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CHEBI:65796 - (2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone

ChEBI IDCHEBI:65796
ChEBI Name(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone
Stars
ASCII Name(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone
DefinitionAn extended flavonoid that is 3',4'-methylenedioxyflavanone substituted by methoxy groups at positions 5 and 7 and a 2-hydroxy-3-methyl-3-butenyl moiety at position 8 (the 2S stereoisomer). Isolated from the stem barks of Pongamia pinnata, it acts as a an inducer of quinone reductase, a phase II enzyme that protects cells against reactive, toxic and potentially carcinogenic species.
Last Modified14 January 2013
DownloadsMolfile
FormulaC23H24O7
Net Charge0
Average Mass412.438
Monoisotopic Mass412.15220
SMILES[H][C@@]1(c2ccc3c(c2)OCO3)CC(=O)c2c(OC)cc(OC)c(C[C@H](O)C(=C)C)c2O1
InChIInChI=1S/C23H24O7/c1-12(2)15(24)8-14-19(26-3)10-21(27-4)22-16(25)9-18(30-23(14)22)13-5-6-17-20(7-13)29-11-28-17/h5-7,10,15,18,24H,1,8-9,11H2,2-4H3/t15-,18-/m0/s1
InChIKeyHEQLSVWMTJXPGS-YJBOKZPZSA-N
Species of MetaboliteComponentSourceComments
Pongamia pinnata (ncbitaxon:56065) stem (BTO:0001300) PubMed (14510596) Previous component: stem bark;
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone (CHEBI:65796) has role antineoplastic agent (CHEBI:35610)
(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone (CHEBI:65796) has role metabolite (CHEBI:25212)
(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone (CHEBI:65796) is a benzodioxoles (CHEBI:38298)
(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone (CHEBI:65796) is a dimethoxyflavanone (CHEBI:38743)
(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone (CHEBI:65796) is a extended flavonoid (CHEBI:71037)
(2S)-5,7-dimethoxy-8-(2S-hydroxy-3-methyl-3-butenyl)-3',4'-methylenedioxyflavanone (CHEBI:65796) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(2S)-2-(1,3-benzodioxol-5-yl)-8-[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]-5,7-dimethoxy-2,3-dihydro-4H-chromen-4-one
Registry NumbersSources
Reaxys:9813791Reaxys
Citations