Compound: acacetin
SMILES: O=c1c2c(oc(c1)-c3ccc(OC)cc3)cc(O)cc2O
InChIKey: DANYIYRPLHHOCZ-UHFFFAOYSA-N
Synonyms: acacetin, 480-44-4, Linarigenin, 5,7-Dihydroxy-4'-methoxyflavone, 5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one, 4'-Methoxy-5,7-dihydroxyflavone, KWI7J0A2CC, DTXSID00197383, NSC-76061, CHEBI:15335, RefChem:551426, DTXCID10119874, 207-552-3, Buddleoflavonol, 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one, 4'-Methoxyapigenin, Acacetine, Linarisenin, Apigenin 4'-methyl ether, Akatsetin, 5,7-Dioxy-4'-methoxyflavone, Apisenin 4'-methyl ether, Apigenin 4'-dimethyl ether, 4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-, 4'-O-Methylapigenin, 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-1-benzopyran-4-one, MFCD00016936, NSC 76061, Flavone, 5,7-dihydroxy-4'-methoxy-, ACAETIN, NSC76061, 5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone, MLS002693970, CHEMBL243664, 2-(4-Methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, SMR001233299, SR-01000841189, EINECS 207-552-3, UNII-KWI7J0A2CC, accacetin, BRN 0277879, Acaceztin, Acacetin?, 4'-Methylapigenin, Prestwick_49, Acacetin (Standard), 4'-O-methyl apigenin, 4'-O-methyl-apigenin, Kinome_3212, Spectrum_000135, ACACETIN [MI], Prestwick0_000695, Prestwick1_000695, Prestwick2_000695, Prestwick3_000695, Spectrum5_000930, Acacetin, analytical standard, BSPBio_000849, KBioSS_000595, SPECTRUM200499, 5-18-04-00575 (Beilstein Handbook Reference), MLS002153960, DivK1c_000878, SCHEMBL107712, SPBio_002770, BPBio1_000935, orb1303480, orb3140150, SCHEMBL29387049, BCBcMAP01_000082, BDBM23415, GTPL13776, HMS502L20, HY-N0451R, KBio1_000878, KBio2_000595, KBio2_003163, KBio2_005731, APIGENIN-4'-METHYL ETHER, Flavone,7-dihydroxy-4'-methoxy-, NINDS_000878, HMS1570K11, HMS1922P12, HMS2097K11, HMS2234J17, HMS3374F03, Acacetin, >=97.0% (HPLC), HY-N0451, MSK15637, LMPK12110468, s5318, AKOS015903365, CCG-208517, CS-5336, EBC-444074, FA16905, IDI1_000878, SMP1_000001, NCGC00016458-01, NCGC00016458-02, NCGC00016458-03, NCGC00016458-04, NCGC00016458-05, NCGC00095213-01, NCGC00095213-02, NCGC00095213-03, NCGC00179402-01, AC-33976, AS-70345, CAS-480-44-4, ST066889, SY067185, WLN: T66 BO EVJ CR DO1& GQ IQ, DB-051509, A3013, NS00031752, C01470, F241167, Q2822213, SR-01000841189-3, SR-01000841189-4, BRD-K77685744-001-03-6, BRD-K77685744-001-07-7, 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one #, 4H-1-Benzopyran-4-one,7-dihydroxy-2-(4-methoxyphenyl)-, BE7185D3-6331-4E84-8C8E-5D10E505E37A
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: 5,7-dihydroxy-4'-methoxyflavone is a monomethoxyflavone that is the 4'-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a monomethoxyflavone and a dihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate.
chebi: A monomethoxyflavone that is the 4'-methyl ether derivative of apigenin.
chembl: ACACETIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Acacetin is a 4′-O-methylated flavone of the parent compound apigenin, found in Robinia pseudoacacia (black locust), Turnera diffusa (damiana), Betula pendula (silver birch), and in the fern Asplenium normale.
In plant synthesis the enzyme apigenin 4′-O-methyltransferase uses S-adenosyl methionine and 5,7,4′-trihydroxyflavone (apigenin) to produce S-adenosylhomocysteine and 4′-methoxy-5,7-dihydroxyflavone (acacetin).
It shows moderate aromatase inhibition.