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Merck
CN

22450

Cerulenin

≥95% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H17NO3
CAS Number:
Molecular Weight:
223.27
EC Number:
241-424-8
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
4140423
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assay

≥95% (TLC)

impurities

≤1% water

solubility

acetone: 20 mg/mL, clear, 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

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General description

Chemical structure: fatty acid derivative

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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K Moelling et al.
FEBS letters, 261(2), 373-377 (1990-02-26)
Retroviruses encode proteinases necessary for the proteolytic processing of the viral gag and gag-pol precursor proteins. These enzymes have been shown to be structurally and functionally related to aspartyl proteinases such as pepsin and renin. Cerulenin is a naturally occurring
Maximilian Schütter et al.
Cell, 180(1), 135-149 (2019-12-31)
Autophagy is a conserved catabolic homeostasis process central for cellular and organismal health. During autophagy, small single-membrane phagophores rapidly expand into large double-membrane autophagosomes to encapsulate diverse cargoes for degradation. It is thought that autophagic membranes are mainly derived from
Laura R Parisi et al.
Cell chemical biology, 24(12), 1445-1454 (2017-10-17)
Necroptosis is a form of regulated cell death that is linked to various human diseases. Distinct membrane-related, thus lipid-dependent, alterations take place during necroptosis. However, little is known about the roles of specific lipids in this process. We used an

Global Trade Item Number

SKUGTIN
649740-1G04061832731681
649740-5G04061832731698

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