C9617

Carnosol

• Sinónimos: Picrosalvin
• Fórmula empírica (notación de Hill): C₂₀H₂₆O₄
• Número de CAS: 5957-80-2
• Peso molecular: 330.42
• Número MDL: MFCD02752467
• Código UNSPSC: 12352100
• ID de la sustancia en PubChem: 329775081
• NACRES: NA.25

Propiedades

• origen biológico: Rosemarinus officinalis L.
• Formulario: powder
• aplicaciones: metabolomics; vitamins, nutraceuticals, and natural products
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena SMILES: CC(C)c1cc2[C@@H]3C[C@H]4C(C)(C)CCC[C@]4(C(=O)O3)c2c(O)c1O
• InChI: 1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1
• Clave InChI: XUSYGBPHQBWGAD-PJSUUKDQSA-N

Descripción

Descripción general

Carnosol (CAR) is an ortho-diphenolic diterpene, extracted from the Mediterranean dietary herb Rosmarinus officinalis L. (rosemary).[1] It was first isolated from the Salvia carnosa (Sage) plant.[1] Carnosol is also a pro-electrophilic molecule.[2]

Aplicación

Carnosol has been used as an anti-cancer agent:

• to test its anti-cancer and anti-proliferative activities on cancer stem-like cells (CSCs)[3] and Glioblastoma multiforme (GBM) cells[3][4]
• to inspect its anti-carcinogenic effects on nineteen genes involved in up-and down-regulation of different genetic carcinogenesis pathways and on HeLa cells in human cervical cancer model[5]
• as a reference standard to identify and quantify the metabolites of rosemary extract using liquid chromatography coupled to tandem mass spectrometry (LC/ESI-MS/MS)[6]

Acciones bioquímicas o fisiológicas

A phenolic diterpene with antioxidant and anticarcinogenic activities.

Carnosol together with carnosic acid (CA) accounts for 90% of the antioxidant activity of rosemary leaves.[2] It exerts neuroprotective properties and protects against neuroinflammation[2], and oxidative stress-induced brain damage under chronic stress conditions.[7] Carnosol is a strong chemo-therapeutic agent studied for several types of cancer like breast, leukemia, skin, prostate, and colon.[1][8] It is also an antimicrobial agent.[9]

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H317
• Consejos de prudencia: P280 - P302 + P352
• Clasificaciones de peligro: Skin Sens. 1
• 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