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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
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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)
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Safety

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

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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
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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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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
TCI Chemicals (India) Pvt. Ltd.
Tel
--
Fax
--
Email
sales-in@tcichemicals.com
Country
India
ProdList
6768
Advantage
58
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
India
ProdList
6905
Advantage
58
Clearsynth Labs
Tel
--
Fax
--
Email
fo@clearsynth.com
Country
India
ProdList
3887
Advantage
58
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
Pharmaffiliates Analytics and Synthetics P. Ltd
Tel
--
Fax
--
Email
mktg@pharmaffiliates.com
Country
India
ProdList
6739
Advantage
58
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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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%