R2146

Radicicol from Diheterospora chlamydosporia

solid

• Sinônimo(s): 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 (Notação de Hill): C₁₈H₁₇ClO₆
• Número CAS: 12772-57-5
• Peso molecular: 364.78
• Número MDL: MFCD06795865
• Código UNSPSC: 51111800
• ID de substância PubChem: 24899351
• NACRES: NA.77

Propriedades

• Formulário: solid
• Nível de qualidade: 200
• pontuação do produto alternativo mais ecológico: old score: 15; new score: 9; Find out more about DOZN™ Scoring
• características do produto alternativo mais ecológico: Waste Prevention; Atom Economy; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• cor: white to yellow-white
• solubilidade: ethanol: 10 mg/mL
• espectro de atividade do antibiótico: fungi
• categoria alternativa mais ecológica: , Re-engineered
• Modo de ação: enzyme | inhibits
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• chave InChI: WYZWZEOGROVVHK-GTMNPGAYSA-N
• Informações sobre genes: human ... HSP90AA1(3320) , SRC(6714) ; rat ... Src(83805)

Descrição

Aplicação

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

Ações bioquímicas/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.

Atenção

Photosensitive

Informações de segurança

• Pictogramas: GHS06,GHS08
• Palavra indicadora: Danger
• Frases de perigo: H301,H340,H350
• Declarações de precaução: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Classificações de perigo: Acute Tox. 3 Oral - Carc. 1B - Muta. 1B
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable