N-Acetylgalactosamine
Athanor · official
C8H15NO6 · 221.21 g/mol
IUPAC name: N-[(2S,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Also called GalNAc, blood group sugar, O-glycosylation
WarningCauses serious eye irritationNames and identifiers
- IUPAC name
- N-[(2S,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
- Synonyms
- GalNAc, blood group sugar, O-glycosylation
+ 37 more
alpha-GalNAc, N-acetyl-alpha-D-galactosamine, alpha-N-Acetyl-D-galactosamine, TN saccharide, alpha-GalpNAc, GalNAc-alpha, TN antigen saccharide, alpha-D-Galactopyranose, 2-(acetylamino)-2-deoxy-, 2-acetamido-2-deoxy-alpha-D-galactopyranose, TN saccharide component, 2-(acetylamino)-2-deoxy-alpha-D-galactopyranose, TN antigen saccharide component, CHEBI:40356, 00C01APN10, DTXSID70884733, RefChem:828864, GlyTouCan:G57321FI, DTXCID401024160, G57321FI, .alpha.-D-Galactopyranose, 2-(acetylamino)-2-deoxy-, N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide, N-ACETYL-2-DEOXY-2-AMINO-GALACTOSE, N-[(2S,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide, ACETYLGALACTOSAMINE, N acetyl d galactosamin, A2G, 1ax0, C8H15NO6, GalNAcalpha, UNII-00C01APN10, N-Acetylgluosamin, 2-acetamido-2-deoxy-a-D-glucopyranose, 2vmc, 4ocq, N-Acetylglucosamin, N-Acetylmannosamin, N-[(2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide
- Molecular formula
- C8H15NO6
- Empirical formula
- C8H15NO6
- Molecular weight
- 221.21 g/mol
- Exact mass
- 221.08994
- CAS number
- 1811-31-0
- PubChem CID
- 84265
- Canonical SMILES
- CC(=O)NC1C(C(C(OC1O)CO)O)O
- Isomeric SMILES
- CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1O)CO)O)O
- InChI
- InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1
- InChIKey
- OVRNDRQMDRJTHS-CBQIKETKSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 15
- Rings
- 1
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.88
- H-bond donors
- 5
- H-bond acceptors
- 6
- Rotatable bonds
- 2
- TPSA (Ų)
- 119.3 computed here · PubChem 119
- Formal charge
- 0
- XLogP3
- -1.7 PubChem
- Complexity
- 235 PubChem
- Stereocenters
- 5 definedCIP: C5: R · C6: S · C9: R · C12: R · C14: 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
- C43.44%
- H6.84%
- N6.33%
- O43.40%
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
- -3.08 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- 0.86 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.63 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 221.21
- log P ≤ 5 (Crippen): -3.08
- H-bond donors ≤ 5: 5
- 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: 3 company reports to ECHA. Source [1].
- Harmful or irritant
- H319Causes serious eye irritation (33.3% of reports)
Precautionary statements: P264+P265, P280, P305+P351+P338, P337+P317
View all classifications (2)
- [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
- [1] European Chemicals Agency (ECHA) · 3 reports · WarningH319
Safety data sheets on the supplier’s page: Biorbyt, 10X CHEM, BOC Sciences.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Varian · 500 MHz · Water)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSMassBank of North America (MoNA) (Thermo Fisher Scientific Q Exactive GC Orbitrap GC-MS/MS · positive)
- 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) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · positive)
- Other MSMassBank of North America (MoNA) (ESI · negative) · MassBank of North America (MoNA) (ESI · positive) · MassBank of North America (MoNA) (ESI · positive)
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]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.