FComEx: Choline alfoscerate (PC000594)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:26 UTC

Update date

2017-01-19 02:36:29 UTC

FoodComEx ID

PC000594

FoodDB Record

FDB021802

Chemical Information

Name

Choline alfoscerate

Description

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]

CAS Number

28319-77-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(R)-Glycerylphosphorylcholine	manual
2-[[(2,3-Dihydroxypropoxy)hydroxyinyl]oxy]-N,N,N-trimethyl-ethanaminium inner salt	HMDB
a-GlyceroOrylcholine	HMDB
a-Glycerylorylcholine	HMDB
alpha-GlyceroOrylcholine	HMDB
alpha-Glycerylorylcholine	HMDB
Choline alfoscerate	manual
Choline alfoscerate, INN	db_source
Choline glyceroate	HMDB
GlyceroAtidylcholine	HMDB
Glycerol 3-ocholine	HMDB
Glycerol orylcholine	HMDB
Glycerol-3-atidylcholine	HMDB
GlyceroOcholine	HMDB
GlyceroOrylcholine	HMDB
GPC	HMDB
GPCho	HMDB
Hydrogen glyceroate choline	HMDB
L-alpha-GlyceroOcholine	HMDB
L-alpha-GlyceroOrylcholine	HMDB
L-alpha-Glycerylorylcholine	HMDB
L-Choline hydroxide 2,3-dihydroxypropyl hydrogen ate inner salt	HMDB
sn-glycero-3-Ocholine	HMDB
sn-Glycero-3-phosphocholine	db_source

Chemical Formula

C8H20NO6P

IUPAC name

{2-[(2,3-dihydroxypropyl phosphono)oxy]ethyl}trimethylazanium

InChI Identifier

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

InChI Key

SUHOQUVVVLNYQR-UHFFFAOYSA-N

Isomeric SMILES

C[N+](C)(C)CCOP([O-])(=O)OCC(O)CO

Average Molecular Weight

257.2213

Monoisotopic Molecular Weight

257.102823889

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Glycerophosphocholines

Alternative Parents