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Choline glycerophosphate

CAS No.
28319-77-9
Chemical Name:
Choline glycerophosphate
Synonyms
Alpha GPC;GPC;CHOLINE ALFOSCERATE;glycerophosphocholine;SN-GLYCERO-3-PHOSPHOCHOLINE;GLYCEROPHOSPHORYLCHOLINE;L-ALPHA-GLYCERYLPHOSPHORYLCHOLINE;Alpha GPC powder;L-α-glycerylphosphorylcholine;L-A-glycerophosphorylcholine
CBNumber:
CB5309777
Molecular Formula:
C8H20NO6P
Molecular Weight:
257.22
MDL Number:
MFCD00063544
MOL File:
28319-77-9.mol
Last updated:2025-07-24 18:11:55

Choline glycerophosphate 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℃
Flash point 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
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)
EWG's Food Scores 1
FDA UNII 60M22SGW66
ATC code N07AX02
UNSPSC Code 12352204
NACRES NA.83

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335-H412
Precautionary statements  P261-P273-P305+P351+P338
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 price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G5291 L-α-Glycerophosphorylcholine from soybean, ≥98%, powder 10 mg $69.1 2025-07-31 Buy
Sigma-Aldrich G5291 L-α-Glycerophosphorylcholine from soybean, ≥98%, powder 50 mg $200 2025-07-31 Buy
Sigma-Aldrich G5291 L-α-Glycerophosphorylcholine from soybean, ≥98%, powder 100 mg $328 2025-07-31 Buy
Sigma-Aldrich G5291 L-α-Glycerophosphorylcholine from soybean, ≥98%, powder 28319-77-9 50mg $184 2024-03-01 Buy
Sigma-Aldrich G5291 L-α-Glycerophosphorylcholine from soybean, ≥98%, powder 28319-77-9 100mg $318 2024-03-01 Buy
Product number Packaging Price Buy
G5291 10 mg $69.1 Buy
G5291 50 mg $200 Buy
G5291 100 mg $328 Buy
G5291 50mg $184 Buy
G5291 100mg $318 Buy

Choline glycerophosphate Chemical Properties,Uses,Production

Description

Choline alfoscerate is a nootropic reportedly effective in the treatment of age-associated memory impairment. In man, it decreased and prevented scopolamine-induced amnesia. In vitro studies suggest that choline alfoscerate acts indirectly on cholinergic transmission 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

4826-71-5
57044-25-4
28319-77-9
Synthesis of Choline glycerophosphate from Calcium phosphorylcholine chloride and (R)-(+)-Glycidol
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Alpha-GPC Chonile Alfoscerate pictures 2025-08-18 Alpha-GPC Chonile Alfoscerate
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US $20.00 / kg 1kg 99.9% 10000 Hebei Miaoyin Technology Co.,Ltd
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US $1.00 / g 1g 99% 1000kg RongNa Biotechnology Co.,Ltd
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US $0.00-0.00 / kg 1kg 99%min HPLC 500kg WUHAN FORTUNA CHEMICAL CO., LTD

Choline glycerophosphate Spectrum

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 2-(((2,3-Dihydroxypropoxy)hydroxyphosphinyl)oxy)-N,N,N-trimethylethanaminium inner salt 2,3-Dihydroxypropyl 2-trimethylazaniumylethyl phosphate L-ALPHA-GLYCERYLPHOSPHORYLCHOLINE(ALPHA-GPC) L-α-Glycerophoshorylchoilne L-α-glycerylphosphorylcholine L-á-Glycerophosphorylcholine (from egg yolk) L-alpha-glycerol phosphorylcholine L-α-Glycerophosphorylcholine inner salt Choline, hydroxide, 2,3-dihydroxypropyl hydrogen phosphate, inner salt, D- Ethanaminium, 2-[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, hydroxide, inner salt, (R)- 2-[[(R)-2,3-Dihydroxypropyl]oxy(oxylato)phosphinyloxy]-N,N,N-trimethylethanaminium L-Glycerophosphocholine L-α-Glycerophosphocholine L-α-Glycerophosphorylcholine ,99% L-A-glycerophosphorylcholine Alpha GPC L-Alpha-Glycerlphorcholine Choline glycerophosphate GLYCEROPHOSPHOCHOLINE(GPC)(P) Alpha GPC(Choline Alfoscerato) Sn-Glycero-3-phosphocholine(GPC) sn-Glycero-3-phosphocholine (Choline Alfoscerate) 2-(((2,3-dihydroxypropoxy)hydroxyphosphinyl)oxy)-n,n,n-trimethyl-ethanaminiu glycerophosphocholine hydroxide,2,3-dihydroxypropylhydrogenphosphate,innersalt,d-cholin l-alpha-glycerophosphocholine SN-GLYCERO-3-PHOSPHOCHOLINE SN-GLYCERO-3-PHOSPHOCHOLINE INNER SALT SN-GLYCEROPHOSPHORYLCHOLINE (EGG) SN-3-GLYCEROPHOSPHOCHOLINE L-ALPHA-GLYCEROPHOSPHORYLCHOLINE L-ALPHA-GLYCEROPHOSPHORYLCHOLINE INNER SALT L-ALPHA-GLYCERYLPHOSPHORYLCHOLINE CHOLINE ALFOSCERATE GLYCEROPHOSPHORYLCHOLINE GPC (R)-2,3-Dihydroxypropyl (2-(triMethylaMMonio)ethyl) phosphate Alpha-GPC (or Choline Alfoscerate) L-α-Glycerylphosphorylcholine (GPC),anhydrous Cholini alfosceras Colina glicerofosfato Alpha-GlyceroPhosphatidylCholine EthanaMiniuM,2-[[[(2R)-2,3-dihydroxypropoxy]hydroxyphosphinyl]oxy]-N,N,N-triMethyl-, innersalt (R)-2,3-dihydroxypropyl (2-(triMethylaMMonio)ethyl) phosphate (GPC) Choline glycerophosphate SynonyMs Alfa-GPC Choline glycerophosphate 2,3-Dihydroxypropyl 2-trimethylazaniumylethyl phosphate Alfa-GPC L-a-Glycerophosphorylcholine (choline alfoscerate) (GPC) Choline glycerophosphate (GPC) 2-[[[(2R)-2,3-Dihydroxypropoxy]hydroxyphosphinyl]oxy]-N,N,N-triMethylethanaMiniuM Inner Salt