Structure

Cerulenin

CAS
17397-89-6
Catalog Number
ACM17397896
Category
Inhibitors
Molecular Weight
223.27
Molecular Formula
C12H17NO3

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Specification

Description
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.
Synonyms
2,3-Epoxy-4-oxo-7,10-dodecadienamide
IUPAC Name
(2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide
Canonical SMILES
C/C=C/C/C=C/CCC(=O)[C@@H]1[C@@H](O1)C(=O)N
InChI
GVEZIHKRYBHEFX-NQQPLRFYSA-N
InChI Key
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
Melting Point
93.5 °C
Solubility
Soluble in DMSO (up to 10 mg/ml) or in ethanol (up to 10 mg/ml)
Appearance
Off-white solid
Storage
-20°C, sealed storage, away from moisture*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture).
pKa
15.19±0.40(Predicted)
Shipping
Room temperature
Source
Cephalosporium caeruleus
Stability
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
Storage Temperature
-20 °C
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