atenolol acid

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


chondrochloren B

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


3-hexenoic acid

A hexenoic acid with the double bond at position 3.


hydnocarpic acid

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


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


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


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

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


haloketone

A ketone containing a halo group.


dihydroxyphenylacetic acid

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


(S)-ketorolac

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


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is 1-(4-isopropylphenyl)-3-methyl-1-butanone in which one of the methylene hydrogens adjacent to the keto group has been replaced by a chloro group.


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


3-methylbutyl octanoate

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


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

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


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


mannonic acid

A hexonic acid involved in the glucuronate metabolism.


EPOTHILONE C

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


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


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


WITHALONGOLIDE I

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


N-acyl-L-amino acid

Any N-acylamino acid having L-configuration.


ethyl laurate

A fatty acid ethyl ester of lauric acid.


(S)-bambuterol

The (S)-enantiomer of bambuterol.


arisugacin B

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


trans-octadec-2-enoic acid

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


heteroarenecarbaldehyde

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


cholesteryl ester

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


desacetyldoronine

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


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


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


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


glutamine family amino acid

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


borrelidin

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


2-(3-hydroxyphenyl)propionic acid

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


BIOALLETHRIN

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


methiocarb-sulfoxide

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


2-hydroxylaminobenzoic acid

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


(R)-bopindolol

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


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


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


2-chlorobenzoic acid

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


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


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


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


SORBIC ACID

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


10-oxocapric acid

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


ganglioside GM2 (18:0) methyl ester

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


DRUMMONDIN D

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


sulfur-containing carboxylic acid

Any carboxylic acid having a sulfur substituent.


(S)-2-chloropropanoic acid

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


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

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


dimethenamid OXA

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


polyunsaturated fatty ester

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


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


BUTYRIC ACID ETHYL ESTER

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


A neolignan isolated from the stems of Sinocalamus affinis.


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


aldehyde

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


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


aldonic acid

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


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


odoratol

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


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


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


cholesteryl linolenate

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


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


surugapyrrole A

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


unsaturated fatty acid

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


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

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


epsilon-lactone

Any lactone with a seven-membered ring.


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


ascorbyl dipalmitate

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


oxo dicarboxylic acid

Any dicarboxylic acid carrying one or more oxo groups.


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


7-oxo steroid

Any oxo steroid carrying an oxo group at position 7.


chaetoglobosin Fex

A cytochalasan alkaloid found in Chaetomium globosum and Chaetomium brasiliense.


HYDROXYPREGNENOLONE

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


(S)-carfentrazone

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


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


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


A docosanoid that is (4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroperoxy substituents at the 7S- and 17S-positions.


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


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


selenocysteine

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


D-isoleucine

The D-enantiomer of isoleucine.


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


4-hydroxy monocarboxylic acid

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


hoerhammericine

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


hydroperoxy fatty ester

Any fatty acid ester carrying one or more hydroperoxy substituents.


carbanilate fungicide

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


hydroxypregnenolone

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


largamide E

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


saturated fatty ester C40H80O2

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


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


naphthoic acid

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


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


aldehydic acid

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


citrulline

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


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


oxygenated xanthohumol

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


3-methylbutyl dodecanoate

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


NOVAMETHYMYCIN

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


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


histidine

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


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


fluthiacet

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


16-oxo steroid

Any oxo steroid carrying an oxo group at position 16.


A (7Z,10Z,13Z,15E,19Z)-17-hydroperoxydocosapentaenoic acid in which the chiral centre at position 17 has S-configuration. An intermediate of specialised proresolving mediators.


GW 501516 sulfoxide

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


METHOMYL

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


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


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


2-oxo aldehyde

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


GLUTACONATE

The (E)-isomer of glutaconic acid.


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


methyl octanoate

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


3,4-dichlorobenzoic acid

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


petroselaidic acid

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


DOCETAXEL

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


(S)-esmolol

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


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


chloroalanine

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


cholesteryl palmitoleate

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


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


hex-4-enoic acid

A hexenoic acid with the double bond at position 4.


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


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


demethylmacrocin

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


A 4-azidophenylalanine that has D-configuration.


3-hydroxy monocarboxylic acid

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


isoamyl butyrate

The butanoate ester of isoamylol.


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


SINAPALDEHYDE GLUCOSIDE

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


2,4-DICHLOROPHENOXYBUTYRIC ACID

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


MCPB

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


triazamate

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


L-valyl ester

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


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


ketoester

A compound containing both ketone and ester functionalities.


benzyl 2-methyl-3-oxobutanoate

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


sterculynic acid

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


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


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


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

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


2-oxobutanoic acid

A 2-oxo monocarboxylic acid that is the 2-oxo derivative of butanoic acid.


sec-butyl butyrate

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


saturated fatty ester C44H88O2

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


WITHANOLIDE D

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


WITHALONGOLIDESAPONIN

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


20-oxo steroid

An oxo steroid carrying an oxo group at position 20.


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


aristolochic acid

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


XANTHOGALENOL

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


methyl icosapentaenoate

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


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


A glycine molecule carrying a 4-hydroxyphenyl substituent.


lactone

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


victorin C

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


maysin

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


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


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


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

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


iprovalicarb

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


4-CHLORO CHALCONE

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


withalongolide A

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


dopa

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


non-proteinogenic alpha-amino acid

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


trans-3-hexenyl isovalerate

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


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


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


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


2-oxo monocarboxylic acid

Any monocarboxylic acid having a 2-oxo substituent.


A oxodocosahexaenoic acid that consists of (4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoic acid carrying an oxo substituent at position 7. An intermediate of specialised proresolving mediators.


(S)-4-hydroxymandelic acid

A 4-hydroxymandelic acid that has S-configuration.


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


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


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


propanones

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


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


methyl arachidonate

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


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


lymecycline

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


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


fluoroamino acid

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


alpha-CH2-containing aldehyde

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


eucalyptal A

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


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


2-hydroperoxy fatty acid

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


butyl octanoate

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


HPODE

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


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


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


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


onosmin A

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


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


(S)-climbazole

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


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


hexyl heptanoate

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


hexyl octanoate

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


vinylamycin

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


(24S)-24-hydroxycholesterol ester

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


butyl dec-9-enoate

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


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


bryostatins

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


kappa-bifenthrin

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


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


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


mycolate ester

A carboxylic ester formed by esterification of a mycolic acid.


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


2,3-dihydrowithaferin A

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


(9S,10R)-epoxyoctadecanoic acid

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


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


FLUORODOPA

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


D-valine

The D-enantiomer of valine.


(13E)-octadecenoic acid

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


carbamate fungicide

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


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


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

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


propyl linoleate

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


fatty acid 20:1

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


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


FENOBUCARB

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


deoxyherqueinone

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


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


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


TRIADIMEFON

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


(S)-malic acid

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


PROPOMOCARB

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


tricarboxylic acid

An oxoacid containing three carboxy groups.


name: dicarboxylic acids and O-substituted derivatives

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


PESCAPREIN XXV

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


cinidon ethyl

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


ethyl 2-methyl-3-pentenoate

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


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


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


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


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


reedsmycin B

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


The 12-dehydro derivative of tetracycline.


3-chloro-cis,cis-muconic acid

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


4-hydroxy-4-methylglutamic acid

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


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


narbonolide

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


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


methyl henicosanoate

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


symphytine oxide

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


METHIOCARB

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


methionine sulfone

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


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


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


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


3-oxoicosanoic acid

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


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


N-acyl-D-phenylalanine

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


laurate phytyl ester

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


A hydroperoxy fatty acid that is (4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the hydroperoxy group is located at position 14S. An intermediate of specialised proresolving mediators


macrocyclic lactone

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


cholesteryl henicosenoate

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


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


secondary alpha-hydroxy ketone

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


delta-lactone

A lactone having a six-membered lactone ring.


docosahexaenoic acid

Any C22 polyunsaturated fatty acid containing six double bonds.


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


deacetylipecoside

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


9-(octadecanoyloxy)octadecanoic acid

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


4-amino-2-chlorobenzoic acid

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


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


thiencarbazone

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


PHENOXYCARB

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


epothilone

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


beta-diketone

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


beta-D-glucosyl salicylate

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


cholesteryl octadecatrienoate

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


CHAETOGLOBOSIN A

A  cytochalasan alkaloid isolated from Chaetomium globosum and Calonectria morganii.


branched-chain keto acid

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


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


epoxystearic acid

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


(1R,5S)-benzobicyclon hydrolysate

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


A  lignan isolated from the stems of Sinocalamus affinis.


(2S)-2-hydroxy monocarboxylic acid

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


2,3-dichloromuconic acid

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


alpha,beta-unsaturated carboxylic ester

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


firefly sulfoluciferin

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


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


clomocycline

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


3-dehydroshikimic acid

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


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

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


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


dodecyl palmitate

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


(E)-non-2-enoic acid

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


(R)-3-phenyllactic acid

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


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


benzoate ester

Esters of benzoic acid or substituted benzoic acids.


(R)-methocarbamol

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


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


omega-oxo fatty acid

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


ethyl L-phenylalaninate

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


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


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


PESCAPREIN XXIV

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


sulfoacrylate

Major microspecies at pH 7.3.


3-chloro-L-tyrosine zwitterion

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


chlorocarboxylic acid

A carboxylic acid containing at least one chloro group.


N-benzyloxycarbonyl-L-leucine

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


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


ISODRUMMONDIN D

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


tetracarboxylic acid

An oxoacid containing four carboxy groups.


IPOMOTAOSIDE D

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


aspergillide C

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


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


name: erythrose 4-phosphate/phosphoenolpyruvate family amino acid

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


amburoside A

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


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


cholesteryl gamma-linolenate

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


The (S)-enantiomer of 13-HPODE


(1S,5R)-benzobicyclon hydrolysate

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


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


acetate ester

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


methyl ester

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


aloxistatin

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


cholesteryl octadecenoate

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


otophylloside B

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


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


2-methylbut-2-enoic acid

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


all-trans-retinyl linoleate

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


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


DESMEDIPHAM

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


fleephilone

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


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


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

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


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


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


12-ketomethymycin N-oxide

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


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


hexadecanoate ester

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


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


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


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

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


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


linoleic acid hydroperoxide

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


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


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


isooctyl laurate

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


ansamitocin P3

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


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


vedaprofen

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


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


cis-chalcone

The cis-stereoisomer of chalcone.


aspirin-based probe AP

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


aromatic amino acid

An amino acid whose structure includes an aromatic ring.


cholesteryl pentadecanoate

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


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

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


leucine

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


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


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


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


epoxyoctadecenoic acid

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


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


DD-2,6-diaminopimelic acid

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


alpha,beta-unsaturated ketone

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


N-acyl-L-homoserine

The L-enantiomer of N-acylhomoserine.


pandangolide 1a

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


XANTHOHUMOL B

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


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


methyl linoleate

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


2-(3-methylthiopropyl)malic acid

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


alpha-aminobutyric acid

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


pentacarboxylic acid

An oxoacid containing five carboxy groups.


hydroxy carboxylic acid

Any carboxylic acid with at least one hydroxy group.


chaetoglobosin R

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


cadiyenol

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


2-oxobut-3-enoic acid

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


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


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


abyssinone D

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


PHYSALIN G

A physalin with antimalarial activity isolated from Physalis angulata.


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


8(9)-EET methyl ester

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


nystatins

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


secoaggregatalactone A

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


L-alanyl ester

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


BRUCEOLLINE L

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


D-phenyllactic acid

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


fatty acid 14:2

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


methyl undecanoate

A fatty acid methyl ester of undecanoic acid.


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


licoagroside B

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


myristyl palmitate

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


stearyl oleate

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


proINDY

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


myristate phytyl ester

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


nitrotyrosine

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


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


cis-caffeic acid

The cis-isomer of caffeic acid.


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


D-mannonic acid

The D-stereoisomer of mannonic acid.


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


mycolic acid

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


tetrachlorophthalic anhydride

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


octanoyl-beta-D-glucuronide

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


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


halo fatty acid

Any fatty acid carrying at least one halo substituent.


fumicycline A

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


(-)-marinopyrrole B

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


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


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


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

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


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


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


palmityl heptadecanoate

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


tabtoxinine beta-lactam

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


methyl 2-hydroxypropionate

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


(R)-chaulmoogric acid

The (R)-enantiomer of chaulmoogric acid.


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


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


trans-permethrin

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


streptothricin D

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


dihydroxyacetophenone

A hydroxyacetophenone carrying two hydroxy substituents.


benazolin-ethyl

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


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


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


METHYL NONANOATE (ESTER)

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


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


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


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


carboxylic anhydride

Anhydrides derived from carboxylic acids.


roxithromycin

A major geometrical isomer of roxithromycin.


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


yucalexin P8

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


anthroic acid

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


methyl ketone

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


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


2-amino-3-methylpentanoic acid

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


papuamide B

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


cholesteryl icosatetraenoate

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


methyl palmitoleate

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


thia fatty acid

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


polar amino acid

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


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


carbocyclic fatty acid

Any fatty acid containing a ring composed of carbon atoms.


3beta-hydroxysterol ester

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


N-(octanoyl)-L-homoserine

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


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


4E,15Z-bilirubin IXa

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


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


cyclic dicarboxylic anhydride

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


hexonic acid

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


nitrobenzoic acid

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


ISOLIQUIRITIN

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


dodecanoate ester

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


monocarboxylic acid

An oxoacid containing a single carboxy group.


fluoroalkanoic acid

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


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


trienoic fatty acid

Any polyunsaturated fatty acid that contains three double bonds.


MOLLICELLIN F

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


abamine

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


myrophine

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


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


quinic acid

A cyclitol carboxylic acid.


3-(2-methylthioethyl)malic acid

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


4-(2-thienyl)butyric acid

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


westerdijkin A

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


papulacandin

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


fatty acid 22:5

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


PURPURQUINONE A

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


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

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


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


decarboxysuprofen

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


glycolaldehydes

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


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


(2E,6E)-farnesoic acid

A farnesoic acid in which the double bonds at positions 2 and 6 both have E-configuration.


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


hydroxyfenbendazole

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


dioxo monocarboxylic acid

Any monocarboxylic acid containing two ketonic or aldehydic oxo groups.


(S)-methcathinone

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


stemphyperylenol

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


The 2-(methoxycarbonylmethyl) derivative of fumaric acid.


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


A quinolone that is 4-quinolone substituted at positions 1, 3, 5, 6 and 7 by ethyl, carboxy, amino, fluorine, and cyclohexylamino groups, respectively. It can directly bind to and block the transcription activity of the active forkhead box protein O1 (Foxo1), but not the Ser256-phosphorylated form. It induces cell death and growth arrest in Burkitt lymphoma cell lines at low concentrations.


INTERIOTHERIN C

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


fatty acid 22:6

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


dicarboxylic acid monoester

A monoester of a dicarboxylic acid.


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


ORNITHINE aKETOGLUTARATE

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


alpha,beta-unsaturated aldehyde

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


ethyl 2-methylbutyrate

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


Ro 48-8071

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


wybutosine

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


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


(10Z)-heptadecenoic acid

The cis-isomer of 10-heptadecenoic acid.


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


MACROCIN

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


aspartate family amino acid

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


D-glucosyl salicylate

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


calysolin II

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


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


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


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


FLAVOKAWAIN B

A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy group at positions 2' and methoxy groups at positions 4' and 6'. Isolated from Piper methysticum and Piper rusbyi, it exhibits antileishmanial, anti-inflammatory and antineoplastic activities.


ROBUSTASIDE E

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


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


HELICIN

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


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


diketone

A compound that contains two ketone functionalities.


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


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


epsilon-amino acid

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


MECOPROP-P

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


cycloprothrin

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


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


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


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


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


N-acyl-L-glutamic acid

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


isopropyl dodecanoate

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


PF 1163A

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


Se-methylselenocysteine

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


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


3-hydroxynonyl acetate

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


cholesteryl heptadecanoate

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


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


octanoate ester

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


(R)-mallotophilippen E

The (R)-enantiomer of mallotophilippen E.


ethyl 4-hydroxybenzoate sulfate

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


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


N-methyl-L-alpha-amino acid

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


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


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


haloamino acid

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


TERNSTROSIDE D

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


(3-chloro-4-hydroxyphenyl)acetic acid

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


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


non-proteinogenic amino acid

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


C4-dicarboxylic acid

Any dicarboxylic acid that contains four carbon atoms.


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


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

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


quinolinemonocarboxylic acid

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


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


feruloylacetic acid

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


COMAZAPHILONE F

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


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


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


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


S-succinylglutathione

The S-succinoyl derivative of glutathione.


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


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


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


arisugacin A

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


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


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


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


DEMECARIUM BROMIDE

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


2-amino-5-chlorobenzoic acid

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


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


beta-amino acid ester

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


ethyl 2-hexenoate

A fatty acid ethyl ester of 2-hexenoic acid.


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


lysine

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


pyrrole-3-carboxylic acid

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


cholesteryl nonadecenoate

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


A cholesterol ester in which the acyl group is specified as  (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl.


The  (2R,3S)-stereoisomer of  benzyl 2-methyl-3-hydroxybutanoate.


cloquintocet

A member of the class of quinolines that is quinoline which is substituted by a chloro group at position 5 and by a carboxymethoxy group at position 8.


methoxycinnamic acid

Any cinnamic acid carrying one or more methoxy substituents.


name: 8-methylsulfinyl-4,5-dihydrothieno[3,4-g][2,1]benzoxazole-6-carboxylic acid ethyl ester


5-chlorooctyl acetate

An acetate ester that is octyl acetate substituted by a chloro group at position 5.


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


(R)-ketorolac

A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has R configuration. Unlike the S-enantiomer, it does not exhibit COX1 and COX2 inhibition, but does exhibit analgesic activity. Racemic ketorolac, known simply as ketorolac, is used (mainly as a tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis.


A cyclic dicarboxylic anhydride that is 5,6,7,8,9,10-hexahydro-1H-cyclonona[c]furan-1,3(4H)-dione substituted by an ethylidene group at position 9, hydroxy groups at position 5 and 8, a propyl group at position 4 and an oxo group at position 6.


METHYL LINOLENATE

A fatty acid methyl ester derived from alpha-linolenic acid.


epoxydocosapentaenoic acid

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


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


tert-butyl ester

A carboxylic ester resulting from the formal condensation of a carboxylic acid with tert-butanol.


heterone

Organic compounds having an oxygen atom formally doubly bonded to a heteroatom.


cytotrienin A

A 21-membered macrocyclic lactam which contains three conjugated double bonds as part of the ring system. It acts as an apoptosis inducer in human leukemia HL-60 cells and is isolated from  Streptomyces sp.


phenyl acetates

An acetate ester obtained by formal condensation of the carboxy group of acetic acid with the hydroxy group of any phenol.


trans-hex-3-enoic acid

A 3-hexenoic acid having the trans configuration.


(R)-3-hydroxy-4-oxobutanoic acid

A 4-oxo monocarboxylic acid that is 4-oxobutanoic acid in which the pro-R hydrogen at position 3 has been replaced by a hydroxy group.


A monohydroxyacetophenone that is acetophenone in which one of the methyl hydrogens has been replaced by a hydroxy group.


octadecanoate ester

A fatty acid ester obtained by condensation of the carboxy group of stearic acid with the hydroxy group of any alcohol or phenol.


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

A hydroxycinnamic acid that is trans-caffeic acid in which the phenolic hydroxy group at position 3 has been converted into its beta-D-glucoside.


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


A phenylalanine derivative in which the hydrogen at position 4 on the benzene ring is replaced by a fluoro group.


oxyketone

A compound with the general formula R2C=O (R=/=H) where one or more of the R groups contains an oxy (-O-) group.


name: 4,5-dimethyl-2-[[1-oxo-2-[4-(phenylmethyl)-1-pyridin-1-iumyl]ethyl]amino]-3-thiophenecarboxylic acid ethyl ester


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a methyl group at position e and by a at positions 3 and 4-hydroxy-2-oxopentyl group at position 6. A fungal metabolite isolated from Pseudobotrytis and Aspergillus niger (stereochemistry not been determined).


A hydroperoxy fatty ester resulting from the formal condensation of the carboxy group of  (5Z,9E,11Z,14Z)-8-hydroperoxy-20-hydroxyicosa-5,9,11,14-tetraenoic acid with methanol.


name: 8,11-tridecadienoic acid, 13-(3-pentyl-2-oxiranyl)-, (8z,11z)-


A cholesteryl ester obtained by formal condensation of the carboxy group of (11Z,14Z,17Z)-icosatrienoic acid with the 3-hydroxy group of cholesterol.


An oxodocosahexaenoic acid that is (4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoic acid in which the oxo group is located at position 13. An intermediate of specialised proresolving mediators.


INDY

A member of the class of benzothiazoles that is 2,3-dihydro-1,3-benzothiazole substituted by 2-oxopropylidene, ethyl, and hydroxy groups at positions 2, 3 and 5, respectively. It is an ATP-competitive inhibitor of Dyrk1A and Dyrk1B (IC50 of 0.24 muM and 0.23 muM, respectively).


ISOPROPYL PALMITATE

A fatty acid ester obtained by the formal condensation of carboxy group of palmitic acid with  propan-2-ol. Metabolite observed in cancer metabolism.


WITHALONGOLIDE J

A withanolide saponin that consists of 22,26-epoxyergosta-5,24-dien-28-ol substituted by additional hydroxy groups at positions 1, 3 and 19, an oxo group at position 26 and a beta-D-glucopyranosyl residue at position 28 via a glycosidic linkage. It has been isolated from the aerial parts of Physalis longifolia.


3,4-dihydro-4-hydroxyphenylpyruvic acid

A 2-oxo monocarboxylic acid that is pyruvic acid substituted at position 3 by a 4-hydroxycyclohexa-1,5-dien-1-yl group


ethyl (2S)-hydroxy(phenyl)acetate

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


A monocarboxylic acid amide  having an N-(5-carboxypentyl) substituent and a C-(4-hydroxy-3-nitrophenyl) substituent.


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


A 3beta-hydroxycholest-5-en-26-oic acid in which the stereocentre at position 25 has R-configuration.


fluvastatin

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 R and S configuration, respectively. The drug fluvastatin is an equimolar mixture of this compound and its enantiomer.


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


cycloxilic acid

A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-cicloxilic acid. It is a choleretic agent that has antilithogenic activity.


SPARTIOIDINE

A pyrrolizine alkaloid that is 13,19-didehydrosenecionane carrying a hydroxy substituent at position 12 and two oxo substituents at positions 11 and 16.


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

A beta-D-glucoside resulting from the formal condensation of the phenolic hydroxy group of trans-sinapic acid with beta-D-gucopyranose.


staphyloferrin B

A siderophore composed from L-2,3-diaminopropionic acid, citric acid, 1,2-diaminoethane and alpha-ketoglutaric acid units.


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


A glycosylglucopyranuronic acid consisting of beta-D-xylosyl and beta-D-glucuronic acid residues joined by a (1->3) glycosidic linkage.


11-oxo steroid

Any oxo steroid that has an oxo substituent at position 11.


filicinic acid

An enone that is cyclohexa-2,5-dien-1-one substituted by hydroxy groups at positions 3 and 5 and geminal methyl groups at position 4.


gorlic acid

A 13-cyclopent-2-en-1-yltridec-6-enoic acid having R-configuration and a cis-double bond at position 6.


name: 3-butyl-5-(4-morpholinylmethyl)-2-oxo-3-oxolanecarboxylic acid ethyl ester


L-glyceric acid

An optically active form of glyceric acid having L-configuration.


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


3-oxopalmitic acid

An oxo-fatty acid comprising palmitic acid having an oxo group at the 3-position; an intermediate in fatty acid biosynthesis.


fattiviracin A1

A carbohydrate-containing antibiotic isolated from the fermentation broth of Streptomyces microflavus strain No. 2445 and exhibits antiviral activity against herpes simplex virus type 1 (HSV-1), varicella-zoster virus (VZV), influenza A virus and human immunodeficiency virus type 1 (HIV-1).


(R)-esmolol

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


saturated fatty ester C34H68O2

A fatty acid ester which is fully saturated and which contains a total of 34 carbon atoms.


chaetoglobosin P

An alkaloid isolated from Discosia rubi that is chaetoglobosin A with a methyl substituent on C-10.


ANANOLIGNAN N

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


monohydroxyacetophenone

A hydroxyacetophenone carrying at least one hydroxy substituent.


mallotophilippen E

A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 3, 4, 2' and 4', a prenyl group at position 3' and a 6-methyl-6-(4-methylpent-3-en-1-yl)-3,6-dihydro-2H-pyran ring fused across positions 5' and 6'


CHEATOGLOBOSIN J

A cytochalasan alkaloid found in Chaetomium globosum.


STEMMADENINE

A monoterpenoid indole alkaloid with forumula C21H26N2O3, isolated from the fruits of Tabernaemontana heyneana.


A 3beta-hydroxy steroid that is 4-pregnen-3beta-ol substituted by an oxo group at position 20.


ISOCITRIC ACID

The D-threo-diastereomer of isocitric acid.


name: methoxyacrylate strobilurin antifungal agent

description: Any strobilurin antifungal agent that contains a methoxyacrylate group.


A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 4 and 2', a prenyl group at position 3' and a beta-D-glucopyranosyloxy group at position 4'. Isolated from the stem barks of Maclura tinctoria, it exhibits antioxidant activity.


demethyllactenocin

A macrolide antibiotic that is tylonolide having 6-deoxy-beta-D-allopyranosyl and  beta-D-mycaminosyl residues attached to two of its hydroxy groups..


PHOSALONE

A member of the class of  1,3-benzoxazoles carrying a [(diethoxyphosphorothioyl)sulfanyl]methyl group at the nitrogen atom, an oxo group at position 2 and a chloro group at position 6. It is an organothiophosphate insecticide.


purpurquinone C

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


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


homoserine

An alpha-amino acid that is glycine substituted at the alpha-position by a 2-hydroxyethyl group.


ethyl 4-octenoate

A fatty acid ethyl ester of 4-octenoic acid.


ethyl (S)-3-hydroxyhexanoate

The (S)-enantiomer of  ethyl 3-hydroxyhexanoate.


name: ascarosyloxycarboxylic acid beta-D-glucopyranosyl ester

description: An ascaroside in which the carboxy group of the fatty acid moiety has been esterified by formal condensation with the anomeric hydroxy group of beta-D-glucopyranose.


5-chloro-2-methylbenzoic acid

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


A polyunsaturated fatty acid that is (9Z,11Z,13E,15E)-octadecatetraenoic acid carrying an oxo substituent at position 4.


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


n-butyl oleate

A fatty acid ester obtained by the formal condensation of the hydroxy group of butan-1-ol with the carboxy group of oleic acid.


A C18 long-chain hydroperoxy fatty acid having E and Z double bonds at C-8 and C-12, respectively, and a hydroperoxy group at C-10.


Photinus luciferin

A 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position.