dihydroxycinnamic acid hexoside

The hydroxyl functionalities could be either on C2 and C4 positions of the aromatic ring (as in 2-hydroxy-p-coumaric acid) or on the C3 and C4 positions (as in caffeic acid).


A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a formyl group.


nucleobase analogue

A molecule that can substitute for a normal nucleobase in nucleic acids.


A nucleobase analogue that is uracil substituted with a (3-hydroxypropyl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A member of the class of 6-aminopurinnes that is adenine in which one of the exocyclic amino hydrogens is replaced by a hydroxy group.


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


A nucleobase analogue that is adenine in which one of the exocyclic amino hydrogens is replaced by a carbamoylmethyl group.


A pyrimidone that is uracil with methyl group substituents at positions 1 and 5.


A pyrimidone that is uracil with a methyl group substituent at position 1.


A methylthymine in which the methyl group is located at the O4-position.


A pyrimidine having keto groups at the 2- and 4-positions and a bromo group at the 5-position. Used mainly as an experimental mutagen.


A triazolopyrimidine that consists of 3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing amino and oxo substituents at positions 5 and 7 respectively.


A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a carboxy group.


A nucleobase analogue that is uracil substituted at positions 5 and 6 by hydroxy groups.


A pyrimidone that is uracil with a methyl group at position 3.


5-fluoroorotic acid

A pyrimidinemonocarboxylic that is orotic acid which is substituted by fluorine at position 5. It is used in yeast molecular genetics to detect expression of the URA3 gene, which encodes orotine-5'-monophosphate dicarboxylase. A yeast with and active URA3 gene converts 5-fluoroorotic acid to fluorodeoxyuridine, which is toxic to cells.


A nucleobase analogue that is uracil substituted with a (1,4-dideoxy-D-ribityl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


methylthymine

A pyrimidone that is thymine bearing a single methyl substituent.


A 6-alkylaminopurine that is adenine where one of the hydrogens of the amino group is replaced by a hydroxymethyl group.


A 2,6-diaminopurine that is the N(6)-hydroxy derivative of 2,6-diamino-3H-purine.


A nucleobase analogue that is uracil substituted with a (1-deoxy-D-ribityl)methyl group at position 6 and a (1E)-3-oxobut-1-en-1-yl group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


An oxopurine that is adenine bearing a single oxo substituent at position 8.


A triazolopyrimidine that consists of 1,4-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing an oxo substituent at position 7.


A pyrimidone that is uracil with methyl group substituents at positions 3 and 5.


A pyrimidone resulting from the formal oxidation of the alcoholic hydroxy group of 5-hydroxymethyluracil to the corresponding aldehyde. It is a major one-electron photooxidation product of thymine in oligodeoxynucleotides.


A nucleobase analogue that is uracil substituted with a (1,2-dideoxy-D-ribityl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A nucleobase analogue that is adenine bearing a single hydroxy substituent at position 8.


A nucleobase analogue that is uracil substituted with a (5-hydroxypentyl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A nucleobase analogue that is uracil substituted at position 5 by a 4,5-dihydroxypentyl group.


A nucleobase analogue that is uracil substituted with a (4-hydroxybutyl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A nucleobase analogue that is uracil substituted with a (1,5-dideoxy-D-ribityl)amino group at position 6 and an (E)-(2-oxopropylidene)amino group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


A nucleobase analogue that is uracil substituted with a methyl group at position 6 and a (1E)-3-oxobut-1-en-1-yl group at position 5; one of 20 modifications to the potent microbial riboflavin-based metabolite antigen 5-(2-oxopropylideneamino)-6-D-ribityl aminouracil (5-OP-RU), an activator of mucosal-associated invariant T (MAIT) cells when presented by the MR1 protein (reported in MED:32123373).


beta-D-arabinopyranose

A D-arabinopyranose with beta-configuration at the anomeric position.


N-octadecanoylglycine

A fatty acid amide resulting from the formal condensation of the carboxy group of octadecanoic acid with the amino group of glycine.


largamide D

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


LOMITAPIDE MESYLATE

A methanesulfonate (mesylate) salt prepared from equimolar amounts of lomitapide and methanesulfonic acid. Used as a complement to a low-fat diet and other lipid-lowering treatments in patients with homozygous familial hypercholesterolemia.


Any member of the class of catechols that is catechol in which the hydrogen at position 3 is substituted by an all-trans-polyprenyl group.


A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-nonaprenyl moiety.


A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-octaprenyl moiety.


A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-decaprenyl moiety.


N-icosanoylglycine

A N-acylglycine in which the acyl group is specified as icosanoyl.


An N-acyl-1-O-beta-D-glucosyl-15-methylhexadecasphing-4-enine in which the acyl group has 16 carbons and 2 double bonds.


(R)-methylmalonyl-CoA

The (R)-enantiomer of methylmalonyl-CoA.


A member of the class of pyrrolecarboxamides that is 1H-pyrrole substituted by [1-(3a,7a-dihydro-1,3-benzodioxol-5-ylmethyl)-1H-imidazol-5-yl]methyl, (4-methylpiperazin-1-yl)carbonyl, and naphthalen-1-yl groups at positions 1, 3 and 4, respectively. It is a potent inhibitor of Ras farnesyltransferase (IC50= 0.9nM against H-Ras and 2.4nM against K-Ras) with potential anticancer activity.


entrectinib

A member of the class of indazoles that is 1H-indazole substituted by [4-(4-methylpiperazin-1-yl)-2-(tetrahydro-2H-pyran-4-ylamino)benzoyl]amino and 3,5-difluorobenzyl groups at positions 3 and 5, respectively. It is a potent inhibitor of TRKA, TRKB, TRKC, ROS1, and ALK (IC50 values of 0.1 to 1.7 nM), and used for the treatment of NTRK, ROS1 and ALK gene fusion-positive solid tumours.


gilteritinib

A member of the class of pyrazines that is pyrazine-2-carboxamide which is substituted by {3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}nitrilo, (oxan-4-yl)nitrilo and ethyl groups at positions 3,5 and 6, respectively. It is a potent inhibitor of FLT3 and AXL tyrosine kinase receptors (IC50 = 0.29 nM and 0.73 nM, respectively). Approved by the FDA for the treatment of acute myeloid leukemia in patients who have a FLT3 gene mutation.


A member of the class of pyrazines that is pyrazine substituted by (pyridin-3-yl)aminocarbonyl, amino, and 4-(4-methylpiperazine-1-sulfonyl)phenyl groups at positions 2, 3 and 6, respectively. It is a potent inhibitor of GSK3alpha and GSK3beta (IC50 values of 0.9 and 4.9 nM, respectively) and increases bone mass (via Wnt activation) in rats.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 2-(4-methylpiperazin-1-yl)pyridine-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. A CDKL2 inhibitor (Kd = 63nM).


amocarzine

A thiourea resulting from the formal condensation of the secondary amino group of 1-methylpiperazine and the primary amino group of N-(4-nitrophenyl)benzene-1,4-diamine with carbonothioic O,O-acid.


An N-acylamino acid that consists of 6-aminohexanoic acid bearing an N-(3-bromo-4-hydroxy-5-nitrophenyl)acetyl substituent.


A member of the class of furans that is furan substituted by propyl, carboxy and hydroxymethyl groups at positions 2, 3 and 4, respectively. It is an inducer of antibiotic biosynthesis in Streptomyces species.


alpha-L-fructofuranose

A L-fructofuranose with an alpha-configuration at the anomeric position.


beta-L-fructofuranose

A L-fructofuranose with a beta-configuration at the anomeric position.


L-fructofuranose

The L-enantiomer of fructofuranose.


beta-L-fructopyranose

A L-fructopyranose with a beta-configuration at the anomeric position.


L-fructopyranose

The L-enantiomer of fructopyranose.


(S)-bambuterol hydrochloride

The hydrochloride salt of (S)-bambuterol.


A butynediol that is but-2-yne substituted by hydroxy groups at positions 1 and 4.


butynediol

Any acetylenic compound that is butyne substituted by two hydroxy groups at unspecified positions.


An L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group is substituted by a 2,3-bis(palmitoyloxy)propyl group.


L-cysteine substituted at sulfur by a 2-boronoethyl group.


S-(acetaldehyde)-L-cysteine zwitterion

Major microspecies at pH 7.3.


S-ethyl-L-cysteine

A S-alkyl-L-cysteine that is L-cysteine in which the hydrogen of the thiol group is substituted by an ethyl group.


An S-(1,2-dichlorovinyl)-L-cysteine in which the dichlorovinyl group has trans- (E-) geometry.


An S-substituted L-cysteine in which the thiol hydrogen of L-cysteine has been replaced by a 9-(methylthio)nonylhydroximoyl group.


felinine

A cysteine thioether that is the S-(4-hydroxy-2-methylbutan-2-yl) derivative of L-cysteine. It is a major component of the urine of the domestic cat.


An S-farnesyl-L-cysteine where the C=C double bonds at the 2- and 6-positions both have (E)-configuration.


An L-tyrosine derivative that is L-DOPA in which the hydrogen at position 2 on the phenyl ring is replaced by a cysteinyl group. Found in the urine of patients with melanoma.


An L-alpha-amino acid that is L-cysteine in which the hydrogen attached to the sulfur is replaced by a 1,2-dichlorovinyl group.


An L-tyrosine derivative that is L-DOPA in which the hydrogens at positions 2 and 5 on the phenyl ring are replaced by cysteinyl groups. Found in the urine of patients with melanoma.


An S-substituted L-cysteine where the S-substituent is specified as (2-hydroxyethyl)sulfane.


S-polyprenyl-L-cysteine

An S-hydrocarbyl-L-cysteine in which the hydrocarbyl component can be any polyprenyl group.


L-Cys(IAN)

An S-conjugate that is the S-cyano(1H-indol-3-yl)methyl derivative of L-cysteine.


N-acetyl-L-thialysine

An L-cysteine thioether resulting from the formal condensation of the carboxy group of acetic acid with the amino group of L-thialysine.


L-thialysinium

Major microspecies at pH 7.3.


S-phospho-L-cysteine

A phosphoamino acid consisting of L-cysteine carrying an S-phospho substituent.


S-methylcysteine

A cysteine derivative that is L-cysteine in which the hydrogen attached to the sulfur is replaced by a methyl group.


An S-substituted L-cysteine where the S-substituent is specified as trisulfanyl.


An S-substituted L-cysteine where the S-substituent is specified as sulfanyl.


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


L-cysteine sulphinic acid

The organosulfinic acid arising from oxidation of the sulfhydryl group of L-cysteine.


An L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group has been replaced by a 1,2-dicarboxyethyl group. It is a chemical modification which occurs in tissue proteins and formed by a Michael addition of cysteine to fumaric acid.


cysteine tryptophylquinone

An L-tryptophan derivative that is L-tryptophan-6,7-dione in which a cysteine unit is attached at position 4 via its side-chain thiol group.


An L-cysteine thioether that is S-(2E,6E)-farnesyl-L-cysteine bearing a hydroxy substituent on the pro-Z-methyl group at the 12-position.


S-farnesyl-L-cysteine

An S-polyprenyl-L-cysteine where the polyprenyl moiety is specified as farnesyl.


L-cysteine thioether

Any L-cysteine derivative obtained by conversion of the thiol group into a sulfide.


An L-cysteine thioether in which the thiol hydrogen is replaced by a (1R,2S)-2-hydroxy-1-phosphonopropyl group


L-thialysine

A cysteine derivative that is the S-(2-aminoethyl) analogue of L-cysteine; reported to have cytotoxic effects.


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


S-geranylgeranyl-L-cysteine

An S-polyprenyl-L-cysteine where the polyprenyl moiety is specified as geranylgeranyl.


cinnamycin

A type B lantibiotic consisting of a 19 amino acid tetracyclic polypeptide produced by Streptomyces cinnamoneus.


4'-hydroxy torasemide

A member of the class of phenols that is torasemide which carries a hydroxy group at position 4' of the phenyl ring. It is a metabolite of torasemide.


An optically active 9-(phosphonooxy)-10-hydroxy derivative of stearic acid with (9S,10S)-configuration.


imipenem zwitterion

Zwitterionic form of imipenem having an anionic carboxy group and a protonated methaneimidamido group; major species at pH 7.3.


2,3-dideoxy-beta-D-ribose 5-phosphate

A 2,3-dideoxyribose phosphate that is the 2,3-dideoxy analogue of beta-D-ribofuranose 5-phosphate.


name: X-linked Mendelian susceptibility to mycobacterial diseases due to CYBB deficiency

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

description: Any X-linked Mendelian susceptibility to mycobacterial diseases in which the cause of the disease is a mutation in the CYBB gene.


name: microvascular complications of diabetes, susceptibility to, 1

description: Any microvascular complications of diabetes, susceptibility in which the cause of the disease is a mutation in the VEGFA gene.


iron(3+) sulfides

Any member of the class of iron sulfides in which the iron is in the (3+) oxidation state.


iron(3+) sulfide

A member of the class of iron(3+) sulfides that has formula Fe2S3. A black powder, it decomposes at room temperature to give iron(2+) chloride, hydrogen sulfide, and sulfur.


greigite

An iron sulfide mineral with formula Fe3S4.


arsenopyrite

A sulfide mineral with formula AsFeS. It is the most abundant and widespread arsenic mineral.


chondramide A

A chondramide that is chondramide C in which the pro-S hydrogen at position 2 of the beta-tyrosine residue is replaced by a methoxy group. It is produced by strains of the myxobacterium, Chondromyces crocatus.


chondramide B

A chondramide that is chondramide A in which the hydrogen at position 2 of the indole moiety has been replaced by a chlorine. It is produced by strains of the myxobacterium, Chondromyces crocatus.


chondramide D

A chondramide that is chondramide C in which the hydrogen at position 2 of the indole moiety is replaced by a chlorine.  It is produced by strains of the myxobacterium, Chondromyces crocatus.


chondramide C

A chondramide formally obtained from N-[(2S,4E,6R,7R)-7-hydroxy-2,4,6-trimethyloct-4-enoyl]-L-alanyl-Nalpha-methyl-D-tryptophanyl-beta-R-beta-tyrosine by intramolecular condensation of the alcoholic hydroxy group with the carboxy group of the beta-tyrosine residue. It is produced by strains of the myxobacterium, Chondromyces crocatus.


(R)-penflufen

5-fluoro-1,3-dimethyl-N-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide that is the (R)-enantiomer of penflufen.


peroxyphosphate

A trivalent inorganic anion obtained by removal of all three protons from peroxyphosphoric acid.


TERNSTROSIDE A

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


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 26 carbons and 0 double bonds.


Tnp-Gln

An L-alpha-amino acid that is L-glutamine substituted at the alpha-nitrogen by a 2,4,6-trinitrophenyl group.


An oxoicosatetraenoic acid that consists of (5Z,7E,11Z,14Z)-icosatetraenoic acid with the oxo substituent located at position 9.


oxoicosatetraenoic acid

Any C20 polyunsaturated fatty acid having four double bonds and at least one oxo group.


An oxoicosatetraenoic acid having (5Z,8Z,11Z,13E) double bond stereochemistry, and an oxo group in position 15.


An oxoicosatetraenoic acid having a 5-oxo group; and (6E)-, (8Z), (11Z)- and (14Z)-double bonds.


An oxoicosatetraenoic acid having a 12-oxo group; and (5Z)-, (8Z), (10E)- and (14Z)-double bonds.


An oxoicosatetraenoic acid in which the oxo group is located at position 8 and the four double bonds at position 5, 9, 11 and 14 (the 5Z,9E,11Z,14Z-geoisomer).


A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 4, 6, 2', and 4' positions have been replaced by bromines.


A member of the class of furopyridines that is furo[2,3-b]pyridine substituted by a 4-carboxy-3-cyclopentylphenyl group at position 3 and by a 3-methylphenyl group at position 5. It is an inhibitor of CAMKK2 kinase (IC50 = 30nM).


A substituted diphenylfuran in which two amino[(1-methylbutyl)amino]methyl substituents are located at the two para-positions on the phenyl rings.


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


CHAETOMUGILIN A

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


name: Benzyl glycinate 4-methylbenzenesulfonate salt


An aldehyde resulting from the oxidation of the primary hydroxy group of paromamine to the corresponding aldehyde.


name: 4-[1-[(4-methyl-2-oxo-1-benzopyran-7-yl)amino]-3-oxo-1H-isoindol-2-yl]-1-piperidinecarboxylic acid ethyl ester


A member of the class of imidazo[2,1-b][1,3]oxazines in which the hydrogen at position 2 is substituted by a nitro group and in which the oxazine ring is fully saturated.


2-methylglutaric acid

An alpha,omega-dicarboxylic acid that is glutaric acid substituted at position 2 by a methyl group.


chromium(3+) trichloride

A chromium chloride with the chromium cation in the +3 oxidation state.


cinnamic acid

A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.


cis-cinnamic acid

The Z (cis) isomer of cinnamic acid


(S)-orciprenaline sulfate

An alkylammonium sulfate obtained by combining (S)-orciprenaline and sulfuric acid in a 2:1 ratio.


amantadine sulfate

An alkylammonium sulfate salt obtained by combining amantadine and sulfuric acid in a 2:1 ratio. Used as an antiviral and antiparkinson drug.


(R)-orciprenaline sulfate

An alkylammonium sulfate obtained by combining (R)-orciprenaline and sulfuric acid in a 2:1 ratio.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 40 carbons in total with 1 double bond.


Thiazolines containing a C=N double bond between the carbon atom 2 and the nitrogen atom.


A member of the class of  pyrroles that is 2,3-dihydro-1H-pyrrole substituted by a 9-methyl-8,10-dioxodec-2-en-10-yl group at the nitrogen atom. Isolated from Penicillium citrinum and Penicillium brevicompactum, it exhibits antifungal activity.


A beta-D-glucoside that is the 2-aminoethyl glycoside of a trisaccharide consisting of beta-D-glucuronosyl, beta-D-glucosyl and beta-D-glucuronosyl residues linked sequentially (1->4) and (1->3).


An N-acyl-1-O-beta-D-glucosyl-4-hydroxy-15-methylhexadecasphinganine in which the acyl group has 22 carbons and 0 double bonds and is 2-hydroxylated.


A platinum coordination entity consisting of 5,6-dimethyl-1,10-phenanthroline and 1S,2S-diaminocyclohexane moieties bound via their nitrogen atoms to a central platinum atom.


An N(2)-carboxyethylguanosine where the N(2)-carboxyethyl group has (R)-configuration.


(S)-metalaxyl

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


name: 4-[5-[[(2-hydroxy-2-phenylethyl)amino]methyl]-2-furanyl]benzoic acid methyl ester


An organochlorine compound that is pyridine substituted at position 2 by a chloromethyl group.


galactomannan

A heteroglycan consisting of a mannan backbone with galactose side groups.


A 9-HOTrE consisting of (10E,12Z,15Z)-octadecatrienoic acid in which the 9-hydroxy group has S-configuration.


A hydroxyoctadecatrienoic acid that consists of 10E,12Z,15Z-octadecatrienoic acid bearing an additional 9-hydroxy substituent.


pizotifen malate

A malate salt resulting from the reaction of equimolar amounts of pizotifen and malic acid. A sedating antihistamine with strong serotonin antagonist and weak antimuscarinic activity, it is used for the treatment of migraine and the prevention of headache attacks during cluster periods.


malate salt

Salts of malic acid.


ALMOTRIPTAN MALATE

The malate salt of almotriptan.


CABOZANTINIB S-MALATE

A malate salt that is the mono-(S)-malate salt of cabozantinib. A multi-tyrosine kinase inhibitor, used for the treatment of progressive, metastatic, medullary thyroid cancer.


A beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine in which the acyl group specified is (17Z)-hexacosenoyl.


thiencarbazone-methyl

An N-sulfonylurea in which the sulfur atom is attached to a 4-(methoxycarbonyl)-2-methylthiophen-3-yl group and in which the non-sulfonated nitrogen is substituted by a 3-methoxy-4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl group. It is a herbicide used for the selective control of grasses and broadleaf weeds primarily in corn.


A C78 mycolic acid having a C54 meromycolic chain with two cis cyclopropyl functions and a saturated C24 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


D-tyrosine

An optically active form of tyrosine having D-configuration.


S-palmitoyl-L-cysteine

A palmitoyl-L-cysteine in which the palmitoyl group is attached to the sulfur via a thioester linkage.


alpha-D-galactosamine 1-phosphate

A D-galactosamine 1-phosphate in which the anomeric centre has alpha configuration.


A 7-methylguanine that is 1,2,3,7-tetrahydro-6H-purin-6-one substituted by an imino group at position 2 and a methyl group at position 7.


A methylguanine that is guanine substituted by a methyl group at position 7. It is a metabolite obtained during the methylation of DNA.


A 7-methylguanine that is 7H-purine substituted by an amino group at position 2, a methyl group at position 7 and a hydroxy group at position 6.


A 7-methylguanine that is 1,7-dihydro-6H-purin-6-one substituted by an amino group at position 2 and a methyl group at position 7.


virensol A

An aromatic primary alcohol that is phenol in which the hydrogens at positions 2, 3 and 4 are replaced by hydroxymethyl, (1E,3E,5E)-undeca-1,3,5-trien-1-yl, and hydroxy groups, respectively.


A disaccharide that is D-glucopyranose in which the hydroxy group at position 2 has been converted into the corresponding alpha-L-fucopyranoside.


A glycosylglucose consisting of beta-D-xylopyranose and D-glucopyranose residues joined in sequence by a (1->4) glycosidic bond.


A glycosylglucose consisting of beta-D-xylofuranose and beta-D-glucopyranose residues joined in sequence by a (1->6) glycosidic bond.


A glycosylglucose consisting of alpha-D-galactopyranose and D-glucopyranose residues joined in sequence by a (1->3) glycosidic bond.


An alpha-L-Fucp-(1->6)-D-Glcp in which the carbon bearing the anomeric hydroxy group has alpha configuration.


nigerose

A glycosylglucose consisting of D-glucose with undefined anomeric stereochemistry and an alpha-D-glucosyl residue attached at the 3-position.


An alpha-L-Fucp-(1->6)-D-Glcp in which the carbon bearing the anomeric hydroxy group has beta configuration.


A glucosylglucose consisting of beta-L-fucopyranose and alpha-D-glucopyranose residues joined in sequence by a (1->3) glycosidic bond.


A glycosylglucose consisting of an alpha-L-arabinopyranose residue and a beta-D-glucopyranose residue joined in sequence by a (1->2) glycosidic bond.


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


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


beta-allolactose

The beta-stereoisomer of allolactose.


gentiobiose

A glycosylglucose consisting of two D-glucopyranose units connected by a beta-(1->6)-linkage.


A glycosylglucose that is alpha-D-glucopyranose in which the hydroxy group at position 4 has been glycosylated by an alpha-L-fucopyranosyl group.


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


CELLOBIOSE

A cellobiose with beta configuration at the reducing-end glucose residue.


alpha-allolactose

The alpha-stereoisomer of allolactose.


A disaccharide that is beta-D-glucopyranose in which the hydroxy group at position 6 has been converted into the corresponding alpha-L-arabinopyranoside.


cellobiose

A glycosylglucose consisting of two glucose units linked via a beta(1->4) bond.


A disaccharide that is D-glucopyranose in which the hydroxy group at position 6 has been glycosylated by an alpha-D-xylopyranosyl group.


An alpha-L-Fucp-(1->2)-D-Glcp in which the carbon bearing the anomeric hydroxy group has beta configuration.


A glycosylglucose consisting of beta-D-galactopyranose and D-glucopyranose residues joined in sequence by a (1->2) glycosidic bond.


A glycosylglucose in which the glycosyl moiety is L-rhamnose linked alpha to C-6 of D-glucose.


A glycosylglucose consisting of an alpha-D-xylopyranose residue and a F-glucopyranose residue joined in sequence by a (1->3) glycosidic bond.


A glycosylglucose consisting of a beta-D-xylopyranose residue and an alpha-D-glucopyranose residue joined in sequence by a (1->6) glycosidic bond.


A glycosylglucose consisting of beta-L-fucopyranose and alpha-D-glucopyranose residues joined in sequence by a (1->4) glycosidic bond.


A beta-D-Xylp-(1->6)-D-Glcp in which the carbon bearing the anomeric hydroxy group has beta configuration.


A glycosylglucose consisting of a beta-L-fucosyl residue and an alpha-D-glucopyranose residue joined in sequence by a (1->6) glycosidic bond.


maltose

A maltose that has beta-configuration at the reducing end anomeric centre.


A disaccharide that is beta-D-glucopyranose in which the hydroxy group at position 3 has been converted into the corresponding alpha-D-xylopyranoside.


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


beta-lactose

The beta-anomer of lactose.


A glycosylglucose where the glycosyl component is D-glycero-alpha-D-manno-heptopyranose attached via an alpha-(1->6)-linkage; the epitope of the lipooligosaccharide isolated from Haemophilus ducreyi strain ITM 2665.


A beta-D-Galp-(1->2)-D-Glcp in which the carbon bearing the anomeric hyoxy group has alpha configuration.


A glycosylglucose consisting of a beta-D-galactopyranose residue and a D-glucopyranose residue joined in sequence by a (1->3) glycosidic bond.


A glycosylglucose consisting of beta-D-xylopyranose and D-glucopyranose residues joined in sequence by a (1->2) glycosidic bond.


beta-gentiobiose

A glycosylglucose in which two beta-D-glucose residues are linked (1->6).


allolactose

A glycosylglucose consisting of galactose and glucose units linked through a 1-6 glycosidic linkage.


A glycosylglucose consisting of alpha-L-fucopyranose and D-glucopyranose residues joined in sequence by a (1->6) glycosidic bond.


A disaccharide consisting of beta-D-xylopyranose and D-glucopyranose joined in sequence by a (1->6) glycosidic bond.


A glycosylglucose in which an alpha-D-glucopyranose residue is linked to a D-glucopyranose residue by a (1->2) glycosidic bond.


A glycosylglucose in which the glycosyl moiety is L-rhamnose linked alpha to C-3 of beta-D-glucose.


beta-melibiose

A melibiose that has beta-configuration at the anomeric hydroxy group.


alpha-maltose

A maltose that has alpha-configuration at the reducing end anomeric centre.


A glycosylglucose consisting of a beta-D-xylopyranose residue and a D-glucopyranose residue joined in sequence by a (1->3) glycosidic bond.


A glycosylglucose consisting of beta-L-fucopyranose and alpha-D-glucopyranose residues joined in sequence by a (1->2) glycosidic bond.


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


An alpha-L-Fucp-(1->2)-D-Glcp in which the carbon bearing the anomeric hydroxy group has alpha configuration.


A glycosylglucose consisting of an beta-L-fucopyranose residue and a beta-D-glucopyranose residue joined in sequence by a (1->2) glycosidic bond.


melibiose

A glycosylglucose formed by an alpha-(1->6)-linkage between D-galactose and D-glucose.


isomaltose

A glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->6)-linkage.


A disaccharide compound comprising a D-apiofuranosyl residue joined to D-glucopyranose via a beta-1,6-linkage.


rutinose

A glycosylglucose in which the glycosyl moiety is L-rhamnose linked alpha to C-6 of D-glucose.


A alpha-D-Glcp-(1->2)-D-Glcpglycosylglucose in which the carbon bearing the anomeric hydroxy group has alpha configuration.


lactose

A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form.


sophorose

A glycosylglucose that is D-glucopyranose attached to a beta-D-glucopyranosyl unit at position 2 via a glycosidic linkage.


A glycosylglucose consisting of alpha-D-galactopyranose and alpha-D-glucopyranose residues joined in sequence by a (1->6) glycosidic bond.


A glycosylglucose consisting of alpha-L-arabinopyranose and beta-D-glucopyranose residues joined in sequence by a (1->4) glycosidic bond.


A glycosylglucose comprising beta-D-glucose having a D-galactosyl residue at the 4-position.


An alpha-D-Xylp-(1->6)-D-Glcp in which the carbon bearing the anomeric hydroxy group has beta configuration. The disaccharide unit of xyloglucan in plant cell-walls.


A disaccharide consisting of alpha-L-rhamnose and beta-D-glucose linked via a 1->2 glycosidic bond.


beta-L-glucose

A L-glucopyranose with a beta-configuration at the anomeric position.


A D-glucose that is alpha-D-glucose-in which the carbon atoms at positions 1 and 2 have been replaced by the (13)C isotope.


glucose

D-Glucopyranose with beta configuration at the anomeric centre.


beta-L-glucofuranose

An L-glucofuranose which has beta- configuration at the anomeric centre.


D-glucofuranose

The furanose form of D-glucose.


LEVOGLUCOSE

The L-enantiomer of glucopyranose.


D-glucose

A glucopyranose having D-configuration.


alpha-L-glucofuranose

An L-glucofuranose that has alpha configuration at the anomeric centre.


D-glucose

A glucose with D-configuration.


A D-glucose in which the six carbon atoms have been replaced by the (13)C isotope.


alpha-D-glucofuranose

A D-glucofuranose that has alpha configuration at the anomeric centre.


alpha-D-glucose

D-Glucopyranose having alpha-configuration at the anomeric centre.


L-glucofuranose

The furanose form of L-glucose.


agrocinopine D

A member of the class of agrocinopines that consists of two D-glucose units joined via a (2<->2)-phosphodiester linkage.


alpha-L-glucose

A L-glucopyranose with an alpha-configuration at the anomeric position.


sodium syringate

An organic sodium salt comprising equal numbers of sodium and syringate ions.


2,3-saturated fatty aldehyde

Any fatty aldehyde that is saturated at positions 2 and 3.


DODECANAL

A long-chain fatty aldehyde that is dodecane in which two hydrogens attached to a terminal carbon are replaced by an oxo group.


pentadecanal

A long-chain fatty aldehyde that is pentadecane carrying an oxo substituent at position 1. It is a component of essential oils from plants like Solanum erianthum and Cassia siamea.


dotriacontanal

A long-chain fatty aldehyde resulting from the formal oxidation of the hydroxy group of dotriacontan-1-ol.


octacosanal

A long-chain fatty aldehyde resulting from the formal oxidation of the hydroxy group of octacosan-1-ol.


heptadecanal

A long-chain fatty aldehyde that is heptadecane carrying an oxo substituent at position 1. It is found in citrus.


TETRADECANAL

A long-chain fatty aldehyde that is tetradecane in which two hydrogens attached to a terminal carbon are replaced by an oxo group. It is found in coriander.


triacontanal

A long-chain fatty aldehyde resulting from the formal oxidation of the hydroxy group of triacontan-1-ol.


hexacosanal

A long-chain fatty aldehyde resulting from the formal oxidation of the hydroxy group of hexacosan-1-ol. It is a minor component of barley leaf wax.


arabinoxylan

A member of the class of arabinoxylans that consists of a polymer chain of beta-(1->4)-linked D-xylopyranose units, many of which are 2- or 3-substituted, or 2,3-disubstituted by alpha-L-arabinofuranosyl residues.


name: 2-[8-[(2,6-dimethyl-4-morpholinyl)methyl]-1,3-dimethyl-2,6-dioxo-7-purinyl]acetic acid ethyl ester


N(5)-hydroxy-L-ornithine zwitterion

An amino acid zwitterion obtained from N(5)-hydroxy-L-ornithine by transfer of a proton from the alpha-carboxy group to the amino group.


name: 7-Deoxygardoside methyl ester tetraacetate


GLOBOSUMONE C

A benzoate ester obtained by the formal condensation of o-orsellinic acid with (3S,4S)-1,3,4-trihydroxypentan-2-one. It has been isolated from Chaetomium globosum.


D-erythrulose 1-phosphate

The D-enantiomer of 2-dehydroerythrose 1-phosphate.


L-erythrulose 1-phosphate

The L-enantiomer of erythrulose 1-phosphate.


2-chloro-1,4-phenylenediamine sulfate

An arylammonium sulfate salt obtained by combining 2-chloro-1,4-phenylenediamine with one molar equivalent of sulfuric acid.


A disaccharide derivative consisting of D-ribitol-5-phosphate having an alpha-L-rhamnosyl residue attached at the 4-position.


A member of the class of furans that is 2-furfural substituted at position 4 by a phosphooxymethyl group.


terpendole K

An organic heteroheptacyclic compound isolated from Albophoma yamanashiensis and has been shown to exhibit inhibitory activity against acyl-CoA:cholesterol acyltransferase.


hexafluoropropylene oxide trimer acid

A polyfluoroalkyl substance with formula C9HF17O4. It is an environmental contaminant found in drinking water, food, and human blood samples at low levels. It enters the environment through wastewater treatment plants or by atmospheric deposition and causes health effects in laboratory animals and humans leading to changes in thyroid hormone levels, decreased fertility rates, increased cholesterol levels, liver damage, and developmental toxicity.


A sulfonamide that is benzene substituted by (methylsulfonyl)amino, (1R)-2-amino-1-hydroxyethyl and fluoro groups at positions 1, 3 and 4, respectively. It is a selective agonist of alpha1A adrenoreceptor.


erucoyl-CoA

An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of erucic acid.


The furanose form of gulonolactone having L-configuration.


tRNA threonylcarbamoyladenosine

A threonylcarbamoyladenosine that is incorporated into a tRNA molecule.


The alpha-anomer of N-acetyl-D-galactosamine 1-phosphate.


D-2,4-diaminobutyric acid

A 2,4-diaminobutyric acid that has R-configuration.


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


ACONITIC ACID

The trans-isomer of aconitic acid.


peptide antigen zwitterion

Zwitterionic form of any peptide antigen obtained from the tranfer of a proton from the carboxy group to the amino group; major species at pH 7.3.


bromosuccinic acid

A dicarboxylic acid that is succinic acid substituted at position 2 by a bromine atom.


Phe-Met zwitterion

A dipeptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Phe-Met.


A dTDP-sugar having 4-dehydro-6-deoxy-beta-D-gulose as the sugar component.


A member of the class of dihydrofurans that is 4,5-dihydrofuran substituted at positions 2 and 3 by methyl and thioacetoxy groups respectively.


mefloquine

A racemate composed of (+)-(11R,2'S)- and (-)-(11S,2'R)-enantiomers of mefloquine. An antimalarial agent which acts as a blood schizonticide; its mechanism of action is unknown.


name: multiple sclerosis, susceptibility to, 2


alpha-ketoester

A ketoester where the ketone and ester functionalities are on adjacent atoms.


pyruvate ester

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


methyl phenylglyoxalate

The methyl ester of  phenylglyoxylic acid with methanol. Metabolite observed in cancer metabolism.


methyl pyruvate

A pyruvate ester resultinf grom the formal condensation of the carboxy group of pyruvic acid with the hydroxy group of methanol.


name: tris-L-cysteinyl L-serinyl tetrairon tetrasulfide


name: tris-L-cysteinyl L-aspartato tetrairon tetrasulfide


name: tris-L-cysteinyl L-N3'-histidino tetrairon tetrasulfide


name: tris-L-cysteinyl L-N1'-histidino tetrairon tetrasulfide


2'-O-methyluridine 5'-monophosphate

A uridine 5'-phosphate that is the 2'-O-methyl derivative of uridine 5'-monophosphate.


ammonium persulfate

An inorganic ammonium salt in which two of the terminal hydroxy groups of peroxydisulfuric acid are deprotonated and associated with ammonium ions as counter-cations.


20-HETE methyl ester

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


A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 3 and 4 have been replaced by pentan-2-ylamino and 2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl groups, respectively.


decarboxytiaprofenic acid

A thiophene substituted at C-2 by benzoyl and at C-4 by an ethyl group.


L-methionine sulfone

An L-methionine derivative in which the sulfur has been oxidised to the corresponding sulfone.


2-coumaric acid

A monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring.


O-COUMARIC ACID

The trans-isomer of 2-coumaric acid.


cis-2-coumaric acid

The cis-isomer of 2-coumaric acid.


A cholestanoid that is 5beta-cholestan-26-oic acid substituted by alpha-hydroxy groups at positions 3 and 7 respectively.


An anthocyanin cation that is delphinidin substituted at position 3 by a 6-O-acetyl-beta-D-glucosyl residue.


name: 4-fluorobenzoic acid 4-[[5-(1-naphthalenyl)-1,3,4-oxadiazol-2-yl]thio]butyl ester


5,15-disubstituted porphyrin

A porphyrin compound substituted on opposing methine groups of the porphyrin ring.


vanadyl sulfate pentahydrate

A vanadyl sulfate hydrate containing five water molecules.


vanadyl sulfate hydrate

A hydrate derived from vanadyl sulfate (number of water molecules is not specified).


vanadyl sulfate dihydrate

A hydrate that is the dihydrate form of vanadyl sulfate.


vanadyl sulfate hexahydrate

A vanadyl sulfate hydrate containing six water molecules.


vanadyl sulfate trihydrate

A hydrate that is the trihydrate form of vanadyl sulfate.


5-hydroxy-2,4-dioxopentanoic acid

An oxo monocarboxylic acid that is acetylpyruvic acid in which one of the hydrogens of the methyl group is replaced by a hydroxy group.


12-hydroxymyristic acid

A hydroxy fatty acid that is myristic acid carrying a single hydroxy substituent at position 12.


alpha-D-mannose

D-Mannopyranose having alpha-configuration at the anomeric centre.


beta-D-mannose

A D-mannopyranose in which the anomeric centre has beta configuration.


2-aminoethyl beta-D-glucoside

A beta-D-glucoside that is the 2-aminoethyl glycoside of the monosaccharide beta-D-glucopyranose.


A glycosylfucose consisting of an alpha-D-galactopyranose residue and an alpha-L-fucopyranose residue joined in sequence by a (1->4) glycosidic bond.


glycosylfucose

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


A glycosylfucose consisting of beta-D-glucopyranose and alpha-L-fucopyranose residues joined in sequence by a (1->4) glycosidic bond.


A glycosylfucose consisting of an alpha-D-glucopyranose residue and an alpha-L-fucopyranose residue joined in sequence by a (1->4) glycosidic bond.


A glycosylfucose consisting of an alpha-D-glucopyranose residue and an L-fucopyranose residue joined in sequence by a (1->2) glycosidic bond.


A glycosylfucose consisting of a beta-D-glucopyranose residue and a beta-L-fucopyranose residue joined in sequence by a (1->3) glycosidic bond.


A glycosylfucose that is alpha-L-fucopyranose in which the hydroxy group at position 3 has been converted into the corresponding beta-D-glucopyranosyl derivative.


A glycosylfucose consisting of beta-D-galactopyranose and alpha-L-fucopyranose residues joined in sequence by a (1->4) glycosidic bond.


A glycophytoceramide having an alpha-D-galactosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen.


DAPH

Phthalimide substituted at the 4- and 5-positions by anilino groups.


METCONAZOLE

A member of the class of cyclopentanols carrying 1,2,4-triazol-1-ylmethyl and 4-chlorobenzyl and geminal dimethyl substituents at positions 1, 2 and 5 respectively. Used to control a range of fungal infections including alternaria, rusts, fusarium and septoria diseases.


yttrium nitrate

The inorganic nitrate salt of yttrium(III).


mycinamicin III

A mycinamicin composed of a 16-membered ring macrolactone core, an N,N-dimethylated deoxysugar desosamine and a 2-O-methylated 6-deoxysugar javose.


VANILLYL ALCOHOL

A monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4.


leuvalin

A member of the class of pyrazinones that is pyrazin-2(1H)-one substituted by isopropyl and isobutyl groups at positions 3 and 6, respectively. It is a natural product found in Staphylococcus aureus.


(Z)-desulfoglucotropeolin

A desulfoglucotropeolin in which the C=N double bond has Z configuration.


A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of any omega-[(methylsulfanyl)alkyl]thiohydroximic acid with beta-D-glucopyranose.


desulfosinigrin

A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of N-hydroxybut-3-enethioamide with beta-D-glucopyranose.


An omega-(methylsulfany)alkyl desulfoglucosinolate in which the omega-(methylsulfanyl)alkyl group is specified as 6-(methylsulfanyl)hexyl.


A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of (3S)-N,3-dihydroxypent-4-enethioamide with beta-D-glucopyranose.


(Z)-indolylmethyl desulfoglucosinolate

An indolylmethyl desulfoglucosinolate in which the C=N double bond has Z configuration.


desulfoglucosinolic acid

A beta-D-thioglucoside formed by the formal condensation of the thiol group of an N-hydroxyimidothioate with beta-D-glucose.


indolylmethyl desulfoglucosinolate

A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of N-hydroxy(indol-3-yl)ethanethioamide with beta-D-glucopyranose.


An omega-(methylsulfany)alkyl desulfoglucosinolate in which the omega-(methylsulfany)alkyl group is specified as 7-(methylsulfanyl)heptyl.


desulfogluconasturtiin

A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of N-hydroxy-3-phenylpropanethioamide with beta-D-glucopyranose.


A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of N-hydroxypent-4-enethioamide with beta-D-glucopyranose.


desulfoglucotropeolin

A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of N-hydroxy(phenyl)ethanethioamide with beta-D-glucopyranose.


A omega-(methylsulfanyl)alkyl desulfoglucosinolate in which the double bond adopts a Z-configuration.


desulfoglucoiberin

A desulfoglucosinolic acid resulting from the formal condensation of the thiol group of N-hydroxy-3-(methylsulfinyl)butanethioamide with beta-D-glucopyranose.


An omega-(methylsulfany)alkyl desulfoglucosinolate in which the omega-(methylsulfany)alkyl group is specified as 5-(methylsulfanyl)pentyl.


A synthetic seven-membered oligopeptide comprising N-acetyl-3-cyclohexyl-L-alanyl, L-arginyl, L-alanyl, L-methionyl, L-alanyl, L-seryl and L-leucinamide residues coupled in sequence.


A 3beta-sterol that is 5alpha-ergosta-7,24(28)-diene which is substituted at the  3beta and 4alpha positions by hydroxy and formyl groups, respectively.


pyranonigrin A

A member of the class of pyranopyrroles that is 2-[(1E)-prop-1-en-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione carrying two additional hydroxy substituents at positions 3 and 7. Originally isolated from Aspergillus niger.


pyranopyrrole

An organic heterobicyclic compound whose skeleton consists of a pyran ring which is ortho-fused to a pyrrole ring.


pyranonigrin K

A member of the class of pyranopyrroles with formula C17H21NO4, originally isolated from Aspergillus niger.


pyranonigrin H

A member of the class of pyranopyrroles with formula C18H23NO5, originally isolated from Aspergillus niger.


pyranonigrin G

A member of the class of pyranopyrroles with formula C18H23NO4, originally isolated from Aspergillus niger.


pyranonigrin E

A member of the class of pyranopyrroles with formula C18H21NO4, originally isolated from Aspergillus niger.


14-hydroxyplatensic acid methyl ester

A polycyclic cage that is the methyl ester derivative of 14-hydroxyplatensic acid. It is isolated from Streptomyces platensis.


A 3-hydroxy steroid that is 24-methylene-19-norcholesta-1,3,5(10)-triene substituted by a hydroxy group at position 3. It is isolated from Hainan soft coral Dendronephthya studeri.


An androstane-3,17-dione with a 5beta-configuration.


The 5alpha-stereoisomer of androstane-3,17-dione.


episteryl palmitoleate

An episterol ester obtained by formal condensation of the carboxy group of  palmitoleic acid with the hydroxy group of episterol.


A quercetin O-glycoside that is quercetin attached to a alpha-L-rhamnopyranosyl(1->2)-beta-D-galactopyranosyl residue at position 3 and a alpha-L-rhamnopyranosyl residue at position 7 via glycosidic linkages. It has been isolated from Vicia faba and Lotus edulis.


A secondary amino compound that is spermidine in which each of the primary amino groups has been mono-acylated by formal condensation with trans-caffeic acid.


beta-erythroidine

An organic heterotetracyclic indole alkaloid isolated from the seeds and other parts of Erythrina species. It differs from the alpha isomer in having the double bond of the dihydropyranone ring located beta,gamma- to the lactone carbonyl group instead of alpha,beta-.


cadaverine dihydrochloride

A hydrochloride resulting from the reaction of cadaverine with 2 mol eq. of hydrogen chloride.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 40 carbons in total with 6 double bonds and 1 hydroxy substituent.


An O(4')-glycosyl-L-tyrosine in which the glycosyl group is specified as N-acetyl-alpha-D-galactosaminyl.


phosphorus-33 atom

The radioactive isotope of phosphorus with relative atomic mass 32.971725, half-life of 25.34 days and nuclear spin (1)/2.


A 2-demethylmenaquinol having a side chain composed of nine isoprenoid units.


fumiquinazoline

A group of indole alkaloids biosynthesised using L-tryptophan, L-alanine and anthranilic acid building blocks.


type 1 diabetes mellitus 19

description: An inherited susceptibility or predisposition to developing type 1 diabetes mellitus that has material basis in mutation of the locus at chromosome 2q24.3.


triplatin tetranitrate

A trinuclear platinum coordination entity that is the tetranitrate salt of triplatin.


A cyclopropylcarboxamide resulting from the formal condensation of the carboxy group of cyclopropanecarboxylic acid with the amino group of 3,7-dimethylocta-2,6-dien-1-amine.


An N-(3,7-dimethylocta-2,6-dien-1-yl)cyclopropanecarboxamide in which the double bond at position 2 adopts an E-configuration.


N,N-dimethyl-L-alanine

A methyl-L-alanine in which both the amino hydrogens of L-alanine are replaced by methyl groups.


name: 4-amino-2-[[4-amino-6-(4-methylanilino)-1,3,5-triazin-2-yl]methylthio]-5-pyrimidinecarboxylic acid ethyl ester


SWERTIANOLIN

A xanthone that is bellidifolin in which a beta-Dglucopyranosyl residue is attached at position O-8 via a glycosidic linkage. It is isolated particularly from Gentiana campestris and Gentiana germanica.


anticapsin zwitterion

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


An unsaturated heparin disaccharide that is 2N,6-O-disulfo-alpha-D-glucosamine in which the hydroxy group at position 4 has been glycosylated by 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranuronic acid. Sequence: DUA2S-GlcNS6S.


unsaturated heparin disaccharide

A heparin disaccharide that contains a C4-C5 double bond in a uronic acid (DeltaUA) moiety. They are generally produced by the digestion of heparin by various heparinases.


An unsaturated heparin disaccharide that is 2-deoxy-2-(sulfoamino)-alpha-D-glucopyranose in which the hydroxy group at position 4 has been glycosylated by a 4-deoxy-2-O-sulfo-alpha-L-threo-hex-4-enopyranosiduronic acid moiety. Sequence: DUA2S-GlcNS.


An amino trisaccharide consisting of 2-acetamido-2-deoxy-alpha-D-glucopyranose, beta-D-galactopyranose and 2-acetamido-2-deoxy-D-glucopyranose joined in sequence by (1->3) and (1->4) glycosidic bonds.


alpha-hydroxyhippuric acid

An N-acyl-amino acid that is N-benzoylglycine substituted by a hydroxy group at C-2.


N-acyl hemiaminal

An organic hydroxy compound resulting from the formal addition of the amino group of a carboxamide to the carbonyl group of an aldehyde or ketone.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of octanoic acid (caprylic acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of hexadecanoic acid (palmitic acid) with the amino group of (2S)-hydroxyglycine.


vibrioferrin

A tricarboxylic acid that is citric acid in which the pro-R carboxy group has been esterified with the primary hydroxy group of 2-hydroxy-1-{(2S)-1-[(2-hydroxyethyl)amino]-1-oxopropan-2-yl}-5-oxoproline. It is a siderophore isolated from bacteria closely associated or symbiotic with toxic, bloom-forming dinoflagellates.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of hexanoic acid (caproic acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of decanoic acid (capric acid) with the amino group of (2S)-hydroxyglycine.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of tetradecanoic acid (myristic acid) with the amino group of (2S)-hydroxyglycine.


Any N-acyl hemiaminal resulting from the formal condensation of the amino group of (2S)-2-hydroxyglycine with a carboxylic acid.


An N-acyl-(2S)-hydroxyglycine resulting from the formal condensation of (9Z-octadecenoic acid (oleic acid) with the amino group of (2S)-hydroxyglycine.


A tryptophan derivative that is tryptophan in which the hydrogen at position 6 of the indole ring has been replaced by a chlorine.


inositol phosphosphingolipid

An inositol phosphoceramide having N-acylated sphing-4-enine as the ceramide component.


An HPODE (hydroperoxy-octadecadienoic acid) in which the double bonds are at positions 10 and 12 (E and Z geometry, respectively) and the hydroperoxy group is at position 9 (R configuration).


A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 7-fluoro-3-[(2-fluoro-4-iodophenyl)amino]furo[3,2-c]pyridine-2-carboxylic acid with the amino group of (2S)-1-(aminooxy)propan-2-ol.


robinin

A  glycosyloxyflavone that is kaempherol substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl residue at position 3 and a 6-deoxy-alpha-L-mannopyranosyl residue at position 7 via a glycosidic linkage.


The stable isotope of cadmium with relative atomic mass 110.904182, 12.8 atom percent natural abundance and nuclear spin 1/2.


An amino disaccharide consisting of N-acetyl-beta-D-galactosamine having a beta-D-tyvelosyl residue attached at the 3-position and with the anomeric hydroxy group replaced by methoxy.


A steroid glucosiduronic acid that is 4-hydroxyestrone having a single beta-D-glucuronic acid residue attached at position 3.


A branched decasaccharide consisting of an alpha-D-mannose residue, two beta-D-mannose residues, an alpha-L-rhamnose residue, a beta-D-glucose residue, two further beta-D-mannose residues, a further alpha-D-rhamnose residue and a further beta-D-glucose residue (at the reducing end), connected sequentially by a (1->2) and seven (1->3) linkages, to the mannose residue located three residues from the reducing-end glucose is also connected another alpha-D-mannnose residue via a (1->2) linkage.


name: 4-amino-2-(butylthio)-5-pyrimidinecarboxylic acid ethyl ester


N-vinylacetylglycine

An N-acylglycine with an acyl group that is but-3-enoyl.


N-octanoylglycine

An N-acylglycine that has octanoyl as the acyl group.


L-proline

Pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles.


A saturated fatty aldehyde resulting from the formal oxidation of the hydroxy group of 9-methyldecan-1-ol to the corresponding aldehyde.


saturated fatty aldehyde

A fatty aldehyde in which there is no carbon-carbon unsaturation.


A saturated fatty aldehyde that is heptane in which one of the hydrogens at position 3 has been replaced by a formyl group. It is a metabolite of the plasticisers di-2-ethylhexyl phthalate (DEHP) and di-2-ethylhexyl adipate (DEHA).


UNDECANAL

A saturated fatty aldehyde formally arising from reduction of the carboxylic acid group of undecanoic acid. It is a component of essential oils from citrus plants like Citrus reticulata.


A 2-methyl-branched fatty aldehyde that is pentadecanal in which a hydrogen at position 2 has been replaced by a methyl group.


bromo fatty acid

Any halo fatty acid containing at least one bromo substituent.


12-bromododecanoic acid

A bromo fatty acid consisting of lauric acid having a single bromo-substituent at the 12-position.


name: autoimmune thyroid disease, susceptibility to, 4


2-oxododecanoic acid

An oxo fatty acid that is dodecanoic acid (lauric acid) which is substituted at position 2 by an oxo group.


A member of the class of coumarins that is coumarin substituted by methoxy groups at positions 5, 6 and 7.


A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4', 2-hydroxy benzyl group at position 3' and methoxy group at position 6'. It is isolated from the aerial parts of   Ellipeiopsis cherrevensis  and exhibits antibacterial, antimalarial and antineoplastic activity.


name: epilepsy, idiopathic generalized, susceptibility to, 17


prenylated and related xanthones

These xanthones are usually restricted to the plant species of the family Guttiferae. The major C5 unit of the substituents included the commonly found 3-methylbut-2-enyl or isoprenyl group as in isoemericellin and the less frequent 3-hydroxy-3-methylbutyl as in nigrolineaxanthone P and 1,1-dimethylprop-2-enyl as in globuxanthone, respectively.


A sialopentaosylceramide consisting of a alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glucosyl unit attached to a Cer(d18:1/24:1(15Z)).


A glycotriaosylceramide having beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-D-glucose as the glycotriaosyl component.


MIANSERIN HYDROCHLORIDE

The hydrochloride salt of mianserin, a tetracyclic compound with antidepressant effects.


cathestatin B

A carboxamide obtained by the formal condensation of the carboxylic group of oxirane-2,3-dicarboxylic acid with the amino group of N-(4-aminobutyl)-L-tyrosinamide (the 2S,3S stereoisomer). An antibiotic isolated from the fermentation broth of Penicillium citrinum, it acts as a potent inhibitor of cysteine protease.


cholesteryl linoleate

The (9Z,12Z)-stereoisomer of cholesteryl octadeca-9,12-dienoate.


indanomycin

An indene that is (3aS,7aR)-2,3,3a,4,5,7a-hexahydro-1H-indene which is substituted at the 2-pro-R position by a 1H-pyrrol-2-ylcarbonyl group, at the 9-pro-S position by an ethyl group, and at the 5-pro-R position by a hexa-1,3-dineyl group in which position 4 has been substituted by a (2R,3S,6R)-6-[(1R)-1-carboxyethyl]-3-methyltetrahydropyran-2-yl group. It exhibits activity against Gram-positive bacteria as well as antihypertensive and antitumour. It also functions as an effective growth promoter for ruminants.


A member of the class of indenes that is 2,4,5,7a-tetrahydro-1H-indene substituted by methyl groups at positions 1, 4, 4 and 7a and by a hydroxy group at position 2.


A member of the class of indenes that is 2,4,5,7a-tetrahydro-1H-indene substituted by methyl groups at positions 1, 4, 4 and 7a and by an oxo group at position 2.


An oxo monocarboxylic acid in which pentanoic acid is substituted at C-5 with an oxo group and a 3-azidopropylamino group.


TAZOBACTAM SODIUM

An organic sodium salt having tazobactam(1-) as the counterion; used in combination with ceftolozane sulfate for treatment of complicated intra-abdominal infections and complicated urinary tract infections.


A monohydroxyquinoline carrying a hydroxy substituent at position 2. It is an intermediate metabolite produced duting the microbial degradation of quinoline.


DORSILURIN G

A 7-hydroxyflavonol substituted by additional hydroxy groups at positions 5 and 3', prenyl groups at positions 6 and 8 and a (2S)-2-hydroxy-3-methylbut-3-en-1-yl group at position  4'. Isolated from the roots of Dorstenia psilurus, it exhibits alpha-glucosidase inhibitory activity.


sideretin (oxidized form)

A member of the class of p-quinones resulting from the formal oxidation of the hydroquinone moiety of 5,7,8-trihydroxy-6-methoxy-2H-chromen-2-one.


An o-quinone resulting from the formal oxidation of the dihydroxyphenyl moiety of 2-hydroxyestrone.


epierythrostominol

A natural pigment produced by fungi, major tautomer defined by heteronuclear multiple bond correlation (HMBC).


caffeic acid quinone

An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the olefinic hydrogens at position 3 has been replaced by a 3,4-dioxocyclohexa-1,5-dien-1-yl group.


epsilon-rhodomycinone

A carboxylic ester that is the methyl ester of (1R,2R,4S)-2-ethyl-2,4,5,7,12-pentahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylic acid.


TETRANGULOL

A member of the class of tetraphenes that is tetraphene-7,12-dione substituted by hydroxy groups at positions 1 and 8 and a methyl group at position 3.


benzoisochromanequinone

A class of Streptomyces aromatic polyketide antibiotics.


QUESTIN

A dihydroxyanthraquinone that is 1,6-dihyroxy-9,10-anthraquinone which is substituted by a methyl group at position 3 and a methoxy group at position 8.


name: Xanthorin 1-O-methyl ether 8-O-beta-D-ge


A trihydroxyanthraquinone that is 9,10-anthraquinone substituted by hydroxy groups at positions 1, 3 and 6 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.


polyprenylbenzoquinone

Any member of the class of 1,4-benzoquinones substituted by a polyprenyl-derived side-chain.


A member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogen at position 8 is replaced by a 2,3,4-tri-O-methyl-alpha-L-rhamnosyl residue.


A polyprenylbenzoquinone that is 2-decaprenyl-1,4-benzoquinone carrying additional methyl and methoxy substituents at positions 3 and 6 respectively.


A tetrahydroxyanthraquinonen that is 9,10-anthraquinone substituted by hydroxy groups at positions 1, 3, 6 and 8. It has been isolated from Chaetomium globosum and Leptographium wageneri.


A member of the class of prenylnapthoquinones that carries a methyl group at position 5.


betanidin quinone

An indoledione obtained by formal oxidation of the dihydroxyindole moiety of betanidin to the corresponding quinone.


terreic acid

A 2-hydroxy-1,4-benzoquinone that is 5,6-epoxy. It is a natural product of Aspergillus terreus. It has an antibacterial activity explained by its inhibitory effect on bacterial enzymes MurA and GlmU. It is an inhibitor of Bruton's tyrosine kinase, and has an anti-tumoral activity against HeLa and EAC cells.


An anthraquinone that is 9,10-anthraquinone substituted by a methoxycarbonyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.


Any 1,4-benzoquinone carrying a single hydroxy substituent.


aklaviketone

A carboxylic ester that is the methyl ester of (1R,2R)-2-ethyl-2,5,7-trihydroxy-4,6,11-trioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylic acid.


SCUTIANTHRAQUINONE B

A member of the class of hydroxyanthraquinones isolated from the bark of Scutia myrtina. It has been shown to exhibit antiproliferative and antimalarial activities.


didemethylasterriquinone D(1-)

A bisindole alkaloid that is quinone bearing two hydroxy substituents at position 2 and 5 and two indol-3-yl groups at positions 3 and 6; major microspecies at pH 7.3.


kinanthraquinone B

A monohydroxyanthraquinone that is anthraquinone in which the hydrogen atoms at positions 1, 2, 5 and 6 are replaced hydroxy, 3-methylbut-3-enoic acid, methoxy and methoxy groups, respectively. It is a natural product isolated from Streptomyces sp. SN-593.


name: 8-O-beta-D-gentiobioside of xanthorin 1-O-methyl ether


monohydroxyanthraquinone

An anthraquinone in which the anthraquinone moiety is substituted by a single hydroxy group.


polyporic acid anion(1-)

Major microspecies at pH 7.3.


nogalaviketone

A methyl ester derived from (1R,2S)-2,5,7-trihydroxy-2-methyl-4,6,11-trioxo-1,2,3,4,6,11-hexahydrotetracene-1-carboxylic acid.


dutomycin

An anthracycline antibiotic of formula C44H54O17 isolated from Streptomyces species. It directly binds to the human serine protease inhibitor B6 (SERPINB6), inducing autophagy and apoptosis.


5-S-cysteinyldopaquinone zwitterion

Major microspecies at pH 7.3.


NANAFROCIN

A pyranonaphthoquinone antibiotic from strain OS-3966 of Streptomyces rosa var. notoensis.


hydroxyanthraquinones

An anthraquinone substituted with one or more hydroxy groups.


A monohydroxyanthraquinone that is 9,10-anthraquinone in which the hydrogens at positions 1 and 2 are replaced by a hydroxy and an allyl group, respectively.


laccaic acid D

A trihydroxyanthraquinone that is that is 3,6,8-trihydroxy-9,10-anthraquinone substituted by methyl and carboxy groups at positions 1 and 2 respectively. A minor component of LAC dye together with laccaic acids A, B and C.


ALISIAQUINONE A

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 1,4-naphthoquinone. An antiplasmodial drug isolated from New Caledonian deep water sponge.


fumigatin

A member of the class of monohydroxy-1,4-benzoquinones that is 1,4-benzoquinone which is substituted by a methoxy, hydroxy and methyl group at positions 2,3 and 5, respectively. It is a mycotoxin isolated from Aspergillus fumigatus.


A 1-hydroxyanthraquinone compound having a carboxy substituent at the 2-position and a bromo substituent at the 4-position.


topaquinone

A non-proteinogenic alpha-amino acid that is alanine substituted at position 3 by a 2-hydroxy-1,4-benzoquinon-5-yl group.


name: 9,10-dioxo-1-anthracenecarboxylic acid [2-(2,3-dimethylanilino)-2-oxoethyl] ester


atromentin

A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxycyclohexa-2,5-diene-1,4-dione which is substituted by a 4-hydroxyphenyl group at positions 3 and 6. It is a mushroom pigment isolated from several fungi species and acts as a smooth muscle stimulant, and exhibits anticoagulant, antibacterial and antineoplastic properties.


variecolorquinone A

An dihydroxyanthraquinone that is 1,6-dihydroxy-9,10-anthraquinone which is substituted by a methoxy group at position 8, a methyl group at position 3 and a [(2S)-2,3-dihydroxypropoxy]carbonyl group at position 2. Isolated from the fungus Aspergillus variecolor, it exhibits cytotoxic activity.


prenylquinone

A quinone substituted by a polyprenyl-derived side-chain. Prenylquinones occur in all living cells. Due to their amphiphilic character, they are mainly located in biological membranes where they function as electron and proton carriers in the photosynthetic and respiratory electron transport chains. Some prenylquinones also perform more specialised roles sucy as antioxidants and enzyme cofactors. Prenylquinones are classified according to ring structure: the main classes are menaquinones, phylloquinones, ubiquinones and plastoquinones.


BULBINELONESIDE D

An anthraquinone that is  knipholone in which the O-methyl group is replaced by a beta-D-glucopyranosyl group. It is isolated from the roots of Bulbine frutescens and exhibits trypanocidal and antiplasmodial activities.


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


glucosyloxyanthraquinone

A monosaccharide derivative that is anthracene-9,10-dione substituted by a beta-D-glucopyranosyloxy group at position 1.


L-dopachrome

The L-enantiomer of dopachrome.


caldariellaquinone

A 1-benzothiophene that is 1-benzothiophene-4,7-dione bearing additional methylthio and 3,7,11,15,19,23-hexamethyltetracosyl substituents at positions 5 and 6 respectively. Isolated from Caldariella acidophila.


amrubicinol

A diastereoisomeric mixture resulting from the formal reduction of the acetyl group at position 9 of amrubicin to the corresponding 1-hydroxyethyl group. The active metabolite of amrubicin in lung cancer patients.


Any member of the class of benzoquinones that is 1,4-benzoquinone or its C-substituted derivatives.


semicochliodinol B

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 6. Isolated from the culture broth of Chrysosporium merdarium, it acts as an inhibitor of HIV-1 protease and EGF-R protein tyrosine kinase.


deoxyerythrostominol

A natural pigment produced by fungi, major tautomer defined by heteronuclear multiple bond correlation (HMBC).


ACEQUINOCYL

An acetate ester consisting of 1,4-naphthoquinone bearing acetoxy and dodecyl substituents at positions 2 and 3 respectively.


SORGOLEONE

A member of the family of benzoquinones, sorgoleone is 2-hydroxy-5-methoxy-1,4-benzoquinone in which the hydrogen at position 3 is substituted by a (4Z,7Z)-pentadeca-1,4,7-trien-15-yl group.


methyl aklanonate

A methyl ester resulting from the formal condensation of aklanonic acid with methanol.


hydroxybenzoquinone

Benzoquinones with at least one hydroxy substituent.


MENAQUINONE 7

A menaquinone whose side-chain contains seven isoprene units in an all-trans-configutation.


A hydroxybenzoquinone that is any 1,4-benzoquinone in which two of the substituents on the quinone ring are hydroxy groups.


acenoquinone

Quinones containing an acene fused ring system.


topopyrone B

A naphthochromene that is 4H-naphtho[2,3-g]chromene-4,6,11-trione substituted by a chloro group at position 8, hydroxy groups at positions 5, 7 and 9 and a methyl group at position 2. It is isolated from a fungal strain Phoma sp.BAUA2861 and acts as an inhibitor of the enzyme topoisomerase I.


rubianthraquinone

A member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by hydroxy groups at positions 3 and 6, a methoxy group at position 1 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.


An L-lysine derivative in which one of the amino hydrogens at N(6)-amino is substituted by a 6-[(2S)-2-amino-2-carboxyethyl]-3,4-dioxocyclohexa-1,5-dien-1-yl group.


A member of the class of anthraquinone that is 1,4-diamino-9,10-anthraquinone in which the two amino groups are carrying 3-(diethylamino)-2-hydroxypropyl and (oxiran-2-yl)methyl substituents. It exhibits anti-cancer properties.


pradimicin B

A member of the class of prodimicins that is isolated from the cultured broth of Actinomadura hibisca No. P157-2 (ATCC 53557).


orthoquinones

Any quinone in which the carbons of the two carbonyl groups in the quinone system are joined to each other by a single bond.


A member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogen at position 8 is replaced by a 2,3-di-O-methyl-alpha-L-rhamnosyl residue.


A member of the class of monohydroxy-1,4-benzoquinones that is 1,4-benzoquinone which is substituted by a chloro group and hydroxy group at positions 2 and 6, respectively.


TETROQUINONE

A hydroxybenzoquinone in which all four protons of the benzoquinone structure are substituted by hydroxy groups. A systemic keratolytic, it is normally supplied as its hydrate (CHEBI:137471).


anthragallol

A trihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1, 2 and 3.


dopaminoquinone

A member of the class of 1,2-benzoquinones that is 1,2-benzoquinone in which a hydrogen at para to one of the oxo groups has been replaced by a 2-aminoethyl group.


2-deoxy-alpha-L-fucosylaclacinomycin S

An anthracycline that is aklavinone having a 2-deoxy-L-fucosyl-(1->4)-2-deoxy-L-fucosyl-(1->4)-L-rhodosaminyl moiety attached at position 4.


PARIETIN

A trihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1, 4 and 5, a methoxy group at position 7 and a methyl group at position 2. It has been isolated from Chaetomium globosum and other fungal species.


versicolorone

A secondary metabolite that is an intermediate in the biosynthesis of afflatoxin. Can exist as both a tricyclic anthraquinone form or as a tetracyclic anthrafuran form.


Reactive Blue 5

Anthraquinone carrying amino, sulfo and [3-({4-chloro-6-[(3-sulfophenyl)amino]-1,3,5-triazin-2-yl}amino)-4-sulfophenyl]amino substituents at positions 1, 2 and 4 respectively.


A polyprenylbenzoquinone that is fumigatin which is substituted by an all-trans-decaprenyl group at position 6.


trihydroxyanthraquinone

A member of the class of  hydroxyanthraquinones carrying three hydroxy substituents.


Coenzyme Q6

A ubiquinone compound having a (2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl substituent at position 2.


TERREQUINONE A

A bisindole alkaloid that is quinone bearing a hydroxy substituent at position 2, a 3,3-dimethylallyl group at position 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a 1,1-dimethylallyl group at position 2.


A member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 6 have been replaced by chlorines. A highly toxic and carcinogenic disinfection by-product found in drinking water.


A member of the class of monohydroxy-1,4-benzoquinones that is 2-hydroxy-1,4-benzoquinone carrying an additional methyl substituent at position 5.


asterriquinone dimethyl ether

A member of the class of asterriquinones that is asterriquinone in which the hydrogens of both of the hydroxy groups have replaced by methyl groups.


proansamycin X

A 26-membered macrocylic polyketide incorporating a quinone ring as well as lactam and enone functionality. An intermediate in the biosynthesis of rifamycin.


torososide B

A monohydroxy-9,10-anthraquinone that is the tetrasaccharide derivative of physcion. Isolated from Cassia torosa, it exhibits inhibitory effect towards the release of leucotrienes.


menaquinones

Any prenylnaphthoquinone having a prenyl or polyprenyl group at position 3 and a methyl group at position 2 on the naphthoquinone ring.


ALISIAQUINONE B

A heteropentacyclic compound that is the 9-methoxy derivative of alisiaquinone A. An antiplasmodial drug isolated from New Caledonian deep water sponge.


topopyrone D

A naphthochromene that is 4H-naphtho[2,3-g]chromene-4,6,11-trione substituted by hydroxy groups at positions 5, 7 and 9 and a methyl group at position 2. It is isolated from fungal strains Phoma and Penicillium and acts as an inhibitor of the enzyme topoisomerase I.


A menaquinone whose side-chain contains 8 isoprene units in an all-trans-configuration.


laccaic acid C

A tetrahydroxyanthraquinone that is that is 3,5,6,8-tetrahydroxy-9,10-anthraquinone substituted by two carboxy groups at positions 1 and 2 as well as a 5-(2-amino-2-carboxyethyl)-2-hydroxyphenyl group at position 7. A minor component of LAC dye together with laccaic acids A, B and D


brasiliquinone C

A carbopolycyclic compound that is 3,4-dihydrotetraphene-1,7,12(2H)-trione substituted by hydroxy groups at positions 6 and 8 and an ethyl group at position 3 (the S stereoisomer). It is isolated from the culture broth of Nocardia brasiliensis and exhibits antibacterial activity against Gram-positive bacteria. It is also active against the multiple drug-resistant P388/ADR tumour cells.


5-O-ethyl embelin

A member of the class of monohydroxy-1,4-benzoquinones that is embelin in which the hydroxy group at position 5 is replaced by a ethoxy group. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antineoplastic activity.


A member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 6 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.


endocrocin

A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by a carboxy group at position 2, a methyl group at position 3, and hydroxy groups at positions 1, 6, and 8.


pentahydroxyanthraquinone

An anthraquinone in which the anthraquinone moiety is substituted by a five hydroxy groups.


A member of the class of menaquinones that is menaquinone-9 in which the double bond that is second nearest to the naphthoquinone moiety has been dihydrogenated and one of the terminal methyl hydrogens has been replaced by a hydroxy group.


aclacinomycin Y

An anthracycline antibiotic that is aclacinomycin A in which the ketone function on the trisaccharide fragment has undergone 2,3-dehydrogenation to afford the corresponding enone.


An o-quinone resulting from the formal oxidation of the dihydroxyphenyl moiety of 4-hydroxyestrone.


A disaccharide derivative that is 1,3,6-trihydroxy-2-methyl-9,10-anthraquinone attached to a (6'-O-acetyl)-alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the roots of Rubia yunnanensis.


prenylnaphthoquinone

Any napthoquinone that is substituted at position 2 by a prenyl or polyprenyl group. The term also includes compounds that are functionalised on the prenyl or polyprenyl chain (e.g. by a hydroxy group).


A hexahydroxyanthraquinone that is 1,3,4,5,7,8-hexahydroxy-9,10-anthraquinone carrying two additional sulfo groups at positions 2 and 6. The disodium salt is the biological stain 'alizarin cyanin BBS'.


kinanthraquinone

A monohydroxyanthraquinone that is anthraquinone in which the hydrogen atoms at positions 1, 2, 5 and 6 are replaced hydroxy, 3-methylbut-3-enamidyl, methoxy and methoxy groups, respectively. It is a natural product isolated from Streptomyces sp. SN-593, and shows moderate cytotoxicity against HL-60 and NRK cells.


shanorellin

A member of the class monohydroxy-1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2, 3, 5 and 6 are replaced by hydroxy, methyl, methyl and hydroxymethyl groups, respectively. It is a secondary metabolite synthesized by several fungi of the Ascomycota phylum.


Coenzyme Q1

A compound composed of the standard 2,3-dimethoxy-5-methylbenzoquinone nucleus common to ubiquinones; and a side chain of a single isoprenoid unit.


An aminoglycoside antibiotic that is (1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue attached at position 1 via a glycosidic linkage.


jadomycin A

A organic heteropentacyclic compound that is 1,2,8,13-tetrahydro-3aH-benzo[b][1,3]oxazolo[3,2-f]phenanthridine which carries oxo groups at positions 2, 8 and 13, methyl group at position 5, hydroxy groups at positions 7 and 12, and a (2R)-butan-2-yl group at position 1. It is a mixture of epimers at the hemiaminal carbon (position 3a).


A polyprenylbenzoquinone that is fumigatin which is substituted by an all-trans-hexaprenyl group at position 6.


alizarin blue

An organic heterotetracyclic compound that is naphtho[2,3-f]quinoline-7,12-dione carrying two additional hydroxy groups at positions 5 and 6. Used as an acid-base indicator. Between pH 0.0 and pH 1.6 it changes from pink to yellow, and between pH 6.0 and pH 7.6 it changes from yellow to green.


actinorhodin

A member of the class of benzoisochromanequinone that is produced by Streptomyces coelicolor A3(2) and exhibits antibiotic activity.


SCUTIANTHRAQUINONE C

A member of the class of hydroxyanthraquinones isolated from the bark of Scutia myrtina. It has been shown to exhibit antiproliferative and antimalarial activities.


ALIZARIN RED

A dihydroxyanthraquinone that is 1,2-dihydroxyanthraquinone compound carrying an additional sulfo substituent at the 3-position. The monosodium salt is the biological stain 'alizarin red S'.


A monosaccharide derivative that is 1,3,6-trihydroxy-2-methyl-9,10-anthraquinone attached to a (6'-O-acetyl)-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the roots of Rubia yunnanensis.


Any napthoquinone in which the oxo groups of the quinone moiety are at the 1 and 2 positions of the naphthalene ring.


anthracene blue SWR

A hexahydroxyanthraquinone that is anthracene-9,10-dione in which the six hydroxy substituents are located at positions 1, 2, 4, 5, 6 and 8. Used as as a hematoxylin substitute in H&E staining.


rhodomycin D

An anthracycline that is aklavinone having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue attached at position 4 via a glycosidic linkage.


PTEROLINUS E

A member of the class of 1,4-benzoquinones that is substituted by a methoxy group at position 5 and a propan-2-yl group at position 2 which in turn is substituted by a hydroxy group and a 3-hydroxy-4-methoxyphenyl groups at position 1. It has been isolated from Pterocarpus santalinus.


name: (2S,10R,3'S,4'S,6'S)-4'-deacetyl-griseusin B methyl ester


PULMATIN

A beta-D-glucoside in which the aglycone species is chrysophanol, the glycosidic linkage being to the hydroxy group at C-8.


asterriquinone C1(1-)

Conjugate base of asterriquinone C1; major microspecies at pH 7.3.


A member of the class of hydroxyanthraquinones that is 9,10-anthraquinone substituted by hydroxy groups at positions 1 and 3, a methyl group at position 2 and a methoxy group at position 6. It has been isolated from the roots of Rubia yunnanensis.


(S)-averantin

An optically active form of averantin having S-configuration.


An anthracycline antibiotic that is 13-deoxydaunorubicin substituted at position 10 by a carboxy group.


p-quinones

A quinone in which the two oxo groups of the quinone are located para to each other on the 6-membered quinonoid ring.


decylplastoquinone

A member of the class of 1,4-benzoquinones in which the quinone ring is substituted at positions 2 and 3 by methyl groups and at position 5 by a decyl group.


1,4-naphthoquinone-2-carboxylic acid

A dioxo monocarboxylic acid that is 1,4-naphthoquinone substituted at position 2 by a carboxy group.


benzoquinone

The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.


A menaquinone whose side-chain contains 9 isoprene units in an all-trans-configuration.


tetracenomycin D3

A tetracenomycin that is 1-methyl-6,11-dioxo-6,11-dihydrotetracene-2-carboxylic acid bearing four hydroxy substituents at positions 3, 8, 10 and 12.


rhodoquinones

Rhodoquinone (RQ) is a modified ubiquinone, where the methoxyl group in position 3 is replaced by an amino group.


versiconol

A polyphenol that is 9,10-anthraquinone substituted at positions 1, 3, 6 and 8 by hydroxy groups and at position 2 by a 1,4-dihydroxybutan-2-yl group.


tetrahydroasterriquinone

A member of the class of dihydroxy-1,4-benzoquinones that is asterriquinone in which the double bonds in both of the N-(3-methylbut-1-en-3-yl) groups have been reduced to single bonds.


asperthecin

An anthraquinone pigment obtained from the mould Aspergillus nidulans.


asterriquinones

Compounds containing the asterriquinone skeleton.


versicolorin B

An organic heteropentacyclic compound that is 2,3,3a,12a-tetrahydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.


name: 3-methyl xanthopurpurin 6-O-methyl ether 8-O-beta-D-gentiobioside


PLEOSPORONE

A carbotricyclic compound that is 1,2,3,4-tetrahydroanthracene-9,10-dione substituted by hydroxy groups at positions 1, 2, 3 and 8 and a methyl group at position 6. It is isolated from a pleosporalean ascomycete (MF7028), an endophytic fungus from Anthyllis vulneraria and exhibits modest antibacterial activity against a number of bacterial strains. Additionally it exhibits cytotoxicity against HeLa cells.


A compound whose structure comprises a 2,3-dimethoxy-5-methylbenzoquinone nucleus, common to ubiquinones; and a side chain of seven isoprenoid units.


norsolorinic acid

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


A geometric isomer of ubiquinone-10 in which the double bonds at positions 2, 10 and 26 are in the Z conformation.


averantin

A tetrahydroxyanthraquinone that is 1,3,6,8-tetrahydroxy-9,10-anthraquinone bearing a 1-hydroxyhexyl substituent at position 2.


A polyprenylbenzoquinone that is fumigatin which is substituted by an all-trans-octaprenyl group at position 6.


nataloe-emodin

A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 2, and 8 and by a methyl group at position 6. It is isolated from the leaves of Picramnia sellowii and Picramnia latifolia plants.


plastoquinone

A polyprenylbenzoquinone that is 2,3-dimethylbenzoquinone with a polyprenyl side chain at position 5. There are several naturally-occurring plastoquinones with side chains of different length (containing between 6 and 9 isoprene units).


MANSOURAMYCIN A

A member of the class of isoquinolines that is 5,8-dihydroisoquinoline substituted by methyl, methyl, oxo, methylamino and oxo groups at positions 3, 4, 5, 7 and 8, respectively. It was isolated from Streptomyces Sp. strain Mei37 from North Sea coast, Germany.


hydroxyversicolorone

An anthrafuran that is 2,3-dihydroanthra[2,3-b]furan-5,10-dione substituted at positions 2, 4, 6 and 8 by hydroxy groups and at position 3 by a 3-oxobutyl group.


A monosaccharide derivative that is  alizarin substituted by a beta-D-glucopyranosyl residue at position 2 via a glycosidic linkage.


TOPOPYRONE C

A naphthochromene that is 4H-naphtho[2,3-h]chromene-4,7,12-trione substituted by hydroxy groups at positions 5, 9 and 11 and a methyl group at position 2. It is isolated from fungal strains Phoma and Penicillium and acts as an inhibitor of the enzyme topoisomerase I.


A anthracycline antibiotic that is a cardiotoxic metabolite of carminomycin obtained by formal reduction of the carbonyl group.


A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogen at position 2 has been replaced by a prenyl group.


ochracenomicin A

An angucycline antibiotic that is 3,4,4a,12b-tetrahydrotetraphene-1,7,12(2H)-trione substituted by hydroxy groups at positions 4a, 8 and 12b and a methyl group at position 3. It is isolated from the culture broth of Amycolatopsis sp.MJ950-89F4 and exhibits a broad spectrum of antibacterial potential.


saintopin

A member of the class of tetracenequinones that is tetracene-5,12-dione in which the hydrogens at positions 1, 3, 8, 10, and 11 have been replaced by hydroxy groups. Isolated from Paecilomyces.


An aminoglycoside antibiotic that is (1S,3S)-3-ethyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue attached at position 1 via a glycosidic linkage.


asterriquinone C1

A bisindole alkaloid that is quinone bearing two hydroxy substituents at position 2 and 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a 1,1-dimethylallyl group at position 2; major microspecies at pH 7.3.


A benzoquinone resulting from the formal oxidation of catechol.


15-demethylaclacinomycin T

An anthracycline obtained by hydrolysis of the methyl ester group of aclacinomycin T.


brasiliquinone A

A carbopolycyclic compound that is (3S)-3-ethyl-6,8-dihydroxy-3,4-dihydrotetraphene-1,7,12(2H)-trione substituted at position 8 by a 3-amino-2,3,6-trideoxy-alpha-L-ribo-hexopyranosyl group. It is isolated from the culture broth of Nocardia brasiliensis and exhibits antibacterial activity against Gram-positive bacteria. It is also active against the multiple drug-resistant P388/ADR tumour cells.


A disaccharide derivative that is 1,3,6-trihydroxy-2-methyl-9,10-anthraquinone attached to a alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the roots of Rubia yunnanensis.


epi-cochlioquinone A

An organic heterotetracyclic that is 1,2,3,4a,5,6,6a,12,12a,12b-decahydropyrano[3,2-a]xanthene-8,11-dione  substituted by a 2-hydroxypropan-2-yl group at position 3, hydroxy group at position 12, methyl groups at positions 6a and 12b and a 3-(acetyloxy)-4-methylhexan-2-yl moiety at position 9. Isolated from the fermentation broth of Stachybotrys bisbyi SANK 17777, it acts as an inhibitor of acyl-CoA:cholesterol acyltransferase.


deoxyerythrostominone

A natural pigment produced by fungi, major tautomer defined by heteronuclear multiple bond correlation (HMBC).


aclacinomycin T

An anthracycline that is aklavinone having an alpha-L-rhodosaminyl residue attached at position 4 via a glycosidic linkage.


protoaphin aglucone

The aglycone of protaphin, a yellow hydroxylated quinoid pigment found in aphids.


aclacinomycin N

An anthracycline antibiotic that is aclacinomycin A in which the keto group on the trisaccharide fragment has been reduced in a stereospecific manner to the corresponding alcohol.


kermesic acid

A tetrahydroxyanthraquinone that is that is 3,5,6,8-tetrahydroxy-9,10-anthraquinone substituted by methyl and carboxy groups at positions 1 and 2 respectively. It is a natural dye isolated from the insect species Kermes ilices.


A disaccharide derivative that is 1,3,6-trihydroxy-2-methyl-9,10-anthraquinone attached to a (6'-O-acetyl)-beta-D-xylopyranosyl-(1->2)-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the roots of Rubia yunnanensis.


pradimicin C

A member of the class of pradimicins that is isolated from the cultured broth of Actinomadura hibisca No. P157-2 (ATCC 53557).


topopyrone A

A naphthochromene that is 4H-naphtho[2,3-h]chromene-4,7,12-trione substituted by a chloro group at position 10, hydroxy groups at positions 5, 9 and 11 and a methyl group at position 2. It is isolated from a fungal strain Phoma sp.BAUA2861 and acts as an inhibitor of the enzyme topoisomerase I.


A dihydroxyanthraquinone that is 9,10-anthraquinone substituted by hydroxy groups at positions 4 and 7, a hydroxymethyl group at position 3 and a 6-O-acetyl-beta-D-glucopyranosyloxy residue at position 2. It has been isolated from the roots of Rubia yunnanensis.


D-dopachrome

The D-enantiomer of dopachrome.


(3S)-versiconol acetate

An optically active form of versiconol acetate having 3S-configuration.


name: 2-cyclopentylacetic acid [2-[(3-chloro-9,10-dioxo-2-anthracenyl)amino]-2-oxoethyl] ester


A ubiquinone whose structure comprises a 2,3-dimethoxy-5-methylbenzoquinone nucleus (common to all ubiquinones) and a side chain of eight isoprenoid units.


Any member of the class of 8-methylmenaquinones that is 2,8-dimethyl-1,4-naphthoquinone with an unsaturated isoprenoid chain at the 3-position.


espicufolin

A  naphthochromene that is 4H-naphtho[2,3-h]chromene which is substituted at position 2 by a (2R)-butan-2-yl group, at position 5 by a hydroxymethyl group, at position 11 by a hydroxy group, and at positions 4, 7, and 12 by oxogroups. An antibiotic isolated from Streptomyces sp. cu39, it exerts a potent protecting effect on neuronal cells through suppressing L-glutamate toxicity.


A member of the class of naphthoquinones that is 2-methyl-1,4-naphthoquinone which is substituted at position 3 by a (2E)-5-carboxy-3-methylpent-2-en-1-yl group. A urinary metabolite of vitamin K1.


A compound composed of the 2,3-dimethoxy-5-methylbenzoquinone nucleus common to ubiquinones; and a side chain of five isoprenoid units.


ekatetrone

An organic heterotetracyclic compound that is 1,8-dihydroxy-9,10-anthraquinone which is substituted at position 2 and 3 by 3-amino-1-hydroxy-3-oxopropyl and carboxymethyl groups, respectively, in which the hydroxy group beta- to the carboxamide has undergone formal condensation with the carboxy group to give the corresponding delta-lactone. Isolated from various strains of Kitasatospora aureofaciens (Streptomyces aureofaciens), it inhibits the growth of Ehrlich ascites carcinoma in vitro.


L-topaquinone

A topaquinone that has S configuration.


(S)-versiconol

An optically active form of versiconol having S-configuration.


Any member of the class of orthoquinones that is 1,2-benzoquinone or its C-substituted derivatives.


KOMODOQUINONE A

An anthracycline that is komodoquinone B in which the hydroxy group at position 1 is replaced by a 3,6-dideoxy-3-(dimethylamino)-alpha-L-galactopyranoside group. First isolated from the marine bacterium Streptomyces sp. KS3, it induces neuronal cell differentiation in the neuroblastoma cell line.


alizarin complexone

A dihydroxyanthraquinone compound in which the hydroxy groups are at C-1 and C-2 and which has a bis[(carboxymethyl)amino]methyl substituent at the 3-position.


GABOROQUINONE A

An anthraquinone that is anthracene-9,10-dione substituted by a 3-acetyl-4,6-dihydroxy-2-methoxyphenyl moiety at position 1, hydroxy groups at positions 4 and 5 and a hydroxymethyl group at position 2. Isolated from the roots of  Bulbine frutescens, it exhibits antiplasmodial and antitrypanosomal activities.


benzimidazolequinone

Compounds containing an imidazole ring fused to a benzoquinone.


A monohydroxyanthraquinone that is 9,10-anthraquinone substituted by a hydroxy group at position 2 and a hydroxymethyl group at position 3. It has been isolated from the roots of Rubia yunnanensis.


A member of the class of menaquinones that is menaquinone-9 in which the double bond that is second nearest to the naphthoquinone moiety has been dihydrogenated.


A member of the class of 1,4-benzoquinones that is p-benzoquinone substituted by a methoxy group at position 2 and a 1-phenylallyl group at position 5. Isolated from the heartwood of Dalbergia louveli, it exhibits antiplasmodial activity.


SCUTIANTHRAQUINONE A

A member of the class of hydroxyanthraquinones isolated from the bark of Scutia myrtina. It has been shown to exhibit antiproliferative and antimalarial activities.


versiconol acetate

An acetate ester that is the O-acetyl derivative of versiconol. An intermediate in the biosynthesis of aflatoxin.


A member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by a hydroxy group at position 1 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.


KNIPHOLONE

An anthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 4 and 6, a methyl group at position 2 and a 3-acetyl-2,6-dihydroxy-4-methoxyphenyl group at position 1. It exhibits antioxidant, cytotoxic and antiplasmodial activities.


name: 7-O-methylspinochrome B (2, 3,5trihydroxy-7-methoxy-l , 4-naphthoquinone)


cladofulvin

A bianthracene homodimer composed of two nataloe-emodin moieties linked by an aryl-aryl bond. It is a secondary metabolite isolated from the fungal tomato pathogen Cladosporium fulvum.


dihydro-nogalonic acid methyl ester

A dihydroxyanthraquinone that is chrysazin which is substituted by a 3-hydroxybutanoyl group at position 2 and by a 2-methoxy-2-oxoethyl at position 3.


A menaquinone whose side-chain contains six isoprene units in an all-trans-configuration and in which the hydrogen at position 8 on the naphthoquinone ring has been replaced by a methyl group..


An anthracycline antibiotic that is 13-deoxycarminomycin substituted at position 10 by a carboxy group.


komodoquinone B

A member of the class of tetracenequinones that is 7,8,9,10-tetrahydrotetracene-5,12-dione carrying hydroxy groups at positions 1, 6, 8S, 10S and 11 and a methyl group at position 8S. It is the aglycone of komodoquinone A which was isolated from the marine bacterium Streptomyces sp. KS3.


name: 2-(1-benzimidazolyl)acetic acid [2-[(9,10-dioxo-1-anthracenyl)amino]-2-oxoethyl] ester


GRIFFITHANE D

A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone which has been substituted by a methoxy group at position 5 and a 3-(4-hydroxy-3-methoxyphenyl)propyl group at position 2. It has been isolated from the stems of Combretum griffithii and has been shown to exhibit anticancer activity.


A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring.


versicolorone tetracyclic form

The tetracyclic anthrafuran form of versicolorone.


brasiliquinone B

A carbopolycyclic compound that is 3,4-dihydrotetraphene-1,7,12(2H)-trione substituted by hydroxy groups at positions 6 and 8 and an ethyl group at position 3 (the S stereoisomer). It is isolated from the culture broth of Nocardia brasiliensis and exhibits antibacterial activity against Gram-positive bacteria. It is also active against the multiple drug-resistant P388/ADR tumour cells.


polyketomycin

A carbohydrate-containing antibiotic isolated from the culture broth of Streptomyces sp.MK277-AF1. It exhibits potent antibacterial activity against several Gram-positive bacterial strains and is also found to be cytotoxic against a number of tumour cell lines.


L-dopaquinone

An L-phenylalanine derivative in which the phenyl group of L-phenylalanine is replaced by a 3,4-dioxocyclohexa-1,5-dien-1-yl group.


name: W-Hydroxyxanthorin 1-O-methyl ester 8-O-


4-O-methylrhodomycin D

An anthracycline that is aklavinone having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue and a methyl group attached as positions 4 and 7 respectively.


laccaic acid B

A tetrahydroxyanthraquinone that is that is 3,5,6,8-tetrahydroxy-9,10-anthraquinone substituted by two carboxy groups at positions 1 and 2 as well as a 5-(2-hydroxyethyl)-2-hydroxyphenyl group at position 7. A minor component of LAC dye together with laccaic acids A, C and D


pradimicin

A class of antifungal  bacterial metabolites whose structure is characterised by an aglycone of dihydrobenzonaphthacequinone with substitutions by a D-amino acid and a hexose sugar moiety.


A cytotoxic anthracycline antibiotic that is produced by Streptomyces peucetius var. carminatus (a biochemical mutant of Streptomyces peucetius var. caesius), and is active against P-388 murine leukemia.


methyl nogalonate

The methyl ester of nogalonic acid.