Radicicol

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
CAS Number	12772-57-5 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:556075 N
ChEMBL	ChEMBL453386 N
ChemSpider	16735913 Y
ECHA InfoCard	100.170.695
PubChem CID	6323491
CompTox Dashboard (EPA)	DTXSID2042692
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- Y Key: WYZWZEOGROVVHK-HZDAAVBUSA-N Y Key: WYZWZEOGROVVHK-HZDAAVBUBT Key: WYZWZEOGROVVHK-HZDAAVBUSA-N
SMILES O=C1\C=C\C=C/C3OC3CC(C)OC(=O)c2c(O)cc(O)c(Cl)c2C1
Properties
Chemical formula	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). N verify (what is YN ?) Infobox references

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.

See also

Geldanamycin

Further reading

• Winssinger N, Barluanga S (January 2007). "Chemistry and biology of resorcylic acid lactones". Chem Commun. 13 (1): 22–36. doi:10.1039/B610344H. Review of the chemistry and biology of resorcylic acid lactones, including radicicol.