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| CAS No.: | 490-46-0 |
|---|---|
| Name: | L-Epicatechin |
| Molecular Structure: | |
|
|
|
| Formula: | C15H14 O6 |
| Molecular Weight: | 290.273 |
| Synonyms: | 2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)-; Epicatechol, (-)- (8CI);(-)-(2R:3R)-5,7,3',4'-Tetrahydroxyflavan-3-ol; (-)-Epicatechin;(-)-Epicatechol; (2R,3R)-(-)-Epicatechin; Epicatechin; Epicatechol;L-Epicatechin; NSC 81161; epi-Catechin; epi-Catechol; l-Acacatechin;l-Epicatechin; l-Epicatechol |
| EINECS: | 207-710-1 |
| Density: | 1.593g/cm3 |
| Melting Point: | 240 °C (dec.)(lit.) |
| Boiling Point: | 630.4 °C at 760 mmHg |
| Flash Point: | 335°C |
| Solubility: | Soluble in water or alcohol |
| Appearance: | White to light yellow crystal powder |
| Hazard Symbols: |
|
| Risk Codes: | R36/37/38 |
| Safety: | S26;S36 |
| PSA: | 110.38000 |
| LogP: | 1.54610 |
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- 717878-06-31-(4-fluorophenyl)-4-nitro-1H-imidazole
A
- 35323-91-2
(+)-epicatechin
B
- 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
| Conditions | Yield |
|---|---|
| With CHIRAL PAKIC In ethanol; hexane at 20℃; Resolution of racemate; | A 85% B 84% |
| With CHIRAL PAK IC (250 X 4.6) mm, 5μ column In methanol at 25℃; Product distribution / selectivity; Resolution of racemate; | |
| With CHIRAL PAK In methanol at 25℃; Resolution of racemate; |
- 87292-49-7
5,7,3',4'-tetra-O-benzylepicatechin
- 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
| Conditions | Yield |
|---|---|
| With 5% Pd(OH)2/C; hydrogen In tetrahydrofuran; methanol; water at 20℃; for 0.5h; | 69% |
| With hydrogen; palladium(II) hydroxide In ethyl acetate at 20℃; for 40h; | |
| With hydrogen; palladium(II) hydroxide In ethyl acetate at 20℃; for 40h; | 0.010 mg |
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In methanol; ethyl acetate at 20 - 55℃; | A 55% B n/a |
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(-)-epicatechin gallate
B
- 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
| Conditions | Yield |
|---|---|
| With Diaporthe sp In methanol at 27℃; for 24h; | A 53% B 13% |
- 20315-25-7
procyanidin B1
A
- 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
B
- 154-23-4
catechin
| Conditions | Yield |
|---|---|
| With sodium cyanoborohydride In trifluoroacetic acid at 0℃; for 1h; Title compound not separated from byproducts; | A 21% B 20% |
- 29106-49-8
procyanidin B2
- 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 0.5h; heating on a boiling water bath; | |
| Multi-step reaction with 2 steps 1: ethanol / 1 h / boiling water bath 2: Raney nickel / ethanol / 2 h / Ambient temperature View Scheme |
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Chemistry
Empirical Formula: C15H14O6
Molecular Weight: 290.2681 g/mol
EINECS: 207-710-1
Index of Refraction: 1.741
Density: 1.593 g/cm3
Flash Point: 335 °C
Enthalpy of Vaporization: 98.01 kJ/mol
Boiling Point: 630.4 °C at 760 mmHg
Vapour Pressure: 9.29E-17 mmHg at 25 °C
Melting point: 240 °C (dec.)(lit.)
Storage tempreture: 2-8 °C
Appearance: White to light yellow crystal powder
Structure of L-Epicatechin (CAS NO.490-46-0):
IUPAC Name: (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Product Category of L-Epicatechin (CAS NO.490-46-0): Pharmaceutical Raw Materials
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | Planta Medica. Vol. 42, Pg. 75, 1981. |
Safety Profile
Hazard Symbols: 
Xi
Risk Codes: R36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description: S26;S36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
Specification
L-Epicatechin (CAS NO.490-46-0) also can be called 2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ; and (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol .