Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-09-09 05:31:56 UTC |
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Update Date | 2022-11-30 19:26:18 UTC |
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HMDB ID | HMDB0115691 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | PA(8:0/i-18:0) |
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Description | PA(8:0/i-18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(8:0/i-18:0), in particular, consists of one chain of caprylic acid at the C-1 position and one chain of isooctadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. |
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Structure | [H][C@@](COC(=O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC(C)C InChI=1S/C29H57O8P/c1-4-5-6-15-19-22-28(30)35-24-27(25-36-38(32,33)34)37-29(31)23-20-17-14-12-10-8-7-9-11-13-16-18-21-26(2)3/h26-27H,4-25H2,1-3H3,(H2,32,33,34)/t27-/m1/s1 |
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Synonyms | Value | Source |
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1-Capryloyl-2-isooctadecanoyl-sn-glycero-3-phosphate | HMDB | 1-Capryloyl-2-isooctadecanoyl-sn-phosphatidic acid | HMDB | PA(26:0) | HMDB | Phosphatidic acid(8:0/i-18:0) | HMDB | Phosphatidic acid(26:0) | HMDB | Phosphatidate(8:0/I-18:0) | HMDB | Phosphatidate(26:0) | HMDB | [(2R)-2-[(16-Methylheptadecanoyl)oxy]-3-(octanoyloxy)propoxy]phosphonate | HMDB | PA(8:0/i-18:0) | SMPDB |
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Chemical Formula | C29H57O8P |
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Average Molecular Weight | 564.741 |
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Monoisotopic Molecular Weight | 564.379105793 |
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IUPAC Name | [(2R)-2-[(16-methylheptadecanoyl)oxy]-3-(octanoyloxy)propoxy]phosphonic acid |
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Traditional Name | (2R)-2-[(16-methylheptadecanoyl)oxy]-3-(octanoyloxy)propoxyphosphonic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC(C)C |
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InChI Identifier | InChI=1S/C29H57O8P/c1-4-5-6-15-19-22-28(30)35-24-27(25-36-38(32,33)34)37-29(31)23-20-17-14-12-10-8-7-9-11-13-16-18-21-26(2)3/h26-27H,4-25H2,1-3H3,(H2,32,33,34)/t27-/m1/s1 |
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InChI Key | BSAKGEHYFQPYOS-HHHXNRCGSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages. |
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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 | 1,2-diacylglycerol-3-phosphates |
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Alternative Parents | |
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Substituents | - 1,2-diacylglycerol-3-phosphate
- Fatty acid ester
- Monoalkyl phosphate
- Dicarboxylic acid or derivatives
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Carboxylic acid ester
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- 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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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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PA(8:0/i-18:0),1TMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 3865.9 | Semi standard non polar | 33892256 | PA(8:0/i-18:0),1TMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 3476.7 | Standard non polar | 33892256 | PA(8:0/i-18:0),1TMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 4866.7 | Standard polar | 33892256 | PA(8:0/i-18:0),2TMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 3874.7 | Semi standard non polar | 33892256 | PA(8:0/i-18:0),2TMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 3513.9 | Standard non polar | 33892256 | PA(8:0/i-18:0),2TMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 4224.0 | Standard polar | 33892256 | PA(8:0/i-18:0),1TBDMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 4092.8 | Semi standard non polar | 33892256 | PA(8:0/i-18:0),1TBDMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 3616.6 | Standard non polar | 33892256 | PA(8:0/i-18:0),1TBDMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 4897.7 | Standard polar | 33892256 | PA(8:0/i-18:0),2TBDMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 4351.5 | Semi standard non polar | 33892256 | PA(8:0/i-18:0),2TBDMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 3737.9 | Standard non polar | 33892256 | PA(8:0/i-18:0),2TBDMS,isomer #1 | CCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC(C)C | 4332.3 | Standard polar | 33892256 |
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Spectra |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 10V, Positive-QTOF | splash10-014i-2590350000-7df02d8af59d2c3852ad | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 20V, Positive-QTOF | splash10-00mt-7590210000-e7c58e1abc84aa21dc3f | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 40V, Positive-QTOF | splash10-0f9i-9370200000-44e414b517a05ebaf1c1 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 10V, Negative-QTOF | splash10-004l-4960030000-0b435f3f10459512a53c | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 20V, Negative-QTOF | splash10-004i-9410000000-36e6d1545aa9da1b55ff | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 40V, Negative-QTOF | splash10-004i-9000000000-75cb5905bdefa64c6d61 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 10V, Positive-QTOF | splash10-00kb-0000090000-bf2f2ce60c522b054af1 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 20V, Positive-QTOF | splash10-014i-0000590000-e1fe6a3f6705500636d8 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 40V, Positive-QTOF | splash10-01c0-0030910000-e1aa6c041ad9e1689f3f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 10V, Positive-QTOF | splash10-000i-0000090000-dfde8218ea580f1bd574 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 20V, Positive-QTOF | splash10-000i-0000990000-14005447ee4ff3dd7fa6 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 40V, Positive-QTOF | splash10-0f7c-0006940000-340f2c9bfb57658757a8 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 10V, Negative-QTOF | splash10-03di-0000090000-0fd894cbec08e1468612 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 20V, Negative-QTOF | splash10-02ec-0490440000-892ec5cad3b7a026b3c1 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(8:0/i-18:0) 40V, Negative-QTOF | splash10-000x-1970210000-830dddfb488bdb856eff | 2021-09-24 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 74877429 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 131822347 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | Not Available |
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