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 06:18:11 UTC |
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Update Date | 2022-11-30 19:26:22 UTC |
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HMDB ID | HMDB0115869 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | PA(i-21:0/20:0) |
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Description | PA(i-21:0/20:0) 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-21:0/20:0), in particular, consists of one chain of isoheneicosanoic acid at the C-1 position and one chain of arachidic 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)CCCCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC InChI=1S/C44H87O8P/c1-4-5-6-7-8-9-10-11-12-13-16-20-23-26-29-32-35-38-44(46)52-42(40-51-53(47,48)49)39-50-43(45)37-34-31-28-25-22-19-17-14-15-18-21-24-27-30-33-36-41(2)3/h41-42H,4-40H2,1-3H3,(H2,47,48,49)/t42-/m1/s1 |
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Synonyms | Value | Source |
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1-Isoheneicosanoyl-2-arachidoyl-sn-glycero-3-phosphate | HMDB | 1-Isoheneicosanoyl-2-arachidoyl-sn-phosphatidic acid | HMDB | PA(41:0) | HMDB | Phosphatidic acid(i-21:0/20:0) | HMDB | Phosphatidic acid(41:0) | HMDB | Phosphatidate(I-21:0/20:0) | HMDB | Phosphatidate(41:0) | HMDB | [(2R)-2-(Icosanoyloxy)-3-[(19-methylicosanoyl)oxy]propoxy]phosphonate | HMDB | PA(i-21:0/20:0) | SMPDB |
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Chemical Formula | C44H87O8P |
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Average Molecular Weight | 775.146 |
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Monoisotopic Molecular Weight | 774.613856759 |
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IUPAC Name | [(2R)-2-(icosanoyloxy)-3-[(19-methylicosanoyl)oxy]propoxy]phosphonic acid |
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Traditional Name | (2R)-2-(icosanoyloxy)-3-[(19-methylicosanoyl)oxy]propoxyphosphonic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC |
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InChI Identifier | InChI=1S/C44H87O8P/c1-4-5-6-7-8-9-10-11-12-13-16-20-23-26-29-32-35-38-44(46)52-42(40-51-53(47,48)49)39-50-43(45)37-34-31-28-25-22-19-17-14-15-18-21-24-27-30-33-36-41(2)3/h41-42H,4-40H2,1-3H3,(H2,47,48,49)/t42-/m1/s1 |
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InChI Key | VOXLBKQIUFQCEF-HUESYALOSA-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(i-21:0/20:0),1TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 5382.6 | Semi standard non polar | 33892256 | PA(i-21:0/20:0),1TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 4709.0 | Standard non polar | 33892256 | PA(i-21:0/20:0),1TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 6312.7 | Standard polar | 33892256 | PA(i-21:0/20:0),1TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 5639.4 | Semi standard non polar | 33892256 | PA(i-21:0/20:0),1TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 4821.2 | Standard non polar | 33892256 | PA(i-21:0/20:0),1TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 6261.2 | 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(i-21:0/20:0) 10V, Positive-QTOF | splash10-06tb-2189802700-ce5f3a680c6671850671 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 20V, Positive-QTOF | splash10-0002-3395301100-0d8f4a800b7df5c75fdf | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 40V, Positive-QTOF | splash10-0le9-2295001000-2fb18ad5071f1c694d42 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 10V, Negative-QTOF | splash10-004i-3009300200-76941c89e44556588b43 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 20V, Negative-QTOF | splash10-004i-9015000000-68d85268d1afee0156c6 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 40V, Negative-QTOF | splash10-004i-9000000000-2320df6e03d5bf99bb32 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 10V, Negative-QTOF | splash10-00di-0000000900-02dc5b3cf396b5aa7b14 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 20V, Negative-QTOF | splash10-03mi-0006900400-b819acdc4cbf3c0af9e9 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 40V, Negative-QTOF | splash10-01t9-0009300000-d33628a7aad23bece059 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 10V, Positive-QTOF | splash10-0a6r-0000000900-9bdd887dca6037bdc403 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 20V, Positive-QTOF | splash10-004i-0000005900-4e3066a659b7b8e910ad | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 40V, Positive-QTOF | splash10-01ta-0000906200-ea825d4385f29decd29a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 10V, Positive-QTOF | splash10-0002-0000000900-59b73e7131dd061f227c | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 20V, Positive-QTOF | splash10-0002-0000009900-101a6d0d1696f8bd7905 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-21:0/20:0) 40V, Positive-QTOF | splash10-0072-0000922400-62c4a862ec2f47a018bc | 2021-09-23 | 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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| Not Available |
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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 | 74877607 |
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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 | 131822525 |
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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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