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Citicoline

Alias: Cdp-choline; Cytidine 5-diphosphocholine; Citicoline
Cat No.:V18389 Purity: ≥98%
Citicoline (Cytidine diphosphate-choline) is an intermediate in the preparation /synthesis of phosphatidylcholine, a component of cell membranes.
Citicoline
Citicoline Chemical Structure CAS No.: 987-78-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of Citicoline:

  • Citicoline Sodium
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Citicoline (Cytidine diphosphate-choline) is an intermediate in the preparation /synthesis of phosphatidylcholine, a component of cell membranes. exert neuro-protective (neuro-protection) effect.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Retinal cells were subjected to escalating doses of either homotaurine or citicoline for a full day in order to assess the possible neuroprotective effects of the compounds. The effects of homotaurine or cocaine at concentrations of 1 μM, 10 μM, and 100 μM on retinal cell viability were examined. In cultures treated with citicoline or homotaurine, retinal cells were effectively preserved; there was no sign of toxicity or appreciable loss of viability following treatment. In vitro, homotaurine at 100 μM is an effective concentration to increase neuroprotection in experimental glaucoma models, whereas cocaine at 100 μM does not injure retinal glial cells. As a result, this homotaurine and citicoline concentration was utilized in all ensuing investigations. Retinal cell cultures were treated to citicoline 24 hours prior to glutamate treatment in order to assess whether combined treatment with citicoline and homotaurine can generate synergistic neuroprotection against glutamate excitotoxicity. 100 μM for base, 100 μM for homotaurine, and 100 μM for citicoline with homotaurine. A notable rise in cell viability was noted in the presence of 100 μM citicoline [1].
ln Vivo
The tonic phase thresholds for clonic and lethal seizures were more significantly elevated (18.54% and 50.08%, respectively, compared to controls) when citicoline at a dose of 1000 mg/kg was administered. After injecting 1000 mg/kg of citicoline, the anticonvulsant action becomes most noticeable [2].
References

[1]. Cytoprotective Effects of Citicoline and Homotaurine against Glutamate and High Glucose Neurotoxicity in Primary Cultured Retinal Cells. Oxid Med Cell Longev. 2017;2017:2825703.

[2]. Increase of the seizure threshold in C57BL/6 mice after citicoline administration. Bull Exp Biol Med. 2015 Jan;158(3):315-7.

Additional Infomation
CDP-choline is a member of the class of phosphocholines that is the chloine ester of CDP. It is an intermediate obtained in the biosynthetic pathway of structural phospholipids in cell membranes. It has a role as a human metabolite, a psychotropic drug, a neuroprotective agent, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a member of phosphocholines and a member of nucleotide-(amino alcohol)s. It is functionally related to a CDP. It is a conjugate base of a CDP-choline(1+).
Citicoline is a donor of choline in biosynthesis of choline-containing phosphoglycerides. It has been investigated for the treatment, supportive care, and diagnosis of Mania, Stroke, Hypomania, Cocaine Abuse, and Bipolar Disorder, among others.
Nicholin has been reported in Drosophila melanogaster, Homo sapiens, and other organisms with data available.
Citicoline is a nutritional supplement and source of choline and cytidine with potential neuroprotective and nootropic activity. Citicoline, also known as cytidine-5-diphosphocholine or CDP-choline, is hydrolyzed into cytidine and choline in the intestine. Following absorption, both cytidine and choline are dispersed, utilized in various biosynthesis pathways, and cross the blood-brain barrier for resynthesis into citicoline in the brain, which is the rate-limiting product in the synthesis of phosphatidylcholine. This agent also increases acetylcholine (Ach), norepinephrine (NE) and dopamine levels in the central nervous system (CNS). In addition, citicoline is involved in the preservation of sphingomyelin and cardiolipin and the restoration of Na+/K+-ATPase activity. Citicoline also increases glutathione synthesis and glutathione reductase activity, and exerts antiapoptotic effects.
Donor of choline in biosynthesis of choline-containing phosphoglycerides.
See also: Citicoline Sodium (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H26N4O11P2
Molecular Weight
488.32
Exact Mass
488.107
CAS #
987-78-0
Related CAS #
Citicoline sodium;33818-15-4
PubChem CID
13804
Appearance
White to off-white solid powder
Boiling Point
851.4ºC at 760 mmHg
LogP
-7.07
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
10
Heavy Atom Count
31
Complexity
821
Defined Atom Stereocenter Count
4
SMILES
C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=NC2=O)N)O)O
InChi Key
RZZPDXZPRHQOCG-OJAKKHQRSA-N
InChi Code
InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1
Chemical Name
[[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms
Cdp-choline; Cytidine 5-diphosphocholine; Citicoline
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~50 mg/mL (~102.39 mM)
DMSO : ~1 mg/mL (~2.05 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 50 mg/mL (102.39 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0478 mL 10.2392 mL 20.4784 mL
5 mM 0.4096 mL 2.0478 mL 4.0957 mL
10 mM 0.2048 mL 1.0239 mL 2.0478 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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