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CHEBI:16870 - choline alfoscerate

ChEBI IDCHEBI:16870
ChEBI Namecholine alfoscerate
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:10646, CHEBI:12841, CHEBI:12847, CHEBI:14343, CHEBI:26697, CHEBI:41458, CHEBI:55397, CHEBI:76433
Last Modified22 February 2017
SubmitterBirgit, zjosephs
DownloadsMolfile
FormulaC8H20NO6P
Net Charge0
Average Mass257.223
Monoisotopic Mass257.10282
SMILESC[N+](C)(C)CCOP(=O)([O-])OC[C@H](O)CO
InChIInChI=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/t8-/m1/s1
InChIKeySUHOQUVVVLNYQR-MRVPVSSYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Biological Roles:
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
parasympatholytic  Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
parasympatholytic  Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
ChEBI Ontology
Outgoing Relation(s)
choline alfoscerate (CHEBI:16870) has role Escherichia coli metabolite (CHEBI:76971)
choline alfoscerate (CHEBI:16870) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
choline alfoscerate (CHEBI:16870) has role human metabolite (CHEBI:77746)
choline alfoscerate (CHEBI:16870) has role mouse metabolite (CHEBI:75771)
choline alfoscerate (CHEBI:16870) has role neuroprotective agent (CHEBI:63726)
choline alfoscerate (CHEBI:16870) has role parasympatholytic (CHEBI:50370)
choline alfoscerate (CHEBI:16870) is a sn-glycerol 3-phosphates (CHEBI:26706)
choline alfoscerate (CHEBI:16870) is a phosphocholines (CHEBI:36700)
IUPAC Names 
2-{[(2R)-2,3-dihydroxypropoxy](hydroxy)phosphoryloxy}-N,N,N-trimethylethanaminium
(2R)-2,3-dihydroxypropyl 2-(trimethylazaniumyl)ethyl phosphate
INNs  Source
alfoscerate de cholineChemIDplus
alfoscerato de colinaChemIDplus
choline alfoscerateKEGG DRUG
choline alfoscerateChemIDplus
cholini alfoscerasChemIDplus
Synonyms  Source
(2R)-2,3-dihydroxypropyl 2-(trimethylammonio)ethyl phosphateIUPAC
alpha-GlycerophosphorylcholineHMDB
Choline alphoscerateChemIDplus
Choline glycerophosphateChemIDplus
Cholini glycerophosphasChemIDplus
sn-glycero-3-phosphocholineChEBI
UniProt Name  Source
sn-glycerol 3-phosphocholineUniProt
Manual XrefsDatabases
627DrugCentral
Alpha-GPCWikipedia
C00670KEGG COMPOUND
CH5PDBeChem
D07349KEGG DRUG
DB04660DrugBank
HMDB0000086HMDB
L-1-GLYCERO-PHOSPHORYLCHOLINEMetaCyc
Registry NumbersSources
Reaxys:3908444Reaxys
Beilstein:6062450Beilstein
CAS:28319-77-9KEGG COMPOUND
CAS:28319-77-9KEGG DRUG
CAS:28319-77-9ChemIDplus
Citations