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(-)-taxifolin

Names

[ CAS No. ]:
111003-33-9

[ Name ]:
(-)-taxifolin

[Synonym ]:
(2S,3S)-2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2S,3S)-
(-)-taxifolin
(-)-Dihydroquercetin

Biological Activity

[Description]:

(-)-Taxifolin is the less active enantiomer of Taxifolin. Taxifolin exhibits important anti-tyrosinase activity. Taxifolin exhibits significant inhibitory activity against collagenase with an IC50 value of 193.3 μM[1]. Taxifolin is an important natural compound with antifibrotic activity. Taxifolin is a free radical scavenger with antioxidant capacity[2].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology

[References]

[1]. Angelis A, et al. Bio-Guided Isolation of Methanol-Soluble Metabolites of Common Spruce (Picea abies) Bark by-Products and Investigation of Their Dermo-Cosmetic Properties. Molecules. 2016 Nov 21;21(11):1586.

[2]. Lei Ren, et al. Dissecting Efficacy and Metabolic Characteristic Mechanism of Taxifolin on Renal Fibrosis by Multivariate Approach and Ultra-Performance Liquid Chromatography Coupled With Mass Spectrometry-Based Metabolomics Strategy. Front Pharmacol. 2021 Jan 14;11:608511.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
687.6±55.0 °C at 760 mmHg

[ Melting Point ]:
232-234 ºC (ethanol )

[ Molecular Formula ]:
C15H12O7

[ Molecular Weight ]:
304.252

[ Flash Point ]:
264.2±25.0 °C

[ Exact Mass ]:
304.058289

[ LogP ]:
1.82

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.763

[ Water Solubility ]:
Very slightly soluble (0.97 g/L) (25 ºC)

Related Compounds