ChemicalBook--->CAS DataBase List--->174062-73-8

174062-73-8

174062-73-8 Structure

174062-73-8 Structure
IdentificationBack Directory
[Name]

1-O-1'-(Z)-octadecenyl-2-hydroxy-sn-glycero-3-phosphoethanolaMine
[CAS]

174062-73-8
[Synonyms]

C18(Plasm) LPE
1-O-1'-(Z)-octadecenyl-2-hydroxy-sn-glycero-3-phosphoethanolaMine
1-O-1'-(Z)-OCTADECENYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOETHANOLAMINE;C18(PLASM) LPE
Phosphoric acid, mono(2-aminoethyl) mono[(2R)-2-hydroxy-3-[(1Z)-1-octadecen-1-yloxy]propyl] ester
[Molecular Formula]

C23H48NO6P
[MDL Number]

MFCD22416833
[MOL File]

174062-73-8.mol
[Molecular Weight]

465.6
Chemical PropertiesBack Directory
[Boiling point ]

581.8±60.0 °C(Predicted)
[density ]

1.048±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Acetonitrile: Slightly Soluble: 0.1-1 mg/ml
DMSO: Slightly Soluble: 0.1-1 mg/ml
[form ]

powder
[pka]

1.15±0.50(Predicted)
[InChIKey]

KACDZDULGKPXHT-HIVNOOBXSA-N
[SMILES]

[O-]P(OCC[N+]([H])([H])[H])(OC[C@]([H])(O)CO/C=C\CCCCCCCCCCCCCCCC)=O
Safety DataBack Directory
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

C18(Plasm) LPE (PE(18:1p/0:0)) is a bioactive lipid with the activity of regulating cell signaling and promoting cell growth. C18(Plasm) LPE plays an important role in the composition of cell membranes and has a significant impact on lipid metabolism and cell function. C18(Plasm) LPE is also involved in lipid-mediated cellular responses and improves the adaptability of cells in various physiological and pathological conditions.
[Definition]

ChEBI: 1-(octadec-1-enyl)-sn-glycero-3-phosphoethanolamine is 1-(alk-1-enyl)-sn-glycero-3-phosphoethanolamine in which the alk-1-enyl group is specified as octadec-1-enyl. It is a tautomer of a 1-(octadec-1-enyl)-sn-glycero-3-phosphoethanolamine zwitterion.
[References]

[1] YOON KEUN CHO. Adipocyte lysoplasmalogenase TMEM86A regulates plasmalogen homeostasis and protein kinase A-dependent energy metabolism.[J]. Nature Communications, 2022, 13 1: 4084. DOI: 10.1038/s41467-022-31805-3
[2] YOUJIN CHANG. A targeted metabolomics approach for sepsis-induced ARDS and its subphenotypes.[J]. Critical Care, 2023, 27 1: 263. DOI: 10.1186/s13054-023-04552-0
[3] QING SHEN. Shotgun Lipidomics Strategy for Fast Analysis of Phospholipids in Fisheries Waste and Its Potential in Species Differentiation[J]. Journal of Agricultural and Food Chemistry, 2012, 60 37: 9384-9393. DOI: 10.1021/jf303181s
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