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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Alternate Names: 2,3-Epoxy-4-oxo-7,10-dodecadienamide
Application: Cerulenin (synthetic) is an antibiotic fatty acid synthase (FAS) inhibitor
CAS Number: 17397-89-6
Purity: ≥98%
Molecular Weight: 223.27
Molecular Formula: C12H17NO3
仅供科研使用。不可用于诊断或治疗。
* 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

Physical State :
Solid
Solubility :
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.
Storage :
Store at -20° C
Melting Point :
93° C
Boiling Point :
~456.1° C at 760 mmHg (Predicted)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
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。
WGK Germany :
3
RTECS :
JR1670000
PubChem CID :
5352018
Merck Index :
14: 2004
MDL Number :
MFCD00077686
EC Number :
241-424-8
Beilstein Registry :
4140423
SMILES :
C/C=C/C/C=C/CCC(=O)C1C(O1)C(=O)N

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Citations 1 to 4 of 4 total

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.

Citations 1 to 4 of 4 total
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