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Merck
CN

22110

(+)-Catechin hydrate

≥96.0% (sum of enantiomers, HPLC)

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)
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
57647962
EC Number:
205-825-1
Beilstein/REAXYS Number:
3595244
MDL number:
MFCD00150865

Key Documents

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Product Name

(+)-Catechin hydrate, ≥96.0% (sum of enantiomers, HPLC)

SMILES string

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

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

assay

≥96.0% (sum of enantiomers, HPLC)

form

powder

optical activity

[α]/D +26±2°, c = 1 in H2O

impurities

≤8% water

mp

175-177 °C (anhydrous) (lit.)

storage temp.

2-8°C

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Application

(+)-Catechin hydrate can be used:
  • As an inhibitor of steel corrosion in hydrochloric acid solution.
  • As a model compound in the study of antimicrobial activities of flavonoids on Escherichia coli.
  • As a starting material for the synthesis of catechin glucosides of biological importance.

Disclaimer

loses water of hydration during storage

General description

Catechin hydrate is a polyphenolic flavonoid that exhibits antioxidant properties. It is commonly found in green tea, grape seeds, and bark of few trees like acacia and mahogany.

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
WXBF3693V
WXBF2722V
WXBF0408V
WXBF1541V

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Antimicrobial mechanism of flavonoids against Escherichia coli ATCC 25922 by model membrane study
He M, et al.
Applied Surface Science, 305(5), 515-521 (2014)
Catechin hydrate inhibits proliferation and mediates apoptosis of SiHa human cervical cancer cells
Al-Hazzani AA and Alshatwi AA
Food And Chemical Toxicology, 49(12), 3281-3286 (2011)
Catechin glucosides: occurrence, synthesis, and stability
Raab T, et al.
Journal of Agricultural and Food Chemistry, 58(4), 2138-2149 (2010)
Electrochemical, thermodynamic and adsorption studies of (+)-catechin hydrate as natural mild steel corrosion inhibitor in 1 M HCl
Hussin MH and Kassim MJ
International Journal of Electrochemical Science, 6(5), 1396-1414 (2011)
M J Reis Lima et al.
Talanta, 68(2), 207-213 (2008-10-31)
A sequential injection system based on the ABTS (2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulphonic-acid) methodology was developed. The proposed method, incorporating a mixing chamber in the side port of the selection valve, was evaluated to measure the total antioxidant activity of several beverages and foods.
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Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

Protocols

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

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

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