PC(18:3(9Z,12Z,15Z)/18:1(9Z)) (BioCAD00000022051)

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Metabolite Card

Formula: C44H80NO8P (781.5621)
SMILES: CCCCCCCC\C=C/CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP([O-])(=O)OCC[N+](C)(C)C

Synonyms [en]

PC(18:3(9Z,12Z,15Z)/18:1(9Z)); 1-alpha-linolenoyl-2-oleoyl-sn-glycero-3-phosphocholine; PC(18:3/18:1); Phosphatidylcholine(18:3n3/18:1n9); GPCho(18:3W3/18:1W9); Phosphatidylcholine(18:3/18:1)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

PC(18:3(9Z,12Z,15Z)/18:1(9Z)). 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: BioCAD00000022051). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

PC(18:3(9Z,12Z,15Z)/18:1(9Z)) 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(18:3(9Z,12Z,15Z)/18:1(9Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. 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: 24778989
  • ChEBI: ChEBI:86127
  • HMDB: HMDB0008203
  • HMDB: HMDB08203
  • LipidMaps: LMGP01010955
  • KEGG: C00157
  • RefMet: RM0133658
  • Metlin: METLIN_59649
  • Coconut NaturalProduct: CNP0588243.1
  • Coconut NaturalProduct: CNP0588243.2

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-762 phospholipid desaturation
BioCyc:META_PWY-762 phospholipid desaturation
PlantCyc:SORGHUMBICOLOR_PWY-3561 choline biosynthesis III
PlantCyc:SOY_PWY4FS-4 phosphatidylcholine biosynthesis IV
PlantCyc:SOY_PWY-7416 phospholipid remodeling (phosphatidylcholine, yeast)
PlantCyc:SPENNELLII_TRIGLSYN-PWY diacylglycerol and triacylglycerol biosynthesis
PlantCyc:SPENNELLII_PWY3O-450 phosphatidylcholine biosynthesis I
PlantCyc:SPENNELLII_PWY-6803 phosphatidylcholine acyl editing
PlantCyc:SUGARBEET_PWY-7601 arachidonate biosynthesis IV (8-detaturase, lower eukaryotes)
PlantCyc:SUGARBEET_PWY4FS-4 phosphatidylcholine biosynthesis IV
PlantCyc:SUNFLOWER_PWY4FS-2 phosphatidylcholine biosynthesis II
PlantCyc:ACOERULEA_PWY-3561 choline biosynthesis III
PlantCyc:ACOERULEA_PWY4FS-2 phosphatidylcholine biosynthesis II
PlantCyc:ACOERULEA_PWY-7039 phosphatidate metabolism, as a signaling molecule
PlantCyc:SUNFLOWER_TRIGLSYN-PWY diacylglycerol and triacylglycerol biosynthesis
PlantCyc:ACOERULEA_PWY-6803 phosphatidylcholine acyl editing
PlantCyc:AHALLERI_PWY3O-450 phosphatidylcholine biosynthesis I
PlantCyc:AHALLERI_PWY-6804 diacylglycerol biosynthesis (PUFA enrichment in oilseed)
PlantCyc:AHALLERI_TRIGLSYN-PWY diacylglycerol and triacylglycerol biosynthesis
PlantCyc:SUNFLOWER_PWY-7039 phosphatidate metabolism, as a signaling molecule
View All Pathways