UDP-N-acetylgalactosamine (C17H27N3O17P2): structure, properties and hazards

Names and identifiers

IUPAC name: [(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Synonyms: UDP-GalNAc, glycosylation donor, Udp acetylgalactosamine
+ 31 more
Acetylgalactosamine, UDP, DTXSID201318824, uridine diphosphate N-acetylgalactosamine, Uridine 5'-(trihydrogen diphosphate), P'-(2-(acetylamino)-2-deoxy-alpha-D-galactopyranosyl) ester, (((((2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)((((2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy))phosphinic acid, [({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid, Uridine Diphosphate N Acetylgalactosamine, Diphosphate N-Acetylgalactosamine, Uridine, N-Acetylgalactosamine, Uridine Diphosphate, RefChem:901486, DTXCID001742512, uridine-diphosphate-n-acetylgalactosamine, UDP-N-acetyl-alpha-D-galactosamine, [(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate, Uridine-5'-diphosphate-alpha-D-N-acetylgalactosamine, uridine 5'-[3-(2-acetamido-2-deoxy-alpha-D-galactopyranosyl) dihydrogen diphosphate], (2R,3R,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name), Uridine 5'-diphospho-N-acetylgalactosamine, LFTYTUAZOPRMMI-NESSUJCYSA-N, UD2, GTPL4741, SCHEMBL29397191, CHEBI:67168, C17H27N3O17P2, Uridine-5-diphosphoacetylgalactosamine, DB02196, PD008141, Q27089067, Uridine-diphosphate-n-acetylgalactosamineUridine-diphosphate-n-acetylgalactosamine, (2R,3R,4R,5R,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen diphosphate, [(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate
Molecular formula: C₁₇H₂₇N₃O₁₇P₂
Empirical formula: C₁₇H₂₇N₃O₁₇P₂
Molecular weight: 607.4 g/mol
Exact mass: 607.08157
CAS number: 2949-45-3
PubChem CID: 23700
Canonical SMILES: CC(=O)NC1C(C(C(OC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)O)O
Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)O
InChI: InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11+,12-,13-,14-,15-,16-/m1/s1
InChIKey: LFTYTUAZOPRMMI-NESSUJCYSA-N
Molfile

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

Calculated

Heavy atoms: 39
Rings: 3
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.71
H-bond donors: 9
H-bond acceptors: 15 computed here · PubChem 17
Rotatable bonds: 10
TPSA (Å²): 305.9 computed here · PubChem 300
Formal charge: 0
XLogP3: -6.6 PubChem
Complexity: 1080 PubChem
Stereocenters: 9 defined, 2 undefinedCIP: C5: R · C6: R · P8: undefined · P12: undefined · C17: R · C19: R · C28: R · C30: S · C33: R · C36: R · C38: 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

C33.62%
H4.48%
N6.92%
O44.78%
P10.20%

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: -4.65 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.13 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 4.91 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 607.36
log P ≤ 5 (Crippen): -4.65
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: Pi Chemicals, BOC Sciences, Smolecule.

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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]MassBank Europe · 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.

Similar structures

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

Isomers in the library

UDP-N-acetylglucosamine