Cerulenin (synthetic) CAS: 17397-89-6
MF: C12H17NO3
MW: 223.27
An antibiotic fatty acid synthase (FAS) inhibitor.

Cerulenin (synthetic) (CAS 17397-89-6)

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同义词: 2,3-Epoxy-4-oxo-7,10-dodecadienamide
应用; An antibiotic fatty acid synthase (FAS) inhibitor
CAS号码: 17397-89-6
纯度: ≥98%
分子量: 223.27
分子式: C12H17NO3
* 参考分析证明 大量特定数据 (包括水 含量).
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Cerulenin is an antibiotic and antifungal agent originally isolated from Cephalosporium caerulens. This product is synthetically derived. The compound acts as a potent and specific Fatty Acid Synthase (FAS) inhibitor and has been shown to block the synthesis of stearoyl-CoA and eicosanoyl-CoA fatty acids in microsomes. Cerulenin binds covalently to the active center cysteine of the condensing enzyme domain and inhibits the FAS. Leptin and Cerulenin have both been reported to affect the rate of metabolism in mice independent of the melanocortin system, with the difference being that cerulenin does not inhibit the neuroendocrine effects of fasting in mice. Mitochondrial investigations indicate that cerulenin induces apoptosis in a caspase-dependent manner in A-375 cells.


参考文献

1. Schneider, F., et al. 1993. Biochim. Biophys. Acta. 1152: 243-252. PMID: 8218325
2. Inokoshi, J., et al. 1994. Mol. Gen. Genet. 244: 90-96. PMID: 8041367
3. Makimura, H., et al. 2001. Diabetes. 50: 733-739. PMID: 11289036
4. Heiligtag, S.J., et al. 2002. Cell Death Differ. 9: 1017-1025. PMID: 12181752
5. Ho, T.S., et al. 2007. Biomed. Pharmacother. 61: 578-587. PMID: 17904792
6. Murata, S., et al. 2010. Cancer Sci. 101: 1861-1865. PMID: 20491775

物理状态 :
Solid
溶解度 :
Soluble in ethanol (~20 mg/ml), benzene, 1:6 DMF:PBS (~0.2 mg/ml), DMSO (~25 mg/ml), DMF (~30 mg/ml), dichloromethane (5 mg/ml), and acetone.
保存 :
Store at -20° C
熔点 :
93° C
沸点 :
~456.1° C at 760 mmHg (Predicted)
密度 :
~1.1 g/cm3 (Predicted)
折射率 :
n20D 1.53
IC50 :
β-keto-acyl-ACP synthase: IC50 = 1.5 µM
仅供科研使用。不可用于诊断或治疗。
德国水公害等级 :
3
RTECS :
JR1670000
PubChem CID :
5352018
默克索引 :
14: 2004
MDL 号码 :
MFCD00077686
EC号码 :
241-424-8
Beilstein 注册 :
4140423
SMILES :
C/C=C/C/C=C/CCC(=O)C1C(O1)C(=O)N

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PMID: # 11104732  Campos, SS. et al. 2018. Am. J. Respir. Cell Mol. Biol. 23: 788-93.

PMID: # 28775317  Sun, W. et al. 2017. Sci Rep. 7: 7190.

PMID: # 25815810  Ayllón, N. et al. 2015. PLoS Genet. 11: e1005120.

PMID: # 22365411  Kim, Y. et al. 2012. Eur J Med Chem. 50: 311-8.

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