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 04:11:04 UTC |
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Update Date | 2022-11-30 19:26:07 UTC |
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HMDB ID | HMDB0115268 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | PA(22:0/24:1(15Z)) |
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Description | PA(22:0/24:1(15Z)) 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(22:0/24:1(15Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of nervonic 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)CCCCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C49H95O8P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(51)57-47(46-56-58(52,53)54)45-55-48(50)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h17,19,47H,3-16,18,20-46H2,1-2H3,(H2,52,53,54)/b19-17-/t47-/m1/s1 |
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Synonyms | Value | Source |
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1-behenoyl-2-nervonoyl-sn-glycero-3-phosphate | SMPDB, HMDB | 1-behenoyl-2-nervonoyl-sn-phosphatidic acid | SMPDB, HMDB | PA(22:0/24:1) | SMPDB, HMDB | PA(22:0/24:1n9) | SMPDB, HMDB | PA(22:0/24:1w9) | SMPDB, HMDB | PA(46:1) | SMPDB, HMDB | Phosphatidic acid(22:0/24:1(15Z)) | SMPDB, HMDB | Phosphatidic acid(22:0/24:1) | SMPDB, HMDB | Phosphatidic acid(22:0/24:1n9) | SMPDB, HMDB | Phosphatidic acid(22:0/24:1w9) | SMPDB, HMDB | Phosphatidic acid(46:1) | SMPDB, HMDB | Phosphatidate(22:0/24:1(15Z)) | SMPDB, HMDB | Phosphatidate(22:0/24:1) | SMPDB, HMDB | Phosphatidate(22:0/24:1n9) | SMPDB, HMDB | Phosphatidate(22:0/24:1w9) | SMPDB, HMDB | Phosphatidate(46:1) | SMPDB, HMDB | PA(22:0/24:1(15Z)) | SMPDB | [(2R)-3-(Docosanoyloxy)-2-[(15Z)-tetracos-15-enoyloxy]propoxy]phosphonate | Generator, HMDB |
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Chemical Formula | C49H95O8P |
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Average Molecular Weight | 843.265 |
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Monoisotopic Molecular Weight | 842.676457017 |
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IUPAC Name | [(2R)-3-(docosanoyloxy)-2-[(15Z)-tetracos-15-enoyloxy]propoxy]phosphonic acid |
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Traditional Name | (2R)-3-(docosanoyloxy)-2-[(15Z)-tetracos-15-enoyloxy]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)CCCCCCCCCCCCC\C=C/CCCCCCCC |
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InChI Identifier | InChI=1S/C49H95O8P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(51)57-47(46-56-58(52,53)54)45-55-48(50)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h17,19,47H,3-16,18,20-46H2,1-2H3,(H2,52,53,54)/b19-17-/t47-/m1/s1 |
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InChI Key | DNJODPOJSVEDFS-YMTWRDBNSA-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 | Naturally occurring processBiological processBiochemical pathwayMetabolic pathway- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:0) (PathBank: SMP0019786)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/24:0) (PathBank: SMP0019787)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/14:1(9Z)) (PathBank: SMP0019788)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/16:1(9Z)) (PathBank: SMP0019789)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/18:1(11Z)) (PathBank: SMP0019790)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/18:1(9Z)) (PathBank: SMP0019791)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:1(11Z)) (PathBank: SMP0019792)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:3(5Z,8Z,11Z)) (PathBank: SMP0019793)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:1(13Z)) (PathBank: SMP0019794)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/24:1(15Z)) (PathBank: SMP0019795)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/18:2(9Z,12Z)) (PathBank: SMP0019796)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0019797)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0019798)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:2(13Z,16Z)) (PathBank: SMP0019799)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:4(7Z,10Z,13Z,16Z)) (PathBank: SMP0019800)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0019801)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0019802)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/18:4(6Z,9Z,12Z,15Z)) (PathBank: SMP0019803)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0019804)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0019805)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0019806)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0019807)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:2(11Z,14Z)) (PathBank: SMP0036315)
- De Novo Triacylglycerol Biosynthesis TG(22:0/24:1(15Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0036316)
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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(22:0/24:1(15Z)) 10V, Positive-QTOF | splash10-002e-1009310140-d6379a2799ecba291dc0 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 20V, Positive-QTOF | splash10-0002-1119200200-1bde0d5ae474b86bbfca | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 40V, Positive-QTOF | splash10-0002-0029100300-16fe7e415295b5e0ed26 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 10V, Negative-QTOF | splash10-00vu-3009200020-6f984288810904603844 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 20V, Negative-QTOF | splash10-004i-9005000000-8168a154892f5535f88e | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 40V, Negative-QTOF | splash10-004i-9000000000-14a221b8cd7d52fa2d1b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 10V, Positive-QTOF | splash10-014i-0000000090-9a2c4e9b6283dd7a93d3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 20V, Positive-QTOF | splash10-014i-0000000990-9903edb33f218e74feca | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 40V, Positive-QTOF | splash10-014i-0000390340-6a98fe8bd460c4b0a78e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 10V, Positive-QTOF | splash10-004l-0000000090-197883506a36db992af3 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 20V, Positive-QTOF | splash10-0007-0000000590-f5e13873e98a54b5d9b6 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 40V, Positive-QTOF | splash10-0f92-0000660930-e6bf18f83224244c4116 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 10V, Negative-QTOF | splash10-0006-0000000090-2e86e37c0f22d3252496 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 20V, Negative-QTOF | splash10-0fvx-1109750060-f735e24e6df31567383c | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(22:0/24:1(15Z)) 40V, Negative-QTOF | splash10-00kr-0009110000-c4e21092379e9299c63c | 2021-09-25 | Wishart Lab | View Spectrum |
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