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Merck

C2389

Sigma-Aldrich

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

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5 MG
$127.000
10 MG
$282.000
50 MG
$974.000

$127.000


Fecha estimada de envío25 de abril de 2025


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5 MG
$127.000
10 MG
$282.000
50 MG
$974.000

About This Item

Fórmula empírica (notación de Hill):
C12H17NO3
Número de CAS:
Peso molecular:
223.27
Beilstein:
4140423
Número CE:
Número MDL:
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
NACRES:
NA.77

$127.000


Fecha estimada de envío25 de abril de 2025


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Nombre del producto

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

origen biológico

Cephalosporium caerulens

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

mp

93 °C

solubilidad

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

espectro de actividad antibiótica

fungi

Modo de acción

enzyme | inhibits

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

PTNNGEBMCNMENY-JIVMHGEESA-N

Información sobre el gen

human ... FASN(2194)

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Descripción general

Cerulenin, an inhibitor of de novo phospholipid synthesis[1] triggers apoptosis in various wild type p53 and mutant p53 tumor cell lines.[2] This fungal antibiotic also blocks the condensing enzyme involved in fatty acid and polyketide biosynthesis.[3]

Aplicación

Cerulenin has been used:

  • as a fatty acid synthase inhibitor to study its effects on aldosterone-induced trained immunity[4]
  • as a blocker of fatty acid synthase to study its effects on the replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV2)[5]
  • as a supplement in yeast extract–peptone–dextrose/glycerol (YPD/G) agar plates for the isolation of cerulenin-resistant yeast strains[6]

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Jennifer W Lou et al.
Scientific reports, 9(1), 12987-12987 (2019-09-12)
During fatty acid biosynthesis, acyl carrier proteins (ACPs) from type I fungal fatty acid synthase (FAS) shuttle substrates and intermediates within a reaction chamber that hosts multiple spatially-fixed catalytic centers. A major challenge in understanding the mechanism of ACP-mediated substrate
Su Gao et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 301(1), R209-R217 (2011-04-22)
Hypothalamic fatty acid metabolism is involved in central nervous system controls of feeding and energy balance. Malonyl-CoA, an intermediate of fatty acid biosynthesis, is emerging as a significant player in these processes. Notably, hypothalamic malonyl-CoA has been implicated in leptin's
Darren C J Wong et al.
Frontiers in plant science, 9, 839-839 (2018-07-05)
Hundreds of orchid species secure pollination by sexually luring specific male insects as pollinators by chemical and morphological mimicry. Yet, the biochemical pathways involved in the synthesis of the insect sex pheromone-mimicking volatiles in these sexually deceptive plants remain poorly
Biosynthesis of Enediyne Antibiotics
Iwasaki S
Chemistry & Biology (1999)
Nepovirus
Sanfacon H, et al.
Encyclopedia of Virology (2008)

Artículos

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Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

Discover Bioactive Small Molecules for Lipid Signaling Research

Questions

  1. HOW LONG IS CERULENIN STABLE FOR WHEN DISSOLVED IN ACETONE?

    1 answer
    1. The solution stability of this product has not been determined. However, an identical product, 219557, notes that solutions prepared in organic solvents, such as acetone, may be stored protected from light at -20°C for up to 3 months. It is recommended that aqueous solutions not be stored for more than 1 day.

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