(2-hydroxyethyl)trimethylazanium

• ChemBase ID: 9
• Molecular Formular: C5H14NO+
• Molecular Mass: 104.17076
• Monoisotopic Mass: 104.10753907
• SMILES: OCC[N+](C)(C)C
• Canonical SMILES: OCC[N+](C)(C)C
• InChI: InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
• InChIKey: OEYIOHPDSNJKLS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-hydroxyethyl)trimethylazanium
• IUPAC Traditional name: choline
• Synonyms: (2-Hydroxyethyl)trimethylammonium; 2-Hydroxy-N,N,N-trimethylethanaminium; Bilineurine; Choline cation; Choline ion; Cholinum; Choline

Database IDs

• CAS Number: 62–49–7; 62-49-7
• EC Number: 200–655–4
• Beilstein Number: 1736748
• PubChem SID: 46508132; 160963472
• PubChem CID: 6209; 305
• CHEBI ID: 15354
• CHEMBL: 920
• Chemspider ID: 299
• DrugBank ID: DB00122
• Gmelin ID: 324597
• KEGG ID: C00114
• Unique Ingredient Identifier: N91BDP6H0X
• Wikipedia Title: Choline

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.968714
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -4.662269
• LogD (pH = 7.4): -4.6622667
• Log P: -4.662269
• Molar Refractivity: 42.194 cm^3
• Polarizability: 12.021414 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.59
• LOG S: -1.59
• Solubility (Water): 3.61e+00 g/l

PROPERTIES

Physical Property

• Solubility: Soluble
• Boiling Point: 305°C
• Density: 1.09 g/ml

Safety Information

• Safety Statements: R

DETAILS

DrugBank - DB00122

• Drug Groups: approved; nutraceutical
• Description: A basic constituent of lecithin that is found in many plants and animal organs. It is important as a precursor of acetylcholine, as a methyl donor in various metabolic processes, and in lipid metabolism. [PubChem]
• Indication: For nutritional supplementation, also for treating dietary shortage or imbalance
• Pharmacology: This compound is needed for good nerve conduction throughout the CNS (central nervous system) as it is a precursor to acetylcholine (ACh). Choline is also needed for gallbladder regulation, liver function and lecithin (a key lipid) formation. Choline also aids in fat and cholesterol metabolism and prevents excessive fat build up in the liver. Choline has been used to mitigate the effects of Parkinsonism and tardive dyskinesia. Choline deficiencies may result in excessive build-up of fat in the liver, high blood pressure, gastric ulcers, kidney and liver dysfunction and stunted growth.
• Toxicity: Oral rat LD₅₀: 3400 mg/kg
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; PDRhealth