CMP (C9H14N3O8P): structure, properties and hazards

Names and identifiers

IUPAC name: [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms: cytidine monophosphate, cytidylic acid, 5'-CYTIDYLIC ACID
+ 36 more
DTXSID50889322, 5'-CYTIDYLIC ACID (USP-RS), 5'-CYTIDYLIC ACID [USP-RS], RefChem:6771, DTXCID701028585, 200-556-6, Cytidine 5'-monophosphate, Cytidine monophosphate, Cytidine-5'-monophosphate, 5'-CMP, Cytidine 5'-phosphate, CMP (nucleotide), Cytidine 5'-phosphoric acid, cytidylate, Cytidine 5'-monophosphoric acid, ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate, Cytidine 5'-(dihydrogenphosphate), cytidine-P, cytidine-phosphate, [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate, Cytidine 3'-(dihydrogen phosphate), EINECS 200-556-6, 1beta-Ribofuranosylcytosine 5'-phosphate, d-, MFCD00006544, C-5'-P, [(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, CHEMBL307679, {[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid, CHEBI:17361, 5'-Cytidylic acid (8CI,9CI), CYTIDINE-5''-MONOPHOSPHATE, AKOS015888565, 5-Cmp, Cytidine, mono(dihydrogen phosphate) (ester), F469818O25, 2(1H)-pyrimidinone, 4-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-
Molecular formula: C₉H₁₄N₃O₈P
Empirical formula: C₉H₁₄N₃O₈P
Molecular weight: 323.2 g/mol
Exact mass: 323.05185
CAS number: 63-37-6
PubChem CID: 6131
Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)O
Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
InChI: InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChIKey: IERHLVCPSMICTF-XVFCMESISA-N
Molfile

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

Calculated

Heavy atoms: 21
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.56
H-bond donors: 5
H-bond acceptors: 8
Rotatable bonds: 4
TPSA (Å²): 177.4 computed here · PubChem 175
Formal charge: 0
XLogP3: -3.4 PubChem
Complexity: 531 PubChem
Stereocenters: 4 definedCIP: C6: R · C8: R · C15: S · C17: R
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

C33.45%
H4.37%
N13.00%
O39.60%
P9.58%

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: -2.45 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.25 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.83 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 323.2
log P ≤ 5 (Crippen): -2.45
H-bond donors ≤ 5: 5
H-bond acceptors ≤ 10: 8

Passes all 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

This chemical does not meet GHS hazard criteria for 94.4% (17 of 18) of all reports.[1]

Safety data sheets on the supplier’s page: Alfa Chemistry, J&H Chemical Co.,ltd, InvivoChem.

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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]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.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.