CAS No.480-18-2,Taxifolin Suppliers

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Basic Information

Molecular Structure:
CAS No.:	480-18-2
Name:	Taxifolin
Article Data:	35

Formula:	C₁₅H₁₂O₇
Molecular Weight:	304.256
Synonyms:	4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R-trans)-;Flavanone,3,3',4',5,7-pentahydroxy- (8CI);(+)-Dihydroquercetin;(+)-Taxifolin;(+)-trans-Taxifolin;(2R,3R)-(+)-Taxifolin;(2R,3R)-3,3',4',5,7-Pentahydroxyflavanone;(2R,3R)-Dihydroquercetin;2,3-Dihydroquercetin;3,5,7,3',4'-Pentahydroxyflavanone;Dihydroquercetin;Diquertin;Distylin;Lariksin;Lavitol;Taxifolin;Taxifoliol;
EINECS:	207-543-4
Density:	1.702 g/cm³
Melting Point:	230-233 °C (dec.)
Boiling Point:	687.6 °C at 760 mmHg
Flash Point:	264.1 °C
Appearance:	Yellowish powder
Risk Codes:	22
Safety:	22-24/25
PSA:	127.45000
LogP:	1.18630

Synthetic route

: 574749-31-8
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In tetrahydrofuran; methanol at 20℃; for 24h;	90%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol for 48h; Inert atmosphere;	85%

: 154-23-4
catechin

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: K2CO3 / dimethylformamide / 3 h / 130 °C 1.2: 81 percent / NaH / dimethylformamide / 3 h / 20 °C 2.1: 85 percent / Pb3O4 / benzene / 3 h / 75 - 80 °C 3.1: 90 percent / K2CO3 / methanol; tetrahydrofuran / 2 h / 20 °C 4.1: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO4 / CH2Cl2 / 3 h / 20 °C 5.1: 90 percent / H2 / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C View Scheme
With extract of Burkholderia oxyphila OX-01, Japan, Tsukuba, acidic forest soil In aq. phosphate buffer at 28℃; for 3h; pH=7;
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; 1,4-dioxane; water / 8 h / 0 - 20 °C / Inert atmosphere 4.1: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 48 h / Inert atmosphere View Scheme

: 1298135-47-3
(2R,3R)-5,7,3',4'-tetrahydroxyflavanonol 2"-acetylrhamnoside

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane at 100℃; for 1h;

: C17H16O8

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hydrogenchloride at 55℃; for 0.5h; pH=< 1;	55%

: 1235442-81-5
taxifolin O-α-D-glucoside

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With water; Saccharomyces cerevisiae α-glucosidase at 30℃; for 18h; pH=7.3; Enzymatic reaction; Potassium phosphate buffer;

: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With extract of Burkholderia oxyphila OX-01, Japan, Tsukuba, acidic forest soil In aq. phosphate buffer at 30℃; for 3h; pH=7;

: 1-(3,4-dihydroxy)phenyl-2-(2,4,6-trihydroxy)phenylethylene oxide

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 0 - 5℃; for 5h; Large scale;	41.3 kg

: 55313-03-6
1-(2',4',6'-trihydroxyphenyl)-2-hydroxyethanone

: 139-85-5
3,4-dihydroxybenzaldehyde

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Stage #1: 1-(2',4',6'-trihydroxyphenyl)-2-hydroxyethanone; 3,4-dihydroxybenzaldehyde With rac-Pro-OH In tetrahydrofuran at 85 - 100℃; for 6h; Stage #2: With acetic acid In tetrahydrofuran at 20℃; for 2h; Solvent; Temperature;	36.7 g

: 36804-13-4, 91318-14-8, 115523-95-0, 115523-96-1
(-)-chalcone epoxide

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 50℃; for 0.333333h;	82%

: 29838-67-3, 54081-47-9, 54081-48-0, 54141-72-9
astilbin

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With sulfuric acid; water for 2h; Hydrolysis; Heating;	70%
With hesperidinase In water at 37℃; for 36h;	37 mg
With hydrogenchloride; water In methanol at 80℃; for 0.75h; Kinetics; Activation energy; Temperature; Concentration;

Raw Materials

154-23-4

480-18-2

Downstream Products

855-97-0

480-18-2

552-58-9

117-39-5

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Chemistry

Molecular Formula: C₁₅H₁₂O₇
Formula Weight: 304.25
IUPAC Name: (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
Synonyms: 2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4-on ; (2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone ; Distylin
Melting Point: 230-233^°C (dec.)
Flash Point: 264.2^°C
Boiling Point: 687.6^°C at 760 mmHg
Density of Taxifolin (480-18-2): 1.702 g/cm³
Vapour Pressure: 7.51E-20 mmHg at 25^°C
Index of Refraction: 1.762
Solubility: Taxifolin (480-18-2) is dissolves in nonpolar solvents (alcohol, acetone, ether), hot water, oil.
Physical State: Taxifolin (480-18-2) is a solid powder.
Color: White to yellowish (Light).

Toxicity Data With Reference

1.	mmo-sat 100 µg/plate	ENMUDM Environmental Mutagenesis. 3 (1981),401.
2.	mma-sat 1660 nmol/plate	MUREAV Mutation Research. 54 (1978),297.
3.	cyt-ham:fbr 1 g/L/48H	MUREAV Mutation Research. 48 (1977),337.
4.	ipr-rat LD50:1200 mg/kg	JJPAAZ Japanese Journal of Pharmacology. 21 (1971),377.
5.	ipr-mus LD50:985 mg/kg	RPTOAN Russian Pharmacology and Toxicology. Translation of FATOAO. 38 (1975),213.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Statements : 22: Harmful if swallowed
Safety Statements : 22: Do not breathe dust
24/25: Avoid contact with skin and eyes
WGK Germany : 3
RTECS : LK6920000

Specification

Taxifolin (480-18-2) is a white to yellowish solid powder and dissolves in nonpolar solvents (alcohol, acetone, ether), hot water, oil. The product is stable. It should keep tightly closed in dark place and a cool, well-ventilated area.