Uridine (C9H12N2O6): structure, properties and hazards

Names and identifiers

IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Synonyms: Urd, Uridin, Uracil riboside
+ 34 more
1-beta-D-Ribofuranosyluracil, CHEBI:16704, WHI7HQ7H85, DTXSID40891555, NSC-20256, NSC20256, 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione, 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione, 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, Allo Uridine, Allo-Uridine, 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidine-2,4-dione, 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione, RefChem:6340, DTXCID001030648, 200-407-5, Uracil, 1-beta-D-ribofuranosyl-, MFCD00006526, beta-Uridine, 1-.beta.-D-Ribofuranosyluracil, d-Ribosyl uracil, AI3-52690, 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione, NSC 20256, MLS000069625, URIDINE [MART.], 1-A-D-Ribofuranosyluracil, C9H12N2O6, HY-B1449, DS-14345, SMR000058222, Arabinosyl-Uracil, b-Uridine, 1-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropyrimi dine-2,4-dione
Molecular formula: C₉H₁₂N₂O₆
Empirical formula: C₉H₁₂N₂O₆
Molecular weight: 244.2 g/mol
Exact mass: 244.06954
CAS number: 58-96-8
PubChem CID: 6029
Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI: InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
InChIKey: DRTQHJPVMGBUCF-XVFCMESISA-N
Molfile

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

Calculated

Heavy atoms: 17
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.56
H-bond donors: 4
H-bond acceptors: 6
Rotatable bonds: 2
TPSA (Å²): 124.8 computed here · PubChem 119
Formal charge: 0
XLogP3: -2 PubChem
Complexity: 370 PubChem
Stereocenters: 4 definedCIP: C3: R · C5: R · C14: R · C16: 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

C44.27%
H4.95%
N11.47%
O39.31%

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: -2.85 Crippen (Wildman and Crippen 1999)
log S (water solubility): 0.31 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.48 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 244.2
log P ≤ 5 (Crippen): -2.85
H-bond donors ≤ 5: 4
H-bond acceptors ≤ 10: 6

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

Warning

Most widely reported: 14 company reports to ECHA. Source [1].

Harmful or irritant

H315Causes skin irritation (14.3% of reports)
H319Causes serious eye irritation (14.3% of reports)
H335May cause respiratory irritation (14.3% of reports)

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

View all classifications (2)

[1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 85.7% (12 of 14) of all reports.
[1] European Chemicals Agency (ECHA) · 14 reports · WarningH315, H319, H335

Safety data sheets on the supplier’s page: InvivoChem, Molport, LGC Standards.

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]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[6]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[7]NCI Investigational Drugs · Linked only · 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%.