A selective CYP3A inhibitor
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Azamulin

Item No. 18748

Technical Information
Formal Name
(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 2-[(3-amino-1H-1,2,4-triazol-5-yl)thio]-acetic acid
CAS Number
76530-44-4
Synonyms
  • Antibiotic TDM 85-530
  • SA 85530b
Molecular Formula
C24H38N4O4S
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C1CC[C@@]23[C@@H](C)[C@H](O)[C@@](CC)(C)C[C@@H](OC(CSC4=NN=C(N)N4)=O)[C@](C)([C@H](C)CC3)[C@@]21[H]
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Azamulin is a selective, irreversible inhibitor of cytochrome P450 (CYP) 3A isoforms (IC50 values range from 26 to 240 nM for CYP3A4 and CYP3A4/5 from different sources).1 It is at least 50-fold less potent against CYP2J2 and 100-fold less effective against all other CYP isoforms.1 Azamulin potently blocks the hydroxylation of testosterone and midazolam by CYP3A4.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stresser, D.M., Broudy, M.I., Ho, T., et alHighly selective inhibition of human CYP3Aa in vitro by azamulin and evidence that inhibition is irreversible. Drug Metab. Dispos. 32(1), 105-112 (2004).

    2. Lim, H.K., Duczak, N., Jr., Brougham, K., et alAutomated screening with confirmation of mechanism-based inactivation of CYP3A4, CYP2C9, CYP2C19, CYP2D6, and CYP1A2 in pooled human liver microsomes. Drug Metab. Dispos. 33(8), 1211-1219 (2005).