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Merck
CN

C1788

(±)-Catechin hydrate

Synonym(s):

trans-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, trans-3,3′,4′,5,7-Pentahydroxyflavane

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About This Item

Empirical Formula (Hill Notation):
C15H14O6 · xH2O
CAS Number:
7295-85-4
Molecular Weight:
290.27 (anhydrous basis)
UNSPSC Code:
85151701
NACRES:
NA.79
PubChem Substance ID:
57653989
EC Number:
230-731-2
Beilstein/REAXYS Number:
92762
MDL number:
MFCD00149354
Assay:
≥96% (HPLC)
Form:
powder

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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

≥96% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to light brown

mp

200 °C (decomposes on heating)

storage temp.

2-8°C

Quality Level

200

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General description

Catechin is produced by Cutch tree and is abundantly found in tea leaves, grape seeds, vegetables and plant-based beverages. It is a plant-derived, polyphenolic anti-oxidant and acts as a plant secondary metabolite.

Application

(±)-Catechin hydrate has been used:
  • to study its modulatory effect on drug resistance in human ovarian cancer cells
  • to construct the standard curve of total flavonoid content
  • to study its effects on the physiological parameters of Solanum lycopersicum

Biochem/physiol Actions

Catechin has phytotoxic properties. Racemic catechin may be used in studies on seed germination and plant invasiveness. Catechin and Epigallocatechin gallate (EGCG) may be used with other polyphenol flavonoids to study their effects in oxidation and peroxidation-related processes.
Polyphenolic antioxidant. Used in traditional Chinese medicine.

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
BCCP2390
BCCN3967
BCCK7982
BCCG4073
BCCF7528

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I Ibero-Baraibar et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 24(4), 416-422 (2014-01-28)
Cocoa flavanols are recognised by their favourable antioxidant and vascular effects. This study investigates the influence on health of the daily consumption of ready-to-eat meals supplemented with cocoa extract within a hypocaloric diet, on middle-aged overweight/obese subjects. Fifty healthy male
In vitro potential of phenolic phytochemicals from black rice on starch digestibility and rheological behaviors
An JS, et al.
Journal of Cereal Science, 70, 214-220 (2016)
Olga Michel et al.
Acta biochimica Polonica, 65(2), 173-184 (2018-05-26)
Until recently, green tea polyphenols were considered strong antioxidants. However, the latest reports have revealed that bioflavonoids can play a multiple role in anticancer therapy, including the inhibition of cell proliferation and generation of the oxidative stress in a dose-dependent
The role of catechins in cellular responses to oxidative stress
Bernatoniene J and Kopustinskiene D
Molecules (Basel), 23(4), 965-965 (2018)
Catechin secretion & phytotoxicity: Fact not fiction
Bais HP and Kaushik S
Communicative & Integrative Biology, 3(5), 468-470 (2010)
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