| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-10-03 17:26:53 UTC |
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| Update Date | 2020-05-11 18:49:13 UTC |
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| BMDB ID | BMDB0008683 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) |
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| Description | PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0), also known as pc(22:5(4z,7z,10z,13z,16z)/24:0) or pc(22:5(4z,7z,10z,13z,16z)/24:0), belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(22:5(4Z,7Z,10Z,13Z,16Z)/24:0); which is catalyzed by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) can be biosynthesized from CDP-choline and DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) and L-serine can be converted into choline and PS(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) through the action of the enzyme phosphatidylserine synthase. In cattle, PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway and phosphatidylethanolamine biosynthesis pe(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-Docosapentaenoyl-2-lignoceroyl-sn-glycero-3-phosphocholine | HMDB | | 1-Osbondoyl-2-lignoceroyl-sn-glycero-3-phosphocholine | HMDB | | Gpcho(22:5/24:0) | HMDB | | Gpcho(22:5n6/24:0) | HMDB | | Gpcho(22:5W6/24:0) | HMDB | | Gpcho(46:5) | HMDB | | Lecithin | HMDB | | PC(22:5/24:0) | HMDB | | PC(22:5n6/24:0) | HMDB | | PC(22:5W6/24:0) | HMDB | | PC(46:5) | HMDB | | Phosphatidylcholine(22:5/24:0) | HMDB | | Phosphatidylcholine(22:5n6/24:0) | HMDB | | Phosphatidylcholine(22:5W6/24:0) | HMDB | | Phosphatidylcholine(46:5) | HMDB | | 1-(4Z,7Z,10Z,13Z,16Z-Docosapentaenoyl)-2-tetracosanoyl-sn-glycero-3-phosphocholine | HMDB | | PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) | Lipid Annotator |
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| Chemical Formula | C54H98NO8P |
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| Average Molecular Weight | 920.3316 |
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| Monoisotopic Molecular Weight | 919.703005629 |
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| IUPAC Name | (2-{[(2R)-3-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-2-(tetracosanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium |
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| Traditional Name | lecithin |
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| CAS Registry Number | Not Available |
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| SMILES | CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C |
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| InChI Identifier | InChI=1S/C54H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-27-29-31-33-35-37-39-41-43-45-47-54(57)63-52(51-62-64(58,59)61-49-48-55(3,4)5)50-60-53(56)46-44-42-40-38-36-34-32-30-28-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,28,30,34,36,40,42,52H,6-14,16,18-20,22,24-27,29,31-33,35,37-39,41,43-51H2,1-5H3/b17-15-,23-21-,30-28-,36-34-,42-40-/t52-/m1/s1 |
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| InChI Key | ZHBLKKDORTYJBR-XGHFNEDPSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. |
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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 | Phosphatidylcholines |
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| Alternative Parents | |
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| Substituents | - Diacylglycero-3-phosphocholine
- Phosphocholine
- Fatty acid ester
- Dialkyl phosphate
- Dicarboxylic acid or derivatives
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Fatty acyl
- Quaternary ammonium salt
- Tetraalkylammonium salt
- Carboxylic acid ester
- Carboxylic acid derivative
- Organic oxygen compound
- Organic nitrogen compound
- Carbonyl group
- Organooxygen compound
- Organonitrogen compound
- Organic oxide
- Organopnictogen compound
- Amine
- Organic salt
- Hydrocarbon derivative
- 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 | Expected but not 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 | |
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