2-acetamido-4-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)-2-deoxy-alpha-D-galactopyranose
PubChem CID
45480580
Structure
Molecular Formula
Synonyms
- beta-D-GalNAc-(1->4)-alpha-D-GalNAc
- beta-D-GalpNAc-(1->4)-alpha-D-GalpNAc
- CHEBI:59357
- 2-acetamido-4-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)-2-deoxy-alpha-D-galactopyranose
- beta-D-2-acetamido-2-deoxy-galactopyranosyl-(1->4)-alpha-D-2-acetamido-2-deoxy-galactopyranose
Molecular Weight
424.40 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2010-06-03
- Modify:2025-01-25
Description
Beta-D-GalpNAc-(1->4)-alpha-D-GalpNAc is an amino disaccharide consisting of N-acetyl-alpha-D-galactosamine having an N-acetyl-D-galactosaminyl residue attached at the 4-position via a beta-linkage. Important epitope forming part of the O-polysaccharides of some Gram-negative bacteria. It has a role as an epitope.
Chemical Structure Depiction
SVG Image
IUPAC Condensed
GalNAc(b1-4)a-GalNAc
LINUCS
[][a-D-GalpNAc]{[(4+1)][b-D-GalpNAc]{}}
IUPAC
2-acetamido-2-deoxy-beta-D-galacto-hexopyranosyl-(1->4)-2-acetamido-2-deoxy-alpha-D-galacto-hexopyranose
Permethylated Mass
Monosaccharide Composition
N-[(2S,3R,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11+,12-,13-,14+,15+,16+/m1/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
CDOJPCSDOXYJJF-IZXYEPCWSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1O)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)NC(=O)C)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C16H28N2O11
Computed by PubChem 2.1 (PubChem release 2019.06.18)
- beta-D-GalNAc-(1->4)-alpha-D-GalNAc
- beta-D-GalpNAc-(1->4)-alpha-D-GalpNAc
- CHEBI:59357
- 2-acetamido-4-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)-2-deoxy-alpha-D-galactopyranose
- beta-D-2-acetamido-2-deoxy-galactopyranosyl-(1->4)-alpha-D-2-acetamido-2-deoxy-galactopyranose
- GalNAcbeta1-4GalNAcalpha
- Epitope ID:136021
- Q27126650
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
424.40 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-4.7
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
8
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
11
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
6
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
424.16930971 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
424.16930971 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
207 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
29
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
579
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
10
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)
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Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
PubMed Count
- ChEBIBeta-D-GalpNAc-(1->4)-alpha-D-GalpNAchttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:59357
- GlyGen
- Metabolomics Workbenchbeta-D-GalpNAc-(1->4)-alpha-D-GalpNAchttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=60576
- Wikidatabeta-D-GalpNAc-(1->4)-alpha-D-GalpNAchttps://www.wikidata.org/wiki/Q27126650
- PubChem
- Glycan Naming and Subsumption Ontology (GNOme)GNOme
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
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