dihydrofuran

Compounds containing a mono-unsaturated furan ring skeleton.


isoxadifen-ethyl

An isoxazoline that is the ethyl ester of isoxadifen. It is used as a herbicide safener, especially in conjunction with the herbicides fenoxaprop-P-ethyl and iodosulfuron-methyl-sodium. It is not approved for use within the European Union.


name: Rac-trans-4-cotininecarboxylic acid methyl ester


A delta-lactam that is 2-piperidone substituted at position 3 by an amino group.


halauxifen

A  pyridinemonocarboxylic acid that is 4-amino-3-chloropyridine-2-carboxylic acid which is substituted by a 4-chloro-2-fluoro-3-methoxyphenyl group at position 6. It is a herbicide used for the control of broad-leaved weeds in cereals and oilseed rape.


A carbamate ester that is the methyl ester of 3-(hydroxymethyl)pyrrolidine-1-carboxylic acid.


A positively charged methylguanosine in which a single methyl substituent is located at position 7.


A pyrrolidinone that is succinimide substituted by an amino group at position 3.


A pyrimidone that is uracil in which positions 1, 5, and 6 are substituted by ethoxymethyl, isopropyl, and cyclohexylsulfanyl groups, respectively.


chaetoglocin D

A member of the class of  piperidones that is piperidine-2,4-dione substituted by an ethyl group at position 5 and a  1-hydroxyethylidene group at position 3 (the (3E,5R-stereoisomer).  It has been isolated from the solid-fermentation culture of Chaetomium globosum.


name: 4-(diethylamino)benzoic acid [2-oxo-2-(4-phenyl-1-piperazinyl)ethyl] ester


A tetrahydrofuranone that is tetrahydrofuran-3-one substituted at positions 2 and 4 by hydroxy groups and at position 2 by a methyl group.


A piperidine compound having a (2-thienyl)ethyl substituent at the 1-position, a methyl group at the 3-position and an N-phenylpropanamido group at the 4-position.


name: propanoic acid [4-[[2-furanyl(oxo)methyl]amino]phenyl] ester


Piperidine carrying a 6-oxo-1,6-dihydropyrimidin-4-yl group at C-4 and a [(4R)-2,7-dioxo-1,3-diazepan-4-yl]carbonyl substituent on N-1. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


Guanosine with the hydrogen on the hydroxyl at position C-3' substituted with a methyl group.


thiopental

A barbiturate, the structure of which is that of 2-thiobarbituric acid substituted at C-5 by ethyl and sec-pentyl groups.


GALGRAVIN

A member of the class of aryltetrahydrofurans carrying two 3,4-dimethoxyphenyl substituents at positions 2 and 5 as well as two methyl groups at positions 3 and 4.


A purine 2'-deoxyribonucleoside having adenine as the nucleobase.


A pyrrolidinone in which the oxo group is at position 2 of the pyrrolidine ring.


BREVIPOLIDE A

A pyranone that is a carboxylic ester of trans-4-coumaric acid. It is isolated from the whole plant of Hyptis brevipes and has been found to exhibit cytotoxicity against HT-29 cancer cells.


A member of the class of pyrrolidin-2-ones that is 3-iminopyrrolidin-2-one which is substituted by two methyl groups at position 4 and by a 4-hydroxybenzyl group at position 5.


A beta-D-glucosiduronic acid that is trans-3-hydroxycotinine in which the hydroxy hydrogen is replaced by a beta-D-glucuronyl residue.


NIGERAPYRONE G

A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl group at position 6 (the 1E,3Z,5E stereoisomer). It has been isolated from an endophytic fungus Aspergillus niger.


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


IMAZAPYR

A pyridinemonocarboxylic acid that is nicotinic acid which is substituted at position 2 by a 4,5-dihydro-imidazol-2-yl group, which in turn is substituted at positions 4, 4, and 5 by isopropyl, ethyl, and oxo groups, respectively.


FURALAXYL

A racemate comprising equal amounts of (R)- and (S)-furalaxyl. A systemic fungicide with protective and curative properties. It is effective against damping-off and root rot diseases caused by Pythium and Phytophthora fungi which inhabit the soil and infect many ornamental flowers, shrubs and trees.


Major microspecies at pH 7.4


An L-proline derivative that is trans-4-hydroxy-L-proline in which the amino hydrogen has been replaced by a methyl group.


name: 4-[4-[3-(4-methoxyphenyl)-1H-pyrazol-5-yl]-1-piperidinyl]-3-nitrobenzoic acid methyl ester


A hydrochloride obtained by combining the free base of GS4012 with one molar equivalent of hydrochloric acid.


name: 2-[(4,6-dioxo-2-sulfanylidene-1,3-diazinan-5-ylidene)methylamino]-5-ethyl-3-thiophenecarboxylic acid ethyl ester


The (5R)-enantiomer of zopiclone.


name: 2-[[2-furanyl(oxo)methyl]amino]-4,5-dimethoxybenzoic acid [2-[(3,5-dichloro-2-pyridinyl)amino]-2-oxoethyl] ester


An acyl tetraketide pyran-2-one that is 4-hydroxy-2H-pyran-2-one in which the hydrogen at position 6 is replaced by a 4-methyl-2-oxododecyl group.


lycoperine A

An alkaloid that consists of piperidine substituted by [1-acetyl-7-methyl-1,2,3,4,6,7,8,8a-octahydroquinolin-5-yl]methyl moieties at positions 2 and 6 respectively. Isolated from Lycopodium hamiltonii, it exhibits acetylcholinesterase inhibitory activity.


linalool oxide pyranoside

A member of the class of oxanes that is oxane substituted by methyl groups at positions 2,2 and 6, by a hydroxy group at position 3 and by an ethenyl group at position 6.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 1H-indole-2-carboxylic acid with the primary amino group of 3-fluoro-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide. It is an inhibitor of SARS coronavirus main proteinase and inhibits SARS-CoV-2 replication in cell culture (EC50 = 0.72 muM).


A nitrile that pyridine which is substituted by 2-thienyl, trifluoromethyl, cyano and methylthio groups at positions 2, 3, 4 and 5 respectively.


name: 2-(3,5-dimethyl-1-pyrazolyl)-4-(4-morpholinyl)-5-pyrimidinecarboxylic acid ethyl ester


A member of the class of indazoles that is 1H-indazole that is substituted at position 3 by a 6-(cis-2,6-dimethylmorpholin-4-yl)pyrimidin-4-yl group and at position 5 by a (1-methylcyclopropoxy)group. It is an inhibitor of leucine-rich repeat kinase 2 (LRRK2).


name: 4-[5-(3-chlorophenyl)-2-furanyl]-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylic acid methyl ester


A monocarboxylic acid amide obtained by formal condensation between N-butyl-3,3-dimethoxyalaninamide and (2Z)-2-(2-furyl)-2-(methoxyimino)acetic acid.


alpha-tritiated thymidine

A tritiated thymidine having the tritium label on the methyl group of the nucleobase.


5'-CARBOXY ADENOSINE

A purine nucleoside having adenine as the nucleobase and a carboxy group at C-5'.


A pyridine alkaloid that is 2,2'-bipyridine substituted by a methoxy group at position 4 and a (Z)-(hydroxyimino)methyl group at position 6. It has been isolated from the marine-derived actinomycete Actinoalloteichus cyanogriseus.


A 1-ethyl-3-(2-methylbutyl)piperidine that has (2'R,3R)-configuration.


A furan having a nitro group at position 5 and a carboxamido group in turn bearing a long-chain multifunctional N-alkyl group at position 2.


(S)-toloxatone

The (S)-enantiomer of toloxatone.


A secondary carboxamide resulting from the formal condensation of the carboxy group of tetrahydro-2H-pyran-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. It is a CDK18 kinase inhibitor.


FLUROXYPYR

An aminopyridine that is pyridin-4-amine substituted by chloro groups at positions 3 and 5, a fluoro group at position 6 and a carboxymethoxy group at position 2.


(R)-ranolazine

An N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide that is the (R)-enantiomer of ranolazine (the racemate is a drug used for treatment of chronic angina).


A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by a 6-heptynyl group.


A triazolothiadiazole that is [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole which is substituted at positions 3 and 6 by 2-furyl and cyclohexyl groups, respectively. A cardiomyocyte promoter and an inhibitor of Wnt/beta-catenin dependent transcriptional activity, it induces cardiac cell formation in murine stem cells and zebrafish embryos, expanding cardiac progenitor cells. A biphasic modulator of cardiogenesis, it can act as either a promotor or inhibitor of heart formation, depending on the stage of treatment.


cobicistat

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2S)-2-({[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)carbamoyl}amino)-4-(morpholin-4-yl)butanoic acid with the amino group of 1,3-thiazol-5-ylmethyl [(2R,5R)-5-amino-1,6-diphenylhexan-2-yl]carbamate. Acts as a pharmacoenhancer in treatment of HIV-1 by inhibiting P450 enzymes that metabolise other medications..


apholate

A member of the class of aziridines that is 1,3,5,2,4,6-triazatriphosphinine substituted by aziridin-1-yl groups at positions 2,2,4,4,6, and 6. It is an insect sterilant.


An N-glycosyl compound that is a metabolite produced by the bacterium Mycoplasma genitalium.


(S)-tosufloxacin

A 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid that is the (S)-enantiomer of tosufloxacin.


A member of the class of oxazolidines that is 2,3-dimethyl-1,2-oxazolidine carrying additional 3-pyridyl and  4-chlorophenyl substituents at positions 3 and 5 respectively.


An aromatic ketone that is (trifluoromethyl)benzene in which the hydrogen at position 4 is replaced by a 2-methyl-3-(pyrrolidin-1-yl)propanoyl group.


(-)-ROLIPRAM

The (R)-enantiomer of rolipram.


A glycine derivative that is the carboxamide obtained by the formal condensation of the amino group of glycine with 2-furoic acid.


lilaline

A tetrahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 5, 7 and 4' and a 4-methyl-5-oxopyrrolidin-2-yl group at position 8.


aprocitentan

A member of the class of sulfamides in which one of the amino groups of sulfonamide is substituted by a 5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl group. An active metabolite of macitentan (obtained by oxidative depropylation), an orphan drug used for the treatment of pulmonary arterial hypertension.


A member of the class of N-sulfonylpiperazines that is 2-methylpiperazine substituted at position 1 by a 5-isoquinolinesulfonyl group.


hamacanthin A

A member of the class of pyrazinones that is 5,6-dihydropyrazin-2(1H)-one substituted  at positions 3 and 6 by 6-bromo-1H-indol-3-yl groups. It is an antifungal drug isolated from deep water marine sponge Hamacantha sp.


ceftezole

A first-generation cephalosporin antibiotic having (1,3,4-thiadiazol-2-ylsulfanyl)methyl and [2-(1H-tetrazol-1-yl)acetamido side groups located at positions 3 and 7 respectively.


name: 2,6-dichlorobenzoic acid [3-cyano-6-(3-methoxyphenyl)-2-pyridinyl] ester


ritalinic acid

A monocarboxylic acid that is phenylacetic acid substituted by a piperidin-2-yl group at position 2. It is a metabolite of the drug methylphenidate.


A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-{[5-chloro-4-(methylamino)pyrimidin-2-yl]amino}-3-methoxybenzoic acid with the amino group of morpholine. It is an inhibitor of leucine-rich repeat kinase 2 (LRRK2).


A methyl phenyl(piperidin-2-yl)acetate that has S configuration alpha to the carbonyl group and R configuration at the stereocentre bearing the nitrogen.


A pyrimidine 2'-deoxyribonucleoside having 5-(4,5-dihydroxypentyl)uracil as the nucleobase.


CRYPTOCARYOL D

A member of the class of 2-pyranones that is 5,6-dihydro-2H-pyran-2-one substituted by a hydroxy group at position 5 and a 10-(acetyloxy)-2,4,6,8-tetrahydroxypentacosyl group at position 6.It has been isolated from Cryptocarya species


A member of the class of aminoxyls that is TEMPO carrying a methoxy substituent at position 4.


A monohydroxypyridine that is pyridine in which the hydrogen at position 3 has been replaced by a hydroxy group. It has been detected as a thermal degradation product from the smoke of the burning leaves of Salvia divinorum, a Mexican psychoactive plant.


The (S)-enantiomer of 3-methylthiofentanyl.


name: 4-(benzenesulfonyl)-1-[(4-chlorophenyl)methyl]-4-piperidinecarboxylic acid ethyl ester


ranitidine-S-oxide

A sulfoxide derivative of the drug ranitidine.


An aromatic ether that is benzene substituted by [2-(carboxymethoxy)pyridin-3-yl]oxy, chloro, fluoro, and 3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl groups at position 1, 2, 4 and 5, respectively. It is the active metabolite of the proherbicide epyrifenacil.


A member of the class of furans carrying dihydroxymethyl and formyl substituents at positions 2 and 5 respectively.


name: 3-oxo-2-[(5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)thio]butanoic acid ethyl ester


A member of the class of indazoles that is 1H-indazole substituted by a [6-(methylamino)-3-nitropyridin-2-yl]amino group at position 5. It is an inhibitor of heat shock factor 1 (IC50 = 1.2muM) and suppresses tumour growth in mouse xenograft models.


1-pyrroline-5-carboxylic acid

A 1-pyrrolinecarboxylic acid that is 1-pyrroline in which one of the hydrogens at position 5 is replaced by a carboxy group.


A member of the class of hydroxypiperidines that is piperidine carrying a hydroxymethyl substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the 2R,3R,4S-diastereomer).


A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by a 4-bromo-6,6,6-trichloro-2-methyl-2-hexanyl group.


cyclosporin A metabolite M1cAL

A cyclosporin A derivative that is cyclosporin A metabolite M18 in which the 2-hydroxyethyl substituent of the dioxolane ring has been oxidised to give the corresponding aldehyde.


PROLINE

An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.


halauxifen-methyl

A methyl ester resulting from the formal condensation of the carboxy group of halauxifen with methanol. It is a proherbicide used for the control of broad-leaved weeds in cereals and oilseed rape.


A member of the class of furans that is furan substituted by propionyl and methyl groups at positions 2 and 5, respectively. It is a flavouring agent found in sesame seed oil and coffee.


phyllospadine

A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 7 and 4', a methoxy group at position 6 and a 1-methylpyrrolidin-2-yl group at position 8.


A member of the class of  barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a cyclohex-1-en-1-yl group at position 5, a hydroxy group at position 1 and methyl groups at positions 3 and 5.


name: [5-(2-Amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methylperoxy phosphono hydrogen phosphate


A pyrimidone that is cytosine bearing an N(4)-methyl substituent.


NIGERAPYRONE F

A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3,5-dimethyl-6-phenylhexa-1,3,5-trien-1-yl group at position 6 (the 1E,3E,5Z stereoisomer). It has been isolated from an endophytic fungus Aspergillus niger.


picloram-methyl

A methyl ester resulting from the formal condensation of the carboxy group of picloram with methanol.


purines D-ribonucleoside

A purine ribonucleoside that is a purine derivative attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.


(R)-imazapic

A 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid that has (R)-configuration.


(S)-goitrin

A 5-ethenyl-1,3-oxazolidine-2-thione that has S-configuration. It is a constituent of a traditional Chinese herbal medicine, Radix isatidis.


A carboxylic ester obtained by the formal condensation of the benzylic hydroxy group of 4-hydroxy-6-[hydroxy(phenyl)methyl]-2-oxo-1,2-dihydropyridine-3-carboxylic acid with 3-methylbutanoic acid. It is isolated from the culture broth of Penicillium sp. SPF-32629 and acts as an inhibitor of the enzyme chymase (EC 3.4.21.39).


DELANZOMIB

A C-terminal boronic acid peptide inhibitor which induces apoptosis in multiple myeloma, hematological and solid tumor cell lines.


sulfadiazine hydroxylamine

A pyrimidine having a 4-hydroxyaminobenzenesulfonamido group at the 2-position.


thymine

A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group.


A member of the class of furans carrying two formyl substituents at positions 2 and 5.


name: (2S)-2-[5-[(2,4-dichlorophenyl)methylthio]-1,3,4-oxadiazol-2-yl]-1-pyrrolidinecarboxylic acid tert-butyl ester


ANTHELMYCIN

A nucleoside antibiotic with anthelminthic properties that is isolated from Streptomyces longissimus.


A member of the class of furans that is furan in which the hydrogen at position 2 is replaced by a hexyl group.


methylpyrazine

A member of the class of pyrazines that is pyrazine in which one of the hydrogens is replaced by a methyl group. It is a flavouring agent found in coffee, peanuts and red peppers.


name: 5-cyano-6-phenoxy-2-phenyl-3-pyridinecarboxylic acid ethyl ester


A member of the class of aminoxyls that is TEMPO carrying a carboxy group at position 4.


rolapitant

An azaspiro compound that is 1,7-diazaspiro[4.5]decan-2-one carrying additional phenyl and 1-{[3,5-bis(trifluoromethyl)phenyl]ethoxy}methyl substituents at position 8. Used (in the form of the hydrochloride hydrate) for the prevention of delayed nausea and vomiting associated with initial and repeat courses of emetogenic cancer chemotherapy.


N-hydroxy-L-pipecolic acid

An N-hydroxypipecolic acid in which the chiral centre has L configuration.


name: 3,4-dimethyl-6-phenyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylic acid propan-2-yl ester


A member of the class of chromenes that is 2H-1-benzopyran substituted by methyl groups at positions 2 and 2, an ethyl group at position 4, a hydroxy group at position 7, a 1-pyrrolidinylmethyl group at position 6 and a 4-methoxyphenyl group at position 3 respectively.


name: 2-methyl-1-(4-methylphenyl)-5-oxo-4-(thiophen-2-ylmethylidene)-3-pyrrolecarboxylic acid ethyl ester


A pyrimidinecarboxylate ester that is the ethyl ester of 4-chloro-2-(methylsulfanyl)hexahydropyrimidine-5-carboxylic acid.


pestalamide B

A member of the class of 4-pyridones that is aspernigrin A (2-benzyl-4-pyridone-5-carboxamide) in which the nitrogen of the carboxamide has been acylated by a (3S)-3-carboxybutanoyl group. It has been isolated from Aspergillus niger and several other Aspergillus species.


name: 3-(3,4-dimethoxyphenyl)-1,2,4-oxadiazole-5-carboxylic acid ethyl ester


2,6-DICHLOROISONICOTINIC ACID

A member of the class of pyridines that is isonicotinic acid which is substituted by chlorine at positions 2 and 6.


pyrimidine antifungal drug

Any pyrimidine antifungal agent that has been used for the treatment of fungal infections in humans or animals.


3-(N-morpholino)propanesulfonic acid

A Good's buffer substance, pKa = 7.2 at 20 degreeC.


A member of the class of oxazolidines that is isoxazoldin-3-one which is substituted at position 4 by an amino group.


(S)-imazapic

A 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid that has (S)-configuration.


name: 2-[(3S,6aR,8R,10aR)-3-hydroxy-1,2,3,4,6,6a,8,9,10,10a-decahydropyrano[2,3-c][1,5]oxazocin-8-yl]acetic acid methyl ester


monacolin J

A polyketide that is monacolin L bearing an additional hydroxy substituent at position 8.


Guanosine substituted with a methyl group at position N-1.


name: 2-[(2R,3S,6R)-2-(hydroxymethyl)-3-(1-oxopropylamino)-3,6-dihydro-2H-pyran-6-yl]acetic acid methyl ester


A member of the class of furans that is furan in which the hydrogen at position 2 is replaced by a pentyl group. It is found in many heat-processed foods and drinks.


linkable imatinib analogue

An analogue of imatinib where the piperidine N-methyl group is replaced by 2-aminoethyl.


succinyladenosine

An aspartic acid derivative that is L-aspartic acid in which one of the amine hydrogens is substituted by a 9-beta-D-ribofuranosyl-9H-purin-6-yl group.


A sulfonamide that is benzenesulfonamide substituted by an acetylamino group at position 4 and a 4,6-dimethyl-pyrimidin-2-yl group at the nitrogen atom. It is a metabolite of the antibiotic sulfamethazine.


An oxo dicarboxylic acid that is 4-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylic acid substituted by a 3-carboxy-3-oxoprop-1-en-1-yl group at position 5.


phevalin

A member of the class of pyrazinones that is pyrazin-2(1H)-one substituted by an isopropyl and benzyl groups at position 3 and 6, respectively. It is a natural product found in Staphylococcus aureus that inhibits calpain in a casein hydrolysis assay (IC50 = 1.3 muM), contributes to S. aureus infection in mice, and alters human keratinocyte gene expression.


desmethyl loperamide

A monocarboxylic acid amide that is the methylamide of 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylbutanoic acid.


A monocarboxylic acid that is acrylic acid with substituents 4-methoxyphenyl at position 2 and 6-methylpyridin-2-yl at position 3.


amprolium

An organic chloride salt having 1-[(4-amino-2-propylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium as the counterion. Used for prevention of coccidiosis in poultry and cattle.


IMAZAPIC

A pyridinemonocarboxylic acid that is 5-methylpyridine-3-carboxylic acid which is substituted at position 2 by a 4,5-dihydro-imidazol-2-yl group, which in turn is substituted at positions 4, 4, and 5 by isopropyl, methyl, and oxo groups, respectively.


name: 3'-Hydroxy Repaglinide(Mixture of Diastereomers)


name: 2-methyloctanoic acid 6-oxo-2-propenyl-3,6-dihydro-2H-pyran-3-yl ester


(R)-fluoxytioconazole (thione)

The (R)-enantiomer of fluoxytioconazole (thione).


fosaprepitant

A morpholine derivative that is the (1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl ether of (3-{[(2R,3S)-3-(4-fluorophenyl)-2-hydroxymorpholin-4-yl]methyl}-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonic acid.


Pyrimidine substituted at C-2 by a sulfanyl group.


TIADINIL

A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid with the amino group of 3-chloro-4-methylaniline. It is a fungicide used particularly for the control of fungal diseases in rice.


(Z)-jasmolactone

A jasmolactone in which the double bond adopts a cis-configuration.


forasartan

A member of the class of pyridines that is pyridine which is substituted at positions 2 and 5 by o-(tetrazol-5-yl)phenyl and (3,5-dibutyl-1,2,4-triazol-1-yl)methyl groups, respectively. It is a nonpeptide antagonist of angiotensin II, type 1 (AT1) receptors, used for the treatment of hypertension.


(SC,SS)-sulfoxaflor

A [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide that has S configuration at both the sulfur atom and at the carbon attached to position 3 of the pyridine ring.


A 9-ribosylzeatin having trans-zeatin as the nucleobase.


Compounds with a 1,2,4-triazolidine skeleton.


triazolidines

Molecules containing a triazolidine skeleton.


monacolin L

A polyketide that is 1-ethyl-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalene in which one of the methyl hydrogens from the ethyl group is replaced by a 4-hydroxy-6-ketopyran-2-yl group.


name: 2-[[(5-tert-butyl-2-methyl-3-furanyl)-oxomethyl]amino]-4,5-dimethoxybenzoic acid methyl ester


furoic acid

A monocarboxylic acid that consists of a furan ring having a single carboxylic acid group on any ring position and derivatives thereof.


OXADIXYL

An oxazolidinone that is N-(2,6-dimethylphenyl)-2-methoxyacetamide in which the amide hydrogen is replaced by a 2-oxo-1,3-oxazolidin-3-yl group. A systemic fungicide used to treat seeds of a variety of food crops, as well as lawns.


A purine 2'-deoxyribonucleoside having O(6)-ethylguanine as the nucleobase.


salinipyrone B

A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3, 4, 5 and 6 are replaced by methyl, hydroxy, methyl and (1Z,3Z,5S,6R)-6-hydroxy-3,5-dimethylocta-1,3-dien-1-yl groups, respectively. It is a polyketide isolated from the marine actinomycete Salinispora pacifica.


A member of the class of oxopurines that is 3-methyl-8-(morpholin-4-yl)-3,7-dihydropurine-2,6-dione bearing an additional 2-hydroxy-3-[(naphthalen-1-yl)oxy]propyl substituent at position 7.


A member of the class of piperazine-1-carbaldehydes that is piperazine substituted by a formyl group at position 1.


The methyl ester of 5-(hydroxymethyl)pyrrolidine-3-carboxylic acid.


A tetrahydropyridine compound, bearing an acetyl group in the 6-position.


name: 1-[(4-methoxy-3-phenylmethoxyphenyl)methyl]-4-piperidinecarboxylic acid ethyl ester


BUPROFEZIN

A 2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one in which the C=N double bond has Z configuration.


name: Thymidine-3',5'-cyclic monophosphate sodium salt


A pyridone that is pyridine-2,5-dione which is substituted at positions 3 and 6 by chloro groups. It is a metabolite of the agrochemical, chlorpyrifos.


pyraziflumid

An aromatic amide obtained by formal condensation of the carboxy group of pyrazine-2-carboxylic acid with the amino function of 3',4'-difluoro[1,1'-biphenyl]-2-amine.


daprodustat

A member of the class of  barbiturates that is barbituric acid substituted by cyclohexyl groups at positions 1 and 3, and by a (carboxymethyl)aminocarbonyl group at position 5. It is an inhibitor of hypoxia-inducible factor prolyl hydroxylase developed by GlaxoSmithKline for the treatment of anaemia in patients with chronic kidney disease.


furanomycin

A non-proteinogenic L-alpha-amino acid that is L-alanine in which the methyl group is replaced by a (2R,5S)-5-methyl-2,5-dihydrofuran-2-yl moiety.


FLUAZURON

An N-acylurea that is urea in which one of the hydrogens has been replaced by a 3,6-difluorobenzoyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl group. It is used to control ticks in cattle.


A member of the class of thiazepinedicarboxylic acids that is 2,5,6,7-tetrahydro-1,4-thiazepine substituted by carboxy groups at positions 3 and 5.


A methylpyridine that is pyridine substituted by a methyl group at position 3.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 1-(N,N-dimethylglycyl)piperidine-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. It is a CDKL5 and CDK16 kinase inhibitor.


indazapyroxamet

A member of the class of indazoles that is 2H-indazole substituted by pyridin-3-yl and N-(1-methylcyclopropyl)aminoacyl groups at positions 2 and 4, respectively. It is an insecticide developed by FMC Corp.


D-ribosylnicotinic acid

A pyridine nucleoside consisting of nicotinic acid with a beta-D-ribofuranosyl moiety at the 1-position.


secobarbital (1-)

The anion obtained by removal of a proton from one of the nitrogens of secobarbital.


An optically active form of 7-[(2,4-diamino-6-methylpyrimidin-5-yl)methyl]-7,8-dicarba-nido-undecaborane(11) that has (7S)-configuration.


name: 5,6-dichloro-3-pyridinecarboxylic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester


A tripeptide that is L-seryl-L-valyl-L-leucine in which the amino group at the N-terminal is substituted by a tert-butoxycarbonyl group and the carboxy group at the C-terminal is substituted by a {(2S,3E)-5-ethoxy-5-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]pent-3-en-2-yl}amino group. It is a 3C-like protease inhibitor of MERS-CoV and SARS-CoV.


avanafil

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid with the amino group of pyrimidin-2-ylmethylamine. Used for treatment of erectile dysfunction.


name: 4,5-dioxo-2-phenyl-1-(4-sulfamoylphenyl)-3-pyrrolidinecarboxylic acid ethyl ester


A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and benzyl groups, respectively. It is a potent inhibitor of mutant isocitrate dehydrogenase 1 (Ki values of 190 nM against R132H mutant and 120 nM against R132C mutant).


A 2-pyranone in which the hydrogens at positions 4 and 6 of 2H-pyran-2-one are replaced by hydroxy and undecyl groups respectively.


name: cyclohexanecarboxylic acid [2-oxo-2-[4-(1-piperidinyl)anilino]ethyl] ester


sulfapyridine hydroxylamine

A pyridine having a 4-hydroxyaminobenzenesulfonamido group at the 2-position.


A member of the class of quinolines that is quinoline substituted by (5-{4-[(morpholin-4-yl)methyl]-1H-imidazol-1-yl}pentyl)sulfanediyl and trifluoromethyl groups at positions 4 and 7, respectively. It is a Rac inhibitor that inhibits both Rac1 and Rac1b.


diazines

Any organic heterocyclic compound containing a benzene ring in which two of the C-H fragments have been replaced by isolobal nitrogens (the diazine parent structure).


dexmethylphenidate

A methyl phenyl(piperidin-2-yl)acetate in which both stereocentres have R configuration.  It is the active enantiomer in the racemic drug methylphenidate.


S-adenosyl-L-cysteine

An L-cysteine derivative in which the thiol hydrogen of L-cysteine is replaced by an adenosyl group.


BREVIPOLIDE B

A pyranone that is a carboxylic ester of cis-4-coumaric acid. It is isolated from the whole plant of Hyptis brevipes and has been found to exhibit cytotoxicity against HT-29 and MCF-7 cancer cells.


An N-acylglycine in which the acyl group is specified as  2-pyridylacetyl.


isodomoic acid A

An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,5-dien-2-yl group at position 4. It is isolated from the red alga, Chondria armata.


pyriminobac-methyl

A benzoate ester resulting from the formal condensation of the carboxy group of pyriminobac with methanol.


A member of the class of adenosines obtained by replacement of the 5'-hydroxy group of adenosine by a methylsulfinyl group.


A polyether that consists of a poly(ethylene glycol) chain with an indol-3-yl-butanamido group at one end and a multifunctionalised alkyl group, in turn containing nitrofuran and amido moieties, at the other.


bassiatin

A member of the class of morpholines that is morpholine-2,5-dione substituted by a benzyl, isopropyl and a methyl group at positions 3, 6 and 4 respectively. It is isolated from the culture broth of the fungus Beauveria bassiana and acts as a platelet aggregation inhibitor.


A hydroxypyridine that is pyridine substituted by hydroxy groups at positions 2 and 5 and chloro groups at positions 3 and 6. It is a metabolite of the agrochemical chlorpyrifos.


An N-tert-butyl substituted piperazine-2-carboxamide having (R)-configuration.


A 6-(3-hexenyl)tetrahydro-2H-pyran-2-one in which the double bond adopts a trans-configuration.


CAERULOMYCIN C

A pyridine alkaloid that is 2,2'-bipyridine substituted by methoxy groups at positions 3 and 4 and a (E)-(hydroxyimino)methyl group at position 6. Isolated from the marine-derived actinomycete Actinoalloteichus cyanogriseus, it exhibits antineoplastic activity.


A piperazine-2-carboxamide having (R)-configuration.


polyoxin

A group of peptide-pyrimidine nucleoside antibiotics produced by Streptomyces cacaoi var asoensis.


A 3'-deoxyribonucleoside having guanine as the nucleobase.


rosuvastatin

A dihydroxy monocarboxylic acid that is (6E)-7-{4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl} hept-6-enoic acid carrying two hydroxy substituents at positions 3 and 5 (the 3R,5S-diastereomer).


pomecin A

A polyunsaturated fatty acid that is tetradec-9-ene-11,13-diynoic acid in which the terminal acetylenic hydrogen is replaced by a 2-furyl group. Shows potent and broad-spectrum activity in vitro against Candida, Aspergillus, and Trichophyton spp.,


Major species at pH 7.3


An N-acylpyrrolidine that is the pyrrolidine amide of (2S,3S)-2-amino-3-{3-[4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}butanoic acid.


A member of the class of pyridines that is pyridine carrying a hexyl substituent at position 2.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzoic acid with the amino group of 5-(5-amino-2-methylphenoxy)-1,3-dihydro-2H-indol-2-one. It is a potent inhibitor of discoidin domain receptor tyrosine kinase 1 and 2 (DDR1/2) with IC50 = 105 nM and 413 nM, respectively.


(RC,RS)-sulfoxaflor

A [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide that has R configuration at both the sulfur atom and at the carbon attached to position 3 of the pyridine ring.


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


name: 3-(methanesulfonamido)benzoic acid [1-[4-(4-morpholinyl)anilino]-1-oxopropan-2-yl] ester


name: 4-[2-(2,6-dimethyl-1-piperidinyl)-2-oxoethyl]-1-methyl-5-pyrrolo[3,2-b]pyrrolecarboxylic acid ethyl ester


prolinols

The class of all compounds which contain a prolinol skeleton.


(S)-nuarimol

A (2-chlorophenyl)(4-fluorophenyl)pyrimidin-5-ylmethanol that has S configuration.


name: 2-[1-[[[(4-methoxyphenyl)-oxomethyl]amino]-sulfanylidenemethyl]-3-oxo-2-piperazinyl]acetic acid propan-2-yl ester


A tetrahydropyridine that is 1,2,3,4-tetrahydropyridine substituted by methyl, oxo, acetyl and methyl groups at position 2, 4, 5, and 6, respectively.


2-vinylaziridine and its substitution derivatives.


RS 39604

An aromatic ether that is the 3,5-dimethoxybenzyl derivative of N-(2-{4-[3-(4-amino-5-chloro-2-hydroxyphenyl)-3-oxopropyl]piperidin-1-yl}ethyl)methanesulfonamide. A potent and selective 5-HT4 antagonist, with a pKi of 9.1 at 5-HT4 receptors in guinea pig striatal membranes and greater than 1000-fold selectivity over 5-HT1A, 2C, 3 and D1, D2, M1, M2, AT1, B1 and alpha1C receptors. The ketone group gives RS 39604 a relatively long half life; it is also orally active and so suitable for in vivo studies.


hydramethylnon

A member of the class of hydrazones that is used as an insecticide for control of ants and cockroaches.


A 4-ethoxy-3-carboxybenzenesulfonamide in which the sulfonamide nitrogen is a member of a piperazine ring.


A  monocarboxylic acid amide that is the propyl amide of adenosine 5'-carboxylic acid.


Guanosine substituted at the purine 8-position by an acetyl(9H-fluoren-2-yl)amino group.


thiadiazolidine

A organic heteromonocyclic compound that consists of a cylcopentane ring in which two carbon atoms are replaced by a sulfur and nitrogen atom respectively.


A 40-membered macrocyclic cyclodepsipeptide that consists of a 3-hydroxypalmitoyl moiety linked to a peptide sequence of 12 amino acids and cyclised head-to-tail. It is isolated from an unidentified Fungus and exhibits antifungal activity.


A hydroxypyrimidine that is pyrimidine substituted by an isopropyl group at position 2, a methyl group at position 6 and a hydroxy group at position 4.


N-(4-oxobutylpyrrolinium) ion

Major species at pH 7.3


(S)-fluazifop

The (S)-enantiomer of 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid. It is the inactive enantiomer of the racemic herbicide fluazifop.


A pyrimidone that is thymine in which the hydrogen at position 6 is substituted by a 1,3-dihydroxyisobutyl group.


pyridoxatin

A member of the class of dihydroxypyridines that is 1,4-dihydroxypyridin-2-one carrying an additional 6-ethenyl-2,4-dimethylcyclohexyl substituent at position 3. Pyridoxatin is a MMP-2 (Gelatinase A) inhibitor with antibiotic and anticancer properties. Also indicated to be a lipid peroxidation and DNA synthesis inhibitor as well as a free radical scavenger.


2-(chloromethyl)pyridine hydrochloride

A hydrochloride obtained by combining 2-(chloromethyl)pyridine with one molar equivalent of hydrochloric acid.


3-pyridine-acetic acid

A monocarboxylic acid that is acetic acid substituted by a (pyridin-3-yl) group. It is a metabolite of nicotine and other tobacco alkaloids.


name: 2-[2-[[[1-(1H-imidazol-5-ylsulfonyl)-3-piperidinyl]-oxomethyl]amino]-4-thiazolyl]acetic acid ethyl ester


BIPERIDEN HYDROCHLORIDE

The hydrochloride salt of biperiden. A muscarinic antagonist affecting both the central and peripheral nervous systems, it is used in the treatment of all forms of Parkinson's disease.


FUBERIDAZOLE

A ring assembly consisting of benzimidazole substituted at position 2 by a 2-furyl group.  A fungicide used as a seed treatment to control Fusarium spp. in cereals.


A pyrimidine 2'-deoxyribonucleoside having dihydrothymine as the nucleobase.


A dialdehyde in which the two carbaldehyde functions are at positions 3 and 5 of 4-methyl-1,4-dihydropyridine. Although the compound is an entity in its own right, the nitrogen of the dihydropyridine ring may also arise from the epsilon-amino group of a lysine residue within a protein [MDHDC-protein adduct; malonaldedehyde (synonym malondialdehyde) acetaldehyde (MAA)-protein adduct].


3-(pyrimidin-2-yl)propanoic acid

A member of the class of pyrimidines that is pyrimidine substituted by a 2-carboxyethyl group at position 2.


A trans-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine in which both of the stereocentres in the morpholine ring have R configuration.


A member of the class of aminoxyls that is TEMPO carrying an oxo group at position 4.


A cyclic acetal that is pentane in which the carbon atoms at positions 1 and 3 are replaced by oxygen atoms respectively.


A 1-ethyl-3-(2-methylbutyl)piperidine that has (2'S,3R)-configuration.


methylguanosine

Any guanosine carrying one or more methyl substituents.


A member of the class of thiadiazoles that is 1,2,3-thiadiazole substituted at positions 4 and 5 by 2,4-dihydroxy-4-chlorophenyl and 4-methoxyphenyl groups respectively.


A purine 2'-deoxyribonucleoside that is inosine in which the hydroxy group at position 2' is replaced by a hydrogen.


A pyridone that is pyridine-2,5-dione which is substituted at positions 3 and 6 by hydroxy groups. A metabolite of the agrochemical, chlorpyrifos.


coelenterazine dioxetanone

A member of the class of oxidized luciferins that is obtained via formal oxidative cleavage of Oplophorus luciferin.


A lactone which is 9-methyl-1,5-dioxonane-2,6-dione substituted by a benzyl group at position 8, a [(3-hydroxy-4-methoxypyridine-2-yl)carbonyl]amino group at position 3 and an isobutyryloxy group at position 7. It is isolated from the mycelia cake of Streptomyces sp. 517-02 and exhibits potent antifungal activity.


iclaprim

An aminopyrimidine that is 5-methylpyrimidine-2,4-diamine in which one of the hydrogens of the methyl group has been replaced by a 2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl group.


(R)-timolol

The (R)-(+) (less active) enantiomer of timolol.


6-Phenyl-4-methyl-1-hydroxypyridin-2(1H)-one


name: (6R)-6-(4-bromophenyl)-3-(2-furanylmethyl)-4-methyl-2-oxo-1,6-dihydropyrimidine-5-carboxylic acid methyl ester


NIGERAPYRONE C

A member of the class of  2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 4 and a 3-methyl-5-oxohexa-1,3-dien-1-yl group at position 6. It has been isolated from an endophytic fungus Aspergillus niger.


name: 5-(2,4-dichlorophenyl)-4,6-dioxo-3a,6a-dihydro-2H-pyrrolo[3,4-d]isoxazole-3,3-dicarboxylic acid dimethyl ester


isoxadifen

An isoxazoline that is 4,5-dihydro-1,2-oxazole-3-carboxylic acid in which both of the hydrogens at position 5 have been replaced by phenyl groups. It is used (particularly as its ethyl ester, known as isoxadifen-ethyl, as a herbicide safener, especially in conjunction with the herbicides fenoxaprop-P-ethyl and iodosulfuron-methyl-sodium.


cspyrone B1

An oxo monocarboxylic acid that is propionic acid carrying a 3-acetyl-4-hydroxy-2-oxo-2H-pyran-6-yl group at position 3; it is produced by the fungus Aspergillus oryzae


trioxolane

An oxocycle that is a five-membered, saturated heterocycle which contains two carbon atoms and three oxygen atoms and includes any derivative of this compound.


(R)-cycrimine

The (R)-enantiomer of cycrimine.


Piperidine carrying a 2-amino-9H-purin-6-yl group on nitrogen and a 4-[(1S)-1-hydroxyethyl]-1H-1,2,3-triazol-1-yl substituent on N-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


tunicamycin D1

A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a heptadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.


An azetidinecarboxylic acid that consists of 4-oxoazetidine-2-carboxylic acid bearing tert-butylcarbamoyl)piperazin-1-ylcarbonyl and 3-guanidinopropyl groups at positions 1 and 3 respectively.


name: N-[4-(4-morpholinyl)phenyl]carbamic acid butyl ester


4-hydroxy-1-pyrroline-2-carboxylic acid

A 1-pyrrolinecarboxylic acid having a hydroxy substituent at the 4-position.


suvorexant

An aromatic amide obtained by formal condensation of the carboxy group of 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid with the secondary amino group of 5-chloro-2-[(5R)-5-methyl-1,4-diazepan-1-yl]-1,3-benzoxazole. An orexin receptor antagonist used for the management of insomnia.


sulfisomidine

A sulfonamide consisting of pyrimidine having methyl substituents at the 2- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position.


A 2-pyranone in which the hydrogens at positions 4, 5 and 6 of 2H-pyran-2-one are replaced by hydroxy, methyl and pentadecyl groups respectively.


NEREISTOXIN

Toxin isolated from marine segmented worm, Lumbriconereis heterodopa. It is also the active insecticide of the proinsecticide thiocyclam.


purines 2'-deoxy-D-ribonucleoside

A purine derivative attached to a beta-D-2'-deoxy-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.


Morpholine substituted at nitrogen by a 2-nitrobutyl group.


A member of the class of furans that is furan substituted by an (ethylsulfanyl)methyl group at position 2.


(-)-larreatricin

A  lignan that consists of a 3,4-dimethyloxolane ring substituted by 4-hydroxyphenyl groups at positions 2 and 5 respectively (the 2S,3R,4S,5S-stereoisomer). Isolated from the roots of Krameria lappacea, it exhibits anti-inflammatory activity.


An aminouracil that is D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 6-amino-5-(2-oxopropylideneamino)uracil. Unstable mucosal-associated invariant T (MAIT)-activating antigen, formed by non-enzymatic reaction between 5-amino-6-D-ribitylaminouracil and methylglyoxal.


A monocarboxylic acid amide that is trans-[(1R)-1-aminoethyl]cyclohexanecarboxamide in which one of the nitrogens of the aminocarbony group is substituted by a pyridine nucleus. It has been shown to exhibit inhibitory activity against Rho-associated protein kinase (ROCK) enzyme.


A member of the class of  isocoumarins that is asperentin-8-O-methylether substituted by a hydroxy group at position 5'. It has been isolated from  Chaetomium globosum and Aspergillus flavus.


trimethylpyrazine

A member of the class of pyrazines that is pyrazine in which three hydrogens at positions 2, 3 and 5 have been replaced by methyl groups.


GR 113808

An indolyl carboxylate ester obtained by formal condensation between the carboxy group of 1-methylindole-3-carboxylic acid with the hydroxy group of N-{2-[4-(hydroxymethyl)piperidin-1-yl]ethyl}methanesulfonamide.


name: 5-cyano-6-[4-(4-methoxyphenyl)-1-piperazinyl]-2-oxo-1H-pyridine-3-carboxylic acid ethyl ester


HEPT

A pyrimidone that is thymine which is substituted at positions 1 and 6 by a (2-hydroxyethoxy)methyl group and a phenylsulfanyl group, respectively.


A member of the class of pyrrolines that is N-methyl-2-pyrroline carrying a 6-hydroxypyridin-3-yl substituent at position 2.


CHRYSOGEDONE B

A pyridone that is pyridin-2(1H)-one substituted by a hydroxymethyl group at position 6 and a 1-hydroxybutyl group at position 5. It has been isolated from Penicillium chrysogenum.


A member of the class of benzamides obtained by formal condensation of the carboxy group of 4-phenoxybenzoic acid with the amino group of (pyridin-2-yl)methylamine.


A hydroxypiperidine that is duvoglustat in which the amino hydrogen is replaced by a methyl group. It is an inhibitor of alpha-glucosidase, an agonist of the glucose sensor SGLT3 and exhibits anti-HIV activity.


bromopyranone

A pyranone substituted with one or more bromine atoms.


An aminouracil that is D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 5,6-diaminouracil. Early intermediate in bacterial riboflavin synthesis.


barbiturates

Members of the class of pyrimidones consisting of pyrimidine-2,4,6(1H,3H,5H)-trione (barbituric acid) and its derivatives. Largest group of the synthetic sedative/hypnotics, sharing a characteristic six-membered ring structure.


isoflavipucine

A natural product found in Aspergillus flavipes with weak cytotoxicity against human leukemia HL-60 cells.


thiadiazole antifungal agent

A compound that has significant antifungal properties whose structure contains a thiadiazole moiety.


A member of the class of diazepanones that is 1,3-diazepane which is substituted by a 3-(1,3-thiazol-2-ylcarbamoyl)benzyl group at positions 1 and 3, oxo group at position 2, hydroxy groups at positions 5S and 6S, and benzyl groups at positions 4R and 7R. It is a potent HIV-1 protease inhibitor.


ethylpyrazine

A member of the class of pyrazines that is pyrazine in which one of the hydrogens is replaced by an ethyl group. Found particularly in cereals and cereal products, it is present in baked or fried potato, bread, roasted peanuts, and cooked shrimp, as well as cocoa, coffee, and tea. It has a musty, nutty, buttery, peanut odor and a chocolate-peanut taste.


name: 2-[(2S,3S,6S)-2-(hydroxymethyl)-3-(1-oxopropylamino)-3,6-dihydro-2H-pyran-6-yl]acetic acid methyl ester


Imidazole tautomer which has the migrating hydrogen at position 4.


A 1,3-benzoxazole substituted by 5-cyclopropyl-3-(ethylsulfonyl)pyridin-2-yl and (trifluoromethyl)sulfinyl groups at positions 2 and 5, respectively.


coelenterazine h dioxetanone

A member of the class of oxidized luciferins that is obtained via formal oxidative cleavage of Renilla luciferin.


A member of the class of coumarins that is 5,7-dimethoxy-2H-chromen-2-one substituted by a pentyl group and a 1-[4-(dimethylamino)phenyl]-3-(pyrrolidin-1-yl)propyl group at positions 4 and 8, respectively.


pyridoxamine dihydrochloride

A hydrochloride obtained by combining pyridoxamine with two molar equivalents of hydrochloric acid. Used for treatment of diabetic nephropathy.


FLUAZIFOP-P

A 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid that has R configuration. It is the active enantiomer of the herbicide fluazifop and is the major metabolite of fluazifop-P-butyl.


pederin

A polyketide and carboxamide produced by a (Pseudomonas) bacterial endosymbiont of certain rove beetles (genus Paederus). Pederin is the agent responsible for the vesicant effects (linear or Paederus dermatitis) when the beetle is crushed against the skin. It is a powerful inhibitor of protein biosynthesis and mitosis and a potent antitumour agent.


A cyanopyridine carrying the cyano group at position 2.


(S)-fluoxytioconazole (thione)

The (S)-enantiomer of fluoxytioconazole (thione).


A diisocyanate in which an isocyanatoheyl group is linked to each of the nitrogens in 1,3-diazetidine-2,4-dione.


pyridinedicarboxylic acid

Any member of the class of  pyridines carrying two carboxy groups.


A pyrimidine 2'-deoxyribonucleoside composed of 2'-deoxyuridine having a 5-hydroxymethyl substituent.


vaniprevir

An azamacrocyclic compound that is a hepatitis C virus (HCV) NS3/4A protease inhibitor which is approved for the treatment of hepatitis C virus infections in Japan.


hydroxypyrazine

Any piperazine carrying one or more hydroxy substituents.


(R)-eliprodil

The R-enantiomer of eliprodil.


An alpha-diketone that is the 3,4-diketo derivative of 2-methyl-5-methylenefuran.


An aminopyrimidine that is 2-amino-4-hydroxypyrimidine in which the hydrogen at position 5 is substituted by an ethoxycarbonyl group.


A member of the class of pyrimidones that is 5,6-diamino-5-[(4-hydroxyphenyl)methyl]pyrimidine-2,4-dione in which the imino hydrogen at position 6 is replaced by a D-ribityl group.


tedizolid

A member of the class of pyridines that is pyridine which is substituted by a 2-methyl-2H-tetrazol-5-yl group at position 2 and by a 2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl group at position 5. It is used as its phosphate pro-drug used for the treatment of acute bacterial skin and skin structure infections caused by certain susceptible bacteria, including Staphylococcus aureus (including methicillin-resistant strains (MRSA) and methicillin-susceptible strains), various Streptococcus species, and Enterococcus faecalis.


A 2-[5-(but-3-yn-2-yloxy)-4-chloro-2-fluorophenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione that has S configuration.


A pyrimidone that is uracil with a methyl group at position 6.


An N-glycosyl compound that is a metabolite produced by the bacterium Mycoplasma genitalium.


diazirines

Monocyclic compounds containing a diazirine ring.


name: 2-[[2-furanyl(oxo)methyl]amino]benzoic acid [2-(cyclohexylmethylamino)-2-oxoethyl] ester


THIOBARBITURIC

A barbiturate, the structure of which is that of barbituric acid in which the oxygen at C-2 is replaced by sulfur.


A sulfonamide that is benzenesulfonamide substituted by an acetylamino group at position 4 and a 4,6-dimethoxy-pyrimidin-2-yl group at the nitrogen atom. It is a metabolite of the sulfonamide antibiotic sulfadimethoxine.


An aminopyrimidine, the structure of which is that of trimethoprim (pyrimidine 2,4-diamine and 1,2,3-trimethoxybenzene moieties linked by a methylene bridge) carrying a 6-chloro substituent.


name: 3-(6-methyl-4-oxo-2-sulfanylidene-1H-pyrimidin-5-yl)propanoic acid methyl ester


The anion resulting from the removal of a proton from the N(3) position of methohexital.


compound 6a [PMID: 18942826]

A pyridinedicarboxylic acid carrying carboxy groups at positions 2 and 4.


A 7-deazaguanine ribonucleoside that is queuosine having a beta-D-galactosyl residue attached at position 5''.


furaltadone

An oxazolidinone that is 1,3-oxazolidin-2-one substituted at position 1 by a (5-nitro-2-furyl)methylene]amino group and at position 5 by a morpholin-4-ylmethyl group. An antibacterial formerly used oraly but withdrawn due to toxicity, it is used topically (as the hydrochloride salt) for treatment of ear disorders.


A hydroxypyrimidine that is pyrimidine-2,4-diol carrying a carboxy group at position 5.


A dioxolane that is 1,3-dioxolane substituted by an isopropyl group at position 2.


cefozopran

A fourth-generation cephalosporin antibiotic having imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups located at positions 3 and 7 respectively.


name: 6-[(methoxythio)carbonyl]pyridine-2-monothiocarboxylic acid S-methyl ester


chaetoglocin B

A member of the class of  2-pyranones that is 2H-pyran-2-one substituted by a (2Z)-1-hydroxybut-2-en-2-yl group at position 6, a hydroxymethyl group at position 5 and a methoxy group at position 4. It has been isolated from the solid-fermentation culture of Chaetomium globosum and has been shown to exhibit antibacterial activity.


prolinol

An amino alcohol formed by reduction of the amino acid proline.


goitrin

A member of the class of oxazolidines that is 1,3-oxazolidine substituted by sulfanylidene and ethenyl groups at positions 2 and 5, respectively.


pyrrolysine

An N-acyl-amino acid that is lysine in which one of the amino nitrogens at position N6 is replaced by a 3-methyl-3,4-dihydro-2H-pyrrole-2-carbonyl group.


A 7-deazaguanosine ribonucleoside that has 7-carbamoyl-7-deazaguanine as the nucleobase. It is present in archaeal tRNA and has also been found in bacterial DNA.


The methyl ester of 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid.


A  lignan that is 3,4-dimethyloxolane substituted by a 2-methoxyphenol group at position 5 and a 2,6-dimethoxyphenol group at 2. It has been isolated from the bark of Machilus robusta.


(R)-amlodipine

The (4R)-enantiomer of amlodipine.


Major species at pH 7.3.


name: 1-[2-[3-(N-ethylanilino)propylamino]-3,4-dioxo-1-cyclobutenyl]-4-piperidinecarboxylic acid ethyl ester


aminodeoxyfutalosine

An andenosine derivative that is futalosine in which the hypoxanthine moiety is replaced by adenine.


name: 5-[(4-hydroxyphenyl)methylidene]-2-methyl-1-(4-methylphenyl)-4-oxo-3-pyrrolecarboxylic acid methyl ester


A C-nitro compound that is the 4-({5-[(2-aminoethyl)amino]-2,4-dinitrophenyl}amino) derivative of TEMPO (PDB entry: 1BAF).


A 9-ribosylzeatin having cis-zeatin as the nucleobase.


p-fluoro nygerone B

A member of the class of 4-pyridones that is  nygerone B in which the N-phenyl substituent has been fluorinated at the para position. It has been isolated from Aspergillus niger ATCC 1015.


name: 2-[[[5-(3-chlorophenyl)-2-furanyl]-oxomethyl]amino]benzoic acid methyl ester


The simplest member of the class of pyrrolidin-2-ones, consisting of pyrrolidine in which the hydrogens at position 2 are replaced by an oxo group. The lactam arising by the formal intramolecular condensation of the amino and carboxy groups of gamma-aminobutyric acid (GABA).


(R)-tosufloxacin

A 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid that is the (R)-enantiomer of tosufloxacin.


A  pyrimidone that is pyrimidin-4(1H)-one substituted by a methyl group at position 6 and an isopropyl group at position 2. It is a metabolite of diazinon.


monochloropyridine

A chloropyridine in which only one chlorine is attached to the pyridine ring.


A member of the class of furans that is furan substituted by a 2-ethoxy-1-methoxyethyl group at position 2.


An optically active form of 7-[(2,4-diamino-6-methylpyrimidin-5-yl)methyl]-7,8-dicarba-nido-undecaborane(11) that has (7R)-configuration.


(S)-piperazine-2-carboxylic acid

A piperazine-2-carboxylic acid having (S)-configuration.


(beta-D-glucosyl)-O-mycofactocinone

Published in DOI:10.1039/d0sc01172j


astechrome

An iron(III) hydroxamate based pigment isolated from Aspergillus terreus and later found in Aspergillus fumigatus.


(S)-furalaxyl

A methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate that has S configuration.


furamide fungicide

An amide fungicide whose structure contains a furyl amide moiety.


PHENOBARBITAL SODIUM

A barbiturate that is the sodium salt of phenobarbital (barbituric acid substituted at C-5 by ethyl and phenyl groups).


An azaspiro compound resulting from the formal fusion of position 3 of 6-chloro-oxindole with position 3 of (2R,3SS5S)-3-(3-chloro-2-fluorophenyl)-5-(2,2-dimethylpropyl)-N-[2-(morpholin-4-yl)ethyl]pyrrolidine-2-carboxamide. It is a potent inhibitor of the MDM2-p53 interaction.


A member of the class of imidazoles that is 1H-imidazole substituted by (4-cyanophenyl)methyl and [4-(3-chlorophenyl)-3-oxopiperazin-1-yl]methyl groups at positions 1 and 5, respectively. It is a dual inhibitor of FPTase and GGPTase-I.


A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by a sec-butyl group.


(Z)-pyribencarb

A (2-chloro-5-{N-[(6-methylpyridin-2-yl)methoxy]ethanimidoyl}benzyl)carbamate that has Z-configuation at the C=N bond of the oxime ether group.


A biaryl resulting from the formal oxidative coupling of the 6 position of 3-(piperidin-4-yl)-1,2-benzoxazole with the 3 position of p-toluic acid and subsequent condensation of the carboxy group with the primary amino group of 3-(morpholin-4-yl)aniline to give the corresponding carboxamide. An inhibitor of p38-alpha MAP kinase.


(R)-imazapyr

A 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid that has R configuration.


(S)-1-piperideine-6-carboxylic acid

The (S)-enantiomer of 1-piperideine-6-carboxylic acid.


Compounds with a 1,2,3-triazoline skeleton.


An alpha-L-fucoside comprising D-glucitol having an alpha-L-fucosyl group attached at the 3-position as well as a beta-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl group attached at the 4-position.


A  lignan that is 1,2,3,4-tetrahydronaphthalene substituted by methyl groups at positions 6 and 7, a hydroxy group at position 2, a methoxy group at position 3 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 8. It has been isolated from the bark of Machilus robusta.


psoriasis 8, susceptibility to

category: biolink:Disease biolink:DiseaseOrPhenotypicFeature biolink:BiologicalEntity biolink:ThingWithTaxon biolink:NamedThing


ethyl cis-vaccenate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of cis-vaccenic acid with the hydroxy group of ethanol.


long-chain fatty acid ethyl ester

A fatty acid ethyl ester resulting from the formal condensation of the carboxy group of a long-chain fatty acid with the hydroxy group of ethanol.


ethyl 3-hydroxytridecanoate

A long-chain fatty acid ethyl ester of 3-hydroxytridecanoic acid.


ethyl stearidonate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of stearidonic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (4Z,7Z,10Z,13Z,16Z)-henicosapentaenoic acid with the hydroxy group of ethanol.


ethyl dodec-2-enoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of dodec-2-enoic acid with the hydroxy group of ethanol.


ETHYL TETRADECANOATE

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of myristic acid with the hydroxy group of ethanol.


ethyl (9Z)-icosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (9Z)-icosenoic acid with the hydroxy group of ethanol.


ethyl hexadecanoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of palmitic acid with the hydroxy group of ethanol.


ethyl arachidonate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of arachidonic acid with the hydroxy group of ethanol.


ETHYL OLEATE

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of  oleic acid  with the hydroxy group of ethanol.


ethyl (11Z)-icosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (11Z)-icosenoic acid with the hydroxy group of ethanol.


ETHYL LINOLEATE

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linoleic acid with the hydroxy group of ethanol.


ethyl (8Z,11Z,14Z,17Z)-icosatetraenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (8Z,11Z,14Z,17Z)-icosatetraenoic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (6Z,9Z,12Z,15Z)-hexadecatetraenoic acid with the hydroxy group of ethanol.


ethyl (13Z)-docosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (13Z)-docosenoic acid with the hydroxy group of ethanol.


ethyl (11Z)-docosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (11Z)-docosenoic acid with the hydroxy group of ethanol.


ethyl palmitoleate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of  palmitoleic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid with the hydroxy group of ethanol.


A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid with the hydroxy group of ethanol.


ethyl linolenate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linolenic acid with the hydroxy group of ethanol.


ethyl (13Z)-icosenoate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (13Z)-icosenoic acid with the hydroxy group of ethanol.


ethyl arachidate

A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of arachidic (icosanoic) acid with the hydroxy group of ethanol.


cyclosiloxane

Compounds having rings of alternating silicon and oxygen atoms.


An amino disaccharide consisting of 2-acetamido-2-deoxy-alpha-D-glucopyranose and 2-acetamido-2-deoxy-D-glucopyranose residues joined in sequence by a (1->3) glycosidic bond.


An amino trisaccharide that is beta-D-mannopyranose in which the hydroxy groups at positions 2 and 4 have each been converted into the corresponding 2-acetamido-2-deoxy-beta-D-glucopyranosyl derivative.


susceptibility to HIV infection

description: The type species of lentivirus and the etiologic agent of acquired immunodeficiency syndrome (AIDS). It is characterized by its cytopathic effect and affinity for the T4-lymphocyte.


A 2-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as (15Z)-2-hydroxytetracosenoyl.


An acylsphingosine in which the acyl moiety contains 24 carbons and 1 double bond with a hydroxy group at position 2.


Intermediate in the biosynthesis of pyrroindomycin antibiotics. Major species at pH 7.3.


Catechol substituted at position 3 with a heptadecyl group.


name: Kaempferol 4'-methyl ether 3-neohesperidoside


A monomethylxanthine having the methyl group located at the 3-position. It is a metabolite of caffeine.


P

A 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione that has (S)-configuration. It is the inactive optical enantiomer of (R)-lisofylline, an anti-inflammatory agent.


monomethylxanthine

A methylxanthine carrying a single methyl substituent at any position.


A 3-methylxanthine tautomer where the imidazole proton is located at the 9-position.


A monomethylxanthine having the methyl group located at the 1-position. It is a metabolite of caffeine in humans.


A dimethylxanthine that is 3,7-dihydro-1H-purine-2,6-dione which is substituted at positions 1,3 and 7 by a 5-hydroxyhexyl group, methyl group and methyl group, respectively.


lisofylline

A 1-(5-hydroxyhexyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione that has (R)-configuration. A synthetic small molecule which was under development for the treatment of type 1 diabetes mellitus.


A 3-methylxanthine tautomer where the imidazole proton is located at the 7-position.


D-homoserine zwitterion

A D-alpha-amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of D-homoserine; major species at pH 7.3.


A member of the class of benzosemiquinones which results from the removal of one hydrogen atom with its electron from hydroquinone (or from the addition of one hydrogen atom with its electron to p-benzoquinone).


A semiquinone derived from a 1,4-benzoquinone by formal addition of one hydrogen atom with its electron, or from the removal of one hydrogen atom with its electron from a hydroquinone.


An organic bromide salt having 9-benzyl-2-butyl-1-(2-chlorophenyl)-9H-beta-carbolin-2-ium as the counterion


FRUTICOSIDE G

A steroid saponin that is 4-methylstigmasta-7,24(28)-diene-21-thioic S-acid attached to an alpha-L-quinovopyranosyloxy group at position 3 (the 3beta,4alpha,5alpha,24Z stereoisomer). It has been isolated from the roots of Breynia fruticosa.


name: 1-naphthalenecarboxylic acid [[phenyl(2-pyridinyl)methylidene]amino] ester


N-acyl-D-aspartic acid

A D-aspartic acid derivative that is D-aspartic acid in which one of the hydrogens attached to the nitrogen is replaced by an acyl group.


6-hydroxyferulic acid-4-O-hexoside

R=hexoside


hydroxy(phenyl)2-thienylacetic acid

A 2-hydroxy monocarboxylic acid that is phenylacetic acid bearing hydroxy and 2-thenyl substituents at position 2.


A linear tetrasaccharide comprising three successive D-galactosyl residues and a D-glucosyl residue at the reducing end joined by sequential alpha-(1->3)-, alpha-(1->4)- and beta-(1->4)-linkages.


A glycosylglycerol that is 1-O-(D-glucosyl)glycerol in which the secondary hydroxy group of the glycerol moiety has been converted into the corresponding D-galactopyranoside.


(2E)-2-aminobut-2-enoic acid zwitterion

Major species at pH 7.3


desferriexochelin 772MS

A carboxylic ester-lactam secreted by Mycobacterium tuberculosis which is both lipid- and water-soluble and acts as a siderophore.


An amino trisacharide that is 2-acetamido-2-deoxy-beta-D-glucopyranose in which the hydroxy groups at positions 3 and 2 have been converted into the corresponding 2-O-methyl-beta-D-galactopyranosyl and alpha-L-fucopyranosyl derivatives, respectively.


name: 4-methoxybenzoic acid 2-(4-hydroxyphenyl)ethyl ester


The monohydrochloride salt of dextrobupivacaine.


A branched amino tetrasaccharide consisting of beta-D-glucose at the reducing end having an N-acetyl-alpha-D-galactosaminyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactosyl moiety attached at the 4-position.


A branched amino tetrasaccharide consisting of D-glucose at the reducing end having an N-acetyl-alpha-D-galactosaminyl-(1->3)-[alpha-L-fucosyl-(1->2)]-beta-D-galactosyl moiety attached at the 4-position.


DIHYDROCONIFERIN

A primary alcohol that is dihydroconiferyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.


A trisaccharide consisting of two alpha-D-galactose residues and a beta-D-glucose at the reducing end in a linear sequence and joined by (1->4) linkages.


precursor Z

A linear-fused organic heterotetracyclic compound consisting of a [1,3,2]dioxaphosphinane fused to a pyran-4-one ring which is in turn fused to a pteridine ring system.


ABACOPTERIN C

An organic heterotetracyclic compound resulting from cyclocondensation of the 4- and 5-hydroxy groups of (2S,4S)-2-(4-methoxyphenyl)-6,8-dimethylchromane-4,5,7-triol across the 1- and 2-positions of 1,2-didehydro-D-glucose. A natural product found in Abacopteris penangiana.


agatharesinol

A major heartwood norlignan characterised by a core trans-3-p-hydroxyphenyl-1-phenylpropene structural unit.


ergostane ester

Any steroid ester based on a ergostane skeleton.


ergosteryl ester

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


ergosteryl palmitate

A ergosteryl ester obtained by formal condensation of the 3-hydroxy group of ergosterol with the carboxy group of hexadecanoic (palmitic) acid. A natural product found in Chaetomium globosum and Chaetomium longirostre.


D-ASPARTATE

The D-enantiomer of aspartic acid.


N-alkylglycine

Any glycine derivative in which glycine is substituted at position 2 by an alkyl group.


sarcosine

A N-alkylglycine that is the N-methyl derivative of glycine. It is an intermediate in the metabolic pathway of glycine.


N-methylglycines

An N-alkylglycine that is sarcosine and derivatives of sarcosine arising by replacement of the hydrogen attached to the nitrogen by a hydrocarbyl group.


A hexadienal that is hexa-2,5-dienal substituted by a an isopropyl group at position 5 and a methy group at position 2 (the 2Z-stereoisomer).


organic oxo compound

Organic compounds containing an oxygen atom, =O, doubly bonded to carbon or another element.


Pentane substituted at the 2- and 3-positions by oxo groups, at the 4- and 5-positions by hydroxy groups and with S stereoconfiguration at C-4.


name: 4-[[(1-methylsulfonyl-4-piperidinyl)-oxomethyl]amino]benzoic acid methyl ester


N-carbamoylaspartic acid

An N-carbamoylamino acid that is aspartic acid with one of its amino hydrogens replaced by a carbamoyl group.


name: N,N-dimethylcarbamic acid [4-[2-(4-fluorophenyl)sulfonyl-1-oxoethyl]-2,6-dimethylphenyl] ester


beta-amino acid

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


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

A hexadienedioic acid compound having a 2-hydroxy substituent and with configuration (2Z,4E).


OBOCHALCOLACTONE

A member of the class of chalcones isolated from the trunk barks of Cryptocarya obovata and has been shown to exhibit cytotoxicity against the KB cell line.


mono(7-carboxyheptyl) phthalate

A phthalic acid monoester resulting from the formal condensation of one of the carboxy groups of phthalic acid with the alcoholic hydroxy group of 8-hydroxyoctanoic acid.


A methyl ketone that is acetone substituted by an  isopropoxy group at position 1.


name: 2-[[(5-ethyl-2-thiophenyl)-oxomethyl]amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester


(R)-acenocoumarol

The (R)-enantiomer of acenocoumarol.


carboxynorspermidine

The non-proteinogenic L-alpha-amino acid that is norspermidine (1,5,9-triazanonane) carboxylated with S-configuration at the 2-position.


PESCAPREIN XXVI

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.


pyrrole-3,4-dicarboxylic acid

A pyrroledicarboxylic acid in which the two carboxy groups are located at positions 3 and 4.


A member of the class of isocoumarins that is 1H-isochromen-1-one substituted by a 2-oxopropyl group at position 3 and by hydroxy groups at positions 6 and 8.


mandelic acid

A 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups.


(13Z,16Z,19Z)-docosatrienoic acid

A long-chain omega-3 fatty acid that is docosanoic acid having three double bonds located at positions 13, 16 and 19 (the (13Z,16Z,19Z-geoisomer).


A dicarboximide of bicyclo[2.2.2]octene, in which the nitrogen is substituted by a 4-acetamidophenyl group and one bridgehead is substituted by a 1-(carboxymethoxy)carboxamido group.


A hydroperoxyoctadecatrienoic acid that is (9Z,11E,15Z)-octadecatrienoic acid which is substituted at position 13 by a hydroperoxy group.


name: Succinic acid, 2,2,3,3,4,4,5,5-octafluoropentyl 2-methylpent-3-yl ester


A carbohydrate acid which is the 2-(6-phosphono-alpha-D-mannoside) of D-glyceric acid.


A carbamate ester that is valinamide in which one of the hydrogens attached to the amide nitrogen is replaced by a 1-(p-tolyl)ethyl group and the alpha-amino group has been converted to the corresponding isopropyl carbamate.


(R)-malic acid

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


purine-6-carboxylic acid

A purinemonocarboxylic acid that consists of purine having the carboxy group located at position 6.


L-lactic acid

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


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

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


DIDEMETHYLCURCUMIN

A beta-diketone that is curcumin in which the two methoxy groups have been replaced by hydroxy groups. It is a metabolite of curcumin.


(-)-trans-permethrin

trans-Permethrin with configuration 1S,3R.


propanals

An aldehyde based on a propanal skeleton and its derivatives.


A branched chain fatty acid with methyl branching at C-2, -4 and -6, and with a double bond at C-2.


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-{3-[(4-aminobutyl)amino]propyl}-L-tyrosinamide. It is a natural product, isolated from Gliocladium sp. F-2665. TMC-52A 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 320 nM, 13 nM, and 44 nM, respectively. The epoxide group has trans configuration but its exact stereochemistry is uncertain: it is either (2R,3R) or (2S,3S).


CHAETOGLOBOSIN Q

A cytochalasan alkaloid found in Chaetomium globosum.


A member of the class of benzoic acids that is benzoic acid in which the hydrogen at position 2 has been replaced by a 5-amino-4-cyano-1H-imidazol-1-yl group.


name: 3-oxo-2,4-dihydroquinoxaline-1-carboxylic acid (phenylmethyl) ester


ethyl (2E,4Z)-deca-2,4-dienoate

A fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (2E,4E)-deca-2,4-dienoic acid with the hydroxy group of ethanol.


3,4-dichlorophenoxyacetic acid

A chlorophenoxyacetic acid that is phenoxyacetic acid in which the hydrogens at positions 3 and 4 of the phenyl group are replaced by chlorines.


FIJIANOLIDE B

A macrolide with formula C30H42O7 that is isolated from the marine sponges, Cacospongia mycofijiensis and Hyattella sp.


5,6,7,8-tetrahydro-2-naphthoic acid

A monocarboxylic acid that is 1,2,3,4-tetrahydronaphthalene which is substituted at position 6 by a carboxylic acid group.


An amino disaccharide consisting of 2-acetamido-2-deoxy-alpha-D-glucopyranose and-beta-D-glucopyranuronic acid residues joined in sequence by a (1->4) glycosidic bond.


glucose 6-monomycolate (C85)

A mycolate ester formed by esterification of (2R)-2-{(1R)-1-hydroxy-15-[2-(20-methoxy-21-methylnonatriacontyl)cyclopropyl]pentadecyl}hexacosanoic acid with the 6-OH of D-glucose.


maleylacetic acid

A 4-oxohex-2-enedioic acid with a Z-configuration.


haloacetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a halogen atom.


A 4-(carboxymethyl)phenylalanine that has D-configuration.


3-oxooctadecanoic acid

A 3-oxo fatty acid derived from stearic acid.


HOMOSERINE

The L-enantiomer of homoserine.


An amino disaccharide consisting of a beta-L-threo-hex-4-enopyranuronse residue and a 2-acetamido-2-deoxy-beta-D-glucopyranose residue joined in sequence by a (1->4) glycosidic bond.


name: 5-(diethylsulfamoyl)-2-hydroxybenzoic acid [2-oxo-2-[4-(trifluoromethoxy)anilino]ethyl] ester


N-(p-hydroxyphenyl)glycine

A phenol that is the N-(4-hydroxyphenyl) derivative of glycine. Synthesised by reaction of p-aminophenol with chloracetic acid, it is used as a photographic developing agent.


chaulmoogric acid

A monounsaturated long-chain fatty acid composed of tridecanoic acid having a 2-cyclopentenyl substituent at the 13-position.


allenic fatty acid

Any fatty acid having two double bonds from one carbon atom to two others.


A hydroxyaldehyde that is isobutyraldehyde carrying a single hydroxy substituent at position 2.


cholesteryl arachidonate

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


3-carboxymethylmuconic acid

Muconic acid (stereochemistry of C=C bonds unspecified) substituted at the 3-position by a carboxymethyl group.


4-METHYLBENZOIC ACID

A methylbenzoic acid in which the methyl substituent is located at position 4.


An enone in which a 4-hydroxyphenyl group is attached to the beta-carbon atom of but-3-en-2-one.


2-dehydro-L-gluconic acid

A  ketogluconic acid that is L-gluconic acid in which the hydroxy group at position 2 has been oxidized to a keto group.


5-oxopentanoic acid

An oxopentanoic acid with the oxo group in the 5-position.


AMINOCARB

A carbamate ester that is phenyl methylcarbamate substituted by a dimethylamino group at position 4 and a methyl group at position 3.


cis,cis-tetradeca-5,8-dienoic acid

A straight-chain, diunsaturated, 14-carbon long-chain fatty acid with cis-double bonds at positions C-5 and C-8.


An omega-hydroxy fatty acid ascaroside that is bhos#24 in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted to the corresponding 1H-indole-3-carboxylate ester. It is a metabolite of the nematode Caenorhabditis elegans.


elvitegravir

A quinolinemonocarboxylic acid that is 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid substited at position 1 by a 1-hydroxy-3-methylbutan-2-yl group and at position 6 by a 3-chloro-2-fluorobenzyl group (the S-enantiomer). It is used in combination therapy for the treatment of HIV-1 infection.


octyl palmitate

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


A hydroxy-amino acid consisting of L-threonine having a hydroxy substituent at the 4-position.


gardenoside

A cyclopentapyran that is 7-deoxyloganin with a methyl and hydrogen replaced by hydroxy and hydroxymethyl groups at position 7.


name: cis- and trans-Ethyl 2,4-dimethyl-1,3-dioxolane-2-acetate


name: 3-phenylpropanoic acid 2-(dimethylamino)ethyl ester


2-hexenedioic acid

A hexenedioic acid where the C=C double bond is located at the 2-position.


polyprenal

Any enal having a polyprenyl chain.


methyl indole-3-carboxylate

The methyl ester of indole-3-carboxylic acid.


PYOLUTEORIN

A member of the class of resorcinols that is resorcinol in which the hydrogen at position 2 is replaced by a 4,5-dichloro-1H-pyrrole-2-carbonyl group. It is a natural product found in Pseudomonas fluorescens which exhibits antibacterial properties and is a strong inducer of caspase-3-dependent apoptosis.


withalongolide C

A withanolide that is withaferin A substituted by a hydroxy group at position 11. Isolated from Physalis longifolia, it exhibits antineoplastic activity.


3-(imidazol-5-yl)pyruvic acid

An oxo carboxylic acid that is pyruvic acid in which one of the methyl hydrogens has been replaced by an imidazol-5-yl group.


A hydroperoxy fatty ester that is the methyl ester of 12-hydroperoxy-20-hydroxy-(5Z,8Z,10E,14Z)-icosatetraenoic acid.


name: 2-[[(3-methoxyanilino)-oxomethyl]-[(3-methyl-2-thiophenyl)methyl]amino]acetic acid ethyl ester


A methyl ketone that is cyclohexane substituted by an acetyl group at position 1.


An O-acyl carbohydrate that is alpha-D-glucose bearing a trans-4-coumaroyl substituent at position 6.


homocarnosine

A histidine derivative that is histidine in which one of the hydrogens attached to the alpha-amino group has been replaced by a 4-aminobutanoyl group.


branched-chain fatty acid

Any fatty acid in which the parent hydrocarbon chain has one or more alkyl substituents; a common component in animal and bacterial lipids. The fatty acyl chain is usually saturated and the substituent a methyl group; however, unsaturated BCFAs are found in marine animals, and branches other than methyl are found in microbial lipids.


(3E,5E)-tridecadienoic acid

A tridecadienoic acid with double bonds at positions 3 and 5 (both E isomer).


A cholesterol ester in which the acyl group contains 18 carbons in total and 1 double bond.


oxo monocarboxylic acid

Any monocarboxylic acid having at least one additional oxo functional group.


name: 1-[2-[[(3-chloro-4-methoxyanilino)-oxomethyl]amino]-2-methyl-1-oxopropyl]-4-piperidinecarboxylic acid ethyl ester


name: 4-[[(cyclohexylamino)-oxomethyl]amino]benzoic acid methyl ester


name: 8-[2-[4-(5,5-dimethyl-1,3-dioxan-2-yl)butylidene]hydrazinyl]-8-oxooctanoic acid methyl ester


name: 23-(6-methyl)heptanoic acid demalonylazalomycin F3a ester


4-p-coumaroylquinic acid

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


A cinnamate ester obtained by the formal condensation of trans-4-coumaric acid with 2-(3,4-dihydroxyphenyl)ethyl beta-D-glucopyranoside. It is a phenolic glycoside derivative obtained from the aerial parts of Globularia alypum and exhibits antioxidant activity.


tert-butylglycine

A glycine derivative that is glycine with a tertiary butyl group at position 2.


An aromatic ether in which the oxygen atom is connected to a guaiacylglyceryl and a vanillyl group. It has been isolated from the stems of Sinocalamus affinis.


heptafluthrin

A carboxylic ester resulting from the formal condensation of the carboxy group of 2,2-dimethyl-3-[(1Z)-3,3,3-trifluoroprop-1-en-1-yl]cyclopropanecarboxylic acid with the hydroxy group of 2,3,5,6-tetrafluoro-4-(methoxymethyl)benzyl alcohol. It is an unspecified mixture of  isomers at the cyclopropane ring; the trifluoropropenyl side-chain has Z configuration. It is an insecticide with rapid knock-down activity.


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


avermectin analogue

A macrolide whose structure is related to that of an avermectin.


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


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


name: 2-methyl-5-oxo-7-thiophen-2-yl-4-(3-thiophenyl)-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylic acid 2-methoxyethyl ester


lactate ester

Any carboxylic ester resulting from the formal condensation of the carboxy group of lactic acid with the hydroxy group of an alcohol or phenol.


name: 2,4-difluorobenzoic acid [2-(cyclopropylamino)-2-oxoethyl] ester


A carbobicyclic compound that is 4-hydroxybicyclo[3.2.1]oct-3-en-2-one in which position 3 is substituted by a 2-chloro-4-(methylsulfonyl)benzoyl group.


A non-proteinogenic L-alpha-amino acid that is L-norleucine which is substituted at position 5 by an oxo group and at position 6 by a diazo group. It is as inhibitor of various glutamine-utilising enzymes.


A tetracarboxylic acid that is chiral and consists of EDTA having a 4-[N'-(2-hydroxyethyl)thioureido]benzyl substituent at the 2-position.


ANANOLIGNAN G

A lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura ananosma.


histidine methyl ester

An alpha-amino acid ester that is the methyl ester of histidine.


aromatic ketone

A ketone in which the carbonyl group is attached to an aromatic ring.


4-hydroxyphenylpyruvic acid oxime

A ketoxime obtained by condensation of the keto group of 4-hydroxyphenylpyruvic acid with hydroxylamine.


A 2-fluorophenylalanine that has L-configuration.


phosphinomethylisomalic acid

A 2-hydroxydicarboxylic acid that is 2-hydroxy-3-methylbutanedioic acid in which one of the methyl hydrogens is replaced by a phosphino group


N-acylglycine

An N-acyl-amino acid in which amino acid specified is glycine.


(10Z,13Z,16Z)-docosatrienoic acid

A long-chain omega-6 fatty acid that is docosanoic acid having three double bonds located at positions 10, 13 and 16 (the (10Z,13Z,16Z-geoisomer).


VALEROPHENONE

An aromatic ketone that consists of benzene substituted by a pentanoyl group.


1-methyl-imidazole-2-carboxylic acid

An imidazolyl carboxylic acid that is 1H-imidazole with methyl and carboxylic acid group substituents at positions 1 and 2 respectively.


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


A L-leucine derivative that is L-leucine substituted by an oxo group at position 5.


An L-alpha-amino acid that is L-dopa carrying an additional hydroxy substituent at position 6.


A pentanone carrying an oxo substituent at position 2.


2-formylbenzoic acid

An aldehydic acid which consists of benzoic acid substituted by a formyl group at position 2. Metabolite of ampicillin phthalidyl ester.


pyruvate family amino acid

An L-alpha-amino acid which is biosynthesised from pyruvate (i.e. alanine, valine, and leucine). A closed class.


A glycosyloxyflavone that is kaempferol attached to a 5-O-acetyl-alpha-D-apiofuranosyl residue at position 3 and a alpha-L-rhamnopyranosyl residue at position 7 via glycosidic linkages. Isolated from the aerial parts of Vicia faba and Lotus edulis, it exhibits inhibitory activity against topoisomerse I and II.


A cyclitol ester that is 1D-myo-inositol bearing a indol-3-acetyl substituent at position 1.


alvaradoin J

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


2-phosphinomethylmalic acid

A 2-hydroxydicarboxylic acid that is malic acid carrying an additional phosphinomethyl substituent at position 2.


A  meroterpenoid that is hexadeca-2,6,14-triene-5,12-dione substituted by a hydroxy group at position 13, a 2-hydroxy-5-methoxy-3-methylphenyl group at position 1 and methyl groups at positions 3, 7, 11 and 15. Isolated from Halidrys siliquosa, it exhibits antibacterial and antifouling activities.


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


arabidopside

An oxylipin that is a 1,2-diacyl-3-glycosyl-sn-glycerol in which one or both of the acyl groups are derived from 12-oxophytodienoic acid and/or dinor-oxophytodienoic acid and in which the glycosyl group is alpha-D-galactosyl or beta-D-galactosyl-(1->6)-alpha-D-galactosyl. Originally isolated from the aerial parts of Arabidopsis thaliana.


monounsaturated fatty aldehyde

Any fatty aldehyde with one double or triple bond located at any position in the aliphatic chain.


minabeolide 8

A withanolide that is (22R,25S)-22,26-epoxycholest-4-en-26-one substituted by an oxo group at position 3 and an alpha-acetoxy group at position 11. Isolated from Paraminabea acronocephala, it exhibits anti-inflammatory activity.


A hydroperoxy fatty acid that is (5Z,9E,11Z,14Z,17Z)-icosapentaenoic acid in which the hydroperoxy group is located at position 8.


(2S,3S)-3-hydroxy-2-methylbutanoic acid

A 2-methyl-3-hydroxybutyric acid that has (2S,3S)-configuration.


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


name: 3-[[2-(2-chloro-4-fluorophenoxy)-1-oxoethyl]amino]-2-thiophenecarboxylic acid methyl ester


thiomarinol C

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.


name: 3-nitro-4-(1-pyrrolidinyl)benzoic acid [1-(4-ethylanilino)-1-oxopropan-2-yl] ester


2-aminoisobutyric acid

A rare, non-protein amino acid and end-product of pyrimidine metabolism, excreted in urine and found in some antibiotics of fungal origin. With the exception of a few bacteria, it is non-metabolisable, and therefore used in bioassays.


name: 4-(1,3-dioxo-2-benzo[de]isoquinolinyl)butanoic acid [2-(2-acetylanilino)-2-oxoethyl] ester


omega-(methylthio)-2-oxocarboxylic acid

Any 2-oxo monocarboxylic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


trimethylbenzoic acid

A benzoic acid in which any three of the ring hydrogens are substituted by methyl groups.


A 2-undecenal in which the C=C bond has E configuration.


ANISALDEHYDE

A member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4.


L-glutamyl ester

Any alpha-amino acid ester that is the ester of L-glutamic acid.


name: 4-[[2-(1-benzotriazolyl)-1-oxoethyl]amino]benzoic acid methyl ester


homoveratric acid

A phenylacetic acid substituted at positions 3 and 4 by methoxy groups.


An alpha-diketone that is 1-phenyl-1,2-propanedione substituted by two methoxy groups at position 3.


(S)-4-hydroxy-2-oxopentanoic acid

An optically active form of 4-hydroxy-2-oxopentanoic acid having 4S-configuration.


glycerol monomycolate (C85)

A mycolate ester formed by esterification of (2R)-2-{(1R)-1-hydroxy-15-[2-(20-methoxy-21-methylnonatriacontyl)cyclopropyl]pentadecyl}hexacosanoic acid with the 1-OH of glycerol.


acetylenic fatty acid

Any  unsaturated fatty acid containing at least one triple bond in the carbon chain framework.


name: Glycine, N-(carboxymethyl)-N-(2-hydroxyethyl)-, disodium salt


An oxodocosahexaenoic acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid in which the oxo group is located at position 17. An intermediate of specialised proresolving mediators.


arsonoacetic acid

An organoarsonic acid that is methylarsonic acid in which one of the hydrogens of the methyl group is replaced by a carboxy group.


methyl glutamate

An alpha-amino acid ester obtained by formal condensation of the alpha-carboxy group of glutamic acid with methanol.


A cyclohexadienecarboxylic acid that is cyclohexa-2,4-diene-1-carboxylic acid substituted by hydroxy group at positions 1 and 6 and a methyl group at position 2.


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


name: 3,5,7-trimethyl-1-adamantanecarboxylic acid 2-(4-methyl-3-phenacyl-5-thiazol-3-iumyl)ethyl ester


spiramycin II

A macrolide antibiotic produced by various Streptomyces species.


name: 2-bromobenzoic acid [[amino-(4-nitrophenyl)methylidene]amino] ester


name: 2-[[2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxo-1-pyridinyl]-1-oxoethyl]amino]benzoic acid methyl ester


An omega-hydroxy fatty acid ascaroside that is oscr#20 in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group. It is a metabolite of the nematode Caenorhabditis elegans.


benzyl 2-methyl-3-hydroxybutanoate

A fatty acid ester obtained by the formal condensation of hydroxy group of benzyl alcohol with the carboxy group of 3-hydroxy-2-methylbutanoic acid.


A monounsaturated fatty aldehyde that is heptadecanal carrying a double bond at position 16.


A 2-oxo aldehyde that is 4-hydroxybutanal carrying an oxo group at position 2. It is a degradation product of vitamin C.


name: l-Norvaline, N-(2-methoxyethoxycarbonyl)-, undecyl ester


SITOINDOSIDE IX

A  withanolide saponin that consists of withaferin A attached to a beta-D-glucopyranosyl residue at position 27 via a glycosidic linkage. Isolated from Physalis longifolia, it exhibits antineoplastic activity.


name: 2-[(4-chloro-3-nitrophenyl)-oxomethyl]benzoic acid [2-[di(propan-2-yl)amino]-2-oxoethyl] ester


monacolin J acid

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


LOGANIC ACID

A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1, 6 and 7 by beta-D-glucosyloxy, hydroxy and methyl groups respectively


crassifogenin C

A norlignan that is 3-deoxypentodialdo-5,4-oxirose substituted at positions 1 and 4 by 3,4-dihydroxyphenyl groups. It is isolated from the rhizomes of Curculigo crassifolia and exhibits strong radical scavenging activity.


An N(6)-acyl-L-lysine that has lactoyl as the N(6)-acyl group.


name: 2-[5-[(2,5-dimethyl-1-propan-2-yl-3-pyrrolyl)methylidene]-2,4-dioxo-3-thiazolidinyl]propanoic acid methyl ester


meso-2,6-diaminopimelic acid

The meso-isomer of 2,6-diaminopimelic acid. It is a key constituent of bacterial peptidoglycan and is often found in human urine due to the breakdown of the gut microbes.


A glycosyloxyflavone that consists of isorhamnetin substituted by a alpha-L-(6''''-p-coumaroyl-beta-D-glucopyranosyl)-(1->2)-rhamnopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Ginkgo biloba, it exhibits antioxidant activity.


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


emericellamide C

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


A hydroxylysine that is lysine substituted by a hydroxy group at position 5.


thioacetate ester

A compound of general formula CH3C(=O)SR where R is an organyl group.


methoxy mycolic acid

A mycolic acid produced by Mycobacterium tuberculosis. Its structure is that of tetracosanoic acid substituted at position 2 by a 1-hydroxy-18-[2-(17-methoxy-18-methylhexatriacontyl)cyclopropyl]octadecyl group.


2-hydroxyethyl hexadecanoate

A hexadecanoate ester obtained by the formal condensation of carboxy group of hexadecaoic acid with one of the hydroxy groups of ethylene glycol


tetradecyl tetradecanoate

A tetradecanoate ester (myristate ester) resulting from the formal condensation of the carboxy group of tetradecanoic acid (myristic acid) with the hydroxy group of tetradecan-1-ol (myristyl alcohol). Used as an emollient.


chloromuconic acid

A chlorocarboxylic acid that is muconic acid substituted by at least one chloro group.


penta-2,4-dienoic acid

A pentadienoic acid with the double bonds at positions 2 and 4.


A methylbutanal that is butanal substituted by a methyl group at position 3. It occurs as a volatile constituent in olives.


4-GUANIDINO-BENZOIC ACID

Benzoic acid substituted at the para position by a guanidino group.


L-(R)-valifenalate

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


onosmin B

A benzoate ester obtained by the fromal condensation of the carboxy group of onosmin A with methanol. Isolated from Onosma hispida, it exhibits inhibitory activity against lipoxygenase.


An alpha-chloroketone that is acetanilide in the para- position is substituted by a chloroacetyl group.


2-methoxyethyl ester

A carboxylic ester resulting from the formal condensation between a carboxylic acid and the hydroxy group of 2-methoxyethanol. In contrast to many other water-solubilising esters, the 2-methoxyethyl esters of many amino acids are crystalline, allowing them to be easily purified.


nitrosocarbaryl

A nitroso compound that is carbaryl in which the amino hydrogen is substituted by a nitroso group.


name: N-(4-methoxyphenyl)carbamic acid propan-2-yl ester


TUBOCAPSANOLIDE A

A  withanolide that is 5beta,6beta:16alpha,17alpha-diepoxywitha-2,24-dienolide substituted by a hydroxy group at position 4 and an oxo group at position 1. Isolated from Tubocapsicum anomalum, it exhibits cytotoxic activity.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-21-hydroxyhenicos-2-enoic acid with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


barogenin

A cholestanoid that is cholest-5-ene substituted by hydroxy groups at positions 3 and 26 and oxo groups at positions 16 and 22 respectively.


2-hydroxymethylglutaric acid

The 2-hydroxymethyl derivative of glutaric acid.


hexadecyl elaidate

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


A hydroxy-L-valine which carries a hydroxy group at position 3.


DL-threo-β-hydroxyaspartate

The (3S)-diastereomer of 3-hydroxy-L-aspartic acid.


RESPIRANTIN

A cyclodepsipeptide isolated from Streptomyces and Kitasatospora and has been shown to exhibit antimicrobial and antineoplastic activity.


3-methylphenylacetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-methylphenyl group.


4-oxobutyl alpha-L-rhamnoside

An alpha-L-rhamnoside consisting of butanal having an alpha-L-rhamnosyloxy group attached at the 4-position.


An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 16-hydroxyhexadecanoic acid (also known as juniperic acid) with ascarylopyranose (the alpha anomer). It is a metabolite of the nematode Caenorhabditis elegans.


(3Z)-hex-3-en-1-yl benzoate

The benzoate ester of (3Z)-hex-3-en-1-ol.


iminodiacetic acid

An amino dicarboxylic acid that is glycine in which one of the hydrogens attached to the nitrogen is substituted by a carboxymethyl group.


(9R,10S)-9,10-epoxyoctadecanoic acid

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


An N-substituted diamine that consists of 1,6-hexanediamine bearing two 2-carboxy-4,6-dinitrophenyl (DNCP) substituents at the N(1)- and N(6)-positions.


cis-aconitic acid

The cis-isomer of aconitic acid.


A hydroxytryptophan that is tryptophan substituted by a hydroxy group at position 2 on the indole ring.


name: N-(3-chlorophenyl)carbamic acid 2-pyridinylmethyl ester


name: 2-(4-formylphenoxy)acetic acid [2-(4-methylanilino)-4-thiazolyl]methyl ester


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


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


name: 6-amino-5-cyano-2-(4-methoxyphenyl)-4-(3-pyridinyl)-4H-pyran-3-carboxylic acid ethyl ester


liphagal

A meroterpenoid isolated from the marine sponge Aka coralliphaga and has been shown to exhibit inhibitory activity against phosphatidylinositol-3-OH kinase.


N-acetyl-L-threonine

A N-acetyl-L-amino acid that is the N-acetyl derivative of L-threonine.


N-acylglycine 22:6

An N-acylglycine in which the acyl group contains 22 carbons and 6 double bonds.


tetrahomomethionine

A sulfur-containing amino acid consisting of 2-aminooctanoic acid having a methylthio substituent at the 8-position.


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


name: 4-(dimethylamino)benzoic acid (phenylmethyl) ester


A docosanoid that is 17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid in which a glutathionyl group is attached at position 16S via a sulfide linkage. An intermediate of specialised proresolving mediators.


stigmasterol 3-O-acetate

A steroid ester obtained by the formal condensation of the hydroxy group of  phytosterol with acetic acid. It has been obtained from the mycelia of Cordyceps sinensis.


A dihydroxy monocarboxylic acid that is the 7(S),8(S)-dihydroxy derivative of linoleic acid.


TEREPHTHALAMIC ACID

A dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of terephthalic acid with ammonia.


desmethylnaproxen sulfate

A member of the class of naphthalenes that is naproxen in which the methoxy group has been replaced by a sulfooxy group.