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C2389

Sigma-Aldrich

Cerulenin

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H17NO3
Numéro CAS:
17397-89-6
Poids moléculaire :
223.27
Numéro Beilstein :
4140423
Numéro CE :
241-424-8
Numéro MDL:
MFCD00083595
Code UNSPSC :
51111800
ID de substance PubChem :
24892323
Nomenclature NACRES :
NA.77

product name

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

Source biologique

Cephalosporium caerulens

Niveau de qualité

200

Pureté

≥98% (HPLC)

Forme

powder

Pf

93 °C

Solubilité

acetone: 19.60-20.40 mg/mL, clear to slightly hazy, colorless to yellow

Spectre d'activité de l'antibiotique

fungi

Mode d’action

enzyme | inhibits

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

PTNNGEBMCNMENY-JIVMHGEESA-N

Informations sur le gène

human ... FASN(2194)

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Description générale

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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