| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-10-03 18:40:19 UTC |
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| Update Date | 2020-06-04 20:40:03 UTC |
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| BMDB ID | BMDB0013445 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | PC(o-22:0/18:3(6Z,9Z,12Z)) |
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| Description | PC(O-22:0/18:3(6Z,9Z,12Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(O-22:0/18:3(6Z,9Z,12Z)), in particular, consists of one docosanyl chain to the C-1 atom, and one 6Z,9Z,12Z-octadecatrienoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-Behenyl-2-g-linolenoyl-sn-glycero-3-phosphocholine | HMDB | | 1-Behenyl-2-gamma-linolenoyl-sn-glycero-3-phosphocholine | HMDB | | Gpcho(22:0/18:3) | HMDB | | Gpcho(22:0/18:3n6) | HMDB | | Gpcho(22:0/18:3W6) | HMDB | | Gpcho(40:3) | HMDB | | Lecithin | HMDB | | PC Ae C40:3 | HMDB | | PC(22:0/18:3) | HMDB | | PC(22:0/18:3n6) | HMDB | | PC(22:0/18:3W6) | HMDB | | PC(40:3) | HMDB | | PC(O-40:3) | HMDB | | Phosphatidylcholine(22:0/18:3) | HMDB | | Phosphatidylcholine(22:0/18:3n6) | HMDB | | Phosphatidylcholine(22:0/18:3W6) | HMDB | | Phosphatidylcholine(40:3) | HMDB | | 1-Docosanyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine | HMDB | | PC(o-22:0/18:3(6Z,9Z,12Z)) | Lipid Annotator |
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| Chemical Formula | C48H92NO7P |
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| Average Molecular Weight | 826.2203 |
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| Monoisotopic Molecular Weight | 825.661140815 |
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| IUPAC Name | (2-{[(2R)-3-(docosyloxy)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium |
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| Traditional Name | (2-{[(2R)-3-(docosyloxy)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium |
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| CAS Registry Number | Not Available |
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| SMILES | CCCCCCCCCCCCCCCCCCCCCCOC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC |
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| InChI Identifier | InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-28-30-32-34-36-38-40-43-53-45-47(46-55-57(51,52)54-44-42-49(3,4)5)56-48(50)41-39-37-35-33-31-29-27-21-19-17-15-13-11-9-7-2/h15,17,21,27,31,33,47H,6-14,16,18-20,22-26,28-30,32,34-46H2,1-5H3/b17-15-,27-21-,33-31-/t47-/m1/s1 |
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| InChI Key | WEFAHDSLMVUAHQ-GEVWEYGMSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as 1-alkyl,2-acylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. |
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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 | Glycerophosphocholines |
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| Direct Parent | 1-alkyl,2-acylglycero-3-phosphocholines |
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| Alternative Parents | |
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| Substituents | - 1-alkyl,2-acylglycero-3-phosphocholine
- Phosphocholine
- Fatty acid ester
- Dialkyl phosphate
- Glycerol ether
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Fatty acyl
- Alkyl phosphate
- Tetraalkylammonium salt
- Quaternary ammonium salt
- Carboxylic acid ester
- Carboxylic acid derivative
- Dialkyl ether
- Ether
- Monocarboxylic acid or derivatives
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Amine
- Organic nitrogen compound
- Organooxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organic salt
- 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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| Status | Detected and Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Intracellular membrane
- Membrane
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| Physical Properties |
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| State | Solid |
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| Experimental 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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| Predicted Properties | |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-002r-9152032130-f2a61b2129171a648f70 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0913-6398022110-e7ced876b66c8fa3f98a | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00m0-9067003200-f71a2bf5e75d62433398 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00fr-0082000390-db406c43ec8b191de44a | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00b9-2085200920-c04ebdd420b401fbe55e | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-5092200000-488cea9641f767f7ed21 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0000000090-2a1b8d84ae4b0f39a8d0 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-0000000090-2a1b8d84ae4b0f39a8d0 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-01tb-0070120920-9e52aa2e51a3bf6991e0 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0000000090-24336b3dd18126a5fabb | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-0051002290-cbe98b4690942f4078ac | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-5094300000-623ab7622ad220ba24e6 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004i-0000000090-f4b978280786ee4886cb | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-0000000090-f4b978280786ee4886cb | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00o0-1900061160-18bfabef238e7ce34968 | View in MoNA |
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