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Azamulin

SIGMA/SML0485 - ≥98% (HPLC)

Synonym: (5-Amino-1H-1,2,4-triazol-3-yl)thio]acetic acid (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester;; 14-O-(5-(2-Amino1,3,4-triazolyl)thioacetyl)dihydromutilin; Antibiotic TDM 85-530

CAS Number: 76530-44-4
Empirical Formula (Hill Notation): C24H38N4O4S
Molecular Weight: 478.65
MDL Number: MFCD00865055
Linear Formula: C24H38N4O4S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML0485-5MG 5 mg
$222.00
1/EA
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45-SML0485-25MG 25 mg
$896.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
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
InChI key FMHQJXGMLMSMLC-WBUYAQKGSA-N
Quality Level 100 
shipped in wet ice
SMILES string CC[C@]1(C)C[C@@H](OC(=O)CSc2nnc(N)[nH]2)[C@]3(C)[C@H](C)CC[C@]4(CCC(=O)[C@@H]34)[C@@H](C)[C@@H]1O
solubility DMSO: 10 mg/mL (clear solution)
storage temp. −20°C
Application: Azamulin has been used as a selective CYP3A4 inhibitor to pretreat primary hepatocyte cells and in prostate cancer cell lines LNCaP and MDAPCa2b.
Biochem/physiol Actions: Azamulin is a CYP3A4 inhibitor.
Biochem/physiol Actions: Azamulin is a derivative of the antibiotic pleuromutilin. The compound is a very specific inhibitor of the CYP3A family (IC50 = 0.03-0.24 μM). Azamulin is 15 and 13 fold more active against CYP3A4 compared to CYP3A5 or CYP3A7, respectively, and is at least 100 fold selective over other CYP isoforms, with the exception of CYP2J2 (approximately 50-fold).
General description: Azamulin isolated from fungus Pleurotus mutilis is a diterpene antibiotic. It is related to pleuromutilin being its synthetic azole derivative.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12161501

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