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C1251

(+)-Catechin hydrate

Name: (+)-Catechin hydrate
Brand: SIGMA

≥98% (HPLC), antioxidant, powder

Synonym(s):

(+)-Cyanidol-3, (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₄O₆ · xH₂O

CAS Number:

225937-10-0

Molecular Weight:

290.27 (anhydrous basis)

NACRES:

NA.77

PubChem Substance ID:

57653982

UNSPSC Code:

12352200

EC Number:

205-825-1

MDL number:

MFCD00150865

Beilstein/REAXYS Number:

3595244

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

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Properties

Product Name

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

Quality Level

200

assay

≥98% (HPLC)

form

powder

color

yellow to yellow with tan cast

mp

175-177 °C (anhydrous) (lit.)

solubility

ethanol: 50 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI

1S/C15H14O6.H2O/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;1H2/t13-,15+;/m0./s1

InChI key

OFUMQWOJBVNKLR-NQQJLSKUSA-N

Description

General description

Catechins are phytochemicals, richly present in black grapes, peaches, strawberries and broad beans. Catechins occur in various forms such as catechins, epicatechin, epicatechin gallate, epigallocatechin and epigallocatechin gallate.

Application

(+)-Catechin hydrate has been used:

as a polyphenol standard in the determination of total polyphenols in the by-products of red wine
as an additive to study its effects on in vitro methane production and substrate degradation in a triple-fed batch approach
as a substrate to determine the activity of pure L. plantarum CECT 748T 14 recombinant tannase on catechin

Biochem/physiol Actions

An antioxidant flavonoid of plant origin; a free radical scavenger, preventing free radical-mediated damage in a variety of biological systems. For example, at physiological pH catechin suppressed DNA strand breaks by hydroxyl radicals. It has also been shown to prevent human plasma oxidation. It delayed the consumption of endogenous lipid-soluble antioxidants and inhibited lipid oxidation. Catechin may also function as an inhibitor of fatty acid synthase.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

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

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Improved oral bioavailability of the anticancer drug catechin using chitosomes: Design, in-vitro appraisal and in-vivo studies.

Hadeer M Ezzat et al.

International journal of pharmaceutics, 565, 488-498 (2019-05-18)

Catechin hydrate is a phytopharmaceutical with promising anticancer effects but poor bioavailability. This study aimed to elaborate catechin loaded chitosan-tethered liposomes (chitosomes) to enhance catechin oral bioavailability. Nanocarriers were optimized via ethanol injection method followed by physicochemical, ex vivo and

Dietary fibre content and antioxidant activity of Manto Negro red grape (Vitis vinifera): pomace and stem

Llobera A and Canellas J

Food Chemistry, 101(2), 659-666 (2007)

Nutrition and Health Info Sheet: Catechins (2008)

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