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MedKoo Cat#: 563366 | Name: Citicoline Sodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Citicoline Sodium is a neuroprotective agent. It acts by enhancing cellular communication, stimulating the synthesis of SAMe, and increasing glucose metabolism.

Chemical Structure

Citicoline Sodium
Citicoline Sodium
CAS#33818-15-4 (sodium)

Theoretical Analysis

MedKoo Cat#: 563366

Name: Citicoline Sodium

CAS#: 33818-15-4 (sodium)

Chemical Formula: C14H25N4NaO11P2

Exact Mass: 0.0000

Molecular Weight: 510.30

Elemental Analysis: C, 32.95; H, 4.94; N, 10.98; Na, 4.51; O, 34.49; P, 12.14

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
10g USD 750.00 2 Weeks
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Related CAS #
987-78-0 (free) 33818-15-4 (sodium)
Synonym
Citicoline Sodium; Citicoline Na; Citicolinesodium; Cytidine 5'-diphosphocholine sodium; Cdp-choline sodium;
IUPAC/Chemical Name
Sodium [[(2S,3R,4S,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] 2-(trimethylazaniumyl)ethyl phosphate
InChi Key
YWAFNFGRBBBSPD-KDVMHAGBSA-M
InChi Code
InChI=1S/C14H26N4O11P2.Na/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);/q;+1/p-1/t9-,11-,12-,13-;/m0./s1
SMILES Code
O=P(OP([O-])(OC[C@@H]1O[C@H](N2C=CC(N)=NC2=O)[C@@H](O)[C@H]1O)=O)([O-])OCC[N+](C)(C)C.[Na+]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 510.30 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PubMed PMID: 27738720. 4: Wang NQ, Wang LY, Zhao HP, Liu P, Wang RL, Song JX, Gao L, Ji XM, Luo YM. Luoyutong Treatment Promotes Functional Recovery and Neuronal Plasticity after Cerebral Ischemia-Reperfusion Injury in Rats. Evid Based Complement Alternat Med. 2015;2015:369021. doi: 10.1155/2015/369021. Epub 2015 Dec 1. PubMed PMID: 26697095; PubMed Central PMCID: PMC4678236. 5: Tang Y, Shang Q. [Neonatal hypoxic ischemic encephalopathy treated with acupuncture combined with acupoint injection: a randomized controlled trial]. Zhongguo Zhen Jiu. 2015 Jul;35(7):641-5. Chinese. PubMed PMID: 26521569. 6: Tang Y, Shang Q, Zhou LH. [Vegetative state treated with acupoint injection combined with plum-blossom needle in children: a randomized controlled trial]. Zhongguo Zhen Jiu. 2014 May;34(5):421-5. Chinese. PubMed PMID: 25022107. 7: Maradiya HK, Pansara VH. Development and Validation of Reverse-phase High-performance Liquid Chromatography Method for Estimation of Citicoline Sodium in Bulk and Dosage Form. Indian J Pharm Sci. 2013 Mar;75(2):238-41. PubMed PMID: 24019577; PubMed Central PMCID: PMC3757867. 8: Zhang LN, Sun YJ, Pan S, Li JX, Qu YE, Li Y, Wang YL, Gao ZB. Na⁺-K⁺-ATPase, a potent neuroprotective modulator against Alzheimer disease. Fundam Clin Pharmacol. 2013 Feb;27(1):96-103. doi: 10.1111/fcp.12000. Epub 2012 Oct 3. Review. PubMed PMID: 23033963. 9: Ali Mousavi S, Khorvash F, Hoseini T. The efficacy of citroline in the treatment of ischemic stroke and primary hypertensive intracereral hemorrhage; a review article. ARYA Atheroscler. 2010 Fall;6(3):122-5. PubMed PMID: 22577428; PubMed Central PMCID: PMC3347821. 10: Kamei J, Ohsawa M, Miyata S, Endo K, Hayakawa H. Effects of cytidine 5'-diphosphocholine (CDP-choline) on the thermal nociceptive threshold in streptozotocin-induced diabetic mice. Eur J Pharmacol. 2008 Nov 19;598(1-3):32-6. doi: 10.1016/j.ejphar.2008.09.012. Epub 2008 Sep 22. PubMed PMID: 18834878. 11: Hartvigsen K, Ravandi A, Harkewicz R, Kamido H, Bukhave K, Hølmera G, Kuksis A. 1 -O-alkyl-2-(omega-oxo)acyl-sn-glycerols from shark oil and human milk fat are potential precursors of PAF mimics and GHB. Lipids. 2006 Jul;41(7):679-93. PubMed PMID: 17069352. 12: Schuettauf F, Rejdak R, Thaler S, Bolz S, Lehaci C, Mankowska A, Zarnowski T, Junemann A, Zagorski Z, Zrenner E, Grieb P. Citicoline and lithium rescue retinal ganglion cells following partial optic nerve crush in the rat. Exp Eye Res. 2006 Nov;83(5):1128-34. Epub 2006 Jul 28. PubMed PMID: 16876158. 13: Ferro JM, Dávalos A. Other neuroprotective therapies on trial in acute stroke. Cerebrovasc Dis. 2006;21 Suppl 2:127-30. Epub 2006 May 2. PubMed PMID: 16651823. 14: Lizasoain I, Cárdenas A, Hurtado O, Romera C, Mallolas J, Lorenzo P, Castillo J, Moro MA. Targets of cytoprotection in acute ischemic stroke: present and future. Cerebrovasc Dis. 2006;21 Suppl 2:1-8. Epub 2006 May 2. PubMed PMID: 16651809. 15: Nikolov R. Alzheimer's disease therapy - an update. Drug News Perspect. 1998 May;11(4):248-55. PubMed PMID: 15616667. 16: Tasseva G, Richard L, Zachowski A. Regulation of phosphatidylcholine biosynthesis under salt stress involves choline kinases in Arabidopsis thaliana. FEBS Lett. 2004 May 21;566(1-3):115-20. PubMed PMID: 15147879. 17: Conant R, Schauss AG. Therapeutic applications of citicoline for stroke and cognitive dysfunction in the elderly: a review of the literature. Altern Med Rev. 2004 Mar;9(1):17-31. Review. PubMed PMID: 15005642. 18: Plataras C, Angelogianni P, Tsakiris S. Effect of CDP-choline on hippocampal acetylcholinesterase and Na+,K(+)-ATPase in adult and aged rats. Z Naturforsch C. 2003 Mar-Apr;58(3-4):277-81. PubMed PMID: 12710741. 19: Zufferey R, Mamoun CB. Choline transport in Leishmania major promastigotes and its inhibition by choline and phosphocholine analogs. Mol Biochem Parasitol. 2002 Nov-Dec;125(1-2):127-34. PubMed PMID: 12467980. 20: Ohkawa Y, Kiyohara Y, Asoh T, Maeda H, Kurumi M, Sasaki K, Kurosaki Y, Matsumura M, Nakayama T. Application of 4-hydroxyantipyrine and acetaminophen O-sulfate as biodistribution promoter. Biol Pharm Bull. 2001 Dec;24(12):1404-10. PubMed PMID: 11767111.