A hydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1-hydroxy-5-oxohexyl substituent at position 2 (the S-enantiomer).


nogalonic acid

A dihydroxyanthraquinone that is 1,8-dihydroxy-9,10-anthraquinone which is substituted a position 2 by a 3-oxobutanoyl group and at position 3 by a carboxymethyl group. An intermediate in the biosynthesis of nogalamycin.


versicolorone tricyclic form

The tricyclic anthraquinone form of versicolorone.


semicochliodinol A

A bisindole alkaloid that is quinone bearing hydroxy substituents at positions 2 and 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a prenyl group at position 5. Isolated from the culture broth of  Chrysosporium merdarium, it acts as an inhibitor of HIV-1 protease and EGF-R protein tyrosine kinase.


Ubiquinone Qo

A derivative of benzoquinone carrying a 5-methyl substituent; and methoxy substituents at positions 2 and 3. The core structure of the ubiquinone group of compounds.


hydroxyquinone

Any quinone in which one or more of the carbons making up the quinone moiety is substituted by a hydroxy group.


oviedomycin

A member of the class of tetraphenes that is 1,4,7,12-tetrahydrotetraphene substituted by oxo groups at positions 1, 4, 7, and 12, by hydroxy groups at positions 2, 6 and 8, and by a methyl group at position 3. It is a natural product found in Streptomyces antibioticus ATCC 11891 which exhibits cytotoxicity against A549 human lung cancer cells, HepG2 liver cancer cells, and MCF-7 breast cancer cells.


aclacinomycin S

An anthracycline antibiotic that is produced by Streptomyces galilaeus and also exhibits antineoplastic activity.


A tetrahydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1,5-dihydroxyhexyl substituent at position 2 (the 1'S,5'S-diastereomer).


TECTOQUINONE

An anthraquinone that is 9,10-anthraquinone in which the hydrogen at position 2 is substituted by a methyl group.


ACEDOBEN

A amidobenzoic acid that consists of benzoic acid bearing an acetamido substituent at position 4.


The stable isotope of gold with relative atomic mass 196.966552, 100 atom percent natural abundance and nuclear spin 3/2.


name: 2-[(4-chlorophenyl)sulfonyl-methylamino]acetic acid (2-anilino-2-oxoethyl) ester


A trisaccharide that is D-glucopyranose in which the hydroxy groups at positions 4 and 6 have been converted into the corresponding alpha-D-glucopyranosyl and alpha-D-galactopyransoyl derivatives, respectively.


tetrahydrotyrosine

An alpha-amino acid that is alanine substituted at position 3 by a 4-hydroxycyclohex-2-en-1-yl group


(R)-benproperine

A 1-[1-(2-benzylphenoxy)propan-2-yl]piperidine that has R configuration. The racemate comprising equimolar amounts of (R)- and (S)-benproperine is used as a cough suppressant.


An aromatic ether that is the 2-benzylphenyl ether of 2-(piperidin-1-yl)propanol.


(S)-benproperine

A 1-[1-(2-benzylphenoxy)propan-2-yl]piperidine that has S configuration. The racemate comprising equimolar amounts of (R)- and (S)-benproperine is used as a cough suppressant.


A keto-disaccharide that is maltose in which the glucosyl 3'-hydroxy group has been reduced to a keto group.


sialodiosylceramide

A ganglioside in which the number of residues in the oligosaccharide chain is two.


A sialodiosylceramide consisting of the tetrasaccharide alpha-N-acetylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


ganglioside GM3

A sialodiaosylceramide that is an alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-N-acylsphingosine in which the acyl group on nitrogen is (15Z)-tetracos-15-enoyl.


A sialodiosylceramide that consists of an alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc moiety attached via a glycosidic bond at position 1 of N-acylhexadecasphingosine.


A sialodiosylceramide in which the sialic acid residue is linked to the ceramide moiety by a beta-galactosyl-(1->4)-beta-glucosyl chain.


A sialodiosylceramide consisting of the pentasaccharide alpha-Neu5N,9Ac2-(2->8)-alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A sialodiosylceramide consisting of the tetrasaccharide alpha-Neu5Ac-(2->8)-alpha-Neu5NGc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A sialodiosylceramide consisting of the trisaccharide alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


An alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group contains 34 carbons and 1 double bond.


An alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group contains 36 carbons and 1 double bond.


A sialodiosylceramide consisting of the pentasaccharide alpha-N-acetylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of of a ceramide with an undefined sphingoid base.


An alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer in which the ceramide N-acyl group is specified as octadecanoyl.


A sialodiosylceramide consisting of the tetrasaccharide alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A sialodiosylceramide consisting of the pentasaccharide alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A sialodiosylceramide in which a 4-acetylated 5-glycosylated sialic acid residue is linked to the ceramide moiety by a beta-galactosyl-(1->4)-beta-glucosyl chain.


A sialodiaosylceramide consisting of the trisaccharide alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


An alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide in which the ceramide N-acyl group contains 38 carbons and 2 double bonds.


A sialodiosylceramide consisting of the tetrasaccharide 9-O-acetyl-alpha-N-acetylneuraminyl-(2->8)-alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose attached glycosidically to the primary hydroxy function of ceramide.


A sialodiosylceramide consisting of the tetrasaccharide alpha-Neu5NAc-(2->8)-alpha-Neu5NGc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A mannopentaose consisting of five D-mannopyranose residues linked by four alpha-(1->2)-linkages.


parbenate

A benzoate ester that is ethyl benzoate substituted by a dimethylamino group at position 4.


name: L-aspartic acid 4-semialdehyde zwitterion

description: An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxylic acid group to the amino group of L-aspartic acid 4-semialdehyde.


name: 3-methylbenzoic acid (3,4-dihydro-2H-naphthalen-1-ylideneamino) ester


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-hydroxy substituent.


CHROMONE

The simplest member of the class of chromones that is 4H-chromene with an oxo group at position 4.


An N-acyl-beta-D-glucosamine where the N-acyl group is specified as 6-[(2-carboxy-4,6-dinitrophenyl)amino]hexanoyl.


N-acetylglucosamine

An N-acylglucosamine where the N-acyl group is specified as acetyl.


Ala-Gln zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Ala-Gln.


enol ether

Ethers ROR' where R has a double bond adjacent to the oxygen of the ether linkage.


CEPHALOTAXINE

A benzazepine alkaloid isolated from Cephalotaxus harringtonia.


yanuthone X2

A class II yanuthone that is 5,6-epoxy-cyclohex-2-en-1-one which is substituted at positions 3, 4, and 6 by methoxy, hydroxy, and trans,trans-farnesyl groups, respectively (the 4S,5R,6R stereoisomer). Isolated from the filamentous fungus Aspergillus niger, it shows antifungal activity towards the pathogenic yeast Candida albicans (IC50 = 51.7 +-4.7 muM).


D-galactal

A glycal derived from D-galactopyranose


flufenoxystrobin

An enoate ester that is the methyl ester of (2E)-2-(2-{[2-chloro-4-(trifluoromethyl)phenoxy]methyl}phenyl)-3-methoxyprop-2-enoic acid. A fungicide active against various fungal infections including downy mildew, blight, powdery mildew and rice blast.


drymaritin

An indole alkaloid that is canthin-6-one substituted by a methoxy group at position 4. Isolated from the whole plants of Drymaria diandra, it exhibits anti-HIV activity.


PYRAOXYSTROBIN

An enoate ester that is the methyl ester of (2E)-2-[2-({[3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yl]oxy}methyl)phenyl]-3-methoxyprop-2-enoic acid. A broad spectrum fungicide used to control a variety of diseases on rice, vegetables and teas.


etherolenic acid

A divinyl ether fatty acid that is (9Z,11E,14E,16Z)-nonadeca-9,11,14,16-tetraenoic acid in which the methylene group at position 13 has been replaced by oxygen.


Coumoxystrobin

A member of the class of coumarins that is the methyl ester of (2E)-2-(2-{[(3-butyl-4-methyl-2-oxochromen-7-yl)oxy]methyl}phenyl)-3-methoxyprop-2-enoic acid. A fungicide active against various fungal infections including downy mildew, blight, powdery mildew and rice blast.


glycal

A cyclic enol ether derivative of a sugar having a double bond specifically between carbon atoms 1 and 2 in the ring.


divinyl ether fatty acid

An oxa fatty acid in which the defining oxa group forms part of a divinyl ether.


OXALINE

An indole alkaloid with a heterotetracyclic skeleton isolated from Penicillium oxalicum and has been shown to exhibit cytotoxic activity.


acalyphin

A member of the class of tetrahydropyridines that is 2,3-dihydroxy-4-methoxy-1-methyl-6-oxo-1,2,3,6-tetrahydropyridine-3-carbonitrile having a beta-D-glucosyl residue attached at position 3 via a glycosidic bond.


3-[(1-carboxyvinyl)oxy]benzoic acid

A dicarboxylic acid that is benzoic acid in which the hydrogen at position 3 is replaced by a (1-carboxyvinyl)oxy group.


cystothiazole A

An  organonitrogen heterocyclic antibiotic that is 2,4'-bi-1,3-thiazole substituted by an isopropyl group at position 2' and a 3,5,7-trimethoxy-4-methyl-7-oxohepta-1,5-dien-1-yl group at position 4 (the 2E,4R,5S,6E stereoisomer). It is isolated from the culture broth of myxobacterium, Cystobacter fuscus, and exhibits antifungal and cytotoxic activity.


enoxastrobin

An enoate ester that is the methyl ester of (2E)-2-{2-[({(E)-[(3E)-4-(4-chlorophenyl)but-3-en-2-ylidene]amino}oxy)methyl]phenyl}-3-methoxyprop-2-enoic acid. A fungicide used for control of leaf blotch, leaf rust and powdery mildew on wheat and other fungal diseases on cucumbers, tomatoes and grapes.


ELLORAMYCIN

A member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogens at position 8 and 10 a are replaced by a 2,3,4-tri-O-methyl-alpha-L-rhamnosyl and methyl groups respectively.


azoxystrobin acid

An aryloxypyrimidine having a 4,6-diphenoxypyrimidine skeleton in which one of the phenyl rings is cyano-substituted at C-2 and the other carries a 1-carboxy-2-methoxyethenyl substituent, also at C-2. It is a metabolite of the fungicidal agrochemical azoxystrobin.


mucidin

An enoate ester that is the methyl ester of (2E,3Z,5E)-2-(methoxymethylene)-3-methyl-6-phenylhexa-3,5-dienoic acid.


isatinone B

An indole alkaloid isolated from Isatis costata and exhibits antifungal activity.


MICRODIPLODIASOLOL

A member of the class of  xanthones that is 4a,9a-dihydro-1H-xanthene-2,9-dione substituted by hydroxy groups at positions 1, 8 and 9a, a methoxy group at position 4 and methyl groups at positions 4a and 6 (the 1S,4aS,9aS stereoisomer). Isolated from Microdiplodia species, it exhibits antibacterial activity.


yanuthone X1

A class II yanuthone that is yanuthone X2 in which the hydroxy group at position 4 of the 5,6-epoxycyclohex-2-en-1-one core has been converted to the corresponding acetate ester. Like yanuthone X2, yanuthone X1 has been isolated from the filamentous fungus Aspergillus niger, but shows much lower antifungal activity towards the pathogenic yeast Candida albicans than yanuthone X2 (IC50 >100 muM for yanuthone X1, compared with = 51.7 +-4.7 muM for yanuthone X2).


8-demethyltetracenomycin C

A member of the class of tetracenes that is tetracenomycin C in which the methoxy group at position 3 is replaced by a phenolic OH.


flupyroxystrobin

A member of the class of pyridines that is pyridine substituted by 2-[(1E)-1,3-dimethoxy-3-oxoprop-1-en-2-yl]phenoxy and trifluoromethyl groups at positions 2 and 4, respectively. It is an insecticide developed by Syngenta Crop Protection AG.


silyl enol ether

Enol ethers ROR' where R' has the structure SiR''R'''R''''.


isatinone A

An indole alkaloid that is 1,3-dihydro-2H-indol-2-one substituted by a methoxy(phenyl)methylidene group at position 3 (the 3E stereoisomer). Isolated from Isatis costata, it exhibits antifungal activity.


strobilurin B

An enoate ester that is the methyl ester of (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-(methoxymethylene)-3-methylhexa-3,5-dienoic acid.


7-methoxypraecansone B

A member of the class of chalcones that is chalcone substituted by methoxy groups at positions 2', 6' and 7 and a dimethylpyrano ring substituted across positions 3' and 4'. Isolated from Pongamia pinnata, it has been found to induce quinone reductase.


A member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogen at position 8 is replaced by an alpha-L-rhamnosyl residue.


praecanson A

A member of the class of chalcones that is chalcone substituted by methoxy groups at positions 2', 6' and 9 and a dimethylpyrano ring substituted across positions 3' and 4'.


(R)-bifonazole

A 1-[biphenyl-4-yl(phenyl)methyl]imidazole that is the R-enantiomer of bifonazole.


A dec-2-enal in which the olefinic double bond has E configuration.


A cyclic acetal resulting from the formal condensation of the aldehydic group of p-hydroxybenzaldehyde with the hydroxy groups of 1,2-epoxypropane-1,3-diol. Isolated from Pestalotiopsis mangiferae, an endophytic fungus associated with the mango (Mangifera indica), it shows potent antibacterial and antifungal activity against E. coli, Bacillus subtilis, Klebsiella pneumoniae, Micrococcus luteus, Pseudomonas aeruginosa and Candida albicans.


A 2-oxo monocarboxylic acid that is pyruvic acid in which two of the methyl hydrogens are replaced by a 5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene group (the 1R,5R,6S stereoisomer).


A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by a 5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl group (the 1R,2S,5R,6S stereoisomer).


camonsertib

A pyrazolopyridine that is 1H-pyrazolo[3,4-b]pyridine substituted by 1H-pyrazol-3-yl, (3-endo)-3-hydroxy-8-oxabicyclo[3.2.1]octan-3-yl, and (3R)-3-methylmorpholin-4-yl groups at positions 1, 4 and 6, respectively. It is a highly potent and selective inhibitor of ATR kinase (IC50 = 1 nM).


L-dihydroanticapsin

An L-alanine derivative in which one of the methyl hydrogens of L-alanine is replaced by a 5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl group.


A disaccharide that is D-mannitol in which the hydroxy group at position 3 has been converted into the corresponding alpha-L-fucoside.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the two acyl groups contain 42 carbons in total with 11 double bonds.


RUBRAXANTHONE

A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 3, 6 and 8, a geranyl group at position 1 and a methoxy group at position 2. Isolated from  Mesua and Garcinia dioica, it exhibits antibacterial and cytotoxic activities.


CHAETOGLOBOSIN F

A cytochalasan alkaloid found in Chaetomium globosum and Chaetomium subaffine.


An alkylglycerol that is glycerol in which the hydrogen of one of the primary hydroxy groups has been replaced by a dodecyl group.


H/ACA box small nucleolar RNA

A small nucleolar RNA that functions in the pseudouridylation of target RNA's. H/ACA box snoRNAs are composed of conserved sequence motifs known as H box (ANANNA, where N represents any nucleotide) and the ACA box (ACA).


An (S)-3-hydroxyacyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of (S)-3-hydroxytetradecanedioic acid.


A pyridinium ion obtained by protonation of the ring nitrogen of pyridoxal.


A deuterated compound that is alanine in which each of the four hydrogens attached to carbon atoms have been replaced by deuterium.


DL-Alanine

An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.


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


A deuterated compound that is L-alanine in which the alpha-hydrogen and the three methyl hydrogens are replaced by deuterium.


D-alanine

The D-enantiomer of alanine.


SCHIZOLAENONE B

A tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7, 4' and 5', a geranyl group at position 3' and a prenyl group at position 6. Isolated from Schizolaena hystrix, it exhibits cytotoxicity against ovarian cancer cell line.


A member of the class of quinazolines that is quinazoline which is substituted by a 4-methylphenyl group and a bis(2-methoxyethyl)nitrilo group at positions 2 and 4, respectively.


A quinazoline alkaloid that is quinazolin-4(3H)-one substituted by a 4-hydroxybenzyl group at position 2. It has been isolated from Penicillium paneum and Isaria farinosa.


name: 4-oxo-2-(trifluoromethyl)-1H-quinazoline-6-carboxylic acid ethyl ester


asperlicin C

A member of the class of asperlicins in which the core 6,7-dihydroquinazolino[3,2-a][1,4]benzodiazepine-5,13-dione skeleton is substituted at the 7 pro-S position by an indol-3-ylmethyl group. It is a cholecystokinin antagonist.


quinethazone

A member of the class of quinazolines that is quinazolin-4-one substituted at positions 2, 6 and 7 by ethyl, sulfamoyl and chloro groups respectively; a thiazide-like diuretic used to treat hypertension.


A quinazoline carrying a hydroxymethyl substituent at C-2 and a [(3,5-dimethyl-1,2-oxazol-4-yl)methyl]amino group at C-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


name: N-[2-(4-methoxyphenyl)-4-oxo-1,2-dihydroquinazolin-3-yl]carbamic acid ethyl ester


A member of the class of quinazolines that is quinazoline which is substituted at positions 2 and 4 by pyridin-4-yl and pyrrolidin-1-yl groups, respectively.


A qinazoline derivative carrying chloro and fluoro substituents at positions 6 and 8 respectively, a 2-fluoro-6-hydroxyphenyl group at position 7, and a 4-(prop-2-enoyl)piperazin-1-yl group at position 4. A potent, selective, and orally bioavailable covalent KRAS-G12C inhibitor, it inhibits the protein coding gene KRAS (Kirsten rat sarcoma virus) with high potency in cells and animals.


SMER 28

A member of the class of quinazolines that is quinazoline which is substituted by a prop-2-en-1-ylnitrilo group and a bromo group at positions 4 and 6, respectively. It is a modulator of mammalian autophagy.


chaetominine

An organic heterotetracyclic compound that consists of 4,5,5a,9c-tetrahydro-3H-2a,9b-diazacyclopenta[jk]fluorene-1,3(2H)-dione substituted by a hydroxy group at position 5, a methyl group at position 2 and a 4-oxoquinazolin-3(4H)-yl group at position 4 (the 2S,4R,5aS,9cS stereoisomer). It is a cytotoxic alkaloid isolated from the endophytic fungus Chaetomium.


A member of the class of quinazolines that is quinazoline which is substituted by a chloro group and a dipropylnitrilo group at positions 2 and 4, respectively.


name: N-[2-[4-(dimethylamino)phenyl]-4-oxo-1,2-dihydroquinazolin-3-yl]carbamic acid ethyl ester


barasertib

A dihydrogen phosphate prodrug of a pyrazoloquinazoline aurora kinase inhibitor AZD1152-hydroxyquinazoline pyrazol anilide(HQPA) and is converted rapidly to the active AZD1152-HQPA in plasma.


linkable gefitinib analogue

An analogue of gefitinib in which the morpholino group is replaced by NH2.


asperlicin E

A member of the class of asperlicins that is asperlicin C in which the lactam nitrogen of the benzodiazepineone moiety has undergone addition to the 2-position of the 2-3 double bond of the indole moeity, and in which the hydrogen at the 3-position of the indole moiety has been replaced by a hydroxy group. It is a cholecystokinin antagonist.


sapitinib

A member of the class of quinazolines that is 4-amino-7-methoxyquinazoline in which the amino group has been substituted by a 3-chloro-2-fluorophenyl group and in which position 6 of the quinoline ring has been substituted by a {1-[2-(methylamino)-2-oxoethyl]piperidin-4-yl}oxy group. Sapitinib is a dual tyrosine kinase inhibitor (TKI) of epithelial growth factor receptors (EGFR) HER2 and HER3.


name: 4-(4-ethoxycarbonylanilino)-2-quinazolinecarboxylic acid ethyl ester


A member of the class of quinazolines that is quinazoline substituted by {3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino and 3-(2-methoxyacetamido)prop-1-en-1-yl groups at positions 4 and 6, respectively.


Src kinase inhibitor I

A member of the class of quinazolines that is quinazoline which is substituted at position 4 by a p-phenoxyanilino group and at positions 6 and 7 by methoxy groups. It is a  potent, competitive dual site (both the ATP- and peptide-binding) Src kinase inhibitor. Src Inhibitor-1 is one of the 'gold standards' for Src kinase inhibition that has been shown to use PP1 or PP2 in parallel with Src-I1 to inhbit Src family kinases.


A member of the class of quinazolines that is quinazoline which is substituted by a pyridin-3-yl group and a (1-benzylpiperidin-4-yl)nitrilo group at positions 2 and 4, respectively.


name: 2-[(3-ethyl-4-oxo-2-quinazolinyl)thio]acetic acid cyclohexyl ester


name: 3-(2-methoxyphenyl)-2-methyl-4-oxo-1H-quinazoline-2-carboxylic acid methyl ester


A member of the class of quinazolines that is quinazoline which is substituted at positions 4, 6 and 7 by a (4-benzamidophenyl)nitrilo group, methoxy group and a 3-(morpholin-4-yl)propoxy group, respectively. It is an ATP-competitive inhibitor of Aurora A and Aurora B kinases with IC50 of 110 nM and 130 nM, respectively.


quinazoline alkaloid

Any alkaloid based on a quinazoline skeleton and its substituted derivatives.


A member of the class of quinazolines that is quinazoline which is substituted by a {4-[(2-methoxyethyl)carbamoyl]phenyl}nitrilo group and a pyridin-4-yl group at positions 2 and 6, respectively. It is a B-Raf and MKNK2 kinase inhibitor.


name: 4-[4-oxo-2-[[2-oxo-2-[(phenylmethyl)amino]ethyl]thio]-3-quinazolinyl]-1-piperidinecarboxylic acid ethyl ester


A member of the class of quinazolines that is quinazoline which is substituted at positions 2 and 4 by pyridin-4-yl and dibutylnitrilo groups, respectively.


name: 3-(4-oxo-1H-quinazolin-2-yl)propanoic acid (3,5-dimethyl-4-isoxazolyl)methyl ester


linkable vandetanib analogue

An analogue of vandetanib where the N-methylpiperidin-4-yl group is replaced by 4-aminomethyl.


A member of the class of quinazolines that is quinazoline which is substituted by a 2-methylpiperidin-1-yl group at position 4.


name: 4-(4-anilinoanilino)-2-quinazolinecarboxylic acid ethyl ester


name: 2-[(2-methyl-2,3-dihydroindol-1-yl)methyl]-4-oxo-1H-quinazoline-7-carboxylic acid methyl ester


name: 1,5-dioxo-2,4-dihydropyrrolo[1,2-a]quinazoline-3-carboxylic acid ethyl ester


pyraquinate

A member of the class of quinazolines that is 1-methylquinazoline-2,4(1H,3H)-dione substituted by 3-chlorophenyl, methyl, and {5-[(diethylcarbamoyl)oxy]-1,3-dimethyl-1H-pyrazol-4-yl}carbonyl groups at positions 3, 5, and 6, respectively. It is a herbicide developed by Liaoning Cynda Chemical Co. Ltd.


erlotinib

A quinazoline compound having a (3-ethynylphenyl)amino group at the 4-position and two 2-methoxyethoxy groups at the 6- and 7-positions.


name: 2-[[2-(phenoxymethyl)-4-quinazolinyl]thio]acetic acid methyl ester


name: 3-[[[[3-[(4-chlorophenyl)methyl]-2-methyl-4-oxo-6-quinazolinyl]amino]-oxomethyl]amino]propanoic acid ethyl ester


name: 2-[(1-amino-1-oxopropan-2-yl)thio]-3-butyl-4-oxo-7-quinazolinecarboxylic acid methyl ester


proquinazid

A member of the class of quinazolines that is quinazolin-4-one substituted at positions 2, 3 and 6 by propoxy, propyl and iodo groups respectively. A fungicide with the potential to control powdery mildew in a range of crops including cereals and grapes.


benquitrione

A member of the class of quinazolines that is 1-methylquinazoline-2,4(1H,3H)-dione substituted by 2,6-dimethylphenyl and 2-hydroxy-6-oxocyclohex-1-ene-1-carbonyl groups at positions 3 and 6, respectively. It is a HPPD inhibitor and a selective herbicide used for the weed control in Sorghum crops.


pyrifluquinazon

A member of the class of quinazolines that is 3,4-dihydroquinazolin-2-one which is substituted at positions 1, 4, and 6 by acetyl, pyridin-3-ylmethyl, and perfluoroisopropyl groups, respectively. An insecticide used to control sucking and chewing pests by disturbing their coordination and ability to feed.


Src Inhibitor-5

A member of the class of quinazolines that is quinazoline which is substituted at position 4 by a 2-chloro-5-methoxyanilino group, at position 6 by a methoxy group and at position 7 by a 3-(morpholin-4-yl)propoxy group.


name: 2-oxo-1,4-dihydroquinazoline-3-carboxylic acid [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester


barasertib-hQPA

A member of the of quinazolines that is 4-aminoquinazolin-7-ol in which the amino group at position 4 has been substituted by a 5-[2-(3-fluoroanilino)-2-oxoethyl]-1H-pyrazol-3-yl group, while the hydroxy group at position 7 has been converted into the corresponding 3-[ethyl(2-hydroxyethyl)aminopropyl ether.


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


name: 3-(2-fluorophenyl)-4-oxo-2-sulfanylidene-1H-quinazoline-7-carboxylic acid methyl ester


GSK-3 inhibitor XIII

A member of the class of aromatic amines that is ammonia with two of the hydrogens replaced by 5-methylpyrazol-3-yl and 2-phenylquinazolin-4-yl groups.


chrysogine

A quinazolin-4-one where the hydrogen atom in position 2 is substituted with a 1-hydroxyethyl group. It is a natural yellow pigment found in many filamentous fungi, including the Aspergillus, Penicillium and Fusarium genera.


PENIPANOID C

A quinazoline alkaloid that is quinazolin-4(3H)-one substituted by a 4-hydroxybenzoyl group at position 2. It has been isolated from  Penicillium paneum.


name: 3-phenyl-3-(4-quinazolinylhydrazinylidene)propanoic acid ethyl ester


name: 2-[[2-[(2-methoxy-2-oxoethyl)thio]-4-oxo-3-quinazolinyl]oxy]acetic acid methyl ester


A member of the class of quinazolines that is quinazoline which is substituted at positions 2 and 4 by 6-methylpyridin-2-yl and pyridin-4-ylnitrilo groups, respectively. It is an ALK5 and PKN3 kinase inhibitor.


name: 5-[4-[(2-methyl-4-thiazolyl)methylamino]-6-quinazolinyl]-2-furancarboxylic acid ethyl ester


A member of the class of quinazolines that is quinazoline which is substituted by a pyrrolidin-1-yl group and a dipropylnitrilo group at positions 2 and 4, respectively.


A member of the class of quinazolines that is quinazoline which is substituted by a 4-methylphenyl group and a methyl(1-methylpiperidin-4-yl)nitrilo group at positions 2 and 4, respectively.


A member of the class of quinazolines that is 1,2,3,4-tetrahydroquinazoline in which the hydrogens at positions 2 and 4 have been replaced by imino and oxo groups, respectively.


name: 2-[[6-(4-morpholinyl)-4-oxo-3-(phenylmethyl)-2-quinazolinyl]thio]acetic acid ethyl ester


dacomitinib

A member of the class of quinazolines that is 7-methoxyquinazoline-4,6-diamine in which the amino group at position 4 is substituted by a 3-chloro-4-fluorophenyl group and the amino group at position 6 is substituted by an (E)-4-(piperidin-1-yl)but-2-enoyl group.


asperlicins

Any of the organic heteropolycyclic quinazolinone alkaloid mycotoxins originally isolated from the fungus Aspergillus alliaceus. The term also includes their semi-synthetic and synthetic analogues.


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


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,5Z)-tetradecadienoic acid.


D-4-hydroxy-2-oxoglutaric acid

A 4-hydroxy-2-oxoglutaric acid having D-configuration.


4-hydroxy-2-oxoglutaric acid

An oxo dicarboxylic acid comprising glutaric acid having oxo- and hydroxy substituents at the 2- and 4-positions respectively.


L-4-hydroxy-2-oxoglutaric acid

An optically active form of 4-hydroxy-2-oxoglutaric acid having L-configuration.


A beta-ketonitrile resulting from the hydrolysis and decarboxylation of the proherbicide cyflumetofen.


dexketoprofen

A monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea.


A  monomethoxyflavone that is sideroxylin in which the methyl group at position 8 is replaced by a hydrogen. It has been found in Hydrastis canadensis and Eucalyptus species.


6-aminonicotinic acid

An aminonicotinic acid in which the amino group is situated at position 6 of the pyridine ring.


CMP-sialic acid

A nucleotide sugar used as a donor by glycosyltransferases for the synthesis of sugar chains


CMP-N-acyl-beta-neuraminic acid

A CMP-sugar in which the sugar component consists of any N-acyl-beta-neuraminic acid.


CMP-N-glycoloyl-beta-neuraminic acid

A CMP-N-acyl-beta-neuraminic acid in which the N-acyl group is glycoloyl.


rRNA containing 2'-O-methylguanosine

A ribonucleic acid that is ribosomal RNA (rRNA) in which one of the RNA nucleotides is 2'-O-methylguanosine 5'-monophosphate.


A non-proteinogenic L-amino acid that is N-acetyl-alpha-D-galactosamine linked via an alpha glycosidic bond to the O at position 3 of L-serine.


D-glucitol 6-phosphate

The 6-O-phospho derivative of D-glucitol.


galactitol 1-phosphate

The 1-O-phospho derivative of galactitol.


D-mannitol 1-phosphate

An alditol 1-phosphate that is the 1-O-phospho derivative of mannitol with D-configuration.


name: oleanolic acid 3-O-beta-D-glucosiduronic acid


An N-(2-naphthyl)carboxamide obtained by formal condensation of the carboxy group of N-carbobenzyloxy-glycylglycyl-L-arginine with the amino group of 2-naphthylamine.


A 3-hydroxy-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyoctanoic acid.


sucrose 6(G)-phosphate

A disaccharide phosphate that is sucrose carrying a single monophosphate substituent at position 6 on the glucose ring.


cholesteryl myristate

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


phleomycin D1

A glycopeptide originally isolated from the bacterium Streptomyces verticillus which contains a (4'R)-4',5'-dihydro-2,4'-bi-1,3-thiazole-2',4-diyl moiety with a a 4-guanidylbutylaminocarbonyl group attached to the 4-position of the terminal thiazole ring. Like all phleomycins, phleomycin D1 can form complexes with redox-active metals such as Co, Cu, and Fe.


A dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxytetradecanoyl.


A pyrrole carrying methyl and acetyl substituents at the 1- and 2-positions respectively.


(3S,5S)-3,5-diaminohexanoic acid

A chiral diamino acid consisting of hexanoic acid having amino substituents at the 3- and 5-positions and (S,S)-configuration.


name: 1-(1,3-benzodioxol-5-yl)-4-hydroxy-3-pyrazolecarboxylic acid ethyl ester


pipataline

A member of the class of benzodioxoles that is 1,3-benzodioxole in which the hydrogen at position 5 has been replaced by a dodec-1-en-1-yl group.


A lignan that consists of tetrahydrofuran-2-ol substituted by a 1,3-benzodioxol-5-ylmethyl group at positions 3 and a 3,4-dimethoxybenzyl group at position 4 (the 3R,4R stereoisomer). It is isolated from the leaves of Piper nigrum and exhibits histamine release inhibitory activity.


ANOLIGNAN A

A lignan that consists of buta-1,3-diene substituted by a 2,4-dihydroxybenzyl group at position 2 and a 1,3-benzodioxol-5-ylmethyl group at position 3. It is isolated from the ground stems of Anogeissus acuminata and exhibits anti-HIV activity by inhibiting HIV-1 reverse transcriptase enzyme.


PIPERCALLOSINE

An alkaloid enamide that is (2E,4E)-N-(2-methylpropyl)nona-2,4-dienamide substituted at position 9 by a 1,3-benzodioxol-5-yl group. Isolated from Piper sarmentosum, it has been found to induce apoptosis in HT-29 cells.


name: 4-(4-fluorophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylic acid 1,3-benzodioxol-5-ylmethyl ester


sesaminol 2-O-beta-D-gentiobioside

A disaccharide derivative that is sesaminol in which the hydroxy group at position 5 has been substituted by a 6-O-beta-D-glucopyranosyl-beta-D-glucopyranoside group. It is a metabolite found in sesame seeds.


FPR A14

A hydrazone obtained by formal condensation of the carboxy group of 1,3-benzodioxolane-5-carboxylic acid with the hydrazino group of 4'-benzyloxy-3'-methoxybenzylidene hydrazide.


name: acetic acid [2-(1,3-benzodioxol-5-ylmethylamino)-2-oxoethyl] ester


(+)-sesamin monocatechol

A catechol resulting from the hydrolysis of one of the two methylene acetal groups in (+)-sesamin. Found as a product of (+)-sesamin in rat liver homogenate and also produced from sesamin by an enzyme (SesA) found in Sinomonas species. no. 22 growing on sesamin.


sesaminol

A furofuran that is cis-tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 6-hydroxy-1,3-benzodioxol-5-yl group at position 1S and a 1,3-benzodioxol-5-yl group at position 4S. It is metabolite found in sesame seeds.


termilignan B

An  olefinic compound that is 2,3-dimethylbuta-1,3-diene substituted by a 4-hydroxyphenyl and a 1,3-benzodioxol-5-yl group. It has been isolated from Terminalia sericea.


A member of the class of benzimidazoles that is 1H-benzimidazole substituted by (1S)-1-cyclohexylethyl, 6-bromo-1,3-benzodioxol-5-yl, and 4-(cyanoanilino)acyl groups at positions 1, 2 and 5, respectively. It is an allosteric modulator of protease-activated receptor 2 (IC50 = 23 nM) and exhibits anti-osteoarthritis properties.


PIPERCALLOSIDINE

An enamide that is (2E)-N-isobutylhept-2-enamide which is substituted at position 7 by a 3,4-methylenedioxyphenyl group. A natural product found in Piper sarmentosum.


A furofuran that is tetrahydro-1H,3H-furo[3,4-c]furan which is substituted at positions 1 and 4 by 4-hydroxy-3-methoxyphenyl and 1,3-benzodioxol-5-yl groups, respectively (the 1S,3aR,4S,6aR stereoisomer). The biosynthetic precursor of (+)-sesamin.


3,4-methylenedioxymandelic acid

A 2-hydroxy monocarboxylic acid that is mandelic acid in which positions 3 and 4 on the benzene ring are substituted by a methylenedioxy group.


DIHYDROCUBEBIN

A glycol that is butane-1,4-diol substituted at the 2- and 3-positions by (1,3-benzodioxol-5-yl)methyl groups (the R,R-configuration).


name: 1,3-benzodioxole-5-carboxylic acid [[amino-(4-bromophenyl)methylidene]amino] ester


A benzodioxole consisting of a benzene ring substituted by a the methylenedioxy group.


name: 4-(1,3-benzodioxol-5-yl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylic acid ethyl ester


SESAMINOL MONOGLUCOSIDE

A beta-D-glucoside that is sesaminol in which the hydroxy group at position 5 is substituted by a beta-D-glucopyranoside group. A metabolite found in sesame seeds.


TRICHOSTACHINE

A N-acylpyrrolidine that is pyrollidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.


demethoxyaschantin

A member of the class of furofurans that is tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-1,3-benzodioxole carrying an additional 3,4-dimethoxyphenyl substituent at position 4.


OXMETIDINE

A 2-aminopyrimidin-4(1H)-one derivative bearing a 1,3-benzodioxol-5-ylmethyl group at the 5-position and with a 4-(5-methyl-(1H)imidazol-4-yl)-3-thiabutyl substituent attached to the 2-amino group. It is a specific histamine H2-receptor antagonist.


futokadsurin B

A lignan that is tetrahydrofuran substituted by methyl groups at positions 3 and 4, a 3,4-dimethoxyphenyl group at position 5 and a 1,3-benzodioxol-5-yl moiety at position 2 (the 2S,3R,4R,5R stereoisomer). Isolated from the aerial parts of Piper futokadsura, it exhibits inhibitory activity against production of nitric oxide (NO).


name: N-[2-[(phenylmethyl)amino]-1,3-benzodioxol-2-yl]carbamic acid ethyl ester


name: N'-(1,3-benzodioxol-5-ylmethylideneamino)carbamimidothioic acid methyl ester


name: 1,3-benzodioxole-5-carboxylic acid [[amino-(3-nitrophenyl)methylidene]amino] ester


futokadsurin C

A lignan that is tetrahydrofuran substituted by methyl groups at positions 3 and 4, a 3,4-dimethoxyphenyl group at position 5 and a 1,3-benzodioxol-5-yl moiety at position 2 (the 2R,3R,4S,5S stereoisomer). Isolated from the aerial parts of Piper futokadsura, it exhibits inhibitory activity against production of nitric oxide (NO).


A 7-[beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranosyloxy]isoflavone having methoxy substituents at the 6- and 2'-positions and a methylenedioxy moiety at the 4'- and 5'-positions.


piperflanilide

A benzamide resulting from the formal condensation of the carboxy group of 3-{[(2,2-difluoro-1,3-benzodioxol-5-yl)carbonyl](methyl)amino}-2-fluorobenzoic acid with the amino group of 2-bromo-6-(difluoromethoxy)-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)aniline. It is an insecticide developed by Jiangsu Yangnong Chemical Co., Ltd.


pifarnine

A member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a [4-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)piperazin-1-yl]methyl group at position 5. It is an anti-ulcer agent.


N-methylparoxetine

A member of the class of benzodioxoles that is paroxetine in which the piperidine hydrogen is substituted by a methyl group. It is a drug impurity of the antidepressant, paroxetine.


burseran

A lignan that consists of tetrahydrofuran substituted by a 5-methyl-1,3-benzodioxole group at position 3 and a 3,4,5-trimethoxybenzyl group at position 4 (the 3S,4S stereoisomer).


TGF-beta RI inhibitor III

A member of the class of imidazoles carrying tert-butyl, 1,3-benzodioxol-5-yl and 6-methylpyridin-2-yl substituents at positions 2, 4 and 5 respectively.


MANASSANTIN B

A lignan isolated from Saururus cernuus and Saururus chinensis and has been shown to exhibit antineoplastic activity.


name: 3,4-dimethyl-6-(6-nitro-1,3-benzodioxol-5-yl)-2-oxo-1,6-dihydropyrimidine-5-carboxylic acid propyl ester


name: 2-pyrazinecarboxylic acid [2-(1,3-benzodioxol-5-ylamino)-2-oxoethyl] ester


PIPERONYLIC ACID

A member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a carboxy group at position 5. It is a natural product isolated from several plant species. It is a selective mechanism-based inactivator of the trans-cinnamate 4-hydroxylase enzyme and exhibits antifungal and skin wound healing properties.


PIPERIC ACID

A monocarboxylic acid that is (E)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (Piper nigrum).


name: 6-amino-4-(1,3-benzodioxol-5-yl)-5-cyano-2-methyl-4H-pyran-3-carboxylic acid 2-methoxyethyl ester


biliatresone

A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted at positions 5 by  a 2-(2-hydroxyphenyl)-3-oxoprop-1-en-3-yl group and at positions 4 and 6 by methoxy groups. A very rare type of isoflavonoid-related 1,2-diaryl-2-propenone found in Dysphania glomulifera (red crumbweed) and D. littoralis, the enone moiety is particularly reactive, undergoing ready Michael addition of water and methanol. Biliatresone has been found to cause extrahepatic biliary atresia (obliteration or discontinuity of the extrahepatic biliary system, resulting in obstruction to bile flow) in a zebrafish model.


PIPERONAL

An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.


name: 8-[2-[(6-bromo-1,3-benzodioxol-5-yl)methylidene]hydrazinyl]-8-oxooctanoic acid methyl ester


An amino acid zwitterion, obtained by transfer of a proton from the carboxylic acid group to the amino group of (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid.


xylonic acid

A pentonic acid resulting from the formal oxidation of the aldehyde group of aldehydo-xylose to the corresponding carboxylic acid.


A C-glycosyl compound that is apigenin substituted by a beta-D-glucosyl group and a beta-D-xylosyl group at positions 6 and 8 respectively.


N-acetyl-L-aspartic acid-1,2,3,4-(13)C4

A (13)C-modified compound that is N-acetyl-L-aspartic acid in which the carbon atoms at postions 1, 2, 3 and 4 are present as their (13)C isotopes. Used in biological studies for metabolic alterations associated with schizophrenia.


N-ACETYLASPARTIC ACID

An N-acyl-L-aspartic acid in which the acyl group is specified as acetyl.


An N-acyl-1-O-beta-D-glucosyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 21 carbons and 0 double bonds and is 2-hydroxylated.


A medium-chain primary fatty alcohol that is hexan-1-ol with two trans double bonds at positions 2 and 4.


A pyrimidone that is cytosine substituted by an ethyl group at position 3.


An organic sulfide that is the methyl thioether of 1,3-benzothiazole-2-thiol.


sermorelin

A 29 amino acid polypeptide that is used to treat growth problems (usually in children) due to growth hormone deficiency. It is the biologically active fragment of human growth hormone-releasing factor (GHRH).


A long-chain aldehyde that is octadecanal in which one of the hydrogens at position 2 is replaced by a hydroxy group.


A glycophytoceramide having a 4-O-(4-fluorobenzyl)-alpha-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen. One of a series of an extensive set of 4"-O-alkylated alpha-GalCer analogues evaluated (PMID:30556652) as invariant natural killer T-cell (iNKT) antigens.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z,15Z)-3-oxoicosatrienoic acid


CAERULOMYCIN H

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


alpha-D-paratopyranose

The alpha-anomer of the pyranose form of D-paratose.


ortho-iodosylbenzoic acid

A benzoic acid compound having an iodosyl substituent at the ortho-position.


A C3 cyanine dye having 3-ethyl-1,3-benzoxazol-2(3H)-yl units at each end.


1,3-dimethylimidazolium iodide

An organic iodide salt in which the cationic component is 1,3-dimethylimidazolium.


An organoiodine compound that is iodobenzene substituted by methoxy group at psotion 2.


5-iododeoxycytidine monophosphate

A 2'-deoxycytidine phosphate that is 2'-deoxycytidine-5'-monophosphate in which the hydrogen at position 5 on the cytosine ring is replaced by iodine.


ethyltrimethylammonium iodide

A quarternary ammonium salt whose basic unit comprises an ethyltrimethylammonium cation and an iodide anion.


A phenylalanine derivative that is phenylalanine carrying an iodo group at position 4 on the benzene ring.


IODOHIPPURATE

A member of the class of benzamides resulting from the formal condensation of the carboxy group of 2-iodobenzoic acid with the amino group of glycine.


A 2-hydroxy monocarboxylic acid that is lactic acid substituted by a 4-hydroxy-3,5-diiodophenyl group at position 3.


An indoloquinoline that is 11H-indolo[3,2-c]quinoline substituted by carboxy and iodo groups at positions 6 and 10, respectively. It is a potent inhibitor of DYRK1A (IC50 = 6 nM).


PRALIDOXIME IODIDE

An organic iodide salt that has pralidoxime as the cation.


2,3,5-TRIIODOBENZOIC ACID

A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 2, 3 and 5 are replaced by iodine atoms. It is an auxin polar transport inhibitor.


A quaternary ammonium salt obtained by combining equimolar amounts of 4-diphenylacetoxy-N-methylpiperidine and iodomethane.


(R)-closantel

An N-{5-chloro-4-[(4-chlorophenyl)(cyano)methyl]-2-methylphenyl}-2-hydroxy-3,5-diiodobenzamide that has R configuration.


iodobenzoic acid

A member of the class of benzoic acids that is benzoic acid bearing at least one iodo substituent.


iodipamide

An organoiodine compound that is 3-amino-2,4,6-triiodobenzoic acid in which one of the amino hydrogens is substituted by a 6-(3-carboxy-2,4,6-triiodoanilino)-6-oxohexanoyl group. It is a water-soluble radiographic contrast media for cholecystography and intravenous cholangiography.


A C3 cyanine dye having 1-ethyl-3,3-dimethylindoleinine units at each end.


monoiodotyrosine

An  iodotyrosine carrying a single iodo substituent.


iodothyronine

An  iodoamino acid in which the amino acid specified is  thyronine.


iodotyrosine

A tyrosine derivative which has at least one iodo-substituent on the benzyl moiety.


ammonium iodide

The iodide salt of ammonia.


acetyl-beta-methylthiocholine iodide

A quaternary ammonium salt that is the monoiodide salt of acetyl-beta-methylthiocholine.


iodocyanopindolol

An indole that is 1H-indole substituted at positions 2, 3 and 7 by cyano, iodo and 3-(tert-butylamino)-2-hydroxypropoxy groups respectively.


BUZEPIDE METIODIDE

An organic iodide salt of buzepide. It is a component of the antispasmodic drug vesadol.


A C1 cyanine dye having benzothiazolium-2-yl and quinolinium-4-yl substituents.


A piperidinecarboxamide that is TEMPO carrying an 2-iodoacetamido group at position 4.


A member of the class of phenylureas that is urea in which a hydrogen attached to one nitrogen is replaced by a cyclohexyl group and a hydrogen attached to the other nitrogen is replaced by a p-iodophenyl group.


rose bengal (photoactivated)

A xanthene dye that is fluorescein bearing bromine substituents at positions 2', 4', 5' and 7' (on the xanthene ring) and iodine substituents at position 2, 3, 4, and 5 (on the phenyl ring). The dipotassium salt is the biological stain 'rose bengal'.


3-iodobenzoic acid

An iodobenzoic acid with a single iodo substituent placed at the 3-position.


A tertiary amino compound that consists of 2-amino-7-hydroxytetralin in which the two amino hydrogens are substituted by 2E)-3-iodoallyl and propyl groups. This ligand has uniquely high affinity and selectivity for the D3 receptor.


IODOPYRACET

A 4-pyridone in which the pyridone is iodo-substituted at C-3 and -5 and has a carboxymethyl substituent on nitrogen; used as a radiocontrast agent urography.


DIATRIZOATE SODIUM

The sodium salt of a benzoic acid having iodo substituents at the 2-, 4- and 6-positions and acetamido substituents at the 3- and 5-positions. It is used, often as a mixture with the meglumine salt, as an X-ray contrast medium in gastrointestinal studies, angiography, and urography.


THYROXINE SULFATE

An iodothyronine having iodo substituents in the 3-, 3'-, 5- and 5'-positions and a sulfate group attached to the phenol function.


An organic iodide salt consisting of pyridinium iodide having a methyl substituent at the 1-position and a 4-dimethylaminostyryl substituent at the 4-position.


organoiodine compound

An organoiodine compound is a compound containing at least one carbon-iodine bond.


The L-enantiomer of 4-iodophenylalanine.


An unsymmetrical C3 cyanine dye having 1,3-benzoxazol-2-yl and quinolinium-4-yl substituents.


iodohydrocarbon

A compound derived from a hydrocarbon by replacing a hydrogen atom with an iodine atom.


An aminopyridine that is 3-aminopyridine carrying an additional iodo substituent at postion 4.


(S)-closantel

An N-{5-chloro-4-[(4-chlorophenyl)(cyano)methyl]-2-methylphenyl}-2-hydroxy-3,5-diiodobenzamide that has S configuration.


diiodotyrosine

A dihalogenated L-tyrosine which has two iodo-substituents on the benzyl moiety.


A tripeptide consisting of three tyrosine residues each of which is substituted at the 3- and 5-positions by iodine.


1-butyl-3-methylimidazolium iodide

An organic iodide salt in which the cationic component is 1-butyl-3-methylimidazolium.


A carboxamide compound having an N-(5-carboxypentyl) substituent and a C-(4-hydroxy--5-iodo-3-nitrophenyl) substituent.


poly(N-methyl-2-vinylpyridinium iodide)

A polymer composed of repeating N-methyl-2-ethylpyridinium iodide units.


ortho-iodylbenzoic acid

A benzoic acid compound having an iodyl substituent at the ortho-position.


A C-nitro compound that is nitrobenzene bearing an iodine substituent at C-3.


iodoamino acid

An amino acid containing at least one iodo substituent.


2-iodobenzoic acid

An iodobenzoic acid with a single iodo substituent placed at the 2-position.


A C7 cyanine dye having 3-ethyl-1,3-benzoxazol-2(3H)-yl units at each end.


A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by N-ethylcarboxamido and one of the hydrogens of the exocyclic amino function is substituted by a 3-iodo-4-aminobenzyl group.


An unsymmetrical C1 cyanine dye having 1,3-benzoxazol-2-yl and quinolinium-4-yl substituents.


An organic iodide salt consisting of pyridinium iodide having a methyl substituent at the 1-position and a 4-diethylaminostyryl substituent at the 4-position.


The D-enantiomer of 4-iodophenylalanine.


A C7 cyanine dye having 1-ethyl-3,3-dimethylindoleinine units at each end.


erythrosin

An organoiodine compound that is the ring opened tautomer of fluorescein substituted at positions 2, 4, 5 and 7 by iodo groups.


Phenol substituted with iodo and nitro groups at the 3 and 5 positions respectively.


BENODANIL

A member of the class of benzamides, obtained by formal condensation of the carboxy group of 2-iodobenzoic acid with the amino group of aniline. An obsolete fungicide once used mainly to control rust diseases.


A member of the class of pyrimidines carrying iodo and phenyl substituents at positions 4 and 6 respectively.


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


An N-alkylpiperazine that consists of piperazine bearing 2-(benzhydryloxy)ethyl and 2-(4-azido-3-iodophenyl)ethyl groups at positions 1 and 4 respectively.


A dinitronaphthalene carrying nitro groups at positions 1 and 8.


compound 39a [PMID: 15634016]

A member of the class of furans that is furan which is substituted by aminomethyl and pyridy-3-yl groups at positions 2 and 5 respectively.


name: Zwitterionic polysialic acid acetylated at O-9

description: Zwitterionic form of a 9-O-acetylated polysialic acid compound having anionic carboxy groups and protonated amino groups.


name: 2-[2-[(3-chloro-1-benzothiophen-2-yl)-oxomethyl]imino-6-sulfamoyl-1,3-benzothiazol-3-yl]acetic acid ethyl ester


1-phospho-alpha-D-galacturonic acid

An uronic acid phosphate that is alpha-D-galacturonic acid carrying a phosphate group at position 1.


D-glucuronic acid 1-phosphate

A uronic acid phosphate consisting of D-glucuronic acid having a phosphate group attached at the 1-position.


2,3,6-TRICHLOROBENZOIC ACID

A chlorobenzoic acid that is benzoic acid in which the hydrogens at positions 2, 3, and 6 have been replaced by chlorines. A synthetic auxin, it is used as a post-emergence herbicide to control weeds in various cereal crops. Not approved for use within the European Union.


A glycoside that consists of 2-sulfanylethyl beta-D-glucoside having an alpha-L-rhamnosyl residue at the 3-position.


benzyl alcohols

Compounds containing a phenylmethanol skeleton.


A 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol in which the carbon bearing the hydroxy group has R configuration while the remaining stereocentre has S configuration.


A secondary alcohol that is diphenylmethanol which carries chloro groups at positions 4 and 4'. It is a metabolite of the insecticide DDT.


4-methoxy-alpha-methylbenzyl alcohol

A member of the class of  benzyl alcohols that is alpha-methylbenzyl alcohol substituted by a methoxy group at position 4.


A member of the class of  phenylhydrazines that is phenylhydrazine substituted by a hydroxymethyl group at position 4.


A member of the class of benzyl alcohols that is benzyl alcohol in which the hydrogens at positions 3 and 4 of the phenyl group are substituted by methoxy groups.


furanocandin

A carbohydrate-containing antibiotic isolated from the fermentation broth of Trichothecium sp. It exhibits marked antifungal activity against the Candida species.


A tertiary alcohol that is isopropanol in which the hydrogen attached to the carbon bearing the hydroxy group has been replaced by a phenyl group.


A fatty amide resulting from the formal condensation of palmitic acid with the primary amino group of 2-amino-3-(morpholin-4-yl)-1-phenylpropan-1-ol.


3-fluorobenzyl alcohol

A member of the class of benzyl alcohols that is benzyl alcohol substituted by a fluoro group at position 3.


virensol B

A member of the class of hydroxybenzyl alcohols that is 2-(hydroxymethyl)phenol in which the hydrogen at position 3 is substituted by a (1E,3E,5E)-undeca-1,3,5-trien-1-yl group.


An N-[1-hydroxy-3-(morpholin-4-yl)-1-phenylpropan-2-yl]hexadecanamide in which both stereocentres have R configuration.


mandelamide

A monocarboxylic acid amide that is phenylacetamide in which one of the benzylic hydrogens has been replaced by a hydroxy group.


A member of the class of  benzyl alcohols that is 1-phenylethan-1-ol substituted by methoxy groups at positions 3 and 4 respectively.


SALICYL ALCOHOL

A hydroxybenzyl alcohol that is phenol substituted by a hydroxymethyl group at C-2.


(R)-mandelamide

A mandelamide in which the stereocentre at position 2 has R-configuration.


TREMULDIN

An aryl beta-D-glucoside that is salicin in which the hydrogen of the 2-hydroxy group is replaced by a benzoyl group. It is found in the leaves and bark of willows and poplars.


A member of the class of  benzyl alcohols that is ethanol substituted by a phenyl group at position 1 which in turn is substituted by methoxy groups at positions 3 and 5 and a hydroxy group at position 4 respectively.


RITODRINE

A secondary amino compound that is 4-(2-amino-1-hydroxypropyl)phenol in which one of the hydrogens attached to the nitrogen is replaced by a 2-(4-hydroxyphenyl)ethyl group.


2,3,4,5,6-pentafluorobenzyl alcohol

An organofluorine compound that is benzyl alcohol substituted  by fluoro groups at positions 2, 3, 4, 5 and 6.


PARANITROBENZYL ALCOHOL

A member of the class of benzyl alcohols that is benzyl alcohol substituted at the para-position by a nitro group.


A member of the class of phenols that is phenol substituted by a 1-hydroxyethyl group at position 4.


apocynol

A member of the class of  phenols that is phenol substituted by a methoxy group at position 2 and a 1-hydroxyethyl group at position 4 respectively.


An N-[1-hydroxy-3-(morpholin-4-yl)-1-phenylpropan-2-yl]hexadecanamide in which both stereocentres have S configuration.


(S)-mandelamide

A mandelamide in which the stereocentre at position 2 has S-configuration


methylbenzyl alcohol

Members of the class of benzyl alcohols substituted by at least one methyl group.


MICRODIPLODIASOL

A member of the class of xanthones that is 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-one substituted by hydroxy groups at positions 1, 4, 8 and 9a, a hydroxymethyl group at position 6 and a methyl group at position 4a. Isolated from the endophytic fungus Microdiplodia species, it exhibits antibacterial activity.


A benzothiazine that is 2H-1,4-benzothiazin-3(4H)-one substituted by a hydroxy and a hydroxymethyl group at positions 7 and 5 respectively. It is an antibacterial agent from Ampelomyces.


hydroxybenzyl alcohol

Any member of the class of benzyl alcohols that is a benzyl alcohol substituted by at least one hydroxy group on the benzene ring.


ent-butopamine

A 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol in which both stereocentres have S configuration.


2,3-difluorobenzyl alcohol

A member of the class of benzyl alcohols that is benzyl alcohol substituted by fluoro groups at positions 2 and 3 respectively.


4-acetoxybenzyl alcohol

An aromatic primary alcohol that is benzyl alcohol in which the hydrogen at position 4 is substituted by an acetyloxy group.


DIPHENYLMETHANOL

A secondary alcohol that is  diphenylmethane which carries a hydroxy group at position 1.


4-methylbenzyl alcohol

A methylbenzyl alcohol in which the methyl substituent is para to the hydroxymethyl group.


3-hydroxybenzyl alcohol

A hydroxybenzyl alcohol that is phenol substituted at position C-3 by a hydroxymethyl group.


A benzyl alcohol with hydroxy substituents at positions 2 and 5 and a methanesulfinyl group at position 3. It is a fungal secondary metabolite from Ampelomyces sp. SC0307 and has antibacterial activity against Escherichia coli, Pseudomonas aeruginosa and Proteus vulgaris.


A member of the class of pyridopyrimidines that is an mTOR inhibitor and shows anti-tumour properties.


ipflufenoquin

A member of the class of quinolines that is quinoline substituted by a methyl group, 3-fluoro-2-(2-hydroxypropan-2-yl)phenoxy group, fluoro group and fluoro group at positions 2, 3, 7 and 8, respectively. It is a fungicide being developed by Nippon-Soda Co. Ltd (Japan) which has stable efficacy against a wide range of plant diseases, such as gray mold, scab and rice blast.


A member of the class xanthones which consists of a dihydroxanthone skeleton substituted by hydroxy groups at positions 4 and 8, a hydroxymethyl group at position 6 and a methoxycarbonyl group at position 4a (the 4R,4aS stereoisomer). It is isolated from Penicillium and exhibits potent antitumour activity against both human and murine tumour cell lines.


A monosaccharide derivative that consists of 4-(hydroxymethyl)-2,6-dimethoxyphenol attached to a  beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Isolated from  Acacia mearnsii it exhibits cytotoxic activity.


syringyl alcohol

A member of the class of phenols that is phenol substituted by a hydroxymethyl group at position 4 and methoxy groups at positions 2 and 6 respectively.


A nitrile that is 3-phenylpropionitrile in which one of the methylene hydrogens at position 3 is replaced by a hydroxy group.


A member of the class of phenols that is phenol substituted by hydroxymethyl and pentyl groups at positions 2 and 3, respectively.


ractopamine

A diastereoisomeric mixture of approximately equal amounts of all four possible diastereoisomers of 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol. A beta-adrenergic agonist, it is used (generally as the hydrochloride salt) as a feed additive for use in pigs and other livestock to promote protein deposition, resulting in leaner meat. The R,R diastereoisomer, butopamine, is responsible for most of the leanness-enhancing effects. While use of ractopamine has been banned in over 120 countries including throughout the EU, in the US it used in an estimated 80% of all beef, pork and turkey production.


A 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol in which the carbon bearing the hydroxy group has S configuration while the remaining stereocentre has R configuration.


5-hydroxypipecolic acid

A  piperidinemonocarboxylic acid that is pipecolic acid with a hydroxy substituent at position 5.


name: N-[4-(2-pyrimidinylsulfamoyl)phenyl]carbamic acid methyl ester


The (S,S) diastereoisomer of butane-2,3-diol.


The meso diastereoisomer of butane-2,3-diol.


The (R,R) diastereoisomer of butane-2,3-diol.


A D-glucosaminide consisting of 2-aminoglucosamine attached to 1D-myo-inositol at the 6-position via an alpha-linkage.


An N-acetyl-beta-D-glucosaminide in which the anomeric hydroxy hydrogen is replaced by a 2-nitrophenyl group.


N-acetyl-alpha-D-glucosaminide

Any N-acetyl-D-glucosaminide having alpha-configuration at the anomeric centre.


(S)-malyl alpha-D-glucosaminide

A D-glucosaminide having (S)-malyl as the anomeric substituent and alpha-configuration at the anomeric centre.


methyl N-acetyl-alpha-D-galactosaminide

An N-acetyl-alpha-D-galactosaminide having a methyl substituent at the anomeric position.


phenyl N-acetyl-beta-D-glucosaminide

An N-acetyl-beta-D-glucosaminide having phenyl as the anomeric substituent.


An N-acetyl-alpha-D-glucosaminide in which the anomeric hydroxy hydrogen is replaced by a 4-nitrophenyl group.


heparan sulfate alpha-D-glucosaminide

A heparan sulfate having an alpha-D-glucosaminyl residue at the non-reducing end. The heparan sulfate part consists of a variably sulfated repeating disaccharide unit.


An N-acetyl-alpha-D-galactosaminide having a 4-nitrophenyl substituent at the anomeric position.


A heparan sulfate having an N-acetyl-alpha-D-glucosaminyl residue at the non-reducing end. The heparan sulfate part consists of a variably sulfated repeating disaccharide unit.


An N-acetyl-beta-D-glucosaminide in which the anomeric hydroxy hydrogen is replaced by a 1-naphthyl group.


ethyl N-acetyl-beta-D-glucosaminide

An N-acetyl-beta-D-glucosaminide having ethyl as the anomeric substituent.


A myo-inositol cyclic phosphate that is 1D-myo-inositol 1,2-cyclic phosphate having an alpha-D-glucosaminyl residue attached at the 6-position.


phenyl N-acetyl-alpha-D-glucosaminide

An N-acetyl-alpha-D-glucosaminide having phenyl as the anomeric substituent.


An N-acetyl-beta-D-galactosaminide having a 4-nitrophenyl substituent at the anomeric position.


methyl N-acetyl-beta-D-galactosaminide

An N-acetyl-beta-D-galactosaminide having a methyl substituent at the anomeric position.


name: heparan sulfate alpha-D-glucosaminide 3-sulfate

description: A heparan sulfate having an 3-O-sulfo-alpha-D-glucosaminyl residue at the non-reducing end. The heparan sulfate part consists of a variably sulfated repeating disaccharide unit.


An N-acetyl-alpha-D-glucosaminide in which the anomeric hydroxy hydrogen is replaced by a 2-nitrophenyl group.


An N-acetyl-beta-D-glucosaminide in which the anomeric hydroxy hydrogen is replaced by a 4-nitrophenyl group.


An N-acetyl-alpha-D-glucosaminide having (S)-malyl as the anomeric substituent.


N-acetyl-beta-D-glucosaminide

Any N-acetyl-D-glucosaminide having beta-configuration at the anomeric centre.


CHLOROEREMOMYCIN

A complex glycopeptide antibiotic that is isolated from Amycolatopsis orientalis.


A tetrasaccharide consisting of alternating D-glucuronic acid and D-xylosyl residues joined in sequence by (1->3)-linkages. A repeating unit in glycoprotein DAG1


4-sulfanylbutanoic acid

A monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 has been replaced by a thiol group.


A linear tetrasaccharide in which four mannopyranose residues are joined by alpha-(1->2)-, alpha-(1->2)- and alpha-(1->6)-linkages.


A beta-D-glucoside having hydroxytyrosol as the anomeric substituent. Isolated from Zantedeschia aethiopica and Picrorhiza scrophulariiflora, it exhibits antioxidant activity.


CHAETOXANTHONE B

A bridged organic heteropentacyclic compound that is 3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one substituted by a hydroxy group at position 7, a methoxy group at position 9 and a methyl group at position 2.  It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity.


aflatoxin M1 8,9-epoxide

A member of the class of aflatoxins that is obtained by the formal epoxidation across the 8,9-double bond of aflatoxin M1.


CellTracker red CMTPX 6-isomer

The 6-isomer of a fluorescent dye with an emission wavelength of 602 nm, derived from a heteropentacyclic ring system.


erucifoline N-oxide

A pyrrolizine alkaloid that is erucifoline in which the tertiary amino function has been oxidised to the corresponding N-oxide.


Alexa Fluor 568 para-isomer

The 6-succinimidyloxycarbonyl isomer of Alexa Fluor 568.


An indole alkaloid that is vellosimine in which the carbon bearing the aldehyde function has been epimerised.


A sterigmatocystin that is the 8-O-methyl derivative of dihydrosterigmatocystin.


ACTINODAPHNINE

An organic heteropentacyclic compound 6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline bering additional hydroxy and methoxy substituents at positions 10 and 11 respectively.


JERANTININE E

An indole alkaloid that is the 14-15-dihydro derivative of jerantinine A. Isolated from Tabernaemontana corymbosa, it exhibits cytotoxicity against human KB cells.


aflatoxin B1 8,9-dihydrodiol

An aflatoxin B1 compound formed via enzymic epoxidation of aflatoxin B1 followed by non-enzymic hydrolysis.


hippeastrine

An indole alkaloid isolated from the Amaryllidaceae family and has been shown to exhibit cytotoxic activity.


crambescidin 800

An organic heteropentacyclic guanidine alkaloid isolated from the marine sponge Crambe crambe and Batzella. It exhibits anti-HIV-1 and anti-HSV-1 activity.


taiwankadsurin B

An organic heteropentacyclic compound found in Kadsura philippinensis. A homolignan that has been found to exhibit mild cytotoxicity against human KB and Hela tumor cells.


A trans-fused organic heteropentacyclic compound consisting of an oxacyclooctene, an oxepane, two pyrans and a further oxepane ring fused in a linear sequence.


jadomycin B

A jadomycin that is jadomycin A in which the phenolic hydroxy group at position 12 has been converted to the corresponding 2,6-dideoxy-alpha-L-ribo-hexopyranoside, isolated from Streptomyces venezuelae. It exists as a diastereoisomeric mixture consisting of both 3aS and 3aR isomers.


NIGRASIN D

An extended flavonoid  that is the 2R*-diastereomer of nigrasin C. It has been isolated from the twigs of Morus nigra.


PICRININE

A natural product with formula C20H22N2O3 that is the member of the akuammiline family of alkaloids, first isolated in 1965 from the leaves of Alstonia scholaris.


VINDOLININE

A monoterpenoid indole alkaloid with formula C21H24N2O2, isolated from several plant species.


A sterigmatocystin that is the 11-hydroxy-8-O-methyl derivative of dihydrosterigmatocystin.


ciguatoxin IJKLM ring fragment

A polycyclic ether comprising a linear sequence of sequence of four trans-fused oxacycles and one spiro-fused tetrahydrofuran ring.


TETRAHYDROALSTONINE

A heteropentacyclic compound that is (20alpha)-16,17-didehydro-18-oxayohimban which is substituted at position 16 by a methoxycarbonyl group and at position 19 by a methyl group. It is a metabolite found in several plant species.


acetylerucifoline N-oxide

A pyrrolizine alkaloid that is erucifoline in which the primary hydroxy hydrogen has been replaced by an acetyl group and the tertiary amino function has been oxidised to the corresponding N-oxide.


benz[a]anthracene 5,6-oxide

An arene epoxide that is tetraphene which has undergone 1,2 addition of an oxygen atom to the double bond at the 5-6 position.


aflatoxin B1 endo-8,9-oxide

A member of the class of aflatoxins that is obtained by the formal epoxidation across the 8,9-double bond of aflatoxin B1.


neopinone

The beta,gamma-unsaturated ketone resulting from the hydrolysis of the methyl enol ether group of thebaine. It is a key intermediate in the biosynthesis of codeine and morphine in the opium poppy, Papaver somniferum.


NIGRASIN E

An extended flavonoid that is 1,2,6a,11b-tetrahydro-6H-[1]benzofuro[3,2-b]furo[2,3-h]chromene substituted by hydroxy groups at positions 5, 6a and 9, a prenyl group at position 11b, a prop-1-en-2-yl group at position 2 and an oxo group at position 6. It has been isolated from the twigs of Morus nigra.


cladoniamide F

An organic heteropentacyclic compound that is cladoniamide G in which the chlorine attached to the methoxy-bearing indole moiety is replaced by a hydrogen. It has been isolated from the culture broth of Streptomyces uncialis.


NIGRASIN B

An extended flavonoid that is the 3S*-diastereomer of nigrasin A. It has been isolated from the twigs of Morus nigra.


velpatasvir

A complex organic heteropentacyclic compound that is a hepatitis C virus nonstructural protein 5A inhibitor used in combination with sofosbuvir (under the brand name Epclusa) for treatment of patients with chronic hepatitis C of all six major genotypes.


An indole alkaloid that is the 1,2-dehydro derivative of geissoschizoline. Isolated from Geissospermum sericeum, it exhibits antiplasmodial activity.


eprinomectin component B1a

An avermectin analogue that is avermectin A1a in which the methoxy group attached to the tetrahydrobenzofuranyl moiety is replaced by a hydroxy group and in which the hydroxy group at position 4 of the terminal 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hyxopoyranosyl group is replaced by an acetamido group.


noribogaine

An organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a hydroxy group. It is the primary (and long-lived) metabolite of ibogaine, the psychoactive indole alkaloid found in the African rainforest shrub Tabernanthe iboga.


crambescidin 401

An organic heteropentacyclic guanidine alkaloid isolated from the marine sponge Crambe crambe.


maremycin G

An indole alkaloid with formula C22H21N3O3S. It is a natural product synthesized by an NRPS/PKS system in Streptomyces sp. B917 and exhibits antifungal properties.


Alexa Fluor 610-X

A fluorescent dye of absorption wavelength 612 nm and emission wavelength 628 nm, derived from a heteropentacyclic ring system.


ATTO 565 meta-isomer(1+)

The meta-isomer of ATTO 565 cation.


ALISIAQUINOL

An organic heteropentacyclic compound comprising (2aS,5aR,8aR,8bS)-8a-hydroxy-2a,5a-dimethyldecahydro-8H-naphtho[1,8-bc]furan-8-one ortho-fused to C-6 and C-7 of naphthalene-1,4-diol. An antiplasmodial drug isolated from New Caledonian deep water sponge.


VINCADIFFORMINE

An aspidosperma alkaloid that is (5alpha,12beta,19alpha)-2,3-didehydroaspidospermidine which is substituted at position 3 by a methoxycarbonyl group. A natural product found in several species in the Apocynaceae (dogbane) family, including Alstonia spatulata.


VOACANGINE

A monoterpenoid indole alkaloid with formula C22H28N2O3, isolated from several plant species.


Alexa Fluor 594 meta-isomer

The 5-succinimidyloxycarbonyl isomer of Alexa Fluor 594.


Alexa Fluor 594 para-isomer

The 6-succinimidyloxycarbonyl isomer of Alexa Fluor 594.


A vinca alkaloid that is vindoline in which the acetate ester group at position 17 has been hydrolysed to give the corresponding secondary alcohol.


eprinomectin component B1b

An avermectin analogue that is eprinomectin B1a in which the butan-2-yl substituent of the spiroketal moiety is replaced by an isopropyl group.


acetylerucifoline

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


stryvomitine

A monoterpenoid indole alkaloid with formula C22H22N2O3, isolated from the seeds of Strychnos nux-vomica.


COCHINCHINOXANTHONE

A polycyclic cage xanthone isolated from the stems of Cratoxylum cochinchinense and has been shown to exhibit cytotoxic activity against human colon cancer cell line.


fumitremorgin B

An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi via a tryptophan-proline diketopiperazine intermediate.


CRAMBESCIDIN 826

An organic heteropentacyclic guanidine alkaloid isolated from maringe sponge Monanchora sp. It exhibits anti-HIV-1 and anti-HSV-1 activity.


INTERIOTHERIN B

A lignan with a dibenzocyclooctadiene skeleton attached to a fatty acid ester side chain. It is isolated from Kadsura interior and has been shown to exhibit anti-HIV activity.


dihydrosterigmatocystin

A sterigmatocystin whose skeleton comprises a xanthone ring system ortho-fused to a dihydrofuranofuran moiety.


neopine

A morphinane alkaloid that is the Delta(8,14) isomer of codeine. It is a minor constituent in opium from Papaver somniferum.


AKUAMMIGINE

A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from Vinca sardoa and Uncaria rhynchophylla.


PENICITRINOL B

A furopyranoxanthene with formula C24H28O6. It is a natural product isolated from the fungus Penicillium citrinum B-57.


LIRIODENINE

An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.


cladoniamide G

An organic heteropentacyclic compound that is 7,12-dihydro-6H-pyrido[1,2-a:3,4-b']diindole substituted by chloro groups at positions 2 and 9, a hydroxy group at position 7, a methoxy group at position 13, a N-methyl carbamyl group at position 7 and an oxo group at position 6 (the 7R stereoisomer). It is isolated from the culture broth of Streptomyces uncialis and exhibits cytotoxicity against human breast cancer MCF- cells.


NIGRASIN C

An extended flavonoid that is 2,3,5a,10b-tetrahydro-5H-[1]benzofuro[3,2-b]furo[3,2-g]chromene substituted by hydroxy groups at positions 4, 5a and 8, a 2-hydroxypropan-2-yl group at position 2, a prenyl group at position 10b and an oxo group at position 5. It has been isolated from the twigs of Morus nigra.


dihydrodemethylsterigmatocystin

An organic heteropentacyclic compound that is sterigmatocystin in which the methoxy group at position 6 is replaced by a hydroxy group.


CATHARANTHINE BASE

An organic heteropentacyclic compound and monoterpenoid indole alkaloid produced by the medicinal plant Catharanthus roseus via strictosidine.


cladoniamide E

An organic heteropentacyclic compound that is 7,12-dihydro-6H-pyrido[1,2-a:3,4-b']diindole substituted by chloro groups at positions 2 and 9, a hydroxy group and an N-methyl carbamyl group at position 6, a methoxy group at position 13, and an oxo group at position 7 (the 6R stereoisomer). It is isolated from the culture broth of Streptomyces uncialis.


HOMOCAMPTOTHECIN

An organic heteropentacyclic compound that is (5R)-5-ethyl-5-hydroxy-8-(quinolin-3-ylmethyl)-1,4,5,8-tetrahydrooxepino[3,4-c]pyridine-3,9-dione in which position 7 of the oxepinopyridine group has been joined to position 2 of the quinoline ring by a single bond. A semisynthetic analogue of camptothecin, it is an inhibitor of topoisomerase I.


A sterigmatocystin that is the 11-hydroxy-8-O-methyl derivative of the parent sterigmatocystin.


geissospermine

A indole alkaloid comprising two indole-derived polycyclic moieties joined by a cyclic ether linkage.


CHAETOXANTHONE A

A bridged organic heteropentacyclic compund that is 3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one substituted by hydroxy groups at positions 4 and 7, a methoxy group at position 9 and a methyl group at position 2 (the 2S,4R,6S stereoisomer).  It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity.


aflatoxin Q1

A member of the class of aflatoxins that is aflatoxin B1 in which the hydrogen at the pro-3S position is replaced by a hydroxy group.


xyloketal E

A xyloketal with formula C26H36O6. It was initially isolated from the mangrove fungus Xylaria sp. from the South China sea coast.


AKUAMMICINE

A monoterpenoid indole alkaloid with formula C20H22N2O2, isolated from several plant species including Alstonia spatulata, Catharanthus roseus and Vinca major.


AUSTOCYSTIN D

An  organic heteropentacyclic compound isolated from Aspergillus and Aspergillus ustus and has been shown to exhibit cytotoxic activity.


A member of the class of pyranoindolizinoquinolines that is (4S)-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione bearing two additional ethyl substituents at positions 4 and 11 as well as two additional hydroxy substituents at positions 4 and 9. It is the active metabolite of irinotecan and is ~1000 times more active than irinotecan itself.


hesseltin A

An organic heteropentacyclic compound with a mixed polyketide-terpenoid origin isolated from Penicillium hesseltinei. It has been shown to exhibit antiviral activity.


JERANTININE A

An indole alkaloid that is tabersonine substituted by hydroxy group at position 10 and a methoxy group at position 11. Isolated from Tabernaemontana corymbosa and Hazunta modesta, it exhibits cytotoxicity against human KB cells.


artoindonesianin P

An extended flavonoid that is 5a,6-dihydro-5H,7H-[1]benzofuro[3,4-bc]xanthen-7-one substituted by hydroxy groups at positions 1, 3, 8 and 10 and geminal methyl groups at position 5. It is isolated from the tree barks of Artocarpus lanceifolius and exhibits cytotoxicity against human murine leukemia cells.


lindechunine A

An isoquinoline alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2, methoxy groups at positions 3 and 11 and a hydroxy group at position 10. Isolated from the roots of Lindera chunii, it exhibits anti-HIV activity.


CellTracker red CMTPX

A fluorescent dye with an emission wavelength of 602 nm, derived from a heteropentacyclic ring system.


Alexa Fluor 568 ortho-isomer

The 5-succinimidyloxycarbonyl isomer of Alexa Fluor 568.


GLYCYRRHIZOL B

An organic heteropentacyclic compound that is 2H-pyrano[3',4',5'',6'']-pterocarpene substituted by a hydroxy group at position 7, a methoxy group at position 5 and geminal methyl groups at position 2''. Isolated from the roots of Glycyrrhiza uralensis, it exhibits antibacterial activity.


ATTO 590 para-isomer(1+)

The para-isomer of ATTO 590 cation.


Fumitremorgin C

An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi. A potent and specific inhibitor of the breast cancer resistance protein multidrug transporter.


(-)-phaseolin

A prenylated member of the class of  pterocarpans and an organic heteropentacyclic compound that is 2,3,6b,12b-tetrahydro-1H,7H-chromeno[6',5':4,5]furo[3,2-c]chromen-10-ol in which both of the hydrogens at position 3 have been replaced by methyl groups (the R,R stereoisomer). It is found in found in the seeds of Phaseolus vulgaris (French bean)  and in the stems of Erythrina subumbrans.


GEISSOSCHIZOLINE

An indole alkaloid that is (16alpha)-curan substituted by a hydroxy group at position 17.


An organic heteropentacyclic compound that is isolated from Streptomyces sp. A54238. It exhibits inhibitory efficacy against the growth of human tumour cells.


xyloketal B

A xyloketal with formula C20H26O5. It was initially isolated from the mangrove fungus Xylaria sp. from the South China sea coast.


furopyranoxanthene

An organic heteropentacyclic compound having a skeleton comprising of pyranoxanthene ortho-fused to a furan ring.


ciguatoxin ABCDE ring fragment

A polycyclic ether comprising a linear sequence of five trans-fused oxacycles (three oxepines and two pyrans) which corresponds to the ABCDE ring fragment of ciguatoxin CTX1B.


butremycin

A polyketide macrolactam containing a tetramic acid (pyrrolidine-2,4-dione) ring system. It is the 3-hydroxyl derivative of ikarugamycin and isolated from Micromonospora sp. K310.


cathenamine

A yohimban alkaloid with formula C21H22N2O3, produced by Catharanthus roseus and Rauvolfia serpentina plant species.


INTERIOTHERIN A

A  lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura interior and has been shown to exhibit anti-HIV activity.


ikarugamycin

A polyketide macrolactam containing a tetramic acid (pyrrolidine-2,4-dione) ring system. It is isolated from Streptomyces as an antibiotic with  antiprotozoal and cytotoxic activities.


JERANTININE C

An indole alkaloid that is jerantinine A substituted with an oxo group at position 13.  Isolated from Tabernaemontana corymbosa, it exhibits cytotoxicity against human KB cells.


DIFLOMOTECAN

An organic heteropentacyclic compound that is (5R)-8-[(6,7-difluoroquinolin-3-yl)methyl]-5-ethyl-5-hydroxy-1,4,5,8-tetrahydrooxepino[3,4-c]pyridine-3,9-dione in which position 7 of the oxepinopyridine moiety is joined to position 3 of the difluoroquinoine ring by a single bond. An E-ring modified camptothecin analogue that has greater lactone stability in plasma compared with other topoisomerase I inhibitors.


oxonantenine

An oxoaporphine alkaloid isolated from Annona glabra and has been shown to exhibit acetylcholinesterase inhibitory activity.


voachalotine

A monoterpenoid indole alkaloid with formula C22H26N2O3, isolated from several Tabernaemontana species.


ERUCIFOLINE

A pyrrolizine alkaloid that is produced by several Jacobaea species and displays toxicity towards insect herbivores.


An oxoaporphine alkaloid that is 7H-dibenzo[de,g]quinolin-7-one substituted by a methylenedioxy group across positions 1 and 2, a methoxy group at position 11 and a hydroxy group at position 10. Isolated from Hernandia nymphaeifolia and Lindera chunii, it exhibits activity against HIV-1 integrase.


CellTracker red CMTPX 5-isomer

The 5-isomer of a fluorescent dye with an emission wavelength of 602 nm, derived from a heteropentacyclic ring system.


The 16-methoxy derivative of tabersonine.


ACETYLCARANINE

An organic heteropentacyclic compound that is caranine in which the hydroxy group is acetylated.


(+)-minovincinine

A monoterpenoid indole alkaloid that is (+)-vincadifformine which carries a hydroxy group at position 19S. A natural product found in several plant species including Alstonia venenata and Catharanthus trichophyllus.


An organic heteropentacyclic compound that is coronaridine in which the hydrogen of the indole moiety that is para- to the indole nitrogen has been replaced by a hydroxy group.


An organic heteropentacyclic compound and polyketide that is 11a,11b-dihydrobenzo[b]cyclopenta[2,3]indeno[4,5-e][1,4]dioxine-6,8,9(8aH)-trione which is substituted by hydroxy groups at positions 1 and 7, and by methyl groups at the 3, 8a, 11 and 11b positions. A cathepsin K inhibitor, it was first isolated from Paecilomyces carneus and subsequently obtained from Aspergillus nidulans cocultivated with a soil-dwelling actinomycete.


DIOXINODEHYDROECKOL

A phlorotannin that is [1,4]benzodioxino[2,3-a]oxanthrene substituted by hydroxy groups at positions 1, 3, 6, 9 and 11. Isolated from the brown alga Ecklonia stolonifera, it exhibits radical scavenging activity.


pyranojacareubin

An organic heteropentacyclic compound that is 2H,6H,10H-dipyrano[3,2-b:2',3'-i]xanthene substituted by hydroxy groups at positions 5 and 12, geminal methyl groups at positions 2 and 10 and an oxo group at position 6. Isolated from Calophyllum blancoi it exhibits antiviral activity.


An organic heteropentacyclic compound and polyketide that is 11a,11b-dihydrobenzo[b]cyclopenta[2,3]indeno[4,5-e][1,4]dioxine-6,8,9(8aH)-trione which is substituted by hydroxy groups at positions 4 and 7, and by methyl groups at the 2, 8a, 11 and 11b positions. A cathepsin K inhibitor, it was first isolated from Paecilomyces carneus and subsequently obtained from Aspergillus nidulans cocultivated with  a soil-dwelling actinomycete.


NIGRASIN A

An extended flavonoid that is 3,4,6a,11b-tetrahydro-2H,6H-[1]benzofuro[3,2-b]pyrano[3,2-g]chromene substituted by hydroxy groups at positions 3, 5, 6a and 9, geminal methyl groups at positions 2, an oxo group at position 6 and a prenyl group at position 11b. It has been isolated from the twigs of Morus nigra.


ibogamine

A monoterpenoid indole alkaloid with formula C19H24N2. It is isolated from the flowering plant genus, Tabernaemontana and exhibits anti-addictive properties.


circumdatin H

An organic heteropentacyclic compound that is 5b,7,8,16-tetrahydro-6H,10H-pyrrolo[2,1-c]quinazolino[3,2-a][1,4]benzodiazepine substituted by a methoxy group at position 2 and oxo groups at positions 10 and 16 (the 5bS stereoisomer). An alkaloid isolated from the culture broth of Aspergillus ochraceus, it exhibits potent inhibitory activity towards mitochondrial NADH oxidase.


cladoniamide D

An organic heteropentacyclic compound that is cladoniamide E in which the chlorine attached to the methoxy-bearing indole moiety is replaced by a hydrogen. It has been isolated from the culture broth of Streptomyces uncialis.


An organic heteropentacyclic compound that is 4,5-dihydroindolo[3,2-c]pyrrolo[3,2,1-ij]quinoline substituted at position 7 by an oxo group.


An organic heteropentacyclic compound that is 3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione substituted at position 2 by a methyl group and at positions 7, 9 and 11 by hydroxy groups (the S,S-diastereomer)


ORIPAVINE

A morphinane alkaloid with formula C18H19NO3. It is the major metabolite of thebaine.


lactiflorin

An organic heteropentacyclic compound with formula C23H26O10, isolated from several species of Paeoniae.


An organic heteropentacyclic compound that is the 8'-O-beta-D-glucoside of dalcochinin.


alstonine

An indole alkaloid with formula C21H20N2O3, isolated from several Rauvolfia species and exhibits antipsychotic activity.


(+)-butaclamol

An organic heteropentacyclic compound that is 2,3,4,4a,8,9,13b,14-octahydro-1H-benzo[6,7]cyclohepta[1,2,3-de]pyrido[2,1-a]isoquinoline substituted at position 3 by both hydroxy and tert-butyl groups.


An organic heteropentacyclic compound that is p-xylene in which the 2-3 and 5-6 bonds of the benzene ring have each been fused with the b edge of a benzothiophene moiety.


vellosimine

An indole alkaloid that is sarpagan in which the methyl group attached to position 16 has been oxidised to the corresponding aldehyde.


xyloketal C

A xyloketal with formula C20H26O5. It was initially isolated from the mangrove fungus Xylaria sp. from the South China sea coast.


ATTO 590 meta-isomer(1+)

The meta-isomer of ATTO 590 cation.


naloxegol

An organic heteropentacyclic compound that is naloxone in which the keto group is replaced by a PEG moiety. Used for treatment of opioid-induced constipation.


A monoterpenoid indole alkaloid obtained by formal hydration across the 2,3-double bond of tabersonine.


A monoterpenoid indole alkaloid that is a reactive intermediate in the biosynthesis of vindoline by Catharanthus roseus.


xestospongin C

An organic heteropentacyclic compound that is isolated from the marine sponge Xestospongia exigua.


A monohydroxyflavanone that is flavanone substituted by a hydroxy group at position 7.


hemiaminal

Any organic amino compound that has an amino group and a hydroxy group attached to the same carbon atom. Hemiaminals are intermediates in the formation of imines by addition of an amine to an aldehyde or ketone; those derived from primary amines are particularly unstable.


5-hydroxymethyl-5,6-dihydrofolic acid

A 5,6-dihydrofolic acid that is (6S)-5,6-dihydrofolic acid substituted at position 5 by a hydroxymethyl group.


(S)-NADPHX

A tetrahydronicotinamide adenine dinucleotide obtained by formal stereo- and regioselective hydration across the 2,3-double bond in the nicotinyl ring of NADPH, with the hydroxy group located at position 2, having (S)-configuration.


An indole alkaloid obtained by selective hydrogenation of the 1,2-position of vomilenine.


A quinolizidine alkaloid that is lupanine bearing a hydroxy substituent at position 17.


An indole alkaloid obtained by formal acetylation of the 17-hydroxy group of norajmaline.


A 4a-hydroxytetrahydrobiopterin which has R configuration at position 6 and in which the dihydroxypropyl substituent has L-erythro configuration.


(R)-NADPHX

A tetrahydronicotinamide adenine dinucleotide obtained by formal stero- and regioselective hydration across the 2,3-double bond in the nicotinyl ring of NADPH, with the hydroxy group located at position 2, having (R)-configuration.


PSEUDOBRUCINE

A monoterpenoid indole alkaloid that is brucine in which the hydrogen at position 16 has been replaced by a hydroxy group.


A monoterpenoid indole alkaloid with formula C22H24N2O4, originallly isolated from the seeds of Strychnos nux-vomica.


PSEUDOSTRYCHNINE

A monoterpenoid indole alkaloid that is strychnine in which the hydrogen at position 16 has been replaced by a hydroxy group.


A tetrahydropterin that is 5,6,7,8-tetrahydrobiopterin carrying an additional hydroxy substituent at the 4a-position.


(R)-NADHX

A tetrahydronicotinamide adenine dinucleotide obtained by formal stereo- and regioselective hydration across the 5,6-double bond in the nicotinyl ring of NADH, with the hydroxy group located at position 6, having (R)-configuration.


norajmaline

An organonitrogen heterocyclic compound that is ajmaline which is lacking the methyl substituent attached to the nitrogen of the dihydroindole moiety.


(S)-NADHX

A tetrahydronicotinamide adenine dinucleotide obtained by formal stereo- and regioselective hydration across the 5,6-double bond in the nicotinyl ring of NADH, with the hydroxy group located at position 6, having (S)-configuration.


vomilenine

An indole alkaloid that is vinorine bearing a hydroxy substituent at position 21.


A monovalent inorganic anion obtained by deprotonation of one of the phosphate OH groups in diphosphoric acid.


A 17-membered macrocyclic lactam that incorporates a phenol and a substituted indole moiety. It includes a R-hydroxy group at position 11 and a (3-methyl-2-oxopentanoyl)amino group at position at position 18 with a S-methyl group. It acts as a proteasome inhibitor and is obtained from Apiospora montagnei Sacc. TC 1093, isolated from a soil sample.


name: 3H-indole-3-carboxylic acid [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ester


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,19Z,22Z,25Z,28Z)-3-hydroxytetratriacontatetraenoic acid.


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


2-(trifluoromethyl)benzoic acid

A benzoic acid carrying a trifluoromethyl substituent at the 2-position.


A branched oligosaccharide comprising eleven D-arabinofuranose units, in an assembly consisting of two of the arabinose residues linked alpha(1->5), with beta-arabinosyl-(1->2)-alpha-arabinosyl and beta-arabinosyl-(1->2)-alpha-arabinosyl-(1->5)-alpha-arabinosyl-(1->5)-alpha-arabinosyl-(1->5)-alpha-arabinosyl-(1->5)-alpha-arabinosyl-(1->5)-alpha-arabinosyl units linked to respectively the 5- and 3-positions of the arabinose residue distal from the reducing-end residue.


name: 1-[2-[[(2,4-dichloroanilino)-oxomethyl]amino]-2-methyl-1-oxopropyl]-4-piperidinecarboxylic acid ethyl ester


diflorasone diacetate

The 17,21-diacetate derivative of diflorasone. It is used topically for its anti-inflammatory and antipruritic properties in the treatment of various skin disorders.


(S)-miconazole nitrate

An organic nitrate salt prepared from equimolar amounts of (S)-miconazole and nitric acid.


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


name: 1-[2-[[[4-(dimethylamino)anilino]-oxomethyl]amino]-2-methyl-1-oxopropyl]-4-piperidinecarboxylic acid ethyl ester


An (S)-3-hydroxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2S,3S)-3-hydroxy-2-methylbutanoic acid.


cyclopropenone

Three-membered alicyclic ketones containing a single C=C double bond.


(S)-liquiritigenin

A dihydroxyflavanone in which the two hydroxy substituents are located at positions 4' and 7.


The (R)-enantiomer of flavanone.


beclometasone

A 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively.


citrinalin B

An indole alkaloid that has been isolated from Penicillium citrinum.


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


fluorometholone acetate

A steroid ester resulting from the formal condensation of the 17-hydroxy function of fluorometholone with acetic acid. Used in the treatment of steroid responsive inflammatory conditions of the palpebral and bulbar conjunctiva, cornea, and anterior segment of the eye.


MINABEOLIDE 4

A  withanolide that is (22R,25S)-22,26-epoxycholesta-1,4-dien-26-one substituted by an oxo group at position 3. Isolated from Paraminabea acronocephala,it exhibits  anti-inflammatory activity.


A pyranone based on the structure of 4H-pyran-4-one and its substituted derivatives.


garciniaxanthone H

A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 2, 5 and 8, methoxy group at position 1 and a 2-methylbut-3-en-2-yl group at position 4. Isolated from the woods of Garcinia subelliptica, it exhibits antioxidant activity.


A member of the class of  cyclohexenones that is cyclohex-2-en-1-one substituted by hydroxy groups at positions 2, 4, 5 and 6 (the 4R,5S,6R-stereoisomer).


A 11alpha-hydroxy steroid that is pregn-4-ene-3,20-dione substituted by a hydroxy group at position 11.


A 6-amino-5-oxocyclohex-2-ene-1-carboxylic acid in which stereocentre attached to the carboxylic acid group has R-configuration, while that attached to the amino group has S-configuration.


A 3-oxo Delta(4)-steroid that is (22S)-22-hydroxycampest-4-en-3-one bearing an additional hydroxy substituent at position 23R.


A member of the class of quinolones that is 1,2,3,4-tetrahydroquinoline in which the hydrogens at positions 2 and 4 have been replaced by oxo groups.


platensic acid methyl ester

A  polycyclic cage that is the methyl ester derivative of platensic acid. It is isolated from Streptomyces platensis.


(+)-isoepoxydon

A cyclic ketone that is (-)-phyllostine in which the carbonyl group which is furthest from the hydroxymethyl substituent has been formally reduced to give the corresponding secondary alcohol with S configuration. A metabolite of the patulin pathway in Penicillium urticae.


A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1,3 and 8, prenyl groups at positions 2 and 7, and a methyl group at position 4.


CRATOXYARBORENONE E

A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3 and 7, isoprenyl groups at positions 4 and 5 and a methoxy group at position 6. It is isolated from Cratoxylum Sumatranum and exhibits cytotoxicity towards the KB (human oral epidermoid) cancer cell line.


A 3-oxo-5beta-steroid formed from corticosterone by reduction across the C4-C5 double bond.


norsolorinic acid anthrone

A polyketide that is anthrone bearing four hydroxy substituents at positions 1, 3, 6 and 8 as well as a hexanoyl substituent at position 2.


A flavanone 7-O-beta-D-glucoside having a beta-L-rhamnosyl residue attached at the 2-position of the glucose ring.


An isoquinoline alkaloid that is 4,4a-dihydro-3H,6H-5,10b-ethanophenanthridin-3-one carrying additional hydroxy and methoxy substituents at positions 8 and 9 respectively (the 4aS,10bR-diastereomer).


An anabolic steroid that differs from testosterone by having a 1,2-double bond instead of a 4,5-double bond in its A ring. A potent androgen with anabolic properties, it was legally sold as a prohormone in the U.S.A. until 2005, when it was reclassified as a Schedule III drug.


xanthone glycoside

Any member of the class of  xanthones having one or more glycosyl residues attached at unspecified positions.


ninhydrin

A member of the class of indanones that is indane-1,3-dione bearing two additional hydroxy substituents at position 2.


A 16-hydroxy steroid that is prednisolone carrying a hydroxy group at the 16 position.


A  methoxyflavanone that is  flavanone substituted by methoxy groups at positions 5, 6, 7 and 4'.


An androstanoid that is androst-4-ene-3,17-dione in which the hydrogen at the 1alpha position has been replaced by a hydroxy group.


atrochrysone

A member of the class of anthracenones that is 3,4-dihydroanthracen-1(2H)-one which carries a methyl group at position 3 and hydroxy groups at positions 3, 6, 8, and 9, respectively.


3-oxocyclopentanecarboxylic acid

An alicyclic ketone that is oxocyclopentanone substituted at position 3 by a carboxy group.


A member of the class of xanthones that is methyl (1S)-2,9-dihydro-1H-xanthene-1-carboxylate substituted by hydroxy groups at positions 2 and 8, a hydroxymethyl group at position 6 and an oxo group at position 9. It has been isolated from the sea fan derived fungus Aspergillus sydowii.


isomangiferin

A member of the class of  xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7 and a 1,5-anhydro-D-glucitol moiety at position 1.


A 4-oxo monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2,2,3-trimethyl-5-oxocyclopent-3-en-1-yl group.


kadsurenin C

A neolignan with formula C21H26O5, originally isolated from Piper kadsura.


azanigerone C

An azaphilone that is the ester obtained by formal condensation of the carboxy group of 2,4-dimethylhexanoic acid with the tertiary hydroxy group of 7-hydroxy-3-(1,2-dihydroxypropyl)-7-methyl-6H-2-benzopyran-6,8(7H)-dione.


trihydroxycyclohexanone

Any hydroxycyclohexanone bearing three hydroxy substituents.


A member of the class of cyclohexenones that is cyclohex-2-en-1-one in which the hydrogens at position 4 have been replaced by a 3,4-dimethoxyphenyl and a 2-[(methoxycarbonyl)(methyl)amino]ethyl group. The compound has been used in enantioselective syntheses of Scleretium alkaloids.


The parent member of the class of 4'-methoxyflavanones that is flavanone which is substituted by a methoxy group at the 4'-position.


A cyclic ketone consisting of cyclohex-3-en-1-one substituted at position 5 by a carboxy group and position 6 by an amino group.


sydoxanthone C

A member of the class of xanthones that is 9H-xanthen-9-one substituted by methoxycarbonyl, methylsulfinyl, hydroxymethyl and hydroxy groups at positions 1, 2, 6 and 8, respectively. It is a natural product isolated from the deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01.


An androstanoid having a double bond at C-5, an oxo group at C-3 and a hydroxy group with beta-configuration at C-17.


A flavanone glycoside that is (+)-epitaxifolin substituted by an alpha-D-arabinopyranosyl residue at position 3.