ContaminantDB: Citicoline sodium

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 06:54:29 UTC

Update Date

2016-11-09 01:16:09 UTC

Accession Number

CHEM020197

Identification

Common Name

Citicoline sodium

Class

Small Molecule

Description

Not Available

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
CerAxon	Kegg
Sodium 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[({hydroxy[2-(trimethylazaniumyl)ethoxy]phosphoryl phosphonato}oxy)methyl]oxolan-2-yl]-4-imino-1,4-dihydropyrimidin-2-olic acid	Generator
Sodium;[[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] 2-(trimethylazaniumyl)ethyl phosphoric acid	Generator
CDP Choline	MeSH
Cytidine diphosphate choline	MeSH
Choline, cytidine diphosphate	MeSH
Cytidine 5' diphosphocholine	MeSH
Cyticholine	MeSH
5'-Diphosphocholine, cytidine	MeSH
Choline, CDP	MeSH
Citicoline	MeSH
Cytidine 5'-diphosphocholine	MeSH
Citicholine	MeSH
Cidifos	MeSH
Diphosphate choline, cytidine	MeSH

Chemical Formula

C₁₄H₂₅N₄NaO₁₁P₂

Average Molecular Mass

510.308 g/mol

Monoisotopic Mass

510.089 g/mol

CAS Registry Number

33818-15-4

IUPAC Name

sodium 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[({hydroxy[2-(trimethylazaniumyl)ethoxy]phosphoryl phosphonato}oxy)methyl]oxolan-2-yl]-4-imino-1,4-dihydropyrimidin-2-olate

Traditional Name

sodium 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy(2-(trimethylammonio)ethoxy)phosphoryl phosphonato]oxy}methyl)oxolan-2-yl]-4-iminopyrimidin-2-olate

SMILES

[Na+].[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)OCC[N+](C)(C)C)N1C=CC(=N)N=C1[O-]

InChI Identifier

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

InChI Key

YWAFNFGRBBBSPD-OCMLZEEQSA-M

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Methoxyaniline
Aminophenyl ether
Styrene
Aniline or substituted anilines
Phenylalkylamine
Phenol ether
Methoxybenzene
Anisole
Phenoxy compound
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Benzenoid
Sulfonyl
Sulfone
Carboxylic acid salt
Amino acid
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic alkali metal salt
Secondary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic sodium salt
Organic salt
Organic zwitterion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	5.96 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.55	ChemAxon
pKa (Strongest Basic)	1.77	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	217.32 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	135.55 m³·mol⁻¹	ChemAxon
Polarizability	42.53 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-4900200000-8ba948e539204fe6a04a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-2910000000-17cc3637601e85bc7f05	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-8910000000-15dc812c5a958b88757b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000090000-0699a4801a0334d6e4d2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000390000-548f828550141813d6ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0089-1269410000-7aadf7bc12e162f5d56e	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT002146

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

36605

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Citicoline sodium (CHEM020197)

Structure for CHEM020197: Citicoline sodium