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Phosphorylcholine (PC000462)

Record Information
Version1.0
Creation date2015-10-09 22:30:49 UTC
Update date2017-01-19 02:36:25 UTC
FoodComEx IDPC000462
FoodDB RecordFDB022692
Chemical Information
NamePhosphorylcholine
DescriptionPhosphorylcholine, also known as choline phosphate or CHOP, belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. Phosphorylcholine is a moderately acidic compound (based on its pKa). The phosphate of choline; and the parent compound of the Phosphorylcholine family. Phosphorylcholine exists in all living species, ranging from bacteria to humans. Within humans, phosphorylcholine participates in a number of enzymatic reactions. In particular, cytidine triphosphate and phosphorylcholine can be converted into CDP-choline through the action of the enzyme choline-phosphate cytidylyltransferase. In addition, phosphorylcholine can be biosynthesized from choline; which is catalyzed by the enzyme choline/ethanolamine kinase. In humans, phosphorylcholine is involved in phosphatidylcholine biosynthesis. Outside of the human body, Phosphorylcholine is found, on average, in the highest concentration within beers. Phosphorylcholine has also been detected, but not quantified in, several different foods, such as lemons, quinces, chinese cabbages, italian oregano, and chinese broccoli. This could make phosphorylcholine a potential biomarker for the consumption of these foods.
CAS Number3616-04-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Choline ateChEBI
Choline ic acidGenerator
Choline phosphatehmdb
CHOPChEBI
N-Trimethyl-2-aminoethylonateChEBI
N-Trimethyl-2-aminoethylonic acidGenerator
N-Trimethyl-2-aminoethylphosphonatehmdb
O-OcholineChEBI
O-Phosphocholinehmdb
OCHOLINEChEBI
Oryl-cholineChEBI
OrylcholineChEBI
Phosphocholinehmdb
Phosphoryl-cholinehmdb
Trimethyl(2-(onooxy)ethyl)ammoniumChEBI
Chemical FormulaC5H15NO4P
IUPAC name2-(trimethylazaniumyl)ethyl hydrogen phosphate
InChI IdentifierInChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1
InChI KeyYHHSONZFOIEMCP-UHFFFAOYSA-O
Isomeric SMILESC[N+](C)(C)CCOP(O)(O)=O
Average Molecular Weight184.1507
Monoisotopic Molecular Weight184.073869485
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassQuaternary ammonium salts
Direct ParentPhosphocholines
Alternative Parents
Substituents
  • Phosphocholine
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Tetraalkylammonium salt
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organooxygen compound
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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 500 mg
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
Not Available