butyl 2-(methylsulfanyl)acetate

A carboxylic ester obtained by the formal condensation of the carboxy group of (methylthio)acetic acid with butan-1-ol.


An omega-hydroxy fatty acid ascaroside that is bhos#10 in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted to the corresponding 1H-indole-3-carboxylate ester. It is a metabolite of the nematode Caenorhabditis elegans.


name: 3-[[(2,3-dimethylanilino)-sulfanylidenemethyl]amino]-1H-indole-2-carboxylic acid ethyl ester


flexirubin

The parent member of the class of flexirubins obtained by formal condensation of the carboxy group of 17-(4-hydroxy-3-methylphenyl)heptadeca-2,4,6,8,10,12,14,16-octaenoic acid with one of the phenolic hydroxy groups of 2-dodecyl-5-methyl resorcinol.


long-chain fatty acid

A fatty acid with a chain length ranging from C13 to C22.


ornaline

A glutamic acid derivative in which one of the amino hydrogens of glutamic acid has been replaced by a 4-amino-1-carboxybutyl group.


A quinolone that is 4-quinolone substituted at position 3 by a formyl group.


name: 2-[[[4-[(4-chloroanilino)-oxomethyl]-1H-imidazol-5-yl]-oxomethyl]amino]acetic acid tert-butyl ester


(2R,4S)-2,4-diaminopentanoic acid

The (2R,4S)-diastereomer of 2,4-diaminopentanoic acid


N-(phosphonomethyl)iminodiacetic acid

A tertiary amino compound that consists of iminodiacetic acid bearing an N-phosphonomethyl substituent.


CHEATOGLOBOSIN D

A cytochalasan alkaloid found in Chaetomium globosum and Chaetomium brasiliense.


2-ethyloctanedioic acid

An alpha,omega-dicarboxylic acid that is suberic (octanedioic) acid bearing an ethyl substituent at position 2.


hydroxy-amino acid

A non-proteinogenic alpha-amino acid bearing one or more hydroxy groups at unspecified positions.


A beta-diketone that is licodione in which the hydroxy group at position 2 of the 2,4-dihyroxyphenyl moiety has been converted into the its methyl ether.


A monosaccharide derivative that is (-)-11-hydroxy-9,10-dihydrojasmonic acid attached to a beta-D-glucopyranosyl residue at position 11 via a glycosidic linkage.


nonanophenone

An aromatic ketone that consists of benzene substituted by a nonanoyl group.


A 2,6-dimethyl-5-methylenehept-2-enoic acid having Z-configuration.


3-oxohexacosanoic acid

A very long-chain fatty acid that is hexacosanoic acid carrying a beta-oxo substituent.


milbemycin D

A milbemycin originally isolated from Streptomyces hygroscopicus with formula C33H48O7 that has insecticidal and anthelmintic proerties.


A  lignan that is 2,3-dimethylbutyl acetate substituted by a 4-hydroxy-3-methoxyphenyl group at position 4 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 1. It has been isolated from the bark of Machilus robusta.


name: 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (5-methoxycarbonyl-2-furanyl)methyl ester


name: 2-(3-formyl-2,5-dimethyl-1-pyrrolyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid methyl ester


name: 5-[10-(5-methoxy-1,5-dioxopentyl)-1,7-dioxa-4,10-diazacyclododec-4-yl]-5-oxopentanoic acid methyl ester


MARIZOMIB

A salinosporamide in which the core (1R)-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione skeleton is substituted at positions 1, 4, and 5 by (1S)-cyclohex-2-en-1-yl(hydroxy)methyl, 2-chloroethyl, and methyl groups, respectively (the 1R,4R,5S diastereoisomer). A potent proteasome inhibitor, it has attracted interest for potential use in the treatment of various cancers.


name: 4-cyanobenzoic acid [4-oxo-6-[(2-pyrimidinylthio)methyl]-3-pyranyl] ester


ethyl isovalerate

The fatty acid ethyl ester of isovaleric acid.


ethyl 3,4-dihydroxybenzoate

An ethyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with ethanol. It is the anti-oxidative component of peanut seed testa.


TOLUIC ACID

A methylbenzoic acid that is benzoic acid substituted by a methyl group at position 2.


name: 4-[3-[4-[2-furanyl(oxo)methyl]-1-piperazinyl]-2,5-dioxo-1-pyrrolidinyl]benzoic acid methyl ester


ethyl L-methioninate

An L-methionine derivative that is the ester obtained by formal condensation of the carboxy group of L-methionine with ethanol.


protectin

Docosanoids characterized by the presence of a conjugated system of double bonds.


SALICYLURIC ACID

An N-acylglycine in which the acyl group is specified as 2-hydroxybenzoyl.


COLUBRINIC ACID

A steroid acid isolated from the roots of Breynia fruticosa.


The (2S)-enantiomer of 2-ureidoglycine.


MELLITIC ACID

A benzene-derived hexacarboxylic acid in which each carbon of benzene carries a carboxy substituent.


name: 2-[[3-[(2-ethoxy-2-oxoethyl)thio]-5-oxo-2H-1,2,4-triazin-6-yl]amino]acetic acid butyl ester


COMAZAPHILONE C

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


enniatin A

An enniatin obtained from formal cyclocondensation of three N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-isoleucine units.


BUTHIONINE SULFOXIME

A 2-amino-4-(S-butylsulfonimidoyl)butanoic acid which has S-configuration. It is a inhibitor of gamma-glutamylcysteine synthetase and glutathione (GSH) biosynthesis and is capable of enhancing the apoptotic effects of several chemotherapeutic agents.


name: 2-[[3-(methylthio)-1,2,4-thiadiazol-5-yl]thio]acetic acid (4-acetamidophenyl) ester


A sulfonamide in which the nitrogen carries methyl and 2-[4-(ethoxycarbonyl)piperazin-1-yl]-2-oxoethyl substituents and the sulfonyl a 4-chlorophenyl group.


name: 2-[[[2-(2-methoxyphenyl)ethylamino]-oxomethyl]amino]benzoic acid methyl ester


4-(beta-D-glucosyloxy)benzoic acid

A beta-D-glucoside of 4-hydroxybenzoic acid.


NEODYSIHERBAINE A

A furopyran that is (3aR,7aR)-hexahydro-2H-furo[3,2-b]pyran substituted by carboxy, (2S)-2-amino-2-carboxyethyl, hydroxy and hydroxy groups at positions 2, 2, 6, and 7, respectively (the 2R,3aR,6R,7R,7aR-stereoisomer). A convulsant isolated from the marine sponge Dysidea herbacea.


A 3beta-hydroxy steroid that is 5beta-cholestane containing a double bond between positions 7 and 8, and substituted by an oxo group at position 6 and by hydroxy groups at the 3beta, 14alpha, 22 pro-R and 25 positions.


coniferyl benzoate

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


pikromycin

A macrolide antibiotic that is biosynthesised by Streptomyces venezuelae.


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


name: 4-[(2-methoxy-1-oxoethyl)amino]benzoic acid ethyl ester


N-acyl-D-glutamic acid

An N-acyl-D-amino acid that is D-glutamic acid in which a hydrogen attached to the nitrogen has been replaced by an acyl group.


PHAKELLISTATIN 14

A homodetic cyclic peptide isolated from a marine sponge Phakellia sp. It exhibits cytotoxic activity against murine P388 lymphocytic leukemia cells and moderate cancer cell growth inhibitory activity against a panel of human cancer cells.


fluoroacetaldehyde

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


3-oxodocosanoic acid

The 3-oxo monocarboxylic acid which has docasanoic (behenic) acid as the parent acid.


A methyl ketone that is pentan-2-one carrying a hydroxy group at position 5.


iminoaspartic acid

A succinic acid derivative having an imino group at the 2-position.


A 18-membered cyclodepsipeptide isolated from the culture broth of Flexibacter. It exhibits potent inhibitory activity against human leukocyte elastase (EC 6.5.1.1.).


METAXON

A chlorophenoxyacetic acid that is (4-chlorophenoxy)acetic acid substituted by a methyl group at position 2.


3,4-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 3 and 4.


methyl 3-cyano-2-phenylpropanoate

A methyl ester that is methyl phenylacetate substituted at the alpha-position by a cyanomethyl group.


An omega-hydroxy fatty acid ascaroside that is oscr#22 in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group. It is a metabolite of the nematode Caenorhabditis elegans.


hexacarboxylic acid

An oxoacid containing six carboxy groups.


A 2,4-dihydroxy-5-methyl-6-oxo-2,4-hexadienoic acid in which both double bonds adopt a cis-configuration.


name: 2-[[2-(6-oxo-1-cyclohexa-2,4-dienylidene)-3H-1,3,4-oxadiazol-5-yl]thio]acetic acid (2,6-dimethylphenyl) ester


name: N-(13-methyltetradecanoyl)alanine methyl ester (iso-C15:0-NAME)


An L-alpha-amino acid consisting of L-lysine, to the epsilon amino group of which is attached a glycylglycine dipeptide through an isopeptide bond.


An epoxy fatty acid consisting of (4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid having an epoxy group at the 13,14-position. An intermediate lipid in specialized proresolving mediators


The 8(R)-isomer of HPODE.


4-hydroxy-2-oxoheptanedioic acid

An oxo dicarboxylic acid consisting of pimelic acid substituted at positions 2 and 4 by oxo and hydroxy groups respectively.


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


S-octyl ethanethioate

A thioacetate ester of octane-1-thiol.


beta-L-aspartylhydroxamic acid

A non-proteinogenic L-alpha-amino acid that is L-asparagine hydroxylated at N-4.


A member of the class of naphthalenes that is naphthalene substituted by a 4-[(E)-2-carboxyethenyl]phenyl group at position 1. It is a small molecule that reverses diet-induced obesity and its associated metabolic disorders.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 8-hydroxystearic acid.


A kaempferol O-glucoside that is the 2''-acetyl derivative of kaempferol-3-O-beta-D-glucopyranosyl-7-O-beta-D-glucopyranoside (paeonoside). Isolated from Delphinium staphisagria, it exhibits trypanocidal activity.


DIHYDROFERULIC ACID

A monocarboxylic acid that is propanoic acid in which one of the hydrogens at position 3 has been replaced by a 4-hydroxy-3-methoxyphenyl group.


N,N-dihydroxyhexahomomethionine

An N,N-dihydroxy-alpha-amino acid having a 9-thiadecyl substituent at the 2-position.


L-cysteinyl ester

Any ester of L-cysteine.


2-(hydroxymethyl)-4-oxobutanoic acid

A 4-oxo monocarboxylic acid that is 4-oxobutanoic acid which is substituted by a hydroxymethyl group at position 2.


3-sulfinopropionic acid

A monocarboxylic acid that is propionic acid in which one of the methyl hydrogens is replaced by a sulfino group.


An omega-hydroxy fatty acid ascaroside that is oscr#26 in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group. It is a metabolite of the nematode Caenorhabditis elegans.


N-acetylhistidine

A histidine derivative that is histidine in which one of the hydrogens of the alpha-amino group is substituted by an acetyl group.


ACETIC ACID HEXADECYL ESTER

An acetate ester derived from hexadecan-1-ol (palmityl alcohol); used as an emollient, masking agent and skin conditioner; pheromone constituent present in various species of mouse, arachnid and insect.


name: Spirostaphylotrichin M diacetat (4R*,5S)


3-hydroxybenzyl acetate

An acetate ester resulting from the formal condensation of the carboxy group of acetic acid with the hydroxy group of 3-hydroxybenzyl alcohol.


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


An organic heterohexacyclic compound that is soladulcidine carrying an acetoxy substituent at position 23


aldehydo-L-rhamnose

The acyclic form of L-rhamnose.


name: 4-[5-[[[ethylamino(sulfanylidene)methyl]hydrazinylidene]methyl]-2-furanyl]benzoic acid butyl ester


hydroxyacetophenone

Any member of the class of  acetophenones carrying at least one hydroxy substituent.


keto mycolic acid

A mycolic acid produced by Mycobacterium tuberculosis. Its structure is that of tetracosanoic acid substituted at position 2 by a 1-hydroxy-18-[2-(18-methyl-17-oxohexatriacontyl)cyclopropyl]octadecyl group.


A 2,3-dihydro-3-hydroxyanthranilic acid in which both stereocentres have S-configuration.


N-hydroxypentahomomethionine

An N-hydroxy-alpha-amino acid having a 8-thianonyl substituent at the 2-position.


3-methyl-2-oxovaleric acid

A 2-oxo monocarboxylic acid that is valeric acid carrying oxo- and methyl substituents at C-2 and C-3, respectively. An alpha-keto acid analogue and metabolite of isoleucine in man, animals and bacteria. Used as a clinical marker for maple syrup urine disease (MSUD).


N,N-dihydroxy-L-dihomomethionine

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


diketoaldonic acid

Dioxo carboxylic acids formally derived from aldoses by replacement of two secondary CHOH groups by carbonyl groups.


APRATOXIN A

An aprotoxin having the common aprotoxin cyclodepsipeptide skeleton where the isoleucyl residue carries an N-methyl substituent and the side-chain adjacent to the lactone is tert-butyl.


name: 2-furancarboxylic acid (2-acetyl-1-benzothiophen-3-yl) ester


(8Z)-7-methyl-8-tetradecen-1-yl acetate

An acetate ester derived from (8Z)-7-methyl-8-tetradecen-1-ol.


name: 3-(diethylsulfamoyl)benzoic acid [2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-oxoethyl] ester


name: 4-[5-[oxo-(3-pyridinylamino)methyl]-2-furanyl]benzoic acid ethyl ester


N-methyl-L-dopa

The L-enantiomer of N-methyldopa.


name: (7E)-3-[4-(4-buta-2,3-dienyloxy-benzyloxy)-phenyl]-acrylic acid methyl ester


5-acetylamino-2-nitrobenzoic acid

An  amidobenzoic acid that is benzoic acid substituted by an acetoamido group at position 5 and a nitro group at position 2 respectively.


malvalic acid

A long-chain cyclopropenyl fatty acid comprising 8-heptadecenoic acid having a cyclopropene ring arising from the linking of C-8 and C-9 by a methylene substituent.


3-dehydro-D-gluconic acid

A ketoaldonic acid that is D-gluconic acid in which the hydroxy group at position 3 has been oxidised to the corresponding ketone.


A glutamine derivative with an acetyl group bound at the alpha-amino group.


A macrolide antibiotic that is the 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexoside of 10-deoxymethynolide.


nocardicin C

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


CALTERIDOL

A tricarboxylic acid that consists of 1,4,7,10-tetraazacyclododecane bearing three carboxymethyl substituents at positions 1, 4 and 7 as well as a 2-hydroxypropyl group at position 10.


A lysine derivative in which the N(epsilon) of the amino acid carries a 2-carboxyethyl group.


pyrraline

A pyrrole having formyl and hydroxymethyl substituents at positions 2 and 5 respectively; useful as indicator of advanced stages of the Maillard reaction, which produces advanced glycation end-products (AGEs).


A member of the class of acetophenones that is 2',4',6'-trihydroxyacetophenone in which the hydroxy group at position 4' is replaced by a methoxy group.


5-methyl-1-naphthoic acid

A member of the class of naphthoic acids that is 1-naphthoic acid substituted at position 5 by a methyl group.


dihydrodehydro-beta-ionone

A member of the class of cyclohexadienes that is cyclohexa-1,3-diene substituted by a 3-oxobutyl group at position 1 and by methyl groups at positions 2 and 6.


The 3beta-stereoisomer of 3-hydroxy-5beta-pregnan-20-one.


XIMOPROFEN

A monocarboxylic acid that is 2-phenylpropionic acid in which the phenyl group is substituted at the para position by a 3-(hydroxyimino)cyclohexyl group.


alpha-bromoketone

A bromoketone in which the bromine and oxo substituents are on adjacent carbon atoms.


cis-9,10-epoxyoctadecanoic acid

A 9,10-epoxyoctadecanoic acid which has cis configuration.


proteinogenic amino acid

Any of the 23 alpha-amino acids that are precursors to proteins, and are incorporated into proteins during translation. The group includes the 20 amino acids encoded by the nuclear genes of eukaryotes together with selenocysteine, pyrrolysine, and N-formylmethionine. Apart from glycine, which is non-chiral, all have L configuration.


FRUTICOSIDE F

A steroid saponin that is ergosta-7,24(28)-diene-21-thioic S-acid attached to an acetyloxy group at position 2, an alpha-L-quinovopyranosyloxy group at position 3 and a methyl group at position 4 (the 2alpha,3beta,4alpha,5alpha stereoisomer). It has been isolated from the roots of Breynia fruticosa.


abyssinone A

A chromenol that is 2,2-dimethyl-2H-chromen-8-ol substituted by a 3-(2,4-dihydroxyphenyl)-3-oxoprop-1-en-1-yl group at position 6 (the E-isomer). It is isolated from the stems of Erythrina abyssinica and displays moderate cytotoxic effect against human colorectal cancer cell line.


A sterol ester that is ergosta-5,7,22,24(28)-tetraen-3beta-ol in which the hydroxyl hydrogen is substituted by an acetyl group.


N(alpha),N(alpha)-dimethyl-L-histidine

The N(alpha),N(alpha)-dimethyl derivative of L-histidine.


(1s,4s)-prephenic acid

A prephenic acid having (1s,4s)-cis-configuration.


The (2Z,4E)-stereoisomer of 5-hydroxypenta-2,4-diene-1,2,5-tricarboxylic acid.


name: 3-[[2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1-oxoethyl]amino]-5-ethoxy-1H-indole-2-carboxylic acid ethyl ester


rosaramicin

A macrolide antibiotic with activity against Neisseria gonorrhoeae, Chlamydia trachomatis, Ureaplasma urealyticum and Mycoplasma hominis.


N-acetylmethionine

A methionine derivative that is methionine in which one of the amine hydrogens is substituted by an acetyl group.


curcumin 4'-O-beta-D-gentiotrioside

A glycoside that is curcumin substituted by a beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside group at position 4'.


An olefinic compound that is butanal substituted by a methyl group at position 3 and a [(1Z)-prop-1-en-1-yl]oxy group at position 4 respectively.


An N-substituted pyrraline that is pyrraline in which the hydrogen attached to the pyrrole nitrogen has been replaced by a neopentyl (2,2-dimethylpropyl) group.


fatty acid 10:2

Any polyunsaturated fatty acid containing 10 carbons and 2 double bonds.


3-isopropenyl-6-oxoheptanoic acid

A 6-oxo monocarboxylic acid that is heptanoic acid bearing isopropenyl and oxo substituents at positions 3 and 6 respectively.


2-acetamido-5-oxopentanoic acid

A glutamic semialdehyde that is L-glutamate 5-semialdehyde in which one of the hydrogens of the amino group has been replaced by an acetyl group.


ANANOLIGNAN I

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma


name: 2-[[(4-bromo-1-ethyl-3-pyrazolyl)-oxomethyl]amino]-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester


propyl butyrate

A butyrate ester resulting from the formal condensation of the hydroxy group of propanol with the carboxy group of butyric acid.


An L-lysine derivative with a dansyl group at the N(6)-position.


trans-2-carboxybenzylidenepyruvic acid

A 4-(2-carboxyphenyl)-2-oxobut-3-enoic acid where the C=C double bond has (E)-configuration.


ethyl nonanoate

A fatty acid ethyl ester of nonanoic acid.


A member of the class of chalcones that is trans-chalcone substituted by a methyl group at position 3', hydroxy groups at positions 2' and 4' and a methoxy group at position 6'. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.


A chloroamino acid that is L-threonine in which one of the hydrogens of the terminal methyl group has been replaced by a chlorine.


The D-threo-isomer of a ketoaldonic acid compound.


(S)-metolachlor OXA

The (S)-enantiomer of  [(2-ethyl-6-methylphenyl)(1-methoxypropan-2-yl)amino](oxo)acetic acid.


CHAETOGLOBOSIN E

A  cytochalasan alkaloid found in Chaetomium globosum and Chaetomium subaffine.


resibufagenin

A steroid lactone that has been used in the treatment of preeclampsia. A synthetic bufadienolide it is an antagonist of marinobufagenin (MBG) and differs from it by replacement of its 5beta-OH and 13beta-Me groups by hydrogen.


name: 2-chloro-5-[5-[(5-cyano-4-methyl-2,6-dioxo-3-pyridinylidene)methyl]-2-furanyl]benzoic acid ethyl ester


S-oxy-L-cysteine

A cysteine derivative consiting of L-cysteine carrying an S-oxy-substituent.


MIROPROFEN

A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(imidazo[1,2-a]pyridin-2-yl)phenyl group. A non-steroidal anti-inflammatory drug that also exhibits analgesic, antipyretic and platelet aggregation inhibition properties.


name: 2-(2-cyanophenoxy)acetic acid [2-(2,5-dimethyl-1-prop-2-enyl-3-pyrrolyl)-2-oxoethyl] ester


A polyalkyl-substituted tripyrrane dicarboxylic acid, a precursor of a porphyrin system.


A 2-oxo monocarboxylic acid that is the 2-oxo derivative of isovaleric acid.


A non-proteinogenic L-alpha-amino acid that is the N(6)-formyl derivative of L-lysine.


HYDROXYSAFFLOR YELLOW A

A C-glycosyl compound that is 3,4,5-trihydroxycyclohexa-2,5-dien-1-one which is substituted by beta-D-glucosyl groups at positions 2 and 4, and by a p-hydroxycinnamoyl group at position 6. It is the main bioactive compound of a traditional Chinese medicine obtained from safflower (Carthamus tinctorius).


METRAFENONE

A member of the class of benzophenones that is benzophenone in which one of the phenyl groups is substituted by methoxy groups at positions 2, 3, and 4 and by a methyl group at position 6, while the other is substituted at positions 2, 3, and 6 by methyl, bromine, and methoxy groups, respectively. A fungicide with protectant and curative properties, it is used for the control of powdery mildew in cereals and grape vines.


D-ethionine

An S-ethylhomocysteine that has R-configuration at the chiral centre.


harziphilone

A member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3-dien-1-yl moiety at position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity.


2-chlorosuccinic acid

A C4-dicarboxylic acid that is succinic acid substituted at position 2 by a chloro group.


S-ethylhomocysteine

A  non-proteinogenic alpha-amino acid that is methionine in which the S-methyl group is replaced by an S-ethyl group.


(S)-prasugrel

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


The glycosyloxyflavone resulting from the condensation of the hydroxy group at position 7 of luteolin with the 1 position of 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid.


4-chlorophenylacetic acid

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


3-(4'-acetoxyphenyl)propionic acid

A monocarboxylic acid that is propionic acid substituted by a 4'-acetoxyphenyl group at position 3.


bifenthrin

A carboxylic ester obtained by formal condensation of cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid and [(2-methyl-1,1'-biphenyl)-3-yl]methanol.


propyl octanoate

An octanoate ester resulting from the formal condensation of the carboxy group of octanoic acid (caprylic acid) with the hydroxy group of propan-1-ol.


N-formyl amino acid

Any N-acyl amino acid which has formyl as the acyl group.


name: N-[3-(ethoxycarbonylamino)-2,2-dimethylpropyl]carbamic acid ethyl ester


streptothricin acid

Any delta-amino acid obtained by the formal hydrolysis of the lactam group of a streptothricin.


chloroamino acid

A  haloamino acid that is an amino acid carrying at least one halogen atom.


sulcatone

A  heptenone that is hept-5-en-2-one substituted by a methyl group at position 6. It is a volatile oil component of citronella oil, lemon-grass oil and palmarosa oil.


alpha-methyl-L-histidine

An alpha-methylhistidine that has L-configuration.


L-(R)-iprovalicarb

The stereoisomer of isopropyl (3-methyl-1-{[1-(4-methylphenyl)ethyl]amino}-1-oxobutan-2-yl)carbamate resulting from the formal condensation of L-valine N(alpha)-isopropyl carbamate with (1R)-1-(p-tolyl)ethylamine.


A sphingoid that is 3-dehydrohexadecasphinganine substituted at position 15 by a methyl group.


aspartic acid-1,4-(13)C2

A (13)C-modified compound that is apspartic acid in which the carbon atoms at postions 1 and 4 are present as their (13)C isotopes.


2,3,5-trichlorobenzoic acid

A chlorobenzoic acid that is benzoic acid in which the ring hydrogens at positions 2,3 and 5 are substituted by chloro groups.


N-malonyltryptophan

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


AFALANINE

The N-acetyl derivative of phenylalanine.


chloroketone

A ketone containing a chloro substituent.


coniferyl acetate

An acetate ester obtained via formal condensation of the allylic hydroxy function of coniferol with acetic acid.


ethyl octanoate

A fatty acid ethyl ester resulting from the formal condensation of octanoic acid with ethanol.


viscumneoside VII

A viscumneoside that is viscumneoside IV in which the hydroxy group at position 2 of the glucosyl moiety has been converted to the corresponding beta-D-apifuranoside derivative. Found in Viscum coloratum, an evergreen hemiparasitic plant whose stems and leaves are used in traditional Chinese medicine for the treatment of rheumatism.


onetine

A pyrrolizine alkaloid that is produced by a hybrid species of Jacobaea.


dodecyl dodecanoate

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


A deoxygalactonolactone with the hydroxy group at position 6 replaced by hydrogen.


An aminoimidazole that is 1H-imidazole substituted by 1-carboxy-2-phenylethyl, cyano(imino)methyl, and amino groups at positions 1, 4 and 5, respectively. It is a chemical intermediate.


cholesteryl palmitate

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


A epsilon-lactone that is oxepan-2-one substituted by an isoprenyl group at position 4 and a methyl group at position 7.


3-(imidazol-5-yl)lactic acid

A 2-hydroxy monocarboxylic acid that is lactic acid in which one of the methyl hydrogens has been replaced by an imidazol-5-yl group.


pyrroledicarboxylic acid

A pyrrole compound having two carboxy substituents at any position on the ring.


name: 3-[[1-(4-methoxyphenyl)-2,4,6-trioxo-1,3-diazinan-5-ylidene]methyl]-1H-indole-2-carboxylic acid methyl ester


epi-isochromophilone II

An  azaphilone that is 7,8-dihydro-6H-isochromen-6-one substituted by a chloro group at position 5, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 3, a hydroxy group at position 7, a methyl group at position 7 and a 2-oxopropyl group at position 8. Isolated from Chaetomium cupreum, it exhibits antifungal activity.


4alpha-formyl steroid

Any 4-formyl steroid in which the formyl group at position 4 has alpha- configuration.


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

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


A non-proteinogenic alpha-amino acid that is alanine in which one of the methyl hydrogens has been replaced by a 2-methylenecyclopropyl group. The phytotoxin known as hypoglycin A is a mixture of the diastereoisomers that have L configuration at the amino-bearing carbon.


A dihydroxyacetophenone that is acetophenone carrying hydroxy groups at positions 3' and 4'.


A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl group is substituted by nitro, hydroxy and nitro groups at positions 3, 4 and 5 respectively.


An alpha,beta-unsaturated monocarboxylic acid that is cyclohexa-1,3-diene-1-carboxylic acid carrying an amino group at position 5.


An alpha,beta-unsaturated monocarboxylic acid that is cis,cis-hexa-2,4-dienoic acid substituted by a hydroxy group at position 2, a 2-hydroxyphenyl group at position 6 and an oxo group at position 6.


enone

An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position.


name: 2-[[1-oxo-2-[3-(trifluoromethyl)-5,6-dihydro-4H-cyclopenta[c]pyrazol-1-yl]ethyl]amino]benzoic acid methyl ester


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 12-hydroxydodecanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


fluciclovine (18F)

A member of the class of cyclobutanes that is cyclobutane which carries a carboxy, amino and ((18)F)fluoro groups at positions 1, 1 and 3, respectively (the 1r,3r-stereoisomer). It is a positron emission tomography (PET) radiotracer for visualizing prostate cancer.


name: 3,4-dimethoxybenzoic acid [(1R,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester


D-alpha-aminobutyric acid

An optically active form of alpha-aminobutyric acid having D-configuration.


saturated fatty ester C42H84O2

A fatty acid ester which is fully saturated and which contains a total of 42 carbon atoms.


A lipid hydroperoxide that consists of 2,3-dioxabicyclo[2.2.1]heptane substituted by a 11-methoxy-11-oxoundec-1-en-1-yl and a 3-hydroperoxypent-1-en-1-yl groups at positions 5 and 6 respectively.


EMERICELLAMIDE B

An emericellamide derived from N-[(2R,3R,4S,6S)-3-hydroxy-2,4,6-trimethyldodecanoyl]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.


tolprocarb

A carbamate ester that is the 2,2,2-trifluoroethyl ester of [(2S)-3-methyl-1-(4-methylbenzamido)butan-2-yl]carbamic acid. It is a novel systemic fungicide used for controlling rice blast.


A member of the class of naphthoic acids that is 1-naphthoic acid substituted at positions 2, 5 and 7 by hydroxy, methyl and methoxy groups respectively.


sinularia glycoside

A steroid saponin that is 3,7,16-trihydroxyergosta-5,24(28)-diene substituted by a 4-O-acetyl-6-deoxy-alpha-L-galactopyranosyl residue at position 3 via a glycosidic linkage (the 3beta,7beta,16beta stereoisomer). Isolated from Sinularia crispa, it exhibits spermatostatic activity.


METRONIDAZOLE BENZOATE

A benzoate ester resulting from the formal condensation of benzoic acid with the hydroxy group of metronidazole.


butyl 3-(methylsulfanyl)propanoate

A carboxylic ester obtained by the formal condensation of the carboxy group of 3-(methylthio)propionic acid with butan-1-ol.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-18-hydroxyoctadec-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


2-methylbutyl acetate

The  acetate ester of 2-methylbutan-1-ol.


(S)-1'-methyloctyl caffeate

An alkyl caffeate ester obtained by the formal condensation of trans-caffeic acid with  nonan-2-ol.  Isolated from the leaves of Piper sanguineispicum, it has been shown to exhibit antileishmanial activity.


S-hydroxy-L-cysteine

A cysteine derivative consisting of L-cysteine carrying an S-hydroxy-substituent.


2-NAPHTHYLACETIC ACID

A naphthylacetic acid carrying a carboxy group at position 2.


mochimganine

A benzoate ester resulting from the formal condensation of the carboxy group of vanillic acid with the hydroxy group of cyclohexanol.


2-(omega-methylthio)alkylmalic acid

A 2-hydroxydicarboxylic acid that is any 2-alkylmalic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


A fatty acid ester obtained by formal condensation of the carboxy group of (9Z)-octadecenoic acid with the hydroxy group of 5-hydroxyoctadecanoic acid.


4,6-dioxohept-2-enedioic acid

A heptenedioic acid that is hept-2-enedioic acid substituted by oxo groups at positions 4 and 6.


A monocarboxylic acid comprising propionic acid having a 2-(trifluoromethyl)phenyl group at the 3-position.


L-penicillamine

The L-enantiomer of penicillamine.


A member of the class of bipyridines that is 2,2'-bipyridine in which the hydrogens situated para to the ring nitrogens have been replaced by methyl and carboxy groups.


name: 4-[(2-methoxyphenyl)-methylsulfamoyl]benzoic acid [2-[(5-methyl-3-isoxazolyl)amino]-2-oxoethyl] ester


2-naphthyl butyrate

A butyrate ester obtained by formal condensation of the carboxy group of butyric acid with the hydroxy group of 2-naphthol.


A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 4-hydroxycyclohex-2-en-1-ylidene group


phthalic acid monoester

A dicarboxylic acid monoester resulting from the formal condensation of an alcoholic or aromatic hydroxy group with just one of the two carboxy groups of phthalic acid.


tridecadienoic acid

A C13 carboxylic acid having two double bonds at unspecified positions in the chain.


S-acetylglutathione

An S-acylglutathione in which the S-acyl group is specified as acetyl.


An aromatic ketone that is propiophenone bearing a methyl group at C-4.


A heptadienal in which the two double bonds are located at positions 2 and 4 (the E,E-geoisomer).


name: Cyclopenta[b]pyran-5-octanoic acid, octahydro-.epsilon.,2,6-trioxo-, (4aR,5R,7aS)-


A methyl ketone that is acetophenone substituted by an acetoxy group at position 4.


griseophenone C(1-)

Conjugate base of griseophenone C; major microspecies at pH 7.3.


hydroxycinnamic acid

Any member of the class of  cinnamic acids carrying one or more hydroxy substituents.


monomethyl glutaric acid

A dicarboxylic acid monoester that the monomethyl ester of  glutaric acid.


(+)-7-isojasmonic acid

An oxylipin that is [(1S)-3-oxocyclopentyl]acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 on the cyclopentanone ring.


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


IPOMOTAOSIDE C

A resin glycoside that is the tetrasaccharide derivative of jalapinolic acid. It has been isolated from Ipomoea batatas,


4-trifluoromethylbenzoic acid

A benzoic acid carrying a 4-trifluoromethyl substituent.


name: N-[1-methyl-3-(trifluoromethyl)-5-thieno[2,3-c]pyrazolyl]carbamic acid (4-fluorophenyl)methyl ester


ethyl N-acetyl-L-tyrosinate

An L-tyrosine derivative that is the ethyl ester of N-acetyltyrosine.


cholesteryl octadecadienoate

A cholesterol ester in which the acyl group contains 18 carbons and 2 double bonds.


A hexadienal that is hexa-2,5-dienal substituted by a an isopropyl group at position 5 and a methy group at position 2 (the 2E-stereoisomer).


pentyl dodecanoate

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


D-mannopyranuronic acid

The pyranose form of D-mannonic acid.


An enoate ester obtained by the formal condensation of the 4'-hydroxy group of luteolin 7-O-beta-D-glucoside with the carboxy group of angelic acid.


2,4-dioxopentanedioic acid

An oxodicarboxylic acid that is glutaric acid which is substituted by oxo groups at positions 2 and 4.


ZHANKUIC ACID C

A steroid acid that is ergosta-8,24(28)-dien-26-oic acid substituted by hydroxy groups at positions 3 and 12, a methyl group at position 4 and oxo groups at positions 7 and 11 (the 3alpha,4alpha,5alpha,12alpha stereoisomer). Isolated from Antrodia cinnamomea and Antrodia camphorata, it exhibits antineoplastic activity.


L-homolanthionine

A sulfur-containing amino acid in which the gamma-carbon atoms of two molecules of L-aminobutyric acid are joined via a thioether linkage. It is a byproduct of cystathionine-gamma-lyase and a possible human hyperhomocysteinemia marker.


methyl (R)-lactate

A methyl lactate that has R configuration.


A non-proteinogenic L-alpha-amino acid that is N-acetyl-alpha-neuraminyl-(2->6)-N-acetyl-alpha-D-galactosamine linked via an alpha glycosidic bond to the O at position 3 of L-serine.


A cholesteryl 6-O-acyl-beta-D-galactoside having decanoyl as the 6-O-acyl group.


name: 2-furancarboxylic acid [2-(cyclohexylamino)-2-oxo-1-phenylethyl] ester


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


ZAPA

An imidothiocarbamic ester that is (2Z)-prop-2-enoic acid with a carbamimidoylsulfanyl group at position 3.


A 4-oxo derivative of but-1-ene-1,2,4-tricarboxylic acid with (E)-stereochemistry about the C=C bond.


name: 2-[8-[[bis(phenylmethyl)amino]methyl]-3-methyl-2,6-dioxo-7-purinyl]acetic acid ethyl ester


(2-ethoxyethoxy)acetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 2-ethoxyethoxy group.


decenals

A monounsaturated fatty aldehyde that is decanal which has undergone formal dehydrogenation to introduce a double bond at unspecified position.


globisporamic acid

A member of the class of toluenes that is toluene substituted by a (1E)-12-carboxydodec-1-en-1-yl group at position 2.


name: 4-methyl-3-nitrobenzoic acid [[1-amino-2-(2-methoxyphenyl)ethylidene]amino] ester


N-acyl-gamma-aminobutyric acid

A carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of gamma-aminobutyric acid.


6-METHOXY-2-NAPHTHYLACETIC ACID

A monocarboxylic acid consisting of 2-naphthylacetic acid having a methoxy substituent at the 6-position. The active metabolite of the prodrug nabumetone.


L-valine

The L-enantiomer of valine.


ethyl 2-heptenoate

The fatty acid ethyl ester of  2-heptenoic acid.


4-nitro-6-oxohepta-2,4-dienedioic acid

An oxo dicarboxylic acid that is 6-oxohepta-2,4-dienedioic acid substituted at position 4 by a nitro group.


(R)-climbazole

The (R)-enantiomer of 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)-3,3-dimethylbutan-2-one.


name: 5-fluoro-3-[(4-methoxyphenyl)sulfonylamino]-1H-indole-2-carboxylic acid methyl ester


(R)-monastrol

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


sch 642305

A macrocyclic lactone isolated from the fermentation broth of the fungal culture Penicillium verrucosum and has been shown to exhibit inhibitory activity against bacterial DNA primase enzyme.


ridaforolimus

A semisynthetic derivative that is sirolimus in which the hydroxy group attached to the cyclohexyl moiety has been converted to the corresponding dimethylphosphinate.


4-methylumbelliferyl butyate

A member of the class of coumarins that is 4-methylumbelliferone in which the hydroxyl hydrogen is replaced by a butyryl group.


A glycine derivative that is glycine in which one of the hydrogens of the amino group is substituted by a 2-methoxy-5-({[2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonyl}methyl)phenyl group.


lejimalide B

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


An enone that is 3-penten-2-one carrying an additional hydroxy substituent at position 4.


An enoate ester obtained by formal condensation of the hydroxy function of (1R,2S,3S,4S)-4-formyl-2-methoxy-3-[(2E)-6-methylhept-2-en-2-yl]cyclohexanol with the carboxy group of 4-methoxycinnamic acid.


vanillyl alcohol diacetate

A phenyl acetate that is the diacetate obtained from the formal condensation of the two hydroxy groups of vanillyl alcohol with two molecules of acetic acid.


AUSTRALIFUNGIN

A carbobicyclic compound that is 4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one substituted by hydroxy groups at positions 2, 5 and 8, a (2Z)-3-hydroxyprop-2-enoyl group at position 4, methyl groups at positions 4 and 7 and a 2R-octan-2-yl group at position 3 (the 4S,4aR,5S,7R,8R,8aS stereoisomer). It is isolated from the fermentation extracts of Sporormiella australis and exhibits antifungal activity by interfering with the fungal lipid metabolism.


A 5-hydroxyhexan-2-one that has R configuration.


alvaradoin G

A C-glycosyl compound that is 1,8-dihydroxy-3-methylanthracen-9(10H)-one substituted by a 1-O-acetyl-3-O-senecioyl-alpha-L-lyxopyranosyl moiety at position 10 via a C-glycosidic linkage (the 10R stereoisomer). It is isolated from the leaves of Alvaradoa haitiensis and exhibits cytotoxicity against human oral epidermoid carcinoma.


cis-sinapic acid

A 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid in which the double bond has cis-configuration. It has been isolated from the shoots of alfalfa.


β-alanine

A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position.


A ketoaldonic acid obtained by oxidation of the 8-hydroxy group of 3-deoxy-alpha-D-manno-oct-2-ulopyranosonic acid to the corresponding aldehyde.


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

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


TRAUMATIC ACID

A monounsaturated straight-chain dicarboxylic acid with the double bond at C-2; a plant wound-healing hormone.


3,5-dihydroxyphenylglyoxylic acid

A 2-oxo monocarboxylic acid that is glyoxylic acid in which the aldehyde hydrogen is substituted by a 3,5-dihydroxyphenyl group.


(1-hydroxycyclopentyl)phenylacetic acid

(1-hydroxycyclopentyl)acetic acid in which one of the hydrogens alpha to the carboxylic acid group is substituted by a phenyl group.


palmitoleyl oleate

A wax ester obtained by the formal condensation of hexadecen-1-ol with  oleic acid.


A 5-hydroxylysine consisting of D-lysine having an (R)-hydroxy group at the 5-position.


A glycosylglucopyranuronic acid consisting of beta-D-xylopyranose and D-glucopyranuronic acid residues joined in sequence by a (1->2) glycosidic bond.


name: N-[6-(propan-2-ylthio)-1H-benzimidazol-2-yl]carbamic acid methyl ester


A dicarboxylic acid diamide consisting of 3-aminoalanine in which the alpha-amino fuunction is acylated by a 3-carbamoyloxirane-2-carbonyl group. NB Although the relative configuration of the epoxide moiety has been assigned as trans, it has not yet been established whether the absolute configuration is R,R (as drawn) or S,S.


(2E,4Z)-hexa-2,4-dienoic acid

One of four possible geometric isomers of sorbic acid, having trans- and cis-double bonds at positions 2 and 4 respectively.


name: 5-methyl-4-(4-methylphenyl)-2-[[2-[(1-methyl-5-tetrazolyl)thio]-1-oxoethyl]amino]-3-thiophenecarboxylic acid ethyl ester


name: 4-methyl-2-[[3-(5-methyl-2-furanyl)-1-oxoprop-2-enyl]amino]-5-thiazolecarboxylic acid methyl ester


dichotomoside D

A neolignan that is dibutyl 3,3'-biphenyl-3,3'-diyldipropanoate substituted by a beta-D-glucopyranosyloxy group at position 6, hydroxy group at position 6' and methoxy groups at positions 5 and 5' respectively. Isolated from the roots of Stellaria dichotoma var lanceolata, it exhibits anti-allergic activity.


name: 2-Propanol, 1-(dimethylamino)-, acetate (ester)


cholesteryl nonadecanoate

A cholesterol ester derived obtained by formal condensation of the carboxy group of nonadecanoic acid with the 3-hydroxy group of cholesterol.


A non-proteinogenic alpha-amino acid that is tyrosine in which the hydrogens at positions 2 and 3 as well as the phenolic hydrogen are replaced by methyl groups.


2-(4-chlorophenyl)-3-methylbutyric acid

A monocarboxylic acid consisting of isovaleric acid having a 4-chlorophenyl group at the 2-position.


undecanedioic acid

An alpha,omega-dicarboxylic acid that is nonane with two  carboxylic acid groups at positions C-1 and C-9.


LYCOGALIC ACID A

A pyrroledicarboxylic acid that is pyrrole-2,5-dicarboxylic acid in which the hydrogens at positions 3 and 4 have been replaced by indol-3-yl groups.


mallotophilippen B

A chromenol that is 2H-chromene-5,7-diol substituted by geminal methyl groups at position 2, a 2-methylbutanoyl group at position 8 and a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6. Isolated from Mallotus philippensis, it exhibits anti-inflammatory activity.


BINAPACRYL

A racemate comprising equimolar amounts of (R)- and (S)-binapacryl.  An obsolete fungicide and acaricide once used to control of panonychid and tetranychid mites on certain fruits, mainly apple, and vegetables.


A docosanoid that is (4Z,7Z,11Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroperoxy substituents at positions 10 and 17.


An omega-hydroxy fatty acid ascaroside that is oscr#24 in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group. It is a metabolite of the nematode Caenorhabditis elegans.


polyunsaturated fatty acid

Any fatty acid containing more than one double bond. Acids in this group are reported to have cardioprotective effects; and levels are lowered in chronic fatigue syndrome.


A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from 11-hydroxyundecanoic acid. It is a metabolite of the nematode Caenorhabditis elegans.


dehypoxanthine futalosine

An analogue of futalosine lacking the hypoxanthine moiety.


Major microspecies at pH 7.3.


enniatin A1

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


N-hydroxy-alpha-amino-acid

Any amino acid in which at least one hydrogen attached to the amino group is replaced by a hydroxy group.


name: 5-[2-(2,6-dioxocyclohexylidene)hydrazinyl]-3-methylthiophene-2,4-dicarboxylic acid diethyl ester


fatty acid 8:0

Any saturated fatty acid containing 8 carbons and 0 double bonds.


heterocyclic fatty acid

Any fatty acid containing a ring composed of atoms including at least one heteroatom.


O-acetylferulic acid

A phenyl acetate obtained by the formal condensation of the phenolic group of ferulic acid with acetic acid.


2,3-dihydro-3-hydroxyanthranilic acid

An amino alcohol which is 2,3-dihydranthranilic acid in which a hydrogen at position 3 is substituted by a hydroxy group.


A 2-pentenal in which the double bond has (E)-configuration. It is found in cigarette smoke, virgin olive oil, and milk.


3-hydroxy-2,2-dimethylbutyric acid

A 3-hydroxy monocarboxylic acid that is 2,2-dimethylbutyric acid carrying a single hydroxy substituent at position 3.


lauryl palmitoleate

A wax ester obtained by the formal condensation of palmitoleic acid and lauryl (dodecyl) alcohol.


S-anthraniloyl-L-cysteine

An L-cysteine derivative obtained by formal condensation of the carboxy group of anthranilic acid with the side-chain thiol group of L-cysteine.


L-glutamic acid 5-methyl ester

A glutamic acid 5-methyl ester having L-configuration.


A member of the class of isocoumarins isolated from the marine fungus Alternaria tenuis and has been shown to exhibit cytotoxic activities.


MICROSPINOSAMIDE

A cyclodepsipeptide isolated from the marine sponge Sidonops microspinosa and has been shown to exhibit anti-HIV-1 activity.


glyceric acid

A trionic acid that consists of propionic acid substituted at positions 2 and 3 by hydroxy groups.


fatty acid 24:0

Any saturated fatty acid containing 24 carbons and 0 double bonds.


A 26-oxo steroid resulting from the oxidation of the terminal methyl group of 4beta,26-dihydroxycholesterol to the corresponding aldehyde.


2-methoxyhexadecanoic acid

A long chain fatty acid consisting of hexadecanoic (palmitic) acid carrying a methoxy substituent at position 2; naturally occurring only in the phospholipids of sponges.


METHYL TETRADECANOATE

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of tetradecanoic acid (myristic acid) with methanol.


name: (S)-2-trans-abscisic acid D-glucopyranosyl ester

description: A carboxylic ester that results from the condensation of the carboxylic acid group of (S)-2-trans-abscisic acid with the anomeric hydroxy group of D-glucopyranose.


propyl propionate

A propanoate ester resulting from the formal condensation of the hydroxy group of propanol with the carboxy group of propanoic acid.


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


CETYL PALMITATE

A palmitate ester resulting from the formal condensation of palmitic acid with palmityl alcohol. It is used as a thickener and emollient in cosmetics.


(R)-4-hydroxymandelic acid

A 4-hydroxymandelic acid that has R-configuration.


methyl-branched fatty acid 14:0

Any saturated methyl-branched fatty acid containing 14 carbons and 0 double bonds.


An alpha-D-glucoside that is (27R)-1,27-dihydroxyoctacosan-3-one on which the hydroxyl hydrogen at position 1 has been replaced by an alpha-D-glucosyl residue.


An amino trisaccharide consisting of N-acetylneuraminic acid, D-galactopyranose and alpha-D-glucopyranose residues joined in sequence by (2->3) and (1->4) glycosidic bonds.


A 3-chloroalanine that has R configutation at the chiral centre.


name: 2-[(1-oxo-2-phenoxyethyl)amino]benzoic acid methyl ester


perfluorooctane sulfonamidoacetic acid

A monocarboxylic acid that is (sulfoamino)acetic acid substituted by a heptadecafluorooctyl group at the sulfur atom.


trans-2-methylcrotonic acid

A 2-methylbut-2-enoic acid having its double bond in trans-configuration.


N-acetyl-L-serine

An N-acetyl-L-amino acid in which the amino acid specified is L-serine. Metabolite observed in cancer metabolism.


A benzoate ester that is methyl benzoate substituted by an acetoxy group at position 4.


RACEMETHIONINE

A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.


N-acetyl-D-methionine

An N-acetyl-D-amino acid in which the amino acid is D-methionine.


name: N-methyl-N-phenylcarbamic acid (4-tert-butylphenyl) ester


A glucosyl hydroxycinnamic acid that is the cinnamate ester obtained by the formal condensation of the carboxy group of trans-sinapic acid with the anomeric hydroxy group of beta-D-glucose.


butyl butanoate

A butanoate ester of butan-1-ol.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 9-hydroxynonanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


2-amino-3-phosphonopropanoic acid

A non-proteinogenc alpha-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the 2-acyl group is specified as octanoyl while the 1-acyl group remains unspecified.


butyl hexadecanoate

A hexadecanoate ester obtained by formal condensation of the carboxy group of hexadecanoic acid with the hydroxy group of butanol.


A cholesterol ester in which the acyl group contains 22 carbons in total and 6 double bonds.


The alpha-anomer of 3-deoxy-D-manno-oct-2-ulopyranosonic acid.


physalin B

A physalin with antimalarial, antitumour and antimicrobial activities isolated from Physalis angulata.


An organofluorine compound consisting of cyclopropanecarboxylic acid having a 2-chloro-3,3,3-trifluoroprop-1-en-1-yl group at the 3-position and two methyl groups at the 2-position.


name: 3-chlorobenzoic acid [[amino-(5-methyl-3-isoxazolyl)methylidene]amino] ester


N-oleoyl-L-glutamine

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


N-hexanoylglycine

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


A member of the class of benzaldehydes carrying hydroxy and methoxy substituents at positions 2 and 5 respectively.


A glycosyloxyflavone that is myricetin 3-O-[beta-D-glucosyl-(1->2)-alpha-L-rhamnoside] in which the hydroxy group at position 6 of the beta-D-glucosyl group has been converted to the corresponding acetate.  Identified in PMID: 23549747 Fig. S21 peak 4.


L-erythro-isocitric acid

The (1R,2R)-stereoisomer of isocitric acid.


An optically active tricarboxylic acid that consists of 1,4,7,10-tetraazacyclododecane bearing three carboxymethyl substituents at positions 1, 4 and 7 as well as an (R)-2-hydroxypropyl group at position 10.


short-chain fatty aldehyde

Any fatty aldehyde with a chain length of less than C6.


2-trans-abscisic acid D-glucosyl ester

An enoate ester that results from the condensation of the carboxylic acid group of 2-trans-abscisic acid with the anomeric hydroxy group of D-glucopyranose.


L-histidine

The L-enantiomer of the amino acid histidine.


9-O-acetylneuraminic acid

The acetate ester of the primary hydroxy group of neuraminic acid.


eucalyptal B

An organic heterotetracyclic compound whose skeleton is composed of 3,5-diformyl-isopentyl substituted phloroglucinol fused with a cadinane ring system. Isolated from Eucalyptus globulus, it exhibits antineoplastic activity.


3-chloromuconic acid

A monochloromuconic acid carrying a chloro group at position 3.


α-oxoadipic acid

An oxo dicarboxylic acid that is adipic acid substituted by an oxo group at position 2.


A dicarboxylic acid monoester that resulting from the formal condensation of one of the carboxy groups of terephthalic acid with one of the hydroxy groups of ethylene glycol.


ethyl (2S)-lactate

The (2S)-enantiomer of ethyl lactate.


viscumneoside IV

A viscumneoside that is rhamnacine (3',7-dimethylquercetin) in which the hydroxy group at position 3 has been converted to the corresponding beta-D-glucoside and in which the hydroxy group at position 6 of the glucosyl moiety has been acylated by formal condensatio with the pro-R carboxy group of 3-hydroxy-3-methylglutaric acid.


A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of all-cis-7,10,13-hexadecatrienoic acid.


4-acetylphenyl hydrogen sulfate

An aryl sulfate that is 4-acetylphenol in which the phenolic hydrogen has been replaced by a sulfo group.


A L-threonine derivative that is N-acetyl-alpha-D-galactosamine linked via an alpha glycosidic bond to the O at position 3 of L-threonine.


threo-3-methyl-L-aspartic acid

An aspartic acid derivative having a 3-methyl substituent.


pentadienoic acid

Any 5-carbon fatty acid containing two double bonds.


mycosporine-like amino acid

Water-soluble UV-absorbing secondary metabolites characterized by a cyclohexenone or cycloheximine chromophore conjugated with the nitrogen substituents of amino acids or their imino alcohols. They typically have absorption maxima ranging from 309 to 360 nm and an average molecular weight of around 300. They occur in taxonomically diverse organisms.


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


An N-methyl-L-asparagine with a single methyl substituent attached to the amide nitrogen.


glutamine

An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4.


patulin-4-bromothiophenol adduct

An organosulfur compound that is a di-thiol adduct resulting from the reaction of the mycotoxin patulin with 4-bromothiophenol. Used in research into developing user-friendly and rapid immunoanalytical techniques for the decontamination by patulin in foodstuffs.


L-selenocystathionine

An optically active form of selenocystathionine in which both amino acid residues have L-configuration.


isohomovanillic acid

A member of the class of phenylacetic acids that is the 4-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid.


A polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid having an epoxy group across positions 16 and 17.


maleamic acid

A dicarboxylic acid monoamide of maleamic acid.


2-(D-glucosyloxy)benzoic acid

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


A hydroperoxydocosapentaenoic acid that is (7Z,11Z,13Z,15E,19Z)-docosapentaenoic acid carrying two hydroperoxy substituents at positions 10 and 17.


p-coutaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of a 4-coumaric acid with one of the hydroxy groups of tartaric acid.


m-fluoro-L-phenylalanine

A phenylalanine derivative that is L-phenylalanine in which the hydrogen at position 3 on the benzene ring is replaced by a fluoro group.


(3R)-3-hydroxy-D-aspartic acid

A 3-hydroxy-D-aspartic acid in which the carbon bearing the hydroxy substituent has R configuration.


A carboxylic ester obtained by formal condensation of that carboxy group of {[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-4-oxochromen-7-yl]oxy}acetic acid with the hydroxy group of 7-hydroxy-4-methylchromen-2-one.


An enal obtained by formal dehydrogenation across positions 2 and 3 of any n-alkanal


PERILLALDEHYDE

An aldehyde that is cyclohex-1-ene-1-carbaldehyde substituted by a prop-1-en-2-yl group at position 4.


WITHALONGOLIDE D

A withanolide that is 5,6:22,26-diepoxyergost-24-ene substituted by hydroxy groups at positions 4, 19 and 27, a methoxy group at position 3 and oxo groups at positions 1 and 26. It has been isolated from the aerial parts of Physalis longifolia.


beta-D-glucosyl crocetin

A dicarboxylic acid monoester resulting from the formal condensation of one of the carboxylic acid groups of crocetin with the anomeric hydroxy group of beta-D-glucopyranose.


D-glutamic acid

An optically active form of glutamic acid having D-configuration.


mycobilin a

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


D-idaric acid

The D-enantiomer of idaric acid.


An N(6)-acyl-L-lysine where the N(6)-acyl group is trifluoroacetyl.


saturated fatty ester C38H76O2

A fatty acid ester which is fully saturated and which contains a total of 38 carbon atoms.


desmethylanhydrotetracycline

A member of the class of tetracyclines that is anhydrotetracycline in which one of the methyl groups attached to the nitrogen has been replaced by hydrogen.


pentyl octanoate

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


stemphyloxin II

A carbotricyclic compound that is betaenone A in which the butan-2-yl side-chain has been hydroxylated at position 1. A phytotoxin isolated from the endophytic fungus Stemphylium botryosum, it shows high affinity for ferric (but not ferrous) ions.


(Z)-3-aminoacrylic acid

A monocarboxylic acid comprising acrylic acid carrying a 3-amino substituent and having (Z)-stereochemistry.


A glycosyl alditol derivative consisting of 2-O-sulfo-beta-D-glucopyranuronic acid and 2,5-anhydro-D-glucitol joined in sequence by a (1->3) glycosidic bond.


licodione

A beta-diketone that is acetylacetone in which a 4-hydroxyphenyl group and a 2,4-dihydroxyphenyl group replace the two methyl groups.


JASPAMIDE E

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


name: 3-[[2-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-1-oxoethyl]amino]-1H-indole-2-carboxylic acid methyl ester


ethyl 1-allylcyclopropanecarboxylate

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


23-HYDROXYTUBOCAPSANOLIDE A

A withanolide that is the 23-hydroxy derivative of tubocapsanolide A. Isolated from Tubocapsicum anomalum, it exhibits cytotoxic activity.


A member of the class of chalcones that is isoliquiritigenin in which one of the hydroxy groups at position 2' is replaced by a methoxy group.


SCHIZOKINEN

A hydroxamic acid resulting from the formal condensation of the primary amino group of N-(3-aminopropyl)-N-hydroxyacetamide (2 mol eq.) with the carboxy groups at positions 1 and 3 of citric acid. It is a siderophore produced by Bacillus megaterium and Anabaena species.


A macrolide antibiotic that is tylonolide having a beta-D-mycaminosyl residue attached at position 5.


3-sulfopropanoic acid

A carboxyalkanesulfonic acid that is the C-sulfo derivative of propanoic acid.


nitrogen-containing fatty acid

Any fatty acid containing nitrogen as either a substituent or a replacement for a methylene carbon.


D-buthionine-(S,R)-sulfoximine

A 2-amino-4-(S-butylsulfonimidoyl)butanoic acid which has R-configuration.


name: 2-[[[(5-chloro-2-pyridinyl)amino]-oxomethyl]amino]benzoic acid methyl ester


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


7,8-dihydroxykynurenic acid

A hydroxyquinoline that is kynurenic acid in which the hydrogens at positions 7 and 8 are replaced by hydroxy groups.


name: 2-[(4,4-dimethyl-2,6-dioxocyclohexyl)methylideneamino]-5-methyl-3-thiophenecarboxylic acid ethyl ester


2-hydroxydicarboxylic acid

Any dicarboxylic acid carrying a hydroxy group on the carbon atom at position alpha to the carboxy group.


hexahomomethionine S-oxide

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


2-hydroxy-3-methylbutyric acid

A valine derivative that is valine in which the amino group has been replaced by a hydroxy group.


N-benzoyl-4-methoxyanthranilic acid

A member of the class of benzamides that results from the formal condensation of  benzoic acid with the amino group of 4-methoxyanthranilic acid.


2-oxodecanoic acid

A 2-oxo monocarboxylic acid that is decanoic acid carrying an oxo group at position 2.


An indole alkaloid with formula C21H24N2O3. It is a biosynthetic precursor for a variety of monoterpenoid indole alkaloids.


(R)-bambuterol hydrochloride

The hydrochloride salt of (R)-bambuterol.


4-hydroxy-8-methoxyquinaldic acid

A quinolinemonocarboxylic acid that is kynurenic acid which is substituted by a methoxy group at position 8.


A 4-hydroxy monocarboxylic acid that is 4-hydroxybutanoic acid substituted at position 4 with a 5-chloro-2-[2-methyl-4-(2-methylbenzamido)benzamido]phenyl group. An hydroxybutyric acid metabolite of the vasopressin V2-receptor antagonist tolvaptan.


2,5-dichloro-4-oxohex-2-enedioic acid

An alpha,omega-dicarboxylic acid that is hexanedioic acid containing a double bond between positions 2 and 3, an oxo group at position 4, and two chlorine atoms (at positions 2 and 5).


N-acylserine 18:0

An N-acylserine in which the acyl group contains 18 carbons and is fully saturated.


D-alpha-phenylglycine

The R stereoisomer of alpha-phenylglycine.


OCTYL ACETATE

The acetate ester of octan-1-ol.


cassiaoccidentalin B

A  flavone C-glycoside that is luteolin substituted by a 6-deoxy-2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-L-ribo-hexopyranos-3-ulosyll residue at position 6. It has been found in Petrorhagia velutina and Cassia occidentalis.


N,N-dihydroxy-L-tetrahomomethionine

An N,N-dihydroxy-L-polyhomomethionine in which there are six methylene groups between the alpha-carbon and sulfur atoms.


ureidocarboxylic acid

Any  carboxylic acid carrying a carbamoylamino group.


3,4,5,6-tetrahydrohippuric acid

An N-acylglycine in which the acyl group is specifed as cyclohex-1-en-1-ylcarbonyl.


ethyl 2-hydroxy-3-phenylpropanoate

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


hex-5-ynoic acid

A hexynoic acid in which the triple bond is between the carbons at positions 5 and 6.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-14-hydroxytetradec-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


2-(2-methoxyethoxy)propanoic acid

A monocarboxylic acid that is propanoic acid substituted at C-2 by a 2-methoxyethoxy group.


name: 3-(1H-indol-3-yl)propanoic acid [2-[tert-butyl-(phenylmethyl)amino]-2-oxoethyl] ester


A carbamoyl derivative of butyric acid which includes a 1,3-diketone functionality.


A hydroperoxydocosapentaenoic acid that is (4Z,7Z,11Z,13Z,15E)-docosapentaenoic acid carrying two hydroperoxy substituents at positions 10 and 17.


4-coumaric acid

A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.


A C18, polyunsaturated, epoxy fatty acid having double bonds at positions 9 and 11, and a (13S)-12,13-epoxy group.


name: 4,9-dideoxy-seco-PF1233 B carboxylic acid


L-lysyl ester

An alpha-amino acid ester of L-lysine.


protodeoxyviolaceinic acid

A pyrrolecarboxylic acid that is pyrrole-2-carboxylic acid which is substituted at position 3 and 5 by indol-3-yl groups.


anaerobilin

A linear tetrapyrrole obtained by degradation of heme by an enzyme isolated from Escherichia coli O157:H7.


name: 23-(6-methyl)heptanoic acid demalonylazalomycin F4a ester


(E,E)-bilirubin

A member of the class of biladienes that is an analogue of bilirubin in which the double bonds at position 4 and 15 have E-geochemistry.


melibionic acid

A disaccharide consisting alpha-D-galactosyl and D-gluconic acid residues joined by a (1->6)-linkage.


A thienopyrimidine that is thieno[3,2-d]pyrimidine which is substituted by a (carboxymethyl)sulfanediyl group at position 4 and by a 1-benzothiophen-2-yl group at position 6. It is a STK17B kinase inhibitor.


(R)-bambuterol

The (R)-enantiomer of bambuterol.


di-(N-succinimidyl) adipate

An N-hydroxysuccinimide ester formed from adipic acid.


(2xi)-D-gluco-heptonic acid

An unspecified mixture of (2R)- and 2(S)-D-gluco-heptonic acid.


3-hydroxy-3-phenylpropionic acid

A 3-hydroxy carboxylic acid that is 3-phenylpropionic acid in which one of the hydrogens beta to the carboxy group is replaced by a hydroxy group.


name: 2-(4-bromophenoxy)acetic acid (5-phenyl-1,3,4-oxadiazol-2-yl)methyl ester


5-methyl-imidazole-2-carboxylic acid

An  imidazolyl carboxylic acid that is 1H-imidazole with methyl and carboxylic acid group substituents at positions 5 and 2 respectively.


(+)-trans-chrysanthemic acid

A trans-chrysanthemic acid in which both stereocentres have R configuration.


ethyl phenylglyoxylate

The ethyl ester of phenylglyoxylic acid. Metabolite observed in cancer metabolism.


A 4-[2-(2-methyl-1,3-thiazol-4-yl)ethyl]-3-(non-8-en-1-yl)oxetan-2-one in which the stereocentres at positions 3 and 4 have R-configuration.


(Z)-glutaconic acid

The (Z)-stereoisomer of glutaconic acid.


4,7-dioxooctanoic acid

A dioxo monocarboxylic acid that is caprylic acid with the two oxo groups at the 4- and 7-positions.


A quercetin O-glycoside that is quercetin substituted by a alpha-6'''-caffeoylglucosyl-beta-1,2-rhamnosyl residue at position 3 via glycosidic linkage. Isolated from  Sedum sarmentosum, it exhibits inhibitory activity against angiotensin-converting enzyme.


3-hydroxy-5-methyl-1-naphthoic acid

A member of the class of naphthoic acids that is 1-naphthoic acid substituted at positions 3 and 5 by hydroxy and methyl groups respectively.


octadec-6-enoic acid

An octadecenoic acid having a cis- or trans- double bond at position 6.


name: glucose 6-monomycolate (C80) (Mycobacterium phlei)

description: A mycolate ester formed by esterification of (21E)-3-hydroxy-35-[(icosan-2-yl)oxy]-35-oxo-2-pentacosylpentatriacont-21-enoic acid with the 6-OH of D-glucose; produced by Mycobacterium phlei.


CROCIN 3

A dicarboxylic acid monoester resulting from the formal condensation of one of the carboxylic acid groups of crocetin with the anomeric hydroxy group of beta-D-gentiobiose.


(P)-viriditoxin

A dimethyl 2,2'-(9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3,3',4,4'-tetrahydro-[6,6'-binaphtho[2,3-c]pyran]-3,3'-diyl)diacetate  in which the the 3 and 3' positions (bearing the 2-methoxy-2-oxoethyl (CH2CO2Me) groups) both have S configuration, while the 6 and 6' positions (where the binaphthopyran units are linked) have Sa configuration (the P atropisomer). It is found in trace amounts (with much greater amounts of the M atropisomer) in the fungus Paecilomyces variotii derived from the inner tissues of the giant jellyfish Nemopilema nomurai.


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


heptadienal

An seven carbon-enal containing one extra C=C double bond, which may or may not be conjugated with the aldehydic C=O and alpha,beta-double bond systems.


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

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


2-(phosphinomethylidene)succinic acid

A dicarboxylic acid that is succinic acid substituted at position 2 by a phosphinomethylidene group.


L-beta-homomethionine

A beta-amino acid that is (3R)-3-aminopentanoic acid in which one of the terminal methyl hydrogens has been replaced by a methylsulfanyl group.


L-aspartic acid-1,4-(13)C2

The L-enantiomer of aspartic acid-1,4-(13)C2.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 6-hydroxyhexanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


(E)-3-methylglutaconic acid

A dicarboxylic acid comprising (E)-glutaconic acid carrying a 3-methyl substituent.


An acrylic macromolecule prepared via co-polymerisation of alpha-D-Kdo-5P-O(CH2)3S(CH2)2NHCOCH=CH2 with acrylamide.


methyl purine-6-carboxylate

A methyl ester that is purine bearing a methoxycarbonyl substituent at position 6.


nitroproston

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


2-naphthyl tetradecanoate

A tetradecanoate ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the hydroxy group of 2-naphthol.


hydroxy-L-isoleucine

A hydroxy-amino acid in which one of the hydrogens of L-isoleucine has been substituted by a hydroxy group.


(2S,3R)-trans-caftaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with one of the hydroxy groups of  meso-tartaric acid.


N-arachidonoyl-L-alanine

An N-acyl-L-alanine resulting from the formal condensation of the amino group of L-alanine with the carboxy group of arachidonic acid.


oxo carboxylic acid

Any compound that has an aldehydic or ketonic group as well as a carboxylic acid group in the same molecule.


alpha-irone

A methyl ketone that is alpha-ionone in which a hydrogen at position 5 of the cyclohex-2-en-1-yl ring is substituted by a methyl group.


A mycolic acid having hydroxy, ester and olefin functions in the side-chain.


PROPYNOIC ACID ETHYL ESTER

The ethyl ester of prop-2-ynoic acid.


alpha-diketone

A diketone that has its two ketone functionalities on adjacent atoms.


A 2-oxo monocarboxylic acid that is pyruvic acid in which two of the methyl hydrogens are substituted by phenyl and methyl groups (the S-enantiomer).


epoxy fatty acid

A heterocyclic fatty acid containing an epoxide ring as part of its structure.


hydroxyalbendazole

A member of the class of benzimidazoles that is albendazole in which one of the terminal methyl hydrogens on the propyl group has been replaced by a hydroxy group.


An oxime O-ether that is isovaleric acid in which both of the methylene hydrogens at position 2 have been replaced by a methoxyimino group.


A 2,6-dimethyl-5-methylenehept-2-enoic acid having E-configuration.


(-)-threo-isodihomocitric acid

A tricarboxylic acid that is pimelic acid carrying an additional carboxy substituent at position 3 as well as a hydroxy substituent at position 2 (the 2R,3S-diastereomer).


N-hydroxysuccinimide ester

An ester of N-hydroxysuccinimide.


3-methoxyanthranilic acid

An aminobenzoic acid that is anthranilic acid in which the hydrogen at position 3 is substituted by a methoxy group. It is a metabolite of kynurenine.


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


N-methyl-L-phenylalanine

A phenylalanine derivative consisting of L-phenylalanine having a methyl substuent attached to the alpha-amino function.


succinate ester

A carboxylic ester resulting from the esterification of one or both of the carboxy groups of succinic acid. (Succinate ester in which only one of the carboxy groups of succinic acid has been esterified are known as hemisuccinates.)


dimethylmalonic acid

A dicarboxylic acid that is malonic acid in which both methylene hydrogens have been replaced by methyl groups.


A non-proteinogenic L-alpha-amino acid that is L-glutamine in which the hydrogens attached to the carbon gamma to the carboxy group are replaced by a methylene group.


penillic acid

An acid degradation product of a penicillin, produced by cleavage of the 1,7 bond, forming penicilloic acid; and formation of a bond between the exocyclic carbonyl carbon and N-1 with the elimination of water from these two positions and the exocyclic NH.


name: 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfinylacetic acid (4-chlorophenyl) ester


ISOBUTYRIC ACID ETHYL ESTER

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


icosanedioic acid

An alpha,omega-dicarboxylic acid that is the 1,18-dicarboxy derivative of octadecane.


2-chloroacrylic acid

A chlorocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by chlorine.


A galactonolactone derived from D-galactonic acid.


(2E)-but-2-ene-1,2,3-tricarboxylic acid

A tricarboxylic acid compound consisting of but-2-ene having carboxy substituents at the 1-, 2- and 3-positions.


name: 5-methoxy-3-methyl-1H-indole-2-carboxylic acid ethyl ester


methyl-branched fatty acid 15:0

Any saturated methyl-branched fatty acid containing 15 carbons and 0 double bonds.


N-docosanoylglycine

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


A dihydroxyacetophenone that is ethanone substituted by a hydroxy group at position 2 and a 4-hydroxyphenyl group at position 1.


A cyclohexenecarboxylic acid that is 1-cyclohexene-1-carboxylic acid carrying three hydroxy substituents at positions 3, 4 and 5.


pivalate ester

A carboxylic ester of pivalic acid.


name: 2-[(4-methylphenyl)sulfonylamino]acetic acid [2-(5-bromo-2-thiophenyl)-2-oxoethyl] ester


3,4,5-trimethoxydihydrocinnamic acid

A monocarboxylic acid consisting of propionic acid having a 3,4,5-trimethoxyphenyl substituent at the 3-position.


WITHALONGOLIDE F

A steroid lactone that is a 4-norwithanolide with a 2,5-dien-1-one system isolated from the aerial parts of Physalis longifolia.


A pyrrole carrying propyl and hydroxyacetyl groups at the 1- and 2-positions respectively.


3-fluorobenzoic acid

A fluorobenzoic acid that is benzoic acid substituted by a fluoro group at position 3.


alpha-ketonitrile

A ketonitrile where the ketone and nitrile functionalities are on adjacent atoms.


methyl L-lysinate

The L-lysyl ester formed by conjugating L-lysine with methanol.


benzyl cetraxate

The benzyl ester of cetraxate.


An N-substituted diamine that consists of 1,6-hexanediamine bearing a 2,4-dinitro-6-carboxyphenyl substituent.


oleyl acetate

An acetate ester derived from (9Z)-octadecen-1-ol (oleic alcohol).


N-methyl-L-glutamic acid

A N-methyl-L-alpha-amino acid with L-glutamic acid as the amino acid component.


3-(4-hydroxyphenyl)lactic acid

A 2-hydroxy carboxylic acid that is lactic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.


name: Propanoic acid, 2-methyl-, 2-ethyl-3-hydroxyhexyl ester


DIHYDROCINNAMALDEHYDE

A benzene which is substituted by a 3-oxopropyl group at position 1.


LONGIROSTRERONEB

An  azaphilone that is 7,8-dihydro-6H-isochromen-6-one substituted by a hydroxy group at position 7, a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 7 and a 5,7,9-trimethyl-2-oxoundeca-3,5-dien-1-yl group at position 8. Isolated from Chaetomium longirostre, it exhibits cytotoxic and antimalarial activities.


hydroxyallysine

An alpha-amino acid, comprised of norleucine hydroxylated at C-5 and with an aldehydic oxygen at C-6.


A methy-amino acid that is L-tryptophan substituted at the N(alpha)-position by a methyl group and at the 4-position by a 3-methylbut-2-enyl group.


methyl-branched fatty acid 12:0

Any saturated methyl-branched fatty acid containing 12 carbons and 0 double bonds.


monooctyl phthalate

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


name: 3-(methanesulfonamido)benzoic acid methyl ester


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

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


(3E)-2-oxohex-3-enedioic acid

2-Oxohex-3-enedioic acid in which the C=C double bond has E configuration.


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-[2-O-(3,4,5-trimethoxybenzoyl)-beta-D-xylopyranosyl]-alpha-L-arabinopyranosyl residue at position 16 via a glycosidic linkage. Isolated from Ornithogalum thyrsoides, it exhibits antineoplastic activity.


SENNOSIDE B

A member of the class of sennosides that is (9R,9'S)-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4', by beta-D-glucopyranosyloxy groups at positions 5 and 5', and by oxo groups at positions 10 and 10'.


methylcarbamoylcarbamate

A  carbamate ester obatined by the formal condensation of  urea-1-carboxylic acid with methanol.


A member of the class of guanidines isolated from the culture mycelium of the fungal strain Aphanoascus fulvescens and has been shown to exhibit inhibitory activity against cathepsin B and L.


A hydroxy-amino acid that is serine which is substituted by a methyl group at position 2.


methyl (Z)-7-hexadecenoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of (Z)-hexadec-7-enoic acid with methanol.


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


3,4-dimethoxybenzyl acetate

An acetate ester obtained by the formal condensation of  (3,4-dimethoxyphenyl)methanol (veratryl alcohol) with acetic acid.


L-dihomomethionine

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


An oxo dicarboxylic acid consisting of pyruvic acid having a 2-hydroxy-3-carboxybenzylidene group at the 3-position.


An HPODE (hydroperoxy-octadecadienoic acid) in which the double bonds are at positions 10 and 12 (E and Z geometry, respectively) and the hydroperoxy group is at position 9 (S configuration). It is an intermediate in the metabolic pathway for linoleic acid.


name: 2-[4-(difluoromethylthio)anilino]benzoic acid [2-(cyclopropylamino)-2-oxoethyl] ester


TERNSTROSIDE B

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


name: 2-thiophenecarboxylic acid [2-oxo-2-(2-oxolanylmethylamino)ethyl] ester


brasilinolide B

A 32-membered macrolide antibiotic isolated from the fermentation broth of Nocardia brasiliensis. It exhibits antifungal activity.


name: 2-[[2-(6-oxo-1-cyclohexa-2,4-dienylidene)-3H-1,3,4-oxadiazol-5-yl]thio]acetic acid (4-phenylmethoxyphenyl) ester


(E,E)-2,4-hexadienyl acetate

A 2,4-hexadienyl acetate that has two trans double bonds at positions 2 and 4.


A member of the class of  monofluorobenzenes that is D-tyrosine substituted by a fluoro group at position 3.


A beta-lactam that is 7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid carrying additional (2-aminoethyl)sulfanyl and ethyl substituents at positions 3 and 6 respectively. An intermediate in the biosynthesis of carbapenem.


name: 2-(3-phenyl-1-indazolyl)acetic acid phenyl ester


(R)-2,4-dihydroxy-3-oxobutanoic acid

The 3-dehydro derivative of L-threonic acid.


The (R)-enantiomer of 13-HPODE


meso-tartaric acid

A 2,3-dihydroxybutanedioic acid that has meso configuration.


cyclitol nicotinate

A cyclitol ester that is any cyclitol in which at least one hydroxyl hydrogen is substituted by a nitotinoyl group.


A glycoside consisting of D-glyceric acid having a 6-O-octanoyl-alpha-D-glucosyl-(1->6)-alpha-D-glucosyl residue attached at position 2 via a glycosidic linkage.


CLATHSTEROL

An organic sodium salt which is the disodium salt of clathsterol disulfonic acid. It is obtained from the extract of a sponge Clathria sp. and acts as an inhibitor of HIV-1 reverse transcriptase (RT).


ethyl 2-octenoate

The fatty acid ethyl ester of 2-octenoic acid.


A pregnane sterol that is 5beta-pregnane carrying hydroxy groups at positions 3alpha and 21, oxo group at position 11, a double bond between positions 17 and 20 and the D-ring of the steroid has been expanded to a 6-membered ring by the addition of a methylene group.


A steroid acid consisting of 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene having a carboxy group at the 4-position.


S-acylglutathione

Any glutathione carrying an S-acyl substituent.


N-formimidoyl-L-aspartic acid

An aspartic acid derivative that is the N-formimidoyl derivative of  L-aspartic acid.


name: 4-[[[2-(4-methoxyphenyl)-3-thiazolidinyl]-sulfanylidenemethyl]amino]benzoic acid ethyl ester


deaminoneuraminic acid

A ketoaldonic acid obtained formally by deamination of neuraminic acid. Although not containing nitrogen it is regarded as being a member of the sialic acid family.


name: 3-(3-methoxyphenyl)-2-propenoic acid [2-[2-(1-cyclohexenyl)ethylamino]-2-oxoethyl] ester


name: 3-hydroxyacyl derivative of bacterial toxin


cloransulam-methyl

The methyl ester of cloransulam. An inhibitor of acetohydroxyacid synthase (AHAS), it prevents the synthesis of amino acids in plants and is used as a herbicide for the control of post-emergence control of broad-leaved weeds in soybeans. It is not approved for use within the European Area.


(2R)-2-hydroxy monocarboxylic acid

A 2-hydroxy monocarboxylic acid having (2R)-configuration.


A hydroperoxydocosapentaenoic acid that is (7Z,10Z,12E,16Z,19Z)-docosapentaenoic acid carrying a hydroperoxy substituent at position 14.


12-oxo-cis-dodec-9-enoic acid

A C12, omega-oxo fatty acid with a double bond at position 9; found in soybean, a metabolite of both linolenic and linoleic acids.


name: 2-[3-[3-(2-furanylmethylamino)-3-oxopropyl]-2,4-dioxo-1-thieno[3,2-d]pyrimidinyl]acetic acid (phenylmethyl) ester


3-p-coumaroylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 3-hydroxy group of quinic acid.


lavendiol

An olefinic compound that is (6E,8E,10E)-dodeca-6,8,10-trien-5-one substituted by a hydroxy group at positions 1 and 3S, and by a methyl group at position 4. It is a polyketide synthesized by a silent biosynthetic gene cluster from Streptomyces lavendulae.


A stilbenoid obtained by formal condensation of the amino group of (Z)-4-aminostilbene with one of the carboxy groups of glutaric acid.


ARISTOLOCHIC D

An aristolochic acid that is phenanthrene-1-carboxylic acid substituted by a methylenedioxy group at the 3,4 positions, by an hydroxy group at position 6, by a methoxy group at position 8, and by a nitro group at position 10.


cholesteryl acetate

A cholesterol ester obtained by formal acylation of the hydroxy group of cholesterol by acetic acid.


4-acetoxy cinnamaldehyde

A member of the class of  cinnamaldehydes that is trans-cinnamaldehyde substituted by an acetoxy group at position 4.


CHEATOGLOBOSIN B

A natural product found in Chaetomium globosum and Chaetomium subaffine.


name: 5,6-dimethoxy-3-[[(3-methoxyphenyl)-oxomethyl]amino]-1H-indole-2-carboxylic acid methyl ester


medica 16

An alpha,omega-dicarboxylic acid that is hexadecanedioic acid carrying methyl groups at positions 3 and 14. It is a free fatty acid 1 (FFA1/GPR40) receptor agonist and an ATP citrate lyase inhibitor, and exhibits hypolipidemic and antidiabetogenic properties.


name: 3,3,3-trifluoro-2-hydroxy-2-[4-[methoxycarbonyl(methyl)amino]phenyl]propanoic acid methyl ester


propyl decanoate

A decanoate ester obtained by the formal condensation of carboxy group of decanoic acid with propanol.


3-oxopropane-1-sulfonic acid

An organosulfonic acid that is propanal substituted by a sulfo group at position 3.


(R)-phenylacetylcarbinol

A 1-hydroxy-1-phenylpropan-2-one that has (R)-configuration. It is used as a precursor for the production of ephedrine and pseudoephedrine.


A member of the class of benzaldehydes that is salicylaldehyde in which the hydrogen meta- to the phenolic hydroxy group is substituted by a hydroxymethyl group.


MOLLICELLIN M

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


L-propargylglycine

A non-proteinogenic L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens has been replaced by an ethynyl group. It causes the irreversible inactivation of gamma-cystathionase (also known as cystathionine gamma-lyase) and is used as an affinity labeling reagent for gamma-cystathionase and other enzymes.


legioliulin

A member of the class of isocoumarins that is 8-hydroxy-1H-isochromen-1-one substituted by a (1E,3E)-4-phenylbuta-1,3-dien-1-yl group at position 3. It is a fluorophore responsible for the blue-white autofluorescence in Legionella dumoffii.


name: 2-furancarboxylic acid [4-[[1-(4-ethoxycarbonylphenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]-2-methoxyphenyl] ester


1-salicylate glucuronide

A beta-D-glucosiduronic acid that is the glucuronide conjugate of salicyclic acid.


isochamuvaritin

A member of the class of a xanthenes that is 9H-xanthene substituted by hydroxy groups at positions 1 and 3, a 2-hydroxybenzyl group at position 2 and a 3-phenylpropanoyl group at position 4. Isolated from the roots of Uvaria acuminata, it exhibits potent cytotoxicity against human promyelocytic leukemia HL-60 cells.


FRUTICOSIDE E

A steroid saponin that is 4-methylergosta-7,24(28)-dien-21-oic acid attached to an acetyloxy group at position 2, and a alpha-L-rhamnopyranosyloxy group at position 3 (the 2alpha,3beta,4alpha,5alpha stereoisomer). It has been isolated from the roots of Breynia fruticosa.


fatty acid 16:3

Any trienoic fatty acid containing 16 carbons.


5-aminoimidazole-4-carboxylic acid

An imidazole-4-carboxylic acid compound having an amino substituent at the 5-position.


2-amino-3-hydroxybutanoic acid

An alpha-amino acid that is butanoic acid substituted by an amino group at position 2 and a hydroxy group at position 3.


An epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by N-(6-hydroxy-6-methylheptanoyl)-L-seryl-4-methylidenenorvalinyl group. It is a proteasome inhibitor isolated from Streptomyces.


isovitexin 7-O-[isoferuloyl]-glucoside

A C-glycosyl compound that is isovitexin with the hydroxy group at position 7 replaced with a glucopyranosyl entity which in turn is substituted at position 6 by an isoferuloyl moiety.


ANANOLIGNAN L

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


decanoate ester

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


mannopine

A hexitol derivative that is D-mannitol in which the hydroxy group at position 1 is replaced by the alpha-amino group of L-glutamine. It is produced in crown gall tumours induced in a wide range of dicotyledenous plants by Agrobacterium tumefaciens.


hexenoic acid

A C6, medium-chain fatty acid carrying a double bond at any position along the main chain.


gluconolactone

An  aldono-1,5-lactone obtained from D-gluconic acid.


aromatic carboxylic acid

Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.


L-altraric acid

Altraric acid of L-configuration.


The 2-(methoxycarbonyl) derivative of (Z)-glutaconic acid.


3,6-anhydro-L-galactonic acid

An anhydrohexose obtained by formation of a ring across the 3 and 6 positions of L-galactonic acid


ethyl glyoxylate

The ethyl ester of glyoxylic acid.


name: N-(5-benzoyl-4-phenyl-2-thiazolyl)carbamic acid methyl ester


L-NIL

An L-lysine derivative that is L-lysine in which one of the hydrogens attached to N(6) is substituted by an acetimidoyl group


An isochromane that is mellein bearing a hydroxy group at position 4.


spermine dialdehyde(2+)

Major microspecies at pH 7.3


RETASPIMYCIN

An ansamycin that is tanespimycin in which the benzoquinone moiety has been reduced to the corresponding hydroquinone. A semi-synthetic analogue of geldanamycin, it is used (generally as the hydrochloride salt) in cancer treatment.


fluoro fatty acid

Any halo fatty acid containing at least one fluoro substituent.


A pyrimidotriazine that is 5,6,7,8-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7.


An organic heterobicyclic compound that is 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine which has been substituted by a carboxy group at position 3 and by oxo groups at positions 2 and 5.


A polyphenol which is the benzoate ester obtained by formal condensation of the hydroxy ester derivative produced by the successive intermolecular condensation of 3 molecules of 2,4-dihydroxy-6-(2-hydroxypropyl)benzoic acid with the carboxy OH of o-orsellinic acid. It is isolated from the Fungus strain no.17415 and exhibits activity against the infectivity of influenza A virus.


A sulfonamide that is the N-ethyl derivative of perfluorooctane sulfonamidoacetic acid.


D-gulonic acid

A gulonic acid having D-configuration.


A  nonanone carrying oxo substituents at positions 4 and 6 respectively.


atenolol acid

A monocarboxylic acid that is phenylacetic acid substituted by a 2-hydroxy-3-(propan-2-ylamino)propoxy group at position 4. It is a metabolite of the drug atenolol.


3-mercaptolactic acid

A (2R)-2-hydroxy monocarboxylic acid consisting of lactic acid having a sulfanyl group at the 3-position.


chondrochloren B

A monocarboxylic acid amide with formula C28H42ClNO7, that is produced by Chondromyces crocatus and exhibits antibiotic properties.


methylcarbamic acid

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


3-hexenoic acid

A hexenoic acid with the double bond at position 3.


gerfelin

A member of the class of benzoic acids that is salicylic acid which is substituted at position 6 by a methyl group and at position 4 by a 2,3-dihydroxy-5-methylphenoxy group.


ketoxal

A butanone derivative having two hydroxy substituents at the 1-position and an ethoxy substituent at the 3-position.


hydnocarpic acid

A cyclopentenyl fatty acid consisting of undecanoic acid having a cyclopent-2-enyl group at the 11-position.


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


A tripeptide derived from methoxysuccinyl-Ala-Ala-Pro-Ala by conversion of the terminal carboxy group to the corresponding chloromethyl ketone.


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


alvaradoin N

A C-glycosyl compound that is 1,8,10-trihydroxy-3-methylanthracen-9(10H)-one substituted by a 1-O-acetyl-alpha-L-lyxopyranosyl moiety at position 10 via a C-glycosidic linkage (the 10S stereoisomer). It is isolated from the leaves of Alvaradoa haitiensis and exhibits cytotoxicity against human oral epidermoid carcinoma.


o-tolualdehyde

A tolualdehyde compound with the methyl substituent at the 2-position.


3-(benzyloxy)-3-oxopropanoic acid

A dicarboxylic acid monoester obtained by the formal condensation of one of the carboxy groups of malonic acid with benzyl alcohol.


An epoxide resulting from the formal epoxidation of the double bond between positions 2 and 3 of geranial.


L-2-aminopimelic acid

A 2-aminopimelic acid that has S-configuration.


L-2-amino-4-chloropent-4-enoic acid

An alpha-amino acid having a 2-chloro-2-propenyl group at the alpha-position and L-configuration.


haloketone

A ketone containing a halo group.


dihydroxyphenylacetic acid

A dihydroxy monocarboxylic acid consisting of phenylacetic acid having two phenolic hydroxy substituents.


cynarine

An alkyl caffeate ester obtained by the formal condensation of hydroxy groups at positions 1 and 3 of ()-quinic acid with two molecules of trans-caffeic acid.


(S)-ketorolac

A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has S configuration. While (S)-ketorolac is a COX1 and COX2 inhibitor, both enantiomers exhibit analgesic effects. Racemic ketorolac, known simply as ketorolac, is used (mainly as the 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.


An aromatic ketone that is 1-(4-isopropylphenyl)-3-methyl-1-butanone in which one of the methylene hydrogens adjacent to the keto group has been replaced by a chloro group.


A 3beta-hydroxy steroid that is 5beta-cholestane containing a double bond between positions 7 and 8, and substituted by an oxo group at position 6 and by hydroxy groups at the 3beta and 14alpha positions.


A succinic acid monoester having an isopropyl substituent at the 2-position and a hydroxy substituent at the 3-position.


fatty acid 19:0

Any saturated fatty acid containing 19 carbons and 0 double bonds.


L-(cis)-diltiazem

A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have R configuration. It is a cGMP-activated K+ channel blocker.


methyl-3,4,5-trimethoxy cinnamate

An alkyl cinnamate obtained by the formal condensation of the carboxy group of 3,4,5-trimethoxycinnamic acid with methanol.


ISOPHTHALIC ACID

A benzenedicarboxylic acid that is benzene substituted by carboxy groups at position 1 and 3. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and terephthalic acids.


3-methylbutyl octanoate

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


(2R,3R)-cis-fertaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of cis-ferulic acid with one of the hydroxy groups of L-tartaric acid.


dihomomethionine

A sulfur-containing amino acid consisting of 2-aminohexanoic acid having a methylthio substituent at the 6-position.


octadec-9-enoic acid

An octadecenoic acid with a double bond at C-9.


2-dehydro-3-deoxy-D-fuconic acid

A ketoaldonic acid comprising D-fuconic acid lacking the 3-hydroxy substituent and having a keto group at the 2-position.


An oligopeptide that is N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N(2)-carboxy-L-leucinamide in which the carboxy group is protected by a (3-ethynylphenyl)methyl group. It is a SARS-CoV-2 Nsp5 main protease inhibitor that inhibits SARS-CoV-2 replication.


N-oleoyl-L-glutamic acid

A fatty amide resulting from the formal condensation of the carboxy group of oleic acid with the amino group of L-glutamic acid.


stevastelin B3

A 13-membered cyclodepsipeptide isolated from the culture broth of Penicillium sp. It exhibits significant immunosuppressive effect on T-cell activiation.


An N(6)-acyl-L-lysine where the N(6)-acyl group is specified as acetyl.


ketogluconic acid

A gluconic acid that contains a ketonic carbonyl group.


VERATRIC ACID

A member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3.


mannonic acid

A hexonic acid involved in the glucuronate metabolism.


EPOTHILONE C

An epothilone that is 1-oxacyclohexadec-13-ene-2,6-dione which is substituted by hydroxy groups at positions 4 and 9, methyl groups at positions 5, 5, 7, and 9, and by a (1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group at position 16 (the 4S,7R,8S,9S,13Z,16S stereoisomer).


(2-nitrophenoxy)acetic acid

A monocarboxylic acid comprising acetic acid substituted at the alpha carbon with a 2-nitrophenoxy group.


name: Decanoic acid (2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 3-hydroxypropanoic acid with ascarylopyranose (the alpha anomer). A major component of the dauer pheromone of the nematode Caenorhabditis elegans, it synergises with ascr#2 and ascr#3 as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause.


name: benzoic acid [[5-[(2-chlorophenyl)methylthio]-1-methyl-3-(trifluoromethyl)-4-pyrazolyl]methylideneamino] ester


name: 3-(2-chlorophenyl)-2-propenoic acid [2-(3,5-dimethoxyanilino)-2-oxoethyl] ester


WITHALONGOLIDE I

A  withanolide saponin that consists of 3-hydroxy-22,26-epoxyergosta-5,24-diene substituted by additonal hydroxy groups at positions 19 and 27, oxo groups at positions 1 and 26 and a beta-D-glucopyranosyl residue at position 3 via a glycodic linkage. It has been isolated from Physalis longifolia.


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


A member of the class of acetophenones that is acetophenone which is substituted by a methyl group at position 2.


prohexadione

A 4-oxo monocarboxylic acid that is cyclohexanecarboxylic acid which is substituted by oxo groups at positions 3 and 5, and by a propanoyl group at position 4. A plant growth regulator, it is used (commonly as the corresponding calcium salt, known as prohexadione-calcium) as an anti-lodging agent in small-grain cereals.


ardisiphenol A

An acetate ester obtained from the formal condensation of acetic acid with the hydroxy group at position 1 of 6-pentadecylbenzene-1,2,4-triol. Isolated from the dried fruits of Ardisia colorata, it exhibits scavenging activity towards DPPH radicals and cytotoxicity against murine breast cancer cell line, FM3A.


N-acyl-L-amino acid

Any N-acylamino acid having L-configuration.


ethyl laurate

A fatty acid ethyl ester of lauric acid.


name: 2-hydroxy-3-methylbenzoic acid (3-cyano-4-imino-2-oxopentyl) ester


(S)-bambuterol

The (S)-enantiomer of bambuterol.