C2389

Cerulenin

from Cephalosporium caerulens, ≥98% (HPLC), powder, de novo phospholipid synthesis inhibitor

• Sinónimos: Helicocerin, (2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide
• Fórmula empírica (notación de Hill): C₁₂H₁₇NO₃
• Número CAS: 17397-89-6
• Peso molecular: 223.27
• NACRES: NA.77
• PubChem Substance ID: 24892323
• UNSPSC Code: 51111800
• EC Number: 241-424-8
• MDL number: MFCD00083595
• Beilstein/REAXYS Number: 4140423
• Assay: ≥98% (HPLC)
• Form: powder

Propiedades

• Nombre del producto: Cerulenin, ≥98% (HPLC), from Cephalosporium caerulens
• biological source: Cephalosporium caerulens
• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: powder
• mp: 93 °C
• solubility: acetone: 19.60-20.40 mg/mL, clear to slightly hazy, colorless to yellow
• antibiotic activity spectrum: fungi
• mode of action: enzyme | inhibits
• storage temp.: −20°C
• SMILES string: C/C=C/C/C=C/CCC([C@@H]1[C@H](C(N)=O)O1)=O
• InChI: 1S/C13H18O3/c1-3-4-5-6-7-8-9-11(15)13-12(16-13)10(2)14/h3-4,6-7,12-13H,5,8-9H2,1-2H3/b4-3+,7-6+/t12-,13+/m0/s1
• InChI key: PTNNGEBMCNMENY-JIVMHGEESA-N
• Gene Information: human ... FASN(2194)

Descripción

General description

Cerulenin, an inhibitor of de novo phospholipid synthesis triggers apoptosis in various wild type p53 and mutant p53 tumor cell lines. This fungal antibiotic also blocks the condensing enzyme involved in fatty acid and polyketide biosynthesis.

Application

Cerulenin has been used:

• as a fatty acid synthase inhibitor to study its effects on aldosterone-induced trained immunity
• as a blocker of fatty acid synthase to study its effects on the replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV2)
• as a supplement in yeast extract–peptone–dextrose/glycerol (YPD/G) agar plates for the isolation of cerulenin-resistant yeast strains

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves