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Citicoline

CAT: 0804-HY-B0739-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B0739-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Citicoline is an endogenous intermediate in the synthesis of phosphatidylcholine which is a component of cell membranes. Citicoline inhibits reactive oxygen species (ROS) and apoptosis. Citicoline can be used for neurological disease and hearing loss study[1][2][3].
CAS Number
987-78-0
Product Name Alternative
Cytidine diphosphate-choline; CDP-Choline; Cytidine 5'-diphosphocholine
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Caspase; Endogenous Metabolite; Reactive Oxygen Species (ROS)
Type
Natural Products
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Applications
Neuroscience-Neurodegeneration
Field of Research
Cancer; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Citicoline.html
Purity
99.59
Solubility
DMSO : < 1 mg/mL|H2O : 50 mg/mL (ultrasonic)
Smiles
NC(C=CN1[C@H]2[C@H](O)[C@H](O)[C@@H](COP(OP(OCC[N+](C)(C)C)([O-])=O)(O)=O)O2)=NC1=O
Molecular Formula
C14H26N4O11P2
Molecular Weight
488.32
Precautions
H302, H315, H319, H335
References & Citations
[1]Davinelli S, et al. 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]Karpova MN, et al. Increase of the seizure threshold in C57BL/6 mice after citicoline administration. Bull Exp Biol Med. 2015 Jan;158 (3) :315-7.|[3]Zhong Z, et al. Citicoline Protects Auditory Hair Cells Against Neomycin-Induced Damage. Front Cell Dev Biol. 2020 Aug 31;8:712.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Caspase 3; Caspase 8; Caspase 9; Human Endogenous Metabolite; Microbial Metabolite
Citation 01
BioRxiv. 2025 April 09.|Nat Neurosci. 2023 Apr;26 (4) :542-554.|Patent. US20240269160A1.|Int J Biol Macromol. 2025 Jan 5:139536.

Chemical Information

Citicoline

CDP-choline is a member of the class of phosphocholines that is the choline ester of CDP. It is an intermediate obtained in the biosynthetic pathway of structural phospholipids in cell membranes. It has a role as a psychotropic drug, a neuroprotective agent, a mouse metabolite, a Saccharomyces cerevisiae metabolite and a human metabolite. It is a member of nucleotide-(amino alcohol)s and a member of phosphocholines. It is functionally related to a CDP. It is a conjugate base of a CDP-choline(1+).

CAS Number987-78-0
PubChem CID13804
IUPAC Name[[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(trimethylazaniumyl)ethyl phosphate
Molecular FormulaC14H26N4O11P2
Molecular Weight488.32
XLogP-4
Topological Polar Surface Area214
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count11
Rotatable Bond Count10
Heavy Atom Count31
Formal Charge0
Complexity821
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
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
InChIKey
RZZPDXZPRHQOCG-OJAKKHQRSA-N
Chemical Structure
2D Structure
2D structure of Citicoline
CAS: 987-78-0
CID: 13804
Formula: C14H26N4O11P2
MW: 488.32
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight488.32
XLogP3-4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count11
Rotatable Bond Count10
Exact Mass488.10733165
Monoisotopic Mass488.10733165
Topological Polar Surface Area214 Ų
Heavy Atom Count31
Formal Charge0
Complexity821
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
HY-B0931-01Citiolone
HY-B0931R-01Citiolone (Standard)

Alternative Products

CatalogName
T0136-01Citicoline
T1208-01Citicoline sodium
900119KHCiticoline-KLH
A18131-500Citicoline 500mg
A18131-200Citicoline 200mg
AR-C07753-01Citicoline-d9
900119BACiticoline-BSA
AR-C02726-01Citicoline-d4

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