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


A diarylheptanoid that is (6E)-6-heptene substituted by an acetoxy group at position 3, a 3,4-dihydroxyphenyl group at position 1 and a 4-hydroxyphenyl group at position 7 (the 3R-stereoisomer). It has been isolated from the rhizomes of Curcuma kwangsiensis.


name: (+)-3,4-Anhydroshikimic acid methyl este


depsidones

Any  organic heteropolycyclic compound based on a tricyclic diphenyl ether lactone system and its substituted derivatives thereof.


name: D-Alanine, N-propargyloxycarbonyl-, propargyl ester


methyl arachidonate

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


An N-substituted pyrraline that is pyrraline in which the hydrogen attached to the pyrrole nitrogen has been replaced by a propyl group.


lymecycline

A tetracycline-based broad-spectrum antibiotic. It is approximately 5000 times more soluble than tetracycline base and is unique amongst tetracyclines in that it is absorbed by the "active transport" process across the intestinal wall.


A cholesterol ester obtained by the formal condensation of  cholesterol with all-cis-icosa-8,11,14-trienoic acid.


fluoroamino acid

An organofluorine compound that consists of an amino acid substituted by a fluoro group.


methyl-branched fatty acid 20:1(11Z)

Any monounsaturated methyl-branched fatty acid containing 20 carbons with a cis-double bond at position C-11.


name: 2-[6-[(5-chloro-2-methoxyphenyl)sulfamoyl]-2-oxo-1,3-benzoxazol-3-yl]acetic acid ethyl ester


name: 3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzoic acid ethyl ester


4-methoxyphenylacetic acid

A monocarboxylic acid that is phenylacetic acid carrying a 4-methoxy substituent. It is used as an intermediate for pharmaceuticals and other organic synthesis. It has been found to inhibit the germination of cress and lettuce seeds.


alpha-CH2-containing aldehyde

An aldehyde of general formula R-CH2-CH=O in which the aldehydic C=O function is attached to a CH2 group at the alpha-position.


name: 3,5-dimethyl-4-oxo-6-thieno[2,3-d]pyrimidinecarboxylic acid (4-methylphenyl) ester


eucalyptal A

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


An amino pentasaccharide consisting of N-acetylneuraminic acid, beta-D-galactopyranose, 2-acetamido-2-deoxyglucopyranose and 2-acetamido-2-deoxygalactoyranose residues joined in sequence by (2->3), (1->4), and (1->6) glycosidic bonds in which the hydroxy group at position 3 of the 2-acetamido-2-deoxy-D-galactopyranose moiety bearing the anomeric hydroxy group has been converted to the corresponding beta-D-galactopyranoside.


name: 4-[5-[[[(5-bromo-3-pyridinyl)-oxomethyl]hydrazinylidene]methyl]-2-furanyl]benzoic acid ethyl ester


name: 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylic acid O3-methyl ester O5-propan-2-yl ester


A non-proteinogenic L-alpha-amino acid that is L-tryptophan in which the hydrogens at positions 6 and 7 on the indole ring have been replaced by chlorines.


methylbutanal

Any member of the class of  butanals carrying a methyl substituent at an unspecified position.


2-hydroperoxy fatty acid

Any hydroperoxy fatty acid in which the hydroperoxy group is located on the carbon at position 2.


name: 2-[(3-methoxyphenyl)-oxomethyl]imino-3,4-dimethyl-5-thiazolecarboxylic acid ethyl ester


name: 3-[4-(4-morpholinylsulfonyl)phenyl]propanoic acid [2-(4-acetylanilino)-2-oxoethyl] ester


name: 4-[3-(2-furanyl)-4-(3-nitrophenyl)-6-oxo-2,4-dihydropyrrolo[3,4-c]pyrazol-5-yl]benzoic acid ethyl ester


perfluoroundecanoic acid

A fluoroalkanoic acid that is perfluorinated undecanoic acid.


butyl octanoate

An octanoate ester obtained by the formal condensation of the carboxy group of octanoic acid with the hydroxy group of butanol.


name: 3,5-dimethylbenzoic acid (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) ester


4-formyl steroid

A steroid aldehyde that is any steroid which is substituted by a formyl group at position 4.


3-(2-hydroxyphenyl)propanoic acid

A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 3 is substituted by a 2-hydroxyphenyl group.


cyanoamino acid

A non-proteinogenic amino acid modified by the addition of a cyano group.


curcumin

A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.


A 4-(3-hydroxy-1-benzothiophen-2-yl)-2-oxobut-3-enoic acid in which the acyclic double bond has Z-geometry.


cefamandole nafate

A cephalosporin compound having (R)-O-formylmandelamido and N-methylthiotetrazole side groups. It is used (as the sodium salt) as a progrug for cefamandole.


BIFENAZATE

A carboxylic ester obtained by formal condensation of 2-(4-methoxy[1,1'-biphenyl]-3-yl)hydrazinecarboxylic acid with 2-propanol.


microdiplactone

An  oxazinane that is 1,4-oxazepane substituted by propyl groups at positions 3 and 4 and an oxo group at position 7. It is isolated from the endophytic fungus Microdiplodia species.


A 5-hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxy-2,2,3-trimethylcyclopent-3-enyl group (the S-enantiomer).


HPODE

Hydroperoxy-octadecadienoic acids, formed in mammalian cells by peroxidation of linoleic acid.


stipitatic acid

A derivative of cyclohepta-1,3,5-triene having a carboxy group at position 1, an oxo group at position 5 and hydroxy groups at positions 3 and 6.


A dihydroxybenzaldehyde carrying hydroxy groups at positions 2 and 5.


A steroid saponin isolated from Ornithogalum saundersiae and Galtonia candicans and has been shown to exhibit cytotoxic activity.


diacetone alcohol

A beta-hydroxy ketone formed by hydroxylation of 4-methylpentan-2-one at the 4-position. It has been isolated from Achnatherum robustum.


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


5-dehydro-L-gluconic acid

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


A thioester that is ethanethioic S-acid in which the thiol group is substituted by a (3-hydroxypropyl)sulfanediyl group.


name: (2S)-2-(1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl)propanoic acid (4-oxo-1,2,3-benzotriazin-3-yl)methyl ester


N-hydroxytetrahomomethionine

An N-hydroxy-alpha-amino acid having a 7-thiaoctyl substituent at the 2-position.


An N-substituted pyrraline formed via Maillard reaction of L-lysine with glucose.


name: 2-(3,4-dimethylphenoxy)ethanethioic acid S-(4-methylphenyl) ester


A macrolide that is oleandolide having a 2,6-dideoxy-alpha-L-arabino-hexopyranosyl (alpha-L-olivosyl) residue attached at position 3.


3-O-(alpha-L-olivosyl)erythronolide B

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


onosmin A

An aminobenzoic acid that is anthranilic acid in which one of the hydrogens of the amino group is replaced by a 4-methylbenzyl group. Isolated from Onosma hispida, it exhibits inhibitory activity against lipoxygenase.


name: 6-bromo-(5E,15Z)-octadeca-5,15-diene-11,13,17-triynoic acid methyl ester


(S)-climbazole

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


1H-Pyrrole substituted at C-2 and -5 by methyl groups, at C-3 by methoxycarbonyl and at C-4 by a 2-benzylbenzoyl group.


3-cyclopentylpropionic acid

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


D-glutamine

The D-enantiomer of glutamine.


A monohydroxyacetophenone that is acetophenone substituted by methoxy groups at positions 2' and 6' and a hydroxy group at position 4'.


L-beta-ethynylserine

A non-proteinogenic L-alpha-amino acid that is L-propargylglycine which is carrying a hydroxy group at the 3R position.


An amino disaccharide consisting of alpha-L-threo-hex-4-enopyranuronic acid and 2-acetaido-2-deoxy-4,6-di-O-sulfo-beta-D-galactopyranose joined in sequence by a (1->3) glycosidic bond.


hexyl heptanoate

A heptanoate ester obtained by the formal condensation of the carboxy group of heptanoic acid (enanthic acid) with hexan-1-ol.


dihydrojasmonic acid

Any oxo monocarboxylic acid that is the dihydro derivative of  jasmonic acid.


hexyl octanoate

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


pelargonidin 3-(6-p-coumaroyl)glucoside

An anthocyanidin glycoside that is the cinnamate ester obtained by the formal condensation of 6''-hydroxy group of pelargonidin 3-O-beta-D-glucoside with trans-4-coumaric acid.


A carboxylic ester-lactam that is a synthetic DDM (didehydroxymycobactin)-like lipopeptide.


3-butynoic acid

A monocarboxylic acid consisting of acetylene carrying a carboxymethyl group.


vinylamycin

A 15-membered cyclodepsipeptide isolated from Streptomyces sp.M1982-63F1. It exhibits moderate activity against Gram-positive bacteria.


An N-acetyl-L-amino acid that is L-cysteine in which the hydrogen of the thiol group has been replace by a 1,2-dicarboxyethyl group. The first metabolite in the disposal of S-(2-succino)-L-cysteine by Bacillus subtilis.


L-HISTIDINAL

An amino aldehyde obtained by partial reduction of the carboxy group of L-histidine


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

A hexadienedioic acid compound having a 2-hydroxy substituent and with configuration (2E,4Z); 2-hydroxylated cis,cis-muconic acid


(24S)-24-hydroxycholesterol ester

A sterol ester consiting of (24S)-24-hydroxycholesterol esterified at the 3-hydroxy group.


(3R)-3,6-diaminohexanoic acid

A diamino acid that is hexanoic acid substituted at positions 3 and 6 by amino groups.


A gamma-aminobutyric acid (GABA)-based hapten where a 4-substituted benzoyl group is attached to nitrogen.


CONIFERYL ALDEHYDE

A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3.


6-hydroxyferulic acid-6-O-hexoside

R=hexoside


2-aminoadipic acid

An alpha-amino acid that is adipic acid bearing a single amino substituent at position 2. An intermediate in the formation of lysine.


ANTHRANILIC ACID

An aminobenzoic acid that is benzoic acid having a single amino substituent located at position 2. It is a metabolite produced in L-tryptophan-kynurenine pathway in the central nervous system.


mallotophilippen A

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


N-amidinoaspartic acid

An aspartic acid derivative comprising aspartic acid carrying an N-amidino substituent.


butyl dec-9-enoate

A fatty acid ester obtained by the formal condensation of butan-1-ol with caproleic acid.


2,3-dimethylmalic acid

A 2-hydroxydicarboxylic acid that is malic acid substituted by methyl groups at positions 2 and 3.


bufadienolide

The simplest member of the class of  bufadienolides that is bufanolide with unsaturation at positions 20 and 22.


An epoxy steroid that is 3beta-hydroxypregnenolone 3-beta-D-glucoside in which the hydrogens at the 16alpha and 17alpha positions have been replaced by the oxygen of the epoxide ring.


bryostatins

Any of the structurally related macrolide compounds originally found in the bryozoan Bugula neritina and related organisms.


kappa-bifenthrin

A carboxylic ester obtained by formal condensation of the carboxy group  of (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylic acid with the hydroxy group of [(2-methyl-1,1'-biphenyl)-3-yl]methanol.


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


name: 2,3-dihydro-1,4-dioxin-5-carboxylic acid (2-oxo-2-thiophen-2-ylethyl) ester


The 2,3-didehydro derivative of D-glucose.


A dialkyl ketone with butyl and ethyl as the two alkyl groups.


mycolate ester

A carboxylic ester formed by esterification of a mycolic acid.


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


name: 2-thiophenecarboxylic acid [2-ethoxy-4-[(3-methyl-5-oxo-1-phenyl-4-pyrazolylidene)methyl]phenyl] ester


2,3-dihydrowithaferin A

A withanolide that is the 2,3-dihydro derivative of withaferin A. It has been isolated from the aerial parts of Physalis longifolia.


tert-butyl benzoate

A benzoate ester obtained by the formal condensation of benzoic acid with tert-butanol.


(9S,10R)-epoxyoctadecanoic acid

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


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


A phthalate ester that is the mixed diester obtained by the formal condensation of carboxy groups of phthalic acid with hydroxy groups of 2,4,6-tribromophenol and prop-2-yn-1-ol respectively.


CINNAMIC ALDEHYDE

A 3-phenylprop-2-enal that has Z configuration.


A carboxylic ester resulting from the formal condensation of caffeic acid with the hydroxy group at position 6 of the terminal glucose residue of quercetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside.


A 3,4-dihydroxymandelaldehyde that has R-configuration.


The dicarboxylic acid that is 2,3,4,5-tetrahydrodipicolinic acid hydroxylated at C-4 and with configuration 2S,4S.


FLUORODOPA

A non-proteinognic L-alpha-amino acid that is L-alanine in which one of the hydrogens of the methyl group has been replaced by a 2-fluoro-4,5-dihydroxyphenyl group.


name: 3-methoxybenzoic acid [[amino-(4-nitrophenyl)methylidene]amino] ester


D-valine

The D-enantiomer of valine.


ANTIMYCIN A

A nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison.


QUINALDIC ACID

A quinolinemonocarboxylic acid having the carboxy group at the 2-position.


m-tolualdehyde

A tolualdehyde compound with the methyl substituent at the 3-position.


3-dehydro-L-gulonic acid

A derivative of L-gulonic acid having a keto group at the 3-position.


farnesoic acid

A methyl-branched, trienoic fatty acid consisting of dodeca-2,6,10-trienoic acid having three methyl substituents at the 3-, 7- and 11-positions.


(13E)-octadecenoic acid

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


(+)-jasplakinolide Z5

A  depsipeptide isolated from Jaspis splendens.


CAFFEOYL ALDEHYDE

A cinnamaldehyde that is (E)-cinnamaldehyde substituted at positions 3 and 4 on the phenyl ring by hydroxy groups.


boromycin

A boron-containing macrolide antibiotic that is isolated from Streptomyces antibioticus.


carbamate fungicide

Compounds that contain a carbamate ester moiety as a key feature of their structure and which have been used as fungicides.


name: 2-[[oxo(phenoxy)methyl]amino]benzene-1,4-dicarboxylic acid dimethyl ester


cis-fatty acid

A cis configuration means that the two hydrogen atoms adjacent to the double bond stick out on the same side of the chain. The rigidity of the double bond freezes its conformation and, in the case of the cis isomer, causes the chain to bend and restricts the conformational freedom of the fatty acid. The more double bonds the chain has in the cis configuration, the less flexibility it has. When a chain has many cis bonds, it becomes quite curved in its most accessible conformations.


A a monocarboxylic acid amide obtained by the formal condensation of the amino group of 3-[(1S)-1-amino-3-methylbutyl]-8-hydroxy-3,4-dihydro-1H-isochromen-1-one with the carboxy group of 4-amino-2,3-dihydroxy-6-methylheptanoic acid (the 2S,3S,4S stereoisomer). It is isolated from the culture broth of Bacillus sp.PhM-PHD-090 and exhibits potent antitumour activity.


N-acylglycine 18:2

An N-acylglycine in which the acyl group contains 18 carbons and 2 double bonds.


(2Z,4Z)-2,3-dichloromuconic acid

A 2,3-dichloromuconic acid in which both double bonds have Z geochemistry.


2,2'-iminodipropanoic acid

An amino dicarboxylic acid that is 2,2'-iminodiacetic acid substituted by methyl groups at positions 2 and 2'.


propyl linoleate

A fatty acid ester resulting from the formal condensation of the carboxy group of linoleic acid with the hydroxy group of propanol.


A methylketone that is pentan-2-one substituted by methyl groups at positions 3, 3, 4 and 4.


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


N-carboxy-L-methionine

A non-proteinogenic L-alpha-amino acid that is L-methionine in which one of the hydrogens attached to the amino group bas been replaced by a carboxy group.


A pentanone that is pentane carrying an oxo group at position 3. It has been isolated from  Triatoma brasiliensis and Triatoma infestans.


fatty acid 20:1

Any monounsaturated fatty acid containing 20 carbons and 1 double bond.


name: 2-[2-[(5-chloro-2-thiophenyl)-oxomethyl]imino-6-fluoro-1,3-benzothiazol-3-yl]acetic acid methyl ester


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


The N(5)-[(S)-1-carboxyethyl] derivative of L-ornithine.


aceglutamide

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


JERANTININE D

An  indole alkaloid that is jerantinine C substituted by an epoxy group across positions 14 and 15. Isolated from Tabernaemontana corymbosa, it exhibits cytotoxicity against human KB cells.


FENOBUCARB

A carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid.


deoxyherqueinone

An organic heterotetracyclic compound that is 8,9-dihydro-4H-phenaleno[1,2-b]furan substituted by methyl groups at positions 1,8,8 and 9R, hydroxy groups at positions 3,4 and 7, methoxy group at position 5 and oxo group at position 6. It is isolated from the soil fungus, Penicillium herquei.


A phenylalanine derivative in which the hydrogen at position 2 on the benzene ring is replaced by a fluoro group.


name: 2-Butenoic acid, 2-methyl-, 2-carboxy-2-butenyl ester, (Z,Z)-


3-fumarylpyruvic acid

A  4,6-dioxohept-2-enedioic acid that is pyruvic acid substituted at position 3 by a fumaryl group.


TRIADIMEFON

A member of the class of triazoles that is 1-hydroxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one in which the hydroxyl hydrogen is replaced by a 4-chlorophenyl group.


PROPOMOCARB

A carbamate ester that is the propyl ester of 3-(dimethylamino)propylcarbamic acid. It is a systemic fungicide, used (normally as the hydrochloride salt) for the control of soil, root and leaf diseases caused by oomycetes, particularly  Phytophthora and Pythium species.


name: 1H-indole-4-carboxylic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]but-2-ynyl ester


3-hydroxy-3-methylhexanoic acid

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


tricarboxylic acid

An oxoacid containing three carboxy groups.


alvaradoin F

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


name: dicarboxylic acids and O-substituted derivatives

description: A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens.


2-methylbutyl 2-acetyloxyacetate

An acetate ester obtained by the formal condensation of the carboxy group of (acetyloxy)acetic acid with 2-methylbutanol.


CIS-UROCANIC ACID

A urocanic acid in which the double bond of the carboxyethene moiety has Z configuration.


A diamino acid that is alanine in which one of the hydrogens of the methyl group is replaced by an amino group.


A dihydroxy monocarboxylic acid that is 2,4-dihydroxy-2,4-hexadienoic acid bearing additional methyl and oxo substituents at positions 5 and 6 respectively.


PESCAPREIN XXV

A resin glycoside that is the pentasaccharide derivative of jalapinolic acid. Isolated from the aerial parts of Ipomoea pes-caprae, it has been found to exhibit potential inhibitory effect against multidrug resistance in the human breast cancer cell line.


2-ethylacrylic acid

An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by an ethyl group.


cinidon ethyl

A carboxylic ester and organochlorine compound that is the ethyl ester of cinidon.


A member of the class of benzothiazines that is 3,4-dihydro-2H-1,4-benzothiazin-3-one bearing additional hydroxy and 2-amino-2-carboxyethyl substituents at positions 5 and 7 respectively.


A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4.


ethyl 2-methyl-3-pentenoate

A fatty acid ethyl ester of 2-methyl-3-pentenoic acid.


name: 4-amino-3-phenyl-2-sulfanylidene-5-thiazolecarboxylic acid methyl ester


2,4-dihydroxyhept-2-enedioic acid

A heptenedioic acid having the C=C double bond at the 2,3-position and two hydroxy substituents at the 2- and 4-positions.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-7-hydroxyhept-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of 12-hydroxyoctadecanoic acid.


name: 2-thiophenecarboxylic acid [1-[2-(4-methoxyphenyl)cyclopropyl]ethylideneamino] ester


A glycosyloxyflavone that consists of a flavonol attached to a 6-(4-coumaroyl)-beta-D-glucosyl-(1->2)-beta-D-glucosyl-(1->2)-beta-D-glucosyl residue at position 3 via a glycosidic linkage.


reedsmycin B

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


RASPBERRYKETONE

A ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at position 4 by a hydroxy group. It is found in a variety of fruits including raspberries, blackberries and cranberries, and is used in perfumery and cosmetics.


The 12-dehydro derivative of tetracycline.


malate ester

A  carboxylic ester of malic acid.


3-chloro-cis,cis-muconic acid

A 3-chloromuconic acid that is cis,cis-muconic acid substituted by a chloro substituent at position 3.


A Delta(4)-beta-D-Glcp-(1->3)-D-GalpNAc6S in which the carbon bearing the anomeric hydroxy group has beta- configuration.


CANDICIDIN

A 38-membered ring lactone containing seven (E)-double bonds between positions 22 and 35 and substituted by hydroxy groups at positions 9, 11, 13, 17 and 19, oxo groups at positions 3, 7 and 15, a carboxy group at position 18, a 3-amino-3,6-dideoxymannopyranosyloxy group at position 21, a methyl group at position 36 and a 7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl group at position 37. It is the major component of candicidin, a mixture of antifungal heptaene macrolides obtained from a strain of Streptomyces griseus.


SULOCHRIN

A benzophenone that is the methyl ester of 2-(2,6-dihydroxy-4-methylbenzoyl)-5-hydroxy-3-methoxybenzoic acid.


4-hydroxy-4-methylglutamic acid

A non-proteinogenic alpha-amino acid that is glutamic acid substituted by a hydroxy and a methyl group at position 4.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-8-oct-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


amino aldehyde

Any aldehyde which contains an amino group.


tetracycline

A broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria.


S-inosyl-L-homocysteine

L-homocysteine substituted at sulfur by a 5'-deoxyinosin-5'-yl group.


trans,trans-muconic acid

The trans,trans-isomer of muconic acid. It is metabolite of benzene in humans and serves as a biomarker of occupational exposure to benzene.


A  non-proteinogenic alpha-amino acid that is glycine substituted by two alkyl groups at position 2.


narbonolide

A 14-membererd macrolide containing seven stereocentres carrying one ethyl, one hydroxy and five methyl substituents. It is the aglycone of the antibiotic narbonomycin and an intermediate in the biosynthesis of pikromycin.


PHENYLPYRUVATE

A 2-oxo monocarboxylic acid that is 3-phenylpropanoic acid substituted by an oxo group at position 2. It is an intermediate metabolite in the phenylalanine pathway.


name: 4-ethylbenzoic acid [2-(2-ethoxyanilino)-2-oxo-1-phenylethyl] ester


A glycosyloxyflavone that consists of kaempferol attached to a 2,3-di-E-p-coumaroyl-alpha-L-rhamnopyranosyl moiety at position 7. Isolated from the flowers and fruits of  Tetrapanax papyriferus, it exhibits antineoplastic activity.


2,6-dimethylbenzoic acid

A dimethylbenzoic acid in which the two methyl groups are located at positions 2 and 6.


A  macrolide that is a C-7 epimer of zeaenol. Isolated from Fungi, it exhibits inhibitory activity against NF-kappaB.


name: 2-Propenoic acid, 2-methyl-, 3,3,5-trimethylcyclohexyl ester


methyl henicosanoate

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


symphytine oxide

A pyrrolizine that is the N-oxido derivative of symphytine. Isolated from extracts of comfrey root.


METHIOCARB

A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfanyl)phenol with the carboxy group of  methylcarbamic acid.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-13-hydroxytridec-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


(3R)-3-hydroxybutanoic acid oligomer

An oligomer consisting of units of (3R)-3-hydroxybutanoic acid joined by esterification of the carboxy group of one unit with the 3-hydroxy group of the next.


methionine sulfone

A methionine derivative in which the sulfur has been oxidised to the corresponding sulfone.


LEUPEPTIN

A tripeptide composed of N-acetylleucyl, leucyl and argininal residues joined in sequenceby peptide linkages. It is an inhibitor of the calpains, a family of calcium-activated proteases which promote cell death.


An aminoglycoside composed of glucose deoxygenated at C-4 and C-6 and having benzyloxycarbonyl (Z)-protected aminoethyl, methyl and 3-hydroxy-3-methylbutanamido substituents at positions 1, 2 and 4, respectively.


A beta-D-glucoside compound having a (3-methylbutanoyl)phloroglucinyl moiety at the anomeric position. Isolated from the whole plant of Indigofera heterantha, it exhibits lipoxygenase inhibitory activity.


alvaradoin I

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


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


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


3-oxoicosanoic acid

A long-chain fatty acid that is icosanoic acid in which the hydrogens at the beta-position are replaced by an oxo group.


3-methylbenzylsuccinic acid

A dicarboxylic acid consisting of succinic acid carrying a 3-methylbenzyl group at position 2.


methyl-branched fatty acid 11:0

Any saturated methyl-branched fatty acid containing 11 carbons and 0 double bonds.


D-arginine

A D-alpha-amino acid that is the D-isomer of arginine.


2-deoxy-D-ribonic acid

A pentonic acid that is the 2-deoxy derivative of D-ribonic acid.


3,4-bis(methoxycarbonyl)benzoic acid

A member of the class of benzoic acids that is benzoic acid substituted by methoxycarbonyl groups at positions 3 and 4 respectively.


name: 2-hydroxy-4-methoxy-6-methylbenzoic acid methyl ester


N-acyl-D-phenylalanine

Any N-acyl-D-amino acid obtained by the formal N-acylation of D-phenylalanine.


name: 3-fluorobenzoic acid [[amino-(4-methylphenyl)methylidene]amino] ester


5-aminosalicyluric acid

An N-acylglycine in which the acyl group is specified as 5-amino-2-hydroxybenzoyl.


MERCAPTOPROPIONIC ACID

A mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.


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


name: 2-quinolinecarboxylic acid (1-oxo-1-phenylpropan-2-yl) ester


4-CHLORO-BENZOIC ACID

A monochlorobenzoic acid carrying a chloro substituent at position 4.


laurate phytyl ester

A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of dodecanoic acid.


name: 4-[5-(2-phenylethyl)-2-sulfanylidene-1,3,5-triazinan-1-yl]benzoic acid ethyl ester


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


A monohydroxyacetophenone that is acetophenone carrying methyl and hydroxy groups at positions 3 and 4, respectively.


An alpha,beta-monocarboxylic acid consisting of 2-heptenoic acid having methyl substituents at the 2- and 6-positions as well as a methylene group at position 5.


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


psicosyllysine

An L-lysine derivative having a psicosyl group attached to the side-chain amino group.


PROPIONALDEHYDE

An aldehyde that consists of ethane bearing a formyl substituent. The parent of the class of propanals.


macrocyclic lactone

Any lactone in which the cyclic carboxylic ester group forms a part of a cyclic macromolecule.


cholesteryl henicosenoate

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


name: hemediol-L-aspartate ester-L-glutamate ester-L-methionine sulfonium


(6S)-5,6,7,8-tetrahydropteroic acid

A pteroic acid derivative arising from formal hydrogenation of the 5,6- and 7,8-double bonds of pteroic acid.


felbamate

The bis(carbamate ester) of 2-phenylpropane-1,3-diol. An anticonvulsant, it is used in the treatment of epilepsy.


A member of the class of pyrazolopyrimidines that is pyrazophos in which the the thiophosphate group has been hydrolysed to the corresponding hydroxy group. The active fungicide of the profungicide pyrazophos.


secondary alpha-hydroxy ketone

An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups.


N,N-dihydroxy-L-polyhomomethionine

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


delta-lactone

A lactone having a six-membered lactone ring.


docosahexaenoic acid

Any C22 polyunsaturated fatty acid containing six double bonds.


An acrylic macromolecule prepared via co-polymerisation of alpha-D-Kdo-4P-O(CH2)3S(CH2)2NHCOCH=CH2 with acrylamide.


name: Pentanedioic acid 2-(1-methylethylidene)-1-methyl ester


(2S)-2-isopropyl-3-oxosuccinic acid

An oxo dicarboxylic acid that is 2-ketosuccinic acid (oxalacetic acid) in which the 3-pro-S hydrogen is substituted by an isopropyl group.


deacetylipecoside

An isoquinoline alkaloid consisting of beta-D-glucose having a (2S,3R,4S)-3-ethenyl-4-{[(1R)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolinium-1-yl]methyl}-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl group attached at the anomeric centre.


9-(octadecanoyloxy)octadecanoic acid

A fatty acid ester obtained by formal condensation of the carboxy group of octadecanoic acid with the hydroxy group of 9-hydroxyoctadecanoic acid.


4-amino-2-chlorobenzoic acid

4-Aminobenzoic acid in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine.


A butyric acid derivative having an oxo group at the 2-position and a hydroxymethylphosphinyl moiety at the 4-position.


An enone that is (E)-3-nonene in which the two methylene hydrogens at position 2 have been replaced by an oxo group.


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


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


acetylacetone

A beta-diketone that is pentane in which the hydrogens at positions 2 and 4 are replaced by oxo groups.


2-aminoheptanoic acid

An alpha-amino acid that is heptanoic acid in which one of the hydrogens at position 2 is replaced by an amino group.


N-decanoylglycine

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


thiencarbazone

An N-sulfonylurea in which the sulfur atom is attached to a 4-carboxy-2-methylthiophen-3-yl group and in which the non-sulfonated nitrogen is substituted by a 3-methoxy-4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl group. It is a metabolite of the herbicide, thiencarbazone-methyl.


PHENOXYCARB

A carbamate ester that is the O-ethyl carbamate of 2-(4-phenoxyphenoxy)ethylamine.


epothilone

Any member of the class of 16-membered macrolide natural products, or their analogues, normally containing a double bond or its epoxide at positions 12-13 and bearing hydroxy groups at positions 4 and 8, methyl groups at positions 5, 5, 7, and 9, an oxo group at position 6, and a 1-(2-substituted-1,3-thiazol-4-yl)prop-1-en-2-yl substituent at position 15.


DIMETHYLCARBATE

An amino acid consisting of carbamic acid having two methyl substituents both attached to the nitrogen.


beta-diketone

A diketone in which the two keto groups are separated by a single carbon atom.


A 2-hydroxydicarboxylic acid that is malic acid in which one of the methylene hydrogens at position 3 has been replaced by a methylidenecyclopropyl group.


sinapate ester

A carboxylic ester resulting from the formal condensation of any alcohol with sinapic acid.


NORVALINE

A 2-aminopentanoic acid that has S-configuration.


An omega-hydroxy fatty acid ascaroside that is (3R)-3,16-dihydroxyhexadecanoic acid (oscr#28) in which the hydroxy group at position 16 has been converted to the corresponding ascaroside. It is a metabolite of the nematode Caenorhabditis elegans.


name: 2-thiophenecarboxylic acid [3-[[1-(3-chloro-4-fluorophenyl)-3,5-dioxo-4-pyrazolidinylidene]methyl]phenyl] ester


jaspamide G

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


SEPIAPTERIN

A sepiapterin with L configuration.


beta-D-glucosyl salicylate

A D-glucosyl salicylate in which the glucosyl moiety has beta-configuration at the anomeric centre. A transferrin binding compound used in research for cancer therapy.


cholesteryl octadecatrienoate

A cholesterol ester in which the acyl group contains 18 carbons and 3 double bonds.


A beta-amino acid comprising propionic acid having amino and 4-hydroxyphenyl groups attached at the 3-position.


CYLINDOL A

A benzoate ester that is methyl 4-hydroxybenzoate bearing a 2-hydroxy-5-(methoxycarbonyl)phenoxy group at position 3. It is isolated from the rhizomes of Imperata cylindrica and has been found to exhibit inhibitory activity against 5-lipoxygenase.


CHAETOGLOBOSIN A

A  cytochalasan alkaloid isolated from Chaetomium globosum and Calonectria morganii.


branched-chain keto acid

An oxo carboxylic acid in which the parent hydrocarbon chain has one or more alkyl substituents. Derivatives formed from the first step in the metabolism of branched-chain amino acids and can provide important information on animal health and disease.


2-oxindole-3-acetic acid

A member of the class of oxindoles that is 2-oxindole carrying a carboxymethyl substituent at position 3.


perfluorononanoic acid

A fluoroalkanoic acid that is nonanoic acid in which all of the hydrogens in the alkyl chain are replaced by fluorines.


A non-proteinogenic L-alpha-amino acid that is L-phenylalanine in which one of the meta-hydrogens of the phenyl group has been replaced by a chlorine.


epoxystearic acid

An epoxy fatty acid consisting of stearic (octadecanoic) acid with a single epoxide in an unspecified position.


glyoxal

The dialdehyde that is the smallest possible and which consists of ethane having oxo groups on both carbons.


bilirubin XIIIalpha

A biladiene that is a linear tetrapyrrole and a regioisomer of bilirubin IXalpha, in which the dipyrroles are of endovinyl type only.


A glucarolactone formed via intramolecular cyclocondensation of the 5-hydroxy and 1-carboxy groups of D-glucaric acid.


An amino trisaccharide that is the carbohydrate portion of ganglioside GM3. It comprises a linear sequence of alpha-N-acetylneuraminyl, beta-D-galactosyl and beta-D-glucose residues linked (2->3) and (1->4).


(1R,5S)-benzobicyclon hydrolysate

A 3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-hydroxybicyclo[3.2.1]oct-3-en-2-one that has (1R,5S) configuration. The herbicide benzobicyclon hydrolysate  is a racemate consisting of equimolar amounts of this compound and its enantiomer.


2-octynoic acid

An acetylenic fatty acid that is octanoic acid (caprylic acid) which has been doubly dehydrogenated at positions 2 and 3 to give the corresponding alkynoic acid. It is widely used in perfumes, lipstick, and many common food flavourings.


2,3,4-trihydroxypentanoic acid

A hydroxy monocarboxylic acid that is pentanoic acid carrying three carboxy substituents at positions 2, 3 and 4.


tiaprofenic acid

An aromatic ketone that is thiophene substituted at C-2 by benzoyl and at C-4 by a 1-carboxyethyl group.


A  lignan isolated from the stems of Sinocalamus affinis.


(2S)-2-hydroxy monocarboxylic acid

A 2-hydroxy monocarboxylic acid in which the carbon at position 2 has (S)-configuration.


2,3-dichloromuconic acid

A dichloromuconic acid in which the two chloro groups are placed at positions 2 and 3.


penicillamine

An optically active form of penicillamine having D-configuration. Pharmaceutical form (L-form is toxic) of chelating agent used to treat heavy metal poisoning.


alpha,beta-unsaturated carboxylic ester

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


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

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


firefly sulfoluciferin

A member of the class of benzothiazoles that is Photinus luciferin in which the phenolic hydroxy group has been replaced by a sulfo group. Enzymatic derivative of firefly luciferin produced by luciferin sulfotransferase (LST) from luciferin with 3'-phosphoadenosine-5'-phosphosulfate (PAPS) as co-substrate. Not a substrate for firefly luciferase. Likely the in-vivo storage form of luciferin.


name: acetic acid [4-[oxo-(2-phenylethylamino)methyl]phenyl] ester


alpha-methylhistidine

A non-proteinogenic alpha-amino acid that is histidine in which the methyl group is located at the Calpha-position.


N-hydroxyhexahomomethionine

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


A epoxydocosatetraenoic acid obtained by formal epoxidation across the 13,14-double bond of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid.


capsiate

A carboxylic ester obtained by formal condensation of the carboxy group of (6E)-8-methylnon-6-enoic acid with the benzylic hydroxy group of vanillyl alcohol. A non-pungent analogue of capsaicin with a similar biological profile.


clomocycline

Tetracycline in which the hydrogen at position 7 is substituted by chlorine and a hydrogen attached to the amide nitrogen is substituted by a hydroxymethyl group. A tetracyline antibiotic, it is used to treat acne, urinary tract infections, gum disease, and other bacterial infections such as gonorrhoea and chlamydia.


3-dehydroshikimic acid

A 4-oxo monocarboxylic acid that is shikimic acid in which the allylic hydroxy group has been oxidised to the corresponding keto group.


name: 4-methyl-3-[[1-oxo-3-(phenylthio)propyl]amino]benzoic acid methyl ester


ACETIC ACID PROPYL ESTER

An  acetate ester obtained by the formal condensation of acetic acid with propanol.


4-hydroxy-4-methyl-L-glutamic acid

A 4-hydroxy-4-methylglutamic acid that has L-configuration.


A 2-amino-Delta(2)-thiazoline-4-carboxylic acid that has S configuration.


malonate ester

An ester of malonic acid; any compound containing a malonate ester skeleton.


An N-acyl-L-glutamic acid in which the acyl group has a chain length of C12 or greater.


dodecyl palmitate

A palmitate ester resulting from the formal condensation of palmitic acid with dodecan-1-ol. It is A wax ester synthesised by retinal pigment epithelial membranes.


(E)-non-2-enoic acid

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


CHAETOPYRANIN

A  chromenol that is 3,4-dihydro-2H-chromene substituted by a hydroxy group at position 6, a 3-hydroxybut-1-en-1-yl at position 2, a formyl group at position 5 and a prenyl group at position 7. Isolated from Chaetomium globosum, it exhibits radical scavenging and cytotoxic activity towards several tumour cell lines.


(R)-3-phenyllactic acid

A 3-phenyllactic acid that has (R)-configuration at the 2 position.


A 9(10)-EpOME in which the epoxide has 9R,10S stereochemistry.


benzoate ester

Esters of benzoic acid or substituted benzoic acids.


(R)-methocarbamol

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


lobarin

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


L-tyrosyl ester

An alpha-amino acid ester resulting from esterification of the carboxy group of L-tyrosine.


(E)-3-(indol-2-yl)acrylic acid

An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is replaced by an indol-2-yl group.


3,4-dihydroxy-5-polyprenylbenzoic acid

Benzoic acid substituted with hydroxy groups at C-3 and -4 and with a polyprenyl chain of unspecified length at C-5.


D-altraric acid

The D-enantiomer of altraric acid.


cefotiam hexetil

The 1-(cyclohexyloxycarbonyloxy)ethyl ester of cefotiam. It is used as its dihydrochloride salt as a prodrug for cefotiam.


3-methylheptyl acetate

The acetate ester of 3-methylheptanol.


A C-nitro compound that is phenylacetaldehyde substituted at positions 3 and 4 by nitro and hydroxy groups respectively.


A glycosyloxyflavone that is myricetin 3-O-[beta-D-glucosyl-(1->2)-alpha-L-rhamnoside] in which the terminal glucose residue has been esterified at position 6 by formal condensation with 4-coumaric acid. Identified in Fig. S21 of PMID:29967287.


OXFENICINE

The L-enantiomer of 4-hydroxyphenylglycine.


N,N-dimethyl-beta-alanine

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


N,N-dihydroxydihomomethionine

An N,N-dihydroxy-alpha-amino acid having a 5-thiahexyl substituent at the 2-position.


mono(2-ethylhexyl) phthalate

The mono(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.


name: 3-[(2-methoxyphenyl)-prop-2-enylsulfamoyl]benzoic acid [2-(1H-indol-3-yl)-2-oxoethyl] ester


phenyl N-formyl-L-methioninate

The alpha-amino acid ester that is the phenyl ester of N-formylated L-methionine.


omega-oxo fatty acid

Any oxo fatty acid in which the oxo group is located at the omega-position.


ethyl L-phenylalaninate

An L-phenylalanine derivative that is the ethyl ester of L-phenylalanine.


BREFELDIN A

A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity.


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


2,7-dihydroxy-5-methyl-1-naphthoic acid

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


A lactam that is 2,3-dihydro-1,5-benzothiazepin-4(5H)-one in which positions 2 and 3 are substituted by 4-methoxyphenyl and acetoxy, respectively, while the hydrogen attached to the nitrogen is substituted by a 2-(dimethylamino)ethyl group.


2-hydroxychromene-2-carboxylic acid

A chromenemonocarboxylic acid that consists of chromene bearing carboxy and hydroxy substituents at the 2-position.


A macrolide antibiotic that is erythromycin A in which the ketone group has been converted into the corresponding imine and then reduced to give the corresponding amino compound (the 9S diastereoisomer).


3-bromobenzoic acid

A bromobenzoic acid carrying a single bromo subsituent at the 3-position.


2,4-diaminopentanoic acid

A diamino acid consisting of pentanoic acid having the amino substituents placed in the 2- and 4-positions.


PATUPILONE

An epithilone that is epithilone D in which the double bond in the macrocyclic ring has been oxidised to the corresponding epoxide (the S,S stereoisomer).


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


name: (2E, 4E, 6E, 8E)-10-hydroxyundeca-2,4,6,8-tetraenoic acid


diethyl malate

A malate ester obtained by the formal condensation of the two carboxy groups of malic acid with two molecules of ethanol respectively.


PESCAPREIN XXIV

A resin glycoside that is the pentasaccharide derivative of jalapinolic acid. Isolated from the aerial parts of  Ipomoea pes-caprae, it has been found to exhibit potential inhibitory effect against multidrug resistance in the human breast cancer cell line.


tiglylglycine

An N-acylglycine that is glycine with an amine hydrogen substituted by a 2-methylbut-2-enoyl (tiglyl) group.


sulfoacrylate

Major microspecies at pH 7.3.


N-acylserine 20:4

An N-acylserine in which the acyl group contains 20 carbons and 4 double bonds.


3-chloro-L-tyrosine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 3-chloro-L-tyrosine; major species at pH 7.3.


N-heptanoyl-L-homoserine

An N-acyl-L-amino acid that is the N-heptanoyl derivative of L-homoserine.


O-acylpseudotropine

Pseudotropine substituted at oxygen by an acyl group.


chlorocarboxylic acid

A carboxylic acid containing at least one chloro group.


N-benzyloxycarbonyl-L-leucine

A L-leucine derivative obtained by the substitution of a benzyloxycarbonyl group on the nitrogen atom.


N-formylmaleamic acid

The N-formyl derivative of maleamic acid.


A polysaccharide derivative made up of repeating units of alpha-D-Glcp-(1->4)-alpha-D-NeupAc, joined together by glycosidic linkages between position 2 of the N-acetylneuraminyl residues and position 6 of the glucosyl residues.


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


ISODRUMMONDIN D

A chromenol that is a derivative of filicinic acid and is isolated from the stems and leaves of Hypericum drummondii. It has been found to exhibit antibacterial activity against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis and the acid fast bacterium Mycobacterium smegmatis.


tetracarboxylic acid

An oxoacid containing four carboxy groups.


IPOMOTAOSIDE D

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


cis,cis-muconic acid

The cis,cis-isomer of  muconic acid. It is produced during the degradation of chlorobenzene by bacteria like Bacillus.


A glycoside that consists of six beta-D-glucose residues  all linked sequentially (1->3) and linked at the reducing end glycosidically to a 5-(methoxycarbonyl)pentyl group.


name: 5-acetyloxy-6-bromo-2-[[(6-but-3-enyl-3-cyano-2-pyridinyl)thio]methyl]-1-methyl-3-indolecarboxylic acid ethyl ester


name: 2-(2-chloroanilino)-4-oxo-4-phenylbutanoic acid (2-oxo-2-thiophen-2-ylethyl) ester


PABA/NO

A C-nitro compound that is benzene substituted by [4-(methylamino)benzoyl]oxy, nitro, nitro, and (3,3-dimethyl-2-oxido-2lambda(5)-triaz-1-en-1-yl)oxy groups at positions 1, 2, 4, and 5, respectively. It is an anti-cancer compound that is designed to release NO upon activation by glutathione.


ITACONATE

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


2-amino-3-oxobutanoic acid

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


valanimycin

An azoxy compound that is acrylic acid in which the olefinic hydrogen at position 2 has been replaced by an isobutyl-ONN-azoxy group.


indole-5-carboxylic acid

An indolecarboxylic acid in which the carboxy group is the only substituent and is located at position 5.


sorbic acid

A hexadienoic acid with double bonds at C-2 and C-4; it has four geometrical isomers, of which the trans,trans-form is naturally occurring.


2-decanyl propionate

A propanoate ester obtained by the formal condensation of propionic acid with decan-2-ol.


A member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 2' and 6' and a methoxy group at position 4' respectively.


1,1,1-propanetricarboxylic acid

A acid that is propane in which three carboxy groups are attached at the C-1 position.


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


name: 6-amino-5-cyano-2-phenyl-4-pyridin-4-yl-4H-pyran-3-carboxylic acid ethyl ester


DIBROMOACETIC ACID

A monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are replaced by bromo groups.


aspergillide C

A macrolide that is 4,15-dioxabicyclo[9.3.1]pentadeca-9,12-dien-3-one substituted by a hydroxy group at position 14 and a methyl group at position 5 (the 1S,5S,9E,11R,14S stereoisomer). It is isolated from the marine-derived fungus Aspergillus ostianus and exhibits cytotoxic activity against mouse lymphocytic leukemia cells (L1210).


oxaloacetic acid 4-methyl ester

A dicarboxylic acid monoester comprising succinic acid having an oxo group at the 2-position and the methyl ester at the 4-position.


ynal

An alpha,beta-unsaturated aldehyde of general formula RC#C-CH=O in which the aldehydic C=O function is conjugated to a C#C triple bond at the alpha,beta position.


A 3-sulfolactaldehyde in which the stereocentre at position 3 has R-configuration.


name: erythrose 4-phosphate/phosphoenolpyruvate family amino acid

description: An L-alpha-amino acid which is biosynthesised from erythrose 4-phosphate and phosphoenolpyruvate (i.e. phenylalanine, tyrosine, and tryptophan). A closed class.


A carboxylic ester arising from the formal condensation of the alcoholic hydroxy group of one molecule of (3R)-3-hydroxybutanoic acid with the the carboxylic acid group of another. It is a sex pheromone in the European spider Linyphia triangularis.


prephenic acid

An  oxo dicarboxylic acid that consists of 4-hydroxycyclohexa-2,5-diene-1-carboxylic acid substituted by a 2-carboxy-2-oxoethyl group at position 1.


amburoside A

A beta-D-glucoside in which a beta-D-glucopyranosyl residue is attached at position 4 of 4-hydroxybenzyl 3,4-dihydroxybenzoate via a glycosidic linkage. It is isolated from the trunk barks of Amburana cearensis and exhibits antimalarial, neuroprotective, hepatoprotective and antioxidant activities.


UK 65662

A cyclodepsipeptide antibiotic that is isolated from Streptomyces sp. SNA15896 and also exhibits antitumour activity.


A docosanoid that is (4Z,7Z,11E,13Z,16Z,19Z)-docosahexaenoic acid carrying a hydroperoxy substituent at position 10.


Zwitterionic form of E64, a compound isolated from Aspergillus japonicus, resulting from transfer of a proton from the carboxy to the guanidino group; major species at pH 7.3.


name: 4-hydroxybenzoic acid (2-phenyl-4-thiazolyl)methyl ester


An alanine derivative obtained by replacement of one of the methyl hydrogens in alanine with a cyano group


name: 2-furancarboxylic acid [3-[[[1,3-benzodioxol-5-yl(oxo)methyl]hydrazinylidene]methyl]phenyl] ester


acetoin

A methyl ketone that is butan-2-one substituted by a hydroxy group at position 3.


methyl 4-methoxycinnamate

An alkyl cinnamate obtained by the formal condensation of carboxy group of 4-methoxycinnamic acid with methanol.


trimellitic acid

Benzene substituted at the 1,2, and 4 positions by carboxy groups.


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


N,N-dihydroxytetrahomomethionine

An N,N-dihydroxy-alpha-amino acid having a 7-thiaoctyl substituent at the 2-position.


(4E,6E)-3-hydroxydeca-4,6-dienoic acid

A hydroxy monocarboxylic acid that is deca-4,6-dienoic acid substituted by a hydroxy group at position 3 (the 4E,6E-stereoisomer).


cholesteryl gamma-linolenate

A cholesteryl octadecatrienoate obtained by formal condensation of the carboxy group of gamma-linolenic acid with the hydroxy group of cholesterol.


cis-acetylacrylic acid

A 4-oxo monocarboxylic acid that is (Z)-pent-2-enoic acid in which the 4-position has been oxidised to the corresponding ketone.


The (S)-enantiomer of 13-HPODE


(1S,5R)-benzobicyclon hydrolysate

A 3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-hydroxybicyclo[3.2.1]oct-3-en-2-one that has (1S,5R) configuration. The herbicide benzobicyclon hydrolysate is a racemate consisting of equimolar amounts of this compound and its enantiomer.


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


A kaempferol O-glucoside that consists of kaempferol attached to a alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranosyl] moiety at position 3 and a beta-D-glucopyranosyl moiety at position 7 via glycosidic linkages. Isolated from Ginkgo biloba and Mentha lavandulacea, it exhibits antioxidant activity.


acetate ester

Any carboxylic ester where the carboxylic acid component is acetic acid.


An O-acyl carbohydrate that consists of any hexose substituted at position 6 by a sinapoyl group.


methyl ester

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


lanthionine

An alanine derivative in which two alanine residues are linked on their beta-carbons by a thioether linkage.


deoxyhypusine

An L-lysine derivative in which the N(6) of the lysine is substituted with a 4-aminobutyl group.


L-arabinonic acid

The L-enantiomer of arabinonic acid.


aloxistatin

An L-leucine derivative that is the amide obtained by formal condensation of the carboxy group of (2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid with the amino group of N-(3-methylbutyl)-L-leucinamide.


cholesteryl octadecenoate

A cholesterol ester in which the acyl group contains 18 carbons and 1 double bond (the position of the double bond in the acyl chain is unspecified).


BENZYL CINNAMATE

The cinnamate ester derived from cinnamic acid and benzyl alcohol. Occuring in Balsam of Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam, it is used in heavy oriental perfumes, as a fixative and as a flavouring agent.


permethrin

A cyclopropanecarboxylate ester in which the esterifying alcohol is 3-phenoxybenzyl alcohol and the cyclopropane ring is substituted with a 2,2-dichlorovinyl group and with gem-dimethyl groups.


otophylloside B

A steroid saponin that is 17alpha-pregnenolone which is substituted by hydroxy groups at positions 8, 12beta, 14beta and 17beta, in which the 14beta-hydrocy group has been acylated by formal condensation with the carboxy group of (2E)-3,4-dimethylpent-2-enoic acid, and in which the hydroxy group at position 3 has been glycosylated with 2,6-dideoxy-3-O-methyl-beta-D-arabino-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranos. A C-21 steroidal glycoside, it is the essential active ingredient of the traditional Chinese medicine Qingyangshen, isolated from Cynanchum otophyllum and used to treat epilepsy and rheumatic pain.


A beta-diketone that is icosane in which the methylene hydrogens at positions 6 and 8 have been replaced by oxo groups.


ACIFLUORFEN

A member of the class of benzoic acids that is 2-nitrobenzoic acid in which the hydrogen at position 5 is replaced by a 2-chloro-4-(trifluoromethyl)phenoxy group. It is a herbicide used for the post-emergence control of a variety of annual broadleaf weeds.


A member of the class of glycolaldehydes that is 3,4-dihydroxymandelaldehyde in which the hydroxy group at position 4 is replaced by a methoxy group.


A 3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid having 1Z,4R stereochemistry.


2-methylbut-2-enoic acid

A branched-chain fatty acid consisting of 2-butenoic acid having a methyl group at position 2.


4-methyl-3-oxopentanoic acid

A branched-chain fatty acid that is 4-methylpentanoic acid carrying an oxo substituent at C-3.


valsartan

A monocarboxylic acid amide consisting of L-valine in which the amino hydrogens have been replaced by a pentanoyl and a  [2'-(1H-tetrazol-5-yl)biphenyl]-4-yl]methyl group. It exhibits  antihypertensive activity.


A tetracarboxylic acid consisting of ethylenediaminetetraacetic acid having a 4-bromoacetamidobenzyl group at the C1-position and (S)-configuration.


name: 1,3-benzodioxole-5-carboxylic acid [2-[[[(3-fluorophenyl)-oxomethyl]hydrazinylidene]methyl]phenyl] ester


name: 3-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-5-methoxy-benzoic acid methyl ester


name: 2-[1H-indol-3-yl(oxo)methyl]-4-thiazolecarboxylic acid methyl ester


An N-acetoxyarylamine having 1,1'-biphenyl-4-amine as the arylamine component.


A sterol 3beta-D-glucoside in which the parent sterol is 16,17-didehydropregnenolone.


A carboxylic ester-lactam secreted by Mycobacterium tuberculosis which is lipid-soluble and acts as an antigen.


METHYLCAFFEATE

An alkyl caffeate ester formed by the formal condensation of caffeic acid with methyl alcohol.


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


DESMEDIPHAM

A carbamate ester that is phenylcarbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(ethoxycarbonyl)amino]phenyl group. It is an agrochemical used as a herbicide.


fleephilone

A organic heterotetracyclic compound isolated from the fermentation broth of Trichoderma harzianum and exhibits anti-HIV activity.


(4-bromophenylsulfanyl)pyruvic acid

A 2-oxo monocarboxylic acid comprising pyruvic acid having a 4-bromophenylsulfanyl group attached at the 3-position.


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


(2S,3S)-2-methylcitric acid

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


felbinac

A monocarboxylic acid in which one of the alpha-hydrogens is substituted by a biphenyl-4-yl group. An active metabolite of fenbufen, it is used as a topical medicine to treat muscle inflammation and arthritis.


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


A carbamate ester of thymidine in which the 5'-hydroxy group has been esterified with [3-(benzoyloxy)-3-oxopropyl]carbamic acid,


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


name: 1h-indole-3-carboxylic acid, 1-[(4-fluorophenyl)methyl]-, 1-naphthalenyl ester


Benzaldehyde substituted at the 4-position by an N,N-dimethylamino group and at C-3 by bromine.


C80 D-glucose mono(keto-meromycolate)

A mycolate ester formed by esterification of keto-meromycolic acid with the 6-OH of D-glucose.


A glycosyloxyflavone that is chrysoeriol in which the hydroxyl hydrogen at position 7 is replaced by a 6-p-coumaroylglucosyl residue.


12-ketomethymycin N-oxide

A macrolide that is the N-oxide of 12-ketomethymycin. It is a natural product synthesized by Streptomyces sp. AM4900 without biological activity.


rolitetracycline

A derivative of tetracycline in which the amide function is substituted with a pyrrolidinomethyl group.


aryl phenyl ketone fungicide

Compounds that contain an aryl phenyl ketone moiety as a key feature of their structure and which have been used as fungicides.


name: 8,11-Tridecadienoic acid, 13-(3-pentyl-2-oxiranyl)-, methyl ester, (8Z,11Z)-


14-formyl steroid

A steroid aldehyde that is any steroid which is substituted by a formyl group at position 14.


alpha-amino-gamma-cyanobutanoic acid

An alpha-amino acid that is 2-aminobutanoic acid substituted at position 4 by a cyano group.


vanilloylacetic acid

A 3-oxo monocarboxylic acid that is dihydroferulic acid in which the benzylic methylene group has been oxidised to give the corresponding ketone.


hexadecanoate ester

A fatty acid ester obtained by condensation of the carboxy group of palmitic acid with a hydroxy group of an alcohol or phenol.


N-hexacosanoylglycine

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


ANANOLIGNAN F

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


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


methyl-branched fatty acid 18:2

Any polyunsaturated methyl-branched fatty acid containing 18 carbons and 2 double bonds.


formylmethyl hexaethylene glycol

A hydroxypolyether aldehyde comprising hexaethylene glycol having one of the terminal hydroxy groups substituted by formylmethoxy.


An ethyl 2-(methylamino)-1-phenylcyclohex-3-ene-1-carboxylate that is ent-dextilidine in which one of the methyl groups attached to the nitrogen is replaced by hydrogen. ent-Dextilidine is metabolised to (1R,2S)-nortilidine by the liver.


The simplest member of the class of delta-lactone that is tetrahydro-2H-pyran substituted by an oxo group at position 2.


name: 4-(dimethylsulfamoyl)benzoic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester


ISOBUTYRALDEHYDE

A member of the class of propanals that is propanal substituted by a methyl group at position 2.


2-hydroxy-6-oxo-2,4-heptadienoic acid

An alpha,beta-unsaturated monocarboxylic acid that is 2,4-heptadienoic acid substituted by hydroxy and oxo groups at positions 2 and 6 respectively.


(S)-1'-methylhexyl caffeate

An alkyl caffeate ester obtained by the formal condensation of trans-caffeic acid with heptan-2-ol. It has been isolated from the leaves of Piper sanguineispicum.


name: 4-methyl-3-[[1-oxo-2-(4-oxo-3-quinazolinyl)ethyl]amino]benzoic acid methyl ester


name: 4-[(1H-benzimidazol-2-ylhydrazinylidene)methyl]benzoic acid methyl ester


A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of 9-hydroxyoctadecanoic acid.


linoleic acid hydroperoxide

A HPODE that is a mono-hydroperoxy derivative of linoleic acid


3-oxobutyl acetate

An acetate ester that is butyl acetate substituted by an oxo group at position 3.


A N(2)-acylglutamine that has indol-3-ylacetyl as the acyl group.


An enone that is hex-2-ene in which the two methylene hydrogens at position 4 have been replaced by an oxo group.


A tetrasaccharide consisting of beta-D-Delta(4)-glucopyranuronic acid, beta-D-glucopyranosyl, alpha-L-rhamnopyranosyl and beta-D-glucopyranosyl residues, joined in sequence by (1->4), (1->4) and (1->3)-glycosidic bonds, respectively.


name: diethylamino hydroxybenzoyl hexyl benzoate


name: 2-(thiophen-2-ylsulfonylamino)benzoic acid [2-(3-acetylanilino)-2-oxo-1-phenylethyl] ester


trichloroacetaldehyde

An organochlorine compound that consists of  acetaldehyde where all the methyl hydrogens are replaced by chloro groups.


phosphine oxide

Phosphine oxides are organophosphorus compounds with the formula OPR3, where R = alkyl or aryl. They are considered to be the most stable organophosphorus compounds.


A monocarboxylic acid that is oxoacetic acid substituted by a (2-ethyl-6-methylphenyl)(1-methoxypropan-2-yl)amino group at position 2.


A beta-diketone that is hentriacontane in which the hydrogens at position 14 and 16 are replaced by oxo groups.


An omega-hydroxy fatty acid ascaroside that is bhos#22 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.


A 20-oxo steroid that is pregnenolone carrying an additional hydroxy substituent at the 7beta-position.


formate ester

An ester of formic acid.


name: 2-[[[5-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-3-furanyl]-oxomethyl]amino]acetic acid ethyl ester


isooctyl laurate

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


pantocin A

A member of the class of indolizines that is 3,5,6,7-tetrahydroindolizine which carries a 2-aminoacyl-4-amino-4-oxobutanoic acid, oxo, amino groups at positions 3S, 5 and 6S, respectively. It is a ribosomally encoded and post-translationally modified peptide natural product found in several species of the Pantoea genus and derived from a Glu-Glu-Asn precursor peptide.


name: 4-nitrobenzoic acid (3,3,7,8-tetramethyl-1,5-dihydro-[1,3]dioxepino[5,6-c]pyridin-7-ium-9-yl) ester


azelaic acid

An alpha,omega-dicarboxylic acid that is heptane substituted at positions 1 and 7 by carboxy groups.


imidazol-1-ylacetic acid

An imidazolyl carboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by an imidazol-1-yl group.


name: 23-(6-methyl)heptanoic acid demalonylazalomycin F5a ester


ansamitocin P3

A polyketide antibiotic that is isolated from Actinosynnema pretiosum and also exhibits antitumour activity.


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

The (S)-enantiomer of 3-(indol-3-yl)-2-oxobutyric acid.


A mycolic acid produced inter alia by Mycobacterium tuberculosis, the structure of which is heptacosanoic acid substituted at the alpha-carbon by a (14E)-33-hydroxy-1-[(icosan-2-yl)oxy]-1-oxotritriacont-14-en-33-yl chain.


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


palau'amide

A 24-membered cyclodepsipeptide isolated from the cyanobacterium, Lyngbya sp. It exhibits strong cytotoxicity against KB human nasopharyngeal carcinoma cells.


vedaprofen

A racemate composed of equal amounts of (R)- and (S)-vedaprofen. Used for control of pain and inflammation particularly associated with chronic musculoskeletal disorders and soft tissue trauma in dogs and horses and for treatment of pain due to horse colic.


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


A 14-membered macrolide isolated from the Serratia liquefaciens and exhibits anti-hyperlipidemic activity.


cis-chalcone

The cis-stereoisomer of chalcone.


aspirin-based probe AP

A benzoate ester resulting from the formal condensation of the carboxy group of acetylsalicylic acid with the phenolic hydroxy group of 2-(1,3-benzothiazol-2-yl)-4-fluorophenol. The latter is a fluorophore which is to the aspirin moiety via an H2O2-responsive bond. It can be used as probe for imaging H2O2 (overproduction of H2O2 causes oxidative stress and is characteristic of vascular diseases).  In contrast to arylboronat-based probes, it shows high specificity for H2O2 over peroxynitrite (which is much more reactive than H2O2, but exists at much lower abundance).


name: 2-hydroxy-5-[(4-methoxyphenyl)sulfamoyl]benzoic acid [2-[1-(3-bicyclo[2.2.1]heptanyl)ethylamino]-2-oxoethyl] ester


N-acylserine 20:6

An N-acylserine in which the acyl group contains 20 carbons and 6 double bonds.


name: 4-[[(4-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)thio]methyl]benzoic acid methyl ester


aromatic amino acid

An amino acid whose structure includes an aromatic ring.


name: 2-[4-ethoxy-2-[2-furanyl(oxo)methyl]imino-1,3-benzothiazol-3-yl]acetic acid methyl ester


trans-coumaryl acetate

A phenylpropanoid that is trans-p-coumaryl alcohol in which the hydrogen from the allylic hydroxy group is replaced by an acetyl group.


name: 2-(2,4-dichlorophenoxy)acetic acid [[amino(2-pyridinyl)methylidene]amino] ester


cholesteryl pentadecanoate

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


A muconic semialdehyde that is hexa-2,4-dienoic acid substituted at positions 4 and 6 by hydroxy and oxo groups respectively (the 2E,4Z-isomer).


3-trifluoromethylbenzoic acid

A benzoic acid carrying a trifluoromethyl substituent at the 3-position.


4-oxo-4-(2-thienyl)butyric acid

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


1-DEMETHYLKADSUPHILIN A

A lignan isolated from the roots and stems of Kadsura longipedunculata and has been shown to exhibit inhibitory activity against HIV-1 protease.


leucine

A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.


A sulfone that is 1-phenyl-2-propenone with a phenylsulfonyl group at position 3.


glyoxal-lysine dimer

An imidazolium ion formed via cyclo-dimerisation of L-lysine and glyoxal.


RHIZOXIN

An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.


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


N-methylleucine

A leucine derivative obtained by replacement of one of the amino hydrogens of leucine by a methyl group.


The 7-hydroxy derivative of (3E)-6-methylhepta-3,5-dien-2-one.


4-bromobenzoic acid

A bromobenzoic acid carrying a single bromo subsituent at the 4-position.


D-SACCHARIC ACID 1,4-LACTONE

A delta-lactone that is D-glucono-1,4-lactone in which the hydroxy group at position 6 has been oxidised to the corresponding carboxylic acid.


epoxyoctadecenoic acid

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


An alpha-D-glucoside that is 29-keto-(3R,31R)-dotriacontanetriol having a single alpha-D-glucosyl residue attached at position 1.


DD-2,6-diaminopimelic acid

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


N-acetyl-D-leucine

The N-acetyl derivative of D-leucine.


alpha,beta-unsaturated ketone

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


name: 2-nitrobenzoic acid [1-(4-methylphenyl)-1-oxopropan-2-yl] ester


(R)-metolachlor OXA

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


N-acyl-L-homoserine

The L-enantiomer of N-acylhomoserine.


L-norleucine

A non-proteinogenic L-alpha-amino acid comprising hexanoic acid carrying an amino group at C-2. It does not occur naturally.


pandangolide 1a

A hexaketide lactone isolated from the sponge-associated fungus Cladosporium sp. It is a diastereoisomer of pandangolide 1.


XANTHOHUMOL B

A member of the class of chalcones that is (2E)-1-(3,4-dihydro-2H-chromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one substituted by hydroxy groups at position 3 and 5, a methoxy group at position 7 and geminal methyl groups at position 2. It has been isolated as a racemate from Humulus lupulus and has been shown to exhibit inhibitory activity against nitric oxide production.


name: 4-(5-methyl-2-furanyl)-2-[[1-oxo-2-(1H-1,2,4-triazol-5-ylthio)ethyl]amino]-3-thiophenecarboxylic acid ethyl ester


methyl linoleate

A  fatty acid methyl ester of  linoleic acid. It has been isolated from Neolitsea daibuensis.


2-(3-methylthiopropyl)malic acid

The 2-(3-methylthiopropyl) derivative of malic acid.


alpha-aminobutyric acid

An alpha-amino acid that is butyric acid bearing a single amino substituent located at position 2.


TEREPHTHALIC ACID

A benzenedicarboxylic acid carrying carboxy groups at positions 1 and 4. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and isophthalic acids.


(S)-WILLARDIINE

The 3-(uracil-1-yl) derivative of L-alanine.


An aminodisaccharide consisting of N-acetylneuraminic acid and 2-acetamido-2-deoxy-D-galactopyranose joined in sequence by a (2->3) glycosidic bond.


methyl hippurate

A glycine derivative that is the methyl ester of hippuric acid.


pentacarboxylic acid

An oxoacid containing five carboxy groups.


An optically active twelve-membered tetraazamacrocycle having a carboxymethyl group attached to each of the nitrogens and a 4-(2-bromoacetamido)benzyl group at the 2-position.


EPOTHILONE D

An epithilone that is epithilone C in which the hydrogen at position 13 of the oxacyclohexadec-13-ene-2,6-dione macrocycle has been replaced by a methyl group.


hydroxy carboxylic acid

Any carboxylic acid with at least one hydroxy group.


A xanthene dye that is fluorescein bearing bromine substituents at positions 2 and 7 as well as a hydroxymercurio substituent at position 4.


mitorubrin

An  azaphilone that is 7,8-dihydro-6H-2-benzopyran substituted by a methyl group at position 7, oxo groups at positions 6 and 8, a propenyl group at position 3 and a (2,4-dihydroxy-6-methylbenzoyl)oxy group at position 7.


A methyl ketone that is benzamide in which one of the meta hydrogens has been replaced by an acetyl group. It is a bacterial secondary metabolite from actinomycete strain WA23-4-4 isolated from the intestinal tract of Periplaneta americana (American cockroach), it shows significant antifungal activity against Candida albicans ATCC 10231 and Aspergillus niger ATCC 16404 but is less active against Trichophyton rubrum ATCC 60836 and Aspergillus fumigatus ATCC 96918.


alpha-sulfophenylacetic acid

An member of the class of phenylacetic acids that is phenylacetic acid in which one of the hydrogens alpha- to the carboxy group has been replaced by a sulfo group.


A ketoaldehyde that is octanal carrying an acetyl substituent at position 3 (the S-enantiomer).


cis-3-coumaric acid

The cis-stereoisomer of 3-coumaric acid.


3-methylcrotonyl glycine

An N-acylglycine in which the acyl group is specified as 3-methylbut-2-enoyl.


himastatin

A dimeric cyclohexadepsipeptide with formula C72H104N14O20. It is an antibiotic isolated from Streptomyces hygroscopicus and exhibits antitumor and antibacterial activity.


name: 2-[[5-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-oxo-2-phenyl-1-benzopyran-7-yl]oxy]acetic acid tert-butyl ester


N-acetyl-beta-alanine

The N-acetyl derivative of beta-alanine.


NAPHTHOIC ACID

A naphthoic acid carrying a carboxy group at position 1.


name: 2-[8-(2-naphthalenylmethyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl]acetic acid methyl ester


monacolin L acid

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


HYPOTHEMYCIN

A macrolide that is isolated from the cultured broth of Hypomyces subiculosus and shows antifungal activity and inhibits the growth of some human cancer cells.


chaetoglobosin R

A cytochalasan alkaloid found in Chaetomium globosum.( Compound class : cytochalasan alkaloid)


cadiyenol

An acetylenic compound that is (8E)-heptadeca-1,8-diene-4,6-diyne substituted by hydroxy group at positions 6 and 15, a methoxy group at position 8 and a (5-methoxy-5-oxopentyl)oxy group at position 7. Isolated from Centella asiatica, it exhibits antineoplastic activity.


An O,2,3-trimethyltyrosine that has D-configuration at the 2-position.


2-oxobut-3-enoic acid

A 2-oxo monocarboxylic acid that is 2-oxobutanoic acid with double bond at position 3.


name: 4-(1-oxopropylamino)benzoic acid (2-chlorophenyl)methyl ester


12-sulfooxy-9,10-dihydrojasmonic acid

A dihydrojasmonic acid that is 9,10-dihydrojasmonic acid in which one of the methyl hydrogens at position 12 has been replaced by a sulfooxy group.


A phenylalanine derivative that is methyl 4-aminophenylalaninate substituted by a tert-butoxycarbonyl on the alpha-Nitrogen atom.


A member of the class of pteridines that is 7,8-dihydropteridine-2,4(1H,3H)-dione carrying a lactoyl group at position 6.


fluciclovine ((14)C)

A member of the class of cyclobutanes that is ((14)C)cyclobutane which carries a carboxy, amino and fluoro groups at positions 1, 1 and 3, respectively (the 1r,3r-stereoisomer).


abyssinone D

A chalcone having hydroxy substituents at positions 4, 2' and 4', a methoxy substituent at position 3 and a 3-methylbut-2-en-1-yl group at position 5. It is isolated from the stems of Erythrina abyssinica and displays moderate cytotoxic effect against human colorectal cancer cell line.


PHYSALIN G

A physalin with antimalarial activity isolated from Physalis angulata.


A hydroxy-amino acid that is lysine substituted by a hydroxy group at position 3.


A cholestanoid that is 5alpha-cholestan-3beta-ol carrying an additional oxo substituent at position 7.


name: Propanedioic acid, (methoxyimino)-, dimethyl ester


8(9)-EET methyl ester

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 8(9)-EET with methanol.


PIMELIC ACID

An alpha,omega-dicarboxylic acid that is pentane with two carboxylic acid groups at positions C-1 and C-5.


nystatins

A class of polyene antifungal antibiotics produced by Streptomyces noursei, and other Streptomyces species.


secoaggregatalactone A

An enoate ester obtained by the formal condensation (2E)-2-[(1S)-1-hydroxy-2-oxopropyl]tridec-2-enoic acid with methanol. Isolated from Lindera aggregata, it exhibits apoptotic activity against human hepatoma hep G2 cells.


name: 2-[5-[(2-hydroxy-3-nitrophenyl)methylidene]-2,4-dioxo-3-thiazolidinyl]acetic acid ethyl ester


An epoxide which is a carboxamide obtained by the formal condensation of one of the carboxy groups of oxirane-2,3-dicarboxylic acid with N-{4-[(3-aminopropyl)amino]butyl}-L-phenylalaninamide. It is a natural product, isolated from Gliocladium sp. F-2665. TMC-52D  acts as an inhibitor of cysteine proteinases, particularly cathepsin B (EC 3.4.22.1), cathepsin L (EC 3.4.22.15), and papain (EC 3.4.22.2), with IC50 values of 280 nM, 6 nM, and 49 nM, respectively. The epoxide group has trans configuration but its exact stereochemistry is uncertain: it is either (2R,3R) or (2S,3S).


GLUCOSAMINIC ACID

Hexanoic acid with four hydroxy groups at C-3, C-4, C-5, C-6, and an amino group at C-2.


dihydrolipoic acid

A  thio-fatty acid that is reduced form of lipoic acid. A potent antioxidant shown to directly destroy superoxide, hydroperoxy and hydroxyl radicals; also has neuroprotective and anti-tumour effects.


bumadizone

A carbohydrazide obtained by formal condensation of one of the carboxy groups from butylmalonic acid with the hydrazino group of 1,2-diphenylhydrazine. Used (as its calcium semihydrate) for treatment of rheumatoid arthritis.


CHOLESTERYL OLEATE

The (Z)-stereoisomer of  cholesteryl octadec-9-enoate.


amineptine

A carbocyclic fatty acid that is 5-aminoheptanoic acid in which one of the hydrogens attached to the nitrogen is replaced by a 10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl group. A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne.


L-alanyl ester

Any alpha-amino acid ester that results from the formal condensation of the carboxylic acid group of L-alanine with an alcohol.


erythro-L-hydroxyallysine

Hydroxyallysine in which the configuration at the alpha-carbon is L and that at C-5 is R.


isoamyl propanoate

A propanoate ester of isoamylol.


A diarylheptanoid that is 3-heptanone substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a 4-hydroxyphenyl group at position 7. It has been isolated from the rhizomes of Curcuma kwangsiensis.


BRUCEOLLINE L

An indole alkaloid  that is 1H-indole substituted by a (2R)-2-hydroxy-3-methylbutanoyl group at position 3. It has been isolated from the ethanol extract of the stems of Brucea mollis.


D-phenyllactic acid

The (S)-enantiomer of 3-phenyllactic acid.


A dioxo monocarboxylic acid that consists of hydrindane bearing two oxo substituents at positions 1 and 5, a methyl substituent at position 7a and a 2-carboxyethyl substituent at position 4 (3aS,4S,7aS-diastereomer).


fatty acid 14:2

Any polyunsaturated fatty acid containing 14 carbons and 2 double bonds.


PNCMB

An arylmercury compound consisting of benzylpenicillenic acid conjugated via its mercapto group to 4-carboxyphenylmercury.


carglumic acid

A urea that is the N-carbamoyl derivative of L-glutamic acid. An orphan drug used to treat a deficiency in the enzyme N-acetylglutamate synthase, which leads to acute hyperammonaemia.


aminoacetone

A propanone consisting of acetone having an amino group at the 1-position.


N-(2-hydroxyphenyl)malonamic acid

A dicarboxylic acid monoamide that is malonamic acid in which the amino group is substituted by a (2-hydroxyphenyl)amino group.


3,5-dioxooctanedioic acid

An alpha,omega-dicarboxylic acid that is suberic acid which oxo groups replace the hydrogens at positions 3 and 5. It is an abnormal metabolite of the tyrosine metabolic pathway and a marker for type 1 tyrosinaemia.


methyl undecanoate

A fatty acid methyl ester of undecanoic acid.


(E)-5-hydroxyferulic acid

The E-isomer of 5-hydroxyferulic acid.


A semisynthetic derivative obtained by alkaline hydrolysis of the macrocyclic lactone ring of brefeldin A.


A tertiary ammonium ion result from the protonation of the tertiary amino group of dehydrosecodine (the enamine form). An intermediate in the biosynthesis of aspidospermaand iboga alkaloids.


A tryptophan derivative that is tryptophan substituted  by a methyl group at position 5 of the indole ring.


quinclorac-methyl

The methyl ester of quinclorac. Used as an agricultural herbicide.


trans-sinapyl actetate

Sinapyl acetate in which the configuration of the propenyl double bond is E.


aminooxyacetic acid

A member of the class of hydroxylamines that is acetic acid substituted at postion 2 by an aminooxy group. It is a compound which inhibits aminobutyrate aminotransferase activity in vivo, resulting in increased levels of gamma-aminobutyric acid in tissues.


licoagroside B

A monosaccharide derivative resulting from the formal condensation of the hydroxy group of 2-methyl-4-oxo-4H-pyran-3-yl beta-D-glucopyranoside with the carboxy group of 3-hydroxy-3-methylglutaric acid.


myristyl palmitate

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


stearyl oleate

A wax ester obtained by the formal condensation of oleic acid with stearyl alcohol.


proINDY

A member of the class of benzothiazoles that is 2,3-dihydro-1,3-benzothiazole substituted by 2-oxopropylidene, ethyl, and acetyloxy groups at positions 2, 3 and 5, respectively. It is the prodrug of INDY.


name: 2-(4-methoxyphenyl)imino-4-(4-nitrophenyl)-4-oxobutanoic acid methyl ester


name: 2-[8-(3,4-dihydro-1H-isoquinolin-2-ylmethyl)-1,3-dimethyl-2,6-dioxo-7-purinyl]acetic acid methyl ester


2(S)-amino-6-boronohexanoic acid

L-Norleucine substituted at C-6 with a borono group.


myristate phytyl ester

A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of tetradecanoic acid.


nitrotyrosine

A tyrosine derivative that is tyrosine substituted by a nitro group at unspecified position. A "closed" class.


2-dehydro-3-deoxy-D-arabinonic acid

A 2-oxo monocarboxylic acid that is 2-oxopentanoic acid which is substituted at positions 4 and 5 by hydroxy groups (the 4S-enantiomer).


cefiderocol

A fourth-generation siderophore cephalosporin antibiotic having {1-[2-(2-chloro-3,4-dihydroxybenzamido)ethyl]pyrrolidinium-1-yl}methyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino side groups located at positions 3 and 7 respectively, developed to combat a variety of bacterial pathogens, including beta-lactam- and carbapenem-resistant organisms.


aldarolactone

A carbohydrate lactone resulting from the formal intramolecular condensation between a hydroxy group and one of the carboxy groups of an aldaric acid.


cis-caffeic acid

The cis-isomer of caffeic acid.


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


N-acetyl-L-alpha-phenylglycine

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


An acetate ester obtained by the formal condensation of the two hydroxy groups of butane-1,4-diol with two molecules of acetic acid


saroglitazar

A monocarboxylic acid that is (2S)-2-ethoxy-3-(p-ethoxyphenyl)propanoic acid in which one of the methyl hydrogens of the p-ethoxy substituent has been replaced by the nitrogen of 2-methyl-5-[4-(methylthio)phenyl]-1H-pyrrole. An agonist at the subtypes alpha and gamma of the peroxisome proliferator-activated receptor (PPAR) with predominant PPARalpha activity, it is used in the treatment of type 2 diabetes.


naphthaldehyde

An aldehyde in which the organyl group is a naphthyl group.


D-mannonic acid

The D-stereoisomer of mannonic acid.


name: cis-8,11,14-Eicosatrienoic acid methyl ester


name: 2-[(4-methylphenyl)sulfonylamino]acetic acid (2-oxo-3-oxolanyl) ester


cinoxacin

A member of the class of  cinnolines  that is 6,7-methylenedioxycinnolin-4(1H)-one bearing an ethyl group at position 1 and a carboxylic acid group at position 3. An analogue of oxolinic acid, it has similar antibacterial actions. It was formerly used for the treatment of urinary tract infections.


butynal

An aldehyde that is butanal consisting of a triple bond at unspecified position.


3-(10-methyl-9-anthryl)propanoic acid

Anthracene substituted at C-9 by a propionic acid group and at C-10 by a methyl group.


MOLLICELLIN B

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


4-coumaric acid methyl ester

A cinnamate ester that is the methyl ester of 4-coumaric acid.


ACETIC ACID ISOBUTYL ESTER

The acetate ester of isobutanol.


(R)-lactaldehyde

The (R)-stereoisomer of lactaldehyde.


mycolic acid

Mycolic acids are alpha-branched, beta-hydroxy long-chain fatty acids found in the cell walls of the mycolata taxon, a group of bacteria that includes Mycobacterium tuberculosis, the causative agent of the disease tuberculosis.


A L-tyrosine derivative that is the 3-methoxy derivative of L-dopa.


melphalan

A phenylalanine derivative comprising L-phenylalanine having [bis(2-chloroethyl)amino group at the 4-position on the phenyl ring.


veratrone acetate

An acetate ester obtained by the formal condensation of the hydroxy group of veratrone with acetic acid.


A decenal in which the C=C bond is located at the 2-3 position.


name: 2-Propenoic acid, 3-(2,4-dimethoxyphenyl)-, (E)-


bassianolide

A cyclodepsipeptide consisting of a cyclic tetramer of the depsipeptide D-Hiv-N-methyl-L-leucine (where D-Hiv = D-alpha-hydroxyisovaleric acid). Found in the fungal species Beauveria bassiana and Verticillium lecanii, it has insecticidal properties and is used as a commercial biopesticide to control of insects of agricultural, veterinary and medical significance. For elucidation of the structure, see Suzuki et al., Tetrahedron Lett. 1977 v25, 2167-2170.


L-4-hydroxyglutamic semialdehyde

A glutamic semialdehyde that is  L-glutamic 5-semialdehyde substituted by a hydroxy group at position 4.


CATHINONE

The S stereoisomer of 2-aminopropiophenone.


tetrachlorophthalic anhydride

A cyclic dicarboxylic anhydride that is phthalic anhydride chlorinated at the 4-, 5-, 6- and 7-positions.


octanoyl-beta-D-glucuronide

A carboxylic ester resulting from the formal condensation of the carboxylic acid group of octanoic (caprylic) acid with the anomeric hydroxy group of beta-D-glucuronic acid.


A glycosyloxyflavone that is tricin substituted at positions 4 and 7 by beta-glucosyl 6-O-sinapoylglucosyl residues respectively.


halo fatty acid

Any fatty acid carrying at least one halo substituent.


an aldono-1,5-lactone

Any aldono-1,5-lactone having undefined stereochemistry. A representative structure is provided.


name: 4-oxo-4-thiophen-2-ylbutanoic acid [2-(ethylamino)-2-oxoethyl] ester


SURFACTIN

A cyclodepsipeptide that is N-[(3R)-3-hydroxy-13-methyltetradecanoyl]-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.


A member of the class of propanals that is propanal substituted by two methyl groups at position 2.


fumicycline A

An anthrafuran and meroterpenoid that is 2,3,11,11a-tetrahydroanthra[2,3-b]furan which is substituted by a 2-oxopropylidene group at position 2, a 3-methylbut-2-en-1-yl group at position 5, an oxo group at position 11, and hydroxy groups at positions 3a, 7, 9, and 10. It is one of the 'cryptic' secondary metabolites (i.e. expressed at very low levels in the absence of specific triggers and/or conditions) of Aspergillus fumogatus, obtained following the induction of the fungus with the actinomycete Streptomyces rapamycinicus.


A member of the class of dihydronaphthalenes that is 1,2-dihydronaphthalene which is substituted at positions 1, 1, 4, and 6 by methyl, methyl, phenylethynyl, and 2-(p-carboxyphenyl)vinyl groups, respectively (the E isomer).


ETHYL PROPIONATE

A propanoate ester of ethanol.


avermectin

Any of the macrolides obtained as fermentation products from the bacterium Streptomyces avermitilis and consisting of a 16-membered macrocyclic backbone that is fused both benzofuran and spiroketal functions and contains a disaccharide substituent. They have significant anthelmintic and insecticidal properties.


fumigaclavine C

An ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by a 2-methylbut-3-en-2-yl group at position 2, methyl groups at the 6 and 8beta positions, and by an acetoxy group at the 9beta position.


(-)-marinopyrrole B

A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by a bromo group at position 3, 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.


corynebactin

A crown compound that is enterobactin in which the pro-R hydrogens at positions 2, 6 and 10 of the trilactone backbone are replaced by methyl groups, and in which a glycine spacer separates the trilactone backbone from each of the catecholamide arms. It is the endogenous siderophore of Bacillus subtilis, used for the acquisition of iron.


A benzoxadiazole that is 2,1,3-benzoxadiazole  which is substituted at positions 4 and 7 by (5-carboxypentyl)amino and nitro groups, respectively.


name: 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(thiophen-2-ylthio)methyl]-3-indolecarboxylic acid ethyl ester


suprofen

An aromatic ketone that is thiophene substituted at C-2 by a 4-(1-carboxyethyl)benzoyl group.


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


(+)-jasplakinolide W

A cyclodepsipeptide isolated from Jaspis splendens.


sulfinoacetaldehyde

An organosulfinic acid that is methanesulfinic acid in which one of the methyl hydrogens has been replaced by a formyl group.


name: 2-[[(4-chloro-1-methyl-3-pyrazolyl)-oxomethyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid methyl ester


Indole-3-acetic acid substituted on nitrogen with a 4-chlorobenzoyl group and at C-5 by a methoxy group.


(ISOBUTYRYLAMINO)ACETIC ACID

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


8,5'-diferulic acid

A polyphenol composed of two molecules of ferulic acid joined by a bond between positions 8 and 5'.


(3Z)-ethyl 2-methyl-3-pentenoate

An ethyl 2-methyl-3-pentenoate in which the double bond adopts a cis-configuration.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 5-hydroxypentanoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


A hydroxybenzaldehyde carrying a hydroxy substituent at position 3.


hexanone

A ketone that is a hexane carrying an oxo substituent at unspecified position.


4beta-formyl steroid

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


tolmetin

A monocarboxylic acid that is (1-methylpyrrol-2-yl)acetic acid substituted at position 5 on the pyrrole ring by a 4-methylbenzoyl group. Used in the form of its sodium salt dihydrate as a nonselective nonsteroidal anti-inflammatory drug.


karalicin

A  pentitol derivative that is 3-O-acetyl-1-deoxypentitol substituted by a 4-methoxyphenyl group at position 1. Isolated from the fermentation broth of Pseudomonas fluorescens and Pseudomonas putida, it exhibits anti-HSV-1 activity.


3-ethoxybenzoic acid

An ethoxybenzoic acid carrying an ethoxy substituent at position 3.


METHYL ANTHRANILATE

A benzoate ester that is the methyl ester of anthranilic acid.


A beta-hydroxy ketone that is butan-2-one substituted by a hydroxy group at position 4.


A dialkyl ketone that is 4-methylheptane substituted by an oxo group at position 3.


name: 3-(4-methoxyphenyl)-2-propenoic acid (4-oxo-2-pyrimido[2,1-b][1,3]benzothiazolyl)methyl ester


methyl glycinate

A glycinyl ester obtained by the formal condensation of the carboxy group of glycine with methanol.


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


Penta-2,4-dienoic acid in which the hydrogen at position 2 is substituted by hydroxy and one of the hydrogens at position 5 is substituted by a benzoyl group. It is a metabolic product of biphenyl from Pseudomonas putida.


palmityl heptadecanoate

A wax ester resulting from the formal condensation of the carboxy group of heptadecanoic acid with the hydroxy group of palmityl alcohol.


tetracenomycin F1

A tetracenomycin that is 1-methyl-11-oxo-6,11-dihydrotetracene-2-carboxylic acid bearing four hydroxy substituents at positions 3, 8, 10 and 12.


methyl-branched fatty acid 20:0

Any saturated methyl-branched fatty acid containing 20 carbons and 0 double bonds.


ACETOSYRINGONE

A member of the class of  acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.


tabtoxinine beta-lactam

A L-alpha-amino acid with a 3-hydroxy-2-oxoazetidin-propyl side chain. It is a monobactam antibiotic derived from tabtoxin with an inhibitory effect over glutamine synthetase.


methyl 2-hydroxypropionate

A lactate ester resulting from the formal condensation of the carboxy group of 2-hydroxypropanoic acid with methanol.


(R)-chaulmoogric acid

The (R)-enantiomer of chaulmoogric acid.


L-allothreonine

The L-enantiomer of allothreonine.


methyl cis-cinnamate

The Z (cis) isomer of methyl cinnamate.


name: 4-chloro-3-(1-pyrrolidinylsulfonyl)benzoic acid [2-(butylamino)-2-oxoethyl] ester


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


fumigaclavine A

An ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by methyl groups at the 6 and 8beta positions, and by an acetoxy group at the 9beta position.


A polyketide that consists of cyclohex-2-en-1-one substituted by hydroxy groups at positions 3 and 5 and a hexadec-3-enoyl group at position 2 (the 3E stereoisomer). It is isolated form the leaves of Virola sebifera an exhibits cytotoxic activity against human tumour cells.


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


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-17-hydroxyheptadec-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


An epsilon-lactone that is oxepan-2-one which is substituted at positions 4 and 7 by methyl and isopropyl groups, respectively.


BENZOIC ACID 2-METHYLPROPYL ESTER

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