Citicoline
Also known as cytidine 5'-diphosphocholine, CDP-choline, citicholine
Key facts
What buyers check first
- CAS number
- 987-78-0
- Formula
- C14H26N4O11P2
- Molar mass
- 488.33 g/mol
- EC number
- 213-580-7
- HS code
- 293499
- Category
- Nucleosides and nucleotides
What is Citicoline?
Plain description, key identifiers and synonyms
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+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- [[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(trimethylazaniumyl)ethyl phosphate
- CAS number
- 987-78-0 CAS number cross-checked
- EC number
- 213-580-7
- Molecular formula
- C14H26N4O11P2
- UNII
- 536BQ2JVC7
- MDL number
- MFCD00868097
- InChIKey
- RZZPDXZPRHQOCG-OJAKKHQRSA-N
- 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
- Canonical SMILES
- C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OCC1OC(n2ccc(N)nc2=O)C(O)C1O
- Isomeric 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
Synonyms
- cytidine 5'-diphosphocholine
- CDP-choline
- citicholine
- cytidine diphosphate choline
- Citicolina
- Citicolinum
- Nicholin
- CDP-colina
- Cytidindiphosphocholin
- Cytidine 5'-diphosphoric choline
- Cytidine 5'-(choline diphosphate)
- Cytidine 5'-(cholinyl pyrophosphate)
- cidifos
- citidin difosfato de colina
- CDP-cholin
- Cytidine 5-diphosphocholine
- Cytidine 5'-diphosphate choline
- CDP choline
- Cytidine 5'-(trihydrogen diphosphate), P'-(2-(trimethylammonio)ethyl) ester, inner salt
- IP 302
- {2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]ethyl}trimethylazanium
- Cytidine 5'-(trihydrogen diphosphate), mono(2-(trimethylammonio)ethyl) ester, hydroxide, inner salt
- Choline, CDP
- Cytidine 5' Diphosphocholine
- Choline, Cytidine Diphosphate
Show all 38 synonymsShow fewer synonyms
- Diphosphate Choline, Cytidine
- 5'-Diphosphocholine, Cytidine
- Cytidine 5'-(trihydrogen diphosphate), P'-[2-(trimethylammonio)ethyl] ester, inner salt
- (2-(((((2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl phosphonato)oxy)ethyl)trimethylazanium
- ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methyl (hydroxy-(2-(trimethylazaniumyl)ethoxy)phosphoryl) phosphate
- P'-(2-(Trimethylammonio)ethyl) cytidine 5'-(monohydrogen diphosphate)
- (((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy-oxidophosphoryl) 2-(trimethylazaniumyl)ethyl phosphate, hydron
- Citidoline
- Cyscholin
- Cytidoline
- Difosfocin
- Recognan
- Colite
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 488.33 g/molcalc.Computed value |
|---|---|
| Exact mass | 488.1073 Dacalc.Computed value |
| LogP (octanol/water) | -2.23calc.Computed value |
| Topological polar surface area | 215.7 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 12calc.Computed value |
| Rotatable bonds | 10calc.Computed value |
| Heavy atoms | 31calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.71calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 6calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H335May cause respiratory irritation.
Precautionary statements (16)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCiticoline suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Chennai ManufacturerUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
- China, NingboUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
- JapanUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
- PolandUnclaimed profileCDP-cholineGrade, purity and minimum order on requestPrice on request
- China, HangzhouUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileCytidine 5'-diphosphocholineGrade, purity and minimum order on requestPrice on request
- Price on request
- China, Taizhou ManufacturerUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileCiticolineGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
91 suppliers in 15 countries
- China36
- India18
- United States16
- Bangladesh2
- Canada2
- Germany2
- and 9 more countries
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Citicoline price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Nootropic Agents
Roles
- Saccharomyces cerevisiae metabolite
- animal metabolite
- central nervous system drug
- eukaryotic metabolite
- fungal metabolite
- human metabolite
- mammalian metabolite
- metabolite
- mouse metabolite
- neuroprotective agent
- pharmaceutical
- protective agent
- psychotropic drug
Pharmacology
Citicoline is a nutritional supplement and source of choline and cytidine with potential neuroprotective and nootropic activity. Citicoline, also known as cytidine-5-diphosphocholine or CDP-choline, is hydrolyzed into cytidine and choline in the intestine. Following absorption, both cytidine and choline are dispersed, utilized in various biosynthesis pathways, and cross the blood-brain barrier for resynthesis into citicoline in the brain, which is the rate-limiting product in the synthesis of phosphatidylcholine.
Read more
This agent also increases acetylcholine (Ach), norepinephrine (NE) and dopamine levels in the central nervous system (CNS). In addition, citicoline is involved in the preservation of sphingomyelin and cardiolipin and the restoration of Na+/K+-ATPase activity. Citicoline also increases glutathione synthesis and glutathione reductase activity, and exerts antiapoptotic effects.
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Citicoline is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Citicoline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Citicoline, based on the data on this page
What is Citicoline?
What is the CAS number of Citicoline?
What is the molecular formula and weight of Citicoline?
What is Citicoline used for?
Is Citicoline hazardous?
What is the HS code of Citicoline?
Where can I buy Citicoline?
Where can I buy Citicoline in India?
What is the price of Citicoline?
Guides for buyers
Practical guides that help when you source, ship or handle Citicoline
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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