Introduction：Basic information about Choline glycerophosphate CAS 28319-77-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Choline glycerophosphate Basic information
| Product Name: | Choline glycerophosphate |
| Synonyms: | 2-[[(2R)-2,3-dihydroxypropoxy]-hydroxy-phosphoryl]oxyethyl-trimethyl-azanium;L-A-GLYCEROPHOSPHORYLCHOLINE FROM*EGG YOLK FREE FORM;L-A-GLYCEROPHOSPHORYLCHOLINE FROM SOYBEAN, FREE FORM;L-α-GLYCERYLPHOSPHORYLCHOLINE(GPC);,hydroxide,innersalt,(r)-;L-a-Glycerophosphorylcholine (anhydrous) (GPC);GLYCERYLPHOSPHOCHOLINE;L-A-GLYCEROPHOSPHOCHOLINE |
| CAS: | 28319-77-9 |
| MF: | C8H20NO6P |
| MW: | 257.22 |
| EINECS: | 248-962-2 |
| Product Categories: | GPC;Smart drug;Activity;Enzyme Substrates;Activity Other;pharmaceutical ingredients;28319-77-9 |
| Mol File: | 28319-77-9.mol |
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Choline glycerophosphate Chemical Properties
| Melting point | 142.5-143° |
| alpha | D25 -2.7° (c = 2.7 in water, pH 2.5); D25 -2.8° (c = 2.6 in water, pH 5.8) |
| Boiling point | 480℃[at 101 325 Pa] |
| vapor pressure | 0Pa at 25℃ |
| Fp | 11 °C |
| storage temp. | -20°C |
| solubility | DMSO (Slightly, Heated, Sonicated), Methanol (Sparingly), Water (Sparingly) |
| form | solid |
| color | White to Off-White |
| biological source | soybean |
| Water Solubility | 1000g/L at 25℃ |
| Stability: | Very Hygroscopic |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| InChI | InChI=1/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-/s3 |
| InChIKey | SUHOQUVVVLNYQR-SBYBRXNCNA-N |
| SMILES | P([O-])(=O)(OCC[N+](C)(C)C)OC[C@H](O)CO |&1:12,r| |
| LogP | -5.15 at 25℃ |
| CAS DataBase Reference | 28319-77-9(CAS DataBase Reference) |
Safety Information
| Hazard Codes | F,T |
| Risk Statements | 11-23/24/25-39/23/24/25 |
| Safety Statements | 16-36/37-45-24/25 |
| RIDADR | UN 1230 3/PG 2 |
| WGK Germany | 2 |
| RTECS | KH2775000 |
| HS Code | 29239000 |
Choline glycerophosphate Usage And Synthesis
| Description | Choline alfoscerate is a nootropic reportedly effective in the treatment of age-associatedmemory impairment. In man, it decreased and prevented scopolamine-inducedamnesia. In vitro studies suggest that choline alfoscerate acts indirectly on cholinergictransmission by elevating the synthesis of acetylcholine. |
| Chemical Properties | Choline glycerophosphate (GPC) is a white waxy solid that is miscible with water, soluble in methanol and ethanol, and insoluble in chloroform, ether, oil, etc. It has no characteristic absorption under UV visible light. The methods for determining GPC content include high-performance liquid chromatography (equipped with an evaporative light scattering detector or refractive index differential detector) and the digestion phosphorus determination method. |
| Originator | Sandoz; Italfarmaco (Italy) |
| Uses | sn-Glycero-3-phosphocholine (Choline Alfoscerate) is a phospholipid; precursor in choline biosynthesis. sn-Glycero-3-phosphocholine is an intermediate in catabolic pathway of phosphatidylcholine. sn-Glycero-3-phosphocholine is used as an Nootropic. |
| Uses | L-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy. It has also been used for the synthesis of glycerophospholipids. |
| Definition | ChEBI: Choline alfoscerate is a member of the class of phosphocholines that is the choline ester of sn-glycero-3-phosphate. It is one of the major osmolyte in the renal medullary cells. It has a role as a parasympatholytic, a neuroprotective agent, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a member of sn-glycerol 3-phosphates and a member of phosphocholines. |
| Brand name | Delecit |
| General Description | L-α-Glycerophosphorylcholine is a phospholipid, which is a derivative of phosphatidylcholine. |
| Flammability and Explosibility | Not classified |
| Biochem/physiol Actions | Increases inositol phosphate formation. |
| Synthesis | 10 g of phosphorylcholine chloride (1 equivalent, 228 mmol) was dissolved in 200 ml of methanol in a 500 ml three-necked round bottom flask equipped with a thermometer, a reflux condenser and a stirrer. Then, 5.1 g of potassium hydroxide (2 equivalents, 455 mmol) Lt; / RTI & gt; stirred for 1 hour. After warming the reaction to 65 ° C, 10 g of (R) -3-chloro-1,2-propanediol (2 eq, 452 mmol) was added slowly and refluxed for 16 hours to carry out the substitution reaction. After completion of the reaction, 10 ml of water was added to the concentrate obtained by concentration under reduced pressure, and the reaction product was diluted with acetone twice. The aqueous layer was concentrated under reduced pressure to obtain 11.60 g of L-α-glycerophosphorylcholine (sn-Glycero-3-phosphocholine; yield: 99%). |
| References | [1] Patent: KR2015/94159, 2015, A. Location in patent: Paragraph 0083-0085 |
Choline glycerophosphate Preparation Products And Raw materials
| Raw materials | Glycerol-->Phosphoric acid-->Choline hydroxide-->Choline chloride-->Phosphatidylserine-->Phosphatase, Acid-->(R)-(-)-3-Chloro-1,2-propanediol-->Calcium phosphorylcholine chloride-->(R)-(+)-Glycidol-->phosphorylcholine |
| Preparation Products | 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-->1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-->1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-->L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, CAPROYL-->L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, STEAROYL |
