Choline
| Names | |
|---|---|
| IUPAC name
2-Hydroxyethyl(trimethyl)azanium[1]
| |
| Preferred IUPAC name
2-Hydroxy-N,N,N-trimethylethan-1-aminium | |
Other names
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| Identifiers | |
CAS Number
|
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3D model (JSmol)
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Beilstein Reference
|
1736748 |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.000.487 |
| EC Number |
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| E number | E1001 (additional chemicals) |
Gmelin Reference
|
324597 |
| KEGG | |
PubChem CID
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|
| UNII | |
CompTox Dashboard (EPA)
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InChI
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SMILES
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| Properties | |
Chemical formula
|
[(CH3)3NCH2CH2OH]+ |
| Molar mass | 104.173 g·mol−1 |
| Structure | |
Coordination geometry
|
Tetrahedral at the nitrogen atom |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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Corrosive |
| GHS labelling: | |
Pictograms
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|
Signal word
|
Danger |
Hazard statements
|
H314 |
Precautionary statements
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P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501 |
| NFPA 704 (fire diamond) | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
3–6 g/kg (rat, oral)[2] |
| Safety data sheet (SDS) | 4 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
| |
Choline is a cation with the chemical formula [(CH3)3NCH2CH2OH]+.[1][2][3] Choline forms various salts, such as choline chloride and choline bitartrate. An essential nutrient for animals, it is a structural component of phospholipids and cell membranes.[2][3]
Choline is used to synthesize acetylcholine, a neurotransmitter involved in muscle control and numerous functions of the nervous system.[2][3] Choline is involved in early development of the brain, gene expression, cell membrane signaling, and brain metabolism.[3]
Although humans synthesize choline in the liver, the amount produced naturally is insufficient to meet cellular functions, requiring that some choline be obtained from foods or dietary supplements.[3] Foods rich in choline include meats, poultry, eggs, and other animal-based products, cruciferous vegetables, beans, nuts, and whole grains.[3] Choline is present in breast milk and is commonly added as an ingredient to baby foods.[3]
- ^ a b "Choline". PubChem, National Library of Medicine, US National Institutes of Health. 26 October 2024. Retrieved 31 October 2024.
- ^ a b c d Gidding CE (2000). "Choline". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.0308151207090404.a01. ISBN 978-0-471-48494-3.
- ^ a b c d e f g "Choline". Office of Dietary Supplements, US National Institutes of Health. 2 June 2022. Retrieved 31 October 2024.