Record Information |
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Version | 2.0 |
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Creation Date | 2015-09-08 17:50:23 -0600 |
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Update Date | 2015-09-14 16:46:01 -0600 |
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Secondary Accession Numbers | |
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Identification |
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Name: | sn-glycero-3-phosphocholine |
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Description | sn-Glycero-3-phosphocholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also osmolyte. GPC is an intermediate of glycerophospholipid metabolism. It is converted from both 2-acyl-sn-glycero-3-phosphocholine and 1-acyl-sn-glycero-3-phosphocholine by lysophospholipase L2 (EC:3.1.1.5). It is converted to choline and sn-glycerol 3-phosphate by glycerophosphodiester phosphodiesterase (EC:3.1.4.46). (KEGG) |
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Structure | |
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Synonyms: | Value | Source |
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2-[[(2,3-Dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium inner salt | HMDB | a-Glycerophosphorylcholine | HMDB | a-Glycerylphosphorylcholine | HMDB | alpha-Glycerophosphorylcholine | HMDB | alpha-Glycerylphosphorylcholine | HMDB | Choline alfoscerate | HMDB, MeSH | Choline glycerophosphate | HMDB | Glycerol 3-phosphocholine | HMDB, MeSH | Glycerol phosphorylcholine | HMDB | Glycerol-3-phosphatidylcholine | HMDB | Glycerophosphatidylcholine | HMDB | Glycerophosphorylcholine | HMDB, MeSH | GPC | HMDB | GPCho | HMDB | Hydrogen glycerophosphate choline | HMDB | L-alpha-Glycerophosphocholine | HMDB | L-alpha-Glycerophosphorylcholine | HMDB | L-alpha-Glycerylphosphorylcholine | HMDB, MeSH | L-Choline hydroxide 2,3-dihydroxypropyl hydrogen phosphate inner salt | HMDB | sn-glycero-3-Phosphocholine | HMDB | Alfoscerate, choline | MeSH, HMDB | Choline alphoscerate | MeSH, HMDB | Glycerophosphate, choline | MeSH, HMDB | Alphoscerate, choline | MeSH, HMDB | L alpha Glycerylphosphorylcholine | MeSH, HMDB | 3-Phosphocholine, glycerol | MeSH, HMDB | Glycerol 3 phosphocholine | MeSH, HMDB | Glycerylphosphorylcholine | MeSH, HMDB | Cereton | HMDB | Cholicerin | HMDB | Cholitiline | HMDB | Delecit | HMDB | Gliatilin | HMDB | Glycerol 3-phosphorylcholine | HMDB | Glycerophosphocholine | HMDB | Glycerophosphoric acid choline ester | HMDB | Glyceryl 3-phosphorylcholine | HMDB | Glycerylphosphocholine | HMDB | L-alpha-GPC | HMDB | L-α-GPC | HMDB | L-α-Glycerophosphocholine | HMDB | L-α-Glycerophosphorylcholine | HMDB | L-α-Glycerylphosphorylcholine | HMDB | O-(sn-glycero-3-Phosphoryl)-choline | HMDB | sn-glycero-3-Phosphorylcholine | HMDB | α-Glycerophosphorylcholine | HMDB | α-Glycerylphosphorylcholine | HMDB |
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Chemical Formula: | C8H20NO6P |
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Weight: | Average: 257.2213 Monoisotopic: 257.102823889 |
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InChI Key: | SUHOQUVVVLNYQR-UHFFFAOYSA-N |
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InChI: | InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3 |
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CAS number: | Not Available |
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IUPAC Name: | (2-{[(2S)-2,3-dihydroxypropyl phosphonato]oxy}ethyl)trimethylazanium |
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Traditional IUPAC Name: | Alpha-GPC |
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SMILES: | C[N+](C)(C)CCOP([O-])(=O)OCC(O)CO |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-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 | Glycerophosphocholines |
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Alternative Parents | |
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Substituents | - Glycero-3-phosphocholine
- Phosphocholine
- Dialkyl phosphate
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Tetraalkylammonium salt
- Quaternary ammonium salt
- 1,2-diol
- Secondary alcohol
- Organic nitrogen compound
- Organic salt
- Hydrocarbon derivative
- Primary alcohol
- Organic oxide
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Amine
- Alcohol
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State: | Not Available |
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Charge: | 0 |
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Melting point: | Not Available |
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Experimental Properties: | |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations: | Cytoplasm |
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Reactions: | |
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SMPDB Pathways: | |
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KEGG Pathways: | Not Available |
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EcoCyc Pathways: | Not Available |
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Concentrations |
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| Not Available |
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Spectra |
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Spectra: | |
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References |
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References: | Not Available |
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Synthesis Reference: | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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Links |
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External Links: | Resource | Link |
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CHEBI ID | Not Available | HMDB ID | HMDB0000086 | Pubchem Compound ID | 71920 | Kegg ID | Not Available | ChemSpider ID | Not Available | Wikipedia ID | Alpha-GPC | BioCyc ID | Not Available |
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