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CAS 91700-93-5

:

(15R)-18,21-Didehydro-17-demethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-11-O-methylgeldanamycin

Description:
(15R)-18,21-Didehydro-17-demethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-11-O-methylgeldanamycin, with CAS number 91700-93-5, 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 hydroxyl groups and methoxy substitutions, which contribute to its biological activity. It is primarily recognized for its potential in cancer therapy due to its role in disrupting protein folding and stability, leading to the degradation of client oncoproteins. The specific stereochemistry indicated by the "(15R)" designation suggests a particular three-dimensional arrangement that may influence its interaction with biological targets. Additionally, the presence of didehydro and dideoxo functionalities indicates modifications that can enhance its pharmacological properties. Overall, this compound represents a class of molecules that are being explored for their therapeutic potential in oncology and other diseases related to protein misfolding.
Formula:C30H44N2O9
InChI:InChI=1S/C30H44N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28,33-34H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1
InChI key:InChIKey=QANBQEQVJJKJTJ-BVXDHVRPSA-N
SMILES:O(C)[C@H]1C=2C(O)=C(C=C(O)C2)NC(=O)\C(\C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(\C)=C\[C@H](C)[C@@H](OC)[C@@H](OC)C[C@@H]1C
Synonyms:
  • (15R)-18,21-Didehydro-17-demethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-11-O-methylgeldanamycin
  • Dihydroherbimycin A
  • 2-Azabicyclo[16.3.1]docosane, geldanamycin deriv.
  • Geldanamycin, 18,21-didehydro-17-demethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-11-O-methyl-, (15R)-
  • Antibiotic TAN 420E
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