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C0256

Sigma-Aldrich

Cytidine 5′-diphosphocholine sodium salt dihydrate

~98%, from yeast, solid

Sinónimos:

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

origen biológico

yeast

Análisis

~98%

formulario

solid

color

white

solubilidad

H2O: 100 mg/mL

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

YWAFNFGRBBBSPD-MBWJOHGMSA-M

Descripción general

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

Aplicación

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 .

Acciones bioquímicas o 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.

Precaución

Hygroscopic

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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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