EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:8600 - prunetin

ChEBI IDCHEBI:8600
ChEBI Nameprunetin
Stars
DefinitionA hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group.
Last Modified2 April 2018
DownloadsMolfile
FormulaC16H12O5
Net Charge0
Average Mass284.267
Monoisotopic Mass284.06847
SMILESCOc1cc(O)c2c(=O)c(-c3ccc(O)cc3)coc2c1
InChIInChI=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
InChIKeyKQMVAGISDHMXJJ-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Crotalaria lachnophora (IPNI:488342-1) whole plant (BTO:0001461) PubMed (21265557) Chloroform soluble fraction of CH2Cl2/MeOH (1:1) crude extract of dried and powdered whole plant
Neolitsea daibuensis (IPNI:466954-1) root (BTO:0001188) PubMed (22148193) Cold MeOH extract of dried roots
Roles Classification
Biological Roles:
EC 1.2.1.3 [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 1.2.1.3.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.3.1.22 [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-5α-steroid 4-dehydrogenase (NADP+), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5α-dihydrotestosterone.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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 1.2.1.3 [aldehyde dehydrogenase (NAD+)] inhibitor (CHEBI:35487)
prunetin (CHEBI:8600) has role EC 1.3.1.22 [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)
prunetin (CHEBI:8600) is conjugate acid of prunetin-5-olate (CHEBI:147403)
Incoming Relation(s)
prunetin 4'-O-glucoside (CHEBI:78742) has functional parent prunetin (CHEBI:8600)
prunetin-5-olate (CHEBI:147403) is conjugate base of prunetin (CHEBI:8600)
IUPAC Name 
5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
Synonyms  Source
4',5-dihydroxy-7-methoxygenisteinChEBI
4',5-dihydroxy-7-methoxyisoflavoneChEBI
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyroneChemIDplus
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-oneChemIDplus
7-O-methyl-genisteinChEBI
PadmakasteinHMDB
Manual XrefsDatabases
C00002564KNApSAcK
C10521KEGG COMPOUND
CN101669935Patent
CPD-3521MetaCyc
HMDB0034127HMDB
LMPK12050353LIPID MAPS
LSM-3283LINCS
PrunetinWikipedia
Registry NumbersSources
Reaxys:292155Reaxys
CAS:552-59-0ChemIDplus
CAS:552-59-0KEGG COMPOUND
Citations