| Identification |
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| YMDB ID | YMDB00309 |
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| Name | Glycerophosphocholine |
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| Species | Saccharomyces cerevisiae |
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| Strain | Baker's yeast |
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| Description | Glycerophosphocholine belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-position. Glycerophosphocholine is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | |
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| Synonyms | - 2-[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-Ethanaminium inner salt
- a-Glycerophosphorylcholine
- a-Glycerylphosphorylcholine
- alpha-Glycerophosphorylcholine
- alpha-Glycerylphosphorylcholine
- Choline Alfoscerate
- Choline glycerophosphate
- Glycerol 3-phosphocholine
- Glycerol phosphorylcholine
- Glycerol-3-phosphatidylcholine
- Glycerophosphatidylcholine
- Glycerophosphocholine
- Glycerophosphorylcholine
- GPC
- GPCho
- hydrogen glycerophosphate Choline
- L-alpha-Glycerophosphocholine
- L-alpha-Glycerophosphorylcholine
- L-alpha-Glycerylphosphorylcholine
- L-Choline hydroxide 2,3-dihydroxypropyl hydrogen phosphate inner salt
- sn-Glycero-3-phosphocholine
- Alfoscerate, choline
- Choline alphoscerate
- Glycerophosphate, choline
- Alphoscerate, choline
- L alpha Glycerylphosphorylcholine
- 3-Phosphocholine, glycerol
- Glycerol 3 phosphocholine
- Glycerylphosphorylcholine
- Cereton
- Cholicerin
- Cholitiline
- Delecit
- Gliatilin
- Glycerol 3-phosphorylcholine
- Glycerophosphoric acid choline ester
- Glyceryl 3-phosphorylcholine
- Glycerylphosphocholine
- L-alpha-GPC
- L-α-GPC
- L-α-Glycerophosphocholine
- L-α-Glycerophosphorylcholine
- L-α-Glycerylphosphorylcholine
- O-(sn-glycero-3-Phosphoryl)-choline
- sn-glycero-3-Phosphorylcholine
- α-Glycerophosphorylcholine
- α-Glycerylphosphorylcholine
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| CAS number | 28319-77-9 |
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| Weight | Average: 257.2213
Monoisotopic: 257.102823889 |
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| InChI Key | SUHOQUVVVLNYQR-QMMMGPOBSA-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/t8-/m0/s1 |
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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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| Chemical Formula | C8H20NO6P |
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| SMILES | [H]OC([H])([H])[C@]([H])(O[H])C([H])([H])OP([O-])(=O)OC([H])([H])C([H])([H])[N+](C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] |
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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 | Solid |
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| Charge | 0 |
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| Melting point | 142.5 °C |
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| Experimental Properties | | Property | Value | Reference |
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| Water Solubility | Not Available | PhysProp | | LogP | Not Available | PhysProp |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations | - mitochondrion
- extracellular
- cell envelope
- endoplasmic reticulum
- cytoplasm
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| Organoleptic Properties | Not Available |
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| SMPDB Pathways |
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| KEGG Pathways | |
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| SMPDB Reactions |
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| KEGG Reactions | |
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| Concentrations |
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| Intracellular Concentrations | Not Available |
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| Extracellular Concentrations | Not Available |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | View |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-001j-7910000000-79a0f6ec434740d09410 | JSpectraViewer | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-00ds-9324000000-3f77ad31e891fc64627e | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-052r-9140000000-dfaa66ba1da98fca7ee7 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a7r-9210000000-dd605c88980d8b4928bb | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4r-9000000000-5b8e226d6d1b7bba9ba2 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0390000000-4e2ca054587803166774 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0kor-2920000000-8d45ca644a1b5ea88a2c | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9100000000-65a218b9f08d2ce2ed9c | JSpectraViewer |
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| References |
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| References: | - UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
- Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
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| Synthesis Reference: | Evans, Christopher Thomas; McCague, Raymond; Tyrrell, Nicholas David. Preparation of phospholipid-intermediate glycerophosphocholine by a crystallization process. PCT Int. Appl. (1993), 8 pp. |
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| External Links: | |
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