CHEBI:8600 - prunetin

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ChEBI Name prunetin
Definition A hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H12O5
Net Charge 0
Average Mass 284.26348
Monoisotopic Mass 284.068
InChI InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
SMILES COc1cc(O)c2c(c1)occ(-c1ccc(O)cc1)c2=O
Metabolite of Species Details
Neolitsea daibuensis (IPNI:466954-1) Found in root (BTO:0001188). Cold MeOH extract of dried roots See: PubMed
Crotalaria lachnophora (IPNI:488342-1) Found in whole plant (BTO:0001461). Chloroform soluble fraction of CH2Cl2/MeOH (1:1) crude extract of dried and powdered whole plant See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC [aldehyde dehydrogenase (NAD(+))] inhibitor
An EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of aldehyde dehydrogenase (NAD+), EC
EC [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor
An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of of 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+), EC, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5alpha-dihydrotestosterone.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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ChEBI Ontology
Outgoing prunetin (CHEBI:8600) has functional parent genistein (CHEBI:28088)
prunetin (CHEBI:8600) has role anti-inflammatory agent (CHEBI:67079)
prunetin (CHEBI:8600) has role EC [aldehyde dehydrogenase (NAD+)] inhibitor (CHEBI:35487)
prunetin (CHEBI:8600) has role EC [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor (CHEBI:50781)
prunetin (CHEBI:8600) has role metabolite (CHEBI:25212)
prunetin (CHEBI:8600) is a 7-methoxyisoflavones (CHEBI:140356)
prunetin (CHEBI:8600) is a hydroxyisoflavone (CHEBI:38755)
Incoming prunetin 4'-O-glucoside (CHEBI:78742) has functional parent prunetin (CHEBI:8600)
Synonyms Sources
4',5-dihydroxy-7-methoxygenistein ChEBI
4',5-dihydroxy-7-methoxyisoflavone ChEBI
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone ChemIDplus
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one ChemIDplus
7-O-methyl-genistein ChEBI
Padmakastein HMDB
Prunusetin HMDB
Database Links Databases
C00002564 KNApSAcK
CN101669935 Patent
CPD-3521 MetaCyc
HMDB0034127 HMDB
Prunetin Wikipedia
View more database links
Registry Numbers Types Sources
292155 Reaxys Registry Number Reaxys
552-59-0 CAS Registry Number KEGG COMPOUND
552-59-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15408466 PubMed citation Europe PMC
21305630 PubMed citation Europe PMC
22010824 PubMed citation Europe PMC
22148193 PubMed citation Europe PMC
23265084 PubMed citation Europe PMC
23438470 PubMed citation Europe PMC
23597450 PubMed citation Europe PMC
9105397 PubMed citation Europe PMC
Last Modified
02 April 2018