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Merck

C7017

Choline chloride

≥99%

Synonym(s):

(2-Hydroxyethyl)trimethylammonium chloride

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About This Item

Linear Formula:
(CH3)3N(Cl)CH2CH2OH
CAS Number:
Molecular Weight:
139.62
UNSPSC Code:
50501514
NACRES:
NA.25
PubChem Substance ID:
EC Number:
200-655-4
Beilstein/REAXYS Number:
3563126
MDL number:

Product Name

Choline chloride, ≥99%

mp

302-305 °C (dec.) (lit.)

color

white

InChI key

SGMZJAMFUVOLNK-UHFFFAOYSA-M

InChI

1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1

SMILES string

[Cl-].C[N+](C)(C)CCO

biological source

synthetic

assay

≥99%

form

powder

lipid type

phospholipids

Quality Level

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Application

Choline chloride has been used:
  • in choline release assay
  • as an endogenous agonist of sigma-1 receptors (Sig-1Rs)
  • as a standard to analyse interrelationships between methionine and choline metabolism

Biochem/physiol Actions

Choline is an essential nutrient, commonly grouped with the B complex vitamins, that plays key roles in many biological processes.

General description

Choline acetyltransferase substrate
Choline is a constituent of sphingomyelin and lecithin. It is a precursor of acetylcholine. Choline plays a vital role in methyl group metabolism, carcinogenesis and lipid transport. Choline deficiency is associated with fatty liver. It maintains cell structural integrity and cell signalling. Choline is implicated in the synthesis of phospholipids. It acts as a potent biomarker for ischemic heart disease.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Pathophysiological roles and clinical importance of biomarkers in acute coronary syndrome
Chan CP and Rainer TH
Advances in Clinical Chemistry, 59, 23-63 (2013)
Identification and pharmacological characterization of a novel inhibitor of autotaxin in rodent models of joint pain
Thirunavukkarasu K, et al.
Osteoarthritis and Cartilage, 25(6), 935-942 (2017)
Clinical biochemistry of domestic animals (2008)
Encyclopedia of Food Sciences and Nutrition (Second Edition) (2003)
Rumen-protected choline for dairy cows: the in situ evaluation of a commercial source and literature evaluation of effects on performance and interactions between methionine and choline metabolism
Brusemeister F and Sudekum KH
Animal Research, 55(2), 93-104 (2006)

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