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C1788

Sigma-Aldrich

(±)-Catechin hydrate

Synonyme(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

Formule empirique (notation de Hill):
C15H14O6 · xH2O
Numéro CAS:
7295-85-4
Poids moléculaire :
290.27 (anhydrous basis)
Numéro Beilstein :
92762
Numéro CE :
230-731-2
Numéro MDL:
MFCD00149354
Code UNSPSC :
85151701
ID de substance PubChem :
57653989
Nomenclature NACRES :
NA.79

Pureté

≥96% (HPLC)

Niveau de qualité

200

Forme

powder

Technique(s)

HPLC: suitable

Couleur

white to light brown

Pf

200 °C (decomposes on heating)

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

OFUMQWOJBVNKLR-NQQJLSKUSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

The modulatory effect of green tea catechin on drug resistance in human ovarian cancer cells
Przystupski D, et al.
Medicinal Chemistry Research, 28(5), 657-667 (2019)
Javier Rivero et al.
The New phytologist, 220(4), 1322-1336 (2018-07-10)
Arbuscular mycorrhizal (AM) symbioses can improve plant tolerance to multiple stresses. We compared three AM fungi (AMF) from different genera, one of them isolated from a dry and saline environment, in terms of their ability to increase tomato tolerance to
Kai Zhao et al.
Nucleic acids research, 35(13), 4441-4452 (2007-06-20)
Bacterial flagellar motility and chemotaxis help cells to reach the most favorable environments and to successfully compete with other micro-organisms in response to external stimuli. Escherichia coli is a motile gram-negative bacterium, and the flagellar regulon in E. coli is
Harsh P Bais et al.
Plant signaling & behavior, 5(3), 239-246 (2009-12-22)
The occurrence of plant hormesis is a poorly understood phenomenon, wherein low doses of phytotoxins unusually promote growth responses in higher plants. In contrast, negative plant-plant interactions mediated through secreted small molecular weight compounds initiate growth inhibitory responses. Studies related
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
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