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03940590

Epicatechin

primary reference standard

Sinónimos:

(−)-Epicatechin, (−)-cis-3,3′,4′,5,7-Pentahydroxyflavane, (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

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About This Item

Fórmula empírica (notación de Hill):
C15H14O6
Número de CAS:
490-46-0
Peso molecular:
290.27
Beilstein/REAXYS Number:
92760
EC Number:
207-710-1
MDL number:
MFCD00075648
UNSPSC Code:
85151701
PubChem Substance ID:
329747844
NACRES:
NA.24

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

mp

240 °C (dec.) (lit.)

application(s)

food and beverages

storage temp.

−20°C

SMILES string

O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3

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

InChI key

PFTAWBLQPZVEMU-UKRRQHHQSA-N

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General description

Epicatechin is a potential antioxidant flavonoid, which belongs to the catechin family. It is commonly found in monomeric or/and oligomeric forms in green teas, red wine, cocoa products, and various fruits like grape seeds.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
HWI02311-3
HWI02311-2
HWI02311-1
HWI02311
HWI01708-1

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(+)-Catechin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1963

(+)-Catechin

(+)-Catechin United States Pharmacopeia (USP) Reference Standard

USP

1096790

(+)-Catechin

(−)-Epigallocatechin analytical standard

Supelco

08108

(−)-Epigallocatechin

(+)-Catechin hydrate ≥98% (HPLC), powder

Sigma-Aldrich

C1251

(+)-Catechin hydrate

(−)-Catechin ≥97% (HPLC), from green tea

Sigma-Aldrich

C0567

(−)-Catechin

(+)-Catechin phyproof® Reference Substance

PHL89172

(+)-Catechin

Major flavonoids in grape seeds and skins: antioxidant capacity of catechin, epicatechin, and gallic acid
Yilmaz Y and Toledo.TR
Journal of Agricultural and Food Chemistry, 52, 255-260 (2004)
Structures of (?)-epicatechin glucuronide identified from plasma and urine after oral ingestion of (?)-epicatechin: differences between human and rat
Natsume M, et al.
Free Radical Biology & Medicine, 34, 840-849 (2003)
Uptake and metabolism of epicatechin and its access to the brain after oral ingestion
Mohsen EA.MM, et al.
Free Radical Biology & Medicine, 33, 1693-1702 (2002)
Min-Hsiung Pan et al.
Food & function, 2(2), 101-110 (2011-07-23)
The consumption of green tea has long been associated with a reduced risk of cancer development. (-)-Epicatechin-3-gallate (ECG) or (-)-epigallocatechin-3-gallate (EGCG) are the major antioxidative polyphenolic compounds of green tea. They have been shown to exert growth-inhibitory potential of various
Midori Natsume et al.
Free radical biology & medicine, 34(7), 840-849 (2003-03-26)
(-)-epicatechin is one of the most potent antioxidants present in the human diet. Particularly high levels are found in black tea, apples, and chocolate. High intake of catechins has been associated with reduced risk of cardiovascular diseases. There have been
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