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C1788

Sigma-Aldrich

(±)-Catechin hydrate

Sinónimos:

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

Fórmula empírica (notación de Hill):
C15H14O6 · xH2O
Número de CAS:
7295-85-4
Peso molecular:
290.27 (anhydrous basis)
Beilstein/REAXYS Number:
92762
EC Number:
230-731-2
MDL number:
MFCD00149354
UNSPSC Code:
85151701
PubChem Substance ID:
57653989
NACRES:
NA.79

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

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

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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
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
M T P Dentinho et al.
Animal : an international journal of animal bioscience, 1(5), 645-650 (2007-06-01)
Cistus ladanifer L. (CL) is a perennial shrub abundant in dry woods and dry land of Mediterranean zone, with high level of tannins. Tannins bind to protein, preventing its degradation in the digestive compartments. This tannin/protein complex may be advantageous
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