Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:45:59 UTC

HMDB ID

HMDB0000853

Secondary Accession Numbers

HMDB00853

Metabolite Identification

Common Name

N-Acetyl-b-D-galactosamine

Description

N-Acetyl-b-D-galactosamine, also known as beta-galnac or β-galnac, belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. An N-acetyl-D-galactosamine having beta-configuration at the anomeric centre. N-Acetyl-b-D-galactosamine is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-b-D-galactosamine exists in all living organisms, ranging from bacteria to humans. Outside of the human body, N-Acetyl-b-D-galactosamine has been detected, but not quantified in, several different foods, such as onion-family vegetables, purple mangosteens, savoy cabbages, common beets, and wax gourds. This could make N-acetyl-b-D-galactosamine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000853
     RDKit          3D
N-Acetyl-b-D-galactosamine
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.3586   -0.1871    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.2375   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -0.3942   -1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821   -0.1100    0.3156 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6815   -0.1492   -0.5008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1361   -1.3568   -0.1554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7556   -1.9202   -1.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.1680    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.1067    0.7932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0285   -0.3836   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755   -1.4635    0.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2085    1.2054    0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2298    2.0146   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0438    1.1519   -0.4388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4966    1.5167   -1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0629   -1.0092    0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0202   -0.3339    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    0.7675    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.0203    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426   -0.2920   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.1504    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679   -1.7505   -2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -0.0029    1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6996    0.4788   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6993   -0.6272   -1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346   -1.9002    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.7317    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    2.3366    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921    1.9388   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587    2.3809   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  6
  6 21  1  1
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  1
 15 30  1  0
M  END

  Mrv0541 02231216422D          

 15 15  0  0  1  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000853

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
OVRNDRQMDRJTHS-JAJWTYFOSA-N

> <FORMULA>
C8H15NO6

> <MOLECULAR_WEIGHT>
221.2078

> <EXACT_MASS>
221.089937217

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
21.03656445486596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

> <ALOGPS_LOGP>
-2.60

> <JCHEM_LOGP>
-3.220574411666667

> <ALOGPS_LOGS>
0.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.811681816701025

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.604129514800581

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7815744979932194

> <JCHEM_POLAR_SURFACE_AREA>
119.25000000000001

> <JCHEM_REFRACTIVITY>
47.024699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.54e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetyl-β-D-galactosamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000853
     RDKit          3D
N-Acetyl-b-D-galactosamine
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.3586   -0.1871    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.2375   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -0.3942   -1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821   -0.1100    0.3156 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6815   -0.1492   -0.5008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1361   -1.3568   -0.1554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7556   -1.9202   -1.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.1680    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.1067    0.7932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0285   -0.3836   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755   -1.4635    0.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2085    1.2054    0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2298    2.0146   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0438    1.1519   -0.4388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4966    1.5167   -1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0629   -1.0092    0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0202   -0.3339    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    0.7675    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.0203    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426   -0.2920   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.1504    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679   -1.7505   -2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -0.0029    1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6996    0.4788   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6993   -0.6272   -1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346   -1.9002    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.7317    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    2.3366    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921    1.9388   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587    2.3809   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  6
  6 21  1  1
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  1
 15 30  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0000853
HETATM    1  C1  UNL     1       4.359  -0.187   0.680  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.187  -0.237  -0.219  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.328  -0.394  -1.471  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.882  -0.110   0.316  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.682  -0.149  -0.501  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.136  -1.357  -0.155  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.756  -1.920  -1.280  1.00  0.00           O  
HETATM    8  O3  UNL     1      -1.005  -1.168   0.896  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.844  -0.107   0.793  1.00  0.00           C  
HETATM   10  C6  UNL     1      -3.028  -0.384  -0.146  1.00  0.00           C  
HETATM   11  O4  UNL     1      -3.776  -1.463   0.321  1.00  0.00           O  
HETATM   12  C7  UNL     1      -1.208   1.205   0.492  1.00  0.00           C  
HETATM   13  O5  UNL     1      -2.230   2.015  -0.055  1.00  0.00           O  
HETATM   14  C8  UNL     1      -0.044   1.152  -0.439  1.00  0.00           C  
HETATM   15  O6  UNL     1      -0.497   1.517  -1.715  1.00  0.00           O  
HETATM   16  H1  UNL     1       5.063  -1.009   0.416  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.020  -0.334   1.731  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.913   0.767   0.615  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.742   0.020   1.347  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.043  -0.292  -1.542  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.572  -2.150   0.191  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.168  -1.750  -2.045  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.339  -0.003   1.807  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.700   0.479  -0.198  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.699  -0.627  -1.161  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.335  -1.900   1.118  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.910   1.732   1.428  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.849   2.337   0.650  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.692   1.939  -0.162  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.959   2.381  -1.712  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5   19
CONECT    5    6   14   20
CONECT    6    7    8   21
CONECT    7   22
CONECT    8    9
CONECT    9   10   12   23
CONECT   10   11   24   25
CONECT   11   26
CONECT   12   13   14   27
CONECT   13   28
CONECT   14   15   29
CONECT   15   30
END

HMDB0000853
     RDKit          3D
N-Acetyl-b-D-galactosamine
 30 30  0  0  0  0  0  0  0  0999 V2000
    4.3586   -0.1871    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.2375   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -0.3942   -1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821   -0.1100    0.3156 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6815   -0.1492   -0.5008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1361   -1.3568   -0.1554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7556   -1.9202   -1.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.1680    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.1067    0.7932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0285   -0.3836   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755   -1.4635    0.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2085    1.2054    0.4920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2298    2.0146   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0438    1.1519   -0.4388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4966    1.5167   -1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0629   -1.0092    0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0202   -0.3339    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    0.7675    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.0203    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426   -0.2920   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.1504    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679   -1.7505   -2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -0.0029    1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6996    0.4788   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6993   -0.6272   -1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346   -1.9002    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.7317    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    2.3366    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921    1.9388   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587    2.3809   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  6
  6 21  1  1
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  1
 15 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Acetamido-2-deoxy-beta-D-galactopyranoside	ChEBI
beta-GalNAc	ChEBI
BGalNAc	ChEBI
2-Acetamido-2-deoxy-b-D-galactopyranoside	Generator
2-Acetamido-2-deoxy-β-D-galactopyranoside	Generator
b-GalNAc	Generator
Β-galnac	Generator
2-Deoxy-2-acetamido-b-D-galactopyranose	HMDB
2-Deoxy-2-acetamido-beta-D-galactopyranose	HMDB
2-Deoxy-2-acetamido-beta-delta-galactopyranose	HMDB
b-D-2-Acetamido-2-deoxy-galactopyranose	HMDB
b-N-Acetyl-D-galactosamine	HMDB
b-N-Acetylgalactosamine	HMDB
beta-D-2-Acetamido-2-deoxy-galactopyranose	HMDB
beta-delta-2-Acetamido-2-deoxy-galactopyranose	HMDB
beta-N-Acetyl-D-galactosamine	HMDB
beta-N-Acetyl-delta-galactosamine	HMDB
beta-N-Acetylgalactosamine	HMDB
2 Acetamido 2 D galactopyranose	HMDB
2-Acetamido-2-deoxy-D-galactose	HMDB
2 Acetamido 2 deoxy D galactose	HMDB
2-Acetamido-2-D-galactopyranose	HMDB
Acetylgalactosamine	HMDB
2 Acetamido 2 deoxygalactose	HMDB
N-Acetyl-D-galactosamine	HMDB
2-Acetamido-2-deoxygalactose	HMDB
N Acetyl D galactosamine	HMDB
N-Acetyl-β-D-galactosamine	HMDB
N-Acetyl-b-D-galactosamine	Generator

Chemical Formula

C₈H₁₅NO₆

Average Molecular Weight

221.2078

Monoisotopic Molecular Weight

221.089937217

IUPAC Name

N-[(2R,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Traditional Name

N-acetyl-β-D-galactosamine

CAS Registry Number

14131-60-3

SMILES

CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O

InChI Identifier

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

InChI Key

OVRNDRQMDRJTHS-JAJWTYFOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

N-acyl-alpha-hexosamine
Hexose monosaccharide
Monosaccharide
Oxane
Hemiacetal
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alcohol
Organonitrogen compound
Organic nitrogen compound
Primary alcohol
Organopnictogen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

N-acetyl-D-galactosamine (CHEBI:28497 )

Ontology

Not Available

Feces (PMID: 25037050)

Source

Endogenous

Endogenous (HMDB: HMDB0000853)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	254 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-3.2	ChemAxon
logS	0.06	ALOGPS
pKa (Strongest Acidic)	11.6	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.25 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	47.02 m³·mol⁻¹	ChemAxon
Polarizability	21.04 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	149.006	31661259
DarkChem	[M-H]-	143.323	31661259
AllCCS	[M+H]+	149.735	32859911
AllCCS	[M-H]-	145.931	32859911
DeepCCS	[M+H]+	151.209	30932474
DeepCCS	[M-H]-	148.814	30932474
DeepCCS	[M-2H]-	183.041	30932474
DeepCCS	[M+Na]+	157.686	30932474
AllCCS	[M+H]+	149.7	32859911
AllCCS	[M+H-H2O]+	145.9	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.3	32859911
AllCCS	[M-H]-	145.9	32859911
AllCCS	[M+Na-2H]-	146.4	32859911
AllCCS	[M+HCOO]-	147.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-b-D-galactosamine	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O	3657.7	Standard polar	33892256
N-Acetyl-b-D-galactosamine	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O	2082.8	Standard non polar	33892256
N-Acetyl-b-D-galactosamine	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O	2104.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-b-D-galactosamine,1TMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O	1894.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TMS,isomer #2	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O	1900.1	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TMS,isomer #3	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O	1898.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TMS,isomer #4	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C	1908.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TMS,isomer #5	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O)[Si](C)(C)C	1835.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O	1915.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #10	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	1897.1	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #2	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O	1930.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #3	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C	1938.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #4	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O)[Si](C)(C)C	1890.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #5	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	1939.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #6	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	1939.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #7	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O)[Si](C)(C)C	1911.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #8	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1933.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TMS,isomer #9	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	1895.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2003.5	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #10	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	1967.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #2	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2011.5	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #3	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O)[Si](C)(C)C	1939.5	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #4	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2016.7	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #5	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	1961.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #6	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	1981.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #7	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2006.4	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #8	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	1967.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TMS,isomer #9	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	1970.5	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2036.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TMS,isomer #2	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	2024.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TMS,isomer #3	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2040.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TMS,isomer #4	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2039.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TMS,isomer #5	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2031.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,5TMS,isomer #1	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2092.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,5TMS,isomer #1	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2154.1	Standard non polar	33892256
N-Acetyl-b-D-galactosamine,5TMS,isomer #1	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2100.6	Standard polar	33892256
N-Acetyl-b-D-galactosamine,1TBDMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O	2151.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TBDMS,isomer #2	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	2148.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TBDMS,isomer #3	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2164.7	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TBDMS,isomer #4	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2166.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,1TBDMS,isomer #5	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2109.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	2423.5	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #10	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2384.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #2	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2439.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #3	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2433.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #4	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2371.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #5	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2427.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #6	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2436.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #7	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2406.0	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #8	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2423.5	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,2TBDMS,isomer #9	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	2389.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2686.1	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #10	CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2624.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #2	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2664.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #3	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2622.2	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #4	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2659.1	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #5	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	2629.1	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #6	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2628.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #7	CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2682.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #8	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	2658.8	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,3TBDMS,isomer #9	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2650.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TBDMS,isomer #1	CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2872.7	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TBDMS,isomer #2	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	2860.6	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TBDMS,isomer #3	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2859.4	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TBDMS,isomer #4	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2849.9	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,4TBDMS,isomer #5	CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2868.3	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,5TBDMS,isomer #1	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3101.4	Semi standard non polar	33892256
N-Acetyl-b-D-galactosamine,5TBDMS,isomer #1	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3050.3	Standard non polar	33892256
N-Acetyl-b-D-galactosamine,5TBDMS,isomer #1	CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2705.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ue9-6920000000-c07df80c6fb758af9cd2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (4 TMS) - 70eV, Positive	splash10-0007-3331900000-c6fab10d67507eecce65	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-b-D-galactosamine GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 10V, Positive-QTOF	splash10-00di-1490000000-40dfe33adabe6ad7a7a8	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 20V, Positive-QTOF	splash10-0il0-2940000000-880c7b1fb58ed63f0ee2	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 40V, Positive-QTOF	splash10-01ox-9400000000-e1f07558d7921e9f24e1	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 10V, Negative-QTOF	splash10-05g0-8920000000-d504941e0508d1593f33	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 20V, Negative-QTOF	splash10-0pb9-9820000000-753556be259b7e745ba7	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 40V, Negative-QTOF	splash10-0a4i-9100000000-bad102d081eb3bbc006b	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 10V, Positive-QTOF	splash10-0udi-0390000000-3820a7eec5a8c72f49d9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 20V, Positive-QTOF	splash10-0h90-9740000000-db880363194a3979c637	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 40V, Positive-QTOF	splash10-0229-9200000000-cdcf015aa799dc7d6d8b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 10V, Negative-QTOF	splash10-0a4i-9500000000-2c2b09cb6bfb29039085	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 20V, Negative-QTOF	splash10-0abc-9540000000-a1f7d557237a521d306a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-b-D-galactosamine 40V, Negative-QTOF	splash10-0a4i-9000000000-18eabe9e3d3657888360	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031024

KNApSAcK ID

Not Available

Chemspider ID

389452

KEGG Compound ID

C05021

BioCyc ID

CPD-12557

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5816

PubChem Compound

440552

PDB ID

Not Available

ChEBI ID

28497

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Chaplin, David; Crout, David H. G.; Bornemann, Stephen; Hutchinson, David W.; Khan, Riaz. Conversion of 2-acetamido-2-deoxy-b-D-glucopyranose (N-acetylglucosamine) into 2-acetamido-2-deoxy-b-D-galactopyranose (N-acetylgalactosamine using a biotransformation to generate a selectively deprotected substrate for SN2 inversion. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1992), (2), 235-7.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Barbas C, Garcia A, de Miguel L, Simo C: Evaluation of filter paper collection of urine samples for detection and measurement of organic acidurias by capillary electrophoresis. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Nov 15;780(1):73-82. [PubMed:12383482 ]
Garcia A, Barbas C, Aguilar R, Castro M: Capillary electrophoresis for rapid profiling of organic acidurias. Clin Chem. 1998 Sep;44(9):1905-11. [PubMed:9732975 ]
Gheri G, Bryk SG, Taddei G, Moncini D, Noci I: Sugar residues content and distribution in atrophic and hyperplastic postmenopausal human endometrium: lectin histochemistry. Histol Histopathol. 1996 Oct;11(4):861-7. [PubMed:8930627 ]
Sediva A, Stejskal J, Bartunkova J, Smetana K Jr, Gabius HJ: Detection of alpha(beta)-N-acetyl-D-galactosamine-binding sites in kidney--relation to Henoch-Schonlein-associated IgA nephropathy. Folia Biol (Praha). 1999;45(4):147-50. [PubMed:10732728 ]

Enzymes

Enzyme Details

1. Alpha-N-acetylgalactosaminidase

General function:: Involved in catalytic activity
Specific function:: Removes terminal alpha-N-acetylgalactosamine residues from glycolipids and glycopeptides. Required for the breakdown of glycolipids.
Gene Name:: NAGA
Uniprot ID:: P17050
Molecular weight:: Not Available

Reactions

Water + IV3GalNAca-Gb4Cer → N-Acetyl-b-D-galactosamine + Globoside	details

Enzyme Details

2. Beta-hexosaminidase subunit beta

General function:: Involved in beta-N-acetylhexosaminidase activity
Specific function:: Responsible for the degradation of GM2 gangliosides, and a variety of other molecules containing terminal N-acetyl hexosamines, in the brain and other tissues.
Gene Name:: HEXB
Uniprot ID:: P07686
Molecular weight:: Not Available

Reactions

+ Water → + N-Acetyl-b-D-galactosamine	details

Enzyme Details

3. Beta-hexosaminidase subunit alpha

General function:: Involved in beta-N-acetylhexosaminidase activity
Specific function:: Responsible for the degradation of GM2 gangliosides, and a variety of other molecules containing terminal N-acetyl hexosamines, in the brain and other tissues. The form B is active against certain oligosaccharides. The form S has no measurable activity.
Gene Name:: HEXA
Uniprot ID:: P06865
Molecular weight:: Not Available

Reactions

+ Water → + N-Acetyl-b-D-galactosamine	details

Enzyme Details

4. N-acetylgalactosamine kinase

General function:: Involved in galactokinase activity
Specific function:: Acts on GalNAc. Also acts as a galactokinase when galactose is present at high concentrations. May be involved in a salvage pathway for the reutilization of free GalNAc derived from the degradation of complex carbohydrates.
Gene Name:: GALK2
Uniprot ID:: Q01415
Molecular weight:: 49234.57

Reactions

Adenosine triphosphate + N-Acetyl-b-D-galactosamine → ADP + N-acetyl-alpha-D-galactosamine 1-phosphate	details

Showing metabocard for N-Acetyl-b-D-galactosamine (HMDB0000853)

MOL for HMDB0000853 (N-Acetyl-b-D-galactosamine)

3D MOL for HMDB0000853 (N-Acetyl-b-D-galactosamine)

3D SDF for HMDB0000853 (N-Acetyl-b-D-galactosamine)

3D-SDF for HMDB0000853 (N-Acetyl-b-D-galactosamine)

PDB for HMDB0000853 (N-Acetyl-b-D-galactosamine)

3D PDB for HMDB0000853 (N-Acetyl-b-D-galactosamine)

SMILES for HMDB0000853 (N-Acetyl-b-D-galactosamine)

INCHI for HMDB0000853 (N-Acetyl-b-D-galactosamine)

Structure for HMDB0000853 (N-Acetyl-b-D-galactosamine)

3D Structure for HMDB0000853 (N-Acetyl-b-D-galactosamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions