Basic information
- CAS
85046-18-0- Standard SMILES
CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]- InChIKey
DBHKHNGBVGWQJE-USWSLJGRSA-N- Molecular formula
- C23H44NO7P
- Average molar mass
- 477.6 g/mol
- Monoisotopic mass
- 477.28553974
Overview
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion is a lysophosphatidylethanolamine zwitterion obtained by transfer of a proton from the phosphate group to the amino group of 1-linoleoyl-sn-glycero-3-phosphoethanolamine. Major species at pH 7.3. It has a role as a human metabolite. It is a 1-acyl-sn-glycero-3-phosphoethanolamine zwitterion and a lysophosphatidylethanolamine zwitterion 18:2. It is a tautomer of a 1-linoleoyl-sn-glycero-3-phosphoethanolamine.
Names & identifiers
- Preferred name
- 1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine
- IUPAC
- 2-azaniumylethyl [(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] phosphate
- English name
- 9,12-Octadecadienoic acid (9Z,12Z)-, (2R)-3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester
- Molecular formula
- C23H44NO7P
- Molecular weight
- 477.57
Names & synonyms
1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine1-18:2-lysoPE1-linoleoyl-GPE zwitterionCHEBI:1337321-linoleoylglycerophosphoethanolaminePE(18:2(9Z,12Z)) zwitterion1-linoleoyl-GPE (18:2) zwitterionLPE(18:2(9Z,12Z)) zwitterion1-18:2-2-lysophosphatidylethanolaminePE(18:2(9Z,12Z)/0:0) zwitterionLPE(18:2(9Z,12Z)/0:0) zwitterion1-(linoleoyl)-sn-glycero-3-phosphoethanolamine
Show more names
LysoPE 18:2LysoPE(18:2/0:0)9,12-Octadecadienoic acid (9Z,12Z)-, (2R)-3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterionlysophosphatidylethanolamine (18:2(9Z,12Z)) zwitterionlysophosphatidylethanolamine (18:2(9Z,12Z)/0:0) zwitterion2-azaniumylethyl (2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphate
Database identifiers
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 133 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 23
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 546
Experimental & physicochemical properties
LipidsLipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> Monoacylglycerophosphoethanolamines [GP0205]
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 597.5 · 597.5±60.0 °C(Predicted)
- Density
- 1.098 · 1.098±0.06 g/cm3(Predicted)
- pka
- 1.14 · 1.14±0.50(Predicted)
- form
- Solid
- color
- White to off-white
Chemistry & industry
Pharmacology
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Applications
UsesLysoPE(18:2/0:0) is a serum metabolite and a potential biomarker for the combined toxicity of DEHP and Aroclor 1254[1].
Suppliers2 total
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
Additional notes
DefinitionChEBI: 1-linoleoyl-sn-glycero-3-phosphoethanolamine is a 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as linoleoyl. It has a role as a human metabolite. It is functionally related to a linoleic acid. It is a tautomer of a 1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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