Showing Metabocard for 1-tetradecanoyl-sn-glycero-3-phosphoethanolamine (BASm0007087)
| Common Name | 1-tetradecanoyl-sn-glycero-3-phosphoethanolamine |
|---|---|
| Description | LysoPE(14:0/0:0) 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 | |
| Molecular Formula | C19H40NO7P |
| Average Mass | 425.49720 |
| Monoisotopic Mass | 425.25424 |
| IUPAC Name | (2-aminoethoxy)[(2R)-2-hydroxy-3-(tetradecanoyloxy)propoxy]phosphinic acid |
| Traditional Name | 2-aminoethoxy(2r)-2-hydroxy-3-(tetradecanoyloxy)propoxyphosphinic acid |
| CAS Registry Number | Not Available |
| SMILES | CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+] |
| InChI Identifier | InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)/t18-/m1/s1 |
| InChI Key | RPXHXZNGZBHSMJ-GOSISDBHSA-N |
| CHEBI ID | CHEBI:84299 |
| HMDB ID | HMDB0011500 |
| State | Solid |
| Water Solubility | 7.09e-03 g/l |
| logP | 3.25 |
| logS | -4.78 |
| pKa (Strongest Acidic) | 1.87 |
| pKa (Strongest Basic) | 10.00 |
| Hydrogen Acceptor Count | 5 |
| Hydrogen Donor Count | 3 |
| Polar Surface Area | 128.31 Ų |
| Rotatable Bond Count | 21 |
| Physiological Charge | 0 |
| Formal Charge | 0 |
| Refractivity | 108.21 m³·mol⁻¹ |
| Polarizability | 47.97 |