Compound: Diosmetin
SMILES: O=c1c2c(oc(c1)-c3cc(O)c(OC)cc3)cc(O)cc2O
InChIKey: MBNGWHIJMBWFHU-UHFFFAOYSA-N
Synonyms: Diosmetin, 520-34-3, Luteolin 4'-methyl ether, Salinigricoflavonol, 4'-Methylluteolin, Diosmetine, 3',5,7-trihydroxy-4'-methoxyflavone, 5,7,3'-Trihydroxy-4'-methoxyflavone, 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one, 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone, 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, TWZ37241OT, DTXSID80199966, Flavone, 3',5,7-trihydroxy-4'-methoxy-, CHEBI:4630, RefChem:34944, DTXCID40122457, GONGJINHYANG SEOL WHITENING, Whoo Gongjinhyang Seol Whitening Jin Essence, ISAKNOX X202 WHITENING SECRET ESSENCE, ISA KNOX WXII PLUS WHITENING REVOLUTION SERUM, 208-291-8, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one, Luteolin 4-methyl ether, MFCD00017425, 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chromen-4-one, 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl);-4H-chromen-4-one, Diosmin EP Impurity F, Pillon, 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one (Diosmetin), DIOSMETOL, SR-05000002196, disometin, UNII-TWZ37241OT, HSDB 8101, EINECS 208-291-8, Diosmetin (Standard), 3',5,7-trihydroxy-4'-methoxy flavone, 4'-O-methyl-luteolin, Spectrum_001505, SpecPlus_000435, DIOSMETIN [MI], Spectrum2_001638, Spectrum3_000987, Spectrum4_001113, Spectrum5_001707, DIOSMETIN [WHO-DD], BSPBio_002653, KBioGR_001586, KBioSS_001985, MLS006011843, CHEMBL90568, Diosmetin, analytical standard, DivK1c_006531, SCHEMBL289337, Salinigricoflavonol; Vitamin P, SPBio_001735, orb1307680, orb3140757, SCHEMBL29363916, SCHEMBL29453246, SCHEMBL30541886, BDBM23414, GTPL13861, HY-N0125R, KBio1_001475, KBio2_001985, KBio2_004553, KBio2_007121, KBio3_001873, LUTEOLIN-4'-METHYL ETHER, Diosmetin; Diosmin EP Impurity F, HMS3656G13, HMS3753G11, HMS5080B20, HY-N0125, BBL027839, CCG-38758, Diosmetin (Luteolin 4-methyl ether), LMPK12110824, s2380, SBB066130, STL146390, AKOS005720974, 4'-Methoxy-5,7,3'-Trihydroxyflavone, CS-5455, DB11259, EBC-436043, FD22465, SDCCGMLS-0066783.P001, NCGC00163540-01, NCGC00163540-02, NCGC00163540-03, NCGC00178549-01, AC-34868, BS-17174, SMR002044787, SY066981, CYANIDENON-4'-METHYL ETHER 1479, DB-050154, D4441, NS00014641, ST50331610, SW219332-1, C10038, AN-668/21246025, F239117, Q1649664, SR-05000002196-2, SR-05000002196-3, BRD-K26862302-001-02-9, BRD-K26862302-001-03-7, BRD-K26862302-001-05-2, J8D
Theoretical properties:
molecular_formula: C16H12O6
molecular_weight: 300.26 g/mol
exact_mass: 300.06338810 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 22
topological_polar_surface_area: 96.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow powder
color: Yellow powder
melting_point: 256-258 °C
density: 1.512 g/cu cm
solubility: Soluble in chloroform, dichloromethane, DMSO, acetone
Descriptions:
pubchem: Diosmetin is a monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. It has a role as a tropomyosin-related kinase B receptor agonist, an antioxidant, an antineoplastic agent, a vasodilator agent, an angiogenesis inhibitor, a bone density conservation agent, an anti-inflammatory agent, an apoptosis inducer, a plant metabolite and a cardioprotective agent. It is a monomethoxyflavone, a trihydroxyflavone and a 3'-hydroxyflavonoid. It is functionally related to a luteolin. It is a conjugate acid of a diosmetin-7-olate.
chebi: A monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities.
chembl: DIOSMETIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Diosmetin, also known as 5,7,3′-trihydroxy-4′-methoxyflavone, is an O-methylated flavone, a chemical compound that can be found in the Caucasian vetch.
It has been found to act as a weak TrkB receptor agonist.