MiMeDB: Showing metabocard for N-Acetyl-b-D-galactosamine (MMDBc0029512)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:22 UTC

Update Date

2024-04-30 19:36:40 UTC

Metabolite ID

MMDBc0029512

Metabolite Identification

Common Name

N-Acetyl-b-D-galactosamine

Description

N-Acetyl-b-D-galactosamine is one of the eight essential sugars. It is important for cell communication. In galactose metabolism pathway, it is converted to N-Acetyl-b-D-galactosamine-6P by N-acetylgalactosamine-specific phosphotransferase enzyme B (EC 2.7.1.69).

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>
MMDBc0029512

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₈H₁₅NO₆

Average Mass

221.2078

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ue9-6920000000-c07df80c6fb758af9cd2	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0007-3331900000-c6fab10d67507eecce65	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1490000000-40dfe33adabe6ad7a7a8	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0il0-2940000000-880c7b1fb58ed63f0ee2	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ox-9400000000-e1f07558d7921e9f24e1	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05g0-8920000000-d504941e0508d1593f33	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-9820000000-753556be259b7e745ba7	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9100000000-bad102d081eb3bbc006b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0390000000-3820a7eec5a8c72f49d9	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0h90-9740000000-db880363194a3979c637	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0229-9200000000-cdcf015aa799dc7d6d8b	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9500000000-2c2b09cb6bfb29039085	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0abc-9540000000-a1f7d557237a521d306a	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-18eabe9e3d3657888360	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192099	Alpha-N-acetylgalactosaminidase	Enzyme	P17050	Homo sapiens
MMDBp0192489	Beta-hexosaminidase subunit beta	Enzyme	P07686	Homo sapiens
MMDBp0192490	Beta-hexosaminidase subunit alpha	Enzyme	P06865	Homo sapiens
MMDBp0192742	N-acetylgalactosamine kinase	Enzyme	Q01415	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0000853

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

References

Synthesis Reference

Not Available

General References

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 ]
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 ]
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 ]
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. doi: 10.1016/s1570-0232(02)00415-4. [PubMed:12383482 ]
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. doi: 10.1016/s1570-0232(03)00277-0. [PubMed:12829005 ]

Showing metabocard for N-Acetyl-b-D-galactosamine (MMDBc0029512)

MOL for #<Metabolite:0x00007fdb06a4a040>

3D MOL for #<Metabolite:0x00007fdb06a4a040>

3D SDF for #<Metabolite:0x00007fdb06a4a040>

3D-SDF for #<Metabolite:0x00007fdb06a4a040>

PDB for #<Metabolite:0x00007fdb06a4a040>

3D PDB for #<Metabolite:0x00007fdb06a4a040>

SMILES for #<Metabolite:0x00007fdb06a4a040>

INCHI for #<Metabolite:0x00007fdb06a4a040>

Structure for #<Metabolite:0x00007fdb06a4a040>

3D Structure for #<Metabolite:0x00007fdb06a4a040>