trans-permethrin

Permithrin in which the 2,2-dichlorovinyl group and the carboxylate ester group are in a trans-configuration.


A steroid ester that is 5alpha-androstane substituted by an acetoxy group at position 17.


glucose 6-monomycolate (C36)

A mycolate ester formed by esterification of (2R,3R)-3-hydroxy-2-tetradecyldocosanoic acid with the 6-OH of beta-D-glucose.


ENNIATIN B4

An enniatin obtained from formal cyclocondensation of one N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-leucine and two N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-valine units.


streptothricin D

A streptothricin in which the peptide side-chain consists of 3 units of beta-lysine.


An alpha-amino acid ester that is methyl alaninate in which a hydrogen at position 3 has been replaced by a 2-phenoxyquinolin-6-yl group.


4-fluorobenzoic acid

A fluorobenzoic acid carrying a fluoro substituent at position 4.


3-oxoadipic acid

An oxo dicarboxylic acid consisting of adipic acid having a single oxo group at the 3-position.


A xanthene dye that is fluorescein bearing bromine substituents at positions 2', 4', 5' and 7'.


dihydroxyacetophenone

A hydroxyacetophenone carrying two hydroxy substituents.


p-tolualdehyde

A tolualdehyde compound with the methyl substituent at the 4-position.


benazolin-ethyl

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


name: 5-[(5-methoxycarbonyl-2-methyl-3-furanyl)methoxy]-2-methyl-3-benzofurancarboxylic acid 2-methoxyethyl ester


A glycoside that consists of an alpha-D-mannose residue and three N-formyl-alpha-D-perosamine residues linked sequentially (1->2), (1->3) and (1->2) and linked at the reducing end glycosidically to a 5-(methoxycarbonyl)pentyl group.


cilastatin

The thioether resulting from the formal oxidative coupling of the thiol group of L-cysteine with the 7-position of (2Z)-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid. It is an inhibitor of dehydropeptidase I (membrane dipeptidase, 3.4.13.19), an enzyme found in the brush border of renal tubes and responsible for degrading the antibiotic imipenem. Cilastatin is therefore administered (as the sodium salt) with  imipenem to prolong the antibacterial effect of the latter by preventing its renal metabolism to inactive and potentially nephrotoxic products. Cilastatin also acts as a leukotriene D4 dipeptidase inhibitor, preventing the metabolism of leukotriene D4 to leukotriene E4.


cycloxydim

A beta-diketone that is cyclohexa-1,3-dione which is substituted at position 2 by an N-ethoxybutanimidoyl group and at position 5 by a tetrahydro-2H-thiopyran-3-yl group. A systemic herbicide effective against grasses, it is used in the cultivation of a variety of crops, including oil seed rape and potatoes.


A methylhistidine in which the methyl group is located at N-3.


4-acetoxycinnamic acid

An acetate ester obtained by the formal condensation of the hydroxy group of trans-4-coumaric acid with acetic acid.


A a monocarboxylic acid amide that is 2,2-diphenylacetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 4-[(1E)-3-oxo-3-phenylprop-1-en-1-yl]phenyl group.


diethylene glycol diacetate

An acetate ester that is the diacetate obtained by the formal condensation of the two hydroxy groups of diethylene glycol with two molecules of acetic acid respectively.


gluconic acid

A gluconic acid having D-configuration.


N-hydroxy-L-polyhomomethionine

A class of N-hydroxy-alpha-amino-acids consisting of homologues of N-hydroxymethionine where there is a minimum of four methylene groups between the alpha-carbon and sulfur atoms.


butynedioic acid

An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.


name: 4-(diethylsulfamoyl)benzoic acid 1,3-benzodioxol-5-yl ester


An N(6)-acyl-L-lysine derivative in which the acyl group is L-homocysteinyl.


name: Butanoic acid, 2,2-dimethyl-3-oxo-, methyl ester


name: 2-methyl-6-phenyl-4-(2-phenylethynyl)-1,4-dihydropyridine-3,5-dicarboxylic acid O3-ethyl ester O5-[(4-nitrophenyl)methyl] ester


flavaspidic acid AB

A polyphenol that is a phloroglucinol derivative isolated from the rhizomes of Dryopteris crassirhizoma and has been shown to exhibit radical scavenging and antibacterial activity.


METHYL NONANOATE (ESTER)

A fatty acid methyl ester obtained from the formal condensation of methanol and nonanoic acid; a colourless liquid with a fruity odour, used in perfumes and flavours, and for medical research.


name: 3-[5-[oxo-(3-pyridinylamino)methyl]-2-furanyl]-2-thiophenecarboxylic acid methyl ester


erdasporine A

A organic heterohexacyclic compound that is 12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogens at positions 5 and 10 are substituted by a methoxycarbonyl and hydroxy groups, respectively. It is synthesized by a gene cluster found in environmental DNA and exhibits cytotoxic activity against human HCT116 cancer cells and Staphylococcus aureus.


name: N-[4-(1,3-benzothiazol-2-yl)phenyl]-N-methylcarbamic acid tert-butyl ester


methylhistidine

A N(alpha)-methyl-L-histidines  that is L-histidine bearing a single methyl substituent at the N(alpha)-position.


A hydroxy fatty acid ascaroside in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted into the corresponding p-hydroxybenzoate ester.


2H-imidazol-4-ylacetic acid

An imidazolyl carboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2H-imidazol-4-yl group.


mono(3-carboxypropyl) phthalate

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


name: 2-[(1-oxo-3-phenylpropyl)amino]-3-thiophenecarboxylic acid methyl ester


OLEOYL GLYCINE

A fatty acid derivative that is the 9Z-octadecenoyl derivative of glycine. It is believed to be an intermediate in oleamide biosynthesis.


A 3-hydroxydecanoyl-3-hydroxydecanoic acid in which both stereocentres have R configuration.


carboxylic anhydride

Anhydrides derived from carboxylic acids.


roxithromycin

A major geometrical isomer of roxithromycin.


very long-chain fatty acid

A fatty acid which has a chain length greater than C22. Very long-chain fatty acids which have a chain length greater than C27 are also known as ultra-long-chain fatty acids.


2-oxohept-4-ene-1,7-dioic acid

An oxo dicarboxylic acid that is 2-oxohept-4-ene in which the two terminal methyl groups are replaced by carboxy groups.


tenofovir alafenamide

An L-alanine derivative that is isopropyl L-alaninate in which one of the amino hydrogens is replaced by an (S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl group. A prodrug for tenofovir, it is used (as the fumarate salt) in combination therapy for the treatment of HIV-1 infection.


A glutathione conjugate that is the product of a glutathione conjugate addition reaction with crotonaldehyde.


yucalexin P8

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


thiomarinol E

An organosulfur heterocyclic compound produced by a marine bacterium Alteromonas rava and has been shown to exhibit antibacterial activity against Gram-positive and Gram-negative bacteria.


anthroic acid

Any aromatic carboxylic acid that is anthracene substituted by a carboxy group at unspecified position.


methyl ketone

A ketone of formula RC(=O)CH3 (R =/= H).


name: 3-[[1-oxo-2-(1-piperidinyl)ethyl]amino]-1H-indole-2-carboxylic acid ethyl ester


2-benzylsuccinic acid

A dicarboxylic acid consisting of succinic acid carrying a 2-benzyl substituent.


A non-proteinogenic alpha-amino acid that is tryptophan in which the hydrogen at position 5 on the indole ring is replaced by a fluoro group.


spermine monoaldehyde(+3)

Major microspecies at pH 7.3


3,5-dinitrobenzoic acid

A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 3 and 5 are replaced by nitro groups.


cyclohexanecarbaldehyde

An aliphatic aldehyde that is cyclohexane substituted by a formyl group at position 1.


name: 3-methylbenzoic acid [[amino-(4-bromophenyl)methylidene]amino] ester


3-hydroxy-L-aspartic acid

A 3-hydroxyaspartic acid that has S configuration at the carbon bearing the amino group.


A hydroperoxy fatty acid that is (11Z,13E)-icosadienoic acid in which the pro-S hydrogen at position 15 has been replaced by a hydroperoxy group.


gamma-amino-gamma-cyanobutanoic acid

A gamma-amino acid that is GABA in which one of the hydrogens at position 4 is replaced by a cyano group.


2-amino-3-methylpentanoic acid

A branched chain amino acid that consists of 3-methylpentanoic acid bearing an amino substituent at position 2.


hexylcarbamic acid

An amino acid consisting of carbamic acid having an N-hexyl substituent.


acetylpyruvic acid

A dioxo monocarboxylic acid that is pentanoic acid carrying two oxo groups at positions 2 and 4.


name: 3-[[2-[4-(2-adamantyl)phenoxy]-1-oxoethyl]amino]-4-hydroxybenzoic acid methyl ester


A leucine derivative in which one of its methyl groups is replaced by trifluoromethyl.


papuamide B

A cyclodepsipeptide that is isolated from Papua New Guinea collections of the marine sponges Theonella mirabilis and Theonella swinhoei. It exhbits anti-HIV-1 activity and cytotoxicity against some human cancer cell lines.


3-(indol-3-yl)-2-oxobutyric acid

A 2-oxo monocarboxylic acid that is 2-oxobutyric acid which is substituted at position 3 by an indol-3-yl group.


2,3-dimethylsuccinic acid

An alpha,omega-dicarboxylic acid that is succinic acid substituted by two methyl groups at positions 2 and 3 respectively.


An ascaroside of a hydroxy fatty acid in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted into the corresponding 1H-indole-3-carboxylate ester.


name: 4-[[[2-(3-methylphenyl)ethylamino]-sulfanylidenemethyl]amino]benzoic acid methyl ester


cholesteryl icosatetraenoate

A cholesterol ester in which the acyl group contains 20 carbons and 4 double bonds.


methyl palmitoleate

A fatty acid methyl ester obtained from the formal condensation of methanol and palmitoleic acid.


The 2(1),2(2),13-trimethyl ester of (2R,2(1)S)-2(1),2(2)-dicarboxy-8-ethenyl-2,7,12,18-tetramethyl-2,2(1)-dihydrobenzo[b]porphyrin-13,17-dipropanoic acid.


name: 7-[[2-(3,4-dihydro-1H-isoquinolin-2-yl)-1-oxoethyl]amino]-5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid ethyl ester


surfactin A

A cyclodepsipeptide that is N-[(3R)-3-hydroxy-11-methyldodecanoyl]-L-alpha-glutamyl-L-leucyl-D-leucyl-L-valyl-L-alpha-aspartyl-D-leucyl-L-leucine in which the C-terminal carboxy group has been lactonised by condensation with the alcoholic hydroxy group.


name: 4-chloro-3-(1-piperidinylsulfonyl)benzoic acid [2-(4-amino-1,3-dimethyl-2,6-dioxo-5-pyrimidinyl)-2-oxoethyl] ester


COUMARINIC ACID METHYL ETHER

A member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring.


14alpha-formyl steroid

Any 14-formyl steroid in which the formyl group at position 14 has alpha- configuration.


thia fatty acid

Any fatty acid having at least one of the chain methylene groups replaced by sulfur. Members of this group are believed to have important pharmacological (antioxidant and antiatherosclerosis) properties.


amataine

A polycyclic indole alkaloid that is obtained from the root bark of Voacanga africana.


polar amino acid

Any amino acid whose side chain is capable of forming one or more hydrogen bonds.


A member of the class of  chromenes  that is 2H-1-benzopyran-7-ol acetate substituted by methyl groups at positions 2, 2 and 4 and a 4-fluorophenyl group at position 3 respectively.


N-succinyl-L-alpha-amino acid

An N-acyl-L-alpha-amino acid that is any L-alpha-amino acid in which the amino group undergoes formal condensation with one of the carboxy groups of succinic acid.


telmisartan

A member of the class of  benzimidazoles  used widely in the treatment of hypertension.


carbocyclic fatty acid

Any fatty acid containing a ring composed of carbon atoms.


3-acylpyruvic acid

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


3beta-hydroxysterol ester

A sterol ester obtained by formal condensation of the carboxy group of any carboxylic acid with the 3-hydroxy group of a 3beta-hydroxysterol.


2-ethyl-3-ketopentanoic acid

A 3-oxo monocarboxylic acid that is pentanoic acid substituted at positions 2 and 3 by ethyl and oxo substituents respectively.


vemurafenib

A pyrrolopyridine that is 1H-pyrrolo[2,3-b]pyridine which is substituted at position 5 by a p-chlorophenyl group and at positions 3 by a 3-amino-2,6-difluorobenzoyl group, the amino group of which has undergone formal condensation with propane-1-sulfonic acid to give the corresponding sulfonamide. An inhibitor of BRAF and other kinases.


N-(octanoyl)-L-homoserine

An N-acyl-L-homoserine with the acyl group being octanoyl.


4-nitroanthranilic acid

An aminobenzoic acid that is anthranilic acid with a nitro substituent at position 4.


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


4E,15Z-bilirubin IXa

A linear tetrapyrrole, product of heme degradation. An isomer of bilirubin.


A dihydroxy monocarboxylic acid that is the (5S,8R)-dihydroxy derivative of linoleic acid.


A carboxylic ester that is a modified acyl glycerol with oleyl and linoleyl entities at C-1 and C-2, respectively, and an aniline moiety at C-3.


IONOMYCIN

A very long-chain fatty acid that is docosa-10,16-dienoic acid which is substituted by methyl groups at positions 4, 6, 8, 12, 14, 18 and 20, by hydroxy groups at positions 11, 19 and 21, and by a (2',5-dimethyloctahydro-2,2'-bifuran-5-yl)ethanol group at position 21. An ionophore produced by Streptomyces conglobatus, it is used in research to raise the intracellular level of Ca(2+) and as a research tool to understand Ca(2+) transport across biological membranes.


fatty acid 18:4

Any polyunsaturated fatty acid containing 18 carbons and 4 double bonds.


diperamycin

A 19-membered cyclodepsipeptide  that is a hexadepsipeptide isolated from the fermentation broth of Streptomyces griseoaurantiacus MK393-AF2 and exhibits potent inhibitory activity against various Gram-positive bacteria including Enterococcus seriolicida and methicillin-resistant Staphylococcus aureus.


ketoandrostane

Any oxo steroid (or derivative) based on an androstane skeleton.


A binaphthopyran resulting from the formal oxidative dimerisation at position 6 of two molecules of methyl (9,10-dihydroxy-7-methoxy-1-oxo-3,4-dihydro-1H-naphtho[2,3-c]pyran-3-yl)acetate.


N-formylanthranilic acid

An amidobenzoic acid consisting of anthranilic acid carrying an N-formyl group.


cyclic dicarboxylic anhydride

An acid anhydride derived by loss of water between two carboxylic groups in the same molecule so as to close a ring.


2-hydroxypropyl methacrylate

An enoate ester that is the 1-methacryloyl derivative of propane-1,2-diol.


2,3-dihydroxy-2,3-dihydrobenzoic acid

A cyclohexadienecarboxylic acid having the C=C bonds at the 1- and 3-positions, the carboxylic acid at the 1-position and two hydroxy substituents at the 5- and 6-positions.


N-acetylalliin

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


DIHYDROLIPOIC ACID

The (R)-enantiomer and bioactive form of dihydrolipoic acid.


A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 3-dimethylallyl-4-hydroxyphenyl group.


ilomastat

An N-acyl-amino acid obtained by formal condensation of the carboxy group of (2R)-2-[2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoic acid with the amino group of N-methyl-L-tryptophanamide. A cell permeable broad-spectrum matrix metalloproteinase (MMP) inhibitor


SPINOSYN A

A spinosyn in which the sugar amino and hydroxy groups are globally methylated. One of the two active ingredients of spinosad.


3-methylmalic acid

A dicarboxylic acid that is succinic acid carrying hydroxy and methyl substituents at positions 2 and 3 respectively.


QUINIC ACID

The (-)-enantiomer of quinic acid.


octyl formate

A formate ester of  octan-1-ol.


hexonic acid

Any aldonic acid formed by oxidising the aldehyde group of an aldohexose to a carboxylic acid group.


nitrobenzoic acid

Any member of the class of benzoic acids with at least one nitro substituent attached to the benzene ring.


name: Alanine, N-methyl-N-methoxycarbonyl-, undecyl ester


rivastigmine

A carbamate ester obtained by formal condensation of the carboxy group of ethyl(methyl)carbamic acid with the phenolic OH group of 3-[(1S)-1-(dimethylamino)ethyl]phenol. A reversible cholinesterase inhibitor.


cyclandelate

The ester obtained by formal condensation of mandelic acid and 3,3,5-tricyclohexanol. It is a direct-acting smooth muscle relaxant used to dilate blood vessels.


An optically active form of 2-hydroxytryptophan having L-configuration.


3,5-DIMETHOXYBENZOIC ACID

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


octadecatetraenedioic acid

A C18 alpha,omega-dicarboxylic acid having four double bonds at unspecified positions in the chain.


ISOLIQUIRITIN

A monosaccharide derivative that is trans-chalcone substituted by hydroxy groups at positions 2' and 4' and a beta-D-glucopyranosyloxy group at position 4 respectively.


name: 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid [2-[2-[(4-chlorophenyl)thio]anilino]-2-oxoethyl] ester


proatranorin IV

Major microspecies at pH 7.3.


name: 2-[[2-[[1-(2,4-dimethylphenyl)-5-tetrazolyl]thio]-1-oxoethyl]amino]benzoic acid methyl ester


name: 2,5-dimethyl-3-furancarboxylic acid [2-(2-ethoxyanilino)-2-oxo-1-phenylethyl] ester


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.


An hydroxy fatty aldehyde that is nonanal in which one of the hydrogens at position 4 has been replaced by a hydroxy group.


A malonate ester resulting from the formal condensation of the 6-hydroxy group of trans-rhaponticin with the carboxy group of malonic acid.


dodecanoate ester

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


phenylpropiolic acid

An acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group.


monocarboxylic acid

An oxoacid containing a single carboxy group.


penicillanic acid

A penam that consists of 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane bearing a carboxy group at position 2 and having (2S,5R)-configuration.


name: 2-fluorobenzoic acid (4-methoxycarbonylphenyl) ester


O-ureido-D-serine

A serine derivative that is D-serine in which the hydroxyl hydrogen is replaced by a ureido group.


fluoroalkanoic acid

Any organofluorine compound that is the perfluorinated derivative of any alkanoic acid.


N-isovalerylglycine

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


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


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 11-hydroxyundecanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


A hydroperoxyoctadecatrienoic acid, obtained by the formal substitution of a hydrogen at position 11 of (9Z,12Z,15Z)-octadecatrienoic acid by a hydroperoxy group (the 11S-stereoisomer).


durhamycin A

An aureolic acid that consists of tetrasaccharide and disaccharide moieties attached to the tricyclic aglycone. Isolated from Actinoplanes durhamensis, it exhibits anti-HIV activity.


trienoic fatty acid

Any polyunsaturated fatty acid that contains three double bonds.


3-mercaptohexyl acetate

An acetate ester obtained by formal O-acetylation of 3-mercaptohexanol.


6-carboxyfluorescein succinimidyl ester

An N-hydroxysuccinimide ester derived from 6-carboxyfluorescein. A fluorescent cell staining dye, it is cell permeable and covalently couples, via its succinimidyl group, to intracellular molecules, notably to intracellular lysine residues.


A 4,6-O-[(1R)-1-carboxyethylidene]-D-galactose having beta-configuration at the anomeric centre.


robenacoxib

An aromatic amino acid that is 2-amino-5-ethylphenylacetic acid in which one of the amino hydrogens is replaced by a 2,3,5,6-tetrafluorophenyl group. A selective cyclooxygenase 2 inhibitor that is used in veterinary medicine for the relief of pain and inflammation in cats and dogs.


MOLLICELLIN F

A member of the class of depsidones that is 3,4-dihydro-H,11H-chromeno[6,7-b][1,4]benzodioxepine substituted by a chloro group at position 9, hydroxy groups at positions 8 and 13, methyl groups at positions 2, 2, 5 and 10, oxo groups at positions 4 and 11 and a formyl group at position 7. Isolated from Chaetomium brasiliense, it exhibits cytotoxic activity.


A glycoside that consists of three N-formyl-alpha-D-perosamine residues linked sequentially (1->2) and (1->3) and linked at the reducing end glycosidically to a 5-(methoxycarbonyl)pentyl group.


proatranorin I

Major microspecies at pH 7.3.


JASPAMIDE D

A cyclodepsipeptide isolated from Jaspis splendens. A derivative of jaspamide, it exhibits anti-tumour activity.


abamine

An amino acid ester that is methyl glycine in which one of hydrogens attached to the nitrogen is remplaced by a 4-fluorobenzyl group while the other is replaced by a 3,4-dimethoxycinnamyl group.


myrophine

The 3-O-benzyl and 6-myristyl derivative of morphine, for which it is a prodrug. Myrophine is almost invariably used as the hydrochloride.


A beta-D-glucoside resulting from the formal condensation of the carboxy group of ferulic acid with the anomeric hydroxy group of beta-D-glucose.


A  tryptophan derivative that is tryptophan carrying a single methyl substituent at position 1 on the indole.


A member of the class of pyrimidodiazepine 3,7,8,9-tetrahydropyrimido[4,5-b][1,4]diazepin-4-one bearing amino and acetyl substituents at positions 2 and 6 respectively.


psoralidin

A member of the class of  coumestans that is  coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively.


5-hydroxyferulic acid

Ferulic acid in which the ring hydrogen at position 5 is substituted by a hydroxy group.


hydroxylysine

A hydroxy-amino acid in which the amino acid specified is lysine. A "closed" class.


quinic acid

A cyclitol carboxylic acid.


3-(2-methylthioethyl)malic acid

A 3-(omega-methylthio)alkylmalic acid in which the 3-alkyl group is specified as 2-methylthioethyl.


cyclitol ester

A carboxylic ester that is any cyclitol in which at least one hydroxyl hydrogen is substituted by an acyl group.


4-(2-thienyl)butyric acid

A monocarboxylic acid that is butyric acid bearing a 2-thienyl group at position 4.


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.


westerdijkin A

A methyl ester resulting from the formal condensation of the the carboxy group of {4-[(2-hydroxy-3-methylbut-3-en-1-yl)oxy]phenyl}acetic acid with methanol. It is a natural product isolated from the culture of the deep sea-derived fungus Aspergillus westerdijkiae SCSIO 05233.


papulacandin

Any of the carbohydrate-containing antibiotic compounds obtained from the deuteromycetous fungus Papularia sphaerosperma and generally consisting of o-orsellinic acid linked via a spirocyclic structure to a lactose moiety with two different side-chains: a shorter fatty-acid chain at the O-(6') position and a longer side-chain at the O-(3) position of the glucose moiety. Papulacandin D, the simplest member of the papulacandin family, lacks the O-(6'-acyl-beta-galactoside) at the O-(4) position of the glucose residue. The papulacandins show potent antifungal activity against Candida albicans, Geotrichum lactis, Saccharomyces cerevisiae, and Pneumocytis carinii, but are inactive against filamentous fungi, bacteria, and protazoa.


8-amino-7-oxononanoic acid

The 8-amino-7-oxo derivative of nonanoic acid.


bumetanide

A member of the class of benzoic acids that is 4-phenoxybenzoic acid in which the hydrogens ortho to the phenoxy group are substituted by butylamino and sulfamoyl groups. Bumetanide is a diuretic, and is used for treatment of oedema associated with congestive heart failure, hepatic and renal disease.


name: 2-[4-[(2R)-2-[(3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-2,6-dioxo-1-piperidinyl]acetic acid ethyl ester


fatty acid 22:5

Any polyunsaturated fatty acid containing 22 carbons and 5 double bonds.


A carbohydrate acid comprising 3-deoxy-alpha-D-manno-oct-2-ulopyranosonic acid (Kdo) having a 5-deoxy-4-epi-2,3-dehydro-Kdo moiety attached via an unusual (4->8) non-glycosidic linkage.


PURPURQUINONE A

An  azaphilone that is 1H-isochromene-6,8(7H,8aH)-dione substituted by a prop-1-en-1-yl group at position 3, hydroxy groups at positions 1 and 8a, a methyl group at position 7 and a (2,4-dihydroxy-6-methylbenzoyl)oxy group at position 7. It has been isolated from Penicillium purpurogenum.


5-O-sinapoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 5-hydroxy group of (-)-quinic acid.


(Z)-13-methyltetradec-2-enoic acid

An alpha,beta-unsaturated monocarboxylic acid that is cis-2-tetradecenoic acid in which one of the hydrogens at position 13 has been replaced by a methyl group.


name: 2,4-DICHLOROPHENOXYACETIC ACID, ISOOCTYL ESTER


pacific blue succinimidyl ester

An N-hydroxysuccinimide ester derived from 6,8-difluoro-7-hydroxycoumarin-3-carboxylic acid (pacific blue). A fluorescent dye of excitation wavelength 403 nm and emission wavelength 455 nm.


name: 3-(3,5-dioxo-2H-1,2,4-triazin-6-yl)propanoic acid ethyl ester


decarboxysuprofen

A thiophene substituted at C-2 by a 4-ethylbenzoyl group.


glycolaldehydes

An aldehyde derived from a glycol by reduction of one of the hydroxy groups.


name: 4-fluorobenzoic acid 4-[[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


benazeprilat

A benzazepine that is 1,3,4,5-tetrahydro-2H-1-benzazepin-2-one in which the hydrogen attached to the nitrogen is replaced by a carboxy methyl group and in which the 3-pro-S hydrogen is replaced by the amino group of (2S)-2-amino-4-phenylbutanoic acid. An angiotensin-converting enzyme inhibitor, it is used as its monoester prodrug benazepril in the treatment of hypertension and heart failure.


A methyl ketone that is  butan-2-one with an unsaturation at position 3.


(2E,6E)-farnesoic acid

A farnesoic acid in which the double bonds at positions 2 and 6 both have E-configuration.


A  macrolide that is the 7-oxo derivative of zeaenol (the 5E stereoisomer). Isolated from Fungi, it exhibits cytotoxic,  antibacterial and inhibitory activity against NF-kappaB.


(R)-2-amino-4-oxopentanoic acid

A D-alanine derivative in which one of the methyl hydrogens of D-alanine has been replaced by an acetyl group.


A member of the class of chromenes that is 2H-chromene substituted by geminal methyl groups at position 2, methoxy groups at positions 5 and 7 and a (3R)-3-hydroxybutanoyl group at position 6. Isolated from the leaves of Mallotus apelta, it exhibits antineoplastic activity.


hydroxyfenbendazole

A member of the class of benzimidazoles that is fenbendazole in which the hydrogen at position 4 on the phenyl ring has been replaced by a hydroxy group.


dioxo monocarboxylic acid

Any monocarboxylic acid containing two ketonic or aldehydic oxo groups.


perindopril

An alpha-amino acid ester that is the ethyl ester of N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvaline


(S)-methcathinone

A 2-methylamino-1-phenylpropan-1-one that has (S)-configuration.


GLOBOSUMONE A

A benzoate ester obtained by the formal condensation of o-orsellinic acid with (3E)-1-hydroxypent-3-en-2-one. Isolated from Chaetomium globosum, it exhibits cytotoxic activity towards cancer cell lines.


phenethyl acetate

The acetate ester of 2-phenylethanol.


An alpha-diketone that consists of 1-phenylpropane bearing keto substituents at positions 1 and 2. It is found in coffee.


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


stemphyperylenol

An organic polycyclic compound that is 1,2,6b,7,8,12b-hexahydroperylene-3,9-dione which is substituted at positions 1, 4, 7, and 10 by hydroxy groups (the all-S isomer).


(S)-3-aminoadipic acid

An optically active form of 3-aminoadipic acid having (S)-configuration.


mycobilin b

A linear tetrapyrrole obtained by the enzymic degradation of heme by Mycobacterium tuberculosis enzyme MhuD.


A member of the class of benzaldehydes carrying 2-(diethylamino)ethoxy and allyl substituents at positions 2 and 3 respectively.


propyl 4-hydroxybenzoate sulfate

A benzoate ester that is propyl 4-hydroxybenzoate in which the phenolic hydrogen has been replaced by a sulfo group.


The 2-(methoxycarbonylmethyl) derivative of fumaric acid.


An epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by an N-(isovaleroyl)threonylleucinyl group. It is a proteasome inhibitor isolated from Saccharothrix.


A quinolone that is 4-quinolone substituted at positions 1, 3, 5, 6 and 7 by ethyl, carboxy, amino, fluorine, and cyclohexylamino groups, respectively. It can directly bind to and block the transcription activity of the active forkhead box protein O1 (Foxo1), but not the Ser256-phosphorylated form. It induces cell death and growth arrest in Burkitt lymphoma cell lines at low concentrations.


name: 2-[(5,5-dimethyl-6H-[1,2,4]triazolo[3,4-a]isoquinolin-3-yl)thio]acetic acid propan-2-yl ester


3-hexenedioic acid

A hexenedioic acid where the C=C double bond is located at the 3-position.


glutaconic acid

A pentenedioic acid that is pent-2-ene substituted by carboxy groups at positions 1 and 5.


INTERIOTHERIN C

A  lignan with a dibenzocyclooctadiene skeleton attached to a fatty acid ester and acetate side chains. It is isolated from Kadsura ananosma and has been shown to exhibit neuroprotective activity.


fatty acid 22:6

Any polyunsaturated fatty acid containing 22 carbons and 6 double bonds.


benzylpenillic acid

A penillic acid having a benzyl substituent at the 5-position.


chalcone

A member of the class of chalcones that is acetophenone in which one of the methyl hydrogens has been replaced by a benzylidene group.


dicarboxylic acid monoester

A monoester of a dicarboxylic acid.


alpha-substituted cyanoacetate ester

An ester of cyanoacetic acid in which the C bonded to the cyano group is substituted.


p-HYDROXYCINNAMALDEHYDE

A cinnamaldehyde that is (E)-cinnamaldehyde substituted at position 4 on the phenyl ring by a hydroxy group.


L-tyrosine methyl ester 4-sulfate

An O-sulfoamino acid consisting of methyl L-tyrosinate in which the hydrogen of the phenolic hydroxy group has been replaced by a sulfo group.


A ketone that is propan-2-one in which a hydrogen at positions 1 and 3 have been replaced by chloro groups. It is used in the synthesis of citric acid. Also used as a solvent and as an intermediate in organic synthesis.


remdesivir

A carboxylic ester resulting from the formal condensation of the carboxy group of N-[(S)-{[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]-L-alanine with the hydroxy group of 2-ethylbutan-1-ol. A broad-spectrum antiviral prodrug with potent in vitro antiviral activity against a diverse panel of RNA viruses such as Ebola virus, MERS-CoV and SARS-CoV. It is currently in Phase III clinical trials for the treatment of Covid-19 in adults.


ORNITHINE aKETOGLUTARATE

An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5.


alpha,beta-unsaturated aldehyde

An aldehyde of general formula R(1)R(2)C=CR(3)-CH=O or RC#C-CH=O in which the aldehydic C=O function is conjugated to an unsaturated C-C bond at the alpha,beta position.


DIPHENYLACETIC ACID

A monocarboxylic acid that is acetic acid where the methyl hydrogens have been replaced by two phenyl groups respectively.


ethyl 2-methylbutyrate

A fatty acid ethyl ester obtained by the formal condensation of  2-methylbutyric acid with ethanol. It is a constituent of the aroma of wines, strawberries, blueberries, and apples.


Ro 48-8071

An aromatic ketone that is 2-fluoro-4'-bromobenzophenone in which the hydrogen at position 4 (meta to the fluoro group) is replaced by a 6-[methyl(prop-2-en-1-yl)amino]hexyl}oxy group. An inhibitor of lanosterol synthase.


A epsilon-lactone that is oxepane substituted by an oxo group at position 2.


wybutosine

A nucleoside analogue having methyl (2S)-4-(4,6-dimethyl-9-oxo-4,9-dihydro-3H-imidazo[1,2-a]purin-7-yl)-2-[(methoxycarbonyl)amino]butanoate as the modified nucleobase.


An enal consisting of but-2-ene with a methyl substituent at position 3 and an oxo group at position 1.


An oxylipin that is the 15-hydoxy derivative of (6Z,9Z,12Z,16E,18Z)-tetracosa-6,9,12,16,18-pentaenoic acid. Isolated from soft cora Sinularia numerosa, it exhibits anti-angiogenic activity.


(10Z)-heptadecenoic acid

The cis-isomer of 10-heptadecenoic acid.


A galactonolactone that is 3,4-dihydroxydihydrofuran-2(3H)-one substituted by a 1,2-dihydroxyethyl group at position 5 (the 3S,4S,5R-isomer).


BETA-NAPHTOIC ACID

A naphthoic acid that is naphthalene carrying a carboxy group at position 2.


enynal

An alpha,beta-unsaturated aldehyde of general formula either R(1)C#C-R(2)C=CR(3)-CH=O or R(1)R(2)C=CR(3)-C#C-CH=O, in which the aldehydic C=O function is conjugated to either the C=C double bond or C#C triple bond at the alpha,beta position.


A member of the class of  chromenes that is 2H-1-benzopyran-7-ol acetate substituted by methyl groups at positions 2 and 2, a propyl group at position 4 and a 4-methoxyphenyl group at position 3 respectively.


An amino disaccharide consisting of N-acetyl-beta-D-galactosamine having a 4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl residue attached at the 3-position.


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


MACROCIN

A macrolide antibiotic that is tylonolide having mono- and diglycosyl moieties attached to two of its hydroxy groups.


aspartate family amino acid

An L-alpha-amino acid which is L-aspartic acid or any of the essential amino acids biosynthesised from it (asparagine, lysine, methionine, threonine and isoleucine). A closed class.


D-glucosyl salicylate

A benzoate ester resulting from the formal condensation of the carboxy group of salicylic acid with the anomeric hydroxy group of D-glucose.


XANTHURENATE

A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by hydroxy groups at C-4 and C-8.


name: 3,4-dimethoxybenzoic acid [2-(3,4-dimethoxyphenyl)-2-oxoethyl] ester


name: 2-acetylamino-3-hydroxyl-4-methyl-benzoic acid methyl ester


littorachalcone

A member of the class of dihydrochalcones isolated from the aerial parts of Verbena litoralis and exhibits stimulating the effect of nerve growth factor (NGF).


(R)-gabaculine

The (R)-enantiomer of gabaculine.


A polyether that is 4,7,10-trioxatridecane substituted at positions 1 and 13 by an amino group and a 3-carboxypropanamido group respectively. Flexible and hydrophilic, it is used as an extended linker in solid-phase immunoassays.


(E)-4-(trifluoromethyl)cinnamic acid

A member of the class of  (trifluoromethyl)benzenes consisting of trans-cinnamic acid having a trifluoromethyl substituent at the para-position.


The L-enantiomer of 2-methylserine.


calysolin II

A resin glycoside that is the pentasaccharide derivative of jalapinolic acid. It has been isolated from Calystegia soldanella.


A glycoside that consists of an alpha-D-mannose residue and five N-formyl-alpha-D-perosamine residues all linked sequentially (1->2) and linked at the reducing end glycosidically to a 5-(methoxycarbonyl)pentyl group.


An anthocyanin cation that is cyanidin substituted at position 3 by a 6-O-(trans-4 coumaryl)-beta-D-glucosyl residue


mycinamicin IV

A mycinamicin composed of a 16-membered ring macrolactone core, an N,N-dimethylated deoxysugar desosamine and a 2,3-di-O-methylated 6-deoxysugar mycinose.


slaframine

An indolizidine alkaloid that is octahydroindolizine substituted by an amino group at position 6 and an acetyloxy group at position 1.


A peroxide-bridged anthracene substituted at the bridgeheads with methyl and carboxyethyl groups.


An aminobenzoic acid that is anthranilic acid substituted at position 5 by a (1-methoxy-2-methylindolizin-3-yl)carbonyl group.


FLAVOKAWAIN B

A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy group at positions 2' and methoxy groups at positions 4' and 6'. Isolated from Piper methysticum and Piper rusbyi, it exhibits antileishmanial, anti-inflammatory and antineoplastic activities.


ROBUSTASIDE E

A beta-glucoside having 4-hydroxyphenoxy residue as the anomeric substituent and a [(2E)-3-(1,4-dihydroxy-6-oxocyclohex-2-en-1-yl)prop-2-enoyl]oxy residue at position 6. Isolated from Grevillea, it exhibits antimalarial activity.


An oxylipin that is the (5S,6S)-epoxy-(15S)-hydroxy derivative of 7E,9E,11Z,13E-icosa-7,9,11,13-tetraenoic acid.


oligomycin

Any of the 26-membered ring macrolides produced by Streptomyces species that can be toxic to other organisms through their ability to inhibit mitochondrial membrane-bound ATP synthases.


name: 4-(4-methoxycarbonylphenyl)-1,2,6-trimethyl-4H-pyridine-3,5-dicarboxylic acid dimethyl ester


salsalate

A dimeric benzoate ester obtained by intermolecular condensation between the carboxy of one molecule of salicylic acid with the phenol group of a second. It is a prodrug for salycylic acid that is used for treatment of rheumatoid arthritis and osteoarthritis and also shows activity against type II diabetes.


BOTRYDIAL

A cytotoxic fungal metabolite isolated from plant tissues infected by phytopathogen Botrytis cinerea.


(methylsulfanyl)acetaldehyde

An aldehyde that is acetaldehyde in which one of the methyl hydrogens has been replaced by a methylsulfanyl group.


HELICIN

A beta-D-glucoside resultng from the oxidation of the benzylic hydroxy group of salicin to the corresponding aldehyde.


An organonitrogen heterocyclic compound that is a 21-membered macrocyclic lactam substituted by a ({1-[(cyclohex-1-en-1-ylcarbonyl)amino]cyclopropyl}carbonyl)oxy group at position 18. It is isolated from Streptomyces sp. TC-1190 and exhibits growth inhibitory effects on a series of human tumour cell lines.


name: 3-[[oxo-[3-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]methoxy]methyl]benzoic acid ethyl ester


porphobilinogen

A dicarboxylic acid that is pyrole bearing aminomethyl, carboxymethyl and 2-carboxyethyl substituents at positions 2, 3 and 4 respectively.


A hydroxy ketone ascaroside that is ascr#2 in which the hydroxy group at position 2 of the  ascarylopyranose moiety has been converted to the corresponding beta-D-glucoside. A metabolite of the nematode Caenorhabditis elegans, it is only weakly dauer inducing, but synergises with ascr#2, ascr#3, and ascr#8 in male attraction.


pentahomomethionine S-oxide

A sulfur-containing amino acid that is the sulfoxide obtained by formal oxygenation of the sulfur atom of pentahomomethionine.


CETHROMYCIN

A macrolide antibiotic which displays in vitro activity against both gram-positive and gram-negative bacteria and is currently under investigation for the treatment of community-acquired pneumonia. The US Food and Drug Administration (FDA) have also granted orphan drug designation to cethromycin for the treatment of anthrax prophylaxis, tularemia, and plague (PDB entry: 1NWX).


A ketone that is 4-hydroxy-2-butanone in which the hydroxy hydrogen has been replaced by a propyl group.


eosin b diphenol

A C-nitro compound which consists of a fluorescein skeleton substituted by bromo groups at positions 4 and 5 and nitro groups at positions 2 and 7.


Major species at pH 7.3


A (6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid diastereoisomer in which both chiral centres have R configuration.


epsilon-amino acid

An amino acid in which the amino group is located on the carbon atom at the position epsilon to the carboxy group.


famciclovir

2-Amino-9H-purine in which the hydrogen at position 9 is substituted by a 4-acetoxy-3-(acetoxymethyl)but-1-yl group. A prodrug of the antiviral penciclovir, it is used for the treatment of acute herpes zoster (shingles), for the treatment or suppression of recurrent genital herpes in immunocompetent patients and for the treatment of recurrent mucocutaneous herpes simplex infections in HIV infected patients.


MECOPROP-P

The (S)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the inactive stereoisomer of the racemic herbicide mecoprop.


cycloprothrin

A carboxylic ester having 2,2-dichloro-1-phenylcyclopropanecarboxylic acid as the acid component and hydroxy(3-phenoxyphenyl)acetonitrile as the alcohol component.


A (4Z,7Z,10Z,13Z,16Z)-19,20-epoxydocosapentaenoic acid with (19R,20S)-configuration.


A cholesteryl octadecenoate in which the acy group is specified as (11Z)-octadec-11-enoyl.


acetylcysteine

An  N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.


A hydroperoxyoctadecatrienoic acid, obtained by the formal substitution of a hydrogen at position 13 of (9Z,11E,15Z)-octadeca-9,11,15-trienoic acid by a hydroperoxy group (the 13R-stereoisomer).


The enal that is (E)-hex-2-enal substituted with an oxo group at C-4.


ixabepilone

A macrocycle that is a lactam analogue of epothilone B. Binds directly to beta-tubulin subunits on microtubules, leading to suppression of microtubule dynamics.


N-acyl-L-glutamic acid

Any optically active N-acylglutamic acid having L-configuration.


N-formylisoglutamic acid

A 1,5-dicarboxylic acid compound having a 3-formamido substituent.


name: 2-[[(4-methyl-1-piperidinyl)-sulfanylidenemethyl]amino]benzoic acid ethyl ester


isopropyl dodecanoate

A fatty acid ester obtained by the formal condensation of carboxy group of dodecanoic acid with propan-2-ol. A metabolite found in human saliva.


nystatin

A heterogeneous mixture of polyene compounds produced by cultures of Streptomyces noursei. It mainly consists of three biologically active components designated nystatin A1, nystatin A2, and nystatin A3. It is used to treat oral and dermal fungal infections.


A 2,3-dihydro-3-hydroxyanthranilic acid in which the stereocentre attached to the amino group has R-configuration, whilst that attached to the hydroxy group has S-configuration.


PF 1163A

A macrolide antibiotic that is 4,10-dimethyl-1-oxa-4-azacyclotridecane-2,5-dione substituted by a 4-(2-hydroxyethoxy)benzyl group at position 3 and a (2R)-2-hydroxypentyl group at position 13 (the 3S,10R,13S stereoisomer). It is isolated from Penicillium sp.PF1163 and exhibits antifungal activity against the  pathogenic fungal strain Candida albicans TIMM1768.


emericellamide E

An emericellamide derived from N-[(2R,3R)-3-hydroxy-2-methyldodecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


Se-methylselenocysteine

An alpha-amino acid compound having methylselanylmethyl as the side-chain.


An oligosaccharide sulfate consisting of 2-O-sulfo-beta-L-threo-hex-4-enopyranuronose and 2-deoxy-2-(sulfoamino)-beta-D-glucopyranose joined in sequence by a (1->4) glycosidic bond.


3-hydroxynonyl acetate

An acetate ester resulting from the formal condensation of the carboxy group of acetic acid with 1-hydroxy group of nonane-1,3-diol.


cholesteryl heptadecanoate

A cholesterol ester obtained by the formal condensation of  cholesterol with margaric acid.


An EpDPE obtained by formal epoxidation across the 13,14-double bond of all-cis-docosa-4,7,10,13,16,19-hexaenoic acid.


octanoate ester

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


emericellamide D

An emericellamide derived from N-[(3S,4S)-3-hydroxy-4-methyldecanoyl]glycyl-L-valyl-L-leucyl-L-alanyl-L-alanine by the formal intramolecular condensation of the alcoholic hydroxy group with the C-terminal carboxylic acid group.


(R)-mallotophilippen E

The (R)-enantiomer of mallotophilippen E.


ethyl 4-hydroxybenzoate sulfate

A benzoate ester that is ethyl 4-hydroxybenzoate in which the phenolic hydrogen has been replaced by a sulfo group.


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde in which the hydrogens at positions 5 and 6 have been replaced by methyl groups.


2,2-dimethylsuccinic acid

An alpha,omega-dicarboxylic acid that is succinic acid substituted by two methyl groups at positions 2 and 2 respectively.


A 2-hydroxy monocarboxylic acid formed by biodegradative cleavage of the dihydroxylated aromatic ring of 2,3-dihydroxybiphenyl.


dirithromycin

The hemi-aminal resulting from the condensation of the erythromycin derivative (9S)-erythromycyclamine with 2-(2-methoxyethoxy)acetaldehyde. As the oxazine ring containing the hemi-aminal group is unstable under both acidic and alkaline conditions, dirithromycin functions as a more lipid-soluble prodrug for (9S)-erythromycyclamine. Administered as enteric coated tablets to protect it from acid catalysed hydrolysis in the stomach, it is used to treat respiratory tract, skin, and soft tissue infections caused by susceptible organisms.


L-polyhomomethionine

A class of sulfur-containing amino acids consisting of homologues of methionine where there is a minimum of four methylene groups between the alpha-carbon and sulfur atoms.


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.


N-methyl-L-alpha-amino acid

An non-proteinogenic L-alpha-amino acid in which the amino group bears one or more methyl groups.


name: 4,5-dimethoxy-2-[[(2-methoxyanilino)-oxomethyl]amino]benzoic acid methyl ester


The (4S,7R)-stereoisomer of 4-isopropenyl-7-methyloxepan-2-one.


An N-acyl-amino acid resulting from the formal condensation of the amino group of gamma-aminobutyric acid with the carboxy group of (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoic acid.


name: 3,5-dimethyl-4-isoxazolecarboxylic acid [2-(4-amino-1-methyl-2,6-dioxo-3-propyl-5-pyrimidinyl)-2-oxoethyl] ester


A glycine derivative whose structure comprises a glycine core carrying an N-[5-(p-nitrobenzyloxy)-5-oxopentanoyl] substituent.


(S)-binapacryl

A 2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate that is the (S)-enantiomer of binapacryl.


An L-ornithine compound having an acyl substituent at the N(5)-position.


An oligosaccharide sulfate that is 4-deoxy-Delta(4)-beta-D-GlcpA2S-(1->3)-beta-D-GalpNAc in which the hydroxy group at position 4 of the 2-acetamido-beta-D-galactopyranose moiety has been converted into the corresponding hydrogen sulfate derivative.


haloamino acid

Any non-proteinogenic amino acid carrying at least one halo group.


The (E)-isomer of oct-2-enal.


motualevic acid F

A 2H-azirine that is 2H-azirene-2-carboxylic acid substituted by a 13,13-dibromotrideca-1,12-dien-1-yl group at position 3 (the 2R stereoisomer). It is isolated from the marine sponge Siliquariaspongia sp. and exhibits antibacterial properties.


sulindac

A monocarboxylic acid that is 1-benzylidene-1H-indene which is substituted at positions 2, 3, and 5 by methyl, carboxymethyl, and fluorine respectively, and in which the phenyl group of the benzylidene moiety is substituted at the para position by a methylsulfinyl group. It is a prodrug for the corresponding sulfide, a non-steroidal anti-inflammatory drug, used particularly in the treatment of acute and chronic inflammatory conditions.


indole-3-propionic acid

An  indol-3-yl carboxylic acid that is  propionic acid substituted by a 1H-indol-3-yl group at position 3.


para-coumaric acid

The trans-isomer of 4-coumaric acid.


TERNSTROSIDE D

A beta-D-glucoside with 2-(3,4-dihydroxyphenyl)ethoxy residue at the anomeric position and a [(3,4-dihydroxyphenyl)acetyl]oxy residue at position 6. Isolated from Ternstroemia japonica, it exhibits antioxidant activity.


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


A 4-O-beta-D-glucosyl-4-coumaric acid in which the double bond has trans-configuration.


(3-chloro-4-hydroxyphenyl)acetic acid

A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-chloro-4-hydroxyphenyl group. It is a major chlorinated metabolite of chlorotyrosine.


2-isopropylmalic acid

A dicarboxylic acid that is malic acid (2-hydroxysuccinic acid) in which the hydrogen at position 2 is substituted by an isopropyl group.


medium-chain fatty aldehyde

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


PROPIOLIC ACID

A terminal acetylenic compound that is a 3-carbon, straight-chain, monounsaturated fatty acid having one acetylenic bond.


name: (2 ́ ́S)-5 ́-Lavandulyl-4 ́-methoxy-2,4,2 ́,6 ́-tetrahydroxylchalcone


non-proteinogenic amino acid

Any amino-acid that is not naturally encoded in the genetic code of any organism.


A  non-proteinogenic L-alpha-amino acid that is L-phenylalanine in which one of the benzyl hydrogens is replaced by a methyl group (the 3S-stereoisomer).


C4-dicarboxylic acid

Any dicarboxylic acid that contains four carbon atoms.


arachidonyl trifluoromethyl ketone

A fatty acid derivative that is arachidonic acid in which the OH part of the carboxy group has been replaced by a trifluoromethyl group


A tricarboxylic acid that is buta-1,3-diene-1,2,4-tricarboxylic acid substituted by a hydroxy group at position 4.


TCEP

A tertiary phosphine in which phosphane is substituted with three 2-carboxyethyl groups. It is a commonly used reducing agent.


name: 2-amino-4-chlorobenzoic acid [2-oxo-2-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)ethyl] ester


A hexanone that is hexan-3-one substituted by a hydroxy group at position 4.


ketomycolic acid type-3 (XIII')

A class of mycolic acids characterized by the presence of a proximal cis C=C double bond followed by a cis-cyclopropyl group, a distal oxo group and a (CH-CH3) fragment of (S) stereochemistry in the meromycolic chain.


5-chloro-4-hydroxy-2-oxopentanoic acid

A monocarboxylic acid that is the 5-chloro derivative of  4-hydroxy-2-oxopentanoic acid.


quinolinemonocarboxylic acid

Any aromatic carboxylic acid that contains a quinoline moiety that is substituted by one carboxy substituent.


A non-proteinogenic alpha-amino acid that is 5-hydroxykynurenine bearing an N-formyl substituent.


feruloylacetic acid

A 3-oxo monocarboxylic acid that is 3-oxopent-4-enoic acid substituted at position 5 by a 4-hydroxy-3-methoxyphenyl group.


N-oleoylthreonine

An N-acyl-L-amino acid obtained by formal condensation of the carboxy group of oleic acid with the amino group of L-threonine.


N-hydroxy-L-dihomomethionine

An N-hydroxy-L-polyhomomethionine in which there are four methylene groups between the alpha-carbon and sulfur atoms.


name: 4-[[[1-(1H-imidazol-5-ylsulfonyl)-3-piperidinyl]-oxomethyl]amino]benzoic acid ethyl ester


perfluorohexanoic acid

A monocarboxylic acid that is perfluorinated hexanoic acid.


COMAZAPHILONE F

An azaphilone that is 5,6,7,8-tetrahydro-1H-isochromene substituted by a hydroxy group and a methyl group at position 7, an oxo group at position 8, a propyl group at position 3 and a (3,4-dihydroxy-2-methoxy-6-methylbenzoyl)oxy group at position 6. Isolated from Penicillium commune, it exhibits antibacterial and antineoplastic activities.


pancuronium

A steroid ester in which a 5alpha-androstane skeleton is C-3alpha- and C-17beta-disubstituted with acetoxy groups and 2beta- and 16beta-disubstituted with 1-methylpiperidinium-1-yl groups. It is a non-depolarizing curare-mimetic muscle relaxant.


cis-dihomoaconitic acid

A tricarboxylic acid that consists of pent-1-ene having three carboxy groups located at positions 1, 2 and 5 (the Z-geoisomer).


name: 2-[[(4-methyl-1-pyrazolyl)-oxomethyl]amino]benzoic acid methyl ester


A dicarboxylic acid that is that is (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid substituted by a hydroxy group at position 4S and a (4-carboxyphenyl)sulfanediyl group at 5R. It is a dual cysteinyl leukotriene receptor antagonist that acts at the CysLT1 and CysLT2 receptors (IC50 = 0.44 and 0.30 muM, respectively).


name: 2-[[2-[(ethoxycarbonylamino)-oxomethyl]-3-oxobut-1-enyl]amino]-3-thiophenecarboxylic acid methyl ester


name: 5-[2-(5-methoxycarbonyl-2-thiophenyl)butan-2-yl]-2-thiophenecarboxylic acid methyl ester


A hexadecenal containing a double bond at position 11 (the cis-stereoisomer). Major pheromone component detected in the whole-animal male Helicoverpa zea antennal preparations


S-succinylglutathione

The S-succinoyl derivative of glutathione.


cutins

Polyester macromolecules consisting of omega-hydroxy acid monomers connected via ester linkages.


name: 4-(4-chlorophenyl)-4-oxobutanoic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester


A hydroperoxy fatty ester that is the methyl ester of (9R,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoic acid.


name: 2-[[[(6-methyl-2-pyridinyl)amino]-sulfanylidenemethyl]amino]-5-phenyl-3-thiophenecarboxylic acid ethyl ester


3-sulfopyruvic acid

A carboxyalkanesulfonic acid comprising pyruvic acid with a sulfo group attached at the C-3 position.


name: 3-methyl-2-thiophenecarboxylic acid [2-(4-morpholinyl)-2-oxoethyl] ester


3,4-dihydroxy-5-prenylcinnamic acid

A hydroxycinnamic acid that is trans-caffeic acid substituted by a prenyl group at position 5. Isolated from Brazilian propolis, it exhibits antioxidant activity.


alpha-hexylcinnamaldehyde

A member of the class of  cinnamaldehydes carrying a hexyl substituent at the alpha-position.


A glycosyloxyflavone that consists of kaempferol attached to a alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranosyl] moiety at position 3 via a glycosdic linkage. Isolated from the leaves of Ginkgo biloba, it exhibits antioxidant activity.


saturated monocarboxylic acid

Any monocarboxylic acid containing fully saturated C-C bonds.


arisugacin A

An organic heterotetracyclic compound that is 4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo[f]pyrano[4,3-b]chromene-1,11(5H)-dione substituted by 3,4-dimethoxyphenyl group at position 9 (the 4aR,6aR,12aS,12bS steroisomer). Isolated from the culture broth of Penicillium, it acts as a selective inhibitor of acetylcholinesterase.


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


A steroid saponin that is 3,16,17-trihydroxycholest-5-en-22-one attached to a beta-D-glucopyranosyl residue at position 3 and a 2-O-acetyl-3-O-(beta-D-xylopyranosyl)-alpha-L-arabinopyranosyl residue at position 16 via a glycosidic linkage. Isolated from Ornithogalum thyrsoides and Galtonia candicans, it exhibits cytotoxic activity.


3-(imidazol-4-yl)pyruvic acid

A pyruvic acid having a 1H-imidazol-4-yl substituent at the 3-position.


JASPLAKINOLIDE R1

A cyclodepsipeptide isolated from Jaspis splendens.


glycinyl ester

An alpha-amino acid ester in which the amnio acid component is glycine.


An anthocyanin cation that is cyanidin substituted at position 3 by a 6-O-(Z-4 coumaryl)-beta-D-glucosyl residue.


tert-butyl 4-hydroxy-3-methoxybenzoate

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


N-acetoxyarylamine

Any arylamine having an acetytoxy group attached to the nitrogen.


arugosin A (hydroxy-aldehyde form)

A member of the class of benzophenones that is benzophenone in which one of the phenyl groups is substituted by a 3,3-dimethylallyl group at position 3 and by hydroxy groups at positions 2 and 6, while the other is substituted by a formyl group at position 2, a 3,3-dimethylallyloxy group at position 3, a methyl group at position 4, and a hydroxy group at position 6.


indolmycenic acid

An indol-3-yl carboxylic acid that is 3-(1H-indol-3-yl)butanoic acid substituted at positions 2 and 3 by hydroxy and methyl groups respectively.


beta-citrylglutamic acid

An N-acyl-L-glutamic acid in which the acyl group is specified as beta-citryl.


A tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5.


isoglutamic acid

A 1,5-dicarboxylic acid compound having a 3-amino substituent. It has been isolated from the extracts of the algae, Chondria armata.


vanilpyruvic acid

A 2-oxo monocarboxylic acid that is  3,4-dihydroxyphenylpyruvic acid in which the hydroxy group at position 3 is substituted by a methoxy group.


name: 4-nitrobenzoic acid [6-[[(4-methyl-2-pyrimidinyl)thio]methyl]-4-oxo-3-pyranyl] ester


DEMECARIUM BROMIDE

The methobromide salt of the N,N'-bis[3-(dimethylamino)phenyl carbamate] derivative of 2,13-diazatetradecane. It is an inhibitor of acetylcholinesterase and pseudocholinesterase, with a long duration of action. It is used in the treatment of chronic open-angle glaucoma: in the eye, it causes constriction of the iris sphincter muscle and the ciliary muscle, facilitating the outflow of the aqueous humor and so reducing intraocular pressure.


2-amino-5-chlorobenzoic acid

A member of the class of chlorobenzoic acids that is benzoic acid in which the ring hydrogens at positions 2 and 5 are replaced by amino and chloro groups, respectively.


An ascaroside of a hydroxy fatty acid in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted into the corresponding (E)-2-methyl-2-butenoate ester.


A member of the class of 1,3-thiazoles that is 1,3-thiazole substituted by (2E)-2-(2-carboxybenzylidene)hydrazinyl and 2-chlorophenyl groups at positions 2 and 4, respectively. It is a potent inhibitor of human dihydroorotate dehydrogenase (hDHODH) with IC50 of 32 nM. It exhibits antineoplastic activity and broad-spectrum antiviral activity against various RNA viruses including influenza A, Zika, Ebola, and SARS-CoV-2 viruses.


beta-amino acid ester

An amino acid ester resulting from the formal condensation of the carboxy group of a beta-amino acid with the hydroxy group of an alcohol or phenol.


ethyl 2-hexenoate

A fatty acid ethyl ester of 2-hexenoic acid.


A carbohydrate sulfate that is the 2-O-sulphate derivative of 5-dehydro-4-deoxy-D-glucuronic acid.


lejimalide A

A macrolide that is isolated from the marine tunicate Eudistoma cf. rigida and exhibits potent in vitro cytotoxic activity.


toxoflavin

A pyrimidotriazine that is 1,6-dimethyl-1,5,6,7-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7.


lactaldehyde

A member of the class of  propanals obtained by the reduction of the carboxylic group of lactic acid (2-hydroxypropanoic acid).


A sulfonamide consisting of hexanoic acid with a 4-aminobenzenesulfonamido group at its 6-position.


name: Benzoic acid, 4-amino-, 4-acetoxy-2,2,6,6-tetramethyl-1-piperidinyl ester


A dialkyl ketone with methyl and pentyl as the alkyl groups.


lysine

A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.


5-PHENYLVALERIC ACID

A monocarboxylic acid that is valeric acid substituted by a phenyl group at the delta-position.


2-cyanocinnamic acid

A cinnamic acid derivative having a cyano substituent at the 2-position of the phenyl ring.


name: 2-anilinobenzoic acid [2-(4-acetylanilino)-2-oxoethyl] ester


3-hydroxymandelic acid

A 2-hydroxy monocarboxylic acid that is mandelic acid substituted by a hydroxy group at position 3'.


A  dihydrojasmonic acid that is 9,10-dihydrojasmonic acid substituted by a hydroxy group at position 11 (the 1R,2R-stereoisomer).


pyrrole-3-carboxylic acid

A pyrrolecarboxylic acid that is 1H-pyrrole substituted by a carboxy group at position 3. It has been isolated from Penicillium chrysogenum.


ethylene glycol dimethacrylate

The enoate ester that is the 1,2-bis(methacryloyl) derivative of ethylene glycol.


4-guanidinobutyric acid

A monocarboxylic acid that is butanoic acid substituted by a guanidino group at position 4.


cholesteryl nonadecenoate

A cholesterol ester obtained by the formal condensation of  cholesterol with nonadecenoic acid (the position of double bond is unspecified).


An enal consisting of non-2-ene having an oxo group at the 1-position.


A 7-isopropyl-4-methyloxepan-2-one in which both stereocentres have R configuration.


HEXYL ACETATE

The acetate ester of  hexan-1-ol.


25-hydroxy 3-oxocholestane

A 25-hydroxy steroid that is 3-oxocholestane which carries a hydroxy group at position 25.


2-hydroxypentanoic acid

A 2-hydroxy monocarboxylic acid that is valeric (pentanoic) acid substituted at the alpha-position by a hydroxy group.


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


A sulfonamide consisting of 1,3-thiazol-5-ylacetic acid with a 4-aminobenzenesulfonamido group at the thiazole 2-position.


adipic acid

An alpha,omega-dicarboxylic acid that is the 1,4-dicarboxy derivative of butane.


ANANOLIGNAN B

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


A glycosyloxyflavone that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by a 6-(6-methoxycaffeoyl)glucosyl residue.


A cholesterol ester in which the acyl group is specified as  (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl.


The  (2R,3S)-stereoisomer of  benzyl 2-methyl-3-hydroxybutanoate.


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 acetate ester obtained by acetylation of the O-14 position of browniine.


methoxycinnamic acid

Any cinnamic acid carrying one or more methoxy substituents.


A disaccharide derivative consisting of two 3-deoxy-alpha-D-manno-oct-2-ulopyranonosyl units joined via an alpha-(2->8)-linkage with an O-allyl group at the anomeric centre and with the carboxy group of the residue at the non-reducing end methyl-esterified.


niruriside

An O-acyl carbohydrate that consists of beta-D-fructofuranosyl beta-D-glucopyranoside in which the hydroxy protons are replaced by acetyl and trans-cinnamoyl groups. Isolated from Phyllanthus niruri, it exhibits anti-HIV activity.


name: 2-chlorobenzoic acid [4-[[[oxo(2-pyridinyl)methyl]hydrazinylidene]methyl]phenyl] ester


name: 8-methylsulfinyl-4,5-dihydrothieno[3,4-g][2,1]benzoxazole-6-carboxylic acid ethyl ester


A monocarboxylic acid consisting of valeric acid having a 2,3-dimethoxy-4-methylphenyl group attached to C-5.


acetic anhydride

An acyclic carboxylic anhydride derived from acetic acid.


name: acetic acid [4-(1-acetyl-3,6-dihydro-2H-pyridin-4-yl)-2-methoxyphenyl] ester


5-chlorooctyl acetate

An acetate ester that is octyl acetate substituted by a chloro group at position 5.


A 5-nonen-2-one in which the double bond adopts a trans-configuration.


A steroid saponin isolated from Ornithogalum thyrsoides and has been shown to exhibit cytotoxic activity.


nocardicin G

A monobactam obtained by formal condensation of the carboxy group of (2R)-amino(4-hydroxyphenyl)acetic acid with the amino group of (2R)-[(3S)-3-amino-2-oxoazetidin-1-yl](4-hydroxyphenyl)acetic acid


(R)-ketorolac

A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has R configuration. Unlike the S-enantiomer, it does not exhibit COX1 and COX2 inhibition, but does exhibit analgesic activity. Racemic ketorolac, known simply as ketorolac, is used (mainly as a tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis.


A cyclic dicarboxylic anhydride that is 5,6,7,8,9,10-hexahydro-1H-cyclonona[c]furan-1,3(4H)-dione substituted by an ethylidene group at position 9, hydroxy groups at position 5 and 8, a propyl group at position 4 and an oxo group at position 6.


name: 4-fluorobenzoic acid [(4-tert-butylcyclohexylidene)amino] ester


largamide G

A 19-membered cyclodepsipeptide isolated from the marine cyanobacterium Oscillatoria sp. It exhibits significant inhibitory activity against the enzyme chymotrypsin (EC 3.4.21.1).


METHYL LINOLENATE

A fatty acid methyl ester derived from alpha-linolenic acid.


L-α-methyldopa

A derivative of L-tyrosine having a methyl group at the alpha-position and an additional hydroxy group at the 3-position on the phenyl ring.


4-hydroxyphenylacetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.


BUTANAL

A member of the class of  butanals that consists of propane bearing a formyl substituent at the 1-position. The parent of the class of butanals.


epoxydocosapentaenoic acid

An epoxy fatty acid obtained by formal epoxidation of one of the double bonds of any docosahexaenoic acid.


(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid with S-configuration at C-10.


tert-butyl ester

A carboxylic ester resulting from the formal condensation of a carboxylic acid with tert-butanol.


A monocarboxylic acid comprised of hexanoic acid substituted on C-6 by a 4-[(2S)-2-(methylamino)propyl]phenyl group.


N-benzoylalanine

An N-acylamino acid that is the N-benzoyl derivative of alanine.


L-hexahomomethionine

An L-polyhomomethionine in which there are eight methylene groups between the alpha-carbon and sulfur atoms.


N-benzoylanthranilic acid

An amidobenzoic acid comprising benzoic acid having a benzamido group at the 2-position.


enbucrilate

A macromolecule composed of repeating butyl 2-cyanopropanoate units.


A L-proline derivative that is L-proline substituted at position 5 by a carboxymethyl group.


heterone

Organic compounds having an oxygen atom formally doubly bonded to a heteroatom.


venturicidin

A family of macrolide antifungal compounds isolated from Streptomyces bacteria.


1H-indole-3-carboxylate ester

An indolyl carboxylate ester resulting from the formal condensation of 1H-indole-3-carboxylic acid with the hydroxy group of any alcohol or phenol.


name: 2-furancarboxylic acid [4-[(3-methyl-4-oxo-2-sulfanylidene-5-thiazolidinylidene)methyl]phenyl] ester


carboprost

Prostaglandin F2alpha in which the hydrogen at position 15 is substituted by methyl (S configuration). It is used as an abortifacient agent that is effective in both the first and second trimesters of pregnancy.


N-carbamoylglycine

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


cytotrienin A

A 21-membered macrocyclic lactam which contains three conjugated double bonds as part of the ring system. It acts as an apoptosis inducer in human leukemia HL-60 cells and is isolated from  Streptomyces sp.


curtisian D

A para-terphenyl that consists of 1,4-diphenylbenzene substituted by acetyloxy groups at positions 5' and 6', hydroxy groups at positions 4 and 4'', a (3-phenylpropanoyl)oxy group at position 3' and a (3-hydroxybutanoyl)oxy group at position 2'. It is isolated from the fruit body of the mushroom Paxillus curtisii and exhibits radical scavenging activity


phenyl acetates

An acetate ester obtained by formal condensation of the carboxy group of acetic acid with the hydroxy group of any phenol.


trans-hex-3-enoic acid

A 3-hexenoic acid having the trans configuration.


(R)-3-hydroxy-4-oxobutanoic acid

A 4-oxo monocarboxylic acid that is 4-oxobutanoic acid in which the pro-R hydrogen at position 3 has been replaced by a hydroxy group.


The 2(1),2(2),17-trimethyl ester of (2R,2(1)S)-2(1),2(2)-dicarboxy-8-ethenyl-2,7,12,18-tetramethyl-2,2(1)-dihydrobenzo[b]porphyrin-13,17-dipropanoic acid.


2-iminobutanoic acid

A dehydroamino acid that is 2-aminobutanoic acid in which the amino group has been oxidised to the corresponding imine.


A member of the class of tetralins that is tetralin in which the hydrogens at positions 1 and 2 are replaced by oxo and methyl groups, respectively.


A 3-naphthalen-2-ylalanine that has L-confliguration.


3-hydroxybenzyl benzoate

A benzoate ester obtained by the formal condensation of the carboxy group benzoic acid with the primary hydroxy group 3-hydroxybenzyl alcohol.


trans-coniferyl alcohol diacetate

A phenyl acetate that is the diacetate derivative of coniferol.


A monohydroxyacetophenone that is acetophenone in which one of the methyl hydrogens has been replaced by a hydroxy group.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 19-hydroxynonadecanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


The (2S,3S)-diastereomer of 2-hydroxytridecane-1,2,3-tricarboxylic acid.


indoleacetaldehyde

An aldehyde that is acetaldehyde substituted by an indolyl group.


(S)-nafenopin

A 2-methyl-2-[4-(1,2,3,4-tetrahydronaphthalen-1-yl)phenoxy]propanoic acid that has S configuration at the chiral centre.


name: 4-(3-methylanilino)-4-oxobutanoic acid (4-bromophenyl)methyl ester


bambuterol hydrochloride

The hydrochloride salt of bambuterol. A long acting beta-adrenoceptor agonist used in the treatment of asthma, it is a prodrug for terbutaline.


octadecanoate ester

A fatty acid ester obtained by condensation of the carboxy group of stearic acid with the hydroxy group of any alcohol or phenol.


name: 1-(4-bromophenyl)-4-[1-naphthalenyl(oxo)methyl]-3-pyrazolecarboxylic acid ethyl ester


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

A hydroxycinnamic acid that is trans-caffeic acid in which the phenolic hydroxy group at position 3 has been converted into its beta-D-glucoside.


methylmalonic acid

A dicarboxylic acid that is malonic acid in which one of the methylene hydrogens is substituted by a methyl group.


gingerol

A beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger.


2-nitrobenzoic acid

A nitrobenzoic acid carrying the nitro substituent at position 2.


dimethylbenzoic acid

A benzoic acid in which any two of the ring hydrogens are substituted by methyl groups.


A  hexenal that is (3E)-hex-3-enal substituted by methyl groups at positions 2, 3 and 6. Metabolite observed in cancer metabolism.


zofenoprilat

A proline derivative that is 4-(phenylsulfanyl)-L-proline in which the amine proton is replaced by a (2S)-2-methyl-3-sulfanylpropanoyl group. The active metabolite of zofenopril.


An epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by an N-[(2R)-3-amino-2-methyl-3-oxopropanoyl]-L-threonyl-L-threonylleucinyl group. It is a proteasome inhibitor isolated from Streptomyces sp. TC 1087.


ethyl ester

Any carboxylic ester resulting from the formal condensation of the carboxy group of a carboxylic acid with ethanol.


methyl aminolevulinate

The methyl ester of 5-aminolevulinic acid. A prodrug, it is metabolised to protoporphyrin IX, a photosensitizer, and is used in the photodynamic treatment of non-melanoma skin cancer (including basal cell carcinoma). Topical application (often as the hydrochloride salt) results in an accumulation of protoporphyrin IX in the skin lesions to which the cream has been applied. Subsequent illumination with red light results in the generation of toxic singlet oxygen that destroys cell membranes and thereby kills the tumour cells.


.ALPHA.-TOCOPHERYLOXYACETIC ACID

A monocarboxylic acid that is (R,R,R)-alpha-tocopherol in which the hydroxy group at position 6 is replaced by a carboxymethoxy group. It is a nonhydrolyzable ether analog of vitamin E that exhibits anticancer properties.


gamma-carboxy-L-glutamic acid

A  non-proteinogenic L-alpha-amino acid that is L-glutamic acid in which one of the gamma-hydrogens is substituted by a carboxy group.


name: 1H-indole-3-carboxylic acid [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester


N-acetyl-L-alanine

An N-acetyl-L-amino acid that is L-alanine in which one of the hydrogens attached to the nitrogen is replaced by an acetyl group.


A phenylalanine derivative in which the hydrogen at position 4 on the benzene ring is replaced by a fluoro group.


indomethacin

A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.


3-ethylmalic acid

The 2-hydroxy-3-ethyl derivative of succinic acid.


oxyketone

A compound with the general formula R2C=O (R=/=H) where one or more of the R groups contains an oxy (-O-) group.


methyl cyclopropanecarboxylate

A methyl ester derived from cyclopropanecarboxylic acid.


N-oleoyl-L-leucine

An L-leucine derivative resulting from the formal condensation of the carboxy group of oleic acid with the amino group of L-leucine.


name: 2-(1-methyl-1-pyrrolidin-1-iumyl)acetic acid cyclododecyl ester


clopidogrel carboxylic acid

A thienopyridine that is 6,7-dihydrothieno[3,2-c]pyridin-5(4H)-ylacetic acid substituted by a 2-chlorophenyl group at position 2. It is a metabolite of the drug  clopidogrel.


name: 4,5-dimethyl-2-[[1-oxo-2-[4-(phenylmethyl)-1-pyridin-1-iumyl]ethyl]amino]-3-thiophenecarboxylic acid ethyl ester


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


pristinamycin IA

A cyclodepsipeptide that is (together with pristinamycin IIA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms including methicillin-resistant Staphylococcus aureus.


phenylacetone

A propanone that is propan-2-one substituted by a phenyl group at position 1.


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a methyl group at position e and by a at positions 3 and 4-hydroxy-2-oxopentyl group at position 6. A fungal metabolite isolated from Pseudobotrytis and Aspergillus niger (stereochemistry not been determined).


name: 2-[4-(pyridin-4-ylmethylsulfamoyl)phenoxy]acetic acid methyl ester


A hydroperoxy fatty ester resulting from the formal condensation of the carboxy group of  (5Z,9E,11Z,14Z)-8-hydroperoxy-20-hydroxyicosa-5,9,11,14-tetraenoic acid with methanol.


pentosidine

An imidazopyridine having norleucine and ornithine residues attached via their side-chains at the 4- and 2-positions respectively.


name: 8,11-tridecadienoic acid, 13-(3-pentyl-2-oxiranyl)-, (8z,11z)-


imidazol-5-ylacetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-5-yl group.


(2-nitrophenyl)acetic acid

A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl grup is substituted at the ortho- position by a nitro group.


long-chain fatty aldehyde

A fatty aldehyde that has a chain length ranging from C13 to C22.


typhasterol

A brassinosteroid that is ergostan-6-one bearing three additional hydroxy substituents at positions 3alpha, 22R and 23R.


PATEAMINE A

A marine macrodiolide that is isolated from the sponge Mycale hentscheli and exhibits anticancer and antiviral properties


A D-lysine derivative in which D-lysine is substituted on N(6) by a (2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl group.


A cholesteryl ester obtained by formal condensation of the carboxy group of (11Z,14Z,17Z)-icosatrienoic acid with the 3-hydroxy group of cholesterol.


name: 5-chloro-4-[[3-(4-chlorophenyl)-1-oxoprop-2-enyl]amino]-2-methoxybenzoic acid methyl ester


An alanine derivative obtained by replacement of one of the methyl hydrogens of alanine by a dimethylamino group.


pralatrexate

A pteridine that is the N-4-[1-(2,4-diaminopteridin-6-yl)pent-4-yn-2-yl]benzoyl derivative of L-glutamic acid. Used for treatment of Peripheral T-Cell Lymphoma, an aggressive form of non-Hodgkins lymphoma.


2-phenylbutyric acid

A monocarboxylic acid that is butyric acid substituted by a phenyl group at position 2.


name: 2-[[2-(3-methyl-2-methylimino-4-oxo-5-thiazolidinyl)-1-oxoethyl]amino]benzoic acid ethyl ester


An L-dopa in which the hydroxy group at position 4 is replaced by a methoxy group.


durhamycin B

An aureolic acid that consists of trisaccharide and disaccharide moieties attached to the tricyclic aglycone. Isolated from Actinoplanes durhamensis, it exhibits anti-HIV activity.


INDY

A member of the class of benzothiazoles that is 2,3-dihydro-1,3-benzothiazole substituted by 2-oxopropylidene, ethyl, and hydroxy groups at positions 2, 3 and 5, respectively. It is an ATP-competitive inhibitor of Dyrk1A and Dyrk1B (IC50 of 0.24 muM and 0.23 muM, respectively).


(S)-2-hydroxy-3-methylbutyric acid

The S-enantiomer of 2-hydroxy-3-methylbutyric acid. It is used as a chiral building block for peptide synthesis.


ISOPROPYL PALMITATE

A fatty acid ester obtained by the formal condensation of carboxy group of palmitic acid with  propan-2-ol. Metabolite observed in cancer metabolism.


A tetracarboxylic acid that is an optically active twelve-membered tetraazamacrocycle having a carboxymethyl group attached to each of the nitrogens and a 4-nitrobenzyl group at the 2-position.


WITHALONGOLIDE J

A withanolide saponin that consists of 22,26-epoxyergosta-5,24-dien-28-ol substituted by additional hydroxy groups at positions 1, 3 and 19, an oxo group at position 26 and a beta-D-glucopyranosyl residue at position 28 via a glycosidic linkage. It has been isolated from the aerial parts of Physalis longifolia.


A diarylheptanoid that is heptane substituted by an acetoxy group at position 3, a 3,4-dihydroxyphenyl group at position 1 and a 4-hydroxyphenyl group at position 7 (the 3S-stereoisomer). It has been isolated from the rhizomes of Curcuma kwangsiensis.


3,4-dihydro-4-hydroxyphenylpyruvic acid

A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 4-hydroxycyclohexa-1,5-dien-1-yl group


trihomomethionine

A sulfur-containing amino acid consisting of 2-aminoheptanoic acid having a methylthio substituent at the 7-position.


p-methylhippuric acid

An N-acylglycine in which the acyl group is specified as 4-methylbenzoyl.


JASMONIC ACID

An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring.


ethyl (2S)-hydroxy(phenyl)acetate

The  (2S)-enantiomer of ethyl hydroxy(phenyl)acetate.


A monocarboxylic acid amide  having an N-(5-carboxypentyl) substituent and a C-(4-hydroxy-3-nitrophenyl) substituent.


P-METHOXY-ACETOPHENONE

A member of the class of  acetophenones that is acetophenone substituted by a methoxy group at position 4.


name: benzoic acid [5-amino-1-(4-methoxyphenyl)sulfonyl-3-pyrazolyl] ester


An amino disaccharide consisting of N-acetyl-D-glucosamine having a 4-deoxy-alpha-L-threo-hex-4-enopyranuronosyl residue attached at the 3-position.


phenyl salicylate

A benzoate ester that is the phenyl ester of salicylic acid. Also known as salol, it can be formed by heating salicylic acid with phenol and is used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes.


A beta-D-glucoside compound having 4,5-dimethoxybenzene-1,3-diol as the anomeric and 4-hydroxy-3,5-dimethoxybenzoic acid as the substituent at position 6. It has been isolated from the stems of Gordonia chrysandra and exhibits  inhibitory effect on nitric oxide production.


A 3beta-hydroxycholest-5-en-26-oic acid in which the stereocentre at position 25 has R-configuration.


An L-isoleucine derivative resulting from the formal condensation of the carboxy group of (3R)-jasmonic acid with the amino group of L-isoleucine.


An oxo dicarboxylic acid that is 3-carboxy-6-oxoocta-2,4-dienoic acid carrying additional hydroxy and methyl substituents at positions 2 and 7 respectively.


N-dodecanoylglycine

An N-acylglycine with an acyl group that is lauroyl.


name: N-[(Z)-hexadec-9-enoyl]-2-aminobutyric acid methyl ester (C16:1-NABME)


3,4-dimethylindole-2-carboxylic acid

A member of the class of indolecarboxylic acids that is indole-2-carboxylic acid carrying two methyl substituents at positions 3 and 4.


fluvastatin

A (6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid diastereoisomer in which the stereocentres beta- and delta- to the carboxy group have R and S configuration, respectively. The drug fluvastatin is an equimolar mixture of this compound and its enantiomer.


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


cycloxilic acid

A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-cicloxilic acid. It is a choleretic agent that has antilithogenic activity.


name: 5-bromo-2-furancarboxylic acid [2-[1-(2-methoxyethyl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] ester


Benzaldehyde substituted at the ortho-position with a nitro group.


SPARTIOIDINE

A pyrrolizine alkaloid that is 13,19-didehydrosenecionane carrying a hydroxy substituent at position 12 and two oxo substituents at positions 11 and 16.


An enal that is (2E,6Z)-nona-2,6-diene substituted by an oxo group at position 1.


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

A beta-D-glucoside resulting from the formal condensation of the phenolic hydroxy group of trans-sinapic acid with beta-D-gucopyranose.


PROPIOPHENONE

An aromatic ketone in which the two substituents on the carbonyl C atom are phenyl and ethyl.


staphyloferrin B

A siderophore composed from L-2,3-diaminopropionic acid, citric acid, 1,2-diaminoethane and alpha-ketoglutaric acid units.


TRICARBALLYLIC ACID

A tricarboxylic acid that is glutaric acid in which one of the beta-hydrogens is substituted by a carboxy group.


name: acetic acid [2-[2-acetyl-3-(4-methoxyphenyl)-3,4-dihydropyrazol-5-yl]phenyl] ester


erdasporine C

An organic heterohexacyclic compound that is 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogens at positions 5 and 7 are substituted by a methoxycarbonyl and oxo groups, respectively. It is synthesized by a gene cluster found in environmental DNA and exhibits cytotoxic activity against human HCT116 cancer cells and Staphylococcus aureus.


name: (1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid methyl ester


A glycosylglucopyranuronic acid consisting of beta-D-xylosyl and beta-D-glucuronic acid residues joined by a (1->3) glycosidic linkage.


A propanal having an amino substituent at the 3-position


11-oxo steroid

Any oxo steroid that has an oxo substituent at position 11.


ACETYL-L-LEUCINE

The N-acetyl derivative of L-leucine.


name: 4-[5-[[[2-(2-methyl-1,3-dioxan-2-yl)-1-oxoethyl]hydrazinylidene]methyl]-2-furanyl]benzoic acid methyl ester


A macrolide that is erythronolide B having a 2,6-dideoxy-3-O-methyl-alpha-Larabino-hexopyranosyl (alpha-L-oleandrosyl) residue attached at position 3.


varespladib

A member of the class of indoles that is 1H-indole substituted by benzyl, ethyl, oxamoyl, and carboxymethoxy groups at positions 1, 2, 3, and 4, respectively. It is an oral secretory phospholipase A2 inhibitor and exhibits anti-inflammatory effects.


filicinic acid

An enone that is cyclohexa-2,5-dien-1-one substituted by hydroxy groups at positions 3 and 5 and geminal methyl groups at position 4.


gorlic acid

A 13-cyclopent-2-en-1-yltridec-6-enoic acid having R-configuration and a cis-double bond at position 6.


precondylocarpine acetate

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


name: 3-butyl-5-(4-morpholinylmethyl)-2-oxo-3-oxolanecarboxylic acid ethyl ester


flufenamic acid

An aromatic amino acid consisting of anthranilic acid carrying an N-(trifluoromethyl)phenyl substituent. An analgesic and anti-inflammatory, it is used in rheumatic disorders.


benzylpenilloaldehyde

Degradation product of benzylpenicillin in which the thiolamino acid penicillamine and carbon dioxide from the labile carboxyl group have been lost, leaving a phenylacetylamino-acetaldehyde.


3-oxo aldehyde

Any aldehyde having an oxo substituent at the 3-position.


L-glyceric acid

An optically active form of glyceric acid having L-configuration.


alpha-D-Ko

An octose sugar sometimes found in Gram-negative bacteria as a lipopolysaccharide constituent, in combination with its 3-deoxy derivative (alpha-D-Kdo).


A glutamine derivative that is glutamine in which one of the hydrogens attached to the alpha-amino group is replaced by an acyl group.


3-oxopalmitic acid

An oxo-fatty acid comprising palmitic acid having an oxo group at the 3-position; an intermediate in fatty acid biosynthesis.


23-oxo steroid

Any oxo steroid carrying the oxo group at position 23.


fattiviracin A1

A carbohydrate-containing antibiotic isolated from the fermentation broth of Streptomyces microflavus strain No. 2445 and exhibits antiviral activity against herpes simplex virus type 1 (HSV-1), varicella-zoster virus (VZV), influenza A virus and human immunodeficiency virus type 1 (HIV-1).


(R)-esmolol

A methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate that has R configuration. The drug esmolol is a racemate comprising equimolar amounts of (R)- and (S)-esmolol. While the S enantiomer possesses all of the heart rate control, both the R and the S enantiomer contribute to lowering blood pressure.


A diazo compound that is L-phenylalanyl-L-phenylalanine in which the amino group is protected by a (benzyloxy)carbonyl group and the carboxy group is substituted by a diazoacetyl group. It is a cathepsin L inhibitor.


ethyl 3,3,4-trimethylpentanoate

A carboxylic ester obtained by the formal condensation of the carboxy group of 3,3,4-trimethylpentanoic acid with ethanol.


1-methyl-4-imidazoleacetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1-methyl-1H-imidazol-4-yl group.


saturated fatty ester C34H68O2

A fatty acid ester which is fully saturated and which contains a total of 34 carbon atoms.


garenoxacin

A quinolinemonocarboxylic acid that is 1,4-dihydroquinoline-3-carboxylic acid that is substituted by a cyclopropyl group at position 1, an oxo group at position 4, a (1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl group at position 7, and a difluoromethoxy group at position 8.


ACETURIC ACID

An N-acylglycine where the acyl group is specified as acetyl.


chaetoglobosin P

An alkaloid isolated from Discosia rubi that is chaetoglobosin A with a methyl substituent on C-10.


ANANOLIGNAN N

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


methyl-4-hydroxybenzoate O-sulfate

A benzoate ester that is methyl-4-hydroxybenzoate in which the phenolic hydrogen has been replaced by a sulfo group.


deuterated fatty acid

Any  fatty acid in which at least one of the aliphatic hydrogens is replaced by deuterium.


fumonisin B6

A fumonisin with formula C34H59NO14, originally isolated from Aspergillus niger and also found in unprocessed coffee beans.


A serine derivative having a 2,4-dinitrophenyl substituent on nitrogen.


monohydroxyacetophenone

A hydroxyacetophenone carrying at least one hydroxy substituent.


name: 3-[5-[bis(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)methyl]-2-furanyl]benzoic acid methyl ester


The (2S,3S)-diastereomer of 2,3-dihydroxy-2,3-dihydrobenzoic acid.


D-homoserine

The D-enantiomer of homoserine.


mallotophilippen E

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 3, 4, 2' and 4', a prenyl group at position 3' and a 6-methyl-6-(4-methylpent-3-en-1-yl)-3,6-dihydro-2H-pyran ring fused across positions 5' and 6'


methyl-branched fatty acid 22:1(13Z)

Any monounsaturated methyl-branched fatty acid containing 22 carbons with a cis-double bond at position C-13.


CHEATOGLOBOSIN J

A cytochalasan alkaloid found in Chaetomium globosum.


trans-2-hexenedioic acid

A 6-carbon, monounsaturated dicarboxylic acid having a trans-double bond at C-2; a possible metabolite of adipic acid.


name: cis-14-hydroxy-10,13-dioxo-7-heptadecenoic acid L-aspartate ester


name: Pentanedioic acid 2-(1-methylethenyl)-5-methyl ester


STEMMADENINE

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


chromenemonocarboxylic acid

A chromene compound having a single carboxylic acid function at an unspecified position.


(+)-N-(methoxycarbonyl)-N-norboldine

An aporphine alkaloid that is laurolistine with a N-methoxycarbonyl group. Isolated from the aerial parts of Litsea cubeba, it exhibits antimicrobial activities.


A 3beta-hydroxy steroid that is 4-pregnen-3beta-ol substituted by an oxo group at position 20.


A (3R)-3-hydroxybutanoic acid oligomer resulting from the formal intermolecular condensation of the hydroxy and carboxy groups of (3R)-3-hydroxybutanoic acid to give a chain in which four units of the monomer are linked together by three ester bonds.


A delta-lactone that is 5-valerolactone substituted by a pentyl group at position 6.


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


name: dihydroprecondylocarpine acetate (enamine form)

description: Major species at pH 7.3.


A 2-hydroxy-6-oxonona-2,4-dienedioic acid having (2Z,4E)-configuration.


name: 2-(7-methyl-4-oxo-3-furo[3,4]pyrrolo[3,5-c][1,2,4]triazinyl)acetic acid methyl ester


name: 2-[[2-(3,4-dimethoxyanilino)-2-oxoethyl]thio]-3-pyridinecarboxylic acid propan-2-yl ester


alkanal

An aldehyde of formula CR3CHO, where at least one R group is not H.


4-formylbenzoic acid

A member of the class of benzoic acids that is benzoic acid substituted by a formyl group at position 4.


name: methoxyacrylate strobilurin antifungal agent

description: Any strobilurin antifungal agent that contains a methoxyacrylate group.


DIHYDROXYACETONE

A ketotriose consisting of acetone bearing hydroxy substituents at positions 1 and 3. The simplest member of the class of ketoses and the parent of the class of glycerones.


martefragin A

An indole alkaloid isolated from the red alga Martensia fragilis and has been shown to inhibit lipid peroxidation.


name: 2-aminosulfonyl-benzoic acid methyl ester

description: A benzoate ester that is methyl benzoate substituted by a sulfamoyl group at position 2. It is a metabolite of the herbicide metsulfuron-methyl.


methyl 3,4-dicaffeoylquinate

An  alkyl caffeate ester obtained by the formal condensation of hydroxy groups at positions 3 and 4 of methylquinate with  two molecules of trans-caffeic acid respectively.


A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 4 and 2', a prenyl group at position 3' and a beta-D-glucopyranosyloxy group at position 4'. Isolated from the stem barks of Maclura tinctoria, it exhibits antioxidant activity.


demethyllactenocin

A macrolide antibiotic that is tylonolide having 6-deoxy-beta-D-allopyranosyl and  beta-D-mycaminosyl residues attached to two of its hydroxy groups..


PHOSALONE

A member of the class of  1,3-benzoxazoles carrying a [(diethoxyphosphorothioyl)sulfanyl]methyl group at the nitrogen atom, an oxo group at position 2 and a chloro group at position 6. It is an organothiophosphate insecticide.


purpurquinone C

An azaphilone that is 1H-isochromene-6,8(7H,8aH)-dione substituted by a prop-1-en-1-yl group at position 3, a hydroxy group at position 8a, a methyl group at position 7 and a (2,4-dihydroxy-6-methylbenzoyl)oxy group at position 7. It has been isolated from Penicillium purpurogenum.


sterol ester

A steroid ester obtained by formal condensation of the carboxy group of any carboxylic acid with the 3-hydroxy group of a sterol.


curtisian B

A para-terphenyl that consists of 1,4-diphenylbenzene substituted by acetyloxy groups at positions 3', 5' and 6', hydroxy groups at positions 4 and 4'' and a (3-phenylpropanoyl)oxy group at position 2'. It is isolated from the fruit body of the mushroom Paxillus curtisii and exhibits radical scavenging activity.


A steroid saponin isolated from Ornithogalum thyrsoides and has been shown to exhibit antineoplastic activity.


name: 3-(3-methoxyphenyl)-2-propenoic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester


homoserine

An alpha-amino acid that is glycine substituted at the alpha-position by a 2-hydroxyethyl group.


dodecanedioic acid

An alpha,omega-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids.


isonocardicin C

A monobactam that is produced by Nocardia uniformis subsp. tsuyamanensis.


coprine

A non-proteinogenic L-alpha-amino acid that is L-glutamine in which one of the hydrogens attached to the amide nitrogen is replaced by a 1-hydroxycyclopropyl group. Found in the ink-cap mushroom, Coprinus atramentarius, it causes an unpleasant hypersensitivity to alcohol (the 'disulfiram effect').


ethyl 4-octenoate

A fatty acid ethyl ester of 4-octenoic acid.


ethyl (S)-3-hydroxyhexanoate

The (S)-enantiomer of  ethyl 3-hydroxyhexanoate.


A member of the class of   chromenes  that is 2H-1-benzopyran-7-ol acetate substituted by methyl groups at positions 2 and 2 and a 4-methoxyphenyl group at positions 3 and 4 respectively.


N-(carboxymethyl)-L-alanine

An L-alanine derivative that is L-alanine in which one of the hydrogens of the amino group is replaced by a carboxymethyl group. It is a marine metabolite which acts as a fish attractant.


S-MENASTROL

An ethyl 4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate that has S configuration.


name: 4-fluorobenzoic acid 4-[[5-(2-furanyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


(2-hydroxyphenyl)acetic acid

A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2-hydroxyphenyl group. It is a metabolite of phenylalanine and is excreted in the urine of patients suffering from diseases like phenylketonuria.


(R)-2-ethylmalic acid

The (R)-enantiomer of 2-ethylmalic acid.


An oxo dicarboxylic acid that is but-2-enedioic acid substituted by an amino group at position 2 and a 3-oxoprop-1-enyl group at position 3.


glycerol mono(keto-meromycolate)

A mycolate ester formed by esterification of keto-meromycolic acid with the 1-OH of glycerol.


A macrolide that is oleandolide having a 2,6-dideoxy-3-O-methyl-alpha-Larabino-hexopyranosyl (alpha-L-oleandrosyl) residue attached at position 3.


name: ascarosyloxycarboxylic acid beta-D-glucopyranosyl ester

description: An ascaroside in which the carboxy group of the fatty acid moiety has been esterified by formal condensation with the anomeric hydroxy group of beta-D-glucopyranose.


5-chloro-2-methylbenzoic acid

A member of the class of chlorobenzoic acids that is benzoic acid in which the ring hydrogens at positions 2 and 5 are replaced by methyl and chloro groups, respectively.


A polyunsaturated fatty acid that is (9Z,11Z,13E,15E)-octadecatetraenoic acid carrying an oxo substituent at position 4.


A hydroperoxy fatty acid that is (6Z,8E,12Z)-octadecatrienoic acid in which the hydroperoxy group is located at position 10.


A non-proteinogenic L-alpha-amino acid that is L-arginine substituted by a methyl group at position 5.


3-methyl-cis,cis-muconic acid

A dicarboxylic acid that is cis,cis-muconic acid in which the hydrogens at position 3 is substituted by a methyl group.


glycyl-4-aminobutyric Acid

An N-acyl-gamma-aminobutyric acid where the acyl group is specified as aminoacetyl.


name: acetic acid [2-[[(6,6-dimethoxy-3-oxo-1-cyclohexa-1,4-dienyl)amino]-oxomethyl]phenyl] ester


fumagillin

A meroterpenoid resulting from the formal condensation of the hydroxy group of fumagillol with the carboxylic acid group of (all-E)-deca-2,4,6,8-tetraenedioic acid. Originally isolated from the fungus Aspergillus fumigatus, it is used for the control of Nosema infection in honey bees.


n-butyl oleate

A fatty acid ester obtained by the formal condensation of the hydroxy group of butan-1-ol with the carboxy group of oleic acid.


evolvoid A

A cinnamate ester obtained by the formal condensation of the carboxy group of trans-caffeic acid with 2-methylbutane-1,2,3-triol and in which the hydroxy group at position 4 is replaced by a 2,3,4-trihydroxy-2-methylbutyl]oxy group. Isolated from the whole plants of Evolvulus alsinoides, it exhibits characteristics of an Ayurvedic crude drug.


A C18 long-chain hydroperoxy fatty acid having E and Z double bonds at C-8 and C-12, respectively, and a hydroperoxy group at C-10.


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


A seco-androstane that is hexahydro-1H-indene-1,5(4H)-dione which is substituted at the 7a position by a methyl group and at the 4 position by a 1-carboxy-1-hydroxy-4-methyl-5-oxohepta-1,3-dien-7-yl group (the S,S,S-diastereoisomer).


Photinus luciferin

A 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position.


An imine that is L-tyrosine bearing an additional hydroxy substituent at position 2 as well as a (2-phenylethylidene)amino substituent at position 5.


name: 2-[[2-(5,6-dimethyl-1-benzimidazolyl)-1-oxoethyl]amino]benzoic acid methyl ester


A nitro fatty acid that is (9E)-octadec-9-enoic (elaidic) acid substituted by a nitro group at position 10.


A phosphatidylethanolamine 32:1 zwitterion obtained by transfer of a proton from the amino to the phosphate group of 1-myristoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.