860665 | 4E,14Z-Sphingadiene

(2S,3R,4E,14Z)-2-aminooctadec-4,14-diene-1,3-diol


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4E,14Z-Sphingadiene

4E,14Z-Sphingadiene

(2S,3R,4E,14Z)-2-aminooctadec-4,14-diene-1,3-diol

The dienic long-chain base of human plasma sphingomyelins has been identified as d-erythro-1,3-dihydroxy-2-amino-4-trans-14-cis-octadecadiene.  A similar sphingosine has also been detected in plasma sphingomyelins of rat, rabbit and cat.
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C18H35NO2
Percent Composition
C 72.68%, H 11.86%, N 4.71%, O 10.76%
Purity
>99% sphingadiene; contains ~10% (4E,14E) isomer
Stability
1 Year
Storage Temperature
-20°C
CAS Number
25696-03-1
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
297.476
Exact Mass
297.267
Synonyms
Sphinga-4,14-dieneD-erythro-sphinga-4,14-diene
Renkonen, O. and E.L. Hirvisalo. (1969). Structure of plasma sphingadienine. J Lipid Res 10:687-93. [PubMed] Pruett, S.T., A. Bushnev, K. Hagedorn, M. Adiga, C.A. Haynes, M.C. Sullards, D.C. Liotta, and A.H. Merrill Jr. (2008). Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases ("sphingosines") and related amino alcohols. J Lipid Res 49:1621-39. [PubMed]