Radicicol: Difference between revisions

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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi
Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI InChIKey.
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| Section1 = {{Chembox Identifiers
| Section1 = {{Chembox Identifiers
| Abbreviations =
| Abbreviations =
| InChI = 1/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-
| 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-
| InChIKey = WYZWZEOGROVVHK-HZDAAVBUBT
| InChIKey = WYZWZEOGROVVHK-HZDAAVBUBT
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WYZWZEOGROVVHK-HZDAAVBUSA-N
| StdInChIKey = WYZWZEOGROVVHK-HZDAAVBUSA-N
| InChIKey1 = WYZWZEOGROVVHK-HZDAAVBUSA-N
| CASNo = 12772-57-5
| CASNo = 12772-57-5
| CASNo_Ref ={{cascite|??|??}}
| CASNo_Ref ={{cascite|??|??}}

Revision as of 13:18, 9 March 2011

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)
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 (2005). "Chemistry and biology of resorcylic acid lactones". Chem Commun. 13 (1): 22–36. doi:10.1049/b610344h. PMC 2529160. PMID 17277252. {{cite journal}}: Unknown parameter |month= ignored (help) Review of the chemistry and biology of resorcylic acid lactones, including radicicol.