Chemistry:Azamulin

Azamulin
Clinical data
ATC code	None;
Identifiers
	IUPAC name (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 data
Formula	C24H38N4O4S
Molar mass	478.65 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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;

Short description: Antibiotic

Azamulin is a pleuromutilin antibiotic.^[1] (As of 2021), 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

↑ "Highly selective inhibition of human CYP3Aa in vitro by azamulin and evidence that inhibition is irreversible". Drug Metabolism and Disposition 32 (1): 105–12. January 2004. doi:10.1124/dmd.32.1.105. PMID 14709627.
↑ "Identification of human liver cytochrome P450 enzymes involved in biotransformation of vicriviroc, a CCR5 receptor antagonist". Drug Metabolism and Disposition 35 (12): 2186–95. December 2007. doi:10.1124/dmd.107.017517. PMID 17827338.
↑ "CYP3A5 regulates prostate cancer cell growth by facilitating nuclear translocation of AR". The Prostate 75 (5): 527–38. April 2015. doi:10.1002/pros.22940. PMID 25586052.

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Original source: https://en.wikipedia.org/wiki/Azamulin. Read more

Clinical data

ATC code	None
Identifiers
IUPAC name (1S,2R,3S,4R,6R,7R,8R,14R)-4-Ethyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^1,8]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 data
Formula	C₂₄H₃₈N₄O₄S
Molar mass	478.65 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES 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