Taxifolin

Modify Date: 2024-01-02 17:59:31

Taxifolin Structure
Taxifolin structure
Common Name Taxifolin
CAS Number 480-18-2 Molecular Weight 304.252
Density 1.7±0.1 g/cm3 Boiling Point 687.6±55.0 °C at 760 mmHg
Molecular Formula C15H12O7 Melting Point 230-233°C (dec.)
MSDS USA Flash Point 264.2±25.0 °C

 Use of Taxifolin


Taxifolin exhibits important anti-tyrosinase activity. Taxifolin exhibits significant inhibitory activity against collagenase with an IC50 value of 193.3 μM.

 Names

Name (+)-taxifolin
Synonym More Synonyms

 Taxifolin Biological Activity

Description Taxifolin exhibits important anti-tyrosinase activity. Taxifolin exhibits significant inhibitory activity against collagenase with an IC50 value of 193.3 μM.
Related Catalog
Target

IC50: 193.3 μM (Collagenase)[1] Tyrosinase[1]

In Vitro This is confirmed by the investigation of pure Taxifolin and (+)-Catechin against collagenase activity. Taxifolin exhibits significant inhibitory activity with an IC50 value of 193.3 μM while (+)-Catechin is not active[1]. Taxifolin is a ubiquitous bioactive constituent of foods and herbs. Taxifolin (dihydroquercetin) is a bioactive flavanonol commonly found in grapes, citrus fruits, onions, green tea, olive oil, wine, and many other foods, as well as several herbs (such as milk thistle, French maritime bark, Douglas fir bark, and Smilacis Glabrae Rhizoma)[2].
In Vivo Taxifolin may be easily metabolized and that its metabolites are the prevalent form in vivo, although limited information is available on metabolism of Taxifolin in vivo[2].
Animal Admin Rats[2] Twelve male Sprague-Dawley rats (weighing 180-220 g) are used. The rats are randomly divided into two groups (six rats per group), a drug group and a blank group. Taxifolin is suspended in 0.5% CMC-Na solution and orally administered to the drug group at a dose of 200 mg/kg body weight, while blank group rats are orally administered 0.5% CMC-Na solution at the same volume. All rats are dosed once a day (at 9:00 a.m.) for 3 days.
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). pii: E1586.

[2]. Yang P, et al. Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n). Molecules. 2016 Sep 13;21(9). pii: E1209.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 687.6±55.0 °C at 760 mmHg
Melting Point 230-233°C (dec.)
Molecular Formula C15H12O7
Molecular Weight 304.252
Flash Point 264.2±25.0 °C
Exact Mass 304.058289
PSA 127.45000
LogP 1.82
Vapour Pressure 0.0±2.3 mmHg at 25°C
Index of Refraction 1.763
Storage condition -20?C Freezer

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LK6920000
CHEMICAL NAME :
Flavanone, 3,3',4',5,7-pentahydroxy-
CAS REGISTRY NUMBER :
480-18-2
BEILSTEIN REFERENCE NO. :
0093548
LAST UPDATED :
199701
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C15-H12-O7
MOLECULAR WEIGHT :
304.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1200 mg/kg
TOXIC EFFECTS :
Biochemical - Metabolism (Intermediary) - effect on inflammation or mediation of inflammation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
985 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Fibroblast
DOSE/DURATION :
1 gm/L/48H
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 48,337,1977

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Risk Phrases R22
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS LK6920000
HS Code 2932999099

 Synthetic Route

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

EINECS 207-543-4
Dihydroquercetin
(3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
(2R,3R)-3,3',4',5,7-Pentahydroxyflavanone
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-
Distylin
(+)-Taxifolin
(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-, (2R-trans)-
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2S,3S)-
Taxifolin
MFCD00006845
(-)-taxifolin
Taxifoliol
(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
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