PC(14:0/20:3(8Z,11Z,14Z)) (BioCAD00000021752)

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Metabolite Card

Formula: C42H78NO8P (755.5465)
SMILES: CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC

Synonyms [en]

PC(14:0/20:3(8Z,11Z,14Z)); 1-Myristoyl-2-homo-g-linolenoyl-sn-glycero-3-phosphocholine; Lecithin; PC(34:3); (2-{[(2R)-2-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]-3-(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium; Gpcho(14:0/20:3n6)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

PC(14:0/20:3(8Z,11Z,14Z)). 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000021752). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

PC(14:0/20:3(8Z,11Z,14Z)) 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 diacylglycerols, 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(14:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. 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.

Entity Information

DBLinks

Other DBLinks
  • PubChem: 52922230
  • ChEBI: ChEBI:89513
  • HMDB: HMDB0007882
  • HMDB: HMDB07882
  • LipidMaps: LMGP01011374
  • KEGG: C00157
  • BioCyc: PHOSPHATIDYLCHOLINE
  • Wikipedia: Lecithin
  • Metlin: METLIN_59332
  • Coconut NaturalProduct: CNP0494040.1
  • Coconut NaturalProduct: CNP0494040.2

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0080446 Phosphatidylcholine Biosynthesis PC(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0014232 Phosphatidylcholine Biosynthesis PC(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0015072 Phosphatidylethanolamine Biosynthesis PE(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0071299 Phosphatidylethanolamine Biosynthesis PE(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0086747 Phosphatidylcholine Biosynthesis PC(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0069995 Phosphatidylcholine Biosynthesis PC(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0082249 Phosphatidylethanolamine Biosynthesis PE(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0087475 Phosphatidylethanolamine Biosynthesis PE(14:0/20:3(8Z,11Z,14Z))
PathBank:SMP0100135 PathBank:SMP0100135
View All Pathways