UDP-glucose

Athanor · official

C₁₅H₂₄N₂O₁₇P₂ · 566.3 g/mol

IUPAC name: [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate

Also called UDPG, glycogen synthesis, glucosyl donor

Carbohydrates Nucleic acid parts

Open in Athanor

Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name: [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
Synonyms: UDPG, glycogen synthesis, glucosyl donor
+ 7 more
CHEMBL595216, UDP-?-D-Glucose (sodium salt), UDP-beta-D-glucopyranoside, UDP-beta-D-Glucose, BDBM50304030, Diphosphoric Acid 1''''-beta-D-[1'''']Glucopyranosyl Ester 2-(uridin-5''-yl)ester, Uridine 5 inverted exclamation marka-(trihydrogen diphosphate), P'-|A-D-glucopyranosyl ester
Molecular formula: C₁₅H₂₄N₂O₁₇P₂
Empirical formula: C₁₅H₂₄N₂O₁₇P₂
Molecular weight: 566.3 g/mol
Exact mass: 566.05502
CAS number: 133-89-1
PubChem CID: 46226441
Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)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)OP(=O)(O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
InChI: InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14+/m1/s1
InChIKey: HSCJRCZFDFQWRP-VQFSATMJSA-N
Molfile

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

Calculated

Heavy atoms: 36
Rings: 3
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.73
H-bond donors: 9
H-bond acceptors: 15 computed here · PubChem 17
Rotatable bonds: 9
TPSA (Å²): 297 computed here · PubChem 292
Formal charge: 0
XLogP3: -6.3 PubChem
Complexity: 964 PubChem
Stereocenters: 9 defined, 2 undefinedCIP: C3: R · C5: S · P7: undefined · P11: undefined · C16: R · C18: R · C27: R · C29: S · C31: R · C33: S · C35: 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

C31.81%
H4.27%
N4.95%
O48.03%
P10.94%

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: -4.79 Crippen (Wildman and Crippen 1999)
log S (water solubility): 0.14 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 4.83 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 566.3
log P ≤ 5 (Crippen): -4.79
H-bond donors ≤ 5: 9
H-bond acceptors ≤ 10: 15

Breaks 3 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

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: BLD Pharm.

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

Spectra

Other MSMassBank of North America (MoNA) (ESI-QTOF · ESI · negative) · MassBank of North America (MoNA) (ESI-QTOF · ESI · negative) · MassBank of North America (MoNA) (ESI-QTOF · ESI · negative)

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]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.