1.0 2011-04-11 15:42:27 UTC 2015-10-09 22:31:27 UTC FDB021802 Choline alfoscerate Glycerophosphorylcholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also one of the four major organic osmolytes in renal medullary cells, changing their intracellular osmolyte concentration in parallel with extracellular tonicity during cellular osmoadaptation. As an osmolyte, Glycerophosphorylcholine counteracts the effects of urea on enzymes and other macromolecules. Kidneys (especially medullar cells), which are exposed under normal physiological conditions to widely fluctuating extracellular solute concentrations, respond to hypertonic stress by accumulating the organic osmolytes glycerophosphorylcholine (GPC), betaine, myo-inositol, sorbitol and free amino acids. Increased intracellular contents of these osmolytes are achieved by a combination of increased uptake (myo-inositol and betaine) and synthesis (sorbitol, GPC), decreased degradation (GPC) and reduced osmolyte release. [HMDB] (R)-Glycerylphosphorylcholine 2-[[(2,3-Dihydroxypropoxy)hydroxyinyl]oxy]-N,N,N-trimethyl-ethanaminium inner salt a-GlyceroOrylcholine a-Glycerylorylcholine alpha-GlyceroOrylcholine alpha-Glycerylorylcholine Choline alfoscerate Choline alfoscerate, INN Choline glyceroate GlyceroAtidylcholine Glycerol 3-ocholine Glycerol orylcholine Glycerol-3-atidylcholine GlyceroOcholine GlyceroOrylcholine GPC GPCho Hydrogen glyceroate choline L-alpha-GlyceroOcholine L-alpha-GlyceroOrylcholine L-alpha-Glycerylorylcholine L-Choline hydroxide 2,3-dihydroxypropyl hydrogen ate inner salt sn-glycero-3-Ocholine sn-Glycero-3-phosphocholine C8H20NO6P 257.2213 257.102823889 {2-[(2,3-dihydroxypropyl phosphono)oxy]ethyl}trimethylazanium {2-[(2,3-dihydroxypropyl phosphono)oxy]ethyl}trimethylazanium 28319-77-9 C[N+](C)(C)CCOP([O-])(=O)OCC(O)CO InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3 SUHOQUVVVLNYQR-UHFFFAOYSA-N belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-position. Glycerophosphocholines Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Aliphatic acyclic compounds 1,2-diols Amines Dialkyl phosphates Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Primary alcohols Secondary alcohols Tetraalkylammonium salts 1,2-diol Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Dialkyl phosphate Glycero-3-phosphocholine Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoric acid ester Primary alcohol Quaternary ammonium salt Secondary alcohol Tetraalkylammonium salt a small molecule Solid logp -2.56 ALOGPS logs -1.54 ALOGPS solubility 8.96e+00 g/l ALOGPS logp -5.7 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3 ChemAxon iupac {2-[(2,3-dihydroxypropyl phosphono)oxy]ethyl}trimethylazanium ChemAxon average_mass 257.2213 ChemAxon mono_mass 257.102823889 ChemAxon smiles C[N+](C)(C)CCOP([O-])(=O)OCC(O)CO ChemAxon formula C8H20NO6P ChemAxon inchi InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3 ChemAxon inchikey SUHOQUVVVLNYQR-UHFFFAOYSA-N ChemAxon polar_surface_area 99.05 ChemAxon refractivity 68.68 ChemAxon polarizability 24.82 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 108490 Specdb::CMs 121078 Specdb::CMs 903352 Specdb::CMs 903353 Specdb::CMs 903354 Specdb::CMs 903355 Specdb::CMs 903356 Specdb::CMs 903357 Specdb::NmrOneD 189681 Specdb::NmrOneD 189682 Specdb::NmrOneD 189683 Specdb::NmrOneD 189684 Specdb::NmrOneD 189685 Specdb::NmrOneD 189686 Specdb::NmrOneD 189687 Specdb::NmrOneD 189688 Specdb::NmrOneD 189689 Specdb::NmrOneD 189690 Specdb::NmrOneD 189691 Specdb::NmrOneD 189692 Specdb::NmrOneD 189693 Specdb::NmrOneD 189694 Specdb::NmrOneD 189695 Specdb::NmrOneD 189696 Specdb::NmrOneD 189697 Specdb::NmrOneD 189698 Specdb::NmrOneD 189699 Specdb::NmrOneD 189700 HMDB00086 #<Reference:0x000055ce32842488> #<Reference:0x000055ce32842208> #<Reference:0x000055ce32842028> #<Reference:0x000055ce32841e48> #<Reference:0x000055ce32841c90> #<Reference:0x000055ce32841ab0> #<Reference:0x000055ce328418f8> #<Reference:0x000055ce32841740> #<Reference:0x000055ce32841588> #<Reference:0x000055ce328413d0> #<Reference:0x000055ce32840ed0> #<Reference:0x000055ce32840cf0> #<Reference:0x000055ce32840b38> #<Reference:0x000055ce32840980> #<Reference:0x000055ce328407a0> #<Reference:0x000055ce328405e8> #<Reference:0x000055ce32840430> 60 kDa lysophospholipase Q86U10 ASPG Acyl-protein thioesterase 1 O75608 LYPLA1 Acyl-protein thioesterase 2 O95372 LYPLA2 Ectonucleotide pyrophosphatase/phosphodiesterase family member 6 Q6UWR7 ENPP6 Eosinophil lysophospholipase Q05315 CLC Galactoside-binding soluble lectin 13 Q9UHV8 LGALS13 Neuropathy target esterase Q8IY17 PNPLA6