CHEBI:83058 - 1-linoleoyl-sn-glycero-3-phosphoethanolamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 1-linoleoyl-sn-glycero-3-phosphoethanolamine
ChEBI ID CHEBI:83058
ChEBI ASCII Name 1-linoleoyl-sn-glycero-3-phosphoethanolamine
Definition A 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as linoleoyl.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter MetaboLights
Secondary ChEBI IDs CHEBI:183856
Supplier Information
Download Molfile XML SDF
Formula C23H44NO7P
Net Charge 0
Average Mass 477.579
Monoisotopic Mass 477.28554
InChI 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
InChIKey DBHKHNGBVGWQJE-USWSLJGRSA-N
SMILES CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: PubMed
Homo sapiens (NCBI:txid9606) See: MetaboLights Study
Ovis aries (NCBI:txid9940) See: MetaboLights Study
Mus musculus (NCBI:txid10090) Found in small intestine (BTO:0000651). of strain C57BL/6 Mouse See: MetaboLights Study
Nippostrongylus brasiliensis (NCBI:txid27835) Found in whole organism (UBERON:0000468). See: MetaboLights Study
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via lysophosphatidylethanolamine 18:2 )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via lysophosphatidylethanolamine (18:2/0:0) )
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via 1-acyl-sn-glycero-3-phosphoethanolamine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058) has functional parent linoleic acid (CHEBI:17351)
1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058) has role human metabolite (CHEBI:77746)
1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058) is a lysophosphatidylethanolamine (18:2/0:0) (CHEBI:131744)
1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058) is tautomer of 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732)
Incoming 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:133732) is tautomer of 1-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83058)
IUPAC Name
(2R)-3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
Synonyms Sources
(2R)-3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl (9Z,12Z)-9,12-octadecadienoate ChEBI
(9Z,12Z-octadecadienoyl)-lysophosphatidylethanolamine HMDB
1-(9Z,12Z-octadecadienoyl)-2-hydroxy-sn-glycero-3-phosphoethanolamine ChEBI
1-(9Z,12Z-octadecadienoyl)-glycero-3-phosphoethanolamine LIPID MAPS
1-Linoleoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine HMDB
1-linoleoyl-GPE ChEBI
1-linoleoyl-GPE (18:2) ChEBI
LPE(18:2(9Z,12Z)/0:0) LIPID MAPS
Lyso-PE(18:2n6/0:0) HMDB
LysoPE(18:2(9Z,12Z)/0:0) HMDB
LysoPE(18:2w6/0:0) HMDB
lysophosphatidylethanolamine (18:2(9Z,12Z)) ChEBI
PE(18:2(9Z,12Z)) ChEBI
PE(18:2(9Z,12Z)/0:0) LIPID MAPS
Manual Xrefs Databases
HMDB0011507 HMDB
LMGP02050011 LIPID MAPS
View more database links
Registry Number Type Source
85046-18-0 CAS Registry Number ChEBI
Citation Waiting for Citations Type Source
30366209 PubMed citation Europe PMC
Last Modified
24 February 2022