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L-Epicatechin

L-Epicatechin Structure
L-Epicatechin structure
CAS No.
490-46-0
Chemical Name:
L-Epicatechin
Synonyms
EPICATECHIN;(-)-EPICATECHIN;(+)-EPICATECHIN;Epicatechine;l-epicatechol;EPICATECHIN, (-)-;(-)-Epicatechin (EC);(2r,3r)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol;2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;(2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL
CBNumber:
CB0454852
Molecular Formula:
C15H14O6
Molecular Weight:
290.27
MDL Number:
MFCD00075648
MOL File:
490-46-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-25 20:17:46
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L-Epicatechin Properties

Melting point 240 °C (dec.)(lit.)
Boiling point 629.2 °C
alpha -55~-65゜(D/20℃)(c=1,CH3OH)
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)
FDA UNII 34PHS7TU43
UNSPSC Code 85151701
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  KB3745000
F  10-23
HS Code  29329990
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

L-Epicatechin price More Price(106)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 74873 (−)-Epicatechin certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland 490-46-0 100 mg $251 2026-04-30 Buy
Sigma-Aldrich 68097 (?)-Epicatechin analytical standard 490-46-0 10mg $506 2026-04-30 Buy
Sigma-Aldrich 03940590 Epicatechin primary reference standard 490-46-0 10mg $534 2026-04-30 Buy
Sigma-Aldrich 74873 (−)-Epicatechin certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland 490-46-0 1 unit $238 2025-07-31 Buy
TCI Chemical E1226 (-)-Epicatechin >97.0%(HPLC) 490-46-0 1g $129 2026-04-30 Buy
Product number Packaging Price Buy
74873 100 mg $251 Buy
68097 10mg $506 Buy
03940590 10mg $534 Buy
74873 1 unit $238 Buy
E1226 1g $129 Buy

L-Epicatechin Chemical Properties, Uses, 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

An antioxidant and natural product from green tea

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.

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

Procyanidin B1

L-Epicatechin Suppliers

Global Suppliers ( 595)
Supplier Tel Email Country ProdList Advantage
Nanjing Duolong Bio-tech Co.,Ltd. 18905173768 52513593@qq.com China 2337 50
Nanjing Digger Medical Technology Co. Ltd. 025-025-51191215 18013836722 2399235533@qq.com China 4932 58
Shaanxi Pioneer Biotech Co., Ltd. 029-029-86629612 18202932191 sales3@pioneerbiotech.com China 297 55
Nanjing Spring & Autumn Biological Engineering Co., Ltd. 17388075642 13815430202 sale02@cqherb.com China 261 59
Wuxi Jingyao Bio-Technology Co., Ltd. 88770633 13961738808 jingyaobiotech@126.com China 389 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Supplier Advantage
Nanjing Duolong Bio-tech Co.,Ltd. 50
Nanjing Digger Medical Technology Co. Ltd. 58
Shaanxi Pioneer Biotech Co., Ltd. 55
Nanjing Spring & Autumn Biological Engineering Co., Ltd. 59
Wuxi Jingyao Bio-Technology Co., Ltd. 55
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
3B Pharmachem (Wuhan) International Co.,Ltd. 69
Chembest Research Laboratories Limited 61
TCI (Shanghai) Development Co., Ltd. 81

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View Latest Price from L-Epicatechin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Epicatechin pictures 2026-09-14 L-Epicatechin
490-46-0
 0.99 RongNa Biotechnology Co.,Ltd
L-Epicatechin(EC) pictures 2026-09-11 L-Epicatechin(EC)
490-46-0
 $100.00 1kg 98% 10000 Changsha Staherb Natural Ingredients Co., Ltd.
Epicatechin pictures 2026-09-11 Epicatechin
5323-91-2
 1kg 98% Changsha Staherb Natural Ingredients Co., Ltd.
  • Epicatechin pictures
  • Epicatechin
    5323-91-2
  • 98%
  • Changsha Staherb Natural Ingredients Co., Ltd.

L-Epicatechin Spectrum

L-Epicatechin(490-46-0)MSL-Epicatechin(490-46-0)1HNMRL-Epicatechin(490-46-0)13CNMRL-Epicatechin(490-46-0)IR1L-Epicatechin(490-46-0)IR2L-Epicatechin(490-46-0)Raman

490-46-0 (L-Epicatechin ) Related Search:

Centchroman Triphenylphosphine Dihydromyrcenol Cianidanol Hydroxy silicone oil
Tetrahydro-4H-pyran-4-one 2-Phenylphenol (-)-Epicatechin gallate Procyanidin B1 Phenylacetone
(-)-EPICATECHIN PROCYANIDIN B2 (-)-Epicatechin-pentaacetate,(-)-Epicatechin-pentaacetate,(-)-Epicatechin-pentaacetate L-Epicatechin Gallocatechin-（4α→8）epicatechin,Gallocatechin-（4α→8）epicatechin,Gallocatechin-（4α→8）epicatechin
Epigallocatechin-(4β→8)-epicatechin-3-O-gallate ester (-)-Epicatechin-3-O-gallate Galloylepicatechin,(-)-Epicatechin-3-O-gallate Galloylepicatechin,(-)-Epicatechin-3-O-gallate Galloylepicatechin (+/-)-EPICATECHIN,(+/-)-EPICATECHIN,(+/-)-EPICATECHIN

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3,3',4',5,7-PENTAHYDROXY-FLAVANE 3,3',4',5,7-PENTAHYROXYFLAVONE 3,3',4',5,7-PENTAHYDROXYFLAVAN (2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL (-)-epicatecho (-)-epicatechol EPICATECHIN, (-)- EPICATECHIN, (+)- CIS-2-[3,4-DIHYDROXYPHENYL]-3,4-DIHYDRO-2H-1-BENZOPYRAN-3,5,7-TRIOL (-)-CIS-3,3',4',5,7-PENTAHYDROXYFLAVANE CIS-3,3',4',5,7-PENTAHYDROXYFLAVANE L-(-)-EPICATECHIN L-EPICATECHIN (-)-3,5,7,3',4'-PENTAHYDROXYFLAVAN 3,5,7,3',4'-PENTAHYDROXYFLAVAN 1-EPICATECHIN GREENTEAEPICATECHIN EpicatechinEpicatechol (-)-EPICATECHIN CRYSTALLINE,98% (-)EPICATECHIN WITH HPLC (3,4-dihydroxyphenyl)-3,4-dihydro-,(2R-cis)- 2H-1-Benzopyran-3,5,7-triol, 2- (-)-cis-3,3μ,4μ,5,7-Pentahydroxyflavane, (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol L-Epicatechin，EC 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)- (2R)-2α-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3α,5,7-triol [2R,(-)]-2α-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3α,5,7-triol L(-)-Epicatechin,99+% L(-)-Epicatechin, mixt. of ca. 60% L(-)-Epicatechin and ca. 40% Catechin ()-Epicatechin,()-cis-3,3′,4′,5,7-Pentahydroxyflavane, (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol (-)-EPICATECHIN(2-8℃) (-)-EPICATECIN (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol Acacatechin Colatein Kakaol Teacatechin I NSC 81161 L-Epicatechin 490-46-0 (-)-EPICATECHIN GREEN TEA (-)-EPICATECHIN CRYSTALLINE 2-(3,4-dihydroxyphenyl)-2,3,4-trihydro-3,5,7-trihydroxychromene (2R,3R)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol 2-(3,4-dihydroxyphenyl)-3,4-dihydro-(2r-cis)-2h-1-benzopyran-7-triol epicatechol epi-catechol l-acacatechin L-Epicatechin 2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol Table son tea EC, L-Epicatechin (-)-Epicatechin, >=98% (-)-Epicatechin, 98%, from green tea 5,7-trihydroxychromene (-)-EC (+)-EC EC(EPICATECHIN)EC(EPICATECHIN) (-)-EPICATECHOL;EPICATECHIN;EPI-CATECHIN (-)-Epicatechin,HPLC≥98%