Structure via PubChem · Public domain (PubChem)
phosphorylethanolamine
Sign in to saveAlso known as O-Phosphoethanolamine, 2-aminoethyl dihydrogen phosphate, calcium 2-aminoethanol phosphate, colamine acid phosphate, colamine phosphate, colamine phosphoric acid, colaminephosphoric acid, colaminphosphoric acid
Phosphorylethanolamine or phosphoethanolamine is an ethanolamine derivative that is used to construct two different categories of phospholipids. One category termed a glycerophospholipid and the other a sphingomyelin, or more specifically within the sphingomyelin class, a sphingophospholipid. Phosphorylethanolamine is a polyprotic acid with two pKa values at 5.61 and 10.39.
Chemical data
- Formula
- C2H8NO4P
- Molecular weight
- 141.06 g/mol
- IUPAC name
- 2-aminoethyl dihydrogen phosphate
- SMILES
- C(COP(=O)(O)O)N
- InChIKey
- SUHOOTKUPISOBE-UHFFFAOYSA-N
- XLogP
- -4.8
- Polar surface area
- 92.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- neoplasm
via ChEMBL · EBI
Research
970 papers- In vivo spectral editing of phosphorylethanolamine.Magnetic resonance in medicine · 2022
- Bacteroides sphingolipids promote anti-inflammatory responses through the mevalonate pathway.Cell host & microbe · 2025
- A homoeostatic switch causing glycerol-3-phosphate and phosphoethanolamine accumulation triggers senescence by rewiring lipid metabolism.Nature metabolism · 2024
- Tumour interstitial fluid-enriched phosphoethanolamine suppresses T cell function.Nature cell biology · 2025
- Drugs on demand.Nature · 2015
via PubMed
Wikidata facts
- Subclass of
- phospholipids
- Mass
- 141.019
Show 5 more facts
- found in taxon
- Chlamydomonas reinhardtii
- chemical formula
- C₂H₈NO₄P
- canonical SMILES
- C(COP(=O)(O)O)N
- Commons category
- Phosphorylethanolamine
- subject has role
- primary metabolite
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Effectiveness
- Legality
- See also
- References
- Additional images
Phosphorylethanolamine or phosphoethanolamine is an ethanolamine derivative that is used to construct two different categories of phospholipids. One category termed a glycerophospholipid and the other a sphingomyelin, or more specifically within the sphingomyelin class, a sphingophospholipid. Phosphorylethanolamine is a polyprotic acid with two pKa values at 5.61 and 10.39.
Phosphorylethanolamine has been falsely promoted as a cancer treatment.
Excerpted from Wikipedia’s “phosphorylethanolamine” article, available under the CC BY-SA 4.0 licence.