| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-10-03 17:27:05 UTC |
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| Update Date | 2020-06-04 20:05:14 UTC |
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| BMDB ID | BMDB0008693 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | PC(22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) |
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| Description | PC(22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) 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(22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)), in particular, consists of one 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl chain to the C-1 atom, and one 9Z-hexadecenoyl 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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| PC(22:5/16:1) | HMDB | | GPCho(38:6) | HMDB | | Lecithin | HMDB | | GPCho(22:5/16:1) | HMDB | | Phosphatidylcholine(38:6) | HMDB | | Phosphatidylcholine(22:5/16:1) | HMDB | | 1-Docosapentaenoyl-2-palmitoleoyl-sn-glycero-3-phosphocholine | HMDB | | 1-(7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine | HMDB | | PC(38:6) | HMDB | | PC(22:5(7Z,10Z,13Z,16Z,19Z)/16:1(9Z)) | Lipid Annotator |
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| Chemical Formula | C46H80NO8P |
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| Average Molecular Weight | 806.1031 |
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| Monoisotopic Molecular Weight | 805.562155053 |
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| IUPAC Name | (2-{[(2R)-3-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-2-[(9Z)-hexadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium |
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| Traditional Name | (2-{[(2R)-3-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-2-[(9Z)-hexadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC |
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| InChI Identifier | InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-26-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,23-24,27-28,44H,6-7,9,11-13,15,18,22,25-26,29-43H2,1-5H3/b10-8-,16-14-,19-17-,21-20-,24-23-,28-27-/t44-/m1/s1 |
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| InChI Key | XVZHRLZRCCOROP-CIWMBDKCSA-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 | 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 | |
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| All Tissues | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Blood | Detected and Quantified | 1 +/- 0.3 uM | Not Specified | Not Specified | Normal | | details | | Liver | Detected and Quantified | 6 +/- 3 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Longissimus Thoracis Muscle | Detected and Quantified | 0.5 +/- 0.1 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 0.06 +/- 0.04 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 0.020 +/- 0.014 uM | Not Specified | Not Specified | Normal | | details | | Semimembranosus Muscle | Detected and Quantified | 0.6 +/- 0.2 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Testis | Detected and Quantified | 21 +/- 5 nmol/g of tissue | Not Specified | Not Specified | Normal | | details |
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