Basic information
- Standard SMILES
O=C1c2c(O)cc(O)cc2OC(c2ccc(O)c(O)c2)C1O- InChIKey
CXQWRCVTCMQVQX-UHFFFAOYSA-N- Molecular formula
- C15H12O7
- Average molar mass
- 304.25 g/mol
- Monoisotopic mass
- 304.05830272
Overview
Taxifolin is a pentahydroxyflavanone that is the 2,3-dihydro derivative of quercetin. It is a member of 4'-hydroxyflavanones, a secondary alpha-hydroxy ketone, a pentahydroxyflavanone, a member of 3'-hydroxyflavanones and a member of dihydroflavonols. It is functionally related to a quercetin.
Names & identifiers
- Preferred name
- 3,5,7,3',4'-Pentahydroxyflavanone
- IUPAC
- 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
Names & synonyms
215257-15-1RefChem:9355993,5,7,3',4'-Pentahydroxyflavanonedihydroquercetin(+/-)-Taxifolin2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one98006-93-03,3',4',5,7-PentahydroxyflavanoneNSC28012-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one
Show more names
(?)-Taxifolin(+)-Dihydroquercetin; (+)-Taxifolin(y)-Taxifolin4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-3,3',4',5,7-Pentahydroxyflavanone hydrateQUERCETIN_met014Lopac0_001197Oprea1_121838
Database identifiers
- PubChem CID
- 471
- DTXSID
DTXSID60859394- ChEMBL
CHEMBL337309- ChEBI
CHEBI:38747- Nikkaji
- J2.227F
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 127 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 1
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 428
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section161.96 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Chemistry & industry
Pharmacology
Metabolism/MetabolitesDihydroquercetin is a known human metabolite of Quercetin.
Related reactions
1 records
Linked notes
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