[CAS NO. 17397-89-6] Cerulenin
PRODUCTS SPECIFICATIONS [17397-89-6]
DESCRIPTION [17397-89-6]
Overview
| MDL | MFCD00083595 |
|---|---|
| Molecular Weight | 223.27 |
| Molecular Formula | C12H17NO3 |
| SMILES | O=C([C@@H]1O[C@@H]1C(CC/C=C/C/C=C/C)=O)N |
5 Publications Citing Use of MCE
Summary
Cerulenin, a potent, natural inhibitor of fatty acid synthase ( FASN ), is an epoxide produced by the fungus Cephalosporium caeruleus . Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis . Cerulenin has antifungal and antitumor activies [1] [2] [3] [4] .
IC50 & Target
Fatty acid synthase (FASN) [1]
In Vitro
Cerulenin covalently binds to the catalytic site of FAS and disrupts the condensation reaction of acetyl-COA and malonyl-COA, inhibiting the biosynthesis of fatty acids and sterols in yeast. The Flavonoids quercetin and trans-Chalcone are effective against T. rubrum , with MICs of 125 and 7.5 μg/mL for the wild-type strain (MYA3108) and of 63 and 1.9 μg/mL for the ABC transporter mutant strain (Δ TruMDR2 ), respectively. The MICs of the Fluconazole and Cerulenin controls are 63 and 125 μg/mL for the wild-type strain and 30 and 15 μg/mL for the mutant strain, respectively [1] . To explore the underlying mechanism of Steroidogenic acute regulatory protein (StAR)’s protective effect on endothelial dysfunction model, the inhibitor of fatty acid synthase and HMG-CoA reductase, Cerulenin (5 μg/mL) and Lovastatin, are used before palmitic acid (PA) added. The mRNA expression of IL-1β, TNFα, VCAM-1 and IL-6 are reduced while NO production is recovered with inhibitor treatment [2] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Cerulenin treatment of ob/ob mice has obvious effects on body weight. With 2 days of treatment, body weight in treated mice is decreased compared to a 5.7% weight gain in the controls. With prolonged (7 days) treatment, no body weight loss is observed, but body weight gain is slowed. In all groups, 60 mg/kg of Cerulenin is more effective than 30 mg/kg in inhibiting weight gain. If given daily or every other day, ATP content are increased 58.1% and 61.5% respectively by 7-day treatment of 60 mg/kg Cerulenin. Significant ATP elevation is also observed with only 2 days of treatment with 60 mg/kg Cerulenin. In contrast, 30 mg/kg Cerulenin, given either 2 or 7 days, does not show any significant effect on cellular ATP content [3] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Source
Cephalosporium caeruleus
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvent & Solubility
DMSO : 100 mg/mL ( 447.89 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 4.4789 mL | 22.3944 mL | 44.7888 mL |
| 5 mM | 0.8958 mL | 4.4789 mL | 8.9578 mL |
| 10 mM | 0.4479 mL | 2.2394 mL | 4.4789 mL |
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Add each solvent one by one: 10% DMSO >> 90% corn oil
Solubility: ≥ 2.5 mg/mL (11.20 mM); Clear solution
References
- [1] Bitencourt TA, et al. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229.
- [2] Tian D, et al. Overexpression of steroidogenic acute regulatory protein in rat aortic endothelial cells attenuates palmitic acid-induced inflammation and reduction in nitric oxide bioavailability. Cardiovasc Diabetol. 2012 Nov 21;11:144.
- [3] Cheng G, et al. Cerulenin blockade of fatty acid synthase reverses hepatic steatosis in ob/ob mice. PLoS One. 2013 Sep 27;8(9):e75980.
- [4] Jeong NY, et al. Fatty acid synthase inhibitor cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Apoptosis. 2013;18(2):226-237.
Synonyms
