Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 23:45:45 UTC |
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Update Date | 2020-05-21 16:28:07 UTC |
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BMDB ID | BMDB0007853 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | LPA(16:0/0:0) |
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Description | LysoPA(16:0/0:0) 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.LysoPA(16:0/0:0), in particular, consists of one hexadecanoyl 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 | Value | Source |
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1-Hexadecanoyl-sn-glycero-3-phosphate | ChEBI | 1-Hexadecanoyl-sn-glycero-3-phosphoric acid | Generator | 1-Palmitoylglycerol 3-phosphoric acid | HMDB | 1-Palmitoyl-sn-glycerol 3-phosphate | HMDB | PLPA | HMDB | 1-Palmitoyl-lysophosphatidic acid | HMDB | 1-Palmitoyl-lysophosphatidic acid, (R)-isomer | HMDB | 1-Palmitoyl-rac-glycerol 3-phosphate | HMDB | 1-Palmitoyl-lysophosphatidic acid, sodium salt, (R)-isomer | HMDB | Lysophosphatidic acid(16:0) | HMDB | 1-Palmitoyl-glycero-3-phosphate | HMDB | 1-Hexadecanoyl-phosphatidic acid | HMDB | LPA(16:0) | HMDB | LPA(16:0/0:0) | HMDB | 1-Hexadecanoyl-glycero-3-phosphate | HMDB | Lysophosphatidic acid(16:0/0:0) | HMDB |
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Chemical Formula | C19H39O7P |
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Average Molecular Weight | 410.4825 |
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Monoisotopic Molecular Weight | 410.243340114 |
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IUPAC Name | [3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphonic acid |
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Traditional Name | PLPA |
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CAS Registry Number | Not Available |
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SMILES | CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O |
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InChI Identifier | InChI=1S/C19H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h18,20H,2-17H2,1H3,(H2,22,23,24) |
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InChI Key | YNDYKPRNFWPPFU-UHFFFAOYSA-N |
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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 | |
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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 | Spectrum Type | Description | Splash Key | |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-02n9-5940100000-a5ca92d33fddeb085287 | View in MoNA |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | View in JSpectraViewer |
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LC-MS/MS | LC-MS/MS Spectrum - NA , positive | splash10-03di-0549600000-25838221a69792238ab5 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-08fr-2986700000-f3b30f5c39843042fd11 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4s-3942000000-0e96d3c410d5f67cbc44 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4s-6930000000-8e619c799b8a218b3a05 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4r-4190300000-bb83e3f01055cbe6102f | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9050000000-de299cedb3cf89da4492 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-f3fc94f808e80bf00353 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0000900000-97431642e54a4a707394 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-0000900000-97431642e54a4a707394 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0pb9-2951500000-d6189b2a977487b10d88 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0000900000-61bb60154e9d7308c06d | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-0000900000-61bb60154e9d7308c06d | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00du-0955100000-a47b051136d1c4973480 | View in MoNA |
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