UMP
Athanor · official
C9H13N2O9P · 324.18 g/mol
IUPAC name: [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Also called uridine monophosphate, uridylic acid
Names and identifiers
- IUPAC name
- [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- Synonyms
- uridine monophosphate, uridylic acid, Uridine 5'-monophosphate
+ 37 more
Uridylic acid, Uridine monophosphate, uridine-5'-monophosphate, 5'-UMP, UMP (nucleic acid), Uridine 5'-(dihydrogen phosphate), uridylate, 5'Uridylic acid, BRN 0047486, UNII-E2OU15WN0N, EINECS 200-408-0, E2OU15WN0N, CHEBI:16695, 5-24-06-00173 (Beilstein Handbook Reference), Uridylic Acids, Acids, Uridylic, Acid, Uridylic, Monophosphate, Uridine, 5'-Monophosphate, Uridine, URIDINE 5' MONOPHOSPHATE, RefChem:9382, 200-408-0, 5'-URIDYLIC ACID, Uridine phosphate, Uridine 5'-phosphate, Uridine 5'-phosphoric acid, MFCD00067346, Uridylicacid, C9H13N2O9P, [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate, CHEMBL214393, {[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid, POLYURIDYLIC ACID POT. SALT, LYOPH., MR, ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate, 2,4(1H,3H)-pyrimidinedione, 1-(5-O-phosphono-beta-D-ribofuranosyl)-, 5'-Uridylicacid, [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
- Molecular formula
- C9H13N2O9P
- Empirical formula
- C9H13N2O9P
- Molecular weight
- 324.18 g/mol
- Exact mass
- 324.03587
- CAS number
- 58-97-9
- PubChem CID
- 6030
- Canonical SMILES
- C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O
- Isomeric SMILES
- C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
- InChI
- InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
- InChIKey
- DJJCXFVJDGTHFX-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
- 7 computed here · PubChem 9
- Rotatable bonds
- 4
- TPSA (Ų)
- 171.3 computed here · PubChem 166
- Formal charge
- 0
- XLogP3
- -3.6 PubChem
- Complexity
- 517 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
- C33.35%
- H4.04%
- N8.64%
- O44.42%
- P9.55%
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
- -2.73 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.07 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.77 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 324.18
- log P ≤ 5 (Crippen): -2.73
- H-bond donors ≤ 5: 5
- H-bond acceptors ≤ 10: 7
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
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Aladdin Scientific, Achemtek, AbaChemScene.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water) · Human Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 13C NMRHuman Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSHuman Metabolome Database (HMDB) (GC-MS) · MassBank of North America (MoNA) (GC-MS)
- MS-MSHuman Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative)
- LC-MSMassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Q-Exactive Orbitrap, Thermo Scientfic; Ultimate 3000 HPLC, Thermo Scientfic · LC-ESI-QFT · NEGATIVE) · MassBank Europe (Q-Exactive Orbitrap, Thermo Scientfic; Ultimate 3000 HPLC, Thermo Scientfic · LC-ESI-QFT · POSITIVE) · MassBank Europe (Agilent 6530 Q-TOF LC/MS · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6530 Q-TOF LC/MS · LC-ESI-QTOF · NEGATIVE)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI)
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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [4]MassBank Europe · 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.