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CHEBI:70021 - (S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one

ChEBI IDCHEBI:70021
ChEBI Name(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one
Stars
ASCII Name(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one
DefinitionA dihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5 and 7, a methoxy group at position 4' and a prenyl group at position 8. It has been isolated from Macaranga bicolor.
Last Modified6 April 2018
DownloadsMolfile
FormulaC21H22O5
Net Charge0
Average Mass354.402
Monoisotopic Mass354.14672
SMILESCOc1ccc([C@@H]2CC(=O)c3c(O)cc(O)c(CC=C(C)C)c3O2)cc1
InChIInChI=1S/C21H22O5/c1-12(2)4-9-15-16(22)10-17(23)20-18(24)11-19(26-21(15)20)13-5-7-14(25-3)8-6-13/h4-8,10,19,22-23H,9,11H2,1-3H3/t19-/m0/s1
InChIKeyCTFJUDTWKJHYNX-IBGZPJMESA-N
Species of MetaboliteComponentSourceComments
Macaranga bicolor (ncbitaxon:396452) - PubMed (21275386) Methanol-Dichloromethane (1:1) extract of dried, ground plant material
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (CHEBI:70021) has functional parent (2S)-flavanone (CHEBI:15606)
(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (CHEBI:70021) has role plant metabolite (CHEBI:76924)
(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (CHEBI:70021) is a 4'-methoxyflavanones (CHEBI:140332)
(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (CHEBI:70021) is a dihydroxyflavanone (CHEBI:38749)
(S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (CHEBI:70021) is a monomethoxyflavanone (CHEBI:38738)
IUPAC Name 
(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one
Synonyms  Source
4'-O-methyl-8-prenylnaringeninChEBI
(2S)-5,7-dihydroxy-4'-methoxy-8-prenylflavanoneChEBI
Registry NumbersSources
Reaxys:9353342Reaxys
Citations