CHEBI:17553 - O-phosphoethanolamine

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ChEBI Name O-phosphoethanolamine
ChEBI ID CHEBI:17553
ChEBI ASCII Name O-phosphoethanolamine
Definition The ethanolamine mono-ester of phosphoric acid, and a metabolite of phospholipid metabolism. This phosphomonoester shows strong structural similarity to the inhibitory neurotransmitter GABA, and is decreased in post-mortem Alzheimer's disease brain.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14224, CHEBI:44681, CHEBI:4881, CHEBI:14814, CHEBI:23980, CHEBI:12694
Supplier Information
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Formula C2H8NO4P
Net Charge 0
Average Mass 141.06302
Monoisotopic Mass 141.019
InChI InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
InChIKey SUHOOTKUPISOBE-UHFFFAOYSA-N
SMILES NCCOP(O)(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:3055) See: PubMed
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing O-phosphoethanolamine (CHEBI:17553) has role algal metabolite (CHEBI:84735)
O-phosphoethanolamine (CHEBI:17553) has role human metabolite (CHEBI:77746)
O-phosphoethanolamine (CHEBI:17553) has role mouse metabolite (CHEBI:75771)
O-phosphoethanolamine (CHEBI:17553) is a phosphoethanolamine (CHEBI:36711)
O-phosphoethanolamine (CHEBI:17553) is a primary amino compound (CHEBI:50994)
O-phosphoethanolamine (CHEBI:17553) is conjugate acid of O-phosphonatoethanaminium(1−) (CHEBI:58190)
Incoming O-phosphonatoethanaminium(1−) (CHEBI:58190) is conjugate base of O-phosphoethanolamine (CHEBI:17553)
IUPAC Name
2-aminoethyl dihydrogen phosphate
Synonyms Sources
2-amino-ethanol dihydrogen phosphate ChEBI
2-amino-ethanol phosphate ChEBI
colamine phosphate ChemIDplus
colamine phosphoric acid ChEBI
colaminphosphoric acid ChEBI
EAP ChEBI
ethanolamine acid phosphate ChEBI
ethanolamine O-phosphate ChEBI
ethanolamine O-phosphate NIST Chemistry WebBook
Ethanolamine phosphate KEGG COMPOUND
mono(2-aminoethyl) phosphate ChemIDplus
monoaminoethyl phosphate ChEBI
O-phosphocolamine NIST Chemistry WebBook
O-Phosphoethanolamine KEGG COMPOUND
O-Phosphorylethanolamine KEGG COMPOUND
OPE ChEBI
PE ChEBI
PEA ChEBI
PETN ChEBI
pEtN ChEBI
Phosphoethanolamine KEGG COMPOUND
phosphonoethanolamine ChEBI
phosphoric acid 2-aminoethyl phenyl ester ChEBI
phosphoryl-ethanolamine ChEBI
Database Links Databases
C00346 KEGG COMPOUND
DB01738 DrugBank
OPE PDBeChem
PHOSPHORYL-ETHANOLAMINE MetaCyc
View more database links
Registry Numbers Types Sources
1071-23-4 CAS Registry Number ChemIDplus
1071-23-4 CAS Registry Number NIST Chemistry WebBook
1758916 Beilstein Registry Number Beilstein
1758916 Reaxys Registry Number Reaxys
663022 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
1112054 PubMed citation Europe PMC
7791524 PubMed citation Europe PMC
Last Modified
27 January 2016