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Cerulenin

SIGMA/C2389 - ≥98% (HPLC), from Cephalosporium caerulens

Synonym: Helicocerin; (2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide

CAS Number: 17397-89-6
Empirical Formula (Hill Notation): C12H17NO3
Molecular Weight: 223.27
EC Number: 241-424-8
MDL Number: MFCD00083595
Linear Formula: C12H17NO3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-C2389-5MG 5 mg
$164.00
1/EA
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45-C2389-10MG 10 mg
$361.00
1/EA
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45-C2389-50MG 50 mg
$1250.00
1/EA
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antibiotic activity spectrum fungi
assay ≥98% (HPLC)
biological source Cephalosporium caerulens
form powder
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
mode of action enzyme | inhibits
mp 93 °C
Quality Level 200 
SMILES string C/C=C/C/C=C/CCC([C@@H]1[C@H](C(N)=O)O1)=O
solubility acetone: 19.60-20.40 mg/mL, clear to slightly hazy, colorless to yellow
storage temp. −20°C
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
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.
Packaging: 5, 10, 50 mg in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
mp 93 °C
Storage Temp. −20°C
UNSPSC 51111800

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