ChemicalBook > CAS DataBase List > L-Epicatechin

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
More
Less

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
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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
KB3745000
10-23
HS Code 
29329990
More
Less

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
68097
Product name
(?)-Epicatechin
Purity
analytical standard
Packaging
10mg
Price
$467
Updated
2024/03/01
Sigma-Aldrich
Product number
03940590
Product name
Epicatechin
Purity
primary reference standard
Packaging
10mg
Price
$466
Updated
2024/03/01
TCI Chemical
Product number
E1226
Product name
(-)-Epicatechin
Purity
>97.0%(HPLC)
Packaging
1g
Price
$136
Updated
2024/03/01
TCI Chemical
Product number
E1226
Product name
(-)-Epicatechin
Purity
>97.0%(HPLC)
Packaging
5g
Price
$406
Updated
2024/03/01
Alfa Aesar
Product number
J61218
Product name
(-)-Epicatechin
Packaging
20mg
Price
$404.65
Updated
2024/03/01
More
Less

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

More
Less

L-Epicatechin Suppliers

Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Fax
025-83263139
Email
sales@dolonchem.com
Country
China
ProdList
2297
Advantage
50
Nanjing Digger Medical Technology Co. Ltd.
Tel
025-025-51191215 18013836722
Fax
025-51191215
Email
2399235533@qq.com
Country
China
ProdList
4933
Advantage
58
Shaanxi Pioneer Biotech Co., Ltd.
Tel
029-86629612 18202932191
Email
sales@pioneerbiotech.com
Country
China
ProdList
337
Advantage
55
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
279
Advantage
59
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94838
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6011
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
More
Less

View Lastest Price from L-Epicatechin manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
L-Epicatechin 490-46-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000
Release date
2023-08-11
Changsha Staherb Natural Ingredients Co., Ltd.
Product
L-Epicatechin; Green tea extract 490-46-0
Price
US $0.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
1000KG
Release date
2022-09-27
Shaanxi Haibo Biotechnology Co., Ltd
Product
Epicatechin 490-46-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-09-07

490-46-0, L-Epicatechin Related Search:


  • 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
  • EPICATECHIN
  • 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
  • L-Epicatechin 490-46-0
  • Epicatechine
  • (-)-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%