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化合物简介

Cerulenin is an antifungal antibiotic that inhibits fatty acid and steroid biosynthesis. In fatty acid synthesis, it has been reported to bind in equimolar ratio to b-keto-acyl-ACP synthase, one of the seven moieties of fatty acid synthase, blocking the interaction of malonyl-CoA. It also has the related activity of stimulating fatty acid oxidation through the activation of CPT1, another enzyme normally inhibited by malonyl-CoA. Inhibition involves covalent thioacylation that permanently inactivates the enzymes. These two behaviors may increase the availability of energy in the form of ATP, perhaps sensed by AMPK, in the hypothalamus.

基本信息

CAS:17397-89-6
中文别名:天蓝菌素;变蓝菌素;2,3-环氧-4-氧-7,10-十二碳二烯酰胺;
英文别名:2,3-Epoxy-4-oxo-7,10-dodecadienamide;3S)-2,3-epoxy-4-oxo-7,10-trans;Helicocerin;caerulein A;(2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide;trans-dodecadienamide);7,10-Dodecadienamide, 2,3-epoxy-4-oxo-, (2R,3S)-;
分子式:C12H17NO3
分子量:223.268
精确质量:223.121
Psa:72.69
Logp:1.8111

编号系统

PubChem号:24892323
EINECS号:241-424-8
RTECS号:JR1670000
MDL号:MFCD00077686
BRN号:4140423

物化性质

外观与性状:白色至灰白色粉末
密度:1.134 g/cm3
沸点:456.1ºC at 760 mmHg
熔点:93.5℃
闪点:241.1ºC
折射率:1.529
可溶性:acetone: 20 mg/mL, clear, colorless to yellow
储存条件:-20ºC
蒸汽压:1.66E-08mmHg at 25°C

安全信息

危险类别码:R22
危险品标志:Xn

生产方法及用途

合成路线

上游原料

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图谱

Predict 1H proton NMR


13C NMR : Predict


1H NMR : Predict


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