scopoletin malonyl-O-sulfo-hexoside

R1=hexoside; R2=sulfate;R3=malonyl


scopoletin + 248 Da

R=248 Da


sideretin acetylhexoside

R1=acetylhexoside,R2=H,R3=H; R1=H,R2=acetylhexoside,R3=H; R1=H,R2=H,R3=acetylhexoside


sideretin dihexoside

R1=hexoside,R2=hexoside,R3=H; R1=H,R2=hexoside,R3=hexoside; R1=hexoside,R2=H,R3=hexoside


An aromatic ether that is diphenyl ether substituted by a 2-hydroxy-1-(1H-1,2,4-triazol-1-yl)propan-2-yl group at position 1, trifluoromethyl group at position 2 and a chloro group at position 4.


(R)-mefentrifluconazole

A 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol that is the (R)-enantiomer of mefentrifluconazole.


(S)-mefentrifluconazole

A 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol that is the (S)-enantiomer of mefentrifluconazole.


name: alpha-D-mannosyl-4''-O-queuosine 5'-phosphate zwitterion residue

description: A zwitterionic group obtained by transfer of a proton from the phosphate to the amino group of alpha-D-mannosyl-4''-O-queuosine 5'-phosphate residue; major species at pH 7.3.


oxybutynin

A carboxylic ester resulting from the formal condensation of the carboxy group of cyclohexyl(hydroxy)phenylacetic acid with the hydroxy group of 4-(diethylamino)but-2-yn-1-ol.


AROXYBUTYNIN

A 4-(diethylamino)but-2-yn-1-ol that has R configuration. It is responsible for virtually all of the antimuscarinic activity of (racemic) oxybutynin.


5'-phosphonucleoside 3'-diphosphate(5-)

Major species at pH 7.3


Trp-Trp-Val

A tripeptide composed of two L-tryptophan and one L-valine residues joined by peptide linkages.


Phe-Arg-Thr

A tripeptide composed of L-phenylalanine, L-arginine, and L-threonine joined in sequence by peptide linkages.


Glu-Glu-Arg

A tripeptide composed of two L-glutamic acid residues and an L-arginine residue joined in sequence.


Glu-Glu-Gln

A tripeptide composed of two L-glutamic acid and one L-glutamine units joined by peptide linkages.


A heterobicyclic compound that is costunolide in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.


Compound 524 in Scheme 3 from pmid:30468448. Produced by the same enzyme that produces CHEBI:144560


D-fucitol

The D-enantiomer of fucitol.


(S)-citronellic acid

A citronellic acid that has (S)-configuration.


(R)-citronellic acid

A citronellic acid that has (R)-configuration.


4-methylumbelliferone sulfate(1-)

An organosulfate oxoanion that is the conjugate base of 4-methylumbelliferone sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A beta-D-glucosiduronate resulting from the deprotonation of the carboxy group of 4-methylumbelliferone beta-D-glucuronide. The major species at pH 7.3.


An aryl sulfate oxoanion that is the conjugate base of 5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl hydrogen sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


A beta-D-glucosiduronate that is the conjugate base of E3040 glucuronide, obtained by the deprotonation of the carboxy group; major species at pH 7.3.


A ketoaldopentose and deoxypentose that is 2-oxopentanal that is substituted at positions 4 and 5 by hydroxy groups (the 4S) enantiomer).


A 2-oxo aldehyde that is 4-hydroxybutanal carrying an oxo group at position 2. It is a degradation product of vitamin C.


Pro-Glu-Ile

A tripeptide composed of L-proline, L-glutamic acid and L-isoleucine joined in sequence by peptide linkages.


An amino dicarboxylic acid that is meso-2,6-diaminopimelic acid in which a hydrogen at position 3 has been replaced by a hydroxy group. It is a constituent of bacterial cell wall peptidoglycan.


D-2,4-diaminobutyric acid

A 2,4-diaminobutyric acid that has R-configuration.


DD-2,6-diaminopimelic acid

A 2,6-diaminopimelic acid in which both chiral centres have R configuration.


The D-stereoisomer of 4-hydroxyproline.


marinolic acid C

An enoate ester resulting from the formal condensation of the carboxy group of (2E)-4-{(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]oxan-2-yl}-3-methylbut-2-enoic acid with the alcoholic hydroxy group of 8-hydroxyoctanoic acid.


indoxyl sulfate(1-)

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


Product of the enzymatic hydroxylation of 4a of 7-chlorotetracycline (chebi:133598). Depicted in fig. 4 of the reference


A tricarboxylic acid trianion resulting from the deprotonation of all three hydroxy groups of N-acetyl-S-(2-succino)-L-cysteine. The major species at pH 7.3.


A pyrazolotriazine that is pyrazolo[1,5-a][1,3,5]triazine substituted by a piperidin-3-yloxy group, [2-(1H-pyrazol-1-yl)benzyl]nitrilo group and an isopropyl group at positions 2, 4 and 8 respectively. It is a potent and selective CDK7 inhibitor and exhibits antiviral activity.


A pyrrolopyrimidine that is 7H-pyrrolo[2,3-d]pyrimidine substituted at position 4 by a methyl[(3R,4R)-4-methyl-1-(pyrrolidin-1-ylcarbonyl)piperidin-3-yl]nitrilo group. It is a potent JAK3-selective chemical probe.


An organic heterotricyclic compound that is N,1,4,4-tetramethyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide substituted by a [2-methyl-4-(4-methylpiperazin-1-yl)phenyl]nitrilo group at position 8.


A pyrazolopyridazine that is pyrazolo[1,5-b]pyridazine which is substituted by a 2-anilinopyrimidin-4-yl group at position 3 and by an ethoxy group at position 6.


A pyrazolopyridazine that is pyrazolo[1,5-b]pyridazine substituted by a 2-[3-(morpholin-4-yl)anilino]pyrimidin-4-yl group at position 3 and an ethoxy group at position 6.


A piperidinylimidazole that is 1H-imidazole carrying a piperidin-4-yl group, 4-fluorophenyl group and a 2-([biphenyl]-4-yloxy)pyrimidin-4-yl group at positions 1, 4 and 5 respectively. It is a potent inhibitor of p38alpha mitogen-activated protein kinase.


A piperidinylimidazole that is 1H-imidazole carrying a piperidin-4-yl group, 4-fluorophenyl group and a 2-(3,5-dimethylphenoxy)pyrimidin-4-yl group at positions 1, 4 and 5 respectively. It is a potent inhibitor of  p38alpha mitogen-activated protein kinase and BRD4.


A dicarboxylic acid dianion resulting from the deprotonation of both of the carboxy groups of N-(4-carboxy-4-oxobutanoyl)-L-ethylglycylglycine. The major species at pH 7.3.


A zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of N-[(2S)-2-aminobutanoyl]glycine. The major species at pH 7.3.


3-acylpyruvic acid

A dioxo monocarboxylic acid that is pyruvic acid substituted by an acyl group at position 3.


Ser-Lys

A dipeptide composed of L-serine and L-lysine joined by a peptide linkage. It is a constituent of bacterial cell wall peptidoglycan type A11.14 and A3alpha.


N-palmitoyl-sphingoid base

A ceramide where the N-acyl is a palmitoyl chain but the sphingoid base is not defined


nerol oxide

A member of the class of pyrans that is 3,6-dihydro-2H-pyran which is substituted at positions 2 and 4 by a 2-methylprop-1-en-1-yl group and a methyl group, respectively.


cis-isogeraniol

An isogeraniol that has (Z)-configuration.


linalool oxide pyranoside

A member of the class of oxanes that is oxane substituted by methyl groups at positions 2,2 and 6, by a hydroxy group at position 3 and by an ethenyl group at position 6.