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Merck
CN

C1251

(+)-Catechin hydrate

≥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

Key Documents

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Product Name

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

InChI key

OFUMQWOJBVNKLR-NQQJLSKUSA-N

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

SMILES string

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

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

Quality Level

200

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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.

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5644V
WXBF2722V
WXBF3693V
WXBF2300V
WXBF0408V

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J Ueda et al.
Archives of biochemistry and biophysics, 333(2), 377-384 (1996-09-15)
The reactivities of various antioxidative compounds including catechol derivatives and endogenous radical scavengers toward hydroxyl radical (.OH) were investigated by an electron spin resonance-spin trapping method, thiobarbituric acid method, and DNA strand scission assay. Hydroxyl radical was generated by both
Christine Ziegler et al.
Molecular microbiology, 78(1), 13-34 (2010-10-07)
Increases in the environmental osmolarity are key determinants for the growth of microorganisms. To ensure a physiologically acceptable level of cellular hydration and turgor at high osmolarity, many bacteria accumulate compatible solutes. Osmotically controlled uptake systems allow the scavenging of
S B Lotito et al.
Free radical biology & medicine, 24(3), 435-441 (1998-01-23)
Based on the recognized capacity of (+)-catechin (CTCH) to prevent free radical-mediated damage in different biological systems, its role in the protection of human plasma from oxidation was investigated. Samples of human blood plasma were incubated with 50 mM AAPH
Nutrition and Health Info Sheet: Catechins (2008)
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)
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Protocols

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

Protocol for HPLC Analysis of Flavonoids on Ascentis® RP-Amide

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