| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2008-10-29 08:53:30 -0600 |
| Update Date |
2013-02-08 17:25:47 -0700 |
| HMDB ID |
HMDB11154 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
LPA(P-16:0e/0:0) |
| Description |
1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. 1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is irreversibly produced from 1-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine via the enzyme alkylglycerophosphoethanolamine phosphodiesterase (EC: 3.1.4.39). Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
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| Synonyms |
- 1-(1Z-Hexadecenyl)-sn-glycero-3-phosphate
- LysoPA(dm16:0e)
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| Chemical Formula |
C19H39O6P |
| Average Molecular Weight |
394.4831 |
| Monoisotopic Molecular Weight |
394.248425492 |
| IUPAC Name |
[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxy]phosphonic acid |
| Traditional IUPAC Name |
(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxyphosphonic acid |
| CAS Registry Number |
Not Available |
| SMILES |
CCCCCCCCCCCCCC\C=C/OC[C@](O)([H])COP(=O)(O)O |
| InChI Identifier |
InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h15-16,19-20H,2-14,17-18H2,1H3,(H2,21,22,23)/b16-15-/t19-/m1/s1 |
| InChI Key |
LBGSRVIXIVDRQM-OAXWQBPPSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Organophosphorus Compounds |
| Class |
Organic Phosphoric Acids and Derivatives |
| Sub Class |
Organophosphate Esters |
| Other Descriptors |
- Aliphatic Acyclic Compounds
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| Substituents |
- Enol Ether
- Organic Hypophosphite
- Organic Phosphite
- Secondary Alcohol
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| Direct Parent |
Organophosphate Esters |
| Ontology |
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| Status |
Expected and Not Quantified |
| Origin |
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| Biofunction |
Not Available |
| Application |
Not Available |
| Cellular locations |
Not Available |
| Physical Properties |
|---|
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| 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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Not Available
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| Biological Properties |
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| Cellular Locations |
Not Available
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| Biofluid Locations |
Not Available
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| Tissue Location |
Not Available
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| Pathways |
Not Available
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| Normal Concentrations |
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Not Available |
| Abnormal Concentrations |
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Not Available |
| Associated Disorders and Diseases |
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| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
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| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB027929 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
24766520  |
| KEGG Compound ID |
C15646 |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB11154 |
| Metagene Link |
HMDB11154 |
| METLIN ID |
Not Available |
| PubChem Compound |
52929772 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
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| General References |
Not Available |
| Enzymes |
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| Name: |
Focal adhesion kinase 1
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| Reactions: |
- ATP + a [protein]-L-tyrosine = ADP + a [protein]-L-tyrosine phosphate [RN:R02584]
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| Gene Name: |
PTK2 |
| Uniprot ID: |
Q05397 |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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