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
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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
KB3745000
F 
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

Americas 1 Canada 2 China 416 Czech Republic 1 Europe 4 France 2 Germany 6 India 8 Japan 3 Poland 1 Switzerland 2 United Kingdom 7 United States 43 Global 496
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
Advantage
58
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Target molecule Corp.
Tel
857-239-0968
Fax
857-239-8801
Email
service1@targetmol.com
Country
United States
ProdList
2559
Advantage
60
Musechem
Tel
+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
Country
United States
ProdList
4660
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19553
Advantage
58
Protheragen-ING
Tel
+16313385890
Email
info@protheragen-ing.com
Country
United States
ProdList
3868
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52925
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
ARC Scientific
Tel
--
Fax
--
Email
sales@arc-scientific.com
Country
United States
ProdList
22
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
Wilshire Chemical Company Inc.
Tel
--
Fax
--
Email
WilshrChem@AOL.COM
Country
United States
ProdList
3498
Advantage
58
FortopChem Technology Limited
Tel
--
Fax
--
Email
sales@fortopchem.com
Country
United States
ProdList
1099
Advantage
50
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Fragmenta
Tel
--
Fax
--
Email
sales@fragmenta.com
Country
United States
ProdList
1068
Advantage
0
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
TimTec Corporation
Tel
--
Fax
--
Country
United States
ProdList
1945
Advantage
58
LKT Laboratories, Inc.
Tel
--
Fax
--
Email
info@lktlabs.com
Country
United States
ProdList
2164
Advantage
64
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
ChromaDex
Tel
--
Fax
--
Email
sales@chromadex.com
Country
United States
ProdList
2501
Advantage
76
American Custom Chemicals Corporation
Tel
--
Fax
--
Email
sales@acccorporation.com
Country
United States
ProdList
6820
Advantage
51
More
Less

View Lastest Price from L-Epicatechin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L-Epicatechin 490-46-0
Price
US $62.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-24
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
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

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

  • 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%