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


A beta-D-Xylp-(1->2)-D-GlcpA in which the carbon bearing the anomeric hydroxy group has beta configuration.


2-ethyl-3-hydroxybutyric acid

A 3-hydroxy monocarboxylic acid that is butyric acid substituted at positions 2 and 3 by ethyl and hydroxy groups respectively.


ethyl (2R)-lactate

The (2R)-enantiomer of ethyl lactate.


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

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


8(R)-HPETE methyl ester

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12(R)-HPETE with methanol.


L-alpha-amino acid

Any alpha-amino acid having L-configuration at the alpha-carbon.


gentiobiose octaacetate

An acetate ester formed by total acetylation of gentiobiose.


PESCAPREIN XXIII

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


(Z)-14-methylpentadec-2-enoic acid

An alpha,beta-unsaturated monocarboxylic acid that is cis-2-pentadecenoic acid in which one of the hydrogens at position 14 has been replaced by a methyl group.


FRUTICOSIDE B

A steroid acid that is ergosta-7,24(28)-dien-21-oic acid substituted by hydroxy groups at positions 2 and 3 and a methyl group at position 5 (the 2alpha,3beta,4alpha,5alpha stereoisomer). It has been isolated from the roots of Breynia fruticosa.


CHERMESINONE A

An  azaphilone that is 7,8-dihydro-6H-isochromene substituted by a hydroxy group at position 7, methyl groups at positions 3 and 7 and a 3-methyl-2-oxopentyl group at position 8. It has been isolated from the culture of the mangrove endophytic fungus Penicillium chermesinum.


saturated fatty ester C43H86O2

A fatty acid ester which is fully saturated and which contains a total of 43 carbon atoms.


glycosylglucopyranuronic acid

A disaccharide having glucopyranuronic acid at the reducing end with a glycosyl residue attached at an unspecified position via a glycosidic bond.


name: 9-Octadecenoic acid (9Z)-, (2-hydroxy-2-oxido-1,2-oxaphospholan-4-yl)methyl ester


tyrosine

An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.


A monocarboxylic acid in which the carbon of the carboxy group is directly attached to a C=C or C#C bond.


name: (+)-abscisic acid beta-D-glucopyranosyl ester

description: A (+)-abscisic acid D-glucopyranosyl ester that is derived from beta-D-glucopyranose.


A 3beta-sterol that is (24Z)-stigmasta-7,24(28)-diene which is substituted at the  3beta and 4alpha positions by hydroxy and formyl groups, respectively.


A naphthochromene that is hexadecahydro-2H-naphtho[2,1-f]chromen-2-one which is substituted at position 3 by a hydroxymethylene group, at position 8 by a hydroxy group, and at positions 10a and 12a by methyl groups.


alpha-oxyketone

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


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 12-hydroxystearic acid.


An enone that is pent-1-ene substituted by an oxo group at position 3.


fatty acid 22:4

Any polyunsaturated fatty acid containing 22 carbons and 4 double bonds.


An aliphatic alcohol that is nonan-1-ol carrying an oxo group at position 6.


name: 2-amino-4-(2-furanyl)-3-thiophenecarboxylic acid ethyl ester


alclofenac

An aromatic ether in which the ether oxygen links an allyl group to the 4-position of (3-chlorophenyl)acetic acid.A non-steroidal anti-inflammatory drug, it was withdrawn from the UK market in 1979 due to concerns with its association with vasculitis and rash.


all-trans-retinyl stearate

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


A 1,3-thiazole that is 4,5-dihydro-1,3-thiazole which is substituted at positions 2 and 4 by an amino and a carboxy group, respectively.


(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid with R-configuration at C-10.


docosadienoic acid

Any polyunsaturated fatty acid containing 22 carbons and 2 double bonds


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


A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of 13-hydroxyoctadecanoic acid.


A member of the class of tetracyclines obtained by selective hydroxylation at position 11a of tetracycline.


An azaphilone that is 7,8-dihydro-6H-isochromene substituted by a hepta-1,3,5-trien-1-yl group at position 3, a [3-hydroxybutanoyl]oxy group at position 7, a methyl group at position 7 and oxo groups at positions 6 and 8 respectively (the 3S,7S stereoisomer). A fungal metabolite, it is isolated from the fermentation broth of Penicillium solitum strain CT2108 and exhibits inhibitory activity against fatty acid synthase as well as fungicidal activity.


26-oxohexacosanoic acid

The omega-oxo fatty acid obtained by oxygenation at position 26 of hexacosanoic acid.


name: N-(4-phenylmethoxyphenyl)carbamic acid methyl ester


A phenylalanine derivative that is phenylalanine substituted by an azido group at position 4.


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


fidaxomicin

An 18-membered macrolide that is a fermentation product obtained from the Actinomycete Dactylosporangium aurantiacum. A narrow spectrum antibiotic used for treatment of Clostridium difficile-related infections.


IPOMOTAOSIDE B

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


hydroperoxyoctadecatrienoic acid

A octadecanoid that is any octadecatrienoic acid carrying a single hydroperoxy substituent (position unspecified).


QUINCLORAC

A quinolinemonocarboxylic acid that is quinoline-8-carboxylic acid in which the hydrogens at positions 3 and 7 have been replaced by chlorines. It is used (particularly as its dimethylamine salt, known as quinclorac-dimethylammonium) as a (rather persistent) herbicide for the post-emergence control of weeds in rice, grass and turf. It is not approved for use within the European Union.


N-acylglycine 16:0

An N-acylglycine in which the acyl group contains 16 carbons and is fully saturated.


methyl 12-methyltetradecanoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12-methyltetradecanoic acid (12-methylmyristic acid) with methanol.


A macrolide that is a 14-memebered macrocycle fused to a 1,3-dihydroxybenzene. Isolated from Fungi, it exhibits inhibitory activity against  NF-kappaB.


oxodocosahexaenoic acid

An oxo fatty acid that consists of docosahexaenoic acid (DoHE) carrying one or more oxo substituents.


reedsmycin E

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


oxo fatty acid

Any fatty acid containing at least one aldehydic or ketonic group in addition to the carboxylic acid group.


2,6-dioxo-6-phenylhexa-3-enoic acid

A dioxo monocarboxylic acid that is 6-phenylhexa-3-enoic acid bearing oxo substituents at position3 2 and 6.


dialdehyde

Any aldehyde with two aldehyde groups.


methyl cis-10-pentadecenoate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of cis-10-pentadecenoic acid with the hydroxy group of methanol.


SQ 26,992

A 1,3-thiazole that is obtained via biohydrolysis of the beta-lactam ring of aztreonam.


(11R)-11-hydroperoxylinoleic acid

A linoleic acid hydroperoxide in which the hydroperoxy substituent is located at position 11R.


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


danielone

An aromatic ketone that is 2-hydroxy-1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. It is a phytoalexin isolated from the papaya fruit and exhibits antifungal activity.


A carbamate ester, the structure of which is that of carbamic acid esterified with 4-carboxybenzyl alcohol and substituted on nitrogen by a 3-(dimethylcarbamoyl)bicyclo[2.2.2]oct-1-yl group.


name: 5-methyl-2-(2-phenylethylamino)-4-thiazolecarboxylic acid ethyl ester


(5Z,9E,11Z,14Z,17Z)-8-hydroperoxyicosapentaenoic acid in which the 8-hydroperoxy group has R-configuration.


A member of the class of tetracyclines that is anhydrotetracycline in which the dimethylamino group at position 4 has been replaced by a keto group.


(R)-2-(phosphonomethyl)malic acid

A dicarboxylic acid that is succinic acid in which the methylene hydrogens at position 2 have been replaced by phosphonomethyl and hydroxy groups (the R-enantiomer).


ochratoxin alpha(1-)

Conjugate base of ochratoxin alpha; major species at pH 7.3.


A pyrazolopyrazole that is 6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-3-carboxylic acid which has been substituted at positions 2, 5 and 6 by methylsulfonyl, oxo, and amino groups, respectively, and in which the amino group has been condensed with the carboxy group of (2-amino-1,3-thiazol-4-yl)(oxo)acetic acid, the oxo group of which has been converted to the corresponding oxime O-allyl ether.


10-heptadecenoic acid

A heptadecenoic acid having its double bond in the 10-position.


3-oxo fatty acid

Any oxo fatty acid in which an oxo substituent is located at position 3.


A cyclopropanecarboxylate ester resulting from the formal condensation of the carboxy group of 3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylic acid with the hydroxy group of 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol.


4-hydroxybenzoate ester

A benzoate ester that is an ester of 4-hydroxybenzoic acid.


name: 2-cyano-4-(1-methyl-4-pyridinylidene)-2-butenoic acid ethyl ester


ethyl cyclohexanecarboxylate

An ethyl ester resulting from the formal condensation of the carboxy group of cyclohexanecarboxylic acid with ethanol.


A brassinosteroid that is castasterone carrying an additional hydroxy substituent at position 26.


aspergillide A

A macrolide that is 4,15-dioxabicyclo[9.3.1]pentadec-9-en-3-one substituted by a hydroxy group at position 14 and a methyl group at position 5 (the 1R,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).


dicarboxylic fatty acid

Any fatty acid containing two carboxy groups.


ethyl 9-decenoate

The fatty acid ethyl ester of dec-9-enoic acid.


A cholestanoid that is 5beta-cholestan-26-al substituted by hydroxy groups at positions 3, 7 and 12 respectively.


trans-10-heptadecenoic acid

The trans-isomer of 10-heptadecenoic acid.


A member of the class of chalcones that is chalcone substituted by hydroxy groups at positions 2', 3, 4, 4', and 6'.


A cholesterol ester in which the acyl group contains 22 carbons in total and 2 double bonds.


ANANOLIGNAN E

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


streptothricin

An N-glycosyl compound consisting of 2-amino-4-O-carbamoyl-2-deoxy-N-[(3aS,7R,7aS)-7-hydroxy-4-oxooctahydro-2H-imidazo[4,5-c]pyridin-2-ylidene]-beta-D-gulopyranosylamine in which the amino group at position 2 of the gulopyranosyl moiety is acylated by a peptide unit made up of between 1 and 7 N(epsilon)-linked units of beta-lysine.


3-hydroxy carboxylic acid

Any hydroxy carboxylic acid which contains a hydroxy group located beta- to the carboxylic acid group.


METALAXYL

A racemate comprising equal amounts of (R)- and (S)-metalaxyl. A systemic fungicide, it is active against phytopathogens of the order Peronosporales and is used to conrtrol Pythium in a number of vegetable crops.


D-glyceric acid

The D-enantiomer of glyceric acid.


An indolyl carboxylate ester that is methyl 1H-indole-2-carboxylate substituted by a 4-chlorobenzyl group at position 1 and a methylsulfonyl group at position 5. It acts as a selective inhibitor of cyclooxygenase 2.


JASPAMIDE K

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


polyunsaturated dicarboxylic acid

A dicarboxylic acid having 2 or more units of unsaturation.


RUTAMYCIN

An oligomycin with formula C44H72O11 that is oligomycin A in which the methyl substituent adjacent to the spirocyclic centre has been replaced by a hydrogen.


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


A dicarboxylic acid that is succinic acid substituted at position 2 by an acetamidomethylidene group and at position 3 by a hydroxymethyl group.


hydroperoxy fatty acid

Any fatty acid carrying one or more hydroperoxy substituents.


A methylhistidine in which the methyl group is located at N-1.


ethyl sorbate

A fatty acid ester obtained by formal condensation of the carboxy group of sorbic acid and the hydroxy group of ethanol.


A 2-hydroxyhexadecanal having R configuration.


A hydroperoxydocosapentaenoic acid that is (7Z,10Z,13Z,15E,19Z)-docosapentaenoic acid carrying a hydroperoxy substituent at position 17. An intermediate of specialised proresolving mediators.


An HPODE (hydroperoxyoctadecadienoic acid) in which the double bonds are at positions 9 and 11 (E and Z  geometry, respectively) and the hydroperoxy group is at position 13.


ethyl trans-caffeate

An ethyl ester resulting from the formal condensation of the carboxy group of trans-caffeic acid with ethanol.


WITHALONGOLIDE M

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


hydroperoxy polyunsaturated fatty acid

Any polyunsaturated fatty acid carrying one or more hydroperoxy substituents.


streptothricin D acid

The streptothricin acid obtained by hydrolysis of the lactam group of streptothricin D.


12(S)-HPETE methyl ester

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12(S)-HPETE with methanol.


A ketone that is hexan-2-one in which one of the hydrogens at position 5 is replaced by a hydroxy group.


A peptide and carboxamide that is L-leucyl-L-phenylalaninamide, L-Leu-L-Phe-NH2, which has been acylated on the N-terminus by a Phe-Phe hydroxyethylene dipeptide isotere,  2R-benzyl-5S-tert-butoxycarbonylamino-4R-hydroxy-6-phenylhexanoic acid. Compounds based on the structure of L-685,458 are potent inhibitors of gamma-secretase, which mediates the final catalytic step that generates the amyloid beta-peptide (Abeta), which assembles into the neurotoxic aggregates in the brains of sufferers of Alzheimer's disease.


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


thioester

A compound of general formula RC(=O)SR'. Compare with thionoester, RC(=S)OR'.


8-HPETE methyl ester

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12-HPETE with methanol.


demethoxycurcumin

A beta-diketone that is curcumin in which one of the methoxy groups is replaced by hydrogen. It is found in Curcuma zedoaria and Etlingera elatior.


ethyl 11-methyldodec-2-enoate

An enoate ester resulting from the formal condensation of the carboxy group of 11-methyldodec-2-enoic acid with the hydroxy group of ethanol.


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


A non-proteinogenic L-alpha-amino acid that is L-tryptophan in which the hydrogen at position 5 of the indole ring has been replaced by a chlorine.


A cyclopentenyl fatty acid composed of 6-tridecenoic acid having a 2-cyclopentenyl ring at position 13.


A glycosyloxyflavone that is luteolin substituted by a 6-O-malonyl-beta-D-glucopyranosyl moiety at position 7 via glycosidic linkage.


tricin 7-O-[sinapoyl]-glucoside

A glycosyloxyflavone that is tricin 7-O-glucoside with the hydroxy group on the glycosyl ring at position 6 replaced with a sinapoyl moiety.


aspergillide B

A macrolide that is 4,15-dioxabicyclo[9.3.1]pentadec-9-en-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).


A hydroxamic acid that is N-methylpyrrole which is substituted at positions 2 and 5 by 3-(hydroxyamino)-3-oxoprop-1-en-1-yl and 3-(m-fluorophenyl)-3-oxoprop-1-en-1-yl groups, respectively. It is a potent and selective inhibitor of class II (IIa) histone deacetylase (HDAC II).


trierixin

A 21-membered macrocycle isolated from the fermentation broth of Streptomyces sp.AC654. It exhibits antineoplastic activity.


An omega-6 fatty acid that is tetratriacontanoic acid having four double bonds located at positions 19, 22, 25 and 28 (the 15Z,18Z,21Z,24Z-isomer).


hederacine A

An alklaoid isolated from Glechoma hederaceae.


2,4-diaminobutyric acid

A diamino acid that is butyric acid in which a hydrogen at position 2 and a hydrogen at position 4 are replaced by amino groups.


A (7Z,10Z,12E,16Z,19Z)-14-hydroperoxydocosapentaenoic acid in which the chiral centre at position 14 has S-configuration. An intermediate of specialised proresolving mediators.


(R)-hydratropic acid

The (R)-enantiomer of hydratropic acid.


tetradecanoate ester

A fatty acid ester obtained by condensation of the carboxy group of tetradecanoic acid (also known as myristic acid) with a hydroxy group of an alcohol or phenol.


amomol B

An oxaspiro compound that is 1-oxaspiro[4.5]deca-6,9-dien-8-one substituted by a (2R)-2-hydroxyheptadecyl moiety and a methoxy group at position 2. A natural product found in Amomum aculeatum.


A 3beta-hydroxy-Delta(5)-steroid that is pregnenolone carrying an oxo group at position 7.


isopropyl ester

Any carboxylic ester resulting from the formal condensation of a carboxylic acid with the hydroxy group of propan-2-ol.


name: 2-thiophenecarboxylic acid [[amino-(2-methylphenyl)methylidene]amino] ester


SN-38 carboxylic acid

A 2-hydroxy monocarboxylic acid resulting from the hydrolysis of the delta-lactone ring of SN-38. It is a metabolite of SN-38.


A glycosylglucopyranuronic acid consisting of alpha-D-xylosyl and D-glucuronic acid residues joined by a (1->3)-linkage. A repeating structure in glycoproteins.


A 2-(D-glucosyloxy)benzoic acid with beta configuration at the anomeric centre.


BENTHIAVALICARB-ISOPROPYL

A carbamate ester that is the isopropyl ester of benthiavalicarb. It is used as an agricultural fungicide.


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


carbetamide

A carbamate ester obtained by the formal condensation of  phenylcarbamic acid with the hydroxy group of N-ethyl-2-hydroxypropanamide.


name: N-(4-chlorophenyl)carbamic acid 2-pyridinylmethyl ester


A phenylalanine derivative that is methyl 4-nitrophenylalaninate substituted by a tert-butoxycarbonyl group at the amino nitrogen.


3-hydroxy-L-glutamic acid

An amino dicarboxylic acid that is L-glutamic acid substituted by a hydroxy group at position 3.


name: heptanoic acid (2,2,6,6-tetramethyl-4-piperidinyl) ester


AROXYBUTYNIN

A 4-(diethylamino)but-2-yn-1-ol that has R configuration. It is responsible for virtually all of the antimuscarinic activity of (racemic) oxybutynin.


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


hydroxy monocarboxylic acid

Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.


20-HYDROXYTUBOCAPSANOLIDE A

A withanolide that is the 20-hydroxy derivative of tubocapsanolide A. Isolated from Tubocapsicum anomalum, it exhibits cytotoxic activity.


benzophenones

Any aromatic ketone in which the carbonyl group is bonded to 2 phenyl groups.


palmityl stearate

A  wax ester obtained by the formal condensation of palmityl alcohol with stearic acid.


isopropyl salicylate

A benzoate ester that is the isopropyl ester of salicylic acid.


(R)-carisoprodol

The (R)-enantiomer of carisoprodol.


calysolin IV

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


(11Z,14Z)-icosadienoic acid

An icosadienoic acid with double bonds at positions 11 and 14 (both Z).


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


13(S)-HPODE methyl ester

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 13(S)-HPODE with methanol.


sulfanylbenzoic acid

A benzoic acid carrying at least one sulfanyl substituent.


(2E)-3-methylhex-2-enoic acid

A monounsaturated fatty acid that is (2E)-hexenoic acid in which the hydrogen at position 3 has been replaced by a methyl group. A malodourous component in the sweat of schizophrenics.


N-acyl-L-alpha-amino acid

Any L-alpha-amino acid carrying an N-acyl substituent.


(R)-3-aminoisobutyric acid

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


A pyrrole carrying a formyl substituent at the 2-position.


A member of the class of benzophenones that is phenol substituted by a 4-fluorobenzoyl group at position 4.


cacibiocin B

A derivative of cacibiocin A where the hydrogen atoms in positions 6 and 8 of the coumarin moiety are substituted with chlorine atoms.


multifidol glucoside

A monosaccharide derivative that consists of multifidol attached to a  beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Isolated from Acacia mearnsii, it exhibits anti-inflammatory activity.


A member of the class of xanthenes that is the acetic anhydride of dihydrofluorescein diacetate carrying additional chloro substituents at positions 2 and 7 as well as a chloromethyl substituent para to the anhydride function.


A tripeptide that is L-leucyl-L-leucyl-L-leucine in which the C-terminal carboxy group has been reduced to the corresponding aldehyde and the N-terminal amino group is protected as its benzyloxycarbonyl derivative.


12(R)-HPETE methyl ester

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12(R)-HPETE with methanol.


A di-unsaturated long chain fatty aldehyde.


FAHFA

A fatty acid ester obtained by formal condensation of the carboxy group of any fatty acid with the hydroxy group of any hydroxy fatty acid.


5-amino-5-deoxy-3-dehydroshikimic acid

A gamma-amino acid that is shikimic acid in which the 3- and 5-hydroxy groups are replaced by oxo and amino groups respectively.


eucalyptal C

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


eriodictyol chalcone

A 2',3,4,4',6'-pentahydroxychalcone with a trans configuration.


N-acyl-D-homoserine

The D-enantiomer of N-acylhomoserine.


thio-fatty acid

Any fatty acid having at least one SH substituent.


isoceanothic acid

A steroid acid isolated from the roots of Breynia fruticosa.


butyrate ester

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


A monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several plant species including Rhazya stricta, Tabernaemontana dichotoma and Aspidosperma pyricollum.


tertiary alpha-hydroxy ketone

An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups.


An ergostanoid that is (5alpha)-ergosta-8,24(28)-diene substituted by hydroxy groups a positions 3 and 11 and an oxo group at position 7 (the 3beta,11alpha stereoisomer). It has been isolated from Aspergillus ochraceus.


mallotophilippen D

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


The (9Z)-isomer of (13S)-12,13-epoxyoctadeca-9,11-dienoic acid.


hexyl propanoate

A propanoate ester of hexan-1-ol.


A 2,3,5,6-tetrafluoro-4-methylbenzyl 3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate in which both of the stereocentres have S configuration.


EPOTHILONE A

An epithilone that is epothilone C in which the double bond in the macrocyclic lactone ring has been oxidised to the corresponding epoxide (the 13R,14S diastereoisomer).


gamma-hydroxyarginine

A hydroxyarginine in which the hydroxy group is located at position 4.


docosanoid

Any oxygenated derivative of C22 polyunsaturated fatty acids, such as docosapentaenoic acid (DPA) and docosahexaenoic acid (DHA).


tetraacetyl-N-azidoacetyl-D-mannosamine

A monosaccharide derivative that is D-mannosamine in pyranose form with an azidocarbonyl group substituted on nitrogen and all hydroxy groups acetylated. It can be used to introduce  an azido group in living cells which can be metabolized to N-azido acetylneuramic acid and eventually incorporated into the glycoproteins and glycolipids on the cell surface, while exhibiting very low toxicity.


A tetrahydro-4-hydroxyphenylpyruvic acid with (1S,4R)-stereochemistry.


alpha-hydroxy ketone

An alpha-oxyketone that has a hydroxy group as the alpha-oxy moiety.


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


arginine

An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.


2-oxopenta-3,4-dienoic acid

A member of the class of allenes that is penta-3,4-dienoic acid carrying an additional oxo substituent at position 2


alpha-chloroketone

A chloroketone in which the chlorine and oxo substituents are on adjacent carbon atoms.


alloisoleucine

A 2-amino-3-methylpentanoic acid having either (2R,3S)- or (2S,3R)-configuration.


A steroid acid, the 4-carboxy-4-methyl derivative of zymosterol.


methyl (+)-pentacycloanammoxate

A fatty acid methyl ester resulting from the formal condensation of the carboxy group of (+)-pentacycloanammoxic acid with methanol.


(Z)-tetradec-2-enoic acid

An alpha,beta-unsaturated monocarboxylic acid that is tetradecanoic acid (myristic acid) which has undergone formal dehydrogenation to introduce a double bond with Z configuration between positions 2 and 3.


A non-proteinogenic alpha-amino acid that is tyrosine substituted by a nitro group at position 2.


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


phenylacetic acids

Any monocarboxylic acid that is phenylacetic acid or its substituted derivatives.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 2-{[(2S,3S)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanoic acid with the amino group of propan-2-yl (2S)-2-amino-4-(methylsulfonyl)butanoate. It is a farnesyltransferase inhibitor that exhibits anticancer properties.


reedsmycin D

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


decyl palmitate

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


ethinamate

A carbamate ester that is the 1-vinylcyclohexyl ester of carbamic acid. A short-acting sedative-hypnotic, it was formerly used to treat insomnia.


VISCOSALACTONE B

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


N-acetyl-L-amino acid

An L-amino acid having an N-acetyl substituent.


tetrahydro-4-hydroxyphenylpyruvic acid

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


A member of the class of indoles that is 1H-indole substituted by a isopropyl group at position 5, a tert-butylsulfanediyl group at position 3, a 4-chlorobenzyl group at position 1 and a 2-carboxy-2-methylpropyl group at position 2. It acts as an inhibitor of  arachidonate 5-lipoxygenase.


A member of the class of azobenzenes that is azobenzene in which one of the phenyl groups is substituted at position 4 by an ethoxycarbonyl group, while the other is substituted by a carboxymethyl group at position 3 and a hydroxy group at position 4. It is a potent and selective inhibitor of 15-hydroxyprostaglandin dehydrogenase (15-hydroxy-PGDH).


An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is substituted by a 3-(2-carboxyethyl)-4-methyl-1H-pyrrol-2-yl group. It is an ATP-competitive inhibitor of the tyrosine kinase activity of fibroblast growth factor receptor 1.


methyl-branched fatty acid

Any branched-chain fatty acid containing methyl branches only.


fatty acid 4:0

Any saturated fatty acid containing 4 carbons.


glafenine

A carboxylic ester that is 2,3-dihydroxypropyl anthranilate in which the amino group is substituted by a 7-chloroquinolin-4-yl group. A non-steroidal anti-inflammatory drug, glafenine and its hydrochloride salt were used for the relief of all types of pain, but high incidence of anaphylactic reactions resulted in their withdrawal from the market.


ethyl hydroxy(phenyl)acetate

The ethyl ester of mandelic acid.


The (25S)-diastereomer of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al.


amino acid ester

Any  carboxylic ester derivative of an amino acid.


(13Z)-octadecenoic acid

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


7-methyl-3-oxooct-6-enoic acid

A monounsaturated oxo fatty acid comprising 3-oxooct-6-enoic acid having a methyl substituent at the 7-position.


(S)-3-methyl-2-oxovaleric acid

The (S)-enantiomer of 3-methyl-2-oxovaleric acid.


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


A C21-steroid that is  pregnane substituted by an oxo group at position 20 and a hydroxy group at position 3.


cinnamic acids

Any alpha,beta-unsaturated monocarboxylic acid based on the cinnamic acid skeleton and its substituted derivatives.


An 1,3-thiazolemonocarboxylic acid that is ADP in which one of the diphosphate hydrogens has been replaced by a 2-(2-carboxy-4-methyl-1,3-thiazol-5-yl)ethyl group.


PHYSALIN F

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


cis-hex-3-enoic acid

A 3-hexenoic acid having the cis configuration.


non-proteinogenic L-alpha-amino acid

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


A heptadienal that is hepta-2,4-dienal substituted by an oxo group at position 6 and a methyl group at position 2.


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

A polyunsaturated fatty acid that is decanoic acid (capric acid) which has been dehydrogenated to introduce double bonds with E configuration at positions 2-3 and 4-5.


3-hydroxypyruvic acid

A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a hydroxy group. It is an intermediate involved in the glycine and serine metabolism.


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

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


name: cis-13,16-Docosadienoic acid methyl ester


A tricarboxylic acid that is hexa-2,4-dienedioic acid which is substituted at position 3 by a 2-carboxy-1-hydroxyethyl group (the 2Z,4E isomer; a mixture of isomers at the carbon bearing the alcoholic hydroxy group). It has been produced from trans-caffeic acid using Aspergillus niger, but the conversion rate was increased 3.5 times by using a coculture of Streptomyces coelicolor and Aspergillus niger.


22-oxodocosanoic acid

A long-chain oxo-fatty acid that is the 22-oxo derivative of docosanoic acid.


name: 4,5-dichloro-3-isothiazolecarboxylic acid [1-(2-furanylmethylamino)-1-oxopropan-2-yl] ester


A hydroperoxydocosapentaenoic acid that is (4Z,7Z,10Z,13Z,15E)-docosapentaenoic acid carrying a hydroperoxy substituent at position 17S.


A  kaempferol O-glucoside that is the 2''-acetyl derivative of astragalin (kaempferol 3-O-glucoside). Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.


name: 2-[[oxo(thiophen-2-yl)methyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid propan-2-yl ester


A epoxydocosatetraenoic acid obtained by formal epoxidation across the 19,20-double bond of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid.


decyl oleate

A wax ester obtained by the formal condensation of the carboxy group of oleic acid with the hydroxy group of decanol.


An octadecanoid that is (6E,8Z)-octadecadienoic acid carrying an additional oxo substituent at position 5.


A secondary alpha-hydroxy ketone that is benzene which is substituted by a 1-hydroxy-2-oxopropyl group at position 1.


A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.


(+)-vernolic acid

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


A member of the class of  benzamides obtained by the formal condensation of 2-(aminomethyl)-3,4,6-trichlorophenol and  benzoic acid. The carboxamide is further esterified at the phenolic hydroxy group by 4-nitrobenzoic acid.


A epoxydocosatetraenoic acid obtained by formal epoxidation across the 10,11-double bond of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid.


ZHANKUIC ACID B

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


A cholesterol ester in which the acyl group contains 22 carbons in total and 1 double bond.


methyl nonadecanoate

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


DL-PENICILLAMINE

An alpha-amino acid having the structure of valine substituted at the beta position with a sulfanyl group.


LL-2,6-diaminopimelic acid

A 2,6-diaminopimelic acid in which both chiral centres have S configuration. It is a component of bacterial cell wall.


phlorizin chalcone

A monosaccharide derivative that is trans-chalcone substituted by hydroxy groups at positions 4, 4' and 6 and a  beta-D-glucopyranosyloxy group at position 2' respectively.


COLESTOLONE

A 3beta-hydroxysteroid consisting of 3beta-hydroxy-5alpha-cholest-8(14)-ene having an additional oxo group at the 15-position.


polyoxyl 40 stearate

An octadecanoate ester composed of repeating 8-40 ethyleneoxy units. It is an ingredient used in cosmetics and beauty products primarily as a surfactant and emulsifier.


ZEAENOL

A macrolide that is a 14-memebered macrocycle fused to a 3-methoxyphenol ring. Isolated from Fungi and Cochliobolus lunatus, it exhibits antibacterial and inhibitory activity against NF-kappaB.


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

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


cyclopropenyl fatty acid

Any fatty acid containing a three-membered carbocyclic unit which includes a double bond.


A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4', a methoxy group at position 6' and methyl groups at positions 3' and 5'. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.


An EpDPE obtained by formal epoxidation of the 16,17-double bond of docosa-4,7,10,13,16,19-hexaenoic acid.


A  diarylheptanoid that is 1,4,6-heptatrien-3-one substituted by 4-hydroxypheny group at positions 1 and 7 respectively. It has been isolated from the rhizomes of Curcuma domestica and Etlingera elatior.


serine

An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.


name: 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)-


A glycosylglucopyranuronic acid consisting of beta-D-xylopyranose and D-glucopyranuronic acid joined in sequence by a (1->4) glycosidic bond.


A carboxamide resulting from the formal condensation of the carboxylic acid group of N-(isopropoxycarbonyl)valine with the amino group of methyl 3-amino-3-(4-chlorophenyl)propanoate.


A cholestanoid resulting from the oxidation of (25R)-3beta,26-dihydroxycholest-5-en-7-one to the corresponding carboxylic acid.


A carboxamide resulting from the formal condensation of the carboxy group of 2-thienylacetic acid with the amino group of methyl 3-aminothiophene-2-carboxylate. It is a selective inhibitor of c-Jun N-terminal kinases (JNKs).


coumaric acid

A monohydroxycinnamic acid that is prop-2-enoic acid substituted by a hydroxyphenyl group at position 3.


triketone

A compound that contains three ketone functionalities.


A cholesterol ester in which the acyl group contains 22 carbons in total and 4 double bonds.


3beta-hydroxycholest-5-en-26-oic acid

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


A macrolide that is 10-deoxymethymycin with the ethyl group at position 12 replaced with an acetonyl group. It is a natural product synthesized by Streptomyces sp. AM4900 with weak cytotoxicity against SKOV-3 and Jurkat cells.


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


10-hydroperoxy-8E-octadecenoic acid

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


cyclopropanecarboxylate ester

A carboxylic ester resulting from the formal condensation of the hydroxy group of an alcohol or phenol with the carboxy group of cyclopropanecarboxylic acid or its substituted derivatives.


benzimidazolecarboxylic acid

A member of the class of  benzimidazoles carrying a carboxy group at unspecified position.


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

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


narbomycin

A macrolide antibiotic that is narbonolide having a 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residue attached at position 6. It is biosynthesised by Streptomyces venezuelae.


isofetamid

An aromatic amide obtained by formal condensation of the carboxy group of 3-methylthiophene-2-carboxylic acid with the amino group of 2-amino-1-(4-isopropoxy-2-methylphenyl)-2-methylpropan-1-one.


A lipid hydroperoxide, obtained by the formal substitution of a hydrogen at position 9 of (10E,12Z,15Z)-octadeca-10,12,15-trienoic acid by a hydroperoxy group.


(11S)-11-hydroperoxylinoleic acid

The 11-hydroperoxy derivative of linoleic acid having (S)-configuration.


An EpOME obtained by formal epoxidation of the 9,10-double bond of octadeca-9,12-dienoic acid (the 12Z-geoisomer).


CAMINOSIDES A

A glycolipid with an unusual non-glycerol aglycone, 10-hydroxynonadecan-2-one that is glycosylated at the C10 hydroxy group by a branched tetrasaccharide residue. It is isolated from the marine sponge Caminus sphaeroconia and exhibits potent activity as an inhibitor of a type III bacterial secretory system.


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


A 3-hydroxy carboxylic acid that is (3R,5R)-3,5-dihydroxyheptanoic acid in which one of the methyl hydrogens is substituted by a (1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl group.


cinnamaldehydes

An  enal based on a cinnamaldehyde skeleton and its substituted derivatives.


surugapyrrole B

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


2-naphthyl octanoate

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


A N-acyl-L-amino acid  that is L-glutamine in which one of the hydrogens attached to the alpha-amino group is replaced by an acyl group.


maleate ester

Compounds of the general formula ROOC-CH=CH-COOR' where R and R' are organyl groups


fatty aldehyde

An aldehyde formally arising from reduction of the carboxylic acid group of its corresponding fatty acid, having a carbonyl group at one end of the carbon chain.


TERNSTROSIDE E

A beta-D-glucoside with 2-(4-hydroxyphenyl)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.


An anthocyanin cation consisting of cyanidin having a 6-O-acetyl-beta-D-glucosyl residue attached at the 3-hydroxy position.


sennosides

A class of beta-D-glucosides of reductively-coupled dimers of hydroxyanthraquinones found particularly in senna (Cassia augustifolia) and rhubarb (Rheum rhabarbarum).


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


BENOMYL

A member of the class of benzimidazoles that is the methyl ester of  [1-(butylcarbamoyl)-1H-benzimidazol-2-yl]carbamic acid. A foliar fungicide used to control a wide range of Ascomycetes and Fungi Imperfecti in a wide range of crops.


dihydrochalcones

Any ketone that is 1,3-diphenylpropanone and its derivatives obtained by substitution.


BRUCEOLLINE M

An indole alkaloid that is 1H-indole substituted by a 3-hydroxy-3-methyl-2-oxobutyl group at position 3 and a beta-D-glucopyranosyl group attached to the indolic nitrogen. It has been isolated from the ethanol extract of the stems of Brucea mollis.


ARISTOLOCHIC ACID II

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


(S)-triadimefon

A 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one that is the (S)-enantiomer of triadimefon.


alpha-amino acid ester

The amino acid ester derivative obtained the formal condensation of an alpha-amino acid with an alcohol.


albibrissinoside A

A disaccharide derivative isolated from the stems of Albizia julibrissin that exhibits antioxidant activity.


CANDIDACHALCONE

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a 3-hydroxy-3-methylbut-1-en-1-yl group at position 3'. It has been isolated from the aerial parts of Tephrosia candida.


A carbotricyclic compound that is funalenone in which the methoxy group at position 2 has been demethylated to the corresponding hydroxy derivative.


A carboxylic ester that results from the formal condensation between caprylic acid and the hydroxy group at position 6 of the glucosyl residue of sucrose.


gingerenone B

A diarylheptanoid that is (4E)-hept-4-en-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 7. It has been isolated from the rhizomes of Zingiber officinale.


3'-deoxysappanone B

A  homoisoflavonoid that is 2,3-dihydro-4H-1-benzopyran-4-one substituted by hydroxy groups at positions 3 and 7 and a (4-hydroxyphenyl)methyl group at position 3 respectively (the 3R-stereoisomer). It has been isolated from Caesalpinia sappan.


A beta-diketone and nitrile resulting from the the degradation of the isoxazole ring of isoxaflutole. The active herbicide of the proherbicide isoxaflutole.


PESCAPREIN XXX

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


deacetylisoipecoside

Isoipecoside in which the acetyl group attaced to the nitrogen is replaced by hydrogen.


SAPPANCHALCONE

A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 3, 4 and 4' and a methoxy group at position 2'. Isolated from Caesalpinia sappan, it exhibits neuroprotective and cytoprotective activity.


cardiac glycoside

Steroid lactones containing sugar residues that act on the contractile force of the cardiac muscles.


carboxylic ester

An ester of a carboxylic acid, R(1)C(=O)OR(2), where R(1) = H or organyl and R(2) = organyl.


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


A steroid glycoside that is 3,8,12,14,17-pentahydroxypregn-5-en-20-one esterified at position 12 by (2E)-3,4-dimethylpent-2-enoic acid and glycosylated at the 3beta-hydroxy group by beta-cymaropyranose (the 3beta,12beta,14beta,17alpha stereoisomer). It is isolated from the roots of Cynanchum auriculatum and displays antineoplastic activity.


(2S)-hydroperoxy fatty acid

Any 2-hydroperoxy fatty acid which has S configuration at the carbon bearing the hydroperoxy group.


CADAVERINE TARTRATE

A tetraric acid that is butanedioic acid substituted by hydroxy groups at positions 2 and 3.


chlorendic acid

A bridged organochlorine compound resulting from the Diels-Alder reaction of hexachlorocyclopentadiene with maleic anhydride followed by hydrolysis of the resulting anhydride. A chemical intermediate used in the preparation of fire-retardant polyester resins and plasticisers.


name: N-phenylcarbamic acid 2-phenoxyethyl ester


3-hexenyl isovalerate

A fatty acid ester resulting from the formal condensation of the carboxy group of isovaleric acid with the hydroxy group of hex-3-en-1-ol.


DEALKYLATED DIETHYLPROPION

Propiophenone substituted at the beta-carbon by an amino group.


methyl isobutyrate

The fatty acid methyl ester of isobutyric acid.


benazolin

A member of the class of benzothiazoles that is 4-chloro-1,3-benzothiazol-2(3H)-one which is substituted on the nitrogen by a carboxymethyl group and at position 4 by chlorine. 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.


steroid aldehyde

Any steroid substituted by a formyl group.


Aloe C-glucosylchromone

A C-glycosyl compound consisting of 2-[(2R)-2-hydroxypropyl]-7-methoxy-5-methyl-4H-chromen-4-one substituted by a beta-D-[2-O-(E)-cinnamoyl]glucopyranosyl residue at position 8 via a C-glycosidic linkage. It is isolated from the leaves of Aloe barbadensis and exhibits anti-inflammatory activity.


name: (+)-abscisic acid D-glucopyranosyl ester

description: A carboxylic ester resulting from the condensation of the carboxylic acid group of (+)-abscisic acid with the anomeric hydroxy group of  D-glucopyranose.


N-acetyl-D-amino acid

An N-acetyl-amino acid having D-configuration.


A member of the class of  dihydrochalcones that is the 2'-O-methyl derivative of odoratol.


fatty acid 26:0

A saturated fatty acid containing 26 carbons and 0 double bonds.


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


hawkinsin

A cysteine derivative that is cysteine in which the thiol group is substituted by a [2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulfanediyl group. Hawkinsinuria is an inherited disorder which is characterized by the inability to break down the amino acid tyrosine. This results in the finding of certain metabolites in the urine, such as hawkinsin.


ketene

Carbonyl compounds where the C=O bond is conjugated to an alkylidene group.


phenethyl butyrate

The butanoate ester of 2-phenylethanol.


O-oleoylanandamide

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


OxoEDE

An oxo fatty acid that is obtained by oxidation of the allylic hydroxy of any  hydroxyeicosadienoic acid during its metabolism.


An O-acyl carbohydrate that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen has been replaced by a 3,4-dihydroxybenzoyl group.


macrodiolide

A macropolylide which contains two ester linkages in one macrocyclic ring.


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 S configuration.


octadecenoic acid

Any member of the group of C18 monounsaturated fatty acids with the double bond located at any position in the chain.


retinyl palmitate

A palmitate ester of retinol with undefined geometry about the C=C bonds.


A hydroxypregnenolone that is pregnenolone which has been substituted by a hydroxy group at position 21.


name: 3-amino-5-phenyl-2-thiophenecarboxylic acid ethyl ester


arenecarbaldehyde

Any aldehyde in which the carbonyl group is attached to an aromatic moiety.


N-acetyltyrosine

An N-acetyl-amino acid that is tyrosine with an amine hydrogen substituted by an acetyl group.


An organic heterobicyclic compound that is 7,7a-dihydrocyclopenta[b]pyran-6(2H)-one substituted by a hydroxy group at position 5 and a prop-2-en-1-ylidene group at position 7 (the Z isomer). Isolated from the sponge Ulosa and ascidian Diplosoma virens, it exhibits antimicrobial activity and toxicity against HCT116 cells (human colorectal cancer cells) by triggering apoptotic cell death.


CHAETOMUGILIN D

An azaphilone isolated from Chaetomium globosum and has been shown to exhibit inhibitory activity against the brine shrimp (Artemia salina) and Mucor miehei.


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


A trans-2,3-unsaturated fatty aldehyde that is (E)-dodec-2-ene in which the allylic methyl group has been oxidised to the corresponding aldehyde.


pyrrole-2,5-dicarboxylic acid

A pyrroledicarboxylic acid in which the two carboxy groups are located at positions 2 and 5.


A 2-oxo monocarboxylic acid that results from the formal aldol condensation of the methyl group of pyruvic acid with the aldehyde group of 2-hydroxy-4-(hydroxymethyl)benzaldehyde.


florosenine

A pyrrolizine alkaloid that is otosenine in which the hydroxy hydrogen has been replaced by an acetyl group.


arachidyl oleate

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


An O-acyl carbohydrate that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen has been replaced by a 4-hydroxybenzoyl group.


propanoate ester

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


An alkanesulfonic acid  that is propanal carrying hydroxy and sulfo substituents at positions 2 and 3 respectively


The 5beta-stereoisomer of 3-hydroxypregnan-20-one.


NORTILIDINE

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


hydroperoxy monounsaturated fatty acid

Any monounsaturated fatty acid carrying one or more hydroperoxy substituents.


cholesteryl (5Z,8Z,11Z)-icosatrienoate

A cholesteryl octadecatrienoate obtained by formal condensation of the carboxy group of (5Z,8Z,11Z)-icosatrienoic acid with the hydroxy group of cholesterol.


tricamba

A methoxybenzoic acid that is 2-methoxybenzoic acid which is substituted at position 3, 5, and 6 by chlorines.


olefinic fatty acid

Any fatty acid containing at least one C=C double bond.


3,4,5-trimethylphenyl methylcarbamate

A carbamate ester that consists of 3,4,5-trimethylphenol carrying an O-(N-methylcarbamoyl) group. One of two constituents of trimethacarb.


4,8,12-trimethyltridecanoic acid

A methyl-branched fatty acid consisting of tridecanoic acid having methyl substituents at positions 4, 8 and 12.


(S)-mallotophilippen E

The (S)-enantiomer of mallotophilippen E.


A tripeptide consisting of Gln-Ala-Arg carrying a Boc group at the N-terminal and a 7-amino-4-methylcoumarin group at the C-terminal.


Jasmonate derivatives

Any octanoid that is derived from jasmonate.


essential fatty acid

Any member of the sub-set of polyunsaturated fatty acid for which there is an absolute dietary requirement.


An aldehyde that is thiophene substituted by a formyl group at position 3.


LITSEAEFOLOSIDE C

An O-acyl carbohydrate consisting of glucose attached to 2-hydroxy-4-vanilloyloxymethylphenyl and trans-caffeoyl group at positions 1 and 6 respectively. Isolated from stems of Ilex latifolia, it exhibits inhibitory activity against alpha-glucosidase and lipase.


cholesteryl behenate

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


A 3beta-sterol that is 5alpha-cholest-8-en-3beta-ol carrying an additional formyl substituent at position 4alpha.


4-O-beta-D-glucosyl-trans-caffeic acid

A hydroxycinnamic acid that is trans-caffeic acid in which the phenolic hydroxy group at position 4 has been converted into its beta-D-glucoside.


13-(octadecanoyloxy)octadecanoic acid

A fatty acid ester obtained by formal condensation of the carboxy group of octadecanoic acid with the hydroxy group of 13-hydroxyoctadecanoic acid.


2-acetyllactic acid

A derivative of butyric acid having methyl, hydroxy and oxo substituents at the 2-, 2- and 3-positions respectively.


ethyl 3-hydroxybutyrate

The fatty acid ethyl ester of  3-hydroxybutyric acid.


fatty acid 20:4

Any polyunsaturated fatty acid containing 20 carbons and 4 double bonds.


name: 4-cyclopropyl-2-[[2-[(3,5-dimethyl-4-isoxazolyl)methylthio]-1-oxoethyl]amino]-3-thiophenecarboxylic acid ethyl ester


4-hydroxy carboxylic acid

Any hydroxy carboxylic acid which contains a hydroxy substituent gamma to a carboxy group.


alkyl cinnamate

A cinnamate ester rusulting from the formal condensation of cinnamic acid with any alkyl alcohol.


kalimantacin A

A  fatty acid derivative isolated from the fermentation broth of Alcaligenes sp. YL-02632S. It is an antibiotic with antibacterial activity.


name: cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester


ROBUSTASIDE F

A beta-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and the positions 2 and 6 are substituted by [(2Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoyl]oxy residues. Isolated from Grevillea, it exhibits antimalarial activity.


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


naphthyl ketone

An aromatic ketone in which the keto unit is bound to at least one naphthyl group.


(6E,8Z,11Z)-5-oxoicosatrienoic acid

A trienoic fatty acid that is (6E,8Z,11Z)-icosatrienoic acid carrying an additional oxo substituent at position 5.


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


heptenoic acid

A C7, medium-chain fatty acid carrying a double bond at any position along the main chain.


MULTIPLOLIDE A

A 10-membered lactone obtained from 10-methyl-9,10-dihydro-2H-oxecin-2-one by the epoxidation of the double bond at position 3-4 and cis-dihydroxylation of the double bond at position 7-8. Multiplolide A was first isolated from the fungus Xylaria multiplex BCC 1111. It shows antifungal activity against Candida albicans.


pentyl butyrate

The butyrate ester of pentan-1-ol.


17alpha-hydroxywithanolide D

A withanolide that is the 17alpha-hydroxy derivative of withanolide D. Isolated from Tubocapsicum anomalum and Withania somnifera, it exhibits cytotoxic activity.


name: 9R-hydroxy-10E,12E-octadecadienoic acid, methyl ester


(2E)-2-heptadecenoic acid

A heptadecenoic acid in which the olefinic double bond is at the 2-3 position.


nitro fatty acid

Any nitrogen-containing fatty acid that is fatty acid containing at least one nitro group.


dicarboxylic acid

Any carboxylic acid containing two carboxy groups.


A hydroperoxyoctadecatrienoic acid that is (9Z,11E,14Z)-octadecatrienoic acid in which the hydroperoxy group is located at position 13S.


Also published in: https://doi.org/10.1007/BF02898308, Asmer, et al. (1988) Microbial production, structure elucidation, and bioconversion of sophorose lipids. JAOCS, 65: 1460-1466.


A hydroperoxy fatty ester resulting from the formal condensation of the carboxy group of (5Z,7E,11Z,14Z)-9-hydroperoxy-20-hydroxyicosa-5,7,11,14-tetraenoic acid with methanol.


A delta-lactone that is 3,5,7,7a-tetrahydro-2H-furo[3,4-b]pyran-2-one substituted by a hydroxy group at position 3 and propenyl groups at positions 5 and 7. Isolated from the fermantation broth of Myceliophthora lutea TF-0409, it exhibits broad spectrum activity against cultured tumor cell lines, including adriamycin-resistant HL-60 cells.


name: N-(4-fluorophenyl)carbamic acid (2-oxo-1H-pyridin-3-yl) ester


cis-octadec-2-enoic acid

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


WITHALONGOLIDE N

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


cefditoren pivoxil

The pivaloyloxymethyl ester prodrug of cefditoren.


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


(13Z,16Z)-docosadienoic acid

A docosadienoic acid having two cis-double bonds at position 13 and 16 respectively.


(S)-acenocoumarol

The (R)-enantiomer of acenocoumarol.


beta-triketone

A triketone in which the each ketone functionality is located beta- to the other two.


heptanoate ester

Any fatty acid ester where the carboxylic acid component is heptanoic (also known as enanthic) acid.


epoxy monocarboxylic acid

Monocarboxylic acids containing at least one epoxy group.


delta-amino acid ester

Any ester of a delta-amino acid.


THIOPHANATE METHYL

A member of the class of thioureas that is the dimethyl ester of (1,2-phenylenedicarbamothioyl)biscarbamic acid. A fungicide effective against a broad spectrum of diseases in fruit, vegetables, turf and other crops including eyespot, scab, powdery mildew and grey mould.


N-acetyl-amino acid

An N-acyl-amino acid that has acetyl as the acyl group.


epi-dihydrophaseic acid

A cyclic ether that is phaseic acid in which the keto group has been reduced to the corresponding alcohol such that the two hydroxy groups are on the same side of the 6-membered ring.


A tetrahydro-4-hydroxyphenylpyruvic acid with (1R,4R)-stereochemistry.


chlorophenoxyacetic acid

A monocarboxylic acid that is phenoxyacetic acid in which at least one of the phenyl hydrogens is replaced by chlorine.


A docosanoid that is (7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid in which a glutathionyl group is attached at position 8S via a sulfide linkage. An intermediate of specialised proresolving mediators.


PESCAPREIN XXVII

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


hexyl butyrate

A fatty acid ester obtained by the formal condensation of hexanol with butyric acid.


The ester formed between N-hydroxysuccinimide and (4-hydroxy-5-iodo-3-nitrophenyl)acetic acid.


macrolide lactam

A macrolide in which the macrocyclic lactone ring includes an amide group.


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


wax ester

A fatty acid ester resulting from the condensation of the carboxy group of a fatty acid with the alcoholic hydroxy group of a fatty alcohol.


subulatin

An alkyl caffeate ester isolated from Lophocolea heterophylla and Jungermannia subulata and has been shown to exhibit antioxidant activity.


(S)-dihydrolipoic acid

The (S)-enantiomer of dihydrolipoic acid.


COMAZAPHILONE D

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


chlorfenac

A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl group has been substituted by chlorines at positions 2, 3, and 6. An obsolete herbicide that was used as its sodium and ammonium salts.


name: 3-(methylthio)-4-oxo-6,7-dihydro-5H-2-benzothiophene-1-carboxylic acid ethyl ester


ETHOXYCARBONYL GROUP

A formate ester resulting from the formal condensation of formic acid with ethanol.


N-acyl-amino acid

A carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid.


wax ester 36:1

A wax ester containing a total of 36 carbons and 1 double bond.


(R)-hydnocarpic acid

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


isosilybin

A flavonolignan isolated from Silybum marianum.


valine

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


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

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


lanosteryl ester

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


monoethyl phthalate

A phthalic acid monoester resulting from the condensation of one of the carboxy groups of phthalic acid with ethanol.


jaspamide N

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


A (4Z,7Z,10Z,13Z,19Z)-16,17-epoxydocosapentaenoic acid in which the chiral centres at positions 16 and 17 both have S-configuration. An intermediate of specialized proresolving mediators


(R)-mecoprop

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


fatty acid phytyl ester

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


benzenedicarboxylic acid

A member of the class of benzoic acids in that consists of benzene substituted by two carboxy groups (A closed class).


A member of the class of  chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and methyl groups at positions 3' and 5'. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.


MERTANSINE

An organic heterotetracyclic compound and 19-membered macrocyclic lactam that is maytansine in which one of the hydrogens of the terminal N-acetyl group is replaced by a sulfanylmethyl group.


name: N-phenylcarbamic acid [5-(2-chlorophenyl)-3-isoxazolyl]methyl ester


chlortetracycline

A member of the class of tetracyclines with formula C22H23ClN2O8 isolated from Streptomyces aureofaciens.


hydroperoxyoctadecenoic acid

A octadecanoid that is any octadecenoic acid carrying a single hydroperoxy substituent (position unspecified).


An N(2)-acyl-L-glutamine that has 3-hydroxy-3-methylhexanoyl as the N(2)-acyl group.


indole-3-acetic acids

An  indol-3-yl carboxylic acid in which the carboxylic acid specified is acetic acid.


A FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 13-hydroxystearic acid.


A steroid acid that is 5alpha-cholest-7-en-26-oic acid that has S configuration at position 25 and is substituted by a hydroxy group at the 3alpha position. It is an endogenous ligand for DAF-12 in Caenorhabditis elegans.


rhizobactin 1021

A hydoxy monocarboxylic acid that is citric acid in which the two carboxy groups attached to methylene groups have each been converted to the carboxamide arising  by formal condensation with the primary amino group of N-hydroxypropane-1,3-diamine and in which the nitrogen of one of the hydroxylamino groups has been acetylated while the other has been acylated with a (2E)-dec-2-enoyl group. Rhizobactin 1021 is a siderophore obtained fromj the nitrogen-fixing alfalfa symbiont Rhizobium meliloti 1021.


aspartic acid

An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent


cholesteryl stearate

A cholesterol ester obtained by the formal condensation of the hydroxy group in cholesterol with the carboxy group of stearic acid.


FENVALERATE

A carboxylic ester obtained by formal condensation between 2-(4-chlorophenyl)-3-methylbutyric acid and cyano(3-phenoxyphenyl)methanol.


veratrone

An aromatic ketone that is propanone substituted by a 3,4-dimethoxyphenyl group at position 1, a hydroxy group at position 3 and a 2-methoxyphenoxy group at position 2 respectively.


3-chlorolactic acid

A 2-hydroxy monocarboxylic acid that is lactic acid in which one of the methyl hydrogens is replaced by a chloro group.


glucaric acid

A hexaric acid derived by oxidation of sugar such as glucose with nitric acid.


carbanolate

A carbamate ester that is phenyl methylcarbamate which is substituted by a chloro group at position 2 and by methyl groups at positions 4 and 5, respectively. It is an insecticide used in the the control of poultry ectoparasites.


ethyl (2R)-hydroxy(phenyl)acetate

The (2R)-enantiomer of ethyl hydroxy(phenyl)acetate.


MECOPROP

A monocarboxylic acid that is lactic acid in which the hydroxyl hydrogen is replaced by a 4-chloro-2-methylphenyl group.


ethyl acetoacetate

An ethyl ester resulting from the formal condensation of the carboxy group of acetoacetic acid with ethanol.


L-(S)-valifenalate

A methyl 3-(4-chlorophenyl)-3-{[N-(isopropoxycarbonyl)valyl]amino}propanoate resulting from the formal condensation of the carboxylic acid group of N-(isopropoxycarbonyl)-L-valine with the amino group of methyl (3S)-3-amino-3-(4-chlorophenyl)propanoate.


A 2-fluorophenylalanine that has D-configuration.


dihydrocurcumin

A beta-diketone that is curcumin in which one of the double bonds has been reduced to a single bond.


A member of the class of triazoles that is 1H-triazole that is substituted at positions 1, 3 and 5 by isopropyl, carboxymethyl and p-chlorophenyl groups, respectively. It has been found to produced bleaching of new growth on a variety of dicotyledonous weeds and is a potent inhibitor of Arabidopsis (Arabidopsis thaliana) seedling growth.


name: 3-(2-furanyl)-2-propenoic acid [2-[methyl-(phenylmethyl)amino]-2-oxoethyl] ester


palmitate phytyl ester

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


wybutoxosine

A nucleoside analogue obtained by formal hydroperoxidation at the beta-position on the side chain of wybutosine.


betaenone A

A carbotricyclic compound that is tricyclo[6.2.2.0(2,7)]dodecan-9-one which is substituted by hydroxy groups at positions 1, 4, and 11; by methyl groups at positions 4, 6, 8, and 11; by a hydroxymethylene group at position 10; and by a (2R)-butan-2-yl group at position 12 (the 1S,2S,4R,6R,7S,8R,10Z,11S,12R stereoisomer). A phytotoxin produced by Pleospora betae, the causal fungus of leaf spot disease on sugar beet.


3-oxopristanic acid

A 3-oxo monocarboxylic acid comprised of pristanic acid with an oxo group at C-3.


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


gamma-amino acid

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


thiobenzyl benzyloxycarbonyl-L-lysinate

An L-lysine derivative that is L-lysine in which the amino group is replaced by a [(benzyloxy)carbonyl]amino group and the carboxy group is replaced by a (benzylsulfanyl)carbonyl group. It is a substrate for a sensitive colorimetric assay for trypsin-like enzymes.


2,3,5-trimethylphenyl methylcarbamate

A carbamate ester that consists of 2,3,5-trimethylphenol carrying an O-(N-methylcarbamoyl) group. One of two constituents of trimethacarb.


CARPRONIUM CHLORIDE

The chloride salt of carpronium. It is a hair growth stimulant used for the treatment of alopecia.


(Z)-roxithromycin

A minor geometrical isomer of roxithromycin.


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


An alanine derivative that is D-alanine in which one of the methyl hydrogens is replaced by a 2-thienyl group.


MAYTANSINE

An organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines.


adxanthromycin B

A disaccharide derivative that is adxanthromycin A in which the galactosyl moiety has an additional alpha-D-galactosyl residue attached at position 4. It is isolated from the fermentation broth of Streptomyces.


4-methylpent-3-enoic acid

A methyl-branched chain fatty acid that is pent-3-enoic acid substituted by a methyl group at position 4.


funalenone

An organic tricyclic compound that is 1H-phenalen-1-one which is substituted by hydroxy groups at positions 3,4,7, and 9, by a methoxy group at position 2, and by a methyl group at position 6. It is a collagenase inhibitor produced by Aspergillus niger.


dihalogenated L-tyrosine

An L-tyrosine derivative which has two halogeno-substituents on the benzyl moiety.


name: docosa-4,7,10,13,16,19-hexaenoic acid ethyl ester


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


methyl pentadecanoate

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


20-oxoarachidonic acid

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


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


alpha-amino acid

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


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


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

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


3-(omega-methylthio)alkylmalic acid

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


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


(S)-methocarbamol

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


(-)-vernolic acid

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


pregnenolone 3-beta-D-glucoside

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


3-oxotetradecanoic acid

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


WITHALONGOLIDE L

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


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


An docosanoid that is (7Z,10Z,14E,16Z,19Z)-docosapentaenoic acid carrying an oxo substituent at position 13. An intermediate of specialised proresolving mediators.


N-substituted pyrraline

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


palmityl laurate

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


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


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

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


2-chloro-3-oxoadipic acid

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


ASTRAGALIN HEPTAACETATE

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


palmityl oleate

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


2-methylbutyl decanoate

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


flufenacet OXA

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


docosatrienoic acid

Any polyunsaturated fatty acid containing 22 carbons and 3 double bonds


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


RONIDAZOLE

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


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


N(alpha)-methyl-L-histidines

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


p-nitrophenyl palmitate

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


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


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


mallotophilippen C

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


CONIFERYALDEHYDE GLUCOSIDE

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


PHENMEDIPHAM

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


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


Boc-DON-Gln-Ile-Val-OMe

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


calysolin I

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


stepharine

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


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


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


pyrrolecarboxylic acid

Any pyrrole carrying a single carboxylic acid group.


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


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


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


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


integracin B

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


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


hydroxybenzophenone

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


ochratoxin alpha

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


nitrooleic acid

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


(8Z,11Z)-icosadienoic acid

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


macrolide antibiotic

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


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


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

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


(S)-carisoprodol

The (S)-enantiomer of carisoprodol.


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


myrsinoic acid C

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


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


PAEONOSIDE DECAACETATE

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


name: 13R-hydroxyplatencinic acid methyl ester


methyl gamma-linolenate

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


kuraridinol

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


oligomycin B

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


omega-6 fatty acid

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


ethyl N-benzoyl-L-tyrosinate

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


2-hydroxypalmityl palmitate

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


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


L-(S)-iprovalicarb

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


A docosanoid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying a hydroperoxy substituent at position 17R.


alkyl caffeate ester

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


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


citric acid-d4

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


5-nitroanthranilic acid

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


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


CHALCONE

The trans-isomer of chalcone.


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


4,8-dimethylnonanoic acid

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


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


2,6-dimethylheptanoic acid

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


2-palmitoyloxypalmityl palmitate

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


arachidyl palmitate

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


ethyl 3-hexenoate

A fatty acid ethyl ester of 3-hexenoic acid.


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


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


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


chalcones

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


novapikromycin

A macrolide antibiotic that is biosynthesised by Streptomyces venezuelae.


PHOSPHINOTHRICIN

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


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


cyclic fatty acid

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


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


cholesteryl icosapentaenoate

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


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


neopikromycin

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


butyl octadecanoate

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


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


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


UVARETIN

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


(+)-jasplakinolide Z3

A depsipeptide isolated from Jaspis splendens.


(E)-16-octadecenoic acid methyl ester

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


carboxybiphenyl

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


nonyl palmitate

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


2-hydroxy-3-oxoadipic acid

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


ynone

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


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


acetophenones

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


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


3-chlorobenzoic acid

A monochlorobenzoic acid carrying a chloro substituent at position 3.


(+)-aplysinillin

An alklaoid obtained from the marine sponge Aplysinella.


saturated fatty ester C46H92O2

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


(4-chlorophenoxy)acetic acid

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


auxin a

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


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


Ro 41-5253

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


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


hydroxytryptophan

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


epoxydocosatetraenoic acid

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


monounsaturated fatty acid

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


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


hydratropic acid

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


N-acyl-D-amino acid

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


heptadecenoic acid

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


2-hexenoic acid

A hexenoic acid having its double bond at position 2.


2-thienylacetic acid

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


caryoynencin

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


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


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


etazolate

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


cis-3-hexenyl isovalerate

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


nitrosulindac

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


(-)-marinopyrrole A

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


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


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


ANANOLIGNAN D

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


(25S)-cholestenoic acid

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


tylactone

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


abyssinone C

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


(R)-mandelic acid

The (R)-enantiomer of mandelic acid.


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

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


3-chloroacrylic acid

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


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


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


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


chlorobenzoic acid

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


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


cis-5-caffeoyl-quinic acid

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


reedsmycin C

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


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


propyl octadecanoate

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


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


trans-cinnamyl methyl 2-tosylmalonate

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


BENALAXYL

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


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


ketone body

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


5-hydroxypyrrole-2-carboxylic acid

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


bis(4-chlorophenyl)acetic acid

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


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


ABYSSINONE VI

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


fluthiacet-methyl

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


(2R)-dihomocitric acid

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


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


PROPHAM

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


trimethacarb

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


3-(3-methylthio)propylmalic acid

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


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


2,3-dihydroxydodecanoic acid

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


streptothricin F

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


erythromycin

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


enoate ester

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


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


fatty acid 20:5

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


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


9-hydroperoxy-10E-octadecenoic acid

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


monochloromuconic acid

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


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

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


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


WITHALONGOLIDE E

A withanolide that is 5,6:22,26-diepoxyergost-24-ene substituted by hydroxy groups at positions 4, 11 and 27, a methoxy group at position 3 and oxo groups at positions 1 and 26. It has been isolated from the aerial parts of Physalis longifolia.


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


beta-hydroxy ketone

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


clionastatin A

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