choline alfoscerate (CHEBI:16870)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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	ChemicalBook:CB8742186, ChemicalBook:CB64796923, eMolecules:514488, ZINC000003645145

Download	Molfile XML SDF

more structures >>

Wikipedia	License
Leucine (symbol Leu or L) is an essential amino acid that is used in the biosynthesis of proteins. Leucine is an α-amino acid, meaning it contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain isobutyl group, making it a non-polar aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it; it must be obtained from the diet. Human dietary sources are foods that contain protein, such as meats, dairy products, soy products, and beans and other legumes. It is encoded by the codons UUA, UUG, CUU, CUC, CUA, and CUG. Leucine is named after the Greek word for "white": λευκός (leukós, "white"), after its common appearance as a white powder, a property it shares with many other amino acids. Like valine and isoleucine, leucine is a branched-chain amino acid. The primary metabolic end products of leucine metabolism are acetyl-CoA and acetoacetate; consequently, it is one of the two exclusively ketogenic amino acids, with lysine being the other. It is the most important ketogenic amino acid in humans. Leucine and β-hydroxy β-methylbutyric acid, a minor leucine metabolite, exhibit pharmacological activity in humans and have been demonstrated to promote protein biosynthesis via the phosphorylation of the mechanistic target of rapamycin (mTOR).
Read full article at Wikipedia

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