Azamulin

Names

[ Name ]:
Azamulin

[Synonym ]:
(3aS,4R,5S,6R,8R,9R,9aR,10R)-6-Ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propanocyclopentacycloocten-8-yl ((5-amino-1,2,4-triazol-3-yl)thio)acetat
((5-Amino-s-triazol-3-yl)thio)acetic acid,8-ester with (3aS,4R,5S,6R,8R,9aR,10R)-6-ethyloctahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one
UNII-875AQ866X1

Biological Activity

[Description]:

Azamulin is an irreversible, highly selective inhibitior of human CYP3Aa. Azamulin has CYP3A inhibition activity with IC50 values range from 0.03-0.24 μM. Azamulin can be used for the research of metabolism and antiinfection[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450

Research Areas >> Metabolic Disease

[Target]

CYP3A:0.03-0.24 μM (IC50)

[In Vitro]

Azamulin 具有 CYP3A 抑制活性，IC50 值范围为 0.03-0.24 μM[1]。 Azamulin 对 CYP3A 的抑制呈 S 型曲线，并且对底物 7-benzyloxy-4-trifluoromethylcoumarin, testosterone 和 midazolam 表现良好[1]。 Azamulin (4.8 μM; 10 min) 在 NADPH 存在的情况下抑制约 95% 的睾酮 6β-羟化酶活性[1]。 Azamulin 在乙腈中储存长达 12 天时表现出良好的化学稳定性[1]。

[References]

[1]. David M Stresser, et al. Highly selective inhibition of human CYP3Aa in vitro by azamulin and evidence that inhibition is irreversible. Drug Metab Dispos. 2004 Jan;32(1):105-12.

Chemical & Physical Properties

[ Density]:
1.27g/cm3

[ Boiling Point ]:
659.4ºC at 760 mmHg

[ Melting Point ]:
128-130ºC

[ Molecular Formula ]:
C₂₄H₃₈N₄O₄S

[ Molecular Weight ]:
478.64800

[ Flash Point ]:
352.6ºC

[ Exact Mass ]:
478.26100

[ PSA ]:
156.49000

[ LogP ]:
4.19070

[ Index of Refraction ]:
1.59

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ RIDADR ]:
NONH for all modes of transport

Articles

Chemical inhibitors of CYP450 enzymes in liver microsomes: combining selectivity and unbound fractions to guide selection of appropriate concentration in phenotyping assays.

Xenobiotica 45(2) , 95-106, (2014)

1. Chemical inhibition is the widely used method in reaction phenotyping assays for estimation of specific enzyme contribution to a given metabolic pathway. The results from phenotyping assays depend ...