Skip to Content
Merck

C0256

Cytidine 5′-diphosphocholine sodium salt dihydrate

~98%, from yeast, solid

Synonym(s):

CDP-choline-Na, CDP-coline, Citicoline sodium, P′-[2-(Trimethylammonio)­ethyl]­ester cytidine 5′-(tri­hydro­gen di­phos­phate) inner salt monosodium

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C14H25N4NaO11P2 · 2H2O
CAS Number:
33818-15-4
Molecular Weight:
546.34
UNSPSC Code:
41106300
NACRES:
NA.77
PubChem Substance ID:
24278064
MDL number:
MFCD00150508
Beilstein/REAXYS Number:
4110040

Product Name

Cytidine 5′-diphosphocholine sodium salt dihydrate, ~98%, from yeast, solid

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?;/m1./s1

SMILES string

[Na+].C[N+](C)(C)CCOP([O-])(=O)OP([O-])(=O)OCC1OC([C@H](O)[C@@H]1O)N2C=CC(N)=NC2=O

InChI key

YWAFNFGRBBBSPD-MBWJOHGMSA-M

biological source

yeast

assay

~98%

form

solid

color

white

solubility

H2O: 100 mg/mL

storage temp.

−20°C

Quality Level

200

Related Categories

Application

Cytidine 5′-diphosphocholine sodium salt dihydrate has been used as a physiological metabolite for the identification of gemcitabine diphosphate choline (GdPC) by liquid chromatography-mass spectrometry (LC-MS/MS) method in the Kennedy pathway .

Biochem/physiol Actions

Cytidine 5′-diphosphocholine (CDP-choline) plays an important role in the synthesis of phosphatidylcholine. It is also involved in the biosynthesis of acetylcholine, a neurotransmitter. CDP-choline has therapeutic effects against hypoxia, cerebral ischemia and traumatic brain injury. It also exhibits therapeutic effects against learning and memory disorders, drug addiction and Alzheimer′s and Parkinson′s diseases.

Disclaimer

Hygroscopic

General description

Cytidine 5′-diphosphocholine (CDP-choline) contains cytidine and choline linked via a diphosphate bridge.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000296374
0000296375
0000296375
0000296374
117K5166

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Cytidine 5?-diphosphocholine (CDP-choline) in stroke and other CNS disorders
Adibhatla R M and Hatcher J F
Neurochemical Research, 30(1), 15-23 (2005)
Rao Muralikrishna Adibhatla et al.
Neurochemical research, 30(1), 15-23 (2005-03-11)
Brain phosphatidylcholine (PC) levels are regulated by a balance between synthesis and hydrolysis. Pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-alpha) and interleukin-1 (IL-1alpha/beta) activate phospholipase A(2) (PLA(2)) and PC-phospholipase C (PC-PLC) to hydrolyze PC. PC hydrolysis by PLA(2) releases
M Z Onal et al.
Stroke, 28(5), 1060-1065 (1997-05-01)
Citicoline, a naturally occurring precursor of phosphatidylcholine, is neuroprotective and is currently being assessed in clinical trials. To evaluate potential synergistic neuroprotective effects of prolonged citicoline treatment and early N-methyl-D-aspartate (NMDA) antagonist therapy, suboptimal treatment regimens of citicoline and MK-801
W R Schäbitz et al.
Journal of the neurological sciences, 138(1-2), 21-25 (1996-06-01)
Potential therapeutic effects of cytidine 5-diphosphocholine (citicoline), a key intermediary in the biosynthesis of the membrane phospholipid, phosphatidylcholine, are presumably related to enhanced phospholipid synthesis in the ischemic brain. We evaluated prolonged citicoline treatment in a temporary focal ischemia model.
W M Clark et al.
Neurology, 49(3), 671-678 (1997-09-26)
Citicoline (CDP-choline) is a key intermediary in the biosynthesis of phosphatidylcholine, an important component of the neural cell membrane. It has been shown to produce beneficial effects in both animal models and non-US clinical stroke trials. This study comprised a
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service