C0692

(−)-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)
• 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

Propiedades

• origen biológico: green tea
• 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)

Descripción

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.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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