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c16 ceramide

Names

[ CAS No. ]:
24696-26-2

[ Name ]:
c16 ceramide

[Synonym ]:
C16 CERAMIDE
N-(hexadecanoyl)-sphing-4-enine
N-Palmitoyl-D-sphingosine
N-PALMITOYL-D-SPHINGOSINE
C16-ceramide
N-Palmitoyl-D-erythro-sphingosine
Palmitoyl ceramide
N-Hexadecanoyl-D-sphingosine

Biological Activity

[Description]:

C16-Ceramide is a natural small molecule activating p53 through the direct and selective binding[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Signaling Pathways >> Apoptosis >> MDM-2/p53

[Target]

Human Endogenous Metabolite


[In Vitro]

C16-Ceramide interacts with p53 within its core domain. p53 forms complex with natural C16-Ceramide in the cell[1]. C16-Ceramide (2.5-50 μM; 0-48 h) strongly decreased HCT116 cell viability in a time- and concentration-dependent manner[2]. C16-Ceramide (12 μM; 48 h) induces apoptosis through Btf (Bcl-2-associated transcription factor) in HCT116 cells[2]. C16-ceramide (12 μM; 0-6 h) and Btf expression up-regulate p53 and BAX expression. C16-ceramide down-regulates Mdm2 expression via Btf[2]. Cell Viability Assay[2] Cell Line: HCT116 cells Concentration: 2.5, 5, 10, 12, 20, 50 µM Incubation Time: 0-48 h Result: Strongly decreased cell viability in a time- and concentration-dependent manner. Western Blot Analysis[2] Cell Line: HCT116 cells Concentration: 12 μM Incubation Time: 1, 3 and 6 h Result: Increased PARP cleavage, decreased pro-caspase 3. Decreased the levels of stratifin and stathmin, increased the expression of prohibitin and Btf. RNAi-mediated Btf depletion alsopartially inhibited BAX expression after the treatment. Significantly decreased luciferase activity and Mdm2 protein expression levels.

Chemical & Physical Properties

[ Density]:
0.919g/cm3

[ Boiling Point ]:
675.396ºC at 760 mmHg

[ Melting Point ]:
94-95ºC

[ Molecular Formula ]:
C34H67NO3

[ Molecular Weight ]:
537.90100

[ Flash Point ]:
362.267ºC

[ Exact Mass ]:
537.51200

[ PSA ]:
69.56000

[ LogP ]:
9.95390

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.48

[ Storage condition ]:
−20°C

[ Water Solubility ]:
Soluble in DMF at 0.15mg/ml

MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

[ HS Code ]:
29225000


Related Compounds