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Merck
모든 사진(1)

주요 문서

SML0485

Sigma-Aldrich

Azamulin

≥98% (HPLC), powder, pleuromutilin antibiotic

동의어(들):

(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

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About This Item

실험식(Hill 표기법):
C24H38N4O4S
CAS Number:
Molecular Weight:
478.65
MDL number:
UNSPSC 코드:
12161501
PubChem Substance ID:
NACRES:
NA.77

제품명

Azamulin, ≥98% (HPLC)

Quality Level

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

배송 상태

wet ice

저장 온도

−20°C

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

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

일반 설명

Azamulin isolated from fungus Pleurotus mutilis is a diterpene antibiotic. It is related to pleuromutilin being its synthetic azole derivative.

애플리케이션

Azamulin has been used as a selective CYP3A4 inhibitor to pretreat primary hepatocyte cells and in prostate cancer cell lines LNCaP and MDAPCa2b.

생화학적/생리학적 작용

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).

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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David M Stresser et al.
Drug metabolism and disposition: the biological fate of chemicals, 32(1), 105-112 (2004-01-08)
Azamulin [14-O-(5-(2-amino-1,3,4-triazolyl)thioacetyl)-dihydromutilin] is an azole derivative of the pleuromutilin class of antiinfectives. We tested the inhibition potency of azamulin toward 18 cytochromes P450 using human liver microsomes or microsomes from insect cells expressing single isoforms. In a competitive inhibition model
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