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L-Epicatechin

L-Epicatechin structure

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

Molecular Weight:: 290.27

MDL Number:: MFCD00075648

MOL File:: 490-46-0.mol

MSDS File:: SDS

Last updated:2024-11-29 14:36:51

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L-Epicatechin Properties

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
Water Solubility	Soluble in water or alcohol
Merck	13,1912
BRN	92760
Stability	Hygroscopic
InChIKey	PFTAWBLQPZVEMU-UKRRQHHQSA-N
LogP	0.490 (est)
CAS DataBase Reference	490-46-0(CAS DataBase Reference)
FDA UNII	34PHS7TU43

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P261-P264-P271-P280-P302+P352-P305+P351+P338

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany

RTECS

KB3745000

10-23

HS Code

29329990

NFPA 704

	0
2		0

L-Epicatechin price More Price(66)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	68097	(?)-Epicatechin analytical standard	490-46-0	10mg	$467	2024-03-01	Buy
Sigma-Aldrich	03940590	Epicatechin primary reference standard	490-46-0	10mg	$466	2024-03-01	Buy
TCI Chemical	E1226	(-)-Epicatechin >97.0%(HPLC)	490-46-0	1g	$136	2024-03-01	Buy
TCI Chemical	E1226	(-)-Epicatechin >97.0%(HPLC)	490-46-0	5g	$406	2024-03-01	Buy
Alfa Aesar	J61218	(-)-Epicatechin	490-46-0	20mg	$404.65	2024-03-01	Buy

Product number	Packaging	Price	Buy
68097	10mg	$467	Buy
03940590	10mg	$466	Buy
E1226	1g	$136	Buy
E1226	5g	$406	Buy
J61218	20mg	$404.65	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

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.

Uses

Potent antioxidant and antineoplastic agent.

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( 494)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Chengdu ChenLv Herb Co.,Ltd	+86-13608205856; +undefined13608205856	maryextract@126.com	China	127	58
Hebei Weibang Biotechnology Co., Ltd	+8615531157085	abby@weibangbio.com	China	8810	58
Hebei Mojin Biotechnology Co., Ltd	+86 13288715578 +8613288715578	sales@hbmojin.com	China	12837	58
Hebei Chuanghai Biotechnology Co,.LTD	+86-13131129325	sales1@chuanghaibio.com	China	5889	58
Wuhan Haorong Biotechnology Co.,ltd	+86-18565342920; +8618565342920	sales@chembj.net	China	289	58
Shaanxi Haibo Biotechnology Co., Ltd	+undefined18602966907	qinhe02@xaltbio.com	China	997	58
Hebei Zhuanglai Chemical Trading Co.,Ltd	+8613343047651	admin@zlchemi.com	China	3002	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29791	60
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-66670886	info@dakenam.com	China	18751	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21634	55

Supplier	Advantage
Chengdu ChenLv Herb Co.,Ltd	58
Hebei Weibang Biotechnology Co., Ltd	58
Hebei Mojin Biotechnology Co., Ltd	58
Hebei Chuanghai Biotechnology Co,.LTD	58
Wuhan Haorong Biotechnology Co.,ltd	58
Shaanxi Haibo Biotechnology Co., Ltd	58
Hebei Zhuanglai Chemical Trading Co.,Ltd	58
Capot Chemical Co.,Ltd.	60
Shanghai Daken Advanced Materials Co.,Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55

View Lastest Price from L-Epicatechin manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-12-18	L-Epicatechin 490-46-0	US $62.00 / kg	1kg	99%	5000kg/week	Hebei Zhuanglai Chemical Trading Co.,Ltd
2024-12-17	L-Epicatechin(EC) 490-46-0	US $100.00 / kg	1kg	98%	10000	Changsha Staherb Natural Ingredients Co., Ltd.
2024-12-17	Epicatechin 5323-91-2	US $0.00-0.00 / kg	1kg	98%	no limitation	Changsha Staherb Natural Ingredients Co., Ltd.

L-Epicatechin
490-46-0
US $62.00 / kg
99%
Hebei Zhuanglai Chemical Trading Co.,Ltd

L-Epicatechin(EC)
490-46-0
US $100.00 / kg
98%
Changsha Staherb Natural Ingredients Co., Ltd.

Epicatechin
5323-91-2
US $0.00-0.00 / kg
98%
Changsha Staherb Natural Ingredients Co., Ltd.

L-Epicatechin Spectrum

L-Epicatechin(490-46-0)MS L-Epicatechin(490-46-0)¹HNMR L-Epicatechin(490-46-0)¹³CNMR L-Epicatechin(490-46-0)IR1 L-Epicatechin(490-46-0)IR2 L-Epicatechin(490-46-0)Raman

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

Centchroman (-)-Epicatechin gallate Triphenylphosphine Dihydromyrcenol Cianidanol

Hydroxy silicone oil Tetrahydro-4H-pyran-4-one 2-Phenylphenol 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 3-(4''-O-METHYL)GALLATE,(-)-EPICATECHIN 3-(4''-O-METHYL)GALLATE,(-)-EPICATECHIN 3-(4''-O-METHYL)GALLATE

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3,3',4',5,7-PENTAHYDROXY-FLAVANE 3,3',4',5,7-PENTAHYROXYFLAVONE 3,3',4',5,7-PENTAHYDROXYFLAVAN (-)-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 (-)-Epicatechin (EC) 1-EPICATECHIN GREENTEAEPICATECHIN EpicatechinEpicatechol 2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol (-)-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 (-)-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-epicatechol 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 L-Epicatechin 490-46-0 EC(EPICATECHIN)EC(EPICATECHIN)