Radicicol

• CAT Number: M051541
• CAS Number: 12772-57-5
• Molecular Formula: C18H17ClO6
• Molecular Weight: 364.78
• Purity: ≥95%
• Synonyms: (2E,4E)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione
• Target: HSP
• Solubility: Soluble to 25 mM in ethanol
• Storage: Store at -20°C
• IUPAC Name: (4R,6R,8R,9Z,11E)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione
• InChI: 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
• InChIKey: WYZWZEOGROVVHK-GTMNPGAYSA-N
• SMILES: C[C@@H]1C[C@@H]2[C@H](O2)/C=C\C=C\C(=O)CC3=C(C(=CC(=C3Cl)O)O)C(=O)O1

Radicicol（Cat No.:M051541）is a natural macrocyclic antifungal compound that acts as a potent inhibitor of heat shock protein 90 (Hsp90), a chaperone protein involved in stabilizing and folding many oncogenic proteins. By inhibiting Hsp90, Radicicol disrupts the function of several key proteins required for cancer cell growth and survival, leading to cell cycle arrest and apoptosis. It has been extensively studied in cancer research for its potential to target Hsp90-dependent malignancies. Radicicol also shows promise in studying cellular stress responses and protein homeostasis, making it a valuable tool in cancer therapeutics.

Reference

Some metabolites of Nectria radicicola Gerlach & Nilsson (syn. Cylindrocarpon radicicola Wr.): The structure of radicicol (monorden) Mirrington, R.N. et al. , Aust. J. Chem., 1966, 19, 1265.Induction of differentiation of HL-60 cells by the antifungal antibiotic, Radicicol. Shimada, Y., et al. J. Antibiot. 1995, 48, 824.Radicicol inhibits tyrosine phosphorylation of the mitotic Src substrate Sam68 and retards subsequent exit from mitosis of Src-transformed cells. Pillay, I., et al. Cell. Growth Differ. 1996, 7, 1487.Radicicol a microbial cell differentiation modulator inhibits in vivo angiogenesis. Oikawa, T., et al. Eur. J. Pharmacol. 1993, 241, 221.Suppression of RAS and MOS transformation by radicicol. Zhao, J.F., et al. Oncogene 1995, 11, 161.Chemistry and biology of resorcylic acid lactones. Winssinger N. and Barluenga S.. Chem. Commun., 2007, 22.