Compound: biochanin A
SMILES: O=c1c2c(occ1-c3ccc(OC)cc3)cc(O)cc2O
InChIKey: WUADCCWRTIWANL-UHFFFAOYSA-N
Synonyms: biochanin A, 491-80-5, Biochanin, 5,7-Dihydroxy-4'-methoxyisoflavone, 4'-Methylgenistein, 5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one, olmelin, 5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one, Pratensol, Biochanine A, Genistein 4-methyl ether, Biochanin-A, DTXSID1022394, 5,7-Dihydroxy-3-p-methoxyphenyl-4H-chromen-4-one, NSC123538, NSC-123538, CHEBI:17574, U13J6U390T, 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one, DTXCID102394, Genistein 4-Methylether, RefChem:29990, 207-744-7, CHEBI:8600, 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-methoxyphenyl)-, 4-Methylgenistein, 5,7-Dihydrox -4'-methoxyisoflavone, MFCD00006839, Isoflavone, 5,7-dihydroxy-4'-methoxy-, 5,7-dihydroxy-4'-methoxy-Isoflavone, MLS000069443, CHEMBL131921, 4'-Methoxy-5,7-dihydroxy isoflavone, SMR000059116, CAS-491-80-5, NSC 123538, CCRIS 5449, SR-01000003021, EINECS 207-744-7, Genistein 4'-methyl ether, BiochaninA, UNII-U13J6U390T, abiochanin A, Pratensol;, QSO, Biochanin A, 9, Biochanin A (BCA), Biochanin A (BIO), Spectrum_000195, Biochanin A (Standard), Opera_ID_621, Spectrum2_000047, Spectrum3_001098, Spectrum4_001927, Spectrum5_001624, Biochanin A [WHO-DD], BIOCHANIN A [MI], Epitope ID:613419, Genistein 4'-methyl ether;, Oprea1_038096, SCHEMBL61258, BSPBio_002776, KBioGR_002274, KBioSS_000675, MLS001148446, MLS006011785, BIDD:ER0123, BIOCHANIN A [USP-RS], DivK1c_001027, SPBio_000173, BDBM9461, GTPL2829, orb1304920, orb3140903, SCHEMBL29410271, SPECTRUM10100003, Biochanin A (4-Methylgenistein), cid_5280373, HMS503M15, KBio1_001027, KBio2_000675, KBio2_003243, KBio2_005811, KBio3_001996, NINDS_001027, HMS2232N19, HMS3369A02, HMS3656A13, 5,7-Dihydrox-4'-methoxyisoflavone, TNP00319, Isoflavone,7-dihydroxy-4'-methoxy-, Tox21_202097, Tox21_302901, BBL010523, CCG-38351, HY-14595R, LMPK12050229, MSK011005, s2377, STK888295, AKOS002163860, DB15334, EBC-220037, FB18604, IDI1_001027, SMP1_000045, NCGC00017369-01, NCGC00017369-02, NCGC00017369-03, NCGC00017369-04, NCGC00017369-05, NCGC00017369-06, NCGC00017369-07, NCGC00017369-08, NCGC00017369-09, NCGC00017369-10, NCGC00022428-03, NCGC00022428-04, NCGC00022428-05, NCGC00178478-01, NCGC00256458-01, NCGC00259646-01, AC-22309, AS-17474, HY-14595, NCI60_000558, ST057580, SY048226, Biochanin A, analytical reference material, B4098, NS00001869, SW219333-1, 5,7-dihydroxy-4'-methoxy-Isoflavone (8CI), C00814, AI-372/20970028, F386320, Q864222, SR-01000003021-4, SR-01000003021-5, BIOCHANIN A (CONSTITUENT OF RED CLOVER) [DSC], BRD-K73303757-001-02-6, BRD-K73303757-001-12-5, BRD-K73303757-001-21-6, 5,7-Dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one #, F1190-0491, 4H-1-Benzopyran-4-one,7-dihydroxy-3-(4-methoxyphenyl)-, 2AA2D226-B323-4AE2-B576-2D47D15F9845, Biochanin A, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C16H12O5
molecular_weight: 284.26 g/mol
exact_mass: 284.06847348 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 21
topological_polar_surface_area: 76 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Biochanin A is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4'. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, an EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor, a plant metabolite and a phytoestrogen. It is a member of 4'-methoxyisoflavones and a member of 7-hydroxyisoflavones. It is a conjugate acid of a biochanin A(1-).
chebi: A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4'. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis.
chembl: BIOCHANIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Biochanin A is an O-methylated isoflavone. It is a natural organic compound in the class of phytochemicals known as flavonoids. Biochanin A can be found in red clover in soy, in alfalfa sprouts, in peanuts, in chickpea (Cicer arietinum) and in other legumes.
Biochanin A is classified as a phytoestrogen. It has also been found to be a weak inhibitor of fatty acid amide hydrolase in vitro.