CAS 480-18-2|Taxifolin

Introduction:Basic information about CAS 480-18-2|Taxifolin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTaxifolin
CAS Number480-18-2Molecular Weight304.252
Density1.7±0.1 g/cm3Boiling Point687.6±55.0 °C at 760 mmHg
Molecular FormulaC15H12O7Melting Point230-233°C (dec.)
MSDSUSAFlash Point264.2±25.0 °C

Names

Name(+)-taxifolin
SynonymMore Synonyms

Taxifolin BiologicalActivity

DescriptionTaxifolin exhibits important anti-tyrosinase activity. Taxifolin exhibits significant inhibitory activity against collagenase with an IC50 value of 193.3 μM.
Related CatalogSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Metabolic Enzyme/Protease >>TyrosinaseResearch Areas >>CancerNatural Products >>Flavonoids
Target

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

In VitroThis 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 VivoTaxifolin 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 AdminRats[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

Density1.7±0.1 g/cm3
Boiling Point687.6±55.0 °C at 760 mmHg
Melting Point230-233°C (dec.)
Molecular FormulaC15H12O7
Molecular Weight304.252
Flash Point264.2±25.0 °C
Exact Mass304.058289
PSA127.45000
LogP1.82
Vapour Pressure0.0±2.3 mmHg at 25°C
Index of Refraction1.763
InChIKeyCXQWRCVTCMQVQX-LSDHHAIUSA-N
SMILESO=C1c2c(O)cc(O)cc2OC(c2ccc(O)c(O)c2)C1O
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 EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Risk PhrasesR22
Safety PhrasesS22-S24/25
RIDADRNONH for all modes of transport
WGK Germany3
RTECSLK6920000
HS Code2932999099

Customs

HS Code2932999099
Summary2932999099. 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%

Articles36

More Articles
Combined experimental and in silico approaches for exploring antiperoxidative potential of structurally diverse classes of antioxidants on docetaxel-induced lipid peroxidation using 4-HNE as the model marker.

Bioorg. Chem. 56 , 1-7, (2014)

The objective of the present work was tantamount to explain the antiperoxidative potential and structural requirements of twenty-eight structurally diverse classes of antioxidants on docetaxel-induced...

In vitro effects of myricetin, morin, apigenin, (+)-taxifolin, (+)-catechin, (-)-epicatechin, naringenin and naringin on cytochrome b5 reduction by purified NADH-cytochrome b5 reductase.

Toxicology 308 , 34-40, (2013)

The microsomal NADH-dependent electron transport system consisting of cytochrome b5 reductase and cytochrome b5 participates in a number of physiologically important processes including lipid metaboli...

Chemical profiling and quantification of Gua-Lou-Gui-Zhi decoction by high performance liquid chromatography/quadrupole-time-of-flight mass spectrometry and ultra-performance liquid chromatography/triple quadrupole mass spectrometry.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 986-987 , 69-84, (2015)

Gua-Lou-Gui-Zhi decoction (GLGZD) is a classical formula of traditional Chinese medicine, which has been commonly used to treat dysfunction after stroke, epilepsy and spinal cord injury. In this study...

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
CAS 130017-54-8|N-(4-Chloro-7-methoxyquinazolin-6-yl)acetamide
CAS 145679-85-2|(3S,5R,6S,7R)-18-methyl-4-oxapentacyclo[9.7.0.02,8.03,5.012,16]octadeca-1(11),2(8),9
Recommended......
TOP