Basic information
- CAS
28319-77-9- Standard SMILES
C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](O)CO- InChIKey
SUHOQUVVVLNYQR-QMMMGPOBSA-N- Molecular formula
- C8H20NO6P
- Average molar mass
- 257.22 g/mol
- Monoisotopic mass
- 257.10282436
Overview
L-alpha-Glycerylphosphorylcholine (GPC) has been reported in Homo sapiens and Escherichia coli with data available.
Names & identifiers
- Preferred name
- L-alpha-Glycerylphosphorylcholine (GPC)
- IUPAC
- [(2S)-2,3-dihydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
- English name
- Choline glycerophosphate
- Molecular formula
- C8H20NO6P
- Molecular weight
- 257.22
Names & synonyms
L-alpha-Glycerylphosphorylcholine (GPC)RefChem:1088115((2S)-2,3-dihydroxypropyl) 2-(trimethylazaniumyl)ethyl phosphate4217-84-9(S)-alpha-Glycerophosphocholine(S)-?-GlycerophosphocholineGlycerol Impurity 6SCHEMBL272506orb2943113CHEMBL4750376DTXSID701354764HY-W096638A
Show more names
Alpha GPCGPCCHOLINE ALFOSCERATEglycerophosphocholineSN-GLYCERO-3-PHOSPHOCHOLINEL-ALPHA-GLYCERYLPHOSPHORYLCHOLINEAlpha GPC powderGLYCEROPHOSPHORYLCHOLINEL-α-glycerylphosphorylcholineQuaternary ammonium salt
TN8942Q60476027(2S)-2,3-dihydroxypropyl 2-(trimethylazaniumyl)ethyl phosphate(S)-2,3-dihydroxypropyl (2-(trimethylammonio)ethyl) phosphate
Database identifiers
- CAS
28319-77-9
Properties
Computed structural properties
- 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
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
- color
- White to Off-White
- biological source
- soybean
- Water Solubility
- 1000 g/L · 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
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
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
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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