palmitoyl sphingomyelin

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  • Name: palmitoyl sphingomyelin
  • Description: Palmitoyl sphingomyelin is a common form of sphingomyelin. Sphingomyelins are complex membrane lipids composed of phosphorylcholine, sphingosine, and an acylated group, such as a fatty acid. Palmit... oyl sphingomyelin is a form of sphingomyelin containing palmitate (16:0) at the variable acylation position. It is the most common form of sphingomyelin found in eggs and is less abundant in the brain and milk. Palmitoyl sphingomyelin interacts with cholesterol in ordered lipid domains (lipid rafts). Sphingomyelinases remove phosphorylcholine from palmitoyl sphingomyelin to produce C-16 ceramide. While ceramides commonly induce apoptosis, ceramides with different fatty acid chain lengths might direct distinct functions and, in some cases, reduce apoptosis. (HMDB:HMDB0061712)
Overview of age-variations
Age group comparisons
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
27374292 Age [25–35] (median=32), Gender ♀ 1.036796 (mean value of the compound area) LC/MS HILIC serum
27374292 Age [55-65] (median=60), Gender ♀ 0.931483 (mean value of the compound area) LC/MS HILIC serum
27374292 Age [25–35] (median=32), Gender ♂ 1.077625 (mean value of the compound area) LC/MS HILIC serum
27374292 Age [55-64] (median=60), Gender ♂ 0.917901 (mean value of the compound area) LC/MS HILIC serum
Linear regression
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
23838602 Age [17–85], Gender ⚥ 0.021 (β) UHPLC/MS/MS serum and plasma
23838602 Age [17–85], Gender ⚥ 1.9 (β) UHPLC/MS/MS serum and plasma
23838602 Age [17–85], Gender ⚥ 1.54 (β) UHPLC/MS/MS serum and plasma
23838602 Age [17–85], Gender ⚥ 1.38 (β) UHPLC/MS/MS serum and plasma
log2 ratio/log2(FC)
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
Summary
  • Synonym:
    hexadecanoyl sphingomyelin;C16 sphingomyelin
  • Chemical Formula:
    C39H79N2O6P
  • Systematic name:
    [(E,2S,3R)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate; (2-{[(2S,3R,4E)-2-hexadecanamido-3-hydroxyoctadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium; N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine
  • SMILES:
    CCCCCCCCCCCCCCCC(=O)NC(COP(=O)([O-])OCC[N+](C)(C)C)C(C=CCCCCCCCCCCCCC)O
  • InChI:
    InChI=1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1
  • InChI Key:
    RWKUXQNLWDTSLO-GWQJGLRPSA-N
Related resources
Metabolite sources and localization
  • Metabolite location:
    Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Organ, Brain, Tissue, Nervous tissue, Nervous tissue cells, Subcellular level of nervous cells, Axon, Myelin sheath, Cellular (general class), Subcellular, Cell membrane, Endosome, Excreta material, Feces
  • Metabolite source:
    Homo sapiens, endogenous metabolite
Age-variations
Age group comparisons
Method: LC/MS HILIC
Sample: serum
PubMed PMID: 27374292
Linear regression
Method: UHPLC/MS/MS
Sample: serum and plasma
PubMed PMID: 23838602
β = 0.021 (y = βx + α)
p-value < 0.05
Linear regression
Method: UHPLC/MS/MS
Sample: serum and plasma
PubMed PMID: 23838602
β = 1.9 (y = βx + α)
p-value < 0.05
Linear regression
Method: UHPLC/MS/MS
Sample: serum and plasma
PubMed PMID: 23838602
β = 1.54 (y = βx + α)
p-value < 0.05
Linear regression
Method: UHPLC/MS/MS
Sample: serum and plasma
PubMed PMID: 23838602
β = 1.38 (y = βx + α)
p-value < 0.05
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