Identification |
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YMDB ID | YMDB13275 |
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Name | LPA(18:0/0:0) |
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Species | Saccharomyces cerevisiae |
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Strain | Brewer's yeast |
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Description | LPA(18:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(18:0/0:0), in particular, consists of one octadecanoyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes. |
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Structure | |
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Synonyms | - Lysophosphatidic acid(18:0/0:0)
- Lysophosphatidic acid(18:0)
- LPA(18:0)
- LPA(18:0/0:0)
- 1-Stearoyl-glycero-3-phosphate
- 1-Octadecanoyl-glycero-3-phosphate
- 1-Octadecanoyl-phosphatidic acid
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CAS number | Not Available |
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Weight | Average: 438.542 Monoisotopic: 438.274640723 |
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InChI Key | LAYXSTYJRSVXIH-UHFFFAOYSA-N |
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InChI | InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26) |
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IUPAC Name | [2-hydroxy-3-(octadecanoyloxy)propoxy]phosphonic acid |
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Traditional IUPAC Name | 2-hydroxy-3-(octadecanoyloxy)propoxyphosphonic acid |
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Chemical Formula | C21H43O7P |
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SMILES | CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. |
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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 | Glycerophosphates |
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Direct Parent | 1-acylglycerol-3-phosphates |
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Alternative Parents | |
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Substituents | - 1-acylglycerol-3-phosphate
- Fatty acid ester
- Monoalkyl phosphate
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Alcohol
- Organooxygen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Solid |
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Charge | 0 |
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Melting point | Not Available |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | Not Available | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Endoplasmic reticulum
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Organoleptic Properties | Not Available |
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SMPDB Pathways | Triacylglycerol metabolism TG(18:0/18:0/18:0) | PW007843 |    | Triacylglycerol metabolism TG(18:0/18:0/20:0) | PW007880 |    |
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KEGG Pathways | Not Available |
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SMPDB Reactions | Not Available |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-01c0-5960100000-e8bdb4be1a18946029bc | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0000900000-3f0129a711c87376aadf | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0000900000-3f0129a711c87376aadf | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00di-0950700000-720376636fb9cfa2ab8c | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0000900000-5f9b7c55b2d415f2c32b | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0000900000-5f9b7c55b2d415f2c32b | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0uei-2950600000-22fd9257845e128dd295 | JSpectraViewer |
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References |
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References: | - Rattray JB, Schibeci A, Kidby DK. (1975). "Lipids of yeasts." Bacteriol Rev. 1975 Sep;39(3):197-231.240350
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Synthesis Reference: | Not Available |
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External Links: | Resource | Link |
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CHEBI ID | Not Available | HMDB ID | HMDB0007854 | Pubchem Compound ID | 89567 | Kegg ID | Not Available | ChemSpider ID | Not Available | FOODB ID | Not Available | Wikipedia ID | Not Available | BioCyc ID | Not Available |
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