Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:51:47 UTC
Update Date2024-04-30 19:33:23 UTC
Metabolite IDMMDBc0000643
Metabolite Identification
Common NameLysoPE(18:2(9Z,12Z)/0:0)
DescriptionLysoPE(18:2(9Z,12Z)/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.
Structure
Synonyms
ValueSource
(9Z,12Z-Octadecadienoyl)-lysophosphatidylethanolamineChEBI
1-(9Z,12Z-Octadecadienoyl)-glycero-3-phosphoethanolamineChEBI
1-Linoleoyl-2-hydroxy-sn-glycero-3-phosphoethanolamineChEBI
Lyso-pe(18:2n6/0:0)ChEBI
LysoPE(18:2W6/0:0)ChEBI
PE(18:2(9Z,12Z)/0:0)ChEBI
LPE(18:2)HMDB
LPE(18:2/0:0)HMDB
Lyso-pe(18:2)HMDB
Lysophosphatidylethanolamine(18:2/0:0)HMDB
Lysophosphatidylethanolamine(18:2)HMDB
Lyso-pe(18:2/0:0)HMDB
LysoPE(18:2)HMDB
1-(9Z,12Z-Octadecadienoyl)-2-hydroxy-sn-glycero-3-phosphoethanolamineHMDB
LysoPE(18:2/0:0)HMDB
LPE(18:2n6/0:0)HMDB
LPE(18:2W6/0:0)HMDB
Lyso-pe(18:2W6/0:0)HMDB
LysoPE(18:2n6/0:0)HMDB
Lysophosphatidylethanolamine(18:2n6/0:0)HMDB
Lysophosphatidylethanolamine(18:2W6/0:0)HMDB
1-Linoleoyl-gpeHMDB
1-Linoleoyl-lysophosphatidylethanolamineHMDB
1-Linoleoyl-sn-glycero-3-phosphoethanolamineHMDB
GPE(18:2(9Z,12Z))HMDB
GPE(18:2(9Z,12Z)/0:0)HMDB
GPE(18:2)HMDB
GPE(18:2n6)HMDB
GPE(18:2n6/0:0)HMDB
GPE(18:2W6)HMDB
GPE(18:2W6/0:0)HMDB
LPE(18:2(9Z,12Z))HMDB
LPE(18:2(9Z,12Z)/0:0)HMDB
LPE(18:2n6)HMDB
LPE(18:2W6)HMDB
LysoPE(18:2(9Z,12Z))HMDB
LysoPE(18:2n6)HMDB
LysoPE(18:2W6)HMDB
Lysophosphatidylethanolamine(18:2(9Z,12Z))HMDB
Lysophosphatidylethanolamine(18:2(9Z,12Z)/0:0)HMDB
Lysophosphatidylethanolamine(18:2n6)HMDB
Lysophosphatidylethanolamine(18:2W6)HMDB
LysoPE(18:2(9Z,12Z)/0:0)Lipid Annotator, ChEBI
Molecular FormulaC23H44NO7P
Average Mass477.5717
Monoisotopic Mass477.285539279
IUPAC Name(2-aminoethoxy)[(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COP(O)(=O)OCCN
InChI Identifier
InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h6-7,9-10,22,25H,2-5,8,11-21,24H2,1H3,(H,27,28)/b7-6-,10-9-/t22-/m1/s1
InChI KeyDBHKHNGBVGWQJE-USWSLJGRSA-N