Record Information
Version1.0
Creation date2015-10-09 22:30:08 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000353
FoodDB RecordFDB021911
Chemical Information
NameO-Phosphoethanolamine
DescriptionO-Phosphoethanolamine, also known as colamine phosphoric acid or ethanolamine O-phosphate, belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine. O-Phosphoethanolamine is a very strong basic compound (based on its pKa). O-Phosphoethanolamine exists in all living species, ranging from bacteria to humans. Within humans, O-phosphoethanolamine participates in a number of enzymatic reactions. In particular, O-phosphoethanolamine and palmitaldehyde can be biosynthesized from sphinganine 1-phosphate; which is catalyzed by the enzyme sphingosine-1-phosphate lyase 1. In addition, O-phosphoethanolamine and palmitaldehyde can be biosynthesized from sphingosine 1-phosphate; which is catalyzed by the enzyme sphingosine-1-phosphate lyase 1. In humans, O-phosphoethanolamine is involved in globoid cell leukodystrophy. Outside of the human body, O-Phosphoethanolamine has been detected, but not quantified in, several different foods, such as lambsquarters, nutmegs, yellow wax beans, dandelions, and cloud ear fungus. This could make O-phosphoethanolamine a potential biomarker for the consumption of these foods. The ethanolamine mono-ester of phosphoric acid, and a metabolite of phospholipid metabolism. O-Phosphoethanolamine is a potentially toxic compound.
CAS Number1071-23-4
Structure
Thumb
Synonyms
SynonymSource
2-amino-Ethanol ateChEBI
2-amino-Ethanol dihydrogen ateChEBI
2-amino-Ethanol dihydrogen ate (ester)HMDB
2-amino-Ethanol dihydrogen ic acidGenerator
2-amino-Ethanol dihydrogen phosphatehmdb
2-amino-Ethanol dihydrogen phosphate (ester)hmdb
2-amino-Ethanol ic acidGenerator
2-amino-Ethanol phosphatehmdb
2-Aminoethanol O-ateHMDB
2-Aminoethanol O-phosphatehmdb
2-Aminoethyl ateHMDB
2-Aminoethyl dihydrogen ateHMDB
2-Aminoethyl dihydrogen ate (acd/name 4.0)HMDB
2-aminoethyl dihydrogen phosphatehmdb
2-aminoethyl dihydrogen phosphate (ACD/Name 4.0)hmdb
2-aminoethyl phosphatehmdb
ColaminateGenerator
Colamine acid ateHMDB
Colamine acid phosphatehmdb
Colamine ateChEBI
Colamine ic acidGenerator
Colamine orateGenerator
Colamine oric acidChEBI
Colamine phosphatehmdb
Colamine phosphoric acidhmdb
Colamineoric acidHMDB
Colaminephosphoric acidhmdb
Colaminic acidGenerator
Colaminoric acidChEBI
Colaminphosphoric acidhmdb
EAPhmdb
EthampHMDB
Ethanolamine acid ateChEBI
Ethanolamine acid ic acidGenerator
Ethanolamine acid phosphatehmdb
Ethanolamine ateChEBI
Ethanolamine ic acidGenerator
Ethanolamine O-ateChEBI
Ethanolamine O-ic acidGenerator
Ethanolamine O-phosphatehmdb
Ethanolamine phosphatehmdb
Mono(2-aminoethyl) ateChEBI
Mono(2-aminoethyl) ic acidGenerator
Mono(2-aminoethyl) phosphatehmdb
Monoaminoethyl ateChEBI
Monoaminoethyl ic acidGenerator
Monoaminoethyl phosphatehmdb
O-OcolamineChEBI
O-OethanolamineChEBI
O-OnatoethanaminiumHMDB
O-OrylethanolamineChEBI
O-phosphocolaminehmdb
O-Phosphoethanolaminehmdb
O-phosphorylethanolaminehmdb
OethanolamineChEBI
OnoethanolamineChEBI
OPEhmdb
Orate 2-aminoethyl phenyl esterGenerator
oric acid 2-Aminoethyl phenyl esterChEBI
OryethanolamineHMDB
Oryl-ethanolamineChEBI
OrylethanolamineHMDB
PEChEBI
PETNhmdb
Phosphoethanolaminehmdb
Phosphonoethanolaminehmdb
Phosphoric acid 2-aminoethyl phenyl esterhmdb
Phosphoryethanolaminehmdb
Phosphorylethanolaminehmdb
Chemical FormulaC2H8NO4P
IUPAC name(2-aminoethoxy)phosphonic acid
InChI IdentifierInChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
InChI KeySUHOOTKUPISOBE-UHFFFAOYSA-N
Isomeric SMILESNCCOP(O)(O)=O
Average Molecular Weight141.063
Monoisotopic Molecular Weight141.019094261
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentPhosphoethanolamines
Alternative Parents
Substituents
  • Phosphoethanolamine
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 8967AJ
MetaSci HMDB0000224
Sigma-Aldrich HMDB0000224
Toronto Research Chemicals P360900