| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-10-03 18:19:58 UTC |
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| Update Date | 2020-05-11 19:18:03 UTC |
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| BMDB ID | BMDB0011520 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | LysoPE(22:0/0:0) |
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| Description | is 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.LysoPE(22:0/0:0), in particular, consists of one docosanoyl chain. 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. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-behenoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine | Lipid Annotator, HMDB | | LysoPE(22:0) | Lipid Annotator, HMDB | | Lysophosphatidylethanolamine(22:0) | Lipid Annotator, HMDB | | Lyso-PE(22:0/0:0) | Lipid Annotator, HMDB | | Lyso-PE(22:0) | Lipid Annotator, HMDB | | LPE(22:0/0:0) | Lipid Annotator, HMDB | | LPE(22:0) | Lipid Annotator, HMDB | | LysoPE(22:0/0:0) | Lipid Annotator | | Lysophosphatidylethanolamine(22:0/0:0) | Lipid Annotator, HMDB | | 1-docosanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine | Lipid Annotator, HMDB | | docosanoyl-lysophosphatidylethanolamine | Lipid Annotator, HMDB |
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| Chemical Formula | C27H56NO7P |
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| Average Molecular Weight | 537.7098 |
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| Monoisotopic Molecular Weight | 537.379439663 |
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| IUPAC Name | (2-aminoethoxy)[(2R)-3-(docosanoyloxy)-2-hydroxypropoxy]phosphinic acid |
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| Traditional Name | 2-aminoethoxy(2R)-3-(docosanoyloxy)-2-hydroxypropoxyphosphinic acid |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OCCN |
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| InChI Identifier | InChI=1S/C27H56NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h26,29H,2-25,28H2,1H3,(H,31,32)/t26-/m1/s1 |
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| InChI Key | NYSQCLMCGRAJJQ-AREMUKBSSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Glycerophospholipids |
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| Sub Class | Glycerophosphoethanolamines |
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| Direct Parent | 1-acyl-sn-glycero-3-phosphoethanolamines |
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| Alternative Parents | |
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| Substituents | - 1-monoacyl-sn-glycero-3-phosphoethanolamine
- Phosphoethanolamine
- Fatty acid ester
- Dialkyl phosphate
- Organic phosphoric acid derivative
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Amino acid or derivatives
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Organonitrogen compound
- Hydrocarbon derivative
- Alcohol
- Primary aliphatic amine
- Organic oxide
- Organopnictogen compound
- Organic nitrogen compound
- Carbonyl group
- Organic oxygen compound
- Amine
- Organooxygen compound
- Primary amine
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Intracellular membrane
- Membrane
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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