SML0485

Azamulin

≥98% (HPLC), powder, pleuromutilin antibiotic

• Sinônimo(s): (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
• Fórmula empírica (Notação de Hill): C₂₄H₃₈N₄O₄S
• Número CAS: 76530-44-4
• Peso molecular: 478.65
• Número MDL: MFCD00865055
• Código UNSPSC: 12161501
• ID de substância PubChem: 329825436
• NACRES: NA.77

Propriedades

• Nome do produto: Azamulin, ≥98% (HPLC)
• Ensaio: ≥98% (HPLC)
• Formulário: powder
• cor: white to beige
• solubilidade: DMSO: 10 mg/mL (clear solution)
• Condições de expedição: wet ice
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: 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
• chave InChI: FMHQJXGMLMSMLC-WBUYAQKGSA-N

Descrição

Descrição geral

Azamulin isolated from fungus Pleurotus mutilis is a diterpene antibiotic. It is related to pleuromutilin being its synthetic azole derivative.[1]

Aplicação

Azamulin has been used as a selective CYP3A4 inhibitor to pretreat primary hepatocyte cells[2] and in prostate cancer cell lines LNCaP and MDAPCa2b.[3]

Ações bioquímicas/fisiológicas

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).

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H315,H319,H335
• Declarações de precaução: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classificações de perigo: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable