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


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

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


octadec-6-enoic acid

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


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

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


CROCIN 3

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


(P)-viriditoxin

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


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


3,4-DIHYDROXYPHENYLACETIC ACID

A dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine.


heptadienal

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


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

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


2-(phosphinomethylidene)succinic acid

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


olsalazine

An azobenzene that consists of two molecules of 4-aminosalicylic acid joined by an azo linkage. A prodrug for mesalazine, an anti-inflammatory drug, it is used (as the disodium salt) in the treatment of inflammatory bowel disease.


L-beta-homomethionine

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


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

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


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


(E)-3-methylglutaconic acid

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


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


7beta-aminocephalosporanic acid

The  alpha,beta-unsaturated monocarboxylic acid that is the active nucleus for the synthesis of cephalosporins and intermediates.


methyl purine-6-carboxylate

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


nitroproston

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


2-naphthyl tetradecanoate

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


hydroxy-L-isoleucine

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


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

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


N-arachidonoyl-L-alanine

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


oxo carboxylic acid

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


alpha-irone

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


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


PROPYNOIC ACID ETHYL ESTER

The ethyl ester of prop-2-ynoic acid.


N-amidino-L-aspartic acid

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


alpha-diketone

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


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


epoxy fatty acid

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


hydroxyalbendazole

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


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


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


(-)-threo-isodihomocitric acid

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


N-hydroxysuccinimide ester

An ester of N-hydroxysuccinimide.


3-methoxyanthranilic acid

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


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


N-methyl-L-phenylalanine

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


succinate ester

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


dimethylmalonic acid

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


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


penillic acid

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


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


ISOBUTYRIC ACID ETHYL ESTER

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


icosanedioic acid

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


2-chloroacrylic acid

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


A galactonolactone derived from D-galactonic acid.


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

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


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


methyl-branched fatty acid 15:0

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


N-docosanoylglycine

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


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


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


pivalate ester

A carboxylic ester of pivalic acid.


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


3,4,5-trimethoxydihydrocinnamic acid

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


WITHALONGOLIDE F

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


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


3-fluorobenzoic acid

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


beauvericin

A trimeric cyclodepsipeptide composed from alternating methylphenylalanyl and hydroxyvaleryl residues.


alpha-ketonitrile

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


methyl L-lysinate

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


benzyl cetraxate

The benzyl ester of cetraxate.


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


oleyl acetate

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


N-methyl-L-glutamic acid

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


3-(4-hydroxyphenyl)lactic acid

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


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


DIHYDROCINNAMALDEHYDE

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


LONGIROSTRERONEB

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


hydroxyallysine

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


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


methyl-branched fatty acid 12:0

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


monooctyl phthalate

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


name: 3-(methanesulfonamido)benzoic acid methyl ester


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

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


OSELTAMIVIR CARBOXYLATE

A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid which is substituted at positions 3, 4, and 5 by pentan-3-yloxy, acetamido, and amino groups, respectively (the 3R,4R,5S enantiomer). An antiviral drug, it is used as the corresponding ethyl ester prodrug, oseltamivir, to slow the spread of influenza.


glycolaldehyde

The glycolaldehyde derived from ethylene glycol. The parent of the class of glycolaldehydes.


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

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


A steroid saponin that is 3,16,17-trihydroxycholest-5-en-22-one attached to a beta-D-glucopyranosyl residue at position 3 and a 2-O-acetyl-3-O-[2-O-(3,4,5-trimethoxybenzoyl)-beta-D-xylopyranosyl]-alpha-L-arabinopyranosyl residue at position 16 via a glycosidic linkage. Isolated from Ornithogalum thyrsoides, it exhibits antineoplastic activity.


SENNOSIDE B

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


methylcarbamoylcarbamate

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


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


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


methyl (Z)-7-hexadecenoate

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


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


3,4-dimethoxybenzyl acetate

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


L-dihomomethionine

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


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


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


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


daclatasvir

A member of the class of biphenyls that is a potent inhibitor of nonstructural protein 5A and is used (as its hydrochloride salt) for treatment of hepatitis C.


glutamic acid

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


TERNSTROSIDE B

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


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


brasilinolide B

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


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


(+)-CALANOLIDE A

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


CARBENDAZIM

A member of the class of benzimidazoles that is 2-aminobenzimidazole in which the primary amino group is substituted by a methoxycarbonyl group. A fungicide, carbendazim controls  Ascomycetes, Fungi Imperfecti, and Basidiomycetes on a wide variety of crops, including bananas, cereals, cotton, fruits, grapes, mushrooms, ornamentals, peanuts, sugarbeet, soybeans, tobacco, and vegetables.


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

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


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


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


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


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

The 3-dehydro derivative of L-threonic acid.


The (R)-enantiomer of 13-HPODE


meso-tartaric acid

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


ALTENUSIN

A carboxybiphenyl that is [biphenyl]-2-carboxylic acid which is substituted by a hydroxy group at positions 3, 4' and 5', methoxy group at position 5 and a methyl group at position 2'. It is a a metabolite isolated from Alternaria  and several other fungal species.


cyclitol nicotinate

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


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


CLATHSTEROL

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


ethyl 2-octenoate

The fatty acid ethyl ester of 2-octenoic acid.


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


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


S-acylglutathione

Any glutathione carrying an S-acyl substituent.


N-formimidoyl-L-aspartic acid

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


sodium thiosalicylate

A sulfanylbenzoic acid that is the 2-sulfanyl derivative of benzoic acid.


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


deaminoneuraminic acid

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


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


name: 3-hydroxyacyl derivative of bacterial toxin


cloransulam-methyl

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


(2R)-2-hydroxy monocarboxylic acid

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


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


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

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


aldicarb

The oxime carbamate resulting from the addition of 2-methyl-2-(methylsulfanyl)propanaldoxime to methyl isocyanate. A member of the class of oxime carbamate insecticides, aldicarb is a mixture of E and Z isomers; it is not known which isomer is more active.


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


3-p-coumaroylquinic acid

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


lavendiol

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


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


ARISTOLOCHIC D

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


cholesteryl acetate

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


4-acetoxy cinnamaldehyde

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


CHEATOGLOBOSIN B

A natural product found in Chaetomium globosum and Chaetomium subaffine.


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


medica 16

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


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


propyl decanoate

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


withaferin A

A  withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 27 (the 4beta,5beta,6beta,22R stereoisomer). Isolated from Physalis longifolia, it exhibits cytotoxic activity.


3-oxopropane-1-sulfonic acid

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


(R)-phenylacetylcarbinol

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


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


MOLLICELLIN M

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


L-propargylglycine

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


legioliulin

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


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


1-salicylate glucuronide

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


isochamuvaritin

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


FRUTICOSIDE E

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


fatty acid 16:3

Any trienoic fatty acid containing 16 carbons.


5-aminoimidazole-4-carboxylic acid

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


2-amino-3-hydroxybutanoic acid

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


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


isovitexin 7-O-[isoferuloyl]-glucoside

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


ANANOLIGNAN L

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


decanoate ester

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


mannopine

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


hexenoic acid

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


gluconolactone

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


aromatic carboxylic acid

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


L-altraric acid

Altraric acid of L-configuration.


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


3,6-anhydro-L-galactonic acid

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


ethyl glyoxylate

The ethyl ester of glyoxylic acid.


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


L-NIL

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


nalidixic acid

A monocarboxylic acid comprising 1,8-naphthyridin-4-one substituted by carboxylic acid, ethyl and methyl groups at positions 3, 1, and 7, respectively. An orally administered antibacterial, it is used in the treatment of lower urinary-tract infections due to Gram-negative bacteria, including the majority of E. coli, Enterobacter, Klebsiella, and Proteus species.


ketone

A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H).


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


spermine dialdehyde(2+)

Major microspecies at pH 7.3


RETASPIMYCIN

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


fluoro fatty acid

Any halo fatty acid containing at least one fluoro substituent.


febuxostat

A 1,3-thiazolemonocarboxylic acid that is 4-methyl-1,3-thiazole-5-carboxylic acid which is substituted by a 3-cyano-4-(2-methylpropoxy)phenyl group at position 2. It is an orally-active, potent, and selective xanthine oxidase inhibitor used for the treatment of chronic hyperuricaemia in patients with gout.


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


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


4-NITROPHENYL ACETATE

A phenyl acetate resulting from the formal condensation of the hydroxy group of 4-nitrophenol with the carboxy group of acetic acid.


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


diltiazem

A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have S configuration. A calcium-channel blocker and vasodilator, it is used as the hydrochloride in the management of angina pectoris and hypertension.


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


D-gulonic acid

A gulonic acid having D-configuration.


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


atenolol acid

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


3-mercaptolactic acid

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


chondrochloren B

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


methylcarbamic acid

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


3-hexenoic acid

A hexenoic acid with the double bond at position 3.


gerfelin

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


ketoxal

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


hydnocarpic acid

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


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


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


bendazac

A monocarboxylic acid that is glycolic acid in which the hydrogen attached to the 2-hydroxy group is replaced by a 1-benzyl-1H-indazol-3-yl group. Although it has anti-inflammatory, antinecrotic, choleretic and antilipidaemic properties and has been used for the treatment of various inflammatory skin disorders, its principal effect is to inhibit the denaturation of proteins. Its lysine salt is used in the management of cataracts.


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


alvaradoin N

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


o-tolualdehyde

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


3-(benzyloxy)-3-oxopropanoic acid

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


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


L-2-aminopimelic acid

A 2-aminopimelic acid that has S-configuration.


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

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


haloketone

A ketone containing a halo group.


dihydroxyphenylacetic acid

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


cynarine

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


(S)-ketorolac

A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has S configuration. While (S)-ketorolac is a COX1 and COX2 inhibitor, both enantiomers exhibit analgesic effects. Racemic ketorolac, known simply as ketorolac, is used (mainly as the tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis.


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


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


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


fatty acid 19:0

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


L-(cis)-diltiazem

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


methyl-3,4,5-trimethoxy cinnamate

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


ISOPHTHALIC ACID

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


3-methylbutyl octanoate

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


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

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


dihomomethionine

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


caffeic acid

The trans-isomer of caffeic acid.


octadec-9-enoic acid

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


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

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


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


N-oleoyl-L-glutamic acid

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


stevastelin B3

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


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


ketogluconic acid

A gluconic acid that contains a ketonic carbonyl group.


VERATRIC ACID

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


mannonic acid

A hexonic acid involved in the glucuronate metabolism.


EPOTHILONE C

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


BENZIL

An alpha-diketone that is ethane-1,2-dione substituted by phenyl groups at positions 1 and 2 respectively.


(2-nitrophenoxy)acetic acid

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


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


A member of the class of indoles that is 1H-indole substituted by 4-chlorobenzyl and formyl groups at positions 1 and 3, respectively. It is an anti-cancer agent that is active against lung cancer cells with K-Ras mutations.


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


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


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


DHβE

An organic heterotetracyclic compound resulting from the partial hydrogenation of the 1,3-diene moiety of beta-erythroidine to give the corresponding 2-ene.


WITHALONGOLIDE I

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


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


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


prohexadione

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


ardisiphenol A

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


N-acyl-L-amino acid

Any N-acylamino acid having L-configuration.


ethyl laurate

A fatty acid ethyl ester of lauric acid.


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


(S)-bambuterol

The (S)-enantiomer of bambuterol.


(Z)-2-methylureidoacrylic acid

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


arisugacin B

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


name: 2-ethoxy-3-pyridinecarboxylic acid (4-methoxycarbonylphenyl)methyl ester


name: 6-bromo-5-hydroxy-2-methyl-1H-indole-3-carboxylic acid ethyl ester


CUMINALDEHYDE

A member of the class of  benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities.


name: 5-[[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)thio]methyl]-2-furancarboxylic acid methyl ester


trans-octadec-2-enoic acid

An octadec-2-enoic acid having a trans- double bond.


NONYLACETATE

The acetate ester of nonan-1-ol.


L-djenkolic acid

A dithioacetal consisting of two molecules of L-cysteine joined via their sulfanyl groups to methylene.


heteroarenecarbaldehyde

An aldehyde in which a formyl group is located on a heteroarene.


3-hydroxyphenyl propanoate

A carboxylic ester obtained by formal condensation of the carboxy group of propionic acid with one of the phenol groups of resorcinol.


gabapentin

A gamma-amino acid that is cyclohexane substituted at position 1 by aminomethyl and carboxymethyl groups. Used for treatment of neuropathic pain and restless legs syndrome.


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


desacetyldoronine

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


name: 6-(1,3-dioxo-2-isoindolyl)hexanoic acid (4-methyl-2-oxo-1-benzopyran-7-yl) ester


A lipid hydroperoxide, obtained by the formal substitution of a hydrogen at position 9 of (9Z,11E,15Z)-octadeca-9,11,15-trienoic acid by a hydroperoxy group (the 13S-stereoisomer). Biochemically, it is an 18-C rearrangement and primary peroxidation product of alpha-linolenic acid, an intermediate in prostaglandin and leukotriene metabolism, and the substrate of the lyase enzyme hydroperoxide dehydratase.


The diketoaldonic acid derivative that is N-acetylneuraminic acid after formal dehydroxylation and subsequent removal of C-8 and C-9, and reduction of the 7-hydroxy group.


An alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively).


SPINOSYN D

A spinosyn in which the sugar amino and hydroxy groups are globally methylated with an additional methyl substituent attached to the tetracyclic skeleton. One of the two active ingredients of spinosad.


4-methylglutamic acid

A glutamic acid derivative that is glutamic acid substituted by a methyl group at position 4.


deferasirox

A member of the class of triazoles, deferasirox is 1,2,4-triazole substituted by a 4-carboxyphenyl group at position 1 and by 2-hydroxyphenyl groups at positions 3 and 5. An orally active iron chelator, it is used to manage chronic iron overload in patients receiving long-term blood transfusions.


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


3-(3-sulfooxyphenyl)propanoic acid

A monocarboxylic acid that is propionic acid carrying a 3-sulfooxyphenyl substituent at C-3.


name: 3-[3-(phenylthio)-1H-indol-2-yl]propanoic acid methyl ester


ASPERPHENAMATE

A carboxylic ester resulting from the formal condensation of the carboxy group of N-benzoyl-L-phenylalanine with the hydroxy group of N-benzoyl-L-phenylalaninol. A metabolite found in several Pencillium and Aspergillus species, as well as in plants as a product of endophytic fungi.


The ester formed between N-hydroxysuccinimide and (4-hydroxy-3-nitrophenyl)acetic acid.


glutamine family amino acid

An L-alpha-amino acid which is L-glutamic acid or any of the essential amino acids biosynthesised from it (glutamine, proline and arginine). A closed class.


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


thiolactone

A cyclic thioester of a mercapto carboxylic acid, containing a 1-thiacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.


trans-3-hexenedioic acid

The trans-stereoisomer of 3-hexenedioic acid.


ardisiphenol C

An acetate ester obtained from the formal condensation of acetic acid with the hydroxy group at position 1 of 6-[(8Z,11Z)-heptadeca-8,11-dien-1-yl]benzene-1,2,4-triol. Isolated from the dried fruits of Ardisia colorata, it exhibits scavenging activity towards DPPH radicals and cytotoxicity against murine breast cancer cell line, FM3A.


proatranorin II

Major microspecies at pH 7.3.


tilmicosin

A macrolide antibiotic with formula C46H80N2O13. It is used for the treatment of respiratory disease in cattle at high risk of developing bovine respiratory disease associated with Mannheimia haemolytica.


borrelidin

A macrolide that is isolated from several Streptomyces species and displays antibiotic, antineoplastic and antimalarial properties.


beta-ketoester

A ketoester where the ketone and ester functionalities are separated by a single carbon atom.


2-(3-hydroxyphenyl)propionic acid

A 2-arylpropionic acid that is 2-phenylpropionic acid carrying a hydroxy substituent at position 3 on the benzene ring.


E-METHYL CINNAMATE

The E (trans) isomer of methyl cinnamate.


A monounsaturated fatty aldehyde that is hex-2-enal substituted by an ethyl group at position 2.


2-oxosuccinamic acid

A dicarboxylic acid monoamide that is  succinamic acid substituted by an oxo group at position 2.


name: 5-[(carbamimidoylthio)methyl]-2-(3-methylbutoxy)benzoic acid methyl ester


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


butyl acrylate

An acrylate ester obtained by the formal condensation of the hydroxy group of  butan-1-ol with the carboxy group of  acrylic acid.


name: 2-(2-chloro-1-oxoethyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic acid methyl ester


name: 5-[[2,3-dihydro-1,4-benzodioxin-3-yl(oxo)methyl]amino]benzene-1,3-dicarboxylic acid dimethyl ester


BIOALLETHRIN

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


The L-stereoisomer of N(6)-(2,4-dinitrophenyl)lysine, a lysine derivative having a 2,4-dinitrophenyl substituent at the N(6)-position.


methiocarb-sulfoxide

A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfinyl)phenol with the carboxy group of methylcarbamic acid. It is a metabolite of the pesticide methiocarb.


name: acetic acid [4-[(1-oxo-2-phenylethyl)amino]phenyl] ester


name: 2-[[2-(cyclohexylamino)-2-oxoethyl]thio]benzoic acid [2-(cyclohexylamino)-2-oxoethyl] ester


phenoxyacetic acid

A monocarboxylic acid that is the O-phenyl derivative of glycolic acid. A metabolite of 2-phenoxyethanol, it is used in the manufacture of pharmaceuticals, pesticides, fungicides and dyes.


name: 6:2 fluorotelomer unsaturated carboxylic acid

description: A fluorotelomer that is oct-2-enoic acid substituted by fluoro groups at positions 3, 4, 4, 5, 5,6, 6, 7, 7, 8, 8 and 8 respectively.


(+)-(1S,2S)-norcoronamic acid

A non-proteinogenic alpha-amino acid that is 1-aminocyclopropanecarboxylic acid carrying an additional methyl substituent at position 2 on the cyclopropane ring.


methyl-branched fatty acid 21:0

Any saturated methyl-branched fatty acid containing 21 carbons and 0 double bonds.


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

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


2-hydroxylaminobenzoic acid

An  aminobenzoic acid that is benzoic acid substutited by a hydroxyamino group at position 2.


bopindolol

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


flexirubins

Flexirubins are a unique type of pigment produced by various bacteria species characterised by a common structure comprising  non-isoprenoid omega-substituted polyene carboxylic acids esterified with 2,5-dialkylated resorcinols.


(R)-bopindolol

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


(S)-benalaxyl

A methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate that is the less active S-enantiomer of benalaxyl.


reumycin

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


N-acyl-aspartic acid

An aspartic acid derivative that is aspartic acid in which one of the hydrogens attached to the amino group is replaced by an acyl group.


A 3-nitrotyrosine comprising D-tyrosine having a nitro group at the 3-position on the phenyl ring.


ETHYL ACETATE

The acetate ester formed between acetic acid and ethanol.


A C16 polyunsaturated fatty acid that is the (10R,11S)-epoxy derivative of trideca-2,6-dienoic acid.


2-chlorobenzoic acid

A monochlorobenzoic acid having the chloro group at the 2-position.


name: 2-[4-[2-(1-cyclohexenyl)ethylsulfamoyl]-2-methylphenoxy]acetic acid methyl ester


An amino dicarboxylic acid that is (Z)-6-aminohept-3-enedioic acid carrying additional hydroxy and oxovinyl substituents at positions 2 and 4 respectively.


2-(benzoylamino)-3-phenylpropanoic acid

A member of the class of benzamides that is 3-phenylpropanoic acid in which one of the hydrogens at position 2 has been replaced by a benzoylamino group.


name: 3-methoxy-2-naphthalenecarboxylic acid [2-(4-morpholinyl)-2-oxoethyl] ester


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


name: 18-bromo-9-hydroxy-12,13-trans-epoxy-(10E,15Z)-octadeca-10,15-diene-17-ynoic acid methyl ester


SORBIC ACID

A sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometric isomers possible, as well as the one with the highest antimicrobial activity.


name: 4-(carbamoylamino)benzoic acid [2-(3-chloro-4-methylanilino)-2-oxo-1-phenylethyl] ester


VIRGINIAMYCIN FACTOR S

A cyclodepsipeptide that is N-(3-hydroxypicolinoyl)-L-threonyl-D-alpha-aminobutyryl-L-prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2-phenylglycine in which the carboxy group of the 2-phenylglycine moiety has undergone formal intramolecular condensation with the hydroxy group of the N-(3-hydroxypicolinoyl)-L-threonyl to give the corresponding 19-membered ring lactone. It is one of the two major components of the antibacterial drug virginiamycin, produced by Streptomyces virginiae, S. loidensis, S. mitakaensis, S. pristina-spiralis, S. ostreogriseus, and others.


A 2-aminobenzimidazole having methyl substituents at the 5- and 6-positions and a 5-carboxypentyl group at the 1-position.


ketoprofen

An oxo monocarboxylic acid that consists of propionic acid substituted by a 3-benzoylphenyl group at position 2.


(-)-flavipucine

An antimicrobial and cytotoxic natural product isolated from Aspergillus flavipes.


name: 6,8a-Seco-6,8a-deoxy avermectin A1a aglycone


A tetraisaccharide in which four alpha-D-galactopyranuronic acid units are joined via (1->4)-linkages.


(R)-2-halocarboxylic acid

Any carboxylic acid carrying an unspecified halogen substituent at the 2R-position.


2-halobenzoic acid

A benzoic acid in which an unspecified halogen atom is bonded to the carbon atom adjacent to the carboxy group.


10-oxocapric acid

A capric acid derivative carrying an oxo group at position 10.


A trisaccharide in which three alpha-D-galactopyranuronic acid units are joined via (1->4)-linkages.


(+)-quinic acid

The (+)-enantiomer of quinic acid.


(3S)-3,7-diaminoheptanoic acid

A diamino acid that is heptanoic acid substituted by amino groups at positions 3 and 7 respectively (the 3S stereoisomer).


A member of the class of indoles that is glyoxal in which one of the hydrogens has been replaced by an indol-3-yl group.


ganglioside GM2 (18:0) methyl ester

A sialotriaosylceramide that is ganglioside GM2 (18:0) in which the carboxy function of the sialic acid residue has been esterified to form its methyl ester.


DRUMMONDIN 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.


oleic acid

An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry.


glucose 6-monomycolate (C80)

A mycolate ester formed by esterification of (2R,3R,20Z,35Z)-3-hydroxy-2-tetracosanylhexapentaconta-20,35-dienoic acid with the 6-OH of D-glucose. (C80 is the average tail length of a reported naturally occurring range of 72-86 carbon atoms.)


sulfur-containing carboxylic acid

Any carboxylic acid having a sulfur substituent.


A dicarboxylic acid that is 2-hydroxyhepta-2,4-diene in which the two terminal methyl groups are replaced by carboxy groups (the 2Z,4Z-geoisomer).


(S)-2-chloropropanoic acid

A monocarboxylic acid that is propanoic acid substituted at position 2 by a chloro group (the S-enantiomer).


A hexenal having the double bond at the 2-position.


(3R)-3-methyl-L-arginine zwitterion

Major species at pH 7.3.


6-methyl-2-heptanyl acetate

The acetate ester of 6-methylheptan-2-ol.


An acetyl-L-lysine where the acetyl group is located at the N(2)-posiiton.


2,3-dihydro-3beta-methoxy withaferin A

A withanolide that is 2,3-dihydrowithaferin A substituted by a beta-methoxy group at position 3. It has been isolated from the aerial parts of Physalis longifolia.


L-homoarginine

An L-lysine derivative that is the L-enantiomer of homoarginine.


name: 4-[2-[[(3,4-difluorophenyl)-oxomethyl]amino]ethylamino]-1-piperidinecarboxylic acid ethyl ester


dimethenamid OXA

A monocarboxylic acid that is oxoacetic acid substituted by a (2,4-dimethylthiophen-3-yl)(1-methoxypropan-2-yl)amino group at position 2. It is a metabolite of the herbicide dimethenamid.


polyunsaturated fatty ester

Any fatty acid ester resulting from the formal esterification of the carboxy group of a polyunsaturated fatty acid.


A 3beta-hydroxysteroid consisting of 3beta-hydroxy-5alpha-cholestane having an additional oxo group at the 15-position.


(2E)-hex-2-en-1-yl propanoate

The propanoate ester of (2E)-hex-2-en-1-ol.


BUTYRIC ACID ETHYL ESTER

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


A neolignan isolated from the stems of Sinocalamus affinis.


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


N,N-dihydroxy-L-pentahomomethionine

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


N-acetyl-D-tryptophan

The N-acetyl derivative of D-tryptophan.


1-amino-1-cyclohexanecarboxylic acid

An alpha-amino acid that is cyclohexanecarboxylic acid substituted by an amino group at position 1.


A  phenylethanoid that is the 4-O-E-caffeoyl-O-[beta-D-apiofuranosyl-(1->2)]-beta-D-glucopyranosyl derivative of 4-(2-hydroxyethyl)phenol. Isolated from  Lepisorus contortus, it exhibits inhibitory activities against  aromatase and NF-kappaB.


JERANTININE B

An indole alkaloid that is tabersonine substituted by a hydroxy group at potition 10, a methoxy group at position 11 and an epoxy group across positions 14 and 15. Isolated from Tabernaemontana corymbosa, it exhibits cytotoxicity against human KB cells.


PINOXADEN

A pyrazolooxadiazepine that is 7-oxo-1,2,4,5-tetrahydro-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin which is substituted at positions 8 and 9 by 2,6-diethyl-4-methylphenyl and pivaloyloxy groups, respectively. A pro-herbicide (by hydrolysis of the pivalate ester to give the corresponding enol), it is used for control of grass weeds in cereal crops.


4-acetyl-2-methoxyphenyl acetate

An acetate ester that is phenylacetate substituted by an acetyl group at position 4 and a methoxy group at position 2 respectively.


An aromatic ether that is phenoxyacetic acid in which the phenyl group is substituted at position 2 by a methyl group and at position 4 by a (1,3-thiazol-5-ylmethyl)sulfanediyl group, and in which the 1,3-thiazolyl group is substituted at positions 2 and 4 by p-trifluoromethylphenyl and methyl groups, respectively.


aldehyde

A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.


name: But-2,3-dienyl ether of p-hydroxycinnamic acid


A muconic semialdehyde having amino and chloro substituents at positions 2 and 5 respectively.


orlistat

A carboxylic ester resulting from the formal condensation of the carboxy group of N-formyl-L-leucine with the hydroxy group of (3S,4S)-3-hexyl-4-[(2S)-2-hydroxytridecyl]oxetan-2-one. A pancreatic lipase inhibitor, it is used as an anti-obesity drug.


name: 2-[[4-amino-5-(4-tert-butylphenyl)-1,2,4-triazol-3-yl]thio]acetic acid propan-2-yl ester


aldonic acid

Any carbohydrate acid formed by oxidising the aldehyde functional group of an aldose to a carboxylic acid functional group. Aldonic acids have the general formula HOCH2[CH(OH)]nC(=O)OH.


Any N-acyl-L-alpha-amino acid that is L-lysine in which the N(6) amino group has been acylated.


name: benzoic acid [4-(6-amino-5-cyano-3-methyl-2,4-dihydropyrano[2,3-c]pyrazol-4-yl)-2-methoxyphenyl] ester


fatty acid 23:0

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


An N-hydroxysuccinimide ester derived from  5-(3-azidopropylamino)-5-oxopentanoic acid.


hexenal

A monounsaturated fatty acid aldehyde that is hexene having an oxo group at position 1.


odoratol

A member of the class of  dihydrochalcones that is dihydrochalcone substituted by a hydroxy group at position 2', methoxy groups at positions 4 and 4' and a hydroxy group at position alpha- to the ketonic group.


name: 3-(tert-butylsulfamoyl)-4-phenyl-5-(trifluoromethyl)-2-thiophenecarboxylic acid methyl ester


benzylpenicillenic acid

A penicillenic acid having a benzyl substituent at the 2-position on the oxazolone ring.


TETRAHYDRODEMETHOXYCURCUMIN

A beta-diketone that is tetrahydrocurcumin in which one the methoxy groups has been replaced by a hydrogen atom.


4-methoxycinnamic acid

A methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring.


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


name: 2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester


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


cholesteryl linolenate

A cholesterol ester obtained by the formal condensation of  cholesterol with (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid.


A 26-oxo steroid resulting from the oxidation of (25R)-3beta,26-dihydroxycholest-5-en-7-one to the corresponding aldehyde.


Ethylbenzene in which the pro-R alpha-hydrogen is substituted by the nitrogen at the 1 position of 1H-imidazole-5-carboxylic acid. Its ethyl ester, etomidate, is used as an intravenous anaesthetic.


surugapyrrole A

A pyrrolecarboxamide obtained by the formal condensation of 1-hydroxy-4-methyl-1H-pyrrole-2-carboxylic acid with the amino group of 3-aminopropanoic acid. It is isolated from the culture broth of Streptomyces sp.USF-6280 and exhibits DPPH radical scavenging activity.


PYROMELLITIC ACID

A tetracarboxylic acid that is benzene substituted by four carboxy groups at positions 1, 2, 4 and 5 respectively.


unsaturated fatty acid

Any fatty acid containing at least one C=C or C#C bond.


An indane derivative in which the indane skeleton is substituted by geminal methyl groups at C-1, by a single methyl group at C-6, by an isopropyl group at C-3 and by a 3-carboxypropanoyl group at C-6.


omega-aminoaldehyde

An amino aldehyde that is an aliphatic aldehyde in which one of the hydrogens of the terminal methyl group has been replaced by an amino group. H2NCH2(CH2)nCHO, where n = 0, 1, 2, etc.


N(alpha)-t-butoxycarbonyl-L-leucine

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


epsilon-lactone

Any lactone with a seven-membered ring.


dysiherbaine

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


name: Platencin A4 (duplicated name, different than NPA005919)


name: 8:2 fluorotelomer unsaturated carboxylic acid

description: A fluorotelomer that is dec-2-enoic acid substituted by fluoro groups at positions 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 9, 9, 10, 10 and 10 respectively.


URETHANE

A carbamate ester obtained by the formal condensation of ethanol with carbamic acid. It has been found in alcoholic beverages.


ALVARADOIN E

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 10S stereoisomer). It is isolated from the leaves of Alvaradoa haitiensis and exhibits cytotoxicity against human oral epidermoid carcinoma.


A pyrrole formed via Maillard reaction of epsilon-aminocaproic acid with glucose.


4-hydroxycyclohexanecarboxylic acid

A 4-hydroxy monocarboxylic acid that is cyclohexane substituted by a carboxy group at position 1 and a hydroxy group at position 4.


An enone that is a tetraprenyl benzophenone derivative isolated from Rheedia gardneriana and Garcinia brasiliensis. It exhibits anti-allergic, antibacterial, trypanocidal and vasodilating activities.


ISOCOUMARIN

The simplest member of the class of isocoumarins that is 1H-isochromene which is substituted by an oxo group at position 1.


hexadecyl benzoate

A benzoate ester resulting from the formal condensation of the carboxy group of benzoic acid with the hydroxy group of hexadecan-1-ol.


BUTYL FORMATE

A formate ester resulting from the formal condensation of formic acid with the hydroxy group of butan-1-ol. Found in apples, strawberries, sherry and Pamesan cheese, it has a fruity, plum-like odour and taste.


name: 2-[(2-methoxy-2-oxoethyl)thio]benzoic acid methyl ester


A L-lysine derivative with a glycyl group at the N(6)-position.


benazepril

A benzazepine that is benazeprilat in which the carboxy group of the 2-amino-4-phenylbutanoic acid moiety has been converted to the corresponding ethyl ester. It is used (generally as its hydrochloride salt) as a prodrug for the angiotensin-converting enzyme inhibitor benazeprilat in the treatment of hypertension and heart failure.


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


A monocarboxylic acid amide  compound having an N-(5-carboxypentyl) substituent and a C-[4-(4-nitrophenoxy)-4-oxobutyl)] substituent.


name: 2-[3-[[[1-oxo-2-(8-quinolinyloxy)ethyl]hydrazinylidene]methyl]-1-indolyl]acetic acid methyl ester


trans-5-O-(4-coumaroyl)-D-quinic acid

The 5-O-(4-coumaroyl) derivative of (-)-quinic acid.


ascorbyl dipalmitate

A fatty acid ester obtained by the formal condensation of the hydroxy groups at positions 5 and 6 of L-ascorbic acid with two molecules of  palmitic acid.


oxo dicarboxylic acid

Any dicarboxylic acid carrying one or more oxo groups.


kempopeptin B

A 19-membered cyclodepsipeptide isolated from Floridian marine cyanobacterium Lyngbya sp. It exhibits inhibitory activity towards the enzyme trypsin.


A member of the class of acetophenones that is acetophenone substituted by a hydroxy group at position 4 and a methyl group at position 2 respectively.


(9R,13R)-12-oxophytodienoic acid

The (9R,13R)-diastereomer of 12-oxophytodienoic acid.


A pteroic acid derivative arising from formal hydrogenation of the 7,8-double bond of pteroic acid.


A hydroperoxy fatty acid that is the (10S)-hydroperoxy derivative of (8E)-octadecenoic acid.


L-trihomomethionine

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


7-oxo steroid

Any oxo steroid carrying an oxo group at position 7.


symphytine

A but-2-enoate ester obtained by formal condensation of the carboxy group of (2E)-2-methylbut-2-enoic acid with the 1-hydroxy group of (1R,7aR)-7-({[(2S,3S)-2,3-dihydroxy-2-isopropylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol.


olivetolic acid

A member of the class of benzoic acids that is salicylic acid in which the hydrogens ortho- and para- to the carboxy group are replaced by a pentyl and a hydroxy group, respectively.


oxopentanoic acid

A C5 fatty acid carrying an oxo group at any position.


chaetoglobosin Fex

A cytochalasan alkaloid found in Chaetomium globosum and Chaetomium brasiliense.


A tricarboxylic acid consisting of L-2-amino-6-oxoheptanedioic acid having a succinoyl group attached to the nitrogen.


N-(2-hydroxyethyl)iminodiacetic acid

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


name: benzoic acid [4-bromo-2-[[[(5-methyl-1H-pyrazol-3-yl)-oxomethyl]hydrazinylidene]methyl]phenyl] ester


HYDROXYPREGNENOLONE

A 17alpha-hydroxy steroid that is 3alpha-hydroxy-5beta-pregnan-20-one carrying an additional hydroxy group at position 17alpha.


(S)-carfentrazone

A 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid that has S configuration.


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


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


A long-chain trienoic fatty acid consisting of octadecanoic acid having the three double bonds at positions 9, 11 and 15 as well as an epoxy ring linking positions 12 and 13.


A macrolide that consists of oxacyclododec-9-ene-2,8-dione bearing four methyl substituents at positions 3, 5, 7 and 11 as well as a hydroxy group at position 4 and an ethyl substituent at position 12. The aglycone of the macrolide antibiotic 10-deoxymethymycin.


beta-oxyketone

An oxyketone with the general formula R2C(=O) (R=/=H) where one or more of the R groups contains an oxy (-O-) group and the oxy and carbonyl groups are separated by a carbon atom.


dihydroxymalonic acid

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


A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'.


JASPLAKINOLIDE F

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


(2E)-2-(hydroxyimino)isohexanoic acid

A monocarboxylic acid that is 4-methylpentanoic acid in which both methylene hydrogens at positions 2 have been replaced by a hydroxyimino (the E-geoisomer).


oxylipin

Any member of the group of bioactive lipids made by oxidation of polyunsaturated fatty acids.


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


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


gamma-glutamyl-gamma-aminobutyraldehyde

An L-glutamine derivative that is L-glutamine in which a hydrogen attached to the amide nitrogen is replaced by a 4-oxobutyl group.


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


selenocysteine

An alpha-amino acid that consists of alanine where one of the methyl hydrogens is substituted with a seleno group.


fatty acid 8:2

Any polyunsaturated fatty acid containing 8 carbons and 2 double bonds.


D-isoleucine

The D-enantiomer of isoleucine.


cromoglicic acid

A  dicarboxylic acid that is the bis-chromone derivative of glycerol. It is effective as a mast cell stabilizer.


The (Z)-isomer of 4-(2-carboxyphenyl)-2-oxobut-3-enoic acid.


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


3-deoxy-D-arabino-hexonic acid

A hexonic acid that is 6-hydroxyhexanoic acid carrying a hydroxy group at positions 2S, 4S and 5R.


4-hydroxy monocarboxylic acid

A hydroxy monocarboxylic acid which has a hydroxy group located gamma to the carboxy group.


hoerhammericine

An Aspidosperma alkaloid with formula C21H24N2O4 found in Catharantheus lanceus. Note that the stereoconfiguration of the epoxy group is based on CHEBI:144374, and of the 19 hydroxy group on CHEBI:144372 (the same enzyme produces the two).


tralomethrin

A carboxylic ester resulting from the formal condensation between (1R)-cis-2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropanecarboxylic acid and the alcoholic hydroxy group of (2S)-hydroxy(3-phenoxyphenyl)acetonitrile.


hydroperoxy fatty ester

Any fatty acid ester carrying one or more hydroperoxy substituents.


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


SALICYLADEHYDE

A hydroxybenzaldehyde carrying a hydroxy substituent at position 2.


A carboxylic ester that is the O-3-hydroxydecanoyl derivative of 3-hydroxydecanoic acid.


carbanilate fungicide

Any carbamate fungicide that has a phenyl or substituted-phenyl group attached to the nitrogen of the carbamate group.


hydroxypregnenolone

A C21-steroid that is pregnenolone in which a hydrogen attached to a carbon is substituted by a hydroxy group.


name: 4-methylbenzoic acid [2-(1H-indol-3-yl)-2-oxoethyl] ester


largamide E

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


saturated fatty ester C40H80O2

A fatty acid ester which is fully saturated and which contains a total of 40 carbon atoms.


biliverdin beta

A linear tetrapyrrole obtained by the enzymic degradation of heme by Pseudomonas aeruginosa heme oxygenase.


eluxadoline

An amino acid amide obtained by the formal condensation of the carboxy group of 4-carbamoyl-2,6-dimethyl-L-phenylalanine with the secondary amino group of 2-methoxy-5-({[(1S)-1-(4-phenylimidazol-2-yl)ethyl]amino}methyl)benzoic acid. It has mixed opioid receptor activity and is used for treatment of  irritable bowel syndrome with diarrhoea.


JASPLAKINOLIDE M

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


(R)-3,3-dimethylmalic acid

The (R)-enantiomer of 3,3-dimethylmalic acid.


An  oxo monocarboxylic acid that is 3,8,8-trichloroocta-2,4,7-trienoic acid substituted by a 4-chlorophenyl group at position 7, a hydroxy group at position 2 and an oxo group at position 6.


naphthoic acid

An aromatic carboxylic acid that consists of a naphthalene skeleton substituted by one or more carboxy groups.


An EpDPE obtained by formal epoxidation of the 19,20-double bond of docosa-4,7,10,13,16,19-hexaenoic acid.


aldehydic acid

A monocarboxylic acid derived from any dicarboxylic acid that has a retained name by the formal reduction of one of the carboxy groups to a formyl group. The resulting structure, also known as a semialdehyde, may be named by replacing the ending '...ic acid' of the retained name of the dicarboxylic acid by the ending '...aldehydic acid'. Aldehydic acids therefore contain one carboxy group and one aldehyde group.


butyl propionate

A propanoate ester of butan-1-ol.


3-(5-benzyloxyindol-3-yl)pyruvic acid

A pyruvic acid having a 5-benzyloxyindol-3-yl group at the 3-position.


citrulline

The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position.


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


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


fatty acid 19:5

Any polyunsaturated fatty acid containing 19 carbons and 5 double bonds.


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


oxygenated xanthohumol

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a 2-hydroxy-3-methoxy-3-methylbutyl group at position 3'. It has been isolated as a racemate from Humulus lupulus and has been shown to exhibit inhibitory activity against NO production.


(2E)-1,4-dimethoxybut-2-en-1-yl acetate

An olefinic compound that is but-2-en-1-yl acetate substituted by methoxy groups at positions 1 and 4 respectively.


name: 1h-indole-3-carboxylic acid, 1-[(4-fluorophenyl)methyl]-, 8-quinolinyl ester


cumic acid

A member of the class of  benzoic acids that is cumene substituted by at least one carboxy group.


3-methylbutyl dodecanoate

A fatty acid ester obtained by the formal condensation of dodecanoic acid with 3-methylbutan-1-ol.


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


2-dehydro-D-gluconic acid

A ketoaldonic acid that is D-gluconic acid in which the hydroxy group at position 2 has been oxidised to a keto group.


octacarboxylic acid

An oxoacid containing eight carboxy groups.


2-arylpropionic acid

A class of carboxylic acids of general formula RCHCH3C(=O)OH where R represents an aryl group.


CARBOXYNAPHTHOL

A naphthoic acid with the carboxy group at position 2 and carrying a hydroxy substituent at the 1-position. It is a  xenobiotic metabolite produced by the biodegradation of phenanthrene by microorganisms.


O-acetyltropine

An O-acyltropine in which the acyl group is acetyl.


NOVAMETHYMYCIN

A twelve-membered macrolide antibiotic that is biosynthesised by Streptomyces venezuelae.


O-acetyl-L-homoserine

The O-acetyl derivative of L-homoserine.


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


A member of the class of triazoles that is 2,4-dihydro-3H-1,2,4-triazol-3-one which is substituted at positions 2, 4, and 5 by 5-(2-carboxy-2-chloroethyl)-4-chloro-2-fluorophenyl, difluoromethyl, and methyl groups, respectively.


histidine

An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.


A  diarylheptanoid that is 4E-6E-dien-3-one substituted by 4-hydroxyphenyl group at positions 1 and 7. It has been isolated from the rhizomes of Curcuma kwangsiensis.


fluthiacet

A thiadiazolopyridazine that is 3-iminotetrahydro[1,3,4]thiadiazolo[3,4-a]pyridazin-1-one in which the exocyclic nitrogen has been substituted by a 5-[(carboxymethyl)thio]-4-chloro-2-fluorophenyl group. A protoporphyrinogen oxidase inhibitor, it is used (usually as the corresponding methyl ester proherbicide, fluthiacet-methyl) for the control of broad-leaved weeds in crops such as maize and soya.


name: 2-chloro-3-pyridinecarboxylic acid [2-(4-ethylphenyl)-2-oxoethyl] ester


(2R,3S)-2,3-dimethylmalic acid

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


16-oxo steroid

Any oxo steroid carrying an oxo group at position 16.


D-lysine

The D-enantiomer of the alpha-amino acid lysine.


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


A dicarboxylic acid that is 5,5',6,6'-tetrahydroxy[biphenyl]-3,3'dicarboxylic acid in which one of the hydroxy groups that is meta to a carboxy group has been converted into the corresponding methyl ether.


trans-5-O-caffeoyl-D-quinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 5-hydroxy group of quinic acid.


An optically active mycolic acid having one hydroxy and two olefin functions at respectively positions 3, 23 and 33 of the side-chain.


GW 501516 sulfoxide

A sulfoxide resulting from the oxidation of the sulfur attached to one of the phenyl groups of GW 501516. It is a urinary metabolite of GW 501516 (a failed drug candidate and gene doping agent whose use by athletes has been prohibited by the World Anti-Doping Agency), so detection of the sulfoxide in sports drugs testing can be used to prove GW 501516 doping.


dregamine

A monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several species of Tabernaemontana.


O-methylsalicylic acid

A  methoxybenzoic acid that is the methyl ether of salicylic acid.


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


OBYANAMIDE

A cyclodepsipeptide isolated from Lyngbya confervoides and has been shown to exhibit antineoplastic activity.


methyl gamma-D-aspartate

A dicarboxylic acid monoester obtained by condensation of the side-chain carboxy group of D-aspartic acid with methanol.


An O-acyl carbohydrate that is beta-D-glucose bearing a cis-4-coumaroyl substituent at position 3.


METHOMYL

A carbamate ester obtained by the formal condensation of  methylcarbamic acid with the hydroxy group of  1-(methylsulfanyl)acetaldoxime.


A fatty aldehyde consisting of tetradecanal substituted at position 13 by a methyl group.


An EpDPE obtained by formal epoxidation across the 10,11-double bond of all-cis-docosa-4,7,10,13,16,19-hexaenoic acid.


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


IMIDAZOLEACETIC ACID

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


2-oxo aldehyde

Any aldehyde having an oxo substituent at the 2-position.


name: 4-[[2-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)thio]-1-oxoethyl]amino]benzoic acid ethyl ester


GLUTACONATE

The (E)-isomer of glutaconic acid.


2-methylideneglutaric acid

A dicarboxylic acid comprising a glutaric acid core with a methylene group at the 2-position.


KRESOXIM-METHYL

A carboxylic ester that is the methyl ester of (2E)-(methoxyimino){2-[(2-methylphenoxy)methyl]phenyl}acetic acid. A fungicide for the control of scab on apples and pears and other fungal diseases on a wide range of crops.


An L-tyrosine derivative having a 4-arsonophenyldiazenyl group at the 3-position of the benzene ring.


A ketone that is heptan-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 7, a methoxy group at position 5 and a phenyl group at position 1. Isolated from Alpinia officinarum, it exhibits antineoplastic and inhibitory activity against prostaglandin biosynthesis.


A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (2E)-9-hydroxynon-2-enoic acid. It is a metabolite of the nematode Caenorhabditis elegans.


A 4-azidophenylalanine that has L-configuration. It is used as a bioorthogonal click-chemistry reagent.


L-gulonic acid

A gulonic acid formed by oxidising the aldehyde group of L-gulose to a carboxylic acid group.


methyl octanoate

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


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-tyrosinamide. It is a natural product, isolated from Gliocladium sp. F-2665. TMC-52B 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); IC50 values are 200 nM, 10 nM, and 7 nM, respectively. The epoxide group has trans configuration but its exact stereochemistry is uncertain: it is either (2R,3R) or (2S,3S).


ilicicolin B

An ilicicolin that is 2,4-dihydroxy-6-methyl-benzaldehyde which is substituted at position 3 by a (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl group.


3,4-dichlorobenzoic acid

A chlorobenzoic acid carrying chloro substituents at positions 3 and 4.


name: 3-(1,3-benzothiazol-2-yl)propanoic acid phenacyl ester


thiomarinol A

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


petroselaidic acid

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


cyclopentenyl fatty acid

A carbocyclic, unsaturated fatty acid containing a cyclopentene ring at any point in the carbon chain.


tropic acid

A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a phenyl group, and one of the methyl hydrogens is substituted by a hydroxy group.


DOCETAXEL

The trihydrate form of  docetaxel. It is used for the treatment of breast, ovarian, and non-small cell lung cancer, and with prednisone or prednisolone in hormone-refractory metastatic prostate cancer.


spinosad

A two-component mixture comprising spinosyn A and spinosyn D in a ratio of approximately 5:1. Obtained from the fermentation of the naturally occurring soil dwelling bacterium Saccharopolyspora spinosa, it is used for the topical treatment of head lice.


N-acylglycine 18:1

An N-acylglycine in which the acyl group contains 18 carbons and 1 double bond.


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


mono-2-heptyl phthalate

A phthalic acid monoester obtained by formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of 2-heptanol.


A non-proteinogenic L-alpha-amino acid that is the (3S)-hydroxy-derivative of L-asparagine.


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

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


A dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'.


(S)-esmolol

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


A primary alpha-hydroxy ketone that is 3-methylbutane-1,2-diol in which the hydroxy group at position 2 has been formally oxidised to give the corresponding ketone.


ethyl 4-oxobutanoate

A carboxylic ester obtained by the formal condensation of the carboxy group of  succinic semialdehyde  with ethanol.


CAFFEIC ACID PHENETHYL ESTER

An alkyl caffeate ester in which 2-phenylethyl is the alkyl component.


chloroalanine

Any  chloroamino acid in which the the amino acid specified is alanine.


cholesteryl palmitoleate

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


A beta-lactone carrying non-8-en-1-yl and 2-(2-methyl-1,3-thiazol-4-yl)ethyl substituents at positions 3 and 4 respectively.


(E)-sinapaldehyde

A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.


soppiline C

A member of the class of resorcinols that is 16-(3,5-dihydroxyphenyl)hexadecanoic acid which carries cis double bonds at positions 10 and 14, a trans double bond at position 12, and an ethylidene group at position 2.


N-carbamoyl-D-aspartic acid

The D-enantiomer N-carbamoylaspartic acid.


hex-4-enoic acid

A hexenoic acid with the double bond at position 4.


1,4-dihydroxy-2-naphthoic acid

A naphthoic acid that is 2-naphthoic acid substituted by hydroxy groups at positions 1 and 4.


BISDEMETHOXYCURCUMIN

A beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups.


(M)-viriditoxin

A dimethyl 2,2'-(9,9',10,10'-tetrahydroxy-7,7'-dimethoxy-1,1'-dioxo-3,3',4,4'-tetrahydro-[6,6'-binaphtho[2,3-c]pyran]-3,3'-diyl)diacetate  in which the the 3 and 3' positions (bearing the 2-methoxy-2-oxoethyl (CH2CO2Me) groups) both have S configuration, while the 6 and 6' positions (where the binaphthopyran units are linked) have Ra configuration (the M atropisomer). It has been isolated from the fungi Aspergillus viridinutans and the fungus Paecilomyces variotii derived from the inner tissues of the giant jellyfish Nemopilema nomurai.


A hydroperoxy fatty acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the hydroperoxy group is located at the 14(S)-position.


glyceryl monothioglycolate

A thioglycolate ester resulting from esterification of thioglycolic acid with glycerol. As a component of developer solutions in permanent wave products, it is the second most frequent allergen in hairdressers and avoidance of acid permanent waves is mandatory.


p-ANISIC ACID

A methoxybenzoic acid substituted with a methoxy group at position C-4.


A steroid acid resulting from stereoselective oxidation of one of the terminal methyl groups of 4beta-hydroxycholesterol to the corresponding carboxylic acid.


name: 4-[[(2,3-dihydro-1H-inden-1-ylamino)-sulfanylidenemethyl]amino]benzoic acid methyl ester


exisulind

A sulfone metabolite of sulindac that inhibits cell growth by inducing apoptosis independently of cyclooxygenase inhibition. It inhibits the development and induces regression of premalignant adenomatous polyps.  Lipoxygenase and Cox-2 inhibitor.


The 6-O-sinapoyl derivative of D-glucono-1,5-lactone.


3-oxooctanoic acid

A derivative of octanoic acid carrying a beta-oxo group; a possible metabolite of 2-octynoic acid.


demethylmacrocin

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


A 4-azidophenylalanine that has D-configuration.


name: N-[(Z)-hexadec-9-enoyl]glycine methyl ester (Z9-C16:1-NAGME)


3-hydroxy monocarboxylic acid

A hydroxy monocarboxylic acid that has a hydroxy group beta to the carboxy group.


isoamyl butyrate

The butanoate ester of isoamylol.


cyclic dehypoxanthinylfutalosine

A oxaspiro compound obtained by formal spirocyclisation of dehypoxanthinylfutalosine.


An enoate ester obtained by formal condensation of the carboxy group of 3-methylacrylic acid with the phenolic hydroxy group of 2,4-dinitro-6-(octan-2-yl)phenol.


A 3beta-hydroxy-Delta(5)-steroid that is pregnenolone with a double bond between positions 16 and 17.


SINAPALDEHYDE GLUCOSIDE

A beta-D-glucoside resulting from the formal condensation of the phenolic hydroxy group of (E)-sinapaldehyde with beta-D-glucose.


beta-(methylenecyclopropyl)pyruvic acid

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


tolcapone

Benzophenone substituted on one of the phenyl rings at C-3 and C-4 by hydroxy groups and at C-5 by a nitro group, and on the other phenyl ring by a methyl group at C-4. It is an inhibitor of catechol O-methyltransferase.


2,4-DICHLOROPHENOXYBUTYRIC ACID

A monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a 2,4-dichlorophenoxy group. A selective post-emergence herbicide.


cetraxate

A cyclohexanecarboxylate ester that consists of 4-(2-carboxyethyl)phenyl cyclohexanecarboxylate bearing an aminomethyl substituent at the 4-position.


MCPB

A monocarboxylic acid that is butyric acid substituted by a 2-methyl-4-chlorophenoxy group at position 4.


COMPACTIN

A member of the class of hexahydronaphthalenes that is 1,2,6,7,8,8a-hexahydronaphthalene which is substituted by a (3R,5R)-6-carboxy-3,5-dihydroxyhexyl group at position 1, a methyl group at position 2, and a (2S)-2-methylbutanoyloxy group at position 8 (the 1S,2S,8S,8aR isomer). Lactonisation of the hydroxy-carboxylic acid chain at position 1 affords mevastatin.


deoxygalactonolactone

An aldonolactone derived from galactose with one or more of the hydroxy groups replaced by hydrogen.


triazamate

A triazole insecticide that is 1H-1,2,4-triazole which is substituted at positions 1, 3, and 5 by N,N-dimethylaminocarbonyl, tert-butyl, and (2-ethoxy-2-oxoethyl)sulfanediyl groups, respectively.


L-valyl ester

Any alpha-amino acid ester that has L-valine as the amino acid component.


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


ketoester

A compound containing both ketone and ester functionalities.


benzyl 2-methyl-3-oxobutanoate

A benzyl ester obtained by the formal condensation of the carboxy group of 2-methylacetoacetic acid with the hydroxy group of  benzyl alcohol.


(S,S)-traseolide

Traseolide in (S,S)-trans configuration.


sterculynic acid

A long-chain, polyunsaturated fatty acid composed of 9-octadecenoic acid having a terminal alkyne group and a 9,10-cyclopropenyl group.


2,2(1)-Dihydrobenzo[b]porphyrin-13,17-dipropanoic acid substituted by carboxy groups at positions 2(1) and 2(2), an ethenyl group at position 8, and methyl groups at positions 2, 7, 12 and 18 (the 2S,2(1)R-enantiomer).


ACETIC ACID METHYL ESTER

An acetate ester resulting from the formal condensation of acetic acid with methanol. A low-boiling (57 degreeC) colourless, flammable liquid, it is used as a solvent for many resins and oils.


An aldonolactone obtained by cyclocondensation of the carboxy group and the 4-hydroxy group of D-lyxonic acid.


A member of the class of chalcones that is 3',5'-dimethylchalcone substituted by hydroxy groups at positions 2, 2' and 4' and a methoxy group at position 6'. Isolated from Psorothamnus polydenius, it exhibits antiparasitic activity.


N-formylglycine

An N-acylglycine resulting from the formal condensation of the amino group of glycine with formic acid.


methyl (indol-3-yl)acetate

The methyl ester of indole-3-acetic acid.


mono[2-(carboxymethyl)hexyl] phthalate

A phthalic acid monoester resulting from the formal condensation of one of the carboxy gruops of phthalic acid with the hydroxy group of 3-(hydroxymethyl)heptanoic acid.


N-oleoyl-L-serine

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


A 3beta-sterol that is 5alpha-cholest-8-en-3beta-ol carrying formyl and methyl substituents at position 4.


(E)-penta-2,4-dienoic acid

The (E)-isomer of penta-2,4-dienoic acid.


sec-butyl butyrate

A butyrate ester obtained by the formal condensation of butyric acid with butan-2-ol.


An N-acylglycine in which the acyl group is specified as (9Z,12Z,15Z)-octadecatrienoyl (linolenoyl).


saturated fatty ester C44H88O2

A fatty acid ester which is fully saturated and which contains a total of 44 carbon atoms.


muconic semialdehyde

An aldehydic acid derived obtained by conversion of one of the carboxy groups of any muconic acid to the corresponding aldehyde.


WITHANOLIDE D

A  withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 22 (the 4beta,5beta,6beta,22R stereoisomer). Isolated from Tubocapsicum anomalum and Withania somnifera, it exhibits cytotoxic activity.


A disaccharide derivative that is isovitexin substituted at position 2'' on the glucose ring by a 6-O-sinapoyl-beta-D-glucosyl residue.


WITHALONGOLIDESAPONIN

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


4-hydroxymandelic acid

A 2-hydroxy carboxylic acid that is mandelic acid bearing a phenolic hydroxy substituent at position 4.


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


A glucosiduronic acid derivative of 4-(2-carboxyethyl)-7a-methyl-1-oxo-octahydro-1H-indene-5-carboxylic acid.


fatty acid 7:0

Any saturated fatty acid containing 7 carbons and 0 double bonds.


20-oxo steroid

An oxo steroid carrying an oxo group at position 20.


A beta-hydroxy ketone that is pentan-3-one with a hydroxy group at position 1 and a phenyl group at position 5. Isolated from the edible mushroom Mycoleptodonoides aitchisonii, it exhibits protective activity against endoplasmic reticulum (ER) stress-dependent cell death.


aristolochic acid

An aristolochic acid that is phenanthrene-1-carboxylic acid that is substituted by a methylenedioxy group at the 3,4 positions, by a methoxy group at position 8, and by a nitro group at position 10. It is the most abundant of the aristolochic acids and is found in almost all Aristolochia (birthworts or pipevines) species. It has been tried in a number of treatments for inflammatory disorders, mainly in Chinese and folk medicine. However, there is concern over their use as aristolochic acid is both carcinogenic and nephrotoxic.


XANTHOGALENOL

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


methyl icosapentaenoate

A fatty acid methyl ester that is the methyl ester of any icosapentaenoic acid.


A deaminoneuraminic acid in which the anomeric centre has beta-configuration.


An organic heterobicyclic compound that is (1S,5R)-2-thiabicyclo[3.1.0]hexane carrying oxo, oxo, amino, carboxy, and carboxy groups at positions 2, 2, 4S, 4S, and 6S, respectively. It is a potent agonist of group II metabotropic glutamate receptors mGluR2 mGluR3 (Ki = 149 nM and 92 nM, respectively) and exhibits antipsychotic and anxiolytic efficacy in animal models.


A glycine molecule carrying a 4-hydroxyphenyl substituent.


lactone

Any cyclic carboxylic ester containing a 1-oxacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.


victorin C

A heterodetic cyclic peptide produced by the fungus Cochliobolus victoriae that is required for pathogenicity in the organism


maysin

A  flavone C-glycoside that is  luteolin attached to a disaccharide residue at position 6. It has been isolated from natural product Petrorhagia velutina and Zea mays and exhibits insecticidal and neuroprotective activities.


troleandomycin

A semi-synthetic macrolide antibiotic obtained by acetylation of the three free hydroxy groups of oleandomycin. Troleandomycin is only found in individuals that have taken the drug.


N-octanoylanthranilic acid

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


A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at position 4 and 2' and a (3-methylbut-2-en-1-yl)oxy group at position 4'. It has been isolated from Lonchocarpus neuroscapha.


m-hydroxyhippuric acid

An N-acylglycine that is hippuric acid (N-benzoylglycine) substituted at position 3 on the phenyl ring by a hydroxy group.


A 3,4-dihydro-4-hydroxyphenylpyruvic acid having R-configuration.


2-hydroxy-4-quinolone-3-carboxylic acid

A quinolone that is 4-quinolone substituted at positions 2 and 3 by hydroxy and carboxy groups respectively.


ASEBOGENIN

A member of the class of  dihydrochalcones that is the 4'-methyl ether derivative of phloretin.


iprovalicarb

A diastereoisomeric mixture comprising equimolar amounts of L-(R)- and L-(S)-iprovalicarb. It is a systemic fungicide, specific to oomycetes, used on potatoes and grape vines.


glycidyl methacrylate

An enoate ester obtained by formal condensation of the carboxy group of methacrylic acid with the hydroxy group of glycidol.


O-(cyclohexanecarbonyl)lysergol

Lysergol esterified with cyclohexanecarboxylic acid.


A butynal which has a monosubstituted triple bond.


methyl L-leucinate

The methyl ester of L-leucine.


A monocarboxylic acid consisting of 2-(2-hydroxyphenyl)-4,5-dihydrothiazole having a carboxy group at the 4-position.


4-CHLORO CHALCONE

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


2,4-didehydro-3-deoxy-L-rhamnonic acid

A ketoaldonic acid that is rhamnonic acid which is lacking the 3-hydroxy group, while those at positions 2 and 4 have been oxidised to the corresponding ketones.


withalongolide A

A withanolide that is withaferin A substituted by a hydroxy group at position 19. Isolated from Physalis longifolia, it exhibits antineoplastic activitiy.


dopa

A hydroxyphenylalanine carrying hydroxy substituents at positions 3 and 4 of the benzene ring.


yakima yellow phosphoramidite

A fluorescent dye having an absorption wavelength of 530 nm and an emission wavelength of 550 nm, derived from fluorescein.


2-(4-hydroxyphenylazo)benzoic acid

An azo compound that is azobenzene in which one phenyl group is substituted at position 4 by a hydroxy group, while the other phenyl group is substituted at position 2 by a carboxy group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry.


methyl-branched fatty acid 16:0

Any saturated methyl-branched fatty acid containing 16 carbons and 0 double bonds.


(E)-geranyl formate

The formate ester of geraniol.


non-proteinogenic alpha-amino acid

Any  alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.


methyl (2E)-3-(3-hydroxyphenyl)acrylate

A cinnamate ester that is the methyl ester of (E)-3-hydroxycinnamic acid


An indole alkaloid with formula C21H24N2O3.


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

A tricarboxylic acid comprising (Z)-but-2-ene having the three carboxy groups at the 1-, 2- and 3-positions.


trans-3-hexenyl isovalerate

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


but-2-enoate ester

Any enoate ester obtained by the formal condensation of the carboxy group of  2-butenoic acid with any alcoholic group.


name: 18,18-dibromo-17-octadecene-5,7-diynoic acid methyl ester


name: 4-[2-[[(4-fluorophenyl)-oxomethyl]amino]ethylamino]-1-piperidinecarboxylic acid ethyl ester


name: 3-(3-chlorophenyl)-2-propenoic acid (6-chloro-2-imidazo[1,2-a]pyridinyl)methyl ester


N-succinyl-LL-2,6-diaminopimelic acid

A tricarboxylic acid consisting of LL-2,6-diaminopimelic acid having a succinoyl group attached to one of the nitrogens.


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the 2-acyl group is specified as octanoyl.


A xanthene dye that is fluorescein bearing bromine substituents at positions 2', 4', 5' and 7' (on the xanthene ring) and chlorine substituents at position 2, 3, 4, and 5 (on the phenyl ring). The disodium salt is the biological stain 'phloxine B'.


2-oxo monocarboxylic acid

Any monocarboxylic acid having a 2-oxo substituent.


(S)-4-hydroxymandelic acid

A 4-hydroxymandelic acid that has S-configuration.


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


pentahomomethionine

A sulfur-containing amino acid consisting of 2-aminononanoic acid having a methylthio substituent at the 9-position.


A 4-hexen-3-one in which the double bond adopts a trans-configuration.


fatty acid 13:0

Any saturated fatty acid containing 13 carbons and 0 double bonds.


A 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid that has R configuration at position 2. The enantiomer of glufosinate-P.


JASPLAKINOLIDE D

A  cyclodepsipeptide isolated from Jaspis splendens.


(S)-3-fluorolactic acid

A propanoic acid derivative having an (R)-hydroxy substituent at the 2-position and a fluoro substituent at the 3-position.


An aryl beta-D-glucoside that is 3-hydroxyphloretin in which the hydroxyl hydrogen at position 2' is replaced by a 6-O-beta-D-xylosyl-beta-D-glucosyl group.


L-gluconic acid

A gluconic acid having L-configuration.


propanones

A ketone that is propane carrying at least one oxo substituent.