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34435-05-7

34435-05-7 Structure

34435-05-7 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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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