Compound: myricetin
SMILES: O=c1c(O)c(oc2c1c(O)cc(c2)O)-c3cc(O)c(O)c(c3)O
InChIKey: IKMDFBPHZNJCSN-UHFFFAOYSA-N
Synonyms: myricetin, 529-44-2, Cannabiscetin, Myricetol, 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one, Myricitin, 3,3',4',5,5',7-Hexahydroxyflavone, 3,5,7,3',4',5'-Hexahydroxyflavone, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one, 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one, delphidenolon 1575, 3,3',4,4',5',7-Hexahydro-2-phenyl-4H-chromen-4-one, 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, 76XC01FTOJ, NSC-407290, DTXSID8022400, FLAVONE, 3,3',4',5,5',7-HEXAHYDROXY-, CHEBI:18152, RefChem:6547, DTXCID002400, 3,4,5-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-7-one, 208-463-2, MFCD00006827, NSC 407290, NSC407290, CHEMBL164, MYC, SMR001233193, CCRIS 5838, SR-01000076005, EINECS 208-463-2, UNII-76XC01FTOJ, BRN 0332331, myricetone, Cannabiscetin;, Myrc, Myricetol;, HSDB 7682, 4gqr, Prestwick_342, Myricetin (Standard), Spectrum_001501, SpecPlus_000531, MYRICETIN [MI], MYRICETIN [HSDB], Prestwick0_000465, Prestwick1_000465, Prestwick2_000465, Prestwick3_000465, Spectrum4_001272, Spectrum5_000692, Lopac-M-6760, Myricetin (Cannabiscetin), Myricetin from Myrica cerifera leaf and bark, BIDD:PXR0079, Lopac0_000740, SCHEMBL19302, BSPBio_000570, KBioGR_001884, KBioSS_001981, MLS002153825, MLS006010718, BIDD:ER0142, DivK1c_006627, Myricetin, analytical standard, SPBio_002509, BPBio1_000628, MEGxp0_000357, orb1310476, orb3140813, SCHEMBL29357150, ACon1_000267, BDBM15236, cid_5281672, GTPL13074, KBio1_001571, KBio2_001981, KBio2_004549, KBio2_007117, MSK7402, 2o63, CHEBI: 18152, REGID_for_CID_5281672, HMS1569M12, HMS2096M12, HMS2231L04, HMS3262C22, HMS3656I05, Myricetin - CAS 529-44-2, Myricetin, >=96.0% (HPLC), Myricetin, >=96.0%, crystalline, SAI_0014, TNP00286, Tox21_500740, HB0434, HY-15097R, LMPK12110001, STL284709, 3,7,3',4',5'-Hexahydroxyflavone, AKOS015903103, AC-4533, CCG-204825, CS-6221, DB02375, EBC-221043, FM26112, KS-5268, LP00740, SDCCGSBI-0050718.P003, SDCCGSBI-0050718.P008, 3,3',4',5,5',7-hexOH-Flavone, Flavone,3',4',5,5',7-hexahydroxy-, NCGC00015697-01, NCGC00015697-02, NCGC00015697-03, NCGC00015697-04, NCGC00015697-05, NCGC00015697-06, NCGC00015697-07, NCGC00015697-08, NCGC00015697-09, NCGC00015697-10, NCGC00015697-11, NCGC00015697-12, NCGC00015697-13, NCGC00015697-14, NCGC00015697-25, NCGC00094083-01, NCGC00094083-02, NCGC00094083-03, NCGC00094083-04, NCGC00179517-01, NCGC00179517-02, NCGC00261425-01, CAS-529-44-2, DA-65734, HY-15097, NCI60_003870, ST057235, SY051702, EU-0100740, M2131, NS00014642, SW196616-2, T0579, M 6760, S00115, 3,3',4',5,5',7-hexahydroxy-(8CI)- flavone, F239118, Q951449, C07E0ED2-ABF6-4BD3-A2B2-A98CAEF20FD1, Myricetin, primary pharmaceutical reference standard, SR-01000076005-1, SR-01000076005-6, BRD-K43149758-001-04-5, BRD-K43149758-001-22-7, BRD-K43149758-001-23-5, 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one #, 4H-1-Benzopyran-4-one,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-
Theoretical properties:
molecular_formula: C15H10O8
molecular_weight: 318.23 g/mol
exact_mass: 318.03756727 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 1
heavy_atom_count: 23
topological_polar_surface_area: 148 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow needles from dilute alcohol
color: Yellow needles from dilute alcohol
solubility: Sparingly soluble in boiling water; soluble in alcohol. Practically insoluble in chloroform, acetic acid
Descriptions:
pubchem: Myricetin is a hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants. It has a role as a geroprotector, an antioxidant, a hypoglycemic agent, an antineoplastic agent, a cyclooxygenase 1 inhibitor, a plant metabolite and a food component. It is a hexahydroxyflavone and a 7-hydroxyflavonol. It is a conjugate acid of a myricetin(1-).
chebi: A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of <em>Myrica rubra</em> and other plants.
chembl: MYRICETIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Myricetin is a member of the flavonoid class of polyphenolic compounds, with antioxidant properties. Common dietary sources include vegetables (including tomatoes), fruits (including oranges), nuts, berries, tea, and red wine. 
Myricetin is structurally similar to fisetin, luteolin, and quercetin and is reported to have many of the same functions as these other members of the flavonol class of flavonoids. Reported average intake of myricetin per day varies depending on diet, but has been shown in the Netherlands to average 23 mg/day.
Myricetin is produced from the parent compound taxifolin through the (+)-dihydromyricetin intermediate and can be further processed to form laricitrin and then syringetin, both members of the flavonol class of flavonoids. Dihydromyricetin is frequently sold as a supplement and has controversial function as a partial GABAA receptor potentiator and treatment in Alcohol Use Disorder (AUD). Myricetin can alternatively be produced directly from kaempferol, which is another flavonol.