R2146

Radicicol from Diheterospora chlamydosporia

solid

• Sinónimos: Monorden, [1aS-(1aR*,2Z,4E,14*,15aR*)]-8-Chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-6H-oxireno[e][2]benzoxacyclotetradecin-6,12(7H)-dione
• Fórmula empírica (notación de Hill): C₁₈H₁₇ClO₆
• Número de CAS: 12772-57-5
• Peso molecular: 364.78
• Número MDL: MFCD06795865
• Código UNSPSC: 51111800
• ID de la sustancia en PubChem: 24899351
• NACRES: NA.77

Propiedades

• Formulario: solid
• Nivel de calidad: 200
• puntuación de productos alternativos más sostenibles: old score: 15; new score: 9; Find out more about DOZN™ Scoring
• características de los productos alternativos más sostenibles: Waste Prevention; Atom Economy; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• color: white to yellow-white
• solubilidad: ethanol: 10 mg/mL
• espectro de actividad antibiótica: fungi
• categoría alternativa más sostenible: , Re-engineered
• Modo de acción: enzyme | inhibits
• temp. de almacenamiento: −20°C
• cadena SMILES: C[C@@H]1C[C@H]2O[C@@H]2C=C\C=C\C(=O)Cc3c(Cl)c(O)cc(O)c3C(=O)O1
• InChI: 1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1
• Clave InChI: WYZWZEOGROVVHK-GTMNPGAYSA-N
• Información sobre el gen: human ... HSP90AA1(3320) , SRC(6714) ; rat ... Src(83805)

Descripción

Aplicación

Radicicol from Diheterospora chlamydosporia has been used as an inhibitor of heat shock protein 90 (Hsp90):

• to study its effects on lifespan extension and health in Caenorhabditis elegans
• to study its effects on protein aggregation in yeast
• to study its effects on xanthone sensitized cancer cells

Acciones bioquímicas o fisiológicas

Radicicol is an antifungal macrolactone antibiotic that is found in Diheterospora chlamydosporia, Chaetomium chiversii, and Monosporium bonorden. It functions as an inhibitor of tyrosine kinase and heat shock protein 90 (Hsp90). Radicicol is involved in the suppression of transformation of various proto-oncogenes such as Ras, Mos, and Src. It also suppresses the activity of mitogen-induced cyclooxygenase-2 (COX-2) and phosphoinositide-dependent kinase 1 (PDK1). Radicicol is involved in arresting the cell cycle at the G1-S phase. It exhibits ant-cancer and anti-angiogenic activity in vivo.

Precaución

Photosensitive

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H301,H340,H350
• Consejos de prudencia: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 3 Oral - Carc. 1B - Muta. 1B
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable