2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 72991
• Molecular Formular: C15H12O7
• Molecular Mass: 304.25158
• Monoisotopic Mass: 304.05830272
• SMILES: c1(cc(c2c(c1)OC(C(C2=O)O)c1cc(c(cc1)O)O)O)O
• Canonical SMILES: Oc1cc2OC(c3ccc(c(c3)O)O)C(C(=O)c2c(c1)O)O
• InChI: InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H
• InChIKey: CXQWRCVTCMQVQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: taxifolin
• Synonyms: Dihydroquercetin; Taxifolin-(+); Taxifolin; 3,3',4',5,7-Pentahydroxyflavonone; (±)-TAXIFOLIN

Database IDs

• CAS Number: 480-18-2
• EC Number: 207-543-4
• PubChem SID: 162037911
• PubChem CID: 471

CALCULATED PROPERTIES

• Acid pKa: 7.797971
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 1.8142184
• LogD (pH = 7.4): 1.6695796
• Log P: 1.8163843
• Molar Refractivity: 74.6089 cm^3
• Polarizability: 28.610525 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C; -20°C
• RTECS: LK6920000

Product Information

• Salt Data: Free Base

DETAILS

MP Biomedicals - 02156745

(3,3′,4′,5,7-Pentahydroxyflavonone)

Selleck Chemicals - S2366

Research Area: Cancer
Biological Activity:
Taxifolin(Dihydroquercetin) is a flavanonol, a type of flavonoid. Taxifolin is not mutagenic and low toxic compared to Qercetin. It acts as a potential chemopreventive agent by regulating genes via an ARE-dependent mechanism. Taxifolin has shown to inhibit the ovarian cancer cell growth in a dose-dependent manner. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Taxifolin