Structure

Taxifolin

CAS
480-18-2
Catalog Number
ACM480182
Category
Inhibitors
Molecular Weight
304.25
Molecular Formula
C15H12O7

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Specification

Description
Taxifolin ((+)-Dihydroquercetin) exhibits important anti-tyrosinase activity. Taxifolin exhibits significant inhibitory activity against collagenase with an IC50 value of 193.3 μM. Taxifolin is an important natural compound with antifibrotic activity. Taxifolin is a free radical scavenger with antioxidant capacity.
Synonyms
(2R-trans)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone
IUPAC Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
Canonical SMILES
C1=CC(=C(C=C1[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O)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/t14-,15+/m0/s1
InChI Key
CXQWRCVTCMQVQX-LSDHHAIUSA-N
Boiling Point
365.09 °C
Melting Point
230-233 °C (dec.)
Density
1.33 g/ml
Appearance
Light-yellow powder
Storage
Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
pKa
7.39±0.60
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
Plantsother families

Upstream Synthesis Route 1

  • 29838-67-3
  • 480-18-2

Reference: [1]Arzneimittel-Forschung/Drug Research,2000,vol. 50,p. 281 - 285
[2]Chemical and Pharmaceutical Bulletin,1988,vol. 36,p. 4167 - 4170

Downstream Synthesis Route 1

  • 458-35-5
  • 480-18-2
  • 22888-70-6
  • 20649-42-7
  • 22888-70-6

Reference: [1] Journal of Organic Chemistry, 2013, vol. 78, # 15, p. 7594 - 7600

Downstream Synthesis Route 2

  • 480-18-2
  • 855-97-0

Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 1003 - 1006

Downstream Synthesis Route 3

  • 186581-53-3
  • 108-24-7
  • 154-23-4
  • 480-18-2
  • 88204-07-3
  • 88204-08-4

Reference: [1]Journal of the Chemical Society. Perkin transactions I,1983,p. 1711 - 1717

Downstream Synthesis Route 4

  • 186581-53-3
  • 480-18-2
  • 74628-44-7

Reference: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 1003 - 1006

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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