| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-09-30 23:48:26 UTC |
|---|
| Update Date | 2020-06-04 19:39:10 UTC |
|---|
| BMDB ID | BMDB0007985 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | PC(16:0/22:0) |
|---|
| Description | PC(16:0/22:0), also known as pc(16:0/22:0) or pc(16:0/22:0), 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. Thus, PC(16:0/22:0) is considered to be a glycerophosphocholine lipid molecule. PC(16:0/22:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(16:0/22:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(16:0/22:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(16:0/22:0) through its interaction with the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(16:0/22:0) can be biosynthesized from CDP-choline and DG(16:0/22:0/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(16:0/22:0) and L-serine can be converted into choline and PS(16:0/22:0); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(16:0/22:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(16:0/22:0) pathway and phosphatidylethanolamine biosynthesis pe(16:0/22:0) pathway. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| 1-Palmitoyl-2-behenoyl-sn-glycero-3-phosphocholine | ChEBI | | GPCho(16:0/22:0) | ChEBI | | Phosphatidylcholine(16:0/22:0) | ChEBI | | Phosphatidylcholine(38:0) | Lipid Annotator, HMDB | | PC(16:0/22:0) | Lipid Annotator | | PC(38:0) | Lipid Annotator, HMDB | | Lecithin | Lipid Annotator, HMDB | | GPCho(38:0) | Lipid Annotator, HMDB | | 1-hexadecanoyl-2-docosanoyl-sn-glycero-3-phosphocholine | Lipid Annotator, HMDB | | PC Aa C38:0 | HMDB |
|
|---|
| Chemical Formula | C46H92NO8P |
|---|
| Average Molecular Weight | 818.1983 |
|---|
| Monoisotopic Molecular Weight | 817.656055437 |
|---|
| IUPAC Name | (2-{[(2R)-2-(docosanoyloxy)-3-(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium |
|---|
| Traditional Name | (2-{[(2R)-2-(docosanoyloxy)-3-(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC |
|---|
| InChI Identifier | InChI=1S/C46H92NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h44H,6-43H2,1-5H3/t44-/m1/s1 |
|---|
| InChI Key | GHBAFISLPNCOEP-USYZEHPZSA-N |
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Glycerophospholipids |
|---|
| Sub Class | Glycerophosphocholines |
|---|
| Direct Parent | Phosphatidylcholines |
|---|
| Alternative Parents | |
|---|
| 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
|
|---|
| Molecular Framework | Aliphatic acyclic compounds |
|---|
| External Descriptors | |
|---|
| Ontology |
|---|
| Status | Detected and Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | - Cell membrane
- Intracellular membrane
- Membrane
|
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Experimental 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 |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | |
|---|
| |
| All Tissues | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Blood | Detected and Quantified | 0.8 +/- 0.2 uM | Not Specified | Not Specified | Normal | | details | | Liver | Detected and Quantified | 1.6 +/- 0.4 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Longissimus Thoracis Muscle | Detected and Quantified | 0.4 +/- 0.1 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 0.08 +/- 0.01 uM | Not Specified | Not Specified | Normal | | details | | Semimembranosus Muscle | Detected and Quantified | 0.4 +/- 0.1 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Testis | Detected and Quantified | 0.5 +/- 0.1 nmol/g of tissue | Not Specified | Not Specified | Normal | | details |
|
|---|
