Radicicol

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Radicicol
Names
IUPAC name
(1aR,​2E,​4E,​14R,​15aR)-​8-​chloro-​9,​11-​dihydroxy-​14-​methyl-​1a,​14,​15,​15a-​tetrahydro-​6H-​oxireno​[e]​[2]​benzoxacyclotetradecine-​6,​12(7H)-​dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.170.695 Edit this at Wikidata
  • 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- checkY
    Key: WYZWZEOGROVVHK-HZDAAVBUSA-N checkY
  • Key: WYZWZEOGROVVHK-HZDAAVBUBT
  • Key: WYZWZEOGROVVHK-HZDAAVBUSA-N
  • O=C1\C=C\C=C/C3OC3CC(C)OC(=O)c2c(O)cc(O)c(Cl)c2C1
Properties
C18H17ClO6
Molar mass 364.78 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Radicicol, also known as monorden, is a natural product that binds to Hsp90 (Heat Shock Protein 90) and alters its function. HSP90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, apoptosis, angiogenesis and oncogenesis.

Further reading

  • Winssinger N, Barluanga S (2007). "Chemistry and biology of resorcylic acid lactones". Chem Commun. 13 (1): 22–36. doi:10.1039/B610344H. {{cite journal}}: Unknown parameter |month= ignored (help) Review of the chemistry and biology of resorcylic acid lactones, including radicicol.