tetracarboxylic acid

An oxoacid containing four carboxy groups.


IPOMOTAOSIDE D

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


cis,cis-muconic acid

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


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


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


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


PABA/NO

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


ITACONATE

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


2-amino-3-oxobutanoic acid

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


valanimycin

An azoxy compound that is acrylic acid in which the olefinic hydrogen at position 2 has been replaced by an isobutyl-ONN-azoxy group.


indole-5-carboxylic acid

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


sorbic acid

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


2-decanyl propionate

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


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


1,1,1-propanetricarboxylic acid

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


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


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


aspergillide C

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


oxaloacetic acid 4-methyl ester

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


ynal

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


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


name: erythrose 4-phosphate/phosphoenolpyruvate family amino acid

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


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


prephenic acid

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


amburoside A

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


UK 65662

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


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


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


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


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


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


methyl 4-methoxycinnamate

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


trimellitic acid

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


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


N,N-dihydroxytetrahomomethionine

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


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

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


cholesteryl gamma-linolenate

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


cis-acetylacrylic acid

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


The (S)-enantiomer of 13-HPODE


(1S,5R)-benzobicyclon hydrolysate

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


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


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


acetate ester

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


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


methyl ester

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


lanthionine

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


deoxyhypusine

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


L-arabinonic acid

The L-enantiomer of arabinonic acid.


cholesteryl octadecenoate

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


otophylloside B

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


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


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


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


2-methylbut-2-enoic acid

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


4-methyl-3-oxopentanoic acid

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


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


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


all-trans-retinyl linoleate

A fatty acid ester formed between linoleic acid and all-trans-retinol.


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


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


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


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


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


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


DESMEDIPHAM

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


fleephilone

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


(4-bromophenylsulfanyl)pyruvic acid

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


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


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

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


felbinac

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


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


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


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


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


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


C80 D-glucose mono(keto-meromycolate)

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


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


12-ketomethymycin N-oxide

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


aryl phenyl ketone fungicide

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


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


14-formyl steroid

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


alpha-amino-gamma-cyanobutanoic acid

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


vanilloylacetic acid

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


hexadecanoate ester

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


N-hexacosanoylglycine

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


ANANOLIGNAN F

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


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


methyl-branched fatty acid 18:2

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


formylmethyl hexaethylene glycol

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


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


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


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


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

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


(S)-1'-methylhexyl caffeate

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


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


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


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


linoleic acid hydroperoxide

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


3-oxobutyl acetate

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


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


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


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


name: diethylamino hydroxybenzoyl hexyl benzoate


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


phosphine oxide

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


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


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


An omega-hydroxy fatty acid ascaroside that is bhos#22 in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted to the corresponding 1H-indole-3-carboxylate ester. It is a metabolite of the nematode Caenorhabditis elegans.


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


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


isooctyl laurate

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


pantocin A

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


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


imidazol-1-ylacetic acid

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


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


ansamitocin P3

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


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

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


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


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


palau'amide

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


vedaprofen

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


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


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


cis-chalcone

The cis-stereoisomer of chalcone.


aspirin-based probe AP

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


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


N-acylserine 20:6

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


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


aromatic amino acid

An amino acid whose structure includes an aromatic ring.


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


trans-coumaryl acetate

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


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


cholesteryl pentadecanoate

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


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


3-trifluoromethylbenzoic acid

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


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

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


1-DEMETHYLKADSUPHILIN A

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


leucine

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


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


glyoxal-lysine dimer

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


RHIZOXIN

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


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


N-methylleucine

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


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


4-bromobenzoic acid

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


D-SACCHARIC ACID 1,4-LACTONE

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


epoxyoctadecenoic acid

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


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


DD-2,6-diaminopimelic acid

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


N-acetyl-D-leucine

The N-acetyl derivative of D-leucine.


alpha,beta-unsaturated ketone

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


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


(R)-metolachlor OXA

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


N-acyl-L-homoserine

The L-enantiomer of N-acylhomoserine.


L-norleucine

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


pandangolide 1a

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


XANTHOHUMOL B

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


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


methyl linoleate

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


2-(3-methylthiopropyl)malic acid

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


alpha-aminobutyric acid

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


(S)-WILLARDIINE

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


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


methyl hippurate

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


pentacarboxylic acid

An oxoacid containing five carboxy groups.


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


EPOTHILONE D

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


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


mitorubrin

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


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


alpha-sulfophenylacetic acid

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


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


cis-3-coumaric acid

The cis-stereoisomer of 3-coumaric acid.


3-methylcrotonyl glycine

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


himastatin

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


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


N-acetyl-beta-alanine

The N-acetyl derivative of beta-alanine.


NAPHTHOIC ACID

A naphthoic acid carrying a carboxy group at position 1.


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


monacolin L acid

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


HYPOTHEMYCIN

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


chaetoglobosin R

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


cadiyenol

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


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


2-oxobut-3-enoic acid

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


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


12-sulfooxy-9,10-dihydrojasmonic acid

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


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


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


fluciclovine ((14)C)

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


abyssinone D

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


PHYSALIN G

A physalin with antimalarial activity isolated from Physalis angulata.


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


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


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


8(9)-EET methyl ester

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


PIMELIC ACID

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


nystatins

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


secoaggregatalactone A

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


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


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


GLUCOSAMINIC ACID

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


bumadizone

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


CHOLESTERYL OLEATE

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


L-alanyl ester

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


erythro-L-hydroxyallysine

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


isoamyl propanoate

A propanoate ester of isoamylol.


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


BRUCEOLLINE L

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


D-phenyllactic acid

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


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


fatty acid 14:2

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


PNCMB

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


N-(2-hydroxyphenyl)malonamic acid

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


3,5-dioxooctanedioic acid

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


methyl undecanoate

A fatty acid methyl ester of undecanoic acid.


(E)-5-hydroxyferulic acid

The E-isomer of 5-hydroxyferulic acid.


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


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


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


quinclorac-methyl

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


trans-sinapyl actetate

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


licoagroside B

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


myristyl palmitate

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


stearyl oleate

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


N-carbamoyl-L-aspartic acid

The L-enantiomer N-carbamoylaspartic acid.


proINDY

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


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


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


2(S)-amino-6-boronohexanoic acid

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


myristate phytyl ester

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


nitrotyrosine

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


An epoxydocosapentaenoic acid (7Z,9E,11E,16Z,19Z)-docosapentaenoic acid in which the epoxy group is located at the 13,14-position. An intermediate in the specialised proresolving mediators


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

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


cefiderocol

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


aldarolactone

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


cis-caffeic acid

The cis-isomer of caffeic acid.


N-acetyl-L-alpha-phenylglycine

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


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


saroglitazar

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


naphthaldehyde

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


D-mannonic acid

The D-stereoisomer of mannonic acid.


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


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


butynal

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


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

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


MOLLICELLIN B

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


4-coumaric acid methyl ester

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


ACETIC ACID ISOBUTYL ESTER

The acetate ester of isobutanol.


(R)-lactaldehyde

The (R)-stereoisomer of lactaldehyde.


mycolic acid

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


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


veratrone acetate

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


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


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


bassianolide

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


L-4-hydroxyglutamic semialdehyde

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


tetrachlorophthalic anhydride

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


octanoyl-beta-D-glucuronide

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


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


halo fatty acid

Any fatty acid carrying at least one halo substituent.


an aldono-1,5-lactone

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


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


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


fumicycline A

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


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


ETHYL PROPIONATE

A propanoate ester of ethanol.


avermectin

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


fumigaclavine C

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


(-)-marinopyrrole B

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


corynebactin

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


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


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


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


(+)-jasplakinolide W

A cyclodepsipeptide isolated from Jaspis splendens.


sulfinoacetaldehyde

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


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


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


(ISOBUTYRYLAMINO)ACETIC ACID

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


8,5'-diferulic acid

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


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

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


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


hexanone

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


4beta-formyl steroid

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


karalicin

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


3-ethoxybenzoic acid

An ethoxybenzoic acid carrying an ethoxy substituent at position 3.


METHYL ANTHRANILATE

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


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


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


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


methyl glycinate

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


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


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


palmityl heptadecanoate

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


tetracenomycin F1

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


methyl-branched fatty acid 20:0

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


ACETOSYRINGONE

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


tabtoxinine beta-lactam

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


methyl 2-hydroxypropionate

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


(R)-chaulmoogric acid

The (R)-enantiomer of chaulmoogric acid.


L-allothreonine

The L-enantiomer of allothreonine.


methyl cis-cinnamate

The Z (cis) isomer of methyl cinnamate.


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


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


fumigaclavine A

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


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


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


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


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


BENZOIC ACID 2-METHYLPROPYL ESTER

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


trans-permethrin

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


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


glucose 6-monomycolate (C36)

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


ENNIATIN B4

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


18-hydroxy-18-oxo-dinorleukotriene B4

An octadecatetraenedioic acid obtained by oxidative degradation of leukotriene B4, a process that results in the removal of C19 and C20 with concomitant dioxygenation of C18.


streptothricin D

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


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


4-fluorobenzoic acid

A fluorobenzoic acid carrying a fluoro substituent at position 4.


3-oxoadipic acid

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


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


dihydroxyacetophenone

A hydroxyacetophenone carrying two hydroxy substituents.


p-tolualdehyde

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


benazolin-ethyl

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


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


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


cycloxydim

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


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


4-acetoxycinnamic acid

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


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


diethylene glycol diacetate

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


N-hydroxy-L-polyhomomethionine

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


butynedioic acid

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


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


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


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


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


flavaspidic acid AB

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


METHYL NONANOATE (ESTER)

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


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


erdasporine A

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


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


methylhistidine

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


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


2H-imidazol-4-ylacetic acid

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


mono(3-carboxypropyl) phthalate

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


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


OLEOYL GLYCINE

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


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


carboxylic anhydride

Anhydrides derived from carboxylic acids.


very long-chain fatty acid

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


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

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


tenofovir alafenamide

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


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


yucalexin P8

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


thiomarinol E

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


anthroic acid

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


methyl ketone

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


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


2-benzylsuccinic acid

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


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


spermine monoaldehyde(+3)

Major microspecies at pH 7.3


3,5-dinitrobenzoic acid

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


cyclohexanecarbaldehyde

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


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


3-hydroxy-L-aspartic acid

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


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


gamma-amino-gamma-cyanobutanoic acid

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


2-amino-3-methylpentanoic acid

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


hexylcarbamic acid

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


acetylpyruvic acid

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


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


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


papuamide B

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


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

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


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


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


cholesteryl icosatetraenoate

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


methyl palmitoleate

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


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


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


surfactin A

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


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


COUMARINIC ACID METHYL ETHER

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


14alpha-formyl steroid

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


thia fatty acid

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


amataine

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


polar amino acid

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


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


N-succinyl-L-alpha-amino acid

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


carbocyclic fatty acid

Any fatty acid containing a ring composed of carbon atoms.


3-acylpyruvic acid

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


3beta-hydroxysterol ester

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


2-ethyl-3-ketopentanoic acid

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


N-(octanoyl)-L-homoserine

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


4-nitroanthranilic acid

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


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


4E,15Z-bilirubin IXa

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


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


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


fatty acid 18:4

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


diperamycin

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


ketoandrostane

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


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


N-formylanthranilic acid

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


cyclic dicarboxylic anhydride

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


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

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


N-acetylalliin

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


DIHYDROLIPOIC ACID

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


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


3-methylmalic acid

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


octyl formate

A formate ester of  octan-1-ol.


hexonic acid

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


nitrobenzoic acid

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


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


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


3,5-DIMETHOXYBENZOIC ACID

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


octadecatetraenedioic acid

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


ISOLIQUIRITIN

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


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


proatranorin IV

Major microspecies at pH 7.3.


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


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


A methyl ketone that is 2-phenylethan-1-amine in which one of the hydrogen's of the amino group is substituted by a 3-oxobutan-2-yl group. It is a volatile organic compound produced by the skin bacterium, S.schleiferi.


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


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


dodecanoate ester

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


phenylpropiolic acid

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


monocarboxylic acid

An oxoacid containing a single carboxy group.


penicillanic acid

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


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


O-ureido-D-serine

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


fluoroalkanoic acid

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


N-isovalerylglycine

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


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


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


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


durhamycin A

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


trienoic fatty acid

Any polyunsaturated fatty acid that contains three double bonds.


3-mercaptohexyl acetate

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


6-carboxyfluorescein succinimidyl ester

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


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


robenacoxib

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


MOLLICELLIN F

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


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


proatranorin I

Major microspecies at pH 7.3.


JASPAMIDE D

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


abamine

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


myrophine

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


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


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


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


5-hydroxyferulic acid

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


hydroxylysine

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


quinic acid

A cyclitol carboxylic acid.


3-(2-methylthioethyl)malic acid

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


cyclitol ester

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


4-(2-thienyl)butyric acid

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


3-(methylthio)propionic acid

A thia fatty acid acid consisting of propionic acid with a methylthio substituent at the 3-position; an intermediate in mammalian methionine metabolism in vitro. The simplest known phytotoxin, it is a blight-inducing toxin produced by the cassava pathogen Xanthomonas campestris manihotis.


westerdijkin A

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


papulacandin

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


8-amino-7-oxononanoic acid

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


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


fatty acid 22:5

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


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


PURPURQUINONE A

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


5-O-sinapoylquinic acid

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


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

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


name: 2,4-DICHLOROPHENOXYACETIC ACID, ISOOCTYL ESTER


pacific blue succinimidyl ester

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


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


decarboxysuprofen

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


glycolaldehydes

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


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


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


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


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

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


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


hydroxyfenbendazole

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


dioxo monocarboxylic acid

Any monocarboxylic acid containing two ketonic or aldehydic oxo groups.


(S)-methcathinone

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


GLOBOSUMONE A

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


phenethyl acetate

The acetate ester of 2-phenylethanol.


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


stemphyperylenol

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


(S)-3-aminoadipic acid

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


mycobilin b

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


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


propyl 4-hydroxybenzoate sulfate

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


The 2-(methoxycarbonylmethyl) derivative of fumaric acid.


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


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


3-hexenedioic acid

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


glutaconic acid

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


INTERIOTHERIN C

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


fatty acid 22:6

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


benzylpenillic acid

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


chalcone

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


dicarboxylic acid monoester

A monoester of a dicarboxylic acid.


alpha-substituted cyanoacetate ester

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


p-HYDROXYCINNAMALDEHYDE

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


L-tyrosine methyl ester 4-sulfate

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


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


ORNITHINE aKETOGLUTARATE

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


alpha,beta-unsaturated aldehyde

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


DIPHENYLACETIC ACID

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


ethyl 2-methylbutyrate

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


Ro 48-8071

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


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


wybutosine

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


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


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


2-methyl-3-oxopropanoic acid

The 2-methyl-3-oxo derivative of propanoic acid.


(10Z)-heptadecenoic acid

The cis-isomer of 10-heptadecenoic acid.


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


BETA-NAPHTOIC ACID

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


enynal

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


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


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


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


MACROCIN

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


aspartate family amino acid

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


D-glucosyl salicylate

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


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


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


littorachalcone

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


(R)-gabaculine

The (R)-enantiomer of gabaculine.


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


(E)-4-(trifluoromethyl)cinnamic acid

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


The L-enantiomer of 2-methylserine.


calysolin II

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


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


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


mycinamicin IV

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


slaframine

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


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


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


ROBUSTASIDE E

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


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


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


BOTRYDIAL

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


(methylsulfanyl)acetaldehyde

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


HELICIN

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


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


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


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


pentahomomethionine S-oxide

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


CETHROMYCIN

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


diketone

A compound that contains two ketone functionalities.


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


Major species at pH 7.3


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


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


epsilon-amino acid

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


MECOPROP-P

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


cycloprothrin

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


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


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


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


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


N-acyl-L-glutamic acid

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


N-formylisoglutamic acid

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


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


isopropyl dodecanoate

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


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


PF 1163A

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


emericellamide E

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


Se-methylselenocysteine

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


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


3-hydroxynonyl acetate

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


cholesteryl heptadecanoate

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


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


octanoate ester

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


emericellamide D

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


(R)-mallotophilippen E

The (R)-enantiomer of mallotophilippen E.


ethyl 4-hydroxybenzoate sulfate

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


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


2,2-dimethylsuccinic acid

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


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


L-polyhomomethionine

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


An acetophenone substituted by hydroxy groups at positions 2 and 4, and by a sulfooxy group at position 5. It is a metabolite of the Chinese medicine 'Shuangdan' granule.


N-methyl-L-alpha-amino acid

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


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


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


A  hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4.


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


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


A docosanoid that is (14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid in which a glutathionyl group is attached at position 13R via a sulfide linkage.


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


(S)-binapacryl

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


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


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


haloamino acid

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


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


motualevic acid F

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


TERNSTROSIDE D

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


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


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


(3-chloro-4-hydroxyphenyl)acetic acid

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


2-isopropylmalic acid

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


medium-chain fatty aldehyde

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


PROPIOLIC ACID

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


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


non-proteinogenic amino acid

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


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


C4-dicarboxylic acid

Any dicarboxylic acid that contains four carbon atoms.


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


TCEP

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


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


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


ketomycolic acid type-3 (XIII')

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


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

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


quinolinemonocarboxylic acid

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


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


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


feruloylacetic acid

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


N-oleoylthreonine

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


N-hydroxy-L-dihomomethionine

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


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


COMAZAPHILONE F

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


cis-dihomoaconitic acid

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


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


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


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


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


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


S-succinylglutathione

The S-succinoyl derivative of glutathione.


cutins

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


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


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


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


3-sulfopyruvic acid

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


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


3,4-dihydroxy-5-prenylcinnamic acid

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


alpha-hexylcinnamaldehyde

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


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


saturated monocarboxylic acid

Any monocarboxylic acid containing fully saturated C-C bonds.


arisugacin A

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


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


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


3-(imidazol-4-yl)pyruvic acid

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


JASPLAKINOLIDE R1

A cyclodepsipeptide isolated from Jaspis splendens.


(S)-2-AMINOADIPIC ACID

The L-enantiomer of 2-aminoadipic acid.


glycinyl ester

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


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


tert-butyl 4-hydroxy-3-methoxybenzoate

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


N-acetoxyarylamine

Any arylamine having an acetytoxy group attached to the nitrogen.


arugosin A (hydroxy-aldehyde form)

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


indolmycenic acid

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


beta-citrylglutamic acid

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


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


isoglutamic acid

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


vanilpyruvic acid

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


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


DEMECARIUM BROMIDE

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


2-amino-5-chlorobenzoic acid

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


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


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


beta-amino acid ester

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


ethyl 2-hexenoate

A fatty acid ethyl ester of 2-hexenoic acid.


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


lejimalide A

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


toxoflavin

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


lactaldehyde

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


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


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


lysine

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


5-PHENYLVALERIC ACID

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


2-cyanocinnamic acid

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


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


3-hydroxymandelic acid

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


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


pyrrole-3-carboxylic acid

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


4-guanidinobutyric acid

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


cholesteryl nonadecenoate

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


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


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


HEXYL ACETATE

The acetate ester of  hexan-1-ol.


25-hydroxy 3-oxocholestane

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


2-hydroxypentanoic acid

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


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