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CAS 58909-84-5

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N-Stearoylsphingomyelin

Description:
N-Stearoylsphingomyelin is a type of sphingolipid, which is a class of lipids characterized by a backbone of sphingoid bases. This particular compound features a stearoyl fatty acid chain, contributing to its hydrophobic properties, while the sphingomyelin structure includes a phosphocholine head group, which imparts amphiphilic characteristics. N-Stearoylsphingomyelin is primarily found in biological membranes, particularly in the myelin sheath surrounding nerve cells, where it plays a crucial role in membrane stability and signaling. Its unique structure allows it to participate in the formation of lipid rafts, which are microdomains within membranes that facilitate protein interactions and cellular signaling. Additionally, this compound is of interest in pharmaceutical and biomedical research due to its potential applications in drug delivery systems and as a biomarker in various diseases. The compound is typically characterized by its solubility in organic solvents and limited solubility in water, reflecting its lipid nature. Overall, N-Stearoylsphingomyelin is significant in both biological functions and potential therapeutic applications.
Formula:C41H83N2O6P
InChI:InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1
InChI key:InChIKey=LKQLRGMMMAHREN-YJFXYUILSA-N
SMILES:[C@H](NC(CCCCCCCCCCCCCCCCC)=O)(COP(OCC[N+](C)(C)C)(=O)[O-])[C@@H](/C=C/CCCCCCCCCCCCC)O
Synonyms:
  • (2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate
  • 2,3-(N-Steroylsphingosyl)-1-phosphocholine
  • 2,3-Sppc
  • 3,5-Dioxa-8-aza-4-phosphahexacosan-1-aminium, 4-hydroxy-7-(1-hydroxy-2-hexadecenyl)-N,N,N-trimethyl-9-oxo-, hydroxide, inner salt, 4-oxide, (R-(R*,S*-(E)))-
  • 3,5-Dioxa-8-aza-4-phosphahexacosan-1-aminium, 4-hydroxy-7-(1-hydroxy-2-hexadecenyl)-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, [R-[R*,S*-(E)]]-
  • 3,5-Dioxa-8-aza-4-phosphahexacosan-1-aminium, 4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecen-1-yl]-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7S)-
  • 3,5-Dioxa-8-aza-4-phosphahexacosan-1-aminium, 4-hydroxy-7-[(1R,2E)-1-hydroxy-2-hexadecenyl]-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7S)-
  • C<sub>18</sub>-Sphingomyelin
  • N-Stearoyl-<span class="text-smallcaps">D</span>-erythro-sphingosylphosphorylcholine
  • N-Stearoylsphingomyelin
  • See more synonyms
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