Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2017-09-09 06:16:26 UTC |
---|
Update Date | 2022-11-30 19:26:22 UTC |
---|
HMDB ID | HMDB0115857 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | PA(i-20:0/i-21:0) |
---|
Description | PA(i-20:0/i-21:0) 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-20:0/i-21:0), in particular, consists of one chain of isoeicosanoic acid at the C-1 position and one chain of isoheneicosanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. |
---|
Structure | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCC(C)C InChI=1S/C44H87O8P/c1-40(2)34-30-26-22-18-14-10-6-5-7-13-17-21-25-29-33-37-44(46)52-42(39-51-53(47,48)49)38-50-43(45)36-32-28-24-20-16-12-9-8-11-15-19-23-27-31-35-41(3)4/h40-42H,5-39H2,1-4H3,(H2,47,48,49)/t42-/m1/s1 |
---|
Synonyms | Value | Source |
---|
1-isoeicosanoyl-2-isoheneicosanoyl-sn-glycero-3-phosphate | SMPDB, HMDB | 1-isoeicosanoyl-2-isoheneicosanoyl-sn-phosphatidic acid | SMPDB, HMDB | PA(i-20:0/i-21:0) | SMPDB | PA(41:0) | SMPDB, HMDB | Phosphatidic acid(i-20:0/i-21:0) | SMPDB, HMDB | Phosphatidic acid(41:0) | SMPDB, HMDB | Phosphatidate(i-20:0/i-21:0) | SMPDB, HMDB | Phosphatidate(41:0) | SMPDB, HMDB | [(2R)-2-[(19-Methylicosanoyl)oxy]-3-[(18-methylnonadecanoyl)oxy]propoxy]phosphonate | Generator, HMDB |
|
---|
Chemical Formula | C44H87O8P |
---|
Average Molecular Weight | 775.146 |
---|
Monoisotopic Molecular Weight | 774.613856759 |
---|
IUPAC Name | [(2R)-2-[(19-methylicosanoyl)oxy]-3-[(18-methylnonadecanoyl)oxy]propoxy]phosphonic acid |
---|
Traditional Name | (2R)-2-[(19-methylicosanoyl)oxy]-3-[(18-methylnonadecanoyl)oxy]propoxyphosphonic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCC(C)C |
---|
InChI Identifier | InChI=1S/C44H87O8P/c1-40(2)34-30-26-22-18-14-10-6-5-7-13-17-21-25-29-33-37-44(46)52-42(39-51-53(47,48)49)38-50-43(45)36-32-28-24-20-16-12-9-8-11-15-19-23-27-31-35-41(3)4/h40-42H,5-39H2,1-4H3,(H2,47,48,49)/t42-/m1/s1 |
---|
InChI Key | AUZMTUMDLNEHGO-HUESYALOSA-N |
---|
Chemical Taxonomy |
---|
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. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Glycerophospholipids |
---|
Sub Class | Glycerophosphates |
---|
Direct Parent | 1,2-diacylglycerol-3-phosphates |
---|
Alternative Parents | |
---|
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
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | Not Available |
---|
Process | |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
PA(i-20:0/i-21:0),1TMS,isomer #1 | CC(C)CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 5348.8 | Semi standard non polar | 33892256 | PA(i-20:0/i-21:0),1TMS,isomer #1 | CC(C)CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 4624.6 | Standard non polar | 33892256 | PA(i-20:0/i-21:0),1TMS,isomer #1 | CC(C)CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C | 6175.5 | Standard polar | 33892256 | PA(i-20:0/i-21:0),1TBDMS,isomer #1 | CC(C)CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 5572.0 | Semi standard non polar | 33892256 | PA(i-20:0/i-21:0),1TBDMS,isomer #1 | CC(C)CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 4742.4 | Standard non polar | 33892256 | PA(i-20:0/i-21:0),1TBDMS,isomer #1 | CC(C)CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC(C)C)COP(=O)(O)O[Si](C)(C)C(C)(C)C | 6134.2 | Standard polar | 33892256 |
|
---|
| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 10V, Positive-QTOF | splash10-056s-1159802800-dd579f173b5ccbc1208b | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 20V, Positive-QTOF | splash10-052b-4297403200-9be6e127ee905e610905 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 40V, Positive-QTOF | splash10-0ldi-3189234200-88ca9977eea5b84580e3 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 10V, Negative-QTOF | splash10-0204-4049300300-825d436bf1e5b4b21b60 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 20V, Negative-QTOF | splash10-004i-9023000000-1d0282bf8fe1ab0bba64 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 40V, Negative-QTOF | splash10-004i-9000000000-e1f95a1769e3dc681c3c | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 10V, Negative-QTOF | splash10-00di-0000000900-02dc5b3cf396b5aa7b14 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 20V, Negative-QTOF | splash10-03mj-0006900400-ea0b0d4c7e9a15c01a63 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 40V, Negative-QTOF | splash10-03fr-0009300000-80fe165e002166dcbd7b | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 10V, Positive-QTOF | splash10-0002-0000000900-59b73e7131dd061f227c | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 20V, Positive-QTOF | splash10-0002-0000009900-101a6d0d1696f8bd7905 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 40V, Positive-QTOF | splash10-0072-0000922400-62c4a862ec2f47a018bc | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 10V, Positive-QTOF | splash10-0a6r-0000000900-9bdd887dca6037bdc403 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 20V, Positive-QTOF | splash10-004i-0000005900-4e3066a659b7b8e910ad | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - PA(i-20:0/i-21:0) 40V, Positive-QTOF | splash10-01ta-0000906200-ea825d4385f29decd29a | 2021-09-24 | Wishart Lab | View Spectrum |
|
---|