Compound: Isorhamnetin
SMILES: O=c1c(O)c(oc2c1c(O)cc(c2)O)-c3cc(OC)c(O)cc3
InChIKey: IZQSVPBOUDKVDZ-UHFFFAOYSA-N
Synonyms: Isorhamnetin, 480-19-3, 3-Methylquercetin, Isorhamnetol, Quercetin 3'-methyl ether, 3'-Methoxyquercetin, 3'-O-Methylquercetin, 3'-Methoxy-3,4',5,7-tetrahydroxyflavone, isorhamnetine, iso-rhamnetin, C.I. 75680, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one, 3,4',5,7-Tetrahydroxy-3'-methoxyflavone, 07X3IB4R4Z, 3,5,7,4'-Tetrahydroxy-3'-methoxyflavone, FLAVONE, 3,4',5,7-TETRAHYDROXY-3'-METHOXY-, 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone, CHEBI:6052, DTXSID10197379, 3,4',5,7-tetrahydroxy-3'-methoxy-flavone, 3-methyl-quercetin, RefChem:5925, DTXCID70119870, 207-545-5, 3,6,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromone, 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one, 3,5,7-Trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-one, 3'-O-Methyl Quercetin, 3-Methylquercetine, Flavone, 3'-methoxy-3,4',5,7-tetrahydroxy-, MFCD00017310, 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, CHEMBL379064, 4H-1-Benzopyran-4-one, 2-(3-methoxy-4-hydroxyphenyl)-3,5,7-trihydroxy-, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one, CCRIS 3791, SR-05000002256, EINECS 207-545-5, BRN 0044723, isorhamntin, isorhmnetin, UNII-07X3IB4R4Z, isorhamnosidemnetin, 3-methoxyquercetin, IRH, Isorhamnetin (Standard), quercetin-3'-methyl ether, Oprea1_145406, SCHEMBL19235, ISORHAMNETIN [USP-RS], MEGxp0_001863, orb1304957, orb3140866, METHYLQUERCETIN, 3'-O-, SCHEMBL29377152, SCHEMBL29390102, SCHEMBL30385934, ACon1_000275, BDBM23409, HY-N0776R, Isorhamnetin, analytical standard, 3-Methylquercetin (Isorhamnetin), MSK3253, WLZ4647, HMS5086D17, EX-A6804, HY-N0776, Isorhamnetin, >=95.0% (HPLC), LMPK12110002, s9111, SBB067248, AKOS015905141, CCG-208422, CCG-208453, CS-5945, EBC-435042, FI09252, 3',5,7,4-tetrahydroxy-3-methoxyflavon, NCGC00163572-01, NCGC00163572-02, NCGC00163572-03, NCGC00180719-01, 127918-57-4, AC-20263, AS-71136, DB-051498, I1068, NS00003531, ST50309356, ISORHAMNETIN (CONSTITUENT OF GINKGO) [DSC], Q416138, SR-05000002256-2, SR-05000002256-3, BRD-K83977206-001-01-4, Isorhamnetin, primary pharmaceutical reference standard, Isorhamnetin, United States Pharmacopeia (USP) Reference Standard, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-one, 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one #
Theoretical properties:
molecular_formula: C16H12O7
molecular_weight: 316.26 g/mol
exact_mass: 316.05830272 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 2
heavy_atom_count: 23
topological_polar_surface_area: 116 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 311 - 314 °C
Descriptions:
pubchem: Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group. It has a role as a metabolite, an anticoagulant and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a monomethoxyflavone, a tetrahydroxyflavone and a 7-hydroxyflavonol. It is functionally related to a quercetin. It is a conjugate acid of an isorhamnetin(1-).
chebi: A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group.
chembl: ISORHAMNETIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Isorhamnetin is an O-methylated flavon-ol from the class of flavonoids. A common food source of this 3'-methoxylated derivative of quercetin and its glucoside conjugates are pungent yellow or red onions, in which it is a minor pigment, quercetin-3,4'-diglucoside and quercetin-4'-glucoside and the aglycone quercetin being the major pigments. Pears, olive oil, wine and tomato sauce are rich in isorhamnetin. Almond skin is a rich source of isorhamnetin-3-O-rutinoside and
isorhamnetin-3-O-glucoside, in some cultivars they comprise 75% of the polyphenol content, the total of which can exceed 10 mg/100 gram almond. Others sources include the spice, herbal medicinal and psychoactive Mexican tarragon (Tagetes lucida), which is described as accumulating isorhamnetin and its 7-O-glucoside derivate. Nopal (Opuntia ficus-indica (L.)) is also a good source of isorhamnetin, which can be extracted by supercritical fluid extraction assisted by enzymes.