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Phosphocholine

Athanor · official

C5H14NO4P · 183.14 g/mol

IUPAC name: 2-(trimethylazaniumyl)ethyl hydrogen phosphate

Also called phosphorylcholine, lecithin head group

Lipids
Open in Athanor
The structure of Phosphocholine
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
2-(trimethylazaniumyl)ethyl hydrogen phosphate
Synonyms
phosphorylcholine, lecithin head group, PHOSPHORYLCHOLINE
+ 27 more

choline phosphate, 2-(trimethylammonio)ethyl hydrogen phosphate, BRP7TI555O, Chloride, Choline Phosphate, Choline phosphate chloride, Phosphate, Choline, Choline Chloride Dihydrogen Phosphate, RefChem:929196, Chloride, Phosphorylcholine, Phosphate Chloride, Choline, Ethanaminium, N,N,N-trimethyl-2-(phosphonooxy)-, chloride, 2-(trimethylazaniumyl)ethyl hydrogen phosphate, N,N,N-Trimethyl-2-(phosphonooxy)ethanaminium hydroxide inner salt, cholinephosphoric acid, UNII-BRP7TI555O, SCHEMBL8011, SCHEMBL4709769, CHEMBL3350840, HY-B2233B, DTXSID80983064, YHHSONZFOIEMCP-UHFFFAOYSA-N, PHOSPHORYLCHOLINE [WHO-DD], Ethanaminium, N,N,N-trimethyl-2-(phosphonooxy)-, hydroxide, inner salt, CS-0059310, G79516, Q27274846, Ethanaminium, N,N,N-trimethyl-2-(phosphonooxy)-, inner salt

Molecular formula
C5H14NO4P
Empirical formula
C5H14NO4P
Molecular weight
183.14 g/mol
Exact mass
183.06604
CAS number
107-73-3
PubChem CID
135437
Canonical SMILES
C[N+](C)(C)CCOP(=O)(O)[O-]
Isomeric SMILES
C[N+](C)(C)CCOP(=O)(O)[O-]
InChI
InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)
InChIKey
YHHSONZFOIEMCP-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
11
Rings
0
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
1
H-bond donors
1
H-bond acceptors
3 computed here · PubChem 4
Rotatable bonds
4
TPSA (Ų)
69.6
Formal charge
0
XLogP3
-1.6 PubChem
Complexity
156 PubChem
Stereocenters
0 defined, 1 undefinedCIP: P8: undefined
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C32.79%
  • H7.71%
  • N7.65%
  • O34.94%
  • P16.91%

Isotope pattern

100%183.0666.1%184.069185.071

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
-0.83 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.19 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.2 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 183.14
  • log P ≤ 5 (Crippen): -0.83
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 3

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: eNovation Chemicals, Molport, Mcule.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  2. [2]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  4. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  5. ·Literature on PubChem

Data last updated 2026-10-14.