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 06:28:26 UTC |
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Update Date | 2022-11-30 19:26:24 UTC |
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HMDB ID | HMDB0115932 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | PA(i-24:0/8:0) |
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Description | PA(i-24:0/8:0) 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(i-24:0/8:0), in particular, consists of one chain of isotetracosanoic acid at the C-1 position and one chain of caprylic 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(C)C)(COP(O)(O)=O)OC(=O)CCCCCCC InChI=1S/C35H69O8P/c1-4-5-6-21-26-29-35(37)43-33(31-42-44(38,39)40)30-41-34(36)28-25-23-20-18-16-14-12-10-8-7-9-11-13-15-17-19-22-24-27-32(2)3/h32-33H,4-31H2,1-3H3,(H2,38,39,40)/t33-/m1/s1 |
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Synonyms | Value | Source |
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1-isotetracosanoyl-2-capryloyl-sn-glycero-3-phosphate | SMPDB, HMDB | 1-isotetracosanoyl-2-capryloyl-sn-phosphatidic acid | SMPDB, HMDB | PA(i-24:0/8:0) | SMPDB | PA(32:0) | SMPDB, HMDB | Phosphatidic acid(i-24:0/8:0) | SMPDB, HMDB | Phosphatidic acid(32:0) | SMPDB, HMDB | Phosphatidate(i-24:0/8:0) | SMPDB, HMDB | Phosphatidate(32:0) | SMPDB, HMDB | [(2R)-3-[(22-Methyltricosanoyl)oxy]-2-(octanoyloxy)propoxy]phosphonate | Generator, HMDB |
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Chemical Formula | C35H69O8P |
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Average Molecular Weight | 648.903 |
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Monoisotopic Molecular Weight | 648.47300618 |
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IUPAC Name | [(2R)-3-[(22-methyltricosanoyl)oxy]-2-(octanoyloxy)propoxy]phosphonic acid |
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Traditional Name | (2R)-3-[(22-methyltricosanoyl)oxy]-2-(octanoyloxy)propoxyphosphonic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCC |
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InChI Identifier | InChI=1S/C35H69O8P/c1-4-5-6-21-26-29-35(37)43-33(31-42-44(38,39)40)30-41-34(36)28-25-23-20-18-16-14-12-10-8-7-9-11-13-15-17-19-22-24-27-32(2)3/h32-33H,4-31H2,1-3H3,(H2,38,39,40)/t33-/m1/s1 |
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InChI Key | GXLIIEJAMHQRDN-MGBGTMOVSA-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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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PA(i-24:0/8:0),1TMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 4460.9 | Semi standard non polar | 33892256 | PA(i-24:0/8:0),1TMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 3972.5 | Standard non polar | 33892256 | PA(i-24:0/8:0),1TMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 5470.4 | Standard polar | 33892256 | PA(i-24:0/8:0),2TMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C | 4460.3 | Semi standard non polar | 33892256 | PA(i-24:0/8:0),2TMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C | 4002.1 | Standard non polar | 33892256 | PA(i-24:0/8:0),2TMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C | 4767.3 | Standard polar | 33892256 | PA(i-24:0/8:0),1TBDMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 4691.7 | Semi standard non polar | 33892256 | PA(i-24:0/8:0),1TBDMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 4099.0 | Standard non polar | 33892256 | PA(i-24:0/8:0),1TBDMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 5452.8 | Standard polar | 33892256 | PA(i-24:0/8:0),2TBDMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 4950.7 | Semi standard non polar | 33892256 | PA(i-24:0/8:0),2TBDMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 4208.6 | Standard non polar | 33892256 | PA(i-24:0/8:0),2TBDMS,isomer #1 | CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 4858.2 | Standard polar | 33892256 |
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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(i-24:0/8:0) 10V, Positive-QTOF | splash10-0f9t-3926177000-725e4afdc2af37c34f8b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 20V, Positive-QTOF | splash10-0kbb-9816251000-a7830ef40ca7dd26b0ae | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 40V, Positive-QTOF | splash10-0570-9205330000-28b0362c33823b057b64 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 10V, Negative-QTOF | splash10-00kb-4309033000-a1f268e4776a08ab1660 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 20V, Negative-QTOF | splash10-004j-9105000000-a7ec6b54ccbd62589f68 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 40V, Negative-QTOF | splash10-004i-9000000000-b67304b48a40a70030e7 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 10V, Positive-QTOF | splash10-00di-0000009000-8e723670c2d6da7d1500 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 20V, Positive-QTOF | splash10-00di-0000099000-cef7e1d91751b702106e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 40V, Positive-QTOF | splash10-0fk9-0006094000-8ae5afbeb869e11cdf6c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 10V, Negative-QTOF | splash10-0002-0000009000-5d6932d42201ac99e40a | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 20V, Negative-QTOF | splash10-0v05-1665097000-cfbc47af864fa1f5ca12 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 40V, Negative-QTOF | splash10-014l-1739031000-edfc8eb41fbdf08c7386 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 10V, Positive-QTOF | splash10-001j-0000009000-6c5d51790d44b8f28697 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 20V, Positive-QTOF | splash10-0f6t-0000059000-f0c15a320524af660ac4 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-24:0/8:0) 40V, Positive-QTOF | splash10-0zgi-0030091000-6687d762b91c905be9fe | 2021-09-25 | Wishart Lab | View Spectrum |
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