Azamulin

Antibiotic
  • None
Identifiers
  • (1S,2R,3S,4R,6R,7R,8R,14R)-4-Ethyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.01,8]tetradec-6-yl [(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetate
CAS Number
  • 76530-44-4
PubChem CID
  • 16072188
ChemSpider
  • 17231671
UNII
  • 875AQ866X1
ChEMBL
  • ChEMBL2103760
Chemical and physical dataFormulaC24H38N4O4SMolar mass478.65 g·mol−13D model (JSmol)
  • Interactive image
  • CC[C@@]1(C[C@H]([C@@]2([C@@H](CC[C@@]3([C@H]2C(=O)CC3)[C@H]([C@@H]1O)C)C)C)OC(=O)CSc4nc([nH]n4)N)C
InChI
  • InChI=1S/C24H38N4O4S/c1-6-22(4)11-16(32-17(30)12-33-21-26-20(25)27-28-21)23(5)13(2)7-9-24(14(3)19(22)31)10-8-15(29)18(23)24/h13-14,16,18-19,31H,6-12H2,1-5H3,(H3,25,26,27,28)/t13-,14+,16-,18+,19+,22-,23+,24+/m1/s1
  • Key:FMHQJXGMLMSMLC-WBUYAQKGSA-N

Azamulin is a pleuromutilin antibiotic.[1] As of 2021[update], it is not marketed in the US or Europe.[citation needed]

In pharmacological studies, the substance is used as an inhibitor of the liver enzymes CYP3A4 and CYP3A5.[2][3]

References

  1. ^ Stresser DM, Broudy MI, Ho T, Cargill CE, Blanchard AP, Sharma R, et al. (January 2004). "Highly selective inhibition of human CYP3Aa in vitro by azamulin and evidence that inhibition is irreversible". Drug Metabolism and Disposition. 32 (1): 105–12. doi:10.1124/dmd.32.1.105. PMID 14709627. S2CID 9869322.
  2. ^ Ghosal A, Ramanathan R, Yuan Y, Hapangama N, Chowdhury SK, Kishnani NS, Alton KB (December 2007). "Identification of human liver cytochrome P450 enzymes involved in biotransformation of vicriviroc, a CCR5 receptor antagonist". Drug Metabolism and Disposition. 35 (12): 2186–95. doi:10.1124/dmd.107.017517. PMID 17827338. S2CID 1866233.
  3. ^ Mitra R, Goodman OB (April 2015). "CYP3A5 regulates prostate cancer cell growth by facilitating nuclear translocation of AR". The Prostate. 75 (5): 527–38. doi:10.1002/pros.22940. PMID 25586052. S2CID 19910736.
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