CDP-choline

Athanor · official

C₁₄H₂₆N₄O₁₁P₂ · 488.32 g/mol

IUPAC name: [[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(trimethylazaniumyl)ethyl phosphate

Also called citicoline, cytidine diphosphate choline

Nucleic acid parts

Open in Athanor

Drawn from its SMILES with RDKit

WarningCauses skin irritation · Causes serious eye irritation · May cause respiratory irritation

Names and identifiers

IUPAC name: [[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms: citicoline, cytidine diphosphate choline, cytidine 5'-diphosphocholine
+ 35 more
citicholine, 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, DTXSID9048431, Cytidine 5'-(trihydrogen diphosphate), P'-(2-(trimethylammonio)ethyl) ester, inner salt, 536BQ2JVC7, CHEBI:16436, IP 302, 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, NSC-122002, Cytidine 5' Diphosphocholine, Choline, Cytidine Diphosphate, 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, RefChem:577442, DTXCID801764421, P'-(2-(Trimethylammonio)ethyl) cytidine 5'-(monohydrogen diphosphate)
Molecular formula: C₁₄H₂₆N₄O₁₁P₂
Empirical formula: C₁₄H₂₆N₄O₁₁P₂
Molecular weight: 488.32 g/mol
Exact mass: 488.10733
CAS number: 987-78-0
PubChem CID: 13804
Canonical SMILES: C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O
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
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
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 31
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.71
H-bond donors: 4
H-bond acceptors: 12 computed here · PubChem 11
Rotatable bonds: 10
TPSA (Å²): 215.7 computed here · PubChem 214
Formal charge: 0
XLogP3: -4 PubChem
Complexity: 821 PubChem
Stereocenters: 4 defined, 2 undefinedCIP: P8: undefined · P12: undefined · C17: R · C19: R · C28: R · C30: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C34.43%
H5.37%
N11.47%
O36.04%
P12.69%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -2.23 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.95 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 4.81 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 488.33
log P ≤ 5 (Crippen): -2.23
H-bond donors ≤ 5: 4
H-bond acceptors ≤ 10: 12

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 2 company reports to ECHA. Source [1].

Harmful or irritant

H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation

Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Safety data sheets on the supplier’s page: Quality Control Solutions (QCS Standards), RR Scientific, Aladdin Scientific.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.