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Cas Database |
| Name |
Taxifolin |
EINECS | 207-543-4 |
| CAS No. | 480-18-2 | Density | 1.702 g/cm3 |
| PSA | 127.45000 | LogP | 1.18630 |
| Solubility | N/A | Melting Point |
230-233 °C (dec.) |
| Formula | C15H12O7 | Boiling Point | 687.6 °C at 760 mmHg |
| Molecular Weight | 304.256 | Flash Point | 264.1 °C |
| Transport Information | N/A | Appearance | Yellowish powder |
| Safety | 22-24/25 | Risk Codes | 22 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 35 |
Taxifolin Synthetic route
- 574749-31-8
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one
- 480-18-2
taxifolin
| 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% |
| 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 | Yield |
|---|---|
| With sulfuric acid In 1,4-dioxane at 100℃; for 1h; |
- 480-18-2
taxifolin
| 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 | Yield |
|---|---|
| With water; Saccharomyces cerevisiae α-glucosidase at 30℃; for 18h; pH=7.3; Enzymatic reaction; Potassium phosphate buffer; |
| Conditions | Yield |
|---|---|
| With extract of Burkholderia oxyphila OX-01, Japan, Tsukuba, acidic forest soil In aq. phosphate buffer at 30℃; for 3h; pH=7; |
- 480-18-2
taxifolin
| 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 | 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 | Yield |
|---|---|
| With hydrogenchloride In methanol at 50℃; for 0.333333h; | 82% |
- 480-18-2
taxifolin
| 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; |
Taxifolin Chemical Properties
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).
Taxifolin 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. |
Taxifolin Consensus Reports
Reported in EPA TSCA Inventory.
Taxifolin 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
Taxifolin 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.
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