Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-07-07 21:02:46 UTC
Update Date2022-08-27 02:50:43 UTC
MiMeDB IDMMDBc0056402
Metabolite Identification
Common NamePE(18:2(9Z,12Z)/18:2(9Z,12Z))
DescriptionPE(18:2(9Z,12Z)/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(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are 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.
Structure
Synonyms
ValueSource
1,2-Di-linoleoyl-sn-glycero-3-phosphoethanolamineChEBI
GPEtn(18:2/18:2)ChEBI
GPEtn(18:2n6/18:2n6)ChEBI
GPEtn(18:2W6/18:2W6)ChEBI
PE(18:2/18:2)ChEBI
Phophatidylethanolamine(18:2/18:2)ChEBI
Phophatidylethanolamine(18:2n6/18:2n6)ChEBI
Phophatidylethanolamine(18:2W6/18:2W6)ChEBI
Phophatidylethanolamine(36:4)HMDB
GPEtn(36:4)HMDB
PE(36:4)HMDB
1,2-Dilinoleoyl-rac-glycero-3-phosphoethanolamineHMDB
1,2-Di(9Z,12Z-octadecadienoyl)-rac-glycero-3-phosphoethanolamineHMDB
1,2-Dilinoleoyl-gpeHMDB
PE(18:2(9Z,12Z)/18:2(9Z,12Z))Lipid Annotator
Chemical FormulaC41H74NO8P
Average Molecular Weight740.0019
Monoisotopic Molecular Weight739.515204861
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
InChI=1S/C41H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,39H,3-10,15-16,21-38,42H2,1-2H3,(H,45,46)/b13-11-,14-12-,19-17-,20-18-/t39-/m1/s1
InChI KeySSCDRSKJTAQNNB-DWEQTYCFSA-N