219557

Cerulenin, Cephalosporium caerulens

An antifungal antibiotic that inhibits sterol and fatty acid biosynthesis.

• Synonym(s): Cerulenin, Cephalosporium caerulens
• Empirical Formula (Hill Notation): C₁₂H₁₇NO₃
• CAS Number: 17397-89-6
• Molecular Weight: 223.27
• MDL number: MFCD00083595
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white to off-white
• solubility: DMSO: 10 mg/mL; ethanol: 5 mg/mL; acetone: soluble
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3,5-6,10-11H,4,7-8H2,1H3,(H2,13,15)/b3-2+,6-5+/t10-,11-/m1/s1
• InChI key: GVEZIHKRYBHEFX-NQQPLRFYSA-N

Description

General description

An anti-fungal antibiotic that inhibits fatty acid biosynthesis by binding, in equimolar ratio, to β-keto-acyl-ACP synthase. Also inhibits sterol synthesis by blocking the activity of HMG-CoA synthetase activity. Systemic and intracerebroventricular of this compound reduces feeding and induces weight loss.

An antifungal antibiotic that inhibits sterol and fatty acid biosynthesis. In fatty acid synthesis, reported to bind in equimolar ratio to β-keto-acyl-ACP synthase. In sterol synthesis, inhibits HMG-CoA synthetase activity. Also shown to inhibit feeding and induce dramatic weight loss in mice.

Biochem/physiol Actions

Primary Target
sterol & fatty acid biosynthesis

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Other Notes

Loftus, T.M., et al. 2000. Science288, 2379.
Inokashi, J., et al. 1994. Mol. Gen. Genet. 244, 90.
Schneider, F., et al. 1993. Biochim. Biophys. Acta 1152, 243.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable