Choline

Athanor · official

C₅H₁₄NO+ · 104.17 g/mol

IUPAC name: 2-hydroxyethyl(trimethyl)azanium

Also called vitamin B4, bilineurine

Vitamins

Open in Athanor

Drawn from its SMILES with RDKit

DangerHighly Flammable liquid and vapor · Causes severe skin burns and eye damage · Causes serious eye damage · May damage fertility; May damage the unborn child · Causes damage to organs

Names and identifiers

IUPAC name: 2-hydroxyethyl(trimethyl)azanium
Synonyms: vitamin B4, bilineurine, Choline ion
+ 37 more
Bilineurine, Choline cation, 2-Hydroxy-N,N,N-trimethylethanaminium, Cholinum, (2-Hydroxyethyl)trimethylammonium, Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, vitamin J, trimethylethanolamine, 2-hydroxyethyl(trimethyl)azanium, N-trimethylethanolamine, (2-hydroxyethyl)trimethylazanium, N91BDP6H0X, N,N,N-trimethylethanol-ammonium, CHEBI:15354, DTXSID8043789, Gabazolamine, Gaboxetine, Sentroxatine, Sentrazolam AM, Citrate, Choline, Choline O Sulfate, Gabazolamine-0.5, O-Sulfate, Choline, Sentraflox AM-10, Sentralopram AM-10, RefChem:5679, ALPRAZOLAM, CHOLINE, DTXCID6023789, 2-hydroxyethyl-trimethyl-ammonium, CITALOPRAM HYDROBROMIDE, CHOLINE, FLUOXETINE HYDROCHLORIDE, CHOLINE, 200-535-1, CCRIS 5847, AI3-24208, BRN 1736748, (beta-hydroxyethyl)trimethylammonium, Choline (chloride)
Molecular formula: C₅H₁₄NO+
Empirical formula: C₅H₁₄NO
Molecular weight: 104.17 g/mol
Exact mass: 104.10754
CAS number: 62-49-7
PubChem CID: 305
Canonical SMILES: C[N+](C)(C)CCO
Isomeric SMILES: C[N+](C)(C)CCO
InChI: InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
InChIKey: OEYIOHPDSNJKLS-UHFFFAOYSA-N
Molfile

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

Calculated

Heavy atoms: 7
Rings: 0
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 1
H-bond donors: 1
H-bond acceptors: 1
Rotatable bonds: 2
TPSA (Å²): 20.2
Formal charge: 1
XLogP3: -0.4 PubChem
Complexity: 46 PubChem
Stereocenters: None
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

C57.65%
H13.55%
N13.45%
O15.36%

Isotope pattern

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: -0.32 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.16 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 104.17
log P ≤ 5 (Crippen): -0.32
H-bond donors ≤ 5: 1
H-bond acceptors ≤ 10: 1

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

Danger

Most widely reported: 149 company reports to ECHA. Source [1].

Flammable
Corrosive
Health hazard

H225Highly Flammable liquid and vapor (70.5% of reports)
H314Causes severe skin burns and eye damage (98.7% of reports)
H318Causes serious eye damage (70.5% of reports)
H360FDMay damage fertility; May damage the unborn child (69.8% of reports)
H370Causes damage to organs (70.5% of reports)

Precautionary statements: P203, P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P308+P316, P316, P317, P318, P321, P363, P370+P378, P403+P235, P405, P501

View all classifications (2)

[1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 1.3% (2 of 149) of reports.
[1] European Chemicals Agency (ECHA) · 149 reports · DangerH225, H314, H318, H360FD, H370

Safety data sheets on the supplier’s page: Hairui Chemical, BenchChem, A2B Chem.

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]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.