Key Documents

View All Documentation

C2389

Cerulenin

Name: Cerulenin
Brand: SIGMA

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

Synonym(s):

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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₇NO₃

CAS Number:

17397-89-6

Molecular Weight:

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

Quality level:

200

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

Cerulenin, ≥98% (HPLC), from Cephalosporium caerulens

biological source

Cephalosporium caerulens

Quality Level

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)

Description

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