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C1629

Sigma-Aldrich

Choline bitartrate

Synonym(s):

2-(Hydroxyethyl)trimethylammonium bitartrate

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About This Item

Empirical Formula (Hill Notation):
C9H19NO7
CAS Number:
87-67-2
Molecular Weight:
253.25
EC Number:
201-763-4
UNSPSC Code:
12352200
PubChem Substance ID:
24892428
NACRES:
NA.77

form

powder

SMILES string

[O-]C([C@H](O)[C@@H](O)C(O)=O)=O.C[N+](C)(C)CCO

InChI

1S/C5H14NO.C4H6O6/c1-6(2,3)4-5-7;5-1(3(7)8)2(6)4(9)10/h7H,4-5H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/q+1;/p-1/t;1-,2-/m.1/s1

InChI key

QWJSAWXRUVVRLH-LREBCSMRSA-M

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Application

Choline bitartrate has been used as one of the components in experimental diets to study the effects on reproductive processes and on bone genes during gestation and lactation.

Biochem/physiol Actions

Choline bitartrate is known to serve as a dietary supplement. Choline acts as a precursor for acetylcholine synthesis.
Acyl group acceptor

Substrates

Choline acetyltransferase substrate

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effects of Diets Enriched in Omega-9 or Omega-6 Fatty Acids on Reproductive Process
Mousavi SN, et al.
Journal of family & reproductive health, 10(2), 85-85 (2016)
Siamak Sheikhi et al.
International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 84(2), 109-121 (2024-02-05)
The mother's thyroid hormone status during gestation and the first few months after delivery can play a crucial role in maturation during the brain development of the child. Transient abnormalities in thyroid function at birth indicate developmental and cognitive disorders
No acute effects of choline bitartrate food supplements on memory in healthy, young, human adults
Lippelt DP, et al.
PLoS ONE, 11(6), e0157714-e0157714 (2016)
Yumna Zia et al.
The Journal of nutrition, 148(10), 1513-1520 (2018-10-04)
Phosphatidylethanolamine N-methyltransferase (PEMT) converts phosphatidylethanolamine to phosphatidylcholine. Pemt-/-/low density lipoprotein receptor (Ldlr)-/- mice have significantly reduced plasma lipids and are protected against atherosclerosis. Recent studies have shown that choline can be metabolized by the gut flora into trimethylamine-N-oxide (TMAO), which
Jacob H Murray et al.
Journal of medicinal chemistry, 66(6), 3876-3895 (2023-03-08)
Small-molecule mitochondrial uncouplers are gaining recognition as potential therapeutics for metabolic diseases such as obesity, diabetes, and nonalcoholic steatohepatitis (NASH). Specifically, heterocycles derived from BAM15, a potent and mitochondria-selective uncoupler, have yielded promising preclinical candidates that are efficacious in animal
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