A steroid glycoside isolated from the roots of Cynanchum auriculatum and has been shown to exhibit cytotoxicity against human tumour cell lines.


methyl pentadecanoate

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


A  diarylheptanoid that is hept-6-en-3-one substituted by a 4-hydroxyphenyl group at position 1 and a phenyl group at position 7 respectively. It has been isolated from the rhizomes of Curcuma kwangsiensis.


4-methoxymagnaldehyde B

A lignan that consists of cinnamaldehyde substituted by a methoxy group at position 2 and a 4-allylphenolic group at position 5. Isolated from Magnolia obovata, it exhibits antineoplastic activity.


20-oxoarachidonic acid

A polyunsaturated fatty acid that is arachidonic acid substituted at position 20 by an oxo group.


name: Propanoic acid, 2-methyl-, 3-hydroxy-2,2,4-trimethylpentyl ester


3-O-methylgallic acid

A member of the class of benzoic acids that is gallic acid in which the phenolic hydroxy group at position 3 is converted into the corresponding methyl ether.


name: (2S)-1-(2-fluorophenyl)sulfonyl-2-pyrrolidinecarboxylic acid 1,3-benzothiazol-2-ylmethyl ester


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


alpha-amino acid

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


A trihydroxyflavone that is kaempferol  substituted at position 3 by a 6-(4-coumaroyl)-beta-D-glucosyl-(1->2)-beta-D-glucosyl-(1->2)-beta-D-glucosyl moiety via a glycosidic linkage.


N-acylserine

An N-acyl-amino acid in which amino acid component is specified as serine.


name: 2-acetamido-3,3,3-trifluoro-2-[(6-methylsulfonyl-1,3-benzothiazol-2-yl)amino]propanoic acid methyl ester


metergoline

An ergoline alkaloid that is the N-benzyloxycarbonyl derivative of lysergamine. A 5-HT2 antagonist. Also 5-HT1 antagonist and 5-HT1D ligand. Has moderate affinity for 5-HT6 and high affinity for 5-HT7.


3,3-dimethylglutaric acid

An alpha,omega-dicarboxylic acid that is glutaric acid substituted by two methyl groups at the C-3 position.


DAVIDIGENIN

A member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 4, 2', and 4' respectively.


(R)-3-amino-3-phenylpropanoic acid

An optically active form of 3-amino-3-phenylpropanoic acid having R-configuration.


name: 8-demethyl epothilone A 3-alpha-D-arabinofuranoside


A monocarboxylic acid that is caproic (hexanoic) acid substituted at C-6 by a 4-(5,5-dimethyltetrahydrofuran-3-yl)phenoxy group.


monobenzyl phthalate

A phthalic acid monoester resulting from the formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of benzyl alcohol. It is a major metabolite of the plasticiser butyl benzyl phthalate (BBP).


name: 2-furancarboxylic acid [3-[[[4-anilino-6-(4-morpholinyl)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]phenyl] ester


N-nitroso-N-methyl-4-aminobutyric acid

A nitrosamine that has methyl and 3-carboxypropyl substituents. It is a tobacco-derived nitrosamino acid that is a known animal and potential human carcinogen. It induces bladder transitional cell carcinomas in rats and has recently been identified as a contaminant in certain blood pressure medications.


name: benzoic acid [2-[3-(2-benzofuranyl)-3-oxoprop-1-enyl]phenyl] ester


3-hydroxy-D-aspartic acid

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


withanolide

Any steroid lactone that is a C28 steroid with a modified side chain forming a lactone ring and its substituted derivatives.


3-(omega-methylthio)alkylmalic acid

A 2-hydroxydicarboxylic acid that is any 3-alkylmalic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


methyl-L-alanine

Any alanine derivative that is L-alanine having one or more methyl groups attached to the amino group.


An enal consisting of non-2-ene having an oxo group at the 1-position and a hydroxy group at the 4-position.


(S)-methocarbamol

A 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate that has S configuration.  Both (R)- and (S)-methocarbamol have muscle relaxant properties, with the (R)-enantiomer being more active than the (S)-enantiomer.


(-)-vernolic acid

An optically active form of vernolic acid having (12R,13S)-configuration.


pregnenolone 3-beta-D-glucoside

A sterol 3-beta-D-glucoside in which the sterol is 3beta-hydroxypregn-5-en-20-one.


3-oxotetradecanoic acid

A C14, long-chain fatty acid carrying an oxo- group at position 3.


WITHALONGOLIDE L

A steroid saponin that is the monosaccharide derivative of the 19-norwithanolide. It has been isolated from the aerial parts of Physalis longifolia.


An octadecanoid that is (9Z,11Z,15Z)-octadecatrienoic acid having an epoxy group located across positions 12 and 13.


(R)-nafenopin

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


name: 4-[[oxo(2-oxolanyl)methyl]amino]benzoic acid butyl ester


A dialkyl ketone that is octane in which the two methylene protons at position 3 have been replaced by an oxo group.


N-hydroxy-L-hexahomomethionine

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


N-substituted pyrraline

Pyrraline in which the hydrogen attached to the nitrogen has been replaced by an organyl group.


grasshopper ketone

A member of the class of allenes that is cyclohexane substituted by 3-oxobut-1-en-1-ylidene, methyl, hydroxy, hydroxy, methyl and methyl groups at positions 1, 2, 2, 4, 6 and 6, respectively (the 2R,3R,4S-stereoisomer). It is isolated from the grasshopper, Romalea microptera.


An amino disaccharide consisting of alpha-L-threo-hex-4-enopyranuronic acid and 2-deoxy-6-O-sulfo-2-(sulfoamino)-D-glucopyranose joined in sequence by a (1->4) glycosidic bond.


name: 4-methoxybenzoic acid [2-(4-bromophenyl)-4-oxo-3-quinazolinyl] ester


DIUVARETIN

A member of the class of dihydrochalcones that is dihydrochalcone substituted by 2-hydroxybenzyl groups at positions 3 and 5, hydroxy groups at positions 2 and 4 and a methoxy group at position 6. Isolated from the roots of Uvaria acuminata and Uvaria chamae, it exhibits cytotoxicity towards human promyelocytic leukemia HL-60 cells.


palmityl laurate

A wax ester resulting from the formal condensation of lauric acid with palmityl alcohol.


N-methyldopa

A tyrosine derivative that is dopa in which one of the hydrogens of the amino group is replaced by a methyl group.


epsilon-(gamma-glutamyl)lysine

An N(6)-acyl-L-lysine derivative in which the acyl group is specified as gamma-glutamyl.


N-propanoyl-L-methionine

An N-acyl-L-alpha-amino acid obtained by formal condensation of the carboxy group of propanoic acid with the amino group of L-methionine.


A hydroperoxydocosapentaenoic acid that is (4Z,7Z,10Z,12E,16Z)-docosapentaenoic acid carrying a hydroperoxy substituent at position 14.


MUCIC ACID

A hexaric acid resulting from formal oxidative ring cleavage of galactose.


An N-acetyl-L-amino acid, where the amino acid is L-2-aminoadipic acid (6-oxo-L-norleucine).


8,11,14-icosatrien-5-ynoic acid

A trienoic fatty acid, that is icosanoic acid containing double bonds at positions 8, 11 and 14 and a triple bond at position 5.


Propanoic acid in which one of the methyl hydrogens is substituted by a cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl group.


2-oxooctanoic acid

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


ABRINE

A N-methyl-L-alpha-amino acid  that is the N(alpha)-methyl derivative of L-tryptophan.


3-dimethylallyl-4-hydroxymandelic acid

A 2-hydroxy monocarboxylic acid that is mandelic acid carrying dimethylallyl and hydroxy substituents at positions 3 and 4 respectively.


name: 2-amino-3-hydroxy-4-methoxybenzoic acid methyl ester


PALMITOYL GLYCINE

An N-acylglycine in which the acyl group is specified as hexadecanoyl (palmitoyl).


2-chloro-3-oxoadipic acid

An oxo dicarboxylic acid that is adipic acid which is substituted by a chloro group at position 2 and by an oxo group at position 3.


name: 4-[(4-acetyl-2-methoxyphenyl)methoxy]-3-methoxybenzoic acid [1-(carbamoylamino)-1-oxopropan-2-yl] ester


ASTRAGALIN HEPTAACETATE

A kaempferol O-glucoside that is the hepta acetate ester derivative of astragalin. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.


2,4-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 2 and 4.


palmityl oleate

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


2-methylbutyl decanoate

A decanoate ester obtained by the formal condensation of the carboxy group of decanoic acid (capric acid) with the alcoholic hydroxy group of 2-methylbutan-1-ol.


An organic heterobicyclic compound that is (1R,5S)-2-oxabicyclo[3.1.0]hexane carrying amino, carboxy, and carboxy groups at positions 4R, 4R and 6R, respectively. It is a potent agonist of group II metabotropic glutamate receptors mGluR2 and mGluR3 (EC50 = 2.69 nM and 4.48 nM, respectively) that exhibits antipsychotic-like action in animal models of schizophrenia.


methyl 2-methyl-3-oxoserinate

A dicarboxylic acid monoester that is alanine in which the hydrogen at position 2 is substituted by a methoxycarbonyl group.


1,1'-bi(cyclohexyl)-1-carboxylic acid

Cyclohexanecarboxylic acid in which the hydrogen attached to the alpha-carbon is substituted by a cyclohexyl group.


AMPHOTERICIN B ME ESTER

The methyl ester of amphotericin B.


proatranorin III

Major microspecies at pH 7.3.


flufenacet OXA

A monocarboxylic acid that is oxoacetic acid substituted by a (4-fluorophenyl)(propan-2-yl)amino group at position 2. It is a metabolite of the herbicide flufenacet.


A deuterated compound that is lysne in which the methylene hydrogens at positions 4, 4, 5 and 5 have been replaced by deuterium.


docosatrienoic acid

Any polyunsaturated fatty acid containing 22 carbons and 3 double bonds


An epoxy steroid that is pregnenolone which has an epoxy group whose oxygen is attached to the 16alpha and 17alpha-positions.


RONIDAZOLE

A carbamate ester that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by methyl and (carbamoyloxy)methyl groups, respectively. An antiprotozoal agent, it is used in veterinary medicine for the treatment of histomoniasis and swine dysentery.


3,4-DIMETHOXY CINNAMALDEHYDE

A member of the class of  cinnamaldehydes that is  cinnamaldehyde substituted by methoxy groups at positions 3' and 4' respectively.


name: 4-[[2-(1,10b-dihydropyrazolo[1,5-c]quinazolin-5-ylthio)-1-oxoethyl]amino]benzoic acid butyl ester


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 10-hydroxystearic acid.


N(alpha)-methyl-L-histidines

A  N-methyl-L-alpha-amino acid that is L-histidine in which at least one of the amino hydrogens has been replaced by a methyl group.


A pyruvic acid derivative having a 2-hydroxybenzylidene group attached at the 3-position and E-stereochemistry.


p-nitrophenyl palmitate

A palmitate ester obtained by condensation of the carboxy group of palmitic acid with the phenolic hydroxy group of p-nitrophenol.


N-acetyl-L-phosphinothricin

An N-acetyl-L-amino acid derived from L-phosphinothricin.


An epoxide fluorescent probe for use in in vivo visualization of hydrogen sulfide. The probe employs a fluorescein as a fluorophore, and is equipped with an operating epoxide unit. FEPO functions via epoxide ring opening via nucleophilic attack by H2S.


The D-enantiomer of 5-hydroxytryptophan.


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


name: 2-[(5-oxo-3-sulfanylidene-2H-1,2,4-triazin-6-yl)amino]propanoic acid butyl ester


name: 2-[[4-(3-ethoxy-1,1,1-trifluoro-2-hydroxy-3-oxopropan-2-yl)-2-methylphenyl]iminomethyl]propanedioic acid diethyl ester


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


A member of the class of dihydrochalcones that is dihydrochalcone with hydroxy substituents at positions 2' ,4' , and 6' and a formyl substituent at position 3'.


NAPTALAM

A dicarboxylic acid monoamide which results from addition of one equivalent of 1-naphthylamine to phthalic anhydride.


2-(pentyloxy)ethyl acetate

An acetate ester that is ethyl acetate substituted by a pentyloxy group at position 2.


name: (1S,2S)-3-oxo-2-pentylcyclopentane-1-butyric acid methyl ester


A ketoaldonic acid comprising a 3-deoxyoctulosonic acid having beta-L-gulo-configuration.


monomethyl fumarate

A dicarboxylic acid monoester resulting from the formal condensation of one of the carboxy groups of fumaric acid with methanol. Is is a metabolite of dimethyl fumarate and used for the the treatment of patients with relapsing multiple sclerosis (MS). It also induces the NFE2L2 (Nrf2) transcription factor by  binding to KEAP1.


elisidepsin

A synthetic cyclodepsipeptide derived from a marine metabolite that exhibits antineoplastic properties.


mallotophilippen C

A member of the class of chalcones that is chalcone substituted by hydroxy groups at positions 4, 2' and 4', a geranyl group at position 3' and a 6,6-dimethyl-3,6-dihydro-2H-pyran ring fused across positions 5' and 6'. Isolated from the fruits of Mallotus philippensis, it exhibits anti-inflammatory and immunoregulatory activities.


CONIFERYALDEHYDE GLUCOSIDE

A beta-D-glucoside that is coniferaldehyde in which the phenolic hydrogen has been replaced by a beta-D-glucosyl residue.


oleocanthal

A carboxylic ester that is the 2-(p-hydroxyphenyl)ethyl ester of (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid. Oleocanthal is found in olive oil but it is not clear whether the natural product is a mixture of E/Z isomers or a single isomer as the two isomers readily interconvert in solution; most pharmacological studies will have been performed using a mixture.


PHENMEDIPHAM

A carbamate ester that is (3-methylphenyl)carbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(methoxycarbonyl)amino]phenyl group.


hexafluoroacetone

A  ketone that is acetone in which all the methyl hydrogens are replaced by fluoro groups.


name: 2-cyano-3-(3,4-dihydroxyphenyl)-2-propenoic acid 2-thiophen-2-ylethyl ester


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


A member of the class of benzothiazoles bearing hydroxy and 2-amino-2-carboxyethyl substituents at positions 4 and 6 respectively.


name: 2-thiophenecarboxylic acid [3-methyl-1-oxo-1-(thiophen-2-ylmethylamino)butan-2-yl] ester


D-altronic acid

The D-enantiomer of altronic acid.


DIAMINOPROPANOIC ACID

A 3-aminoalanine that has S configuration.


Boc-DON-Gln-Ile-Val-OMe

A tetrapeptide comprising N-(tert-butoxycarbonyl)-6-diazo-5-oxo-L-norleucyl, L-glutaminyl, L-isoleucyl and methyl L-valinate residues coupled in sequence.


calysolin I

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


dihydromonacolin L acid

A polyketide obtained by hydrolysis of the pyranone ring of dihydromonacolin L.


stepharine

An isoquinoline alkaloid  with formula C18H19NO3 that is isolated from several species of Stephania.


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


jaspamide H

A cyclodepsipeptide isolated from Jaspis splendens. A derivative of jaspamide, it has been shown to exhibit cytotoxic and microfilament disruption activity.


name: 4-nitrobenzoic acid [3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]methyl ester


A 2-hydroxy monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by a hydroxy group and a hydrogen at position 3 is substituted by a 4-hydroxyphenyl group.


An N-acylindole that is N-acetylindole carrying an additional formyl substituent at position 3.


A thiophene that is substituted by acetyl and methyl groups at positions 2 and 5, respectively.


A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group.


LOVASTATIN ACID

A polyketide obtained by hydrolysis of the pyranone ring of lovastatin.


trachyspic acid

An  oxaspiro compound that is 1,6-dioxaspiro[4.4]non-2-en-4-one substituted by a carboxymethyl group at position 2, carboxy groups at positions 2 and 3, an oxo group at position 9 and a nonyl group at position 8. Isolated from the culture broth of the fungus Talaromyces trachyspermus, it exhibits inhibitory activity against the enzyme heparanase.


pyrrolecarboxylic acid

Any pyrrole carrying a single carboxylic acid group.


3-ethoxypropyl acetate

An acetate ester that is propyl acetate substituted by an ethoxy group at position 3.


An aldonolactone obtained by formal oxidation of the anomeric position of any aldopyranose.


3-methylthioaspartic acid

A sulfur-containing amino acid that is L-aspartic acid substituted at position 3 by a methylthio group.


MONODICTYPHENONE

A member of the class of benzophenones in which one phenyl group is substituted at positions 2 and 6 by hydroxy groups while the other is substituted at positions 2, 4, and 6 by hydroxy, methyl, and carboxy groups, respectively. First obtained from the fungal strain Monodictys putredinis, isolated from the inner tissue of a marine green alga, it was subsequently obtained from the fungus Aspergillus nidulans.


(Z)-5-oxohex-2-enedioic acid

An oxo dicarboxylic acid that is (Z)-2-hexenedioic acid in which the hydrogens at position 5 are substituted by an oxo group.


An oxo fatty acid that consists of (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid carrying a single oxo substituent at position 14.


2-hydroxy-6-oxohexa-2,4-dienoic acid

A muconic semialdehyde having a hydroxy substituent at the 2-position.


trans-fatty acid

A trans configuration in contrast to the cis, means that the adjacent two hydrogen atoms lie on opposite sides of the chain. As a result, they do not cause the chain to bend much, and their shape is similar to straight saturated fatty acids.


A hydroxypregnenolone carrying an alpha-hydroxy group at position 17.


A chloroalanine obtained by replacement of one of the methyl hydrogens of alanine by a chloro group.


ceftibuten

A third-generation cephalosporin antibiotic with a [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino substituent at the 7 position of the cephem skeleton. An orally-administered agent, ceftibuten is used as the dihydrate to treat urinary-tract and respiratory-tract infections.


A branched amino pentasaccharide comprising alpha-N-acetylneuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and  N-acetyl-alpha-D-galactosamine residues linked sequentially (2->3), (1->4) and (1->6), to the galactosamine residue of which is also linked (1->3) a beta-D-galactosyl residue.


A tetramethoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7 and 8 and an acetoxy group at position 4'.


PHELLIGRIDIMER A

A  macrocycle isolated from the fungus Phellinus igniarius and has been shown to exhibit antioxidant activity.


alpha-campholenaldehyde

An aldehyde that is acetaldehyde in which one of the methyl hydrogens is substituted by a 2,2,3-trimethylcyclopent-3-en-1-yl group. It is a constituent of the essential oil extracted from Angasomyrtus salina.


PHENYLALANINE METHYL ESTER

An alpha-amino acid ester that is the methyl ester of L-phenylalanine.


L-tetrahomomethionine

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


name: 3-hydroxy-2-naphthalenecarboxylic acid [2-(4-methyl-1-piperidinyl)-2-oxoethyl] ester


integracin B

A benzoate ester obtained by the formal condensation of the hydroxy group of 5-(8-hydroxyundecyl)benzene-1,3-diol with 4,6-dihydroxy benzoic acid which is also substituted by a 8-hydroxyundecyl group at position 2. It is isolated from Cytonaema sp. and has anti-HIV-1 activity.


name: 18-bromooctadeca-5,7,17-triynoic acid methyl ester


hydroxybenzophenone

Any benzophenone into which is substituted one or more hydroxy groups.


indoprofen

A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(1-oxo-1,3-dihydroisoindol-2-yl)phenyl group. Initially used as an anti-inflammatory and analgesic, it was withdrawn from the market due to causing severe gastrointestinal bleeding. It has been subsequently found to increase production of the survival motor neuron protein.


A member of the class of pteridines that is pteridine in which the hydrogens at positions 2 and 4 are replaced by amino groups, whilst that at position 6 is replaced by a carbaldehyde group.


name: 5-fluoro AB-PINACA N-(4-hydroxypentyl) metabolite


glycolic acid

A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated.


A non-proteinogenic L-alpha-amino acid obtained by formal condensation of the 3-oxo group of L-topaquinone with the amino group of 2-phenylethylamine.


2-hydroxyethyl methacrylate

An enoate ester that is the monomethacryloyl derivative of ethylene glycol.


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


N-heptanoylglycine

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


ochratoxin alpha

A member of the class of isocoumarins that is 1-oxo-3,4-dihydro-2-benzopyran-7-carboxylic acid carrying additional methyl, chloro and hydroxy substituents at positions 3, 5 and 8 respectively. A non-toxic metabolite of the mycotoxin ochratoxin A.


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


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


A member of the class of indoles obtained by dimerisation of 2-imino-3-(indol-3-yl)propanoic acid. An intermediate in the biosynthesis of violacein.


N,N-dihydroxy-L-isoleucine

An N,N-dihydroxy amino acid that is derived from L-isoleucine.


nitrooleic acid

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


(8Z,11Z)-icosadienoic acid

An icosadienoic acid in which the two double bonds have Z-geochemistry and are located at positions 8 and 11.


macrolide antibiotic

A macrocyclic lactone with a ring of twelve or more members which exhibits antibiotic activity.


A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2', 3 and 4. The precursor of 3',4'-dihydroxyaurone.


eflornithine

A fluoroamino acid that is ornithine substituted by a difluoromethyl group at position 2.


4-(5-ethyl-2-thienyl)-4-oxobutyric acid

A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and 5-ethyl-2-thienyl groups at position 4.


(S)-carisoprodol

The (S)-enantiomer of carisoprodol.


griseophenone D(1-)

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


A beta-D-Xylp-(1->4)-D-GlcpA in which the carbon bearing the anomeric hydroxy group has beta configuration.


GLUTARATE

An alpha,omega-dicarboxylic acid that is a linear five-carbon dicarboxylic acid.


sojagol

A member of the class of  coumestans that is  coumestan substituted by a hydroxy group at position 3 and a 2,2-dimethylpyran group across positions 9 and 10.


carisoprodol

A carbamate ester that is the mono-N-isopropyl derivative of meprobamate (which is a significant metabolite). Carisoprodol  interrupts neuronal communication within the reticular formation and spinal cord, resulting in sedation and alteration in pain perception. It is used as a muscle relaxant in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm.


myrsinoic acid C

A member of the class of chromanes that is 3,4-dihydro-2H-chromene substituted by a carboxy group at position 6, a hydroxy group at position 3, a methyl and a 4-methylpent-3-en-1-yl group at position 2 and a prenyl group at position 8 (the 2S,3S stereoisomer). Isolated from in Myrsine seguinii, it exhibits anti-inflammatory activity.


A sialotetraosylceramide consisting of the disialoganglioside GD1b with a lactone ring formed between the two NeuNac residues (between C-1 of the most terminal one and C-9 of the more proximal one).


The D-enantiomer of 4-hydroxyphenylglycine. A non-proteinogenic amino acid found in Herpetosiphon aurantiacus.


PAEONOSIDE DECAACETATE

A kaempferol O-glucoside that is the decaacetate ester derivative of paeonoside. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.


name: 23-(10-methyl)undecanoic acid demalonylazalomycin F4a ester


name: 13R-hydroxyplatencinic acid methyl ester


ethylzingerone

A methyl ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at positions 3 and 4 by ethoxy and hydroxy groups, respectively. It is a preservative with antimicrobial activity and a good safety profile that has been approved for use in cosmetics. It is structurally similar to zingerone, a phytochemical found in the root of the ginger plant Zingiber officinale.


cyclohexylacetic acid

A monocarboxylic acid consisting of cyclohexane carrying a carboxymethyl substituent.


methyl gamma-linolenate

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


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


nigerloxin

A member of the class of benzoic acids that is benzoic acid which is substituted at positions 2, 3, 4, 5, and 6 by carbamoyl, hydroxy, E)-prop-1-en-1-yl, methyl, and methoxy groups, respectively. Obtained from solid-state fermentation of Aspergillus niger CFR-W-105, it inhibits soy bean lipoxygenase-1 (LOX-1) and rat lens aldose reductase (RLAR). It also shows free radical scavenging activity.


2-hydroxy-3-methyl-2-butenoic acid

An alpha,beta-unsaturated monocarboxylic acid that is 3-methylbut-2-enoic acid in which the hydrogen at position 2 has been replaced by a hydroxy group.


(3S)-3-isopropenyl-6-oxoheptanoic acid

An optically active form of 3-isopropenyl-6-oxoheptanoic acid having (3S)-configuration.


(R)-3-sulfolactic acid

The (R)-enantiomer of 3-sulfolactic acid.


An alkylthiol that is 4-methylpentan-2-one substituted at position 4 by a mercapto group.


L-serine O-sulfate

A non-proteinogenic L-alpha-amino acid that is the O-sulfo derivative of L-serine.


name: 4-bromobenzoic acid [[amino(pyridin-4-yl)methylidene]amino] ester


name: 2-[[3-(1,3-benzodioxol-5-yl)-1-oxoprop-2-enyl]amino]acetic acid ethyl ester


kuraridinol

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2, 4, 2' and 4', a methoxy group at position 6' and a 5-hydroxy-5-methyl-2-(prop-1-en-2-yl)hexyl group at position 3 respectively.


oligomycin B

An oligomycin with formula C45H72O12 that is oligomycin A in which the spirocyclic ring bearing the 2-hydroxypropyl substituent has been substituted by an oxo group at the carbon which is directly attached to the spirocentre. It is a nonselective inhibitor of the mitochondrial F1F0 ATP synthase.


(R)-meptyldinocap

A 2,4-dinitro-6-(octan-2-yl)phenyl (E)-but-2-enoate that is the (R)-enantiomer of meptyldinocap.


7,8-dihydro-7,8-dihydroxykynurenic acid

The 7,8-dihydro-7,8-dihydroxy derivative of kynurenic acid.


6-acetamido-3-aminohexanoic acid

A member of the class of beta-amino acids that is the N(6)-acetyl derivative of 3,6-diaminohexanoic acid.


An organobromine compound consisting of cyclopropanecarboxylic acid having a 2,2-dibromovinyl group at the 3-position and two methyl groups at the 2-position.


hexadecenal

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


N-acylglycine 16:1

An N-acylglycine in which the acyl group contains 16 carbons and 1 double bond.


name: 4,5-epoxy-7z,10z,13z,16z,19z-docosapentaenoic acid, methyl ester


carboxyspermidine

An L-alpha-amino acid that is spermidine (1,5,10-triazadecane) carboxylated with S-configuration at the 2-position.


omega-6 fatty acid

A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the n-6 position, i.e., the sixth bond from the methyl end of the fatty acid.


ethyl N-benzoyl-L-tyrosinate

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


name: 2-methylbenzoic acid [(7,7-dioxo-5,6-dihydrothieno[2,3-b]thiopyran-4-ylidene)amino] ester


2-hydroxypalmityl palmitate

A palmitate ester resulting from the formal condensation of palmitic acid with 1,2-hexadecandiol.


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


N-myristoylglycine

An N-acylglycine in which the acyl group is specified as myristoyl (tetradecanoyl).


A deuterated compound that is is an isotopologue of glycine in which all five hydrogen atoms have been replaced by deuterium.


L-(S)-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 (1S)-1-(p-tolyl)ethylamine.


plitidepsin

A didemnin that is didemin B in which the hydroxy group of the 1-(2-hydroxypropanoyl)-L-prolinamide moiety has been oxidised to the corresponding ketone. It was originally isolated from the Mediterranean tunicate Aplidium albicans.


methyl 4-acetoxy-3-methoxycinnamate

A phenyl acetate obtained by the formal condensation of the carboxy group of acetic acid with the hydroxy group of methyl ferulate.


A deuterated compound that is phenylalanine in which the five aromatic hydrogens are replaced by deuterium.


18-oxooleic acid

A monounsaturated fatty acid that is oleic acid in which the terminal methyl group has been oxidised to the corresponding aldehyde.


An omega-hydroxy fatty acid ascaroside that is bhos#16 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: 3,4-dimethylbenzoic acid (6-methyl-3-pyridinyl) ester


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


alkyl caffeate ester

A cinnamate ester obtained by formal condensation of caffeic acid with any alkyl alcohol.


An amino acid ester that is the ethyl ester of cyclohex-3-ene-1-carboxylic acid in which the cyclohexane ring is substituted at positions 1 and 2 by phenyl and methylamino groups, respectively.


citric acid-d4

A deuterated compound that is citric acid in which the four methylene hydrogens are replaced by deuterium.


5-nitroanthranilic acid

An aminobenzoic acid in which the the amino group is ortho- to the carboxylic acid group, and which is substituted para- to the amino group by a nitro group.


docosahexaenoic acid

A docosahexaenoic acid having six cis-double bonds at positions 4, 7, 10, 13, 16 and 19.


A member of the class of pyrrolizines that is 2,3-dihydro-1H-pyrrolizine carrying an acryloyl substituent at position 5.


A non-proteinogenic amino-acid derivative that is norvaline (2-aminopentanoic acid) in which a hydrogen at position 3 is replaced by a hydroxy group.


An amino disaccharide consisting of 2-acetamido-beta-D-glucopyranose and beta-D-glucopyranuronic acid residues joined in sequence by a (1->4)-glycosidic bond.


CHALCONE

The trans-isomer of chalcone.


A epoxydocosatetraenoic acid obtained by formal epoxidation across the 16,17-double bond of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid.


geranylgeranyl acetate

An acetate ester obtained by the formal condensation of acetic acid with (E,E,E)-geranylgeraniol.


beta-guanidino-L-alanine

A L-alanine derivative in which one of the methyl hydrogens of L-alanine has been replaced by a guanidino group.


3-propylmalic acid

A dicarboxylic acid that is malic acid in which one of the hydrogens at position 3 is substituted by a propyl group.


BRARTEMICIN

A glycosyl glycoside derivative that consists of alpha,alpha-trehalose substituted at positions 6 and 6' by O-2,4-dihydroxy-6-methylbenzoyl groups. It is isolated from the culture broth of actinomycete, Nonomuraea, and has antitumor activity.


5-[(E)-caffeoyl]shikimic acid

A carboxylic ester obtained by formal condensation of the carboxy group of (E)-caffeic acid with the 5-hydroxy group of shikimic acid.


4,8-dimethylnonanoic acid

A medium-chain fatty acid, nonanoic acid with methyl branches at C-4 and C-8.


A decenal in which the C=C bond is located at the 8-9 position.


A hydroperoxyoctadecatrienoic acid that is (10E,12Z,14E)-octadecatrienoic acid carrying two hydroperoxy substituents at positions 9 and 16 (the 9S,16S-diastereomer).


FLUCICLOVINE

A member of the class of cyclobutanes that is cyclobutane which carries a carboxy, amino and fluoro groups at positions 1, 1 and 3, respectively (the 1r,3r-stereoisomer).


2,6-dimethylheptanoic acid

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


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 8-hydroxyoctanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


2-palmitoyloxypalmityl palmitate

A wax ester resulting from the formal condensation of both the hydroxy groups of  hexadecane-1,2-diol with two molecules of  palmitic acid.


arachidyl palmitate

A palmitate ester resulting from the formal condensation of the carboxy group of palmitic acid with the hydroxy group of icosan-1-ol.


ethyl 3-hexenoate

A fatty acid ethyl ester of 3-hexenoic acid.


A member of the class of quinoline N-oxides that is 3-hydroxy-2-methyl-1-oxo-1lambda(5)-quinolin-4-one carrying an additional (2E,6E)-farnesyl group at position 3.


2-hydroxyoctanedioic acid

A 2-hydroxydicarboxylic acid that is the 2-hydroxy derivative of suberic acid.


name: benzoic acid (2-oxo-2-thiophen-2-ylethyl) ester


name: 5-bromo-3-[[3-(3,3-dimethyl-1-piperidinyl)-1-oxopropyl]amino]-1H-indole-2-carboxylic acid ethyl ester


cathestatin A

A  dicarboxylic acid monoamide obtained by the formal condensation of the carboxylic group of oxirane-2,3-dicarboxylic acid with the amino group of N-(4-aminobutyl)-L-phenylalaninamide (the 2S,3S stereoisomer). An antibiotic isolated from the fermentation broth of Penicillium citrinum, it acts as a potent inhibitor of cysteine protease.


name: 4,4-Dimethyl-pentenoic acid methyl ester


mycocerosic acid

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


A member of the class of methylindoles that is 1-methylindole substituted at position 3 by a 3-(4-methylimidazol-5-yl)propanoyl group.


A hydroxy fatty aldehyde that is hexadecanal in which one of the hydrogens at position 2 has been replaced by a hydroxy group.


VALINOMYCIN

A twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains.


benzyl benzoate

A benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia.


chalcones

A ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution.


L-pentahomomethionine

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


novapikromycin

A macrolide antibiotic that is biosynthesised by Streptomyces venezuelae.


PHOSPHINOTHRICIN

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


2-aminomuconic acid

The 2-amino derivative of muconic acid.


name: 1-[2-[[(2,3-dihydro-1H-inden-5-ylamino)-oxomethyl]amino]-2-methyl-1-oxopropyl]-4-piperidinecarboxylic acid ethyl ester


droperidol

An organofluorine compound that is haloperidol in which the hydroxy group has been eliminated with the introduction of a double bond in the piperidine ring, and the 4-chlorophenyl group has been replaced by a benzimidazol-2-on-1-yl group. It is used in the management of chemotherapy-induced nausea and vomiting, and in conjunction with an opioid analgesic such as fentanyl to maintain the patient in a calm state of neuroleptanalgesia with indifference to surroundings but still able to cooperate with the surgeon.


3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oic acid with S configuration at C-24.


mesaconic acid

A dicarboxylic acid consisting of fumaric acid having a methyl substituent at the 2-position.


cyclic fatty acid

Any fatty acid containing anywhere in its structure a ring of atoms.


(Z)-hex-3-en-1-yl acetate

An acetate ester that results from the formal condensation of acetic acid with (Z)-hex-3-en-1-ol.


propyl benzoate

A benzoate ester obtained by condensation of benzoic acid and propanol. It has a balsamic odor reminescent of nuts with a sweet, fruity, nut-like taste.


A  steroid lactone that is a derivative of ergostanoid, isolated from the culture extract of Aspergillus ochraceus.


cholesteryl icosapentaenoate

A cholesterol ester in which the acyl group contains 20 carbons and 5 double bonds.


A member of the class of  chalcones that is  trans-chalcone substituted by hydroxy groups at positions 2', 4' and 6' respectively.


A monocarboxylic acid amide obtained by the formal condensation of the terminal amino group of 3-amino-L-alanine with the carboxy group of (2E)-4-methoxy-4-oxobut-2-enoic acid.


neopikromycin

A macrolide antibiotic that is an intermediate in the biosynthesis of pikromycin by Streptomyces venezuelae.


name: 3-[[2-(1-benzotriazolyl)-1-oxoethyl]amino]benzoic acid methyl ester


1'-deoxyabscisic acid

A monocarboxylic acid that is abscisic acid in which the tertiary hydroxy group is replaced by a hydrogen.


1,4-cyclohexanedicarboxylic acid

A dicarboxylic acid that is cyclohexane substituted by carboxy groups at positions 1 and 4.


valganciclovir

The L-valinyl ester of ganciclovir, into which it is rapidly converted by intestinal and hepatic esterases. It is a synthetic analogue of 2'-deoxyguanosine.


butyl octadecanoate

A fatty acid ester that is the butyl ester of  stearic acid.


lesinurad

A member of the class of triazoles that is [(3-bromo-1,2,4-triazol-5-yl)sulfanyl]acetic acid substituted at position 1 of the triazole ring by a 4-cyclopropylnaphthalen-1-yl group. Used for treatment of gout.


phenylpyruvic acid oxime

A ketoxime obtained by condensation of the keto group of phenylpyruvic acid with hydroxylamine.


name: 4-[[3-[[(4-nitrophenyl)-oxomethyl]amino]-1-oxopropyl]amino]benzoic acid ethyl ester


An  ergostanoid that is (5alpha)-ergosta-8,24(28)-diene substituted by a beta-hydroxy group at position 3 and an oxo group at position 7. It has been isolated from Aspergillus ochraceus.


pyrethrins

The active insecticidal constituents of Chrysanthemum cinerariifolium flowers.


A fatty acid ester obtained by formal condensation of the carboxy group of (9Z)-hexadecenoic acid with the hydroxy group of 12-hydroxyoctadecanoic acid.


UVARETIN

A member of the class of dihydrochalcones that is 1,3-diphenylpropan-1-one in which the phenyl group that is bonded to the carbonyl group is substituted by hydroxy groups at positions 2 and 4, an o-hydroxybenzyl group at position 3, and a methoxy group at position 6. A cytotoxic natural product found  particularly in Uvaria acuminata and Uvaria chamae.


(+)-jasplakinolide Z3

A depsipeptide isolated from Jaspis splendens.


3-nitroacrylic acid

An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is replaced by a nitro group.


(E)-16-octadecenoic acid methyl ester

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


methyl 4-acetoxy-3-methoxybenzoate

A benzoate ester that is methyl benzoate substituted by an acetoxy group at position 4 and a methoxy group at position 3 respectively.


N-acyl-L-alanine

An N-acyl-L-alpha-amino acid that is L-alanine in which a hydrogen attached to the nitrogen is replaced by an acyl group.


name: 2-hydroxy-4-methoxybenzoic acid (2-methyl-4-thiazolyl)methyl ester


carboxybiphenyl

Any member of the class of biphenyls that has one or more carboxy groups attached to the biphenyl skeleton.


19-(4-hydroxyphenyl)nonadecanoic acid

A monocarboxylic acid that is nonadecanoic acid in which one of the terminal methyl hydrogens is replaced by a 4-hydroxyphenyl group.


glutamic semialdehyde

An  aldehydic acid derived from the  formal reduction of one of the carboxy groups glutamic acid to a formyl group.


2-dehydro-3-deoxy-D-gluconic acid

The 2-dehydro-3-deoxy derivative of D-gluconic acid.


nonyl palmitate

A palmitate ester resulting from the formal condensation of the carboxy group of palmitic acid with the hydroxy group of nonan-1-ol.


benzyl nicotinate

A benzyl ester resulting from the formal condensation of the carboxy group of nicotinic acid with benzyl alcohol. It has been used as a rubefacient.


zearalenone hapten ZEo

A macrolide that is an immunizing hapten of the mycotoxin zearalenone which incorporates a carboxylated[(5-carboxypentyl)oxy]imino spacer arm through the carbonyl function at C-7.


2-hydroxy-3-oxoadipic acid

An oxo dicarboxylic acid comprising adipic acid having the oxo group at the 3-position as well as a hydroxy substituent at the 2-position.


A cyclo-L-tryptophan derivative having a farnesyl group attached at the 3a-position.


A butyric acid derivative having an (R)-hydroxy sbustituent at the 2-position and a hydroxymethylphosphinyl moiety at the 4-position.


tensyuic acid D

A tensyuic acid that is tensyuic acid B in which the non-conjugated carboxy group has been converted to the corresponding methyl ester. The (+)-isomer, isolated from Aspergillus niger FKI-2342.


1-O-caffeoylquinic acid

An alkyl caffeate ester obtained by the formal condensation of the carboxy group of trans-caffeic acid with the 1-hydroxy group of (-)-quinic acid.


ynone

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


OLIGOMYCIN

An oligomycin with formula C45H74011. An inhibitor of mitochondrial F1FO ATP synthase that induces apoptosis in a variety of cell types and exhibits antifungal, antitumour, and nematicidal activities, but its clinical application has been limited by poor solubility in water and other biocompatible solvents.


A serine derivative obtained by formal condensation of the carboxy group of any carboxylic acid with the thiol function of O-(pantetheine-4'-phosphoryl)serine.


N-hydroxy-L-pentahomomethionine

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


eprosartan

A member of the class of  imidazoles and  thiophenes  that is an angiotensin II receptor antagonist used for the treatment of high blood pressure.


A FAHFA (fatty acid ester of a hydroxy fatty acid) obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 9-hydroxyoctadecanoic acid (9-hydroxystearic acid).


acetophenones

A class or aromatic ketone consisting of acetophenone, PhC(=O)CH3, and its substituted derivatives.


gluconic acid derivative

A hexonic acid derivative that is formally obtained from gluconic acid.


shinorine

A mycosporine-like amino acid that is the ketimine resulting from the formal condensation of the amino group of L-serine with the keto group of (5S)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one and in which the hydrogen at position 3 of the cyclohexenone moiety has been replaced by the amino group of glycine. It is an active ingredient found in environmentally friendly sunscreen creams.


short-chain fatty acid

An aliphatic monocarboxylic acid with a chain length of less than C6. If any non-hydrocarbon substituent is present, the compound is not normally regarded as a short-chain fatty acid.


A 2-hydroxy-6-oxohexa-2,4-dienoic acid having (2E,4Z)-configuration.


name: 6-Oxabicyclo[3.1.0]hexane-2-undecanoic acid methyl ester


An optically active form of 7-hydroxytryptophan having L-configuration.


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


7-CHLOROKYNURENIC ACID

A quinolinemonocarboxylic acid that is quinaldic acid which is substituted by a hydroxy group at position 4 and by a chlorine at position 7. It is a potent NMDA glutamate receptor antagonist which antagonizes the strychnine-insensitive glycine site of the NMDA receptor. It also prevents neurodegeneration produced by quinolinic acid.


L-tyrosinal

An amino aldehyde that is L-tyrosine in which the carboxy group has undergone formal redution to give the corrresponding aldehyde


3-chlorobenzoic acid

A monochlorobenzoic acid carrying a chloro substituent at position 3.


spinosyn

A family of macrolide natural products produced by the soil microorganism Saccharopolyspora spinosa.


(+)-aplysinillin

An alklaoid obtained from the marine sponge Aplysinella.


3-methylflavone-8-carboxylic acid

A member of the class of flavones that is flavone substituted at position 3 by a methyl group and at position 8 by a carboxylic acid group.


A non-proteinogenic alpha-amino acid that is phenylalanine in which the phenyl ring is methylated at positions 2, 4 and 6.


cremeomycin

A diazo compound that is cyclohexa-1,3-diene substituted by carboxy, methoxy, diazo and oxo groups at positions 1, 4, 5, and 6, respectively. It is an natural product isolated from Streptomyces cremeus.


name: 4-chlorobenzoic acid [1-(2-thiazolyl)ethylideneamino] ester


name: 3-amino-4-chlorobenzoic acid [2-oxo-2-(1-pyrrolidinyl)ethyl] ester


D-dopa

The D-enantiomer of dopa.


2-hydroxyadipic acid

An adipic acid derivative having a 2-hydroxy substituent.


fumonisin

A family of toxins produced by several species of Fusarium moulds which occur mainly in maize.


saturated fatty ester C46H92O2

A fatty acid ester which is fully saturated and which contains a total of 46 carbon atoms.


methyl-branched fatty acid 18:0

Any saturated methyl-branched fatty acid containing 18 carbons and 0 double bonds.


RESORCINOL MONOACETATE

A member of the class of phenols that is resorcinol in which one of the phenolic hydroxy groups has been converted into its acetate ester. It has keratolytic properties and has been used for the treatment of acne.


L-homocitrulline

A L-lysine derivative that is L-lysine having a carbamoyl group at the N(6)-position. It is found in individuals with urea cycle disorders.


(4-chlorophenoxy)acetic acid

A chlorophenoxyacetic acid that is phenoxyacetic acid carrying a chloro substituent at position 4.


auxin a

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


A hydroxyimidazole that has an imidazole core with carboxymethyl, 1-aminoethyl, methyl and hydroxy groups at the 1-, 2-, 4- and 5-positions respectively (the S enantiomer).


An aldarolactone formed via intramolecular cyclocondensation of galactaric acid.


An enone that is 4E-heptene-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 7 and a phenyl group at position 1. Isolated from Alpinia officinarum, it exhibits antineoplastic activity.


PHENYL PROPIONIC ACID

A monocarboxylic acid that is propionic acid substituted at position 3 by a phenyl group.


Ro 41-5253

A thiochromane that is 3,4-dihydro-2H-1-benzothiopyran S,S-dioxide in which the hydrogens at position 4 are both replaced by methyl groups, the hydrogens at position 7 is replaced by a heptyloxy group, while the hydrogen at position 6 is replaced by a 1-phenylprop-1-en-2-yl group, the phenyl group of which is substituted at the para position by a carboxy group. It is a selective antagonist for retinoic acid receptor alpha.


N-acetyl-L-citrulline

The L-enantiomer of N-acetylcitrulline.


(R)-2-hydroxyadipic acid

An adipic acid derivative having a (2R)-hydroxy substituent.


name: 3-methoxy-4-(2-methoxy-3-methoxycarbonyl-1-naphthalenyl)-2-naphthalenecarboxylic acid methyl ester


candoxatril

The 2,3-dihydro-1H-inden-5-yl ester of the active enantiomer of candoxatrilat. Candoxatril is an orally active prodrug of candoxatrilat, a potent neutral endopeptidase (NEP, neprilysin) inhibitor used in the treatment of chronic heart failure.


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


alpha-methyltyrosine

An L-tyrosine derivative that consists of L-tyrosine bearing an additional methyl substituent at position 2. An inhibitor of the enzyme tyrosine 3-monooxygenase, and consequently of the synthesis of catecholamines. It is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma.


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


dimethachlor OXA

A monocarboxylic acid that is oxoacetic acid substituted by a (2,6-dimethylphenyl)(2-methoxyethyl)amino group at position 2.


aurothiomalic acid

A sulfur-containing carboxylic acid that is thiomalic acid in which the sulfur atom is linked to a gold atom.


surfactin D

A cyclodepsipeptide that is N-[(3R)-3-hydroxy-14-methylpentadecanoyl]-L-alpha-glutamyl-L-leucyl-D-leucyl-L-valyl-L-alpha-aspartyl-D-leucyl-L-leucine in which the C-terminal carboxy group has been lactonised by condensation with the alcoholic hydroxy group.


name: 2-[1-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-3-indolyl]acetic acid methyl ester


2-hydroxyglutaramic acid

A dicarboxylic acid monoamide that is 5-amino-5-oxopentanoic acid carrying a hydroxy group at position 2. It is a metabolite identified in human breast milk.


hydroxytryptophan

A hydroxy-amino acid that is tryptophan substituted by at least one hydroxy group at unspecified position.


epoxydocosatetraenoic acid

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


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


A cephem monocarboxylic acid derivative having a structure based on cephalosporanic acid, deacetoxylated and carrying a 7beta-amino group.


monounsaturated fatty acid

Any fatty acid with one double or triple bond in the fatty acid chain and singly bonded carbon atoms in the rest of the chain. MUFAs have positive effects on the cardiovascular system, and in diabetes treatment.


6-hydroxyferulic acid + 122 Da

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


prasugrel

A racemate comprising equal amounts of (R)- and (S)-prasugrel. Used (as its hydrochloride salt) to prevent blood clots in people with acute coronary syndrome who are undergoing a procedure after a recent heart attack or stroke, and in people with certain disorders of the heart or blood vessels.


An aromatic ketone in which the two substituents attached to the carbonyl group are 2-formamidophenyl and thiazol-2-yl.


name: 2-[3-(Formylamino)-2-hydroxybenzoylamino]-3-hydroxybutanoic acid methyl ester


PHENETHYL BENZOATE

A benzoate ester resulting from the formal condensation of the carboxy group of benzoic acid with the hydroxy group of  2-phenylethanol.


mono(5-carboxy-2-ethylpentyl) phthalate

A phthalic acid monoester resulting from the formal condensation of one of the carboxy gruops of phthalic acid with the hydroxy group of 5-(hydroxymethyl)heptanoic acid. It is a urinary metabolite of diethylhexyl phthalate.


Major species at pH 7.3


penotonium bromide

A carboxylic ester having diphenylacetic acid as the carboxylic acid component and a 2-(trialkylammonium)ethanol as the alcohol component.


name: 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid O4-ethyl ester O2-[(2-fluorophenyl)methyl] ester


hydratropic acid

A 2-arylpropionic acid carrying a phenyl group at position 2. It is a metabolite of alpha-methylstyrene (AMS), a volatile hydrocarbon.


thiophene oxide

A cyclic heterone that is thiophene carrying an oxo group at position 1.


N-acyl-D-amino acid

Any N-acyl-amino acid in which the amino acid moiety has D configuration.


SIAGOSIDE

A sialotetraosylceramide consisting of the disialoganglioside GM1 with a lactone ring formed between C-1 of the NeuNac residue and C-2 of the galactose residue proximal to the ceramide moiety.


jaspamide F

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


(3S)-3,6-diaminohexanoic acid

A chiral diamino acid consisting of hexanoic acid having amino substituents at the 3- and 6-positions and (S)-configuration.


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


amphotericin B

A macrolide antibiotic used to treat potentially life-threatening fungal infections.


heptadecenoic acid

Any C17 straight-chain monounsaturated fatty acid having one C=C double bond.


2-hexenoic acid

A hexenoic acid having its double bond at position 2.


phloretin

A member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 4, 2', 4' and 6'.


2-thienylacetic acid

A thiophene compound having a carboxymethyl group at the 2-position.


caryoynencin

A bacterial polyyne with four conjugated triple bonds. It is a natural product found in the carnation pathogenBurkholderia caryophylli with strong antibacterial activity.


A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2' and methoxy groups at positions 2, 3, 4, 6, 3', 4', 5' and 6'.


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


L-mannaric acid

The L-enantiomer of mannaric acid.


D-lactic acid

An optically active form of lactic acid having (R)-configuration.


etazolate

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


A macromolecule composed of repeating gamma-benzyl-L-glutamyl units.


cis-3-hexenyl isovalerate

A 3-hexenyl isovalerate in which the double bond adopts cis-configuration.


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


name: 2-chlorobenzoic acid [[amino-[2-methyl-5-(trifluoromethyl)-4-oxazolyl]methylidene]amino] ester


An oligosaccharide sulfate that is 2-acetamido-2-deoxy-6-O-sulfo-D-galactopyranose in which the hydroxy group at position 3 has been converted into the corresponding 2-O-sulfo-alpha-L-threo-hex-4-enopyranuronoxyl derivative.


L-alpha-aminobutyric acid

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


nitrosulindac

A carboxylic ester that is the 4-(nitrooxy)butyl ester of sulindac. A non-steroidal anti-inflammatory drug, which also has anticancer activity.


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


16-feruloyloxypalmitic acid

The O-feruloyl derivative of 16-hydroxyhexadecanoic acid.


A non-proteinogenic alpha-amino acid that is arginine carrying a methyl group at position 3. It is a rare amino acid produced by Pseudomonas syringae syringae, with a strong toxicity against Pseudomonas syringae glycinea, two soybean pathogens.


methyl-branched fatty acid 23:0

Any saturated methyl-branched fatty acid containing 23 carbons and 0 double bonds.


2-oxohex-3-enedioic acid

The oxo dicarboxylic acid that is hex-3-enedioic acid oxo-substituted at C-2; the stereochemistry of the C=C double bond is unspecified.


aminomalonic acid

An amino dicarboxylic acid that is  malonic acid in which one of the methylene hydrogens has been replaced by an amino group.


isoeugenol acetate

A  phenylpropanoid that is  the acetate ester of trans-isoeugenol.


(-)-marinopyrrole A

A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities.


A 26-oxo steroid resulting from the oxidation of one of the terminal methyl groups of cholesterol to the corresponding aldehyde.


MOLLICELLIN N

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


A non-proteinogenic alpha-amino acid that is homocysteine in which the thiol group carries an oxo, imino and butyl groups.


An oxoeicosadienoic acid that consists of 11Z,13E-oxoeicosadienoic acid with the oxo substituent located at position 15.


ANANOLIGNAN D

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


3-methoxybenzoic acid

A methoxybenzoic acid that is benzoic acid substituted by a methoxy group at position 3.


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 3-hydroxy-5-methylphenoxy group.


(25S)-cholestenoic acid

A cholestanoid that is (25S)-cholest-5-en-26-oic acid bearing a 3beta-hydroxy substituent.


nabumetone

A methyl ketone that is 2-butanone in which one of the methyl hydrogens at position 4 is replaced by a 6-methoxy-2-naphthyl group. A prodrug that is converted to the active metabolite, 6-methoxy-2-naphthylacetic acid, following oral administration. It is shown to have a slightly lower risk of gastrointestinal side effects than most other non-steroidal anti-inflammatory drugs.


name: 1,3-diphenyl-4-pyrazolecarboxylic acid [2-(4-methyl-3-nitrophenyl)-2-oxoethyl] ester


name: 1H-indole-3-carboxylic acid, 1-(2,3-dihydroxy-1,1-dimethylpropyl) methyl ester


tylactone

A 16-membererd macrolide that is the aglycone of the antibiotic 5-O-beta-D-mycaminosyltylactone.


abyssinone C

A chromenol that is 2,2-dimethyl-3,4-dihydro-2H-chromene-3,4,8-triol substituted by a 3-(2,4-dihydroxyphenyl)-3-oxoprop-1-en-1-yl moiety 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 beta-diketone that is dibenzoylmethane with hydroxy substituents at C-4 of one phenyl group and at C-2, -4 and -6 of the other.


(R)-mandelic acid

The (R)-enantiomer of mandelic acid.


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

A  ketoaldonic acid that is butyric acid carrying an oxo substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the S-enantiomer).


name: 4-[[6-methyl-2-(6-oxo-1-cyclohexa-2,4-dienylidene)-1H-pyrimidin-4-yl]amino]benzoic acid methyl ester


3-chloroacrylic acid

A chlorocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is substituted by chlorine.


gamithromycin

A macrolide antibiotic with formula C40H76N2O12. It is used for the treatment of of bovine respiratory disease caused by Mannheimia haemolytica, Pasteurella multocida, Histophilus somni and Mycoplasma bovis in beef and non-lactating dairy cattle. The compound is also licensed in Europe for the treatment of footrot in sheep caused by Dichelobacter nodosus and Fusobacterium nodosus.


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


N-acylhomoserine

An N-acyl-amino acid consisting of homoserine bearing an unspecified N-acyl substituent.


cyclosporin A metabolite M1A

A cyclosporin A derivative that is cyclosporin A in which the allylic methyl group of residue 1 [(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)oct-6-enoic acid] has been oxidised to the corresponding carboxylic acid.


name: 2-[(4-acetamidophenyl)sulfonylamino]acetic acid [7-(ethoxycarbonylamino)-2-oxo-1-benzopyran-4-yl]methyl ester


A sesquiterpenoid isolated from the leaves of Eremophila mitchellii.


A nitrosamine that has butyl and 4-carboxybutyl substituents. It is the principal metabolite of the bladder carcinogen N-butyl-N-(4-hydroxybutyl)nitrosamine (BHBN-4).


name: 4-[[[[2-(3-pyridinyl)-1-piperidinyl]amino]-sulfanylidenemethyl]amino]benzoic acid methyl ester


An omega-hydroxy fatty acid ascaroside that is oscr#38 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.


name: 2-[[2-furanyl(oxo)methyl]amino]-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid methyl ester


2-(2-methylthio)ethylmaleic acid

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


name: 4-amino-2-(phenacylthio)-5-pyrimidinecarboxylic acid ethyl ester


chlorobenzoic acid

Any member of the class of benzoic acids in which the benzene ring is substituted by at least one chloro group.


A glycopeptide obtained by formal condensation of the carboxy group of 6-O-butyrylated muramyl dipeptide with the hydroxy group of N-hydroxy-5-norbornene-2,3-dicarboxylmide.


heptenone

Any ketone that ia heptane substituted by an oxo group at unspecified position.


ISOVANILLIN

A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.


name: 2-[2-[[benzamido(sulfanylidene)methyl]amino]-4-thiazolyl]acetic acid ethyl ester


cis-5-caffeoyl-quinic acid

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


name: 8,10-dichloro-3,9-dimethoxy-1,4,7-trimethyl-6-oxo-2-benzo[b][1,4]benzodioxepincarboxylic acid methyl ester


reedsmycin C

A macrolide isolated from the reed rhizosphere soil-derived Streptomyces sp. CHQ-64.


name: 2-[4-chloro-2-[3-(4-methoxyphenyl)-4-oxo-1,2-dihydroquinazolin-2-yl]phenoxy]acetic acid methyl ester


A pyrrole carrying an acetyl substituent at the 2-position.


rauvomitine

A monoterpenoid indole alkaloid with formula C30H34N2O5.


propyl octadecanoate

An octadecanoate ester obtained by formal condensation between the carboxy group of octadecanoic (stearic) acid and the hydroxy group of propanol.


name: 5-chloro-2-methoxy-4-[[3-(4-methoxyphenyl)-1-oxoprop-2-enyl]amino]benzoic acid methyl ester


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


trans-cinnamyl methyl 2-tosylmalonate

A tosylmalonate ester in which the esterifying groups are methyl and trans-cinnamyl.


9-oxononanoic acid

A medium-chain oxo-fatty acid that is the 9-oxo derivative of nonanoic acid.


(2Z,4E)-2-aminomuconic acid

A 2-aminomuconic acid in which the two double bonds adopt a 2Z,4E-configuration.


BENALAXYL

A racemate comprising equal amounts of (R)- and (S)-benalaxyl.


(2R,3S)-cis-coutaric acid

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


A 17beta-hydroxy steroid that is 17beta-estradiol in which the 3-hydroxy group carries a carboxymethyl substituent.


O-acetylhomoserine

An alpha-amino acid that is homoserine in which the alcoholic hydroxy group has been converted to the corresponding acetate.


PHTHALIC ANHYDRIDE

The cyclic dicarboxylic anhydride that is the anhydride of phthalic acid.


DIETHYL PYROCARBONATE

The diethyl ester of dicarbonic acid.


name: 3-[[(3-acetylanilino)-oxomethyl]amino]-2-thiophenecarboxylic acid methyl ester


3-(2,5-dimethoxyphenyl)propanoic acid

A monocarboxylic acid that is 3-phenylpropionic acid in which the hydrogens at positions 2 and 5 of the phenyl ring are replaced by methoxy groups.


BROMOCHLOROACETIC ACID

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by bromine while a second is replaced by chlorine. A low-melting (27.5-31.5degreeC), hygroscopic crystalline solid, it can be formed during the disinfection (by chlorination) of water that contains bromide ions and organic matter, so can occur in drinking water as a byproduct of the disinfection process.


name: 2-(8-quinolinylthio)acetic acid phenacyl ester


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


9-anthroic acid

An anthroic acid carrying the carboxy substituent at position 9.


A 2-ethyl-2-hexenal in which the double bond adopts a trans-configuration.


name: 2-[[1-(4-chlorophenyl)-2,5-dioxo-3-pyrrolidinyl]-methylamino]acetic acid methyl ester


SYRINGATE

A benzoate ester obtained by the formal condensation of carboxy group of  syringic acid with methanol.


cefpodoxime

A third-generation cephalosporin antibiotic with methoxymethyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamino substituents at positions 3 and 7, respectively, of the cephem skeleton. Given by mouth as its proxetil ester prodrug, it is used to treat acute otitis media, pharyngitis, and sinusitis.


ketone body

A carbonyl compound produced as a water-soluble byproduct when fatty acids are broken down for energy in the liver. There are three endogenous ketone bodies: acetone, acetoacetic acid, and (R)-3-hydroxybutyric acid; others may be produced as a result of the metabolism of synthetic triglycerides.


oxybenzone

A hydroxybenzophenone that is benzophenone which is substituted at the 2- and 4-positions of one of the benzene rings by hydroxy and methoxy groups respectively.


A C-glycosyl compound that is isoorientin in which the hydroxyl hydrogen at position 7 is replaced by a 6-sinapoylglucosyl residue.


5-hydroxypyrrole-2-carboxylic acid

A pyrrolecarboxylic acid having the carboxy group at the 2-position as well as a hydroxy group at the 5-position.


bis(4-chlorophenyl)acetic acid

A organochlorine compound comprising acetic acid having two 4-chlorophenyl substituents attached at the 2-position.


A macrolide antibiotic that is 20-oxotylactone having a 5-O-beta-D-mycaminosyl residue attached at position 6.


ABYSSINONE VI

A member of the class of chalcones that is isolated from the stem of Erythrina abyssinica.


(R)-4-dehydropantoic acid

The 4-dehydro derivative of (R)-pantoic acid.


oxa fatty acid

Any fatty acid in which oxygen replaces carbon as the divalent group -O- for the group -CH2.


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


fluthiacet-methyl

A methyl ester resulting from the formal condensation of the carboxy group of fluthiacet with methanol. A proherbicide for fluthiacet, it is used for the control of broad-leaved weeds in crops such as maize and soya.


vaccihein A

A benzoate ester that is methyl (2,4-dihydroxyphenyl)acetate attached to a (4-hydroxy-3,5-dimethoxybenzoyl)oxy group. Isolated from Vaccinium ashei, it exhibits antioxidant activity.


sinapic acid (S)-malate ester

The 4-O-(S)-malate derivative of sinapic acid.


(R)-indole-3-lactic acid

A propanoic acid derivative having an (R)-hydroxy substituent at the 2-position and a 1H-indol-3-yl group at the 3-position.


A dicarboxylic acid comprising 8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene having carboxy groups placed at the 3- and 5-positions.


(2R)-dihomocitric acid

A chiral tricarboxylic acid in which a central carbon carries hydroxy, carboxy, carboxymethyl and 3-carboxypropyl substituents with R-configuration at the chiral centre.


KEMPOPEPTIN A

A 19-membered cyclodepsipeptide isolated from Floridian marine cyanobacterium Lyngbya sp. It exhibits inhibitory activity towards the enzymes elastase and chymotrypsin.


name: 4-fluorobenzoic acid [1-(2-thiazolyl)ethylideneamino] ester


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


chloroprocaine

Procaine in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine. It is used as its monohydrochloride salt as a local anaesthetic, particularly for oral surgery. It has the advantage over lidocaine of constricting blood vessels, so reducing bleeding.


An undecenal in which the C=C bond is located at the 2-3 position.


glyoxylate ester

An ester of glyoxylic acid.


finafloxacin

A quinolone that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted at positions 1, 6, 7 and 8 by cyclopropyl, fluoro, hexahydropyrrolo[3,4-b][1,4]oxazin-6-yl and cyano groups respectively; an antibiotic used for treatment of acute otitis externa (swimmer's ear) caused by the bacteria Pseudomonas aeruginosa and Staphylococcus aureus.


L-o-tyrosine

A 2-hydroxyphenylalanine that has L-configuration.


PROPHAM

A carbamate ester that is the isopropyl ester of phenylcarbamic acid. It is a selective herbicide used for the control of annual grasses and some broad-leaf weeds and is also a growth regulator for control of sprouting in stored potatoes.


trimethacarb

A reaction product comprising from 3.5 to 5 parts by mass of 3,4,5-trimethylphenyl methylcarbamate [CHEBI:38894] to 1 part by mass of 2,3,5-trimethylphenyl methylcarbamate [CHEBI:38893].


alachlor OXA

An oxo monocarboxylic acid that is oxoacetic acid substituted by a (2,6-diethylphenyl)(methoxymethyl)amino group at position 2. It is a metabolite of the herbicide alachlor.


name: 2-[[2-methyl-5-(3-methyl-4-oxo-1-phthalazinyl)phenyl]sulfonylamino]acetic acid ethyl ester


3,5-dibromo-4-hydroxyphenylpyruvic acid

A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 3,5-dibromo-4-hydroxyphenyl group.


N-hydroxytyrosine

An L-tyrosine derivative obtained by replacement of one of the amino hydrogen by a hydroxy group.


PTEROLINUS F

A  benzoate ester that is methyl 2,5-dihydroxybenzoate substituted by a prop-2-en-1-yl group at position 4 which in turn is substituted by a 3-hydroxy-4-methoxyphenyl substituent at position 1. It has been isolated from Pterocarpus santalinus.


A carboxamide resulting from the formal condensation of the carboxy group of 5,5-dimethyl-8-(quinolin-3-yl)-5,6-dihydronaphthalene-2-carboxylic acid with the amino group of p-aminobenzoic acid. It is a neutral retinoic acid receptor (RAR) alpha-selective antagonist (Ki = 2.5 nM). It displays no significant effect on nuclear receptor corepressor (NCoR) binding; moderately decreases SMRT binding to RAR. It antagonizes agonist-induced coactivator (CoA) recruitment.


3-(3-methylthio)propylmalic acid

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


5-methoxyindole-2-carboxylic acid

An indolecarboxylic acid that is indole-2-carboxylic acid carrying an additional methoxy substituent at position 5.


A nitrile that is L-glutamine in which one of the hydrogens attached to the amide nitrogen is replaced by a 2-cyanoethyl group.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-15-hydroxypentadec-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


An enal that is 3-methylbut-2-enal carrying a hydroxy substituent at position 4 (the Z-geoisomer.


2,3-dihydroxydodecanoic acid

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


name: 4-(4-buta-2,3-dienyloxy-benzyloxy)-benzoic acid methyl ester


esmolol

A racemate comprising equimolar amounts of (R)- and (S)-esmolol. A cardioselective and short-acting beta1 receptor blocker with rapid onset but lacking intrinsic sympathomimetic and membrane-stabilising properties, it is used as the hydrochloride salt in the management of supraventricular arrhythmias, and for the control of hypertension and tachycardia during surgery. While the S enantiomer possesses all of the heart rate control, both enantiomers contribute to lowering blood pressure.


lactic acid

A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.


3-oxopimelic acid

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


streptothricin F

A streptothricin in which the peptide side-chain consists of a single unit of beta-lysine.


A diketone that is bornane bearing two oxo substituents at positions 2 and 6.


A hydroxy ketone ascaroside obtained by formal condensation of the hydroxy group of (5R)-5-hydroxyhexan-2-one with ascarylopyranose (the alpha anomer). It is a major component of the dauer pheromone, used by the nematode Caenorhabditis elegans as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause, and also synergises with ascr#3, ascr#4, and ascr#8 in male attraction.


2-amino-4-oxopentanoic acid

A derivative of valeric acid having amino and oxo substituents at the 2- and 4-positions respectively.


A epsilon-lactone that is  hexano-6-lactone substituted by a methyl group at position 3.


erythromycin

Any of several wide-spectrum macrolide antibiotics obtained from actinomycete Saccharopolyspora erythraea (formerly known as Streptomyces erythraeus).


1-methylester malic acid

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


enoate ester

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


An N-acyl-gamma-aminobutyric acid resulting from the formal condensation of the amino group of gamma-aminobutyric acid with the carboxy group of (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoic acid.


METHYL PROTOCATECHUATE

A methyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with methanol.


fatty acid 20:5

Any polyunsaturated fatty acid containing 20 carbons and 5 double bonds.


A hexonic acid derivative that is (2Z,4S,5R)-4,5,6-trihydroxyhex-2-enoic acid substituted at position 2 by an amino group.


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


name: Deoxycommendamide (putative) or in source fragment-H2O observed in AGP sample


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


cyanoacetic acid

A monocarboxylic acid that consists of acetic acid bearing a cyano substituent.


An omega-hydroxy fatty acid ascaroside that is oscr#36 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.


3-O-sinapoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 3-hydroxy group of (-)-quinic acid.


A methyl ketone that is nonane in which the methylene hydrogens at position 2 are replaced by an oxo group.


9-hydroperoxy-10E-octadecenoic acid

A hydroperoxy fatty acid that is 9-hydroperoxy derivative of (10E)-octadecenoic acid.


A phthalic acid monoester obtained by formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of 7-hydroxy-2,6-dimethylheptanoic acid.


metacycline

A tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6.


monochloromuconic acid

Any chloromuconic acid substituted by a single chloro substituent at unspecified position.


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

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


ZEARALENONE

A macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species.


A hydroxy monocarboxylic acid that is ibuprofen in which the methine proton on the isobutyl group has been replaced by a hydroxy group.


glucoheptonic acid

A carbohydrate acid that is heptanoic acid substituted by hydroxy groups at C-2, C-3, C-4, C-5, C-6, and C-7.


3,4,5-TRIMETHOXYBENZOIC ACID

A benzoic acid derivative carrying 3-, 4- and 5-methoxy substituents.


name: 2-[(2,6-dichlorophenyl)sulfonylamino]-3-methylbutanoic acid [2-(1H-indol-3-yl)-2-oxoethyl] ester


WITHALONGOLIDE E

A withanolide that is 5,6:22,26-diepoxyergost-24-ene substituted by hydroxy groups at positions 4, 11 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.


sinapic acid

A monohydroxycinnamic acid that is cinnamic acid in which the phenyl hydrogens at positions 3, 4, and 5 are replaced by methoxy, hydroxy, and methoxy groups, respectively.


A  4-oxo monocarboxylic acid that is a synthetic musk fragrance and hydrophobic hapten with an indane core.


A member of the class of chalcones that is trans-chalcone hydroxylated at C-2' and C-4.


beta-hydroxy ketone

A ketone containing a hydroxy group on the beta-carbon relative to the C=O group.


name: 3-[[2-[1,3-benzodioxol-5-yl(ethyl)amino]-1-oxoethyl]amino]-5-chloro-1H-indole-2-carboxylic acid methyl ester


clionastatin A

An androstanoid  that is androsta-3,5,8,16-tetraene substituted by chloro groups at positions 1, 12 and 19 and oxo groups at positions 7 and 15 (the 1beta,2alpha stereoisomer). It is isolated from burrowing sponge Cliona nigricans and exhibits cytotoxic efficacy.


antimycin A9

A benzamide obtained by formal condensation of the carboxy group of 3-formamido-2-hydroxybenzoic acid with the amino group of 3-amino-8-butyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl phenylacetate. It is a microbial metabolite isolated from Streptomyces.


aza fatty acid

Any  nitrogen-containing fatty acid that is a fatty acid in which nitrogen replaces carbon as the divalent group -NH for the group -CH2 or a single trivalent N atom for the group -CH.


2,3-diketogulonic acid

A carbohydrate acid formally derived from gulonic acid by oxidation of the -OH groups at positions 2 and 3 to keto groups.


malonylapiin

A glycosyloxyflavone that is the 6''-malanoate ester of apiin.


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

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


allaric acid

A hexaric acid resulting from formal oxidative ring cleavage of allose.


fatty acid 14:4

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


D-LEUCINE

The D-enantiomer of leucine.


An S-(5-deoxy-D-ribos-5-yl)-L-homocysteine in which the anomeric centre has beta-configuration.


isoamyl isobutyrate

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


5-ureidoimidazole-4-carboxylic acid

An imidazole-4-carboxylic acid compound having a ureido substituent at the 5-position.


lanosteryl palmitate

A lanosterol ester obtained by formal condensation of the 3-hydroxy group of lanosterol with the carboxy group of hexadecanoic (palmitic) acid.


flomoxef

A second-generation oxacephem antibiotic in which the oxazine ring is substituted at C-3 with a hydroxyethyl-substituted tetrazolylthiomethyl group and the azetidinone ring carries 7alpha-methoxy and 7beta-{2-[(difluoromethyl)thiomethyl]acetamido} substituents.


primary alpha-hydroxy ketone

An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a -CH2 (methylene) group.


A member of the class of naphthaldehydes that is naphthalene-1-carbaldehyde substituted by a hydroxy group at position 2. Active core of sirtinol (CHEBI:73158).


3-(1H-imidazol-1-yl)propanoic acid

An imidazolyl carboxylic acid that is propanoic acid in which one of the methyl hydrogens is substituted by an imidazol-1-yl group. It is a metabolite of histidine found in human urine and faeces.


pyranopyran

Any organic heterobicyclic compound containing two ortho-fused pyran rings.


carbonyl compound

Any compound containing the carbonyl group, C=O. The term is commonly used in the restricted sense of aldehydes and ketones, although it actually includes carboxylic acids and derivatives.


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-dimethoxybenzoyl)-beta-D-xylopyranosyl]-alpha-L-arabinopyranosyl residue at position 16 via a glycosidic linkage. Isolated from Ornithogalum thyrsoides and Galtonia candicans, it exhibits antineoplastic activity.


chloro fatty acid

Any halo fatty acid containing at least one chloro substituent.


The D-enantiomer of 2-methylserine.


A lysine derivative that is lysine in which one of the hydrogens attached to N(6) is substituted by a methyl group.


IPOMOTAOSIDE A

A  resin glycoside that is the  tetrasaccharide derivative of jalapinolic acid. Isolated from Ipomoea batatas, it exhibits inhibitory activity against COX-1 and COX-2.


name: 2-hydroxybenzoic acid [2-(2-ethoxyanilino)-2-oxo-1-phenylethyl] ester


A 3beta-sterol that consists of 4beta-methylzymosterol in which the 4alpha-hydrogen is replaced by a formyl group.


D-o-tyrosine

A 2-hydroxyphenylalanine that has D-configuration.


2-oxosuberic acid

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


reedsmycin A

A macrolide isolated from the reed rhizosphere soil-derived Streptomyces sp. CHQ-64.


name: 2-(4-ethylphenoxy)acetic acid (4-nitrophenyl) ester


N-formyl-L-methionine

A L-methionine derivative in which one of the hydrogens attached to the nitrogen is replaced by a formyl group.


An omega-aminoaldehyde that is pentanal which is substituted at position 5 by an amino group. It is an intermediate in the biosynthesis of L-lysine derived alkaloids.


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


name: 2,6-dimethoxybenzoic acid [[amino(pyridin-4-yl)methylidene]amino] ester


N-acetylmethionine sulfone

An N-acyl-L-alpha-amino acid that is N-acetylmethionine where the sulfur is oxidised to the corresponding sulfone.


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


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


4-acetoxy benzoic acid

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


A glycine derivative whose structure comprises a glycine core carrying a N-(3,5-dimethylphenyl) substituent.


ARISTOLOCHIC ACID C

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, and by a nitro group at position 10.


A quinolone that is 4,6,7,8-tetrahydroquinolin-5(1H)-one substituted by methyl, (2-methoxyethoxy)carbonyl, 2-fluorophenyl and 4-chlorophenyl groups at positions 2, 3, 4 and 7, respectively (the 4S,7S-stereoisomer). It is an inhibitor of voltage-dependent anion channel 3 (VDAC3) and a ferroptosis inducer.


A cholesterol ester in which the acyl group contains 20 carbons in total and 1 double bond.


2-oxopimelic acid

An oxo dicarboxylic acid that is pimelic acid carrying a single oxo substituent at position 2.


cyanoacetate ester

An ester of cyanoacetic acid.


name: 2-[(3-methyl-6-oxo-7,8,9,10-tetrahydrobenzo[c][1]benzopyran-1-yl)oxy]acetic acid propan-2-yl ester


6-(carboxymethoxy)hexanoic acid

A dicarboxylic acid that is hexanoic acid substituted by a carboxymethoxy group at position 6.


A member of the class of benzoic acids that is benzoic acid substituted by a formyl group at position 3, a hydroxy group at position 5 and a 2,6-dihydroxybenzoyl group at position 4. Isolated from Penicillium purpurogenum, it exhibits antiviral activity.


fatty acid methyl ester

A fatty acid ester that is the carboxylic ester obtained by the formal condensation of a fatty acid with methanol.


DIBENZOYLMETHANE

A beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and anticancer effects.


enal

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


A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (2E)-10-hydroxydec-2-enoic acid. It is a metabolite of the nematode Caenorhabditis elegans.


TARTARIC ACID

The D-enantiomer of tartaric acid.


delta-amino acid

A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position delta to the carboxy group.


GLOBOSUMONE B

A benzoate ester obtained by the formal condensation of o-orsellinic acid with (4S)-1,4-dihydroxypentan-2-one. Isolated from Chaetomium globosum, it exhibits cytotoxic activity towards cancer cell lines.


D-ornithine

The D-enantiomer of ornithine. It is an intermediate metabolite produced in the urea cycle.


keto-meromycolic acid

A mycolic acid produced by Mycobacterium tuberculosis, the structure of which is tetracosanoic acid substituted at the alpha-carbon by a C55 chain which incorporates a hydroxy group at C-1, a cyclopropyl ring fused onto the C-16-C-17 bond, an oxo group at C-35 and a methyl group at C-36.


4-acetoxy benzaldehyde

An acetate ester that is phenyl acetate substituted by a formyl group at position 4.


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


bis(dimethylamino)phospho-L-tyrosine

An L-tyrosine derivative that is L-tyrosine in which the phenolic hydroxy group is substituted by a [bis(dimethylamino)phosphoryl]oxy group.


O-acyltropine

Tropine substituted at oxygen by an acyl group.


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

A ketoaldonic acid that is butyric acid carrying an oxo substituent at position 3 as well as two hydroxy substituents at positions 2 and 4 (the S-enantiomer).


DRUMMONDIN E

A member of the class of resorcinols that is a derivative of filicinic acid. Isolated from the stems and leaves of Hypericum drummondii, it exhibits antibacterial activity against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis and the acid fast bacterium Mycobacterium smegmatis.


3-methylcinnamic acid

A cinnamic acid having a methyl substituent at the 3-position on the phenyl ring.


(10E)-octadecenoic acid

An octadecenoic acid with a trans-double bond at position C-10.


bromoketone

A ketone containing a bromo substituent.


petroselinic acid

The cis-isomer of octadec-6-enoic acid, a long-chain fatty acid.


scillirosidin

A steroid lactone that is bufanolide bearing hydroxy substituents at the 3beta-, 8- and 14beta-positions, a 6beta-acetoxy group and an aromatised pyrone in place of the tetrahydropyrone moiety at the 17-position.


perfluorododecanoic acid

A fluoroalkanoic acid that is dodecanoic acid in which all of the hydrogens attached to carbon atoms are replaced by fluorines. It is a highly persistent, bioaccumulative breakdown product of stain- and grease-proof coatings on food packaging, soft furnishings and carpets.


The R stereoisomer of (E)-4-hydroxynon-2-enal.


fatty acid 18:3

Any trienoic fatty acid containing 18 carbons.


carbimazole

A member of the class of imidazoles that is methimazole in which the nitrogen bearing a hydrogen is converted into its ethoxycarbonyl derivative. A prodrug for methimazol, carbimazole is used for the treatment of hyperthyroidism.


tetradecanedioic acid

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


name: 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid [2-[4-[2-furanyl(oxo)methyl]-1-piperazinyl]-2-oxoethyl] ester


N-acetyl-L-valine

An L-valine derivative in which one of the amino hydrogens of L-valine has been replaced by an acetyl group.


N-acetyl-L-methionine

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


name: (R)-3-(3'-acetyl-2',6'-dihydroxy-5'-methylphenyl)-2-methylpropionic acid methyl ester


cis-trihomoaconitic acid

A tricarboxylic acid that consists of hex-1-ene having three carboxy groups located at positions 1, 2 and 6 (the Z-geoisomer).


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


curcumin 4'-O-beta-D-gentiotetraside

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


dodecatrienoic acid

Any trienoic fatty acid having twelve carbons.


A biladiene that is the 5-oxo derivative of delta-bilirubin (more correctly known as 10-oxo-delta-bilirubin; see comment).


A guaiacyl lignin that is ferulic acid in which the phenolic hydrogen is replaced by a sulfoguaiacylglycerol group. It is found in Arabidopsis thaliana.


3-(3,4-dimethoxyphenyl)propanoic acid

A monocarboxylic acid that is propanoic acid substituted by a 3,4-dimethoxyphenyl group at position 3.


asparagine

An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group.


3-coumaric acid

A monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring.


(4-nitrophenyl)acetic acid

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


cellobionic acid

A disaccharide consisting beta-D-glucosyl and D-gluconic acid residues joined by a (1->4)-linkage.


name: 3-methylbenzoic acid [1-(4-methyl-2-phenyl-5-thiazolyl)ethylideneamino] ester


An  enynal  that is nonenal with a double bond at position 2 and triple bonds at positions 4, 6, and 8.


D-citramalic acid

The D-enantiomer of citramalic acid.


ENNIATIN B

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


(methylthio)acetic acid

A sulfur-containing carboxylic consisting of thioglycolic acid carrying an S-methyl substituent.


undecenal

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


A member of the class of benzaldehydes carrying a diethylamino substituent at position 4.


4-NITROBENZOIC ACID

A nitrobenzoic acid having the nitro group at the 4-position.


m-toluic acid

A methylbenzoic acid carrying a methyl substituent at position 3.


2-hydroxyisobutyric acid

A 2-hydroxy monocarboxylic acid that is isobutyric acid bearing a hydroxy substituent at position 2. It is a metabolite of  methyl tertiary-butyl ether.


monoisodecyl phthalate

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


A member of the class of isocoumarins that is isocoumarin substituted by chloro groups at positions 3 and 4. It is a serine protease inhibitor.


4-nitrophenyl phthalimidoacetate

A carboxylic ester obtained by formal condensation of the carboxy group of phthalimidoacetic acid with the phenolic hydroxy group of 4-nitrophenol.


CHAULMOOGRIC ACID

The (S)-enantiomer of chaulmoogric acid.


name: 16,18-dibromo-(15E,17Z)-octadeca-15,17-diene-5,7-diynoic acid methyl ester


2-ethylhexyl acetate

An acetate ester that is hexyl acetate substituted by an ethyl group at position 2.


3-(p-nitrophenyl)propanoic acid

A monocarboxylic acid that is 3-phenylpropionic acid in which the hydrogen at the para position of the phennyl group has been replaced by a nitro group.


isobutyl decanoate

A decanoate ester obtained by the formal condensation of the carboxy group of decanoc acid (capric acid) with the alcoholic hydroxy group of isobutanol.


cinnamyl acetate

An acetate ester resulting from the formal condensation of cinnamyl alcohol with acetic acid. Found in cinnamon leaf oil.


name: 4-[(3-methyl-2-butenyl)oxy]-6-methoxy-5-methyl-7-phthalidecarboxylic acid methyl ester


aldaric acid

Dicarboxylic acids formed from aldoses by replacement of both terminal groups (CHO and CH2OH) by carboxy groups.


glomosporin

A cyclodepsipeptide consisting of a 3,4-dihydroxy-4-methylhexadecanoyl group attached to the amino terminus of the linear heptapeptide Ser-D-Ala-Asp-Asn-Asn-Ser-D-allo-Thr which is cyclised head-to-tail via the 3-hydroxy group on the hexadecanoyl chain. It is an antifungal drug isolated from  the barley solid culture of the fungus Glomospora sp.


ketopregnane

Any oxo steroid (or derivative) based on a pregnane skeleton.


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


ethyl heptanoate

The fatty acid ethyl ester of heptanoic acid.


meso-lanthionine

The meso-isomer of lanthionine. It is a key constituent of bacterial peptidoglycan type A51 and A3delta.


fatty acid ester

A carboxylic ester in which the carboxylic acid component can be any fatty acid.


BETA-AMINOBUTYRIC ACID

A beta-amino acid that is butyric acid which is substituted by an amino group at position 3.


phlorizin

An aryl beta-D-glucoside that is  phloretin attached to a  beta-D-glucopyranosyl residue at position 2' via a glycosidic linkage.


cyclohexadienecarboxylic acid

Any cyclohexadiene substituted by a carboxylic group at unspecified position.


PURPURQUINONE B

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


An oligsaccharide sulfate that is 2-acetamido-2-deoxy-4-O-sulfo-beta-D-galactopyranose in which the hydroxy group at position 3 has been converted into the corresponding alpha-L-threo-hex-4-enopyranosidurosyl derivative.


gulonic acid

A hexonic acid formed by oxidising the aldehyde group of gulose to a carboxylic acid group.


methyl laurate

A fatty acid methyl ester of lauric acid.


A 2-methylbutanal that has S configuration.


name: 3-[[2-[4-[2-furanyl(oxo)methyl]-1-piperazinyl]-1-oxoethyl]amino]-6-methyl-1H-indole-2-carboxylic acid methyl ester


m-methylhippuric acid

An N-acylglycine that is the 3-methyl derivative of hippuric acid.


naphthylacetic acid

A monocarboxylic acid that is naphthalene substituted by a carboxymethyl group at any position.


hexan-2-yl benzoate

Hexan-2-yl ester of benzoate.


coumestrol diacetate

A member of the class of  coumestans that is the diacetate ester derivative of coumestrol.


A carboxylic ester that is the ethyl ester of fluorescein in its ring-opened acid form and substituted on one of the oxygen functions of the xanthene nucleus by a carboxymethyl group.


cholesteryl tetracosadienoate

A  cholesterol ester obtained by the formal condensation of  cholesterol with tetracosadienoic acid (the position of the two double bonds is unspecified).


A non-proteinogenic L-alpha-amino acid that is L-tryptophan in which the hydrogen at position 6 on the indole ring has been replaced by a chlorine.


bromoamino acid

An amino acid containing at least one bromo substituent.


A trihydroxyflavone that is the 4'''-O-sinapoyl derivative of isoscoparin 2''-O-arabinoside.


A gluconolactone derived form  D-gluconic acid.


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

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


octadecanoid

Unsaturated C18 fatty acids and skeletally related compounds.


COSTATOLIDE

An organic heterotetracyclic compound that is 11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one substituted by a hydroxy group at position 12, methyl groups at positions 6, 6, 10 and 11 and a propyl group at position 4 (the 10S,11R,12S stereoisomer). Isolated from Calophyllum lanigerum var austrocoriaceum and Calophyllum brasiliense, it exhibits potent activity against HIV-1 reverse transcriptase.


A (10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid which has S-configuration at the chiral centre.


indole-3-carboxylic acid

An indole-3-carboxylic acid carrying a carboxy group at position 3.


name: 2-[3-(3,4-dimethoxyphenyl)-2,4-dioxo-1-quinazolinyl]acetic acid (phenylmethyl) ester


2,5-bis(trifluoromethyl)benzoic acid

A benzoic acid carrying trifluoromethyl substituents at the 2- and 5-positions.