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C0256

Sigma-Aldrich

Cytidine 5′-diphosphocholine sodium salt dihydrate

~98%, from yeast, solid

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C14H25N4NaO11P2 · 2H2O
Número CAS:
33818-15-4
Peso molecular:
546.34
Beilstein:
4110040
Número MDL:
MFCD00150508
Código UNSPSC:
41106300
ID de substância PubChem:
24278064
NACRES:
NA.77

fonte biológica

yeast

Nível de qualidade

200

Ensaio

~98%

forma

solid

cor

white

solubilidade

H2O: 100 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

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

chave InChI

YWAFNFGRBBBSPD-MBWJOHGMSA-M

Descrição geral

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

Aplicação

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 .

Ações bioquímicas/fisiológicas

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.

Atenção

Hygroscopic

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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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 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
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.
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)
Zhenhua Zhong et al.
Frontiers in cell and developmental biology, 8, 712-712 (2020-09-29)
Aminoglycoside-induced hair cell (HC) loss is one of the most important causes of hearing loss. After entering the inner ear, aminoglycosides induce the production of high levels of reactive oxygen species (ROS) that subsequently activate apoptosis in HCs. Citicoline, a
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