choline alfoscerate (CHEBI:16870)

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ChEBI Name	choline alfoscerate

ChEBI ID	CHEBI:16870

Definition	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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Birgit

Secondary ChEBI IDs	CHEBI:76433, CHEBI:41458, CHEBI:10646, CHEBI:12847, CHEBI:12841, CHEBI:26697, CHEBI:55397, CHEBI:14343

Supplier Information	eMolecules:1012333, ZINC000000120249

Download	Molfile XML SDF

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Wikipedia	License
Pyridoxal (PL) is one form of vitamin B6. Some medically relevant bacteria, such as those in the genera Granulicatella and Abiotrophia, require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In in vitro culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal. Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9 billion years ago, a forerunner of the Great Oxidation Event.
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Formula

C8H20NO6P

Net Charge

Average Mass

257.22130

Monoisotopic Mass

257.10282

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/t8-/m1/s1

InChIKey

SUHOQUVVVLNYQR-MRVPVSSYSA-N

SMILES

C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). 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. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

Application(s):	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. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology
Outgoing	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

(2R)-2,3-dihydroxypropyl 2-(trimethylazaniumyl)ethyl phosphate

2-{[(2R)-2,3-dihydroxypropoxy](hydroxy)phosphoryloxy}-N,N,N-trimethylethanaminium

Synonyms	Sources
(2R)-2,3-dihydroxypropyl 2-(trimethylammonio)ethyl phosphate	IUPAC
alpha-Glycerophosphorylcholine	HMDB
Choline alphoscerate	ChemIDplus
Choline glycerophosphate	ChemIDplus
Cholini glycerophosphas	ChemIDplus
Glicerofosfato de colina	ChemIDplus
Glycerol phosphorylcholine	HMDB
Glycerol-3-phosphatidylcholine	HMDB
glycerol-3-phosphocholine	ChEBI
Glycerophosphate de choline	ChemIDplus
Glycerophosphocholine	ChemIDplus
Glycerophosphocholine	KEGG COMPOUND
Glycerophosphocholine	KEGG COMPOUND
Glycerophosphorylcholine	ChemIDplus
GPCho	HMDB
L-alpha-Glycerophosphocholine	ChemIDplus
L-alpha-Glycerophosphorylcholine	ChemIDplus
L-alpha-Glycerophosphorylcholine	HMDB
L-Choline hydroxide 2,3-dihydroxypropyl hydrogen phosphate inner salt	HMDB
sn-3-GPC	MetaCyc
sn-Glycero-3-phosphocholine	ChemIDplus
sn-glycero-3-phosphocholine	ChEBI
sn-glycero-3-phosphocholine	ChEBI
sn-glycerol 3-phosphocholine	UniProt

Manual Xrefs	Databases
627	DrugCentral
Alpha-GPC	Wikipedia
C00670	KEGG COMPOUND
CH5	PDBeChem
D07349	KEGG DRUG
DB04660	DrugBank
HMDB0000086	HMDB
L-1-GLYCERO-PHOSPHORYLCHOLINE	MetaCyc
View more database links

Last Modified

22 February 2017