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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:27:10 UTC

Update Date

2021-09-24 10:27:10 UTC

HMDB ID

HMDB0304526

Secondary Accession Numbers

None

Metabolite Identification

Common Name

UDP-N-acetyl-alpha-D-glucosamine

Description

Udp-n-acetyl-alpha-d-glucosamine is a member of the class of compounds known as pyrimidine nucleotide sugars. Pyrimidine nucleotide sugars are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Udp-n-acetyl-alpha-d-glucosamine is soluble (in water) and a moderately acidic compound (based on its pKa). Udp-n-acetyl-alpha-d-glucosamine can be found in a number of food items such as daikon radish, napa cabbage, wasabi, and avocado, which makes udp-n-acetyl-alpha-d-glucosamine a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533005141513032D          

 39 41  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390   -2.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    2.7770    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.5559    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  2  0  0  0  0
 14 25  1  0  0  0  0
 13 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  2  0  0  0  0
  7 29  1  0  0  0  0
  7 30  2  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 39  2  0  0  0  0
M  CHG  2  27  -1  29  -1
M  END

HMDB0304526
     RDKit          3D
UDP-N-acetyl-alpha-D-glucosamine
 64 66  0  0  0  0  0  0  0  0999 V2000
   -7.8529    1.9058    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0928    0.6704    1.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6338   -0.1865    2.4868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8337    0.4742    1.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0910   -0.7664    1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100   -0.6545    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.3170    1.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833    0.7674    0.7127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2091    1.8431   -0.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4558    1.4842    1.6009 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1747   -0.5216   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469   -0.7937    0.0180 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.6334   -0.8500    1.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380   -2.2576   -0.6340 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3845    0.5201   -0.5326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656   -0.0628   -1.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6781    0.0734   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -0.3499   -1.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469   -0.3201    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0427   -0.4013   -0.0614 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7469    0.6757   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919    0.5986   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6910   -0.6408   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9192   -0.7960   -0.7608 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9873   -1.7296   -0.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846   -1.6169    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9894   -2.6142    0.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728    0.8093    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0631    1.7547    1.4170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3632    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479    2.2928   -0.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8060   -0.0670   -0.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -0.9801   -1.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3438   -0.4086   -2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8462    0.8887   -2.6292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7390   -1.4501   -0.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7360   -0.5620   -1.0265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -1.8840    0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -3.0287    0.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8401    1.6740    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0712    2.3990    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3212    2.5701    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3906    1.2222    0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -1.0263    2.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366   -1.5376    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141   -1.0405   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314    0.6459   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -0.7036    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -1.2741    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2352    1.6732   -0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6385    1.4837   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4791   -2.6665   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268    0.4528    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267    2.3001    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    1.7501    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875    3.0071   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6670   -1.8653   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0336   -1.0242   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.4733   -3.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3903    1.1204   -3.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161   -2.4123   -1.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4511    0.3174   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110   -1.9240    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.0219    1.5620 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38  5  1  0
 30 17  1  0
 26 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  0
  6 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 33 57  1  0
 34 58  1  0
 34 59  1  0
 35 60  1  0
 36 61  1  0
 37 62  1  0
 38 63  1  0
 39 64  1  0
M  CHG  2  10  -1  14  -1
M  END


  Mrv1533005141513032D          

 39 41  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3390   -2.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    2.7770    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.5559    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  2  0  0  0  0
 14 25  1  0  0  0  0
 13 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  2  0  0  0  0
  7 29  1  0  0  0  0
  7 30  2  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 39  2  0  0  0  0
M  CHG  2  27  -1  29  -1
M  END
> <DATABASE_ID>
HMDB0304526

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1C(O)C(O)C(CO)OC1OP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1O)N1C=CC(=O)NC1=O

> <INCHI_IDENTIFIER>
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)/p-2

> <INCHI_KEY>
LFTYTUAZOPRMMI-UHFFFAOYSA-L

> <FORMULA>
C17H25N3O17P2

> <MOLECULAR_WEIGHT>
605.34

> <EXACT_MASS>
605.067017513

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
50.60637058668897

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

> <ALOGPS_LOGP>
-1.55

> <JCHEM_LOGP>
-5.284643272333334

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1791675779187587

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.737213537795745

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5185279253200745

> <JCHEM_POLAR_SURFACE_AREA>
306.07

> <JCHEM_REFRACTIVITY>
115.31369999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.11e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304526
     RDKit          3D
UDP-N-acetyl-alpha-D-glucosamine
 64 66  0  0  0  0  0  0  0  0999 V2000
   -7.8529    1.9058    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0928    0.6704    1.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6338   -0.1865    2.4868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8337    0.4742    1.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0910   -0.7664    1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100   -0.6545    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.3170    1.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833    0.7674    0.7127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2091    1.8431   -0.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4558    1.4842    1.6009 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1747   -0.5216   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469   -0.7937    0.0180 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.6334   -0.8500    1.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380   -2.2576   -0.6340 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3845    0.5201   -0.5326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656   -0.0628   -1.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6781    0.0734   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -0.3499   -1.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469   -0.3201    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0427   -0.4013   -0.0614 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7469    0.6757   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919    0.5986   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6910   -0.6408   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9192   -0.7960   -0.7608 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9873   -1.7296   -0.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846   -1.6169    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9894   -2.6142    0.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728    0.8093    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0631    1.7547    1.4170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3632    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479    2.2928   -0.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8060   -0.0670   -0.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -0.9801   -1.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3438   -0.4086   -2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8462    0.8887   -2.6292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7390   -1.4501   -0.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7360   -0.5620   -1.0265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -1.8840    0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -3.0287    0.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8401    1.6740    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0712    2.3990    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3212    2.5701    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3906    1.2222    0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -1.0263    2.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366   -1.5376    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141   -1.0405   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314    0.6459   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -0.7036    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -1.2741    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2352    1.6732   -0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6385    1.4837   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4791   -2.6665   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268    0.4528    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267    2.3001    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    1.7501    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875    3.0071   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6670   -1.8653   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0336   -1.0242   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.4733   -3.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3903    1.1204   -3.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161   -2.4123   -1.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4511    0.3174   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110   -1.9240    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.0219    1.5620 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38  5  1  0
 30 17  1  0
 26 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  0
  6 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 33 57  1  0
 34 58  1  0
 34 59  1  0
 35 60  1  0
 36 61  1  0
 37 62  1  0
 38 63  1  0
 39 64  1  0
M  CHG  2  10  -1  14  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       8.002   6.160   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0       4.001   3.850   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       2.667   1.540   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.088  -3.215   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -0.342  -5.926   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.620  -8.578   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.152  -8.417   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -2.778  -7.011   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.499  -4.358   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.057  -9.663   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.009  -5.926   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.044  -2.739   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.127   1.540   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0       4.207   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.231   5.184   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0       4.771   2.516   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   39                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   34                                                  
CONECT    5    4    6   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   29   30                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   27   28                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   12                                                       
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22                                                            
CONECT   24   20                                                            
CONECT   25   14                                                            
CONECT   26   13                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    5   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33    4   35                                                  
CONECT   35   34                                                            
CONECT   36   33                                                            
CONECT   37   32   38                                                       
CONECT   38   37                                                            
CONECT   39    2                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

COMPND    HMDB0304526
HETATM    1  C1  UNL     1      -7.853   1.906   1.477  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.093   0.670   1.745  1.00  0.00           C  
HETATM    3  O1  UNL     1      -7.634  -0.186   2.487  1.00  0.00           O  
HETATM    4  N1  UNL     1      -5.834   0.474   1.200  1.00  0.00           N  
HETATM    5  C3  UNL     1      -5.091  -0.766   1.480  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.710  -0.654   1.004  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.957   0.317   1.715  1.00  0.00           O  
HETATM    8  P1  UNL     1      -1.683   0.767   0.713  1.00  0.00           P  
HETATM    9  O3  UNL     1      -2.209   1.843  -0.268  1.00  0.00           O  
HETATM   10  O4  UNL     1      -0.456   1.484   1.601  1.00  0.00           O1-
HETATM   11  O5  UNL     1      -1.175  -0.522  -0.213  1.00  0.00           O  
HETATM   12  P2  UNL     1       0.447  -0.794   0.018  1.00  0.00           P  
HETATM   13  O6  UNL     1       0.633  -0.850   1.582  1.00  0.00           O  
HETATM   14  O7  UNL     1       0.938  -2.258  -0.634  1.00  0.00           O1-
HETATM   15  O8  UNL     1       1.384   0.520  -0.533  1.00  0.00           O  
HETATM   16  C5  UNL     1       2.466  -0.063  -1.308  1.00  0.00           C  
HETATM   17  C6  UNL     1       3.678   0.073  -0.520  1.00  0.00           C  
HETATM   18  O9  UNL     1       4.878  -0.350  -1.003  1.00  0.00           O  
HETATM   19  C7  UNL     1       5.647  -0.320   0.199  1.00  0.00           C  
HETATM   20  N2  UNL     1       7.043  -0.401  -0.061  1.00  0.00           N  
HETATM   21  C8  UNL     1       7.747   0.676  -0.400  1.00  0.00           C  
HETATM   22  C9  UNL     1       9.092   0.599  -0.658  1.00  0.00           C  
HETATM   23  C10 UNL     1       9.691  -0.641  -0.549  1.00  0.00           C  
HETATM   24  O10 UNL     1      10.919  -0.796  -0.761  1.00  0.00           O  
HETATM   25  N3  UNL     1       8.987  -1.730  -0.210  1.00  0.00           N  
HETATM   26  C11 UNL     1       7.685  -1.617   0.031  1.00  0.00           C  
HETATM   27  O11 UNL     1       6.989  -2.614   0.353  1.00  0.00           O  
HETATM   28  C12 UNL     1       5.173   0.809   1.026  1.00  0.00           C  
HETATM   29  O12 UNL     1       6.063   1.755   1.417  1.00  0.00           O  
HETATM   30  C13 UNL     1       4.025   1.363   0.145  1.00  0.00           C  
HETATM   31  O13 UNL     1       4.448   2.293  -0.752  1.00  0.00           O  
HETATM   32  O14 UNL     1      -3.806  -0.067  -0.323  1.00  0.00           O  
HETATM   33  C14 UNL     1      -4.400  -0.980  -1.166  1.00  0.00           C  
HETATM   34  C15 UNL     1      -4.344  -0.409  -2.587  1.00  0.00           C  
HETATM   35  O15 UNL     1      -4.846   0.889  -2.629  1.00  0.00           O  
HETATM   36  C16 UNL     1      -5.739  -1.450  -0.809  1.00  0.00           C  
HETATM   37  O16 UNL     1      -6.736  -0.562  -1.027  1.00  0.00           O  
HETATM   38  C17 UNL     1      -5.780  -1.884   0.661  1.00  0.00           C  
HETATM   39  O17 UNL     1      -5.039  -3.029   0.802  1.00  0.00           O  
HETATM   40  H1  UNL     1      -8.840   1.674   0.995  1.00  0.00           H  
HETATM   41  H2  UNL     1      -8.071   2.399   2.449  1.00  0.00           H  
HETATM   42  H3  UNL     1      -7.321   2.570   0.764  1.00  0.00           H  
HETATM   43  H4  UNL     1      -5.391   1.222   0.609  1.00  0.00           H  
HETATM   44  H5  UNL     1      -5.230  -1.026   2.517  1.00  0.00           H  
HETATM   45  H6  UNL     1      -3.137  -1.538   0.806  1.00  0.00           H  
HETATM   46  H7  UNL     1       2.214  -1.041  -1.688  1.00  0.00           H  
HETATM   47  H8  UNL     1       2.531   0.646  -2.206  1.00  0.00           H  
HETATM   48  H9  UNL     1       3.551  -0.704   0.398  1.00  0.00           H  
HETATM   49  H10 UNL     1       5.339  -1.274   0.734  1.00  0.00           H  
HETATM   50  H11 UNL     1       7.235   1.673  -0.500  1.00  0.00           H  
HETATM   51  H12 UNL     1       9.639   1.484  -0.918  1.00  0.00           H  
HETATM   52  H13 UNL     1       9.479  -2.666  -0.152  1.00  0.00           H  
HETATM   53  H14 UNL     1       4.627   0.453   1.961  1.00  0.00           H  
HETATM   54  H15 UNL     1       5.827   2.300   2.193  1.00  0.00           H  
HETATM   55  H16 UNL     1       3.219   1.750   0.773  1.00  0.00           H  
HETATM   56  H17 UNL     1       3.787   3.007  -0.949  1.00  0.00           H  
HETATM   57  H18 UNL     1      -3.667  -1.865  -1.209  1.00  0.00           H  
HETATM   58  H19 UNL     1      -5.034  -1.024  -3.248  1.00  0.00           H  
HETATM   59  H20 UNL     1      -3.349  -0.473  -3.038  1.00  0.00           H  
HETATM   60  H21 UNL     1      -5.390   1.120  -3.408  1.00  0.00           H  
HETATM   61  H22 UNL     1      -5.916  -2.412  -1.373  1.00  0.00           H  
HETATM   62  H23 UNL     1      -6.451   0.317  -1.288  1.00  0.00           H  
HETATM   63  H24 UNL     1      -6.811  -1.924   0.971  1.00  0.00           H  
HETATM   64  H25 UNL     1      -4.389  -3.022   1.562  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3    3    4
CONECT    4    5   43
CONECT    5    6   38   44
CONECT    6    7   32   45
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   15   16
CONECT   16   17   46   47
CONECT   17   18   30   48
CONECT   18   19
CONECT   19   20   28   49
CONECT   20   21   26
CONECT   21   22   22   50
CONECT   22   23   51
CONECT   23   24   24   25
CONECT   25   26   52
CONECT   26   27   27
CONECT   28   29   30   53
CONECT   29   54
CONECT   30   31   55
CONECT   31   56
CONECT   32   33
CONECT   33   34   36   57
CONECT   34   35   58   59
CONECT   35   60
CONECT   36   37   38   61
CONECT   37   62
CONECT   38   39   63
CONECT   39   64
END

HMDB0304526
     RDKit          3D
UDP-N-acetyl-alpha-D-glucosamine
 64 66  0  0  0  0  0  0  0  0999 V2000
   -7.8529    1.9058    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0928    0.6704    1.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6338   -0.1865    2.4868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8337    0.4742    1.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0910   -0.7664    1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100   -0.6545    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.3170    1.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833    0.7674    0.7127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2091    1.8431   -0.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4558    1.4842    1.6009 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1747   -0.5216   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4469   -0.7937    0.0180 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.6334   -0.8500    1.5818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380   -2.2576   -0.6340 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3845    0.5201   -0.5326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656   -0.0628   -1.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6781    0.0734   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -0.3499   -1.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469   -0.3201    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0427   -0.4013   -0.0614 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7469    0.6757   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919    0.5986   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6910   -0.6408   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9192   -0.7960   -0.7608 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9873   -1.7296   -0.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846   -1.6169    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9894   -2.6142    0.3535 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728    0.8093    1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0631    1.7547    1.4170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3632    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479    2.2928   -0.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8060   -0.0670   -0.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002   -0.9801   -1.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3438   -0.4086   -2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8462    0.8887   -2.6292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7390   -1.4501   -0.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7360   -0.5620   -1.0265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -1.8840    0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -3.0287    0.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8401    1.6740    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0712    2.3990    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3212    2.5701    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3906    1.2222    0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -1.0263    2.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366   -1.5376    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141   -1.0405   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314    0.6459   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508   -0.7036    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -1.2741    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2352    1.6732   -0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6385    1.4837   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4791   -2.6665   -0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268    0.4528    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267    2.3001    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187    1.7501    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875    3.0071   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6670   -1.8653   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0336   -1.0242   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.4733   -3.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3903    1.1204   -3.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161   -2.4123   -1.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4511    0.3174   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110   -1.9240    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.0219    1.5620 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38  5  1  0
 30 17  1  0
 26 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  0
  6 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 22 51  1  0
 25 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 33 57  1  0
 34 58  1  0
 34 59  1  0
 35 60  1  0
 36 61  1  0
 37 62  1  0
 38 63  1  0
 39 64  1  0
M  CHG  2  10  -1  14  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[2-({[({[3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidic acid	Generator

Chemical Formula

C₁₇H₂₅N₃O₁₇P₂

Average Molecular Weight

605.34

Monoisotopic Molecular Weight

605.067017513

IUPAC Name

[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

Traditional Name

[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate

CAS Registry Number

Not Available

SMILES

CC(=O)NC1C(O)C(O)C(CO)OC1OP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1O)N1C=CC(=O)NC1=O

InChI Identifier

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)/p-2

InChI Key

LFTYTUAZOPRMMI-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
N-acyl-alpha-hexosamine
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Acetamide
Tetrahydrofuran
Heteroaromatic compound
Urea
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Oxacycle
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Alcohol
Organic oxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a UDP-sugar (UDP-N-ACETYL-GALACTOSAMINE )

Ontology

Not Available

Physical Properties

State

Not Available

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
logP	-1.6	ALOGPS
logP	-5.3	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	306.07 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	115.31 m³·mol⁻¹	ChemAxon
Polarizability	50.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	220.687	32859911
AllCCS	[M+H-H2O]+	219.409	32859911
AllCCS	[M+Na]+	222.156	32859911
AllCCS	[M+NH4]+	221.834	32859911
AllCCS	[M-H]-	214.513	32859911
AllCCS	[M+Na-2H]-	215.41	32859911
AllCCS	[M+HCOO]-	216.545	32859911
DeepCCS	[M+H]+	202.84	30932474
DeepCCS	[M-H]-	200.444	30932474
DeepCCS	[M-2H]-	233.327	30932474
DeepCCS	[M+Na]+	208.752	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031241

KNApSAcK ID

Not Available

Chemspider ID

3287432

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4072370

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for UDP-N-acetyl-alpha-D-glucosamine (HMDB0304526)

MOL for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

3D MOL for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

3D SDF for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

3D-SDF for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

PDB for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

3D PDB for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

SMILES for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

INCHI for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

Structure for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

3D Structure for HMDB0304526 (UDP-N-acetyl-alpha-D-glucosamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices