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C0692

Sigma-Aldrich

(−)-Catechin gallate

≥98% (HPLC), from green tea

Sinónimos:

(2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)

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About This Item

Fórmula empírica (notación de Hill):
C22H18O10
Número de CAS:
130405-40-2
Peso molecular:
442.37
Número MDL:
MFCD00214258
Código UNSPSC:
12352205
ID de la sustancia en PubChem:
57653978
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

origen biológico

green tea

Nivel de calidad

200

Ensayo

≥98% (HPLC)

Formulario

powder

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

2-8°C

cadena SMILES

Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@@H](Oc2c1)c4ccc(O)c(O)c4

InChI

1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1

Clave InChI

LSHVYAFMTMFKBA-CTNGQTDRSA-N

Información sobre el gen

human ... BACE1(23621)

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Descripción general

(−)-Catechin gallate belongs to a class of polyphenol compounds that are formed when catechins in green tea undergo epimerization on heat treatment. It is a naturally occurring flavanol catechin having a galloyl moiety.[1][2][3]

Aplicación

(−)-Catechin gallate has been used:
  • to examine the potency of catechins containing galloyl moiety in inhibiting the activity of human immunodeficiency virus-1 (HIV-1)integrase[1]
  • to analyze the anti-oxidant and anti-viral properties of Pseudopiptadenia contorta and the commercial quebracho extracts in a herpes simplex virus type 1 strain, resistant to acyclovir[4]
  • to study the effects of polyphenols on the biochemistry of human spermatozoa and the associated limitations of their use in gamete preservation[2]

Acciones bioquímicas o fisiológicas

(−)-Catechin gallate inhibits the absorption of glucose in adipocytes isolated from rats.[3] It is also reported to exhibit anti-oxidative properties along with a capacity to decrease plasma cholesterol levels.[5] (−)-Catechin gallate shows the potency to be used as an agent to modify antibiotic resistance.[6]
Antioxidant constituent of green tea.
Antioxidant constituent of green tea. At μM concentrations, it inhibits VEGF-induced tyrosine phosphorylation. It also inhibits aromatase activity, an enzyme that converts androgens to estrogen and is thought to play a role in the etiology of breast cancer.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000340213
0000340212
0000340213
0000340212
0000295702

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Meng Shi et al.
Food research international (Ottawa, Ont.), 132, 109050-109050 (2020-04-26)
Matcha-tuna oil and matcha-maltodextrin-tuna oil emulsions (25% oil, dry basis), formulated to have protein: carbohydrate ratios of 1:1.1, 1:2, 1:3 and 1:4, were spray dried. Confocal laser scanning microscopy showed effective emulsification of oil in all emulsions. All powders had
Pablo Strobel et al.
The Biochemical journal, 386(Pt 3), 471-478 (2004-10-08)
The facilitative glucose transporter, GLUT4, mediates insulin-stimulated glucose uptake in adipocytes and muscles, and the participation of GLUT4 in the pathogenesis of various clinical conditions associated with obesity, visceral fat accumulation and insulin resistance has been proposed. Glucose uptake by
Urška Jug et al.
Journal of chromatography. A, 1637, 461802-461802 (2021-01-01)
A methodology based on off-line multidimensional thin-layer chromatography was developed for isolation of several secondary metabolites from bark of Japanese knotweed (Fallopia japonica Houtt.) rhizomes. Successive fractionation steps using PLC silica gel and HPTLC silica gel or HPTLC cellulose plates
Fan Jiang et al.
Clinical immunology (Orlando, Fla.), 137(3), 347-356 (2010-09-14)
Four catechins with the galloyl moiety, including catechin gallate (CG), epigallocatechin gallate (EGCG), gallocatechin gallate (GCG), and epicatechin gallate (ECG), were found to inhibit HIV-1 integrase effectively as determined by our ELISA method. In our docking study, it is proposed
Paul D Stapleton et al.
Antimicrobial agents and chemotherapy, 50(2), 752-755 (2006-01-27)
(-)-Epicatechin gallate (ECg) and (-)-epigallocatechin gallate (EGCg) reduce oxacillin resistance in mecA-containing strains of Staphylococcus aureus. Their binding to staphylococcal cells is enhanced by the nongalloyl analogues (-)-epicatechin (EC) and (-)-epigallocatechin (EGC). EC and EGC significantly increased the capacity of
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