3,5,7-trihydroxy-2-(2,3,4-trihydroxyphenyl)-4H-chromen-4-one

• ChemBase ID: 174887
• Molecular Formular: C15H10O8
• Molecular Mass: 318.2351
• Monoisotopic Mass: 318.03756728
• SMILES: c1(cc(c2c(c1)oc(c(c2=O)O)c1c(c(c(cc1)O)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1O)O)O
• InChI: InChI=1S/C15H10O8/c16-5-3-8(18)10-9(4-5)23-15(14(22)13(10)21)6-1-2-7(17)12(20)11(6)19/h1-4,16-20,22H
• InChIKey: BOVVYLTXCXNLBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,7-trihydroxy-2-(2,3,4-trihydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: 3,5,7-trihydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
• Synonyms: 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; 3,3',4',5,5',7-Hexahydroxyflavone; 3,5,7,3',4',5'-Hexahydroxyflavone; Cannabiscetin; Myricetol; NSC 407290; Myricetin

Database IDs

• CAS Number: 529-44-2
• PubChem SID: 164230797
• PubChem CID: 46782412

CALCULATED PROPERTIES

• Acid pKa: 6.4297795
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 1.8046849
• LogD (pH = 7.4): 0.7704162
• Log P: 1.8527341
• Molar Refractivity: 78.8431 cm^3
• Polarizability: 29.089174 Å^3
• Polar Surface Area: 147.68 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M884100

A novel flavanoid compound useful as chemotherapeutic, chemopreventive, and antiangiogenic agent.

REFERENCES

• Smith, G., et al.: Biochem. J., 118, 53 (1970)
• Yokozava, T., et al.: Biochem. Pharmacol., 56, 213 (1970)
• Julkunen-Tiitto, R., et al.: J. Chem. Ecol., 27, 779 (1970)
• Kelly, L., et al.: J. Agric. Food Chem., 55, 8896 (1970)