(Z)-2-methylureidoacrylic acid

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


arisugacin B

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


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


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


CUMINALDEHYDE

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


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


trans-octadec-2-enoic acid

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


NONYLACETATE

The acetate ester of nonan-1-ol.


L-djenkolic acid

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


heteroarenecarbaldehyde

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


3-hydroxyphenyl propanoate

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


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


desacetyldoronine

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


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


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


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


SPINOSYN D

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


4-methylglutamic acid

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


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


3-(3-sulfooxyphenyl)propanoic acid

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


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


ASPERPHENAMATE

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


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


glutamine family amino acid

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


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


thiolactone

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


trans-3-hexenedioic acid

The trans-stereoisomer of 3-hexenedioic acid.


ardisiphenol C

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


proatranorin II

Major microspecies at pH 7.3.


tilmicosin

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


borrelidin

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


beta-ketoester

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


2-(3-hydroxyphenyl)propionic acid

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


E-METHYL CINNAMATE

The E (trans) isomer of methyl cinnamate.


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


2-oxosuccinamic acid

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


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


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


butyl acrylate

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


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


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


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


methiocarb-sulfoxide

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


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


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


phenoxyacetic acid

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


name: 6:2 fluorotelomer unsaturated carboxylic acid

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


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

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


methyl-branched fatty acid 21:0

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


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

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


2-hydroxylaminobenzoic acid

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


flexirubins

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


(R)-bopindolol

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


(S)-benalaxyl

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


reumycin

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


N-acyl-aspartic acid

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


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


ETHYL ACETATE

The acetate ester formed between acetic acid and ethanol.


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


2-chlorobenzoic acid

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


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


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


2-(benzoylamino)-3-phenylpropanoic acid

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


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


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


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


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


VIRGINIAMYCIN FACTOR S

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


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


(-)-flavipucine

An antimicrobial and cytotoxic natural product isolated from Aspergillus flavipes.


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


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


(R)-2-halocarboxylic acid

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


2-halobenzoic acid

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


10-oxocapric acid

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


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


(+)-quinic acid

The (+)-enantiomer of quinic acid.


(3S)-3,7-diaminoheptanoic acid

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


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


ganglioside GM2 (18:0) methyl ester

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


DRUMMONDIN D

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


glucose 6-monomycolate (C80)

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


sulfur-containing carboxylic acid

Any carboxylic acid having a sulfur substituent.


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


(S)-2-chloropropanoic acid

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


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


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

Major species at pH 7.3.


6-methyl-2-heptanyl acetate

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


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


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

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


L-homoarginine

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


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


dimethenamid OXA

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


polyunsaturated fatty ester

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


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


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

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


BUTYRIC ACID ETHYL ESTER

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


A neolignan isolated from the stems of Sinocalamus affinis.


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


N,N-dihydroxy-L-pentahomomethionine

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


L-aspartic acid

The L-enantiomer of aspartic acid.


N-acetyl-D-tryptophan

The N-acetyl derivative of D-tryptophan.


1-amino-1-cyclohexanecarboxylic acid

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


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


JERANTININE B

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


PINOXADEN

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


4-acetyl-2-methoxyphenyl acetate

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


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


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


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


aldonic acid

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


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


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


fatty acid 23:0

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


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


hexenal

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


odoratol

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


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


benzylpenicillenic acid

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


TETRAHYDRODEMETHOXYCURCUMIN

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


4-methoxycinnamic acid

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


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


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


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


cholesteryl linolenate

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


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


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


surugapyrrole A

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


PYROMELLITIC ACID

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


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


omega-aminoaldehyde

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


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

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


epsilon-lactone

Any lactone with a seven-membered ring.


dysiherbaine

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


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


name: 8:2 fluorotelomer unsaturated carboxylic acid

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


ALVARADOIN E

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


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


4-hydroxycyclohexanecarboxylic acid

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


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


ISOCOUMARIN

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


hexadecyl benzoate

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


BUTYL FORMATE

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


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


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


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


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


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


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

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


ascorbyl dipalmitate

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


oxo dicarboxylic acid

Any dicarboxylic acid carrying one or more oxo groups.


kempopeptin B

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


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


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

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


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


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


L-trihomomethionine

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


7-oxo steroid

Any oxo steroid carrying an oxo group at position 7.


symphytine

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


olivetolic acid

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


oxopentanoic acid

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


chaetoglobosin Fex

A cytochalasan alkaloid found in Chaetomium globosum and Chaetomium brasiliense.


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


N-(2-hydroxyethyl)iminodiacetic acid

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


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


HYDROXYPREGNENOLONE

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


(S)-carfentrazone

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


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


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


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


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


beta-oxyketone

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


dihydroxymalonic acid

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


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


JASPLAKINOLIDE F

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


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

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


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


oxylipin

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


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


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


gamma-glutamyl-gamma-aminobutyraldehyde

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


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


selenocysteine

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


fatty acid 8:2

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


D-isoleucine

The D-enantiomer of isoleucine.


cromoglicic acid

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


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


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


3-deoxy-D-arabino-hexonic acid

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


4-hydroxy monocarboxylic acid

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


hoerhammericine

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


tralomethrin

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


hydroperoxy fatty ester

Any fatty acid ester carrying one or more hydroperoxy substituents.


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


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


carbanilate fungicide

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


hydroxypregnenolone

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


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


largamide E

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


L-tyrosine

An optically active form of tyrosine having L-configuration.


saturated fatty ester C40H80O2

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


biliverdin beta

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


JASPLAKINOLIDE M

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


(R)-3,3-dimethylmalic acid

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


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


naphthoic acid

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


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


aldehydic acid

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


butyl propionate

A propanoate ester of butan-1-ol.


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

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


citrulline

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


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


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


fatty acid 19:5

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


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


oxygenated xanthohumol

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


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

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


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


cumic acid

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


3-methylbutyl dodecanoate

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


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


2-dehydro-D-gluconic acid

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


octacarboxylic acid

An oxoacid containing eight carboxy groups.


2-arylpropionic acid

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


O-acetyltropine

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


NOVAMETHYMYCIN

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


O-acetyl-L-homoserine

The O-acetyl derivative of L-homoserine.


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


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


histidine

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


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


fluthiacet

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


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


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

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


16-oxo steroid

Any oxo steroid carrying an oxo group at position 16.


D-lysine

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


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


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


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

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


4-hydroxyphenylpyruvic acid

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


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.


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


GW 501516 sulfoxide

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


dregamine

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


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


OBYANAMIDE

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


methyl gamma-D-aspartate

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


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


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


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


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


IMIDAZOLEACETIC ACID

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


2-oxo aldehyde

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


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


GLUTACONATE

The (E)-isomer of glutaconic acid.


2-methylideneglutaric acid

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


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


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


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


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


L-gulonic acid

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


methyl octanoate

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


An epoxide which is a carboxamide obtained by the formal condensation of one of the carboxy groups of oxirane-2,3-dicarboxylic acid with N-{4-[(3-aminopropyl)amino]butyl}-L-tyrosinamide. It is a natural product, isolated from Gliocladium sp. F-2665. TMC-52B acts as an inhibitor of cysteine proteinases, particularly cathepsin B (EC 3.4.22.1), cathepsin L (EC 3.4.22.15), and papain (EC 3.4.22.2); IC50 values are 200 nM, 10 nM, and 7 nM, respectively. The epoxide group has trans configuration but its exact stereochemistry is uncertain: it is either (2R,3R) or (2S,3S).


ilicicolin B

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


3,4-dichlorobenzoic acid

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


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


thiomarinol A

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


petroselaidic acid

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


cyclopentenyl fatty acid

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


tropic acid

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


DOCETAXEL

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


N-acylglycine 18:1

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


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


mono-2-heptyl phthalate

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


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


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

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


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


(S)-esmolol

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


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


ethyl 4-oxobutanoate

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


chloroalanine

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


cholesteryl palmitoleate

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


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


(E)-sinapaldehyde

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


soppiline C

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


N-carbamoyl-D-aspartic acid

The D-enantiomer N-carbamoylaspartic acid.


hex-4-enoic acid

A hexenoic acid with the double bond at position 4.


1,4-dihydroxy-2-naphthoic acid

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


(M)-viriditoxin

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


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


glyceryl monothioglycolate

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


p-ANISIC ACID

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


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


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


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


3-oxooctanoic acid

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


demethylmacrocin

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


A 4-azidophenylalanine that has D-configuration.


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


3-hydroxy monocarboxylic acid

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


isoamyl butyrate

The butanoate ester of isoamylol.


cyclic dehypoxanthinylfutalosine

A oxaspiro compound obtained by formal spirocyclisation of dehypoxanthinylfutalosine.


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


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


SINAPALDEHYDE GLUCOSIDE

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


beta-(methylenecyclopropyl)pyruvic acid

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


2,4-DICHLOROPHENOXYBUTYRIC ACID

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


cetraxate

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


COMPACTIN

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


deoxygalactonolactone

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


triazamate

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


L-valyl ester

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


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


ketoester

A compound containing both ketone and ester functionalities.


benzyl 2-methyl-3-oxobutanoate

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


(S,S)-traseolide

Traseolide in (S,S)-trans configuration.


sterculynic acid

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


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


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


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


N-formylglycine

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


methyl (indol-3-yl)acetate

The methyl ester of indole-3-acetic acid.


mono[2-(carboxymethyl)hexyl] phthalate

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


N-oleoyl-L-serine

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


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


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

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


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.


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


saturated fatty ester C44H88O2

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


muconic semialdehyde

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


WITHANOLIDE D

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


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


WITHALONGOLIDESAPONIN

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


4-hydroxymandelic acid

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


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


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


fatty acid 7:0

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


20-oxo steroid

An oxo steroid carrying an oxo group at position 20.


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


XANTHOGALENOL

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


methyl icosapentaenoate

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


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


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


A glycine molecule carrying a 4-hydroxyphenyl substituent.


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.


N-octanoylanthranilic acid

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


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


m-hydroxyhippuric acid

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


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


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

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


ASEBOGENIN

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


iprovalicarb

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


O-(cyclohexanecarbonyl)lysergol

Lysergol esterified with cyclohexanecarboxylic acid.


A butynal which has a monosubstituted triple bond.


methyl L-leucinate

The methyl ester of L-leucine.


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


4-CHLORO CHALCONE

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


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

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


withalongolide A

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


yakima yellow phosphoramidite

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


2-(4-hydroxyphenylazo)benzoic acid

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


methyl-branched fatty acid 16:0

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


(E)-geranyl formate

The formate ester of geraniol.


non-proteinogenic alpha-amino acid

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


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

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


An indole alkaloid with formula C21H24N2O3.


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

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


trans-3-hexenyl isovalerate

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


but-2-enoate ester

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


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


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


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


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

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


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


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


2-oxo monocarboxylic acid

Any monocarboxylic acid having a 2-oxo substituent.


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


pentahomomethionine

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


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


fatty acid 13:0

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


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


JASPLAKINOLIDE D

A  cyclodepsipeptide isolated from Jaspis splendens.


(S)-3-fluorolactic acid

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


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


L-gluconic acid

A gluconic acid having L-configuration.


propanones

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


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


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


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


depsidones

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


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


methyl arachidonate

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


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


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


fluoroamino acid

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


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

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


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


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


4-methoxyphenylacetic acid

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


alpha-CH2-containing aldehyde

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


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


eucalyptal A

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


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


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


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


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


methylbutanal

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


2-hydroperoxy fatty acid

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


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


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


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


butyl octanoate

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


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


4-formyl steroid

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


3-(2-hydroxyphenyl)propanoic acid

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


cyanoamino acid

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


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


cefamandole nafate

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


microdiplactone

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


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


HPODE

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


stipitatic acid

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


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


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


5-dehydro-L-gluconic acid

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


The cis,cis-isomer of 2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid.


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


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


N-hydroxytetrahomomethionine

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


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


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


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

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


onosmin A

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


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


(S)-climbazole

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


3-cyclopentylpropionic acid

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


D-glutamine

The D-enantiomer of glutamine.


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


L-beta-ethynylserine

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


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


hexyl heptanoate

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


dihydrojasmonic acid

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


hexyl octanoate

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


pelargonidin 3-(6-p-coumaroyl)glucoside

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


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


3-butynoic acid

A monocarboxylic acid consisting of acetylene carrying a carboxymethyl group.


vinylamycin

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


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


L-HISTIDINAL

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


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

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


(24S)-24-hydroxycholesterol ester

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


(3R)-3,6-diaminohexanoic acid

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


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


6-hydroxyferulic acid-6-O-hexoside

R=hexoside


2-aminoadipic acid

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


mallotophilippen A

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


N-amidinoaspartic acid

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


butyl dec-9-enoate

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


2,3-dimethylmalic acid

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


bufadienolide

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


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


bryostatins

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


kappa-bifenthrin

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


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


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


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


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


mycolate ester

A carboxylic ester formed by esterification of a mycolic acid.


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


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


2,3-dihydrowithaferin A

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


tert-butyl benzoate

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


(9S,10R)-epoxyoctadecanoic acid

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


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


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


CINNAMIC ALDEHYDE

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


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


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


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


3-mercaptopyruvic acid

A 2-oxo monocarboxylic acid that is  pyruvic acid substituted by a sulfanyl group at position 3.


FLUORODOPA

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


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


D-valine

The D-enantiomer of valine.


QUINALDIC ACID

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


3-dehydro-L-gulonic acid

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


farnesoic acid

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


(13E)-octadecenoic acid

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


(+)-jasplakinolide Z5

A  depsipeptide isolated from Jaspis splendens.


CAFFEOYL ALDEHYDE

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


boromycin

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


carbamate fungicide

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


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


cis-fatty acid

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


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


N-acylglycine 18:2

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


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

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


2,2'-iminodipropanoic acid

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


propyl linoleate

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


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


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


N-carboxy-L-methionine

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


fatty acid 20:1

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


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


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


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


aceglutamide

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


JERANTININE D

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


deoxyherqueinone

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


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


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


3-fumarylpyruvic acid

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


(S)-malic acid

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


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


3-hydroxy-3-methylhexanoic acid

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


tricarboxylic acid

An oxoacid containing three carboxy groups.


L-lysine

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


alvaradoin F

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


name: dicarboxylic acids and O-substituted derivatives

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


2-methylbutyl 2-acetyloxyacetate

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


CIS-UROCANIC ACID

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


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


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


PESCAPREIN XXV

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


2-ethylacrylic acid

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


cinidon ethyl

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


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


ethyl 2-methyl-3-pentenoate

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


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


2,4-dihydroxyhept-2-enedioic acid

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


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


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


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


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


reedsmycin B

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


The 12-dehydro derivative of tetracycline.


malate ester

A  carboxylic ester of malic acid.


3-chloro-cis,cis-muconic acid

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


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


SULOCHRIN

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


4-hydroxy-4-methylglutamic acid

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


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


amino aldehyde

Any aldehyde which contains an amino group.


S-inosyl-L-homocysteine

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


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.


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


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


2,6-dimethylbenzoic acid

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


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


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


methyl henicosanoate

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


symphytine oxide

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


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


(3R)-3-hydroxybutanoic acid oligomer

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


methionine sulfone

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


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


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


alvaradoin I

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


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


An alpha-amino acid ester that is the methyl ester of S-[(2E,6E)-farnesyl]-L-cysteine.


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


3-oxoicosanoic acid

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


3-methylbenzylsuccinic acid

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


methyl-branched fatty acid 11:0

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


D-arginine

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


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


2-deoxy-D-ribonic acid

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


3,4-bis(methoxycarbonyl)benzoic acid

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


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


N-acyl-D-phenylalanine

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


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


5-aminosalicyluric acid

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


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


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


4-CHLORO-BENZOIC ACID

A monochlorobenzoic acid carrying a chloro substituent at position 4.


laurate phytyl ester

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


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


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


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


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


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


psicosyllysine

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


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).


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


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

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


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


secondary alpha-hydroxy ketone

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


N,N-dihydroxy-L-polyhomomethionine

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


delta-lactone

A lactone having a six-membered lactone ring.


docosahexaenoic acid

Any C22 polyunsaturated fatty acid containing six double bonds.


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


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


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

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


deacetylipecoside

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


9-(octadecanoyloxy)octadecanoic acid

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


4-amino-2-chlorobenzoic acid

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


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


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


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


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


acetylacetone

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


2-aminoheptanoic acid

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


N-decanoylglycine

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


thiencarbazone

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


DIMETHYLCARBATE

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


beta-diketone

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


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


sinapate ester

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


NORVALINE

A 2-aminopentanoic acid that has S-configuration.


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


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


jaspamide G

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


beta-D-glucosyl salicylate

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


cholesteryl octadecatrienoate

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


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


CYLINDOL A

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


CHAETOGLOBOSIN A

A  cytochalasan alkaloid isolated from Chaetomium globosum and Calonectria morganii.


branched-chain keto acid

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


2-oxindole-3-acetic acid

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


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.


bilirubin XIIIalpha

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


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


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


(1R,5S)-benzobicyclon hydrolysate

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


2-octynoic acid

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


2,3,4-trihydroxypentanoic acid

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


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.


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

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


firefly sulfoluciferin

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


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


alpha-methylhistidine

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


N-hydroxyhexahomomethionine

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


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


clomocycline

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


3-dehydroshikimic acid

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


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


ACETIC ACID PROPYL ESTER

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


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

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


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


malonate ester

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


bempedoic acid

An alpha,omega-dicarboxylic acid that is pentadecanedioic acid which is substituted by methyl groups groups at positions 2 and 14, and by a hydroxy group at position 8. It is a drug used for the treatment of high LDL cholesterol, which is sometimes referred to as 'bad cholesterol'.


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


dodecyl palmitate

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


(E)-non-2-enoic acid

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


CHAETOPYRANIN

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


(R)-3-phenyllactic acid

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


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


benzoate ester

Esters of benzoic acid or substituted benzoic acids.


(R)-methocarbamol

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


lobarin

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


L-tyrosyl ester

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


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

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


3,4-dihydroxy-5-polyprenylbenzoic acid

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


D-altraric acid

The D-enantiomer of altraric acid.


cefotiam hexetil

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


3-methylheptyl acetate

The acetate ester of 3-methylheptanol.


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


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


OXFENICINE

The L-enantiomer of 4-hydroxyphenylglycine.


N,N-dimethyl-beta-alanine

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


N,N-dihydroxydihomomethionine

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


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


phenyl N-formyl-L-methioninate

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


omega-oxo fatty acid

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


ethyl L-phenylalaninate

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


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

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


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


2-hydroxychromene-2-carboxylic acid

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


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


3-bromobenzoic acid

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


2,4-diaminopentanoic acid

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


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


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


PESCAPREIN XXIV

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


tiglylglycine

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


sulfoacrylate

Major microspecies at pH 7.3.


N-acylserine 20:4

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


3-chloro-L-tyrosine zwitterion

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


N-heptanoyl-L-homoserine

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


O-acylpseudotropine

Pseudotropine substituted at oxygen by an acyl group.


chlorocarboxylic acid

A carboxylic acid containing at least one chloro group.


N-benzyloxycarbonyl-L-leucine

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


N-formylmaleamic acid

The N-formyl derivative of maleamic acid.


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


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


ISODRUMMONDIN D

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