L-Epicatechin
- Product Name
- L-Epicatechin
- CAS No.
- 490-46-0
- Chemical Name
- L-Epicatechin
- Synonyms
- EPICATECHIN;(-)-EPICATECHIN;Epicatechine;EPICATECHIN, (-)-;(2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL;Kakaol;(-)-EC;(+)-EC;Colatein;NSC 81161
- CBNumber
- CB0454852
- Molecular Formula
- C15H14O6
- Formula Weight
- 290.27
- MOL File
- 490-46-0.mol
L-Epicatechin Property
- Melting point:
- 240 °C (dec.)(lit.)
- alpha
- -55～-65゜(D/20℃)(c=1,CH3OH)
- Boiling point:
- 629.2 °C
- Density
- 1.593±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- insoluble in H2O; insoluble in EtOH; ≥14.5 mg/mL in DMSO
- form
- Solid
- pka
- 9.54±0.10(Predicted)
- color
- White to Light yellow to Light orange
- biological source
- green tea
- optical activity
- Consistent with structure
- Water Solubility
- Soluble in water or alcohol
- Merck
- 13,1912
- BRN
- 92760
- Stability:
- Hygroscopic
- Major Application
- metabolomics
vitamins, nutraceuticals, and natural products - Cosmetics Ingredients Functions
- ANTIOXIDANT
HAIR DYEING
ORAL CARE
SKIN CONDITIONING - MISCELLANEOUS
SKIN PROTECTING
DEODORANT
ASTRINGENT - InChI
- 1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1
- InChIKey
- PFTAWBLQPZVEMU-UKRRQHHQSA-N
- SMILES
- O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3
- LogP
- 0.490 (est)
- CAS DataBase Reference
- 490-46-0(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 74873
- Product name
- (−)-Epicatechin
- Purity
- certified reference material, <I>Trace</I><B>CERT</B><SUP>®</SUP>, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
- Packaging
- 1 unit
- Price
- $238
- Updated
- 2025/07/31
- Product number
- 68097
- Product name
- (?)-Epicatechin
- Purity
- analytical standard
- Packaging
- 10mg
- Price
- $481
- Updated
- 2025/07/31
- Product number
- 03940590
- Product name
- Epicatechin
- Purity
- primary reference standard
- Packaging
- 10mg
- Price
- $498
- Updated
- 2025/07/31
- Product number
- E1226
- Product name
- (-)-Epicatechin
- Purity
- >97.0%(HPLC)
- Packaging
- 1g
- Price
- $129
- Updated
- 2025/07/31
- Product number
- E1226
- Product name
- (-)-Epicatechin
- Purity
- >97.0%(HPLC)
- Packaging
- 5g
- Price
- $386
- Updated
- 2025/07/31
L-Epicatechin Chemical Properties,Usage,Production
Description
(−)-Epicatechin is a polyketide synthase-derived polyphenol flavonoid that has been found in T. cacao and has diverse biological activities. It scavenges DPPH radicals in a cell-free assay when used at a concentration of 5 μM. (−)-Epicatechin inhibits COX-1 (IC50 = 3.2 μM). It acts synergistically with epigallocatechin gallate to induce apoptosis in, and reduce the proliferation of, PC-9 lung cancer cells when used at a concentration of 200 μM. (−)-Epicatechin (80 mg/kg) reduces LPS-induced increases in plasma creatinine and urea levels in a rat model of renal inflammation.
Chemical Properties
white to light yellow crystal powde
Uses
Potent antioxidant and antineoplastic agent.
Uses
Catechin is a polyphenolic flavonoid that has been isolated from a variety of natural sources including tea leaves, grape seeds, and the wood and bark of trees such as acacia and mahogany. Catechin is a more potent antioxidant than ascorbate or α-tocopherol in certain in vitro lipid peroxidation assays. (?)-Epicatechin is a 2R,3R stereoisomer of catechin. Like catechin, (?)-epicatechin is a powerful antioxidant. It inhibits cyclooxygenase 1 (IC50 = 3.2 μM). Also, at 100 μM, (?)-epicatechin induces apoptosis in human adenocarcinoma PC-9 cells and stimulates the inhibition of tumor necrosis factor-α release from BALB-c/3T3 cells treated with epigallocatechin gallate.
Uses
An antioxidant and natural product from green tea
Definition
ChEBI: A catechin with (2R,3R)-configuration.
General Description
(?)-Epicatechin (EC) belongs to the group of flavanols and is abundantly present in cacao and cacao products. The chemical structure of EC includes an oxygenated heterocycle with a 4-hydroxyl group linked with two aromatic rings.
Biochem/physiol Actions
This antioxidant is found in chocolate. (-)-Epicatechin is linked with cardiovascular effects. It is considered as a dependable standard due to its availability in cacao seeds and cocoa products. The halogenating activity of myeloperoxidase can be restored by (-)-epicatechin.
References
[1]. chakravarthy bk, gupta s, gambhir ss, et al. pancreatic beta-cell regeneration in rats by (-)-epicatechin. lancet, 1981, 2(8249): 759-760.
[2]. wippel r, rehn m, gorren ac, et al. interference of the polyphenol epicatechin with the biological chemistry of nitric oxide- and peroxynitrite-mediated reactions. biochem pharmacol, 2004, 67(7): 1285-1295.
[3]. brossette t, hundsdörfer c, kröncke kd, et al. direct evidence that (-)-epicatechin increases nitric oxide levels in human endothelial cells. eur j nutr, 2011, 50(7): 595-599.
[4]. okushio k, suzuki m, matsumoto n, et al. identification of (-)-epicatechin metabolites and their metabolic fate in the rat. drug metab dispos, 1999, 27(2): 309-316.
L-Epicatechin Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from L-Epicatechin manufacturers
- Product
- L-Epicatechin 490-46-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 95%
- Supply Ability
- 100KG
- Release date
- 2025-05-27
- Product
- L-Epicatechin 490-46-0
- Price
- US $5.00-0.50/KG
- Min. Order
- 1KG
- Purity
- 99% hplc
- Supply Ability
- 500TONS
- Release date
- 2025-05-07
- Product
- L-Epicatechin 490-46-0
- Price
- US $5.00-0.50/KG
- Min. Order
- 1KG
- Purity
- 99% hplc
- Supply Ability
- 500TONS
- Release date
- 2025-05-06