Choline

Base Information

• Chemical Name: Choline
• CAS No.: 62-49-7
• Deprecated CAS: 139741-81-4,2087491-45-8
• Molecular Formula: C5H14NO
• Molecular Weight: 104.172
• European Community (EC) Number: 200-535-1
• NSC Number: 6393
• UNII: N91BDP6H0X
• DSSTox Substance ID: DTXSID8043789
• Nikkaji Number: J4.822D
• Wikipedia: Choline
• Wikidata: Q193166
• NCI Thesaurus Code: C61674
• Metabolomics Workbench ID: 37073
• ChEMBL ID: CHEMBL920
• Mol file: 62-49-7.mol

Synonyms:2-Hydroxy-N,N,N-trimethylethanaminium;Bitartrate, Choline;Bursine;Chloride, Choline;Choline;Choline Bitartrate;Choline Chloride;Choline Citrate;Choline Hydroxide;Choline O Sulfate;Choline O-Sulfate;Citrate, Choline;Fagine;Hydroxide, Choline;O-Sulfate, Choline;Vidine

Chemical Property of Choline

Chemical Property:

• Melting Point: 170-172 °C
• Refractive Index: n20/D 1.418
• Boiling Point: 195.35°C (rough estimate)
• PKA: 13.9(at 25℃)
• PSA: 20.23000
• Density: 1.09 g/mL at 20 °C
• LogP: -0.31510
• Storage Temp.: 2-8°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 104.107539070
• Heavy Atom Count: 7
• Complexity: 46.5

Purity/Quality:

99.9% ^*data from raw suppliers

CHOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Vitamins and Derivatives
• Canonical SMILES: C[N+](C)(C)CCO
• Recent ClinicalTrials: Choline Supplementation and Cardiovascular Health
• Recent EU Clinical Trials: Pre- and Postoperative Imaging and Monitoring of Patients with Primary Hyperparathyroidism:
• Recent NIPH Clinical Trials: Evaluation of usefullness of 1H MR spectroscopy for diagnosis of breast tumors.
• Uses: Choline is a substance grouped as a member of the vitamin b complex, although not a vitamin by definition. it is water soluble and is important in nerve function and fat metabolism. it occurs in egg yolk, beef liver, and grains.

Technology Process of Choline

There total 54 articles about Choline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

dipalmitoylphosphatidylcholine (35418-55-4) + 2'-deoxy-D-adenosine (958-09-8,7005-15-4) → choline (62-49-7) + Hexadecanoic acid (S)-2-{[(2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester (107110-41-8,119067-13-9)

Guidance literature:

phospholipase D-P; In chloroform; at 45 ℃; for 6h; 100 mM acetate buffer (pH 4.0);

DOI:10.1016/S0040-4039(00)95685-5

Reference yield: 88.0%

1,2-dipalmitoyl-sn-3-glycero-phosphatidylcholine (66701-63-1,18603-43-5) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → choline (62-49-7) + Octadecanoic acid (S)-2-{hydroxy-[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester (107110-37-2,119067-11-7)

Guidance literature:

phospholipase D-P; In chloroform; at 45 ℃; for 6h; 250 mM CaCl₂, 200 mM acetate buffer (pH 6.0);

DOI:10.1016/S0040-4039(00)95685-5

Reference yield: 87.0%

neplanocin A (72877-50-0,156407-85-1) + 1,2-dipalmitoyl-sn-3-glycero-phosphatidylcholine (66701-63-1,18603-43-5) → choline (62-49-7) + Octadecanoic acid (S)-2-{[(3R,4S,5R)-3-(6-amino-purin-9-yl)-4,5-dihydroxy-cyclopent-1-enylmethoxy]-hydroxy-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester (715650-71-8)

Guidance literature:

phospholipase D-P; In chloroform; at 45 ℃; for 6h; 250 mM CaCl₂, 200 mM acetate buffer (pH 6.0);

DOI:10.1016/S0040-4039(00)95685-5

upstream raw materials:

oxirane

trimethylamine

(2-hydroxyethyl)(methyl)amine

2-(N,N-dimethylamino)ethanol

Downstream raw materials:

L-methionine

Creatinine

1-formamidooctadecane

anhydrocholine

Refernces

• 1、 Yoo, Ick-Dong,Cho, Kyung-Mi,Lee, Chong-Kil,Kim, Won-Gon. "Isoterreulactone A, a novel meroterpenoid with anti-acetylcholinesterase activity produced by Aspergillus terreus". . p. 353 - 356. Retrieved 2005.
• 2、 Haberfield, Paul,Pessin, Jeffrey. "Proximate Charge Effects. 2. Enthalpies of Solvent Transfer in the Choline-Anhydrocholine Equilibrium". . p. 6191 - 6194. Retrieved 1982.
• 3、 Jansson, Erik T.,Dulay, Maria T.,Zare, Richard N.. "Monitoring Enzymatic Reactions in Real Time Using Venturi Easy Ambient Sonic-Spray Ionization Mass Spectrometry". . p. 6195 - 6198. Retrieved 2016.
• 4、 ?olak, ?zlem,Arslan, Fatma,Arslan, Halit,Bodur, Onur Can,Di?li, Ali,Hasano?lu ?zkan, Elvan,Sar?, Nur?en. "Preparation of acetylcholine biosensor for the diagnosis of Alzheimer's disease". . . Retrieved 2020/10/07.