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 05:12:34 UTC |
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Update Date | 2022-11-30 19:26:16 UTC |
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HMDB ID | HMDB0115604 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | PA(24:1(15Z)/20:2(11Z,14Z)) |
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Description | PA(24:1(15Z)/20:2(11Z,14Z)) 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(24:1(15Z)/20:2(11Z,14Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of eicosadienoic 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)CCCCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C47H87O8P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-27-29-31-33-35-37-39-41-46(48)53-43-45(44-54-56(50,51)52)55-47(49)42-40-38-36-34-32-30-28-25-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,45H,3-11,13,15-16,21-44H2,1-2H3,(H2,50,51,52)/b14-12-,19-17-,20-18-/t45-/m1/s1 |
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Synonyms | Value | Source |
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1-nervonoyl-2-eicosadienoyl-sn-glycero-3-phosphate | SMPDB, HMDB | 1-nervonoyl-2-eicosadienoyl-sn-phosphatidic acid | SMPDB, HMDB | PA(24:1/20:2) | SMPDB, HMDB | PA(24:1n9/20:2n6) | SMPDB, HMDB | PA(24:1w9/20:2w6) | SMPDB, HMDB | PA(44:3) | SMPDB, HMDB | Phosphatidic acid(24:1(15Z)/20:2(11Z,14Z)) | SMPDB, HMDB | Phosphatidic acid(24:1/20:2) | SMPDB, HMDB | Phosphatidic acid(24:1n9/20:2n6) | SMPDB, HMDB | Phosphatidic acid(24:1w9/20:2w6) | SMPDB, HMDB | Phosphatidic acid(44:3) | SMPDB, HMDB | Phosphatidate(24:1(15Z)/20:2(11Z,14Z)) | SMPDB, HMDB | Phosphatidate(24:1/20:2) | SMPDB, HMDB | Phosphatidate(24:1n9/20:2n6) | SMPDB, HMDB | Phosphatidate(24:1w9/20:2w6) | SMPDB, HMDB | Phosphatidate(44:3) | SMPDB, HMDB | PA(24:1(15Z)/20:2(11Z,14Z)) | SMPDB | [(2R)-2-[(11Z,14Z)-Icosa-11,14-dienoyloxy]-3-[(15Z)-tetracos-15-enoyloxy]propoxy]phosphonate | Generator, HMDB |
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Chemical Formula | C47H87O8P |
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Average Molecular Weight | 811.179 |
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Monoisotopic Molecular Weight | 810.613856759 |
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IUPAC Name | [(2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(15Z)-tetracos-15-enoyloxy]propoxy]phosphonic acid |
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Traditional Name | (2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(15Z)-tetracos-15-enoyloxy]propoxyphosphonic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC |
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InChI Identifier | InChI=1S/C47H87O8P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-27-29-31-33-35-37-39-41-46(48)53-43-45(44-54-56(50,51)52)55-47(49)42-40-38-36-34-32-30-28-25-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,45H,3-11,13,15-16,21-44H2,1-2H3,(H2,50,51,52)/b14-12-,19-17-,20-18-/t45-/m1/s1 |
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InChI Key | RDPANBZWPBJQTO-WREJQHILSA-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(24:1(15Z)/20:2(11Z,14Z)/18:2(9Z,12Z)) (PathBank: SMP0037095)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0037096)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0037097)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/18:4(6Z,9Z,12Z,15Z)) (PathBank: SMP0037098)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/20:2(11Z,14Z)) (PathBank: SMP0037099)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/20:3(8Z,11Z,14Z)) (PathBank: SMP0037100)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) (PathBank: SMP0037101)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) (PathBank: SMP0037102)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (PathBank: SMP0037103)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/22:2(13Z,16Z)) (PathBank: SMP0037104)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) (PathBank: SMP0037105)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) (PathBank: SMP0037106)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0037107)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) (PathBank: SMP0037108)
- De Novo Triacylglycerol Biosynthesis TG(24:1(15Z)/20:2(11Z,14Z)/24:1(15Z)) (PathBank: SMP0037109)
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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 IndicesUnderivatizedDerivatized |
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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(24:1(15Z)/20:2(11Z,14Z)) 10V, Positive-QTOF | splash10-01oy-1159550640-6dbf9cecc7f9cd5207ca | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 20V, Positive-QTOF | splash10-0005-3259521400-52024f3217b4b3d2fee1 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 40V, Positive-QTOF | splash10-05fs-2168912400-50c1e3e4df0157af1558 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 10V, Negative-QTOF | splash10-0691-3009020020-5e523042a03d5413d8db | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 20V, Negative-QTOF | splash10-004j-9005000000-7af3271df5339f50ef04 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 40V, Negative-QTOF | splash10-004i-9000000000-6d4b78445fb5d65c7725 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 10V, Positive-QTOF | splash10-001i-0000000090-02952452c9a1ed042d52 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 20V, Positive-QTOF | splash10-0020-0000000990-3206111d4f3e01768b51 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 40V, Positive-QTOF | splash10-00nu-0000990460-0c2054d746be07ef799b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 10V, Positive-QTOF | splash10-01ox-0000000950-bc6b02e55dcdfd1c9d3f | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 20V, Positive-QTOF | splash10-03di-0000000790-c516436009854ccb69c7 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 40V, Positive-QTOF | splash10-0ika-0000550910-d4ecfe9900cd7a2d1acc | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 10V, Negative-QTOF | splash10-0a4i-0000000090-3173a2782b5834e6cd7b | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 20V, Negative-QTOF | splash10-0pvi-1109570060-e4abd76ac8604f3fff85 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(24:1(15Z)/20:2(11Z,14Z)) 40V, Negative-QTOF | splash10-066r-0009110000-f090019cc33b909a75e5 | 2021-09-24 | Wishart Lab | View Spectrum |
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