Identification | Back Directory | [Name]
C14 CERAMIDE | [CAS]
34435-05-7 | [Synonyms]
C14 CERAMIDE C24 CERAMIDE CERAMIDE C14 14:0 CERAMIDE TETRACOSENAMIDE LIGNOCERIC CERAMIDE C24-D-ERYTHRO-CERAMIDE N-Lignoceroylsphingosine N-MYRISTOYL-D-SPHINGOSINE C14-D-ERYTHRO-SPHINGOSINE N-TETRACOSANOYLSPHINGOSINE N-MYRISTOYL-D-ERYTHRO-SPHINGOSINE N-TETRACOSANOYL-D-ERYTHRO-SPHINGOSINE N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-Tetracosanamide | [Molecular Formula]
C32H63NO3 | [MDL Number]
MFCD01320386 | [MOL File]
34435-05-7.mol | [Molecular Weight]
509.85 |
Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
94-96 | [Boiling point ]
750.0±60.0 °C(Predicted) | [density ]
0.906±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Sparingly) | [form ]
Solid | [pka]
13.54±0.20(Predicted) | [color ]
White to Off-White |
Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
Production of ceramide occurs upon hydrolysis of sphingomyelin by a specific isoform of phospholipase C, appropriately named sphingomyelinase | [Description]
Production of ceramide occurs upon hydrolysis of sphingomyelin by a specific isoform of PLC, appropriately named sphingomyelinase. C24 Ceramide (d18:1/24:0) is one of the most abundant naturally occurring ceramides. Ceramides mediate many diverse biological activities, as has been demonstrated in studies utilizing cell-permeable ceramide analogs. A few of the processes regulated by ceramides include apoptosis, cell differentiation, proliferation of smooth muscle cells, and inhibition of the mitochondrial respiratory chain. | [Definition]
ChEBI: N-tetracosanoylsphingosine is a N-acylsphingosine in which the ceramide N-acyl group is specified as tetracosanoyl. It has a role as a mouse metabolite. It is a N-acylsphingosine, a Cer(d42:1) and a N-(very-long-chain fatty acyl)-sphingoid base. It is functionally related to a tetracosanoic acid. | [References]
[1] MING GU . Ceramide Profiling of Complex Lipid Mixtures by Electrospray Ionization Mass Spectrometry[J]. Analytical biochemistry, 1997, 244 2: Pages 347-356. DOI: 10.1006/abio.1996.9915 [2] R B CLAYTON. Stimulation of erythroblast maturation in vitro by sphingolipids.[J]. Journal of Lipid Research, 1974, 15 6: 557-562.
[3] W KRIVIT S H. Identification and quantitation of free ceramides in human platelets.[J]. Journal of Lipid Research, 1972, 13 4: 525-530.
[4] TESTI R. Sphingomyelin breakdown and cell fate[J]. Trends in Biochemical Sciences, 1996, 21 12: Pages 468-471. DOI: 10.1016/s0968-0004(96)10056-6 [5] N AUGé. The sphingomyelin-ceramide signaling pathway is involved in oxidized low density lipoprotein-induced cell proliferation.[J]. The Journal of Biological Chemistry, 1996, 271 32: 19251-19255. DOI: 10.1074/jbc.271.32.19251 [6] T I GUDZ C L H K Y Tserng. Direct inhibition of mitochondrial respiratory chain complex III by cell-permeable ceramide.[J]. The Journal of Biological Chemistry, 1997, 272 39: 24154-24158. DOI: 10.1074/jbc.272.39.24154 |
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