CHEBI:66391 - millewanin G

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ChEBI Name millewanin G
ChEBI ID CHEBI:66391
Definition A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7, 3' and 4', a prenyl group at position 8 and a 2-hydroxy-3-methylbut-3-enyl moiety at position 6. Isolated from the leaves of Millettia pachycarpa, it exhibits antiestrogenic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H26O7
Net Charge 0
Average Mass 438.46970
Monoisotopic Mass 438.16785
InChI InChI=1S/C25H26O7/c1-12(2)5-7-15-22(29)16(10-19(27)13(3)4)23(30)21-24(31)17(11-32-25(15)21)14-6-8-18(26)20(28)9-14/h5-6,8-9,11,19,26-30H,3,7,10H2,1-2,4H3
InChIKey FSQKKJIBNQATIX-UHFFFAOYSA-N
SMILES CC(C)=CCc1c(O)c(CC(O)C(C)=C)c(O)c2c1occ(-c1ccc(O)c(O)c1)c2=O
Metabolite of Species Details
Millettia pachycarpa (NCBI:txid690557) Found in leaf (BTO:0000713). 10:11 Enantiomeric mixture See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-estrogen
A drug which acts to reduce estrogenic activity in the body, either by reducing the amount of estrogen or by reducing the activity of whatever estrogen is present.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing millewanin G (CHEBI:66391) has role anti-estrogen (CHEBI:50751)
millewanin G (CHEBI:66391) has role plant metabolite (CHEBI:76924)
millewanin G (CHEBI:66391) is a 7-hydroxyisoflavones (CHEBI:55465)
millewanin G (CHEBI:66391) is a secondary alcohol (CHEBI:35681)
IUPAC Name
3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
Registry Number Type Source
18586900 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16441086 PubMed citation Europe PMC
Last Modified
16 January 2014
General Comment
2013-04-10 The compound was isolated as an enantiomeric mixture.