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 ChemicalBook:CB2478380, eMolecules:493992, ZINC000003870166
Download Molfile XML SDF
Formula C2H8NO4P
Net Charge 0
Average Mass 141.06302
Monoisotopic Mass 141.01909
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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 N-acylethanolamine phosphate (CHEBI:145538) has functional parent O-phosphoethanolamine (CHEBI:17553)
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
phosphoric acid 2-aminoethyl phenyl ester ChEBI
phosphoryl-ethanolamine ChEBI
Manual Xrefs 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 Reaxys Registry Number Reaxys
663022 Gmelin Registry Number Gmelin
Citations Waiting for Citations
Last Modified
28 November 2019