PE(18:1(9Z)/18:2(9Z,12Z)) (BioCAD00000022852)

all tissues brain placenta

Metabolite Card

Formula: C41H76NO8P (741.5308)
SMILES: [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC

Synonyms [en]

PE(18:1(9Z)/18:2(9Z,12Z)); 1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine; Phophatidylethanolamine(18:1/18:2); GPEtn(18:1n9/18:2n6); GPEtn(18:1W9/18:2W6); PE(18:1/18:2)

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

PE(18:1(9Z)/18:2(9Z,12Z)). 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: BioCAD00000022852). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

PE(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines 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. PE(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed 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. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1188-56-3
  • PubChem: 9546753
  • ChEBI: ChEBI:74977
  • ChEBI: ChEBI:84543
  • HMDB: HMDB0009060
  • LipidMaps: LMGP02010048
  • BioCyc: CPD-8293
  • RefMet: RM0133808
  • Metlin: METLIN_40447
  • Coconut NaturalProduct: CNP0137161.1

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:37504 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA => 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + CoA
Rhea:RHEA:37505 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + CoA => 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA
Rhea:RHEA:37506 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z,12Z)-octadecadienoyl-CoA <=> 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + CoA
Rhea:RHEA:44257 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol => 1,2-di-(9Z)-octadecenoyl-3-(9Z,12Z)-octadecadienoyl-sn-glycerol + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
Rhea:RHEA:44258 1,2-di-(9Z)-octadecenoyl-3-(9Z,12Z)-octadecadienoyl-sn-glycerol + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine => 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol
Rhea:RHEA:44259 1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycerol <=> 1,2-di-(9Z)-octadecenoyl-3-(9Z,12Z)-octadecadienoyl-sn-glycerol + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
View More
Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0071745 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0071468 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0080613 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0086922 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0014427 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0063843 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0100330 PathBank:SMP0100330
PathBank:SMP0070165 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0082417 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0087663 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0015266 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:2(9Z,12Z))
PathBank:SMP0100211 PathBank:SMP0100211
View All Pathways