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SML0485

Azamulin

Name: Azamulin
Brand: SIGMA

≥98% (HPLC), powder, pleuromutilin antibiotic

别名:

(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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关于此项目

经验公式（希尔记法）:

C₂₄H₃₈N₄O₄S

化学文摘社编号:

76530-44-4

分子量:

478.65

UNSPSC Code:

12161501

PubChem Substance ID:

329825436

NACRES:

NA.77

MDL number:

MFCD00865055

Assay:

≥98% (HPLC)

Form:

powder

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属性

产品名称

Azamulin, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

shipped in

wet ice

storage temp.

−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

说明

General description

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

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.

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).

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c