R2146

Radicicol from Diheterospora chlamydosporia

solid

• Sinonimo/i: 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
• Formula empirica (notazione di Hill): C₁₈H₁₇ClO₆
• Numero CAS: 12772-57-5
• Peso molecolare: 364.78
• Numero MDL: MFCD06795865
• Codice UNSPSC: 51111800
• ID PubChem: 24899351
• NACRES: NA.77

Proprietà

• Forma fisica: solid
• Livello qualitativo: 200
• Punteggio alternativa più verde: old score: 15; new score: 9; Find out more about DOZN™ Scoring
• Caratteristiche più verdi: Waste Prevention; Atom Economy; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Colore: white to yellow-white
• Solubilità: ethanol: 10 mg/mL
• Spettro attività antibiotica: fungi
• Categoria alternativa più verde: , Re-engineered
• Modalità d’azione: enzyme | inhibits
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; WYZWZEOGROVVHK-GTMNPGAYSA-N
• Informazioni sul gene: human ... HSP90AA1(3320) , SRC(6714) ; rat ... Src(83805)

Descrizione

Applicazioni

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

Azioni biochim/fisiol

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.

Avvertenza

Photosensitive

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H301,H340,H350
• Consigli di prudenza: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Classi di pericolo: Acute Tox. 3 Oral - Carc. 1B - Muta. 1B
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable