Genistein
5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
Molecular Identity
Genistein
5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
PubChem CID: 5280961
Genistein is a 7-hydroxyisoflavone with additional hydroxy groups at positions 5 and 4'. It is a phytoestrogenic isoflavone with antioxidant properties. It has a role as a geroprotector, an antineoplastic agent, a tyrosine kinase inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, a plant metabolite, a phytoestrogen and a human urinary metabolite. It is a conjugate acid of a genistein(1-).
2D Structure
Properties
C15H10O5
Molecular Formula
270.24
Molecular Weight
g/mol
270.0528
Exact Mass
Da
2.7
XLogP
Drug-like (Lipinski: < 5)
87
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
410
Complexity
SMILES
Canonical SMILES
SMILES: C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)OIsomeric SMILES
SMILES: C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)OSynonyms(20)
genistein446-72-0Prunetol4',5,7-TrihydroxyisoflavoneGenisterinGenisteolSophoricol5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one5,7,4'-TrihydroxyisoflavoneBonisteinGenestein4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneDTXSID5022308
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Genistein
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