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CAS 73341-72-7

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(15R)-6,17-Didemethoxy-15-methoxy-6-methyl-11-O-methylgeldanamycin

Description:
(15R)-6,17-Didemethoxy-15-methoxy-6-methyl-11-O-methylgeldanamycin, with CAS number 73341-72-7, is a synthetic derivative of geldanamycin, a benzoquinone ansamycin antibiotic known for its ability to inhibit heat shock protein 90 (Hsp90). This compound exhibits a complex molecular structure characterized by multiple methoxy groups and a methyl substituent, which contribute to its biological activity and solubility properties. It is primarily studied for its potential therapeutic applications in cancer treatment, as it disrupts the function of Hsp90, leading to the degradation of client oncoproteins. The compound's stereochemistry, particularly the (15R) configuration, is crucial for its biological efficacy. Additionally, its solubility and stability in various solvents make it suitable for formulation in pharmaceutical applications. As with many compounds in this class, it may exhibit cytotoxic effects, necessitating careful handling and consideration of safety protocols in laboratory settings. Overall, this compound represents a significant area of research in medicinal chemistry, particularly in the development of targeted cancer therapies.
Formula:C30H42N2O8
InChI:InChI=1/C30H42N2O8/c1-16-10-9-11-17(2)29(35)32-23-15-21(33)14-22(25(23)34)27(38-7)20(5)13-24(37-6)28(39-8)19(4)12-18(3)26(16)40-30(31)36/h9-12,14-16,19-20,24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b10-9+,17-11-,18-12+
InChI key:InChIKey=PLTGBUPHJAKFMA-BMJWZTMLSA-N
SMILES:O(C)[C@H]1C=2C(=O)C(=CC(=O)C2)NC(=O)\C(\C)=C\C=C/[C@H](C)[C@@H](OC(N)=O)\C(\C)=C\[C@H](C)[C@@H](OC)[C@@H](OC)C[C@@H]1C
Synonyms:
  • 2-Azabicyclo[16.3.1]docosane, geldanamycin deriv.
  • (+)-Macbecin I
  • Macbecin I
  • (15R)-6,17-Didemethoxy-15-methoxy-6-methyl-11-O-methylgeldanamycin
  • Geldanamycin, 6,17-didemethoxy-15-methoxy-6-methyl-11-O-methyl-, (15R)-
  • See more synonyms
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