phosphatidylcholine acyl-alkyl C42:4

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  • Name: phosphatidylcholine acyl-alkyl C42:4
  • Description: PC(22:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diac... ylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. (HMDB0008543)
Overview of age-variations
Age group comparisons
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
Linear regression
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
22834969 Age 54.1 ± 13.1, Gender ♀ -6.44 (β) FIA-MS/MS serum
log2 ratio/log2(FC)
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
Summary
  • Synonym:
    Phosphatidylcholine (22:0/20:4(8Z,11Z,14Z,17Z));PC(o-22:0/20:4(8Z,11Z,14Z,17Z)); Phosphatidylcholine(22:0/20:4); PC ae C42:4; GPCho(22:0/20:4); PC(O-42:4)
  • Chemical Formula:
    C50H94NO7P
  • Exact Mass g/mol:
    865.6561000
  • Systematic name:
    [(2R)-3-docosanoyloxy-2-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
  • SMILES:
    CCCCCCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
  • InChI:
    InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,29,31,48H,6-8,10,12-14,16,18-20,22,24-28,30,32-47H2,1-5H3/b11-9-,17-15-,23-21-,31-29-/t48-/m1/s1
  • InChI Key:
    BUDCKLMBPWXPIS-BVGFWLPASA-N
Related resources
Metabolite sources and localization
  • Metabolite location:
    Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Serum, Urine, Tissue, Excreta material, Feces
  • Metabolite source:
    Homo sapiens, endogenous metabolite
Age-variations
Linear regression
Method: FIA-MS/MS
Sample: serum
PubMed PMID: 22834969
β = -6.44 (y = βx + α)
p-value < 0.05
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