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 05:28:17 UTC |
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Update Date | 2022-11-30 19:26:18 UTC |
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HMDB ID | HMDB0115667 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | PA(22:0/a-25:0) |
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Description | PA(22:0/a-25:0) 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(22:0/a-25:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of anteisopentacosanoic 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)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC(C)CC InChI=1S/C50H99O8P/c1-4-6-7-8-9-10-11-12-13-14-15-19-22-25-28-31-34-37-40-43-49(51)56-45-48(46-57-59(53,54)55)58-50(52)44-41-38-35-32-29-26-23-20-17-16-18-21-24-27-30-33-36-39-42-47(3)5-2/h47-48H,4-46H2,1-3H3,(H2,53,54,55)/t47?,48-/m1/s1 |
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Synonyms | Value | Source |
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1-behenoyl-2-anteisopentacosanoyl-sn-glycero-3-phosphate | SMPDB, HMDB | 1-behenoyl-2-anteisopentacosanoyl-sn-phosphatidic acid | SMPDB, HMDB | PA(22:0/a-25:0) | SMPDB | PA(47:0) | SMPDB, HMDB | Phosphatidic acid(22:0/a-25:0) | SMPDB, HMDB | Phosphatidic acid(47:0) | SMPDB, HMDB | Phosphatidate(22:0/a-25:0) | SMPDB, HMDB | Phosphatidate(47:0) | SMPDB, HMDB | [(2R)-3-(Docosanoyloxy)-2-[(22-methyltetracosanoyl)oxy]propoxy]phosphonate | Generator, HMDB |
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Chemical Formula | C50H99O8P |
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Average Molecular Weight | 859.308 |
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Monoisotopic Molecular Weight | 858.707757146 |
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IUPAC Name | [(2R)-3-(docosanoyloxy)-2-[(22-methyltetracosanoyl)oxy]propoxy]phosphonic acid |
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Traditional Name | (2R)-3-(docosanoyloxy)-2-[(22-methyltetracosanoyl)oxy]propoxyphosphonic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC(C)CC |
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InChI Identifier | InChI=1S/C50H99O8P/c1-4-6-7-8-9-10-11-12-13-14-15-19-22-25-28-31-34-37-40-43-49(51)56-45-48(46-57-59(53,54)55)58-50(52)44-41-38-35-32-29-26-23-20-17-16-18-21-24-27-30-33-36-39-42-47(3)5-2/h47-48H,4-46H2,1-3H3,(H2,53,54,55)/t47?,48-/m1/s1 |
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InChI Key | YDUFHBBQHMUFBR-YZMWRMHMSA-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 | Not Available |
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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 | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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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(22:0/a-25:0) 10V, Positive-QTOF | splash10-06di-1009310140-20cdd2ec840effaec0d4 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 20V, Positive-QTOF | splash10-01c1-2119200110-c84a29db44f236f3bcf5 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 40V, Positive-QTOF | splash10-00ea-1129000100-ff3524f1faf54cfe167e | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 10V, Negative-QTOF | splash10-05ci-3009200020-497d9f9ba4b8b0946b79 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 20V, Negative-QTOF | splash10-004i-9005000000-625afcbfa7b30fa3d715 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 40V, Negative-QTOF | splash10-004i-9000000000-af0a0e84e14bb4d64a77 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 10V, Positive-QTOF | splash10-001i-0000000090-d674551b13e652fe5a7f | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 20V, Positive-QTOF | splash10-001i-0000000990-ce7afe67d602c5fd58d8 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 40V, Positive-QTOF | splash10-001m-0000390340-184e157e0112b318d899 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 10V, Positive-QTOF | splash10-052f-0000000090-1077f9f5622b5ffbd326 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 20V, Positive-QTOF | splash10-0bt9-0000000590-13b90f9fb3e1bf23a04d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 40V, Positive-QTOF | splash10-0400-0000660930-3740a5c5b8ed954c747f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 10V, Negative-QTOF | splash10-0a4i-0000000090-772f2a54f1008e0216af | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 20V, Negative-QTOF | splash10-05s0-1109750060-6ed98b4feb734d4e93e8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/a-25:0) 40V, Negative-QTOF | splash10-0019-0009110000-3e8c09e196d94060ba2c | 2021-09-22 | Wishart Lab | View Spectrum |
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