SM 24:1

Info Variations

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Name: SM 24:1
Description: As a major constituent of cell membranes, sphingomyelin is found at particularly high concentrations in the membranes of nerve cells (in the myelin sheaths) and red blood cells. It was previously t... hought to have a purely structural role, similar to the function of phosphatidylcholine, through intermolecular interactions mediated by the 2-amide group, the 3-hydroxy group and the 4,5-trans double bond of the sphingoid base1. However, it is now appreciated that sphingomyelin has a high affinity for cholesterol and that these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts1,2. These membrane microdomains are thought to function as signaling platforms that regulate the localization and interactions of proteins. But sphingomyelin does not just influence signaling as a component of lipid rafts — it is also a precursor to ceramides and other sphingolipid metabolites that comprise the sphingomyelin cycle or sphingolipid network. SM 24:1 showed aging-depedent variations in human serum. (https://avantilipids.com/product/860593, PMID: 23483888)

Linear regression
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample

log2 ratio/log2(FC)
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample

Synonym:

C24:1 sphingomyelin;24:1 SM
Chemical Formula:

C47H93N2O6P
Systematic name:

[(E,2S,3R)-3-hydroxy-2-[[(Z)-tetracos-15-enoyl]amino]octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate
SMILES:

CCCCCCCCCCCCCC=CC(C(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)O
InChI:

InChI=1S/C47H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h20-21,38,40,45-46,50H,6-19,22-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b21-20-,40-38+/t45-,46+/m0/s1
InChI Key:

WKZHECFHXLTOLJ-QYKFWSDSSA-N

Metabolite location:

Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Serum, Tissue
Metabolite source:

Homo sapiens, endogenous metabolite

Age group comparisons

Method: LC-MS/MS

Sample: serum

PMID: 23483888