Choline glycerophosphate

Modify Date: 2024-01-02 21:03:26

Choline glycerophosphate Structure
Choline glycerophosphate structure
 Common Name Choline glycerophosphate
CAS Number 28319-77-9 Molecular Weight 257.221
Density N/A Boiling Point N/A
Molecular Formula C8H20NO6P Melting Point -98ºC
MSDS USA Flash Point 11 °C

 Use of Choline glycerophosphate


L-Alpha glycerylphosphorylcholine (alpha-GPC, choline alfoscerate) is a natural choline compound found in the brain and in milk. It is also a parasympathomimetic acetylcholine precursor which may have potential for the treatment of Alzheimer's disease and dementia.IC50 value:Target: Anti-ADAlpha-GPC rapidly delivers choline to the brain across the blood–brain barrier and is a biosynthetic precursor of the acetylcholine neurotransmitter. It is a non-prescription drug in most countries due to its Generally Recognised As Safe (GRAS) status [1]. Studies have investigated its efficacy for cognitive disorders including stroke and Alzheimer’s disease. An Italian multicentre clinical trial on 2,044 patients suffering from recent stroke were supplied alpha-GPC in doses of 1,000 mg/day for 28 days and 400 mg three times per day for the five ensuing months. The trial confirmed the therapeutic role of alpha-GPC on the cognitive recovery of patients based on four measurement scales, three of which reached statistical significance [2].

 Names

Name choline alfoscerate
Synonym More Synonyms

 Choline glycerophosphate Biological Activity

Description L-Alpha glycerylphosphorylcholine (alpha-GPC, choline alfoscerate) is a natural choline compound found in the brain and in milk. It is also a parasympathomimetic acetylcholine precursor which may have potential for the treatment of Alzheimer's disease and dementia.IC50 value:Target: Anti-ADAlpha-GPC rapidly delivers choline to the brain across the blood–brain barrier and is a biosynthetic precursor of the acetylcholine neurotransmitter. It is a non-prescription drug in most countries due to its Generally Recognised As Safe (GRAS) status [1]. Studies have investigated its efficacy for cognitive disorders including stroke and Alzheimer’s disease. An Italian multicentre clinical trial on 2,044 patients suffering from recent stroke were supplied alpha-GPC in doses of 1,000 mg/day for 28 days and 400 mg three times per day for the five ensuing months. The trial confirmed the therapeutic role of alpha-GPC on the cognitive recovery of patients based on four measurement scales, three of which reached statistical significance [2].
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. Parnetti L, et al. Cholinergic precursors in the treatment of cognitive impairment of vascular origin: ineffective approaches or need for re-evaluation J Neurol Sci. 2007 Jun 15;257(1-2):264-9.

[2]. Barbagallo Sangiorgi G, et al. Alpha-Glycerophosphocholine in the mental recovery of cerebral ischemic attacks." An Italian multicenter clinical trial. Ann NY Acad Sci 1994; 717:253-69.

 Chemical & Physical Properties

Melting Point -98ºC
Molecular Formula C8H20NO6P
Molecular Weight 257.221
Flash Point 11 °C
Exact Mass 257.102814
PSA 108.86000
LogP -5.63
Appearance of Characters solid
Index of Refraction 1.329 (20ºC)
Storage condition −20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KH2775000
CHEMICAL NAME :
Ethanaminium, 2-(((2,3-dihydroxypropoxy)hydroxyphosphinyl)oxy)-N,N, N-trimethyl-, hydroxide, inner salt, (R)-
CAS REGISTRY NUMBER :
28319-77-9
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C8-H20-N-O6-P
MOLECULAR WEIGHT :
257.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>13 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #93-32553
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>650 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #93-32553

 Safety Information

Hazard Codes F: Flammable;T: Toxic;
Risk Phrases R11
Safety Phrases S16-S36/37-S45
RIDADR UN 1230 3/PG 2
WGK Germany 2
RTECS KH2775000
Packaging Group II
HS Code 2923900090

 Synthetic Route

Diacetyl-L-Glycerophosphorylcholine structure

Diacetyl-L-Glyc...

CAS#:54672-38-7

~92%

Choline glycerophosphate Structure

Choline glycero...

CAS#:28319-77-9

Literature: Park, Jong Moon; De Castro, Kathlia A.; Ahn, Hyunseok; Rhee, Hakjune Bulletin of the Korean Chemical Society, 2010 , vol. 31, # 9 p. 2689 - 2691
N/A structure

N/A

CAS#:1417365-52-6

~%

N/A structure

N/A

CAS#:1426535-84-3

Choline glycerophosphate Structure

Choline glycero...

CAS#:28319-77-9

Literature: Nakamura, Yuichi; Kato, Hikaru; Nishikawa, Tadateru; Iwasaki, Noriyuki; Suwa, Yoshiaki; Rotinsulu, Henki; Losung, Fije; Maarisit, Wilmar; Mangindaan, Remy E. P.; Morioka, Hiroshi; Yokosawa, Hideyoshi; Tsukamoto, Sachiko Organic Letters, 2013 , vol. 15, # 2 p. 322 - 325

 Customs

HS Code 2923900090
Summary 2923900090 other quaternary ammonium salts and hydroxides。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

 Synonyms

L-α-Glycerophosphocholine
α-GPC
Ethanaminium, 2-[[[(2R)-2,3-dihydroxypropoxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, inner salt
L-a-Glycerylphosphorylcholine
L-α-Glycerophosphorylcholine
Choline Alfoscerate
cholini alfosceras
(R)-2-[[(2,3-Dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethylethanaminium hydroxide inner salt
sn-Glycero-3-phosphocholine
(2R)-2,3-Dihydroxypropyl 2-(trimethylammonio)ethyl phosphate
MFCD00063544
alfoscerato de colina
EINECS 248-962-2
alfoscerate de choline
L-α Glycerylphosphorylcholine
L-a-GPC
sn-Glycero-3-phosphorylcholine
Choline glycerophosphate
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