Choline Alfoscerate
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Basic information
- CAS
28319-77-9- Standard SMILES
C[N+](C)(C)CCOP(=O)([O-])OC[C@H](O)CO- InChIKey
SUHOQUVVVLNYQR-MRVPVSSYSA-N- Molecular formula
- C8H20NO6P
- Average molar mass
- 257.22 g/mol
- Monoisotopic mass
- 257.10282399
Overview
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 mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a member of sn-glycerol 3-phosphates and a member of phosphocholines.
Names & identifiers
- Preferred name
- Choline Alfoscerate
- IUPAC
- [(2R)-2,3-dihydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
- English name
- Choline glycerophosphate
- Molecular formula
- C8H20NO6P
- Molecular weight
- 257.22
Names & synonyms
Choline AlfoscerateSN-glycero-3-phosphocholine28319-77-9Choline glycerophosphateL-alpha-GlycerophosphorylcholineGlycerophosphorylcholineL-alpha-GlycerophosphocholineCholine AlphoscerateGPChoCholini glycerophosphasCholini alfoscerasGlicerofosfato de colina
Show more names
Alpha GPCGPCglycerophosphocholineL-ALPHA-GLYCERYLPHOSPHORYLCHOLINEAlpha GPC powderL-α-glycerylphosphorylcholineQuaternary ammonium salt
alpha-GlycerophosphorylcholineAlfoscerato de colinaGlycerophosphate de cholineAlfoscerate de cholinealpha-GlycerylphosphorylcholineGlycerol phosphorylcholineSn-3-GPCglycerol-3-phosphocholine
Database identifiers
- CAS
28319-77-9- PubChem CID
- 657272
- DTXSID
DTXSID70951010
Properties
Computed structural propertiesFilling in
- XLogP
- -2.3
- Topological polar surface area
- 99.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 8
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 233
Experimental & physicochemical properties
Melting Point142.5 °C
Physical DescriptionSolid
Collision Cross Section
155.5 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
157.17 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
Physicochemical properties
- Melting point
- 142.5 · 142.5-143°
- alpha
- 25 · 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 · 480℃[at 101 325 Pa]
- vapor pressure
- 0 Pa · 0Pa at 25℃
- Flash point
- 11 °C · 11 °C
- storage temp.
- -20 °C · -20°C
- solubility
- DMSO (Slightly, Heated, Sonicated), Methanol (Sparingly), Water (Sparingly)
- form
- solid
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (6 of 6) of all reports.
Not Classified
Aggregated GHS information provided per 6 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationStatus: Active Update: 13-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25611
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 2
- rtecs
- KH2775000
- ridadr
- UN 1230 3/PG 2
- hs_code
- 29239000
- risk_code
- 11-23/24/25-39/23/24/25
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- F,T
- safety_code
- 16-36/37-45-24/25
- Hazard statements
- H315-H319-H335-H412
- REACH Registrations
- Active
- Precautionary statements
- P261-P273-P305+P351+P338
Chemistry & industry
Pharmacology
ATC Code
N - Nervous system
QN - Nervous system
Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite PathwaysRetinol Metabolism
Applications
DescriptionCholine 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.
Usessn-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.
UsesL-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy. It has also been used for the synthesis of glycerophospholipids.
General DescriptionL-α-Glycerophosphorylcholine is a phospholipid, which is a derivative of phosphatidylcholine.
Upstream & downstream products
Upstream raw materials
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Related reactions
2 records
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