MiMeDB: Showing metabocard for Uridine diphosphate-N-acetylgalactosamine (MMDBc0047907)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:14:21 UTC

Update Date

2022-09-01 02:01:01 UTC

Metabolite ID

MMDBc0047907

Metabolite Identification

Common Name

Uridine diphosphate-N-acetylgalactosamine

Description

Uridine diphosphate-N-acetylgalactosamine (UDP-GalNAc) is a sugar donor metabolite, transferring N-acetylgalactosamine (GalNAc, an O-glycan) from UDP-GalNAc to serine and threonine residues, forming an alpha-anomeric linkage in a reaction catalyzed by enzymes known as UDP-N-acetylgalactosamine: polypeptide N-acetylgalactosaminyltransferases. The addition of GalNAc to serine or threonine represents the first committed step in mucin biosynthesis. O-Glycans impart unique structural features to mucin glycoproteins and numerous membrane receptors, and resistance to thermal change and proteolytic attack in a number of diverse proteins. O-Linked carbohydrate side chains function as ligands for receptors, lymphocyte and leukocyte homing, and as signals for protein sorting (PMID: 12634319 ). Animal studies suggest that overactivity of the hexosamine pathway, resulting in increased UDP-hexosamines (i.e. UDP-GalNAc) is an important mechanism by which hyperglycemia causes insulin resistance. However, to date, human studies concerning the role of the hexosamine pathway in hyperglycemia-induced insulin resistance are scarce and restricted to measurements of glutamine fructose-6-phosphate amidotransferase (GFAT) enzyme activity. Both positive and negative correlations between GFAT activity in human muscle tissue from patients with type 2 DM and glucose disposal rate have been reported (PMID: 12414889 ).

Structure

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


  Mrv1652305171801322D          

 39 41  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   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
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.7770    0.0000 O   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
   -1.4289    3.3000    0.0000 C   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
   -2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7613   -4.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    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
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
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 31 32  1  0  0  0  0
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 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36  1  1  0  0  0  0
 21 12  1  0  0  0  0
 32 27  1  0  0  0  0
 38 23  1  0  0  0  0
 39 30  1  0  0  0  0
M  END

HMDB0259721
     RDKit          3D
uridine diphosphate N-acetylgalactosamine
 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.0905   -3.0358    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0366   -1.5650    0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2033   -0.8817    1.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463   -0.9452    0.8305 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.4770    0.9372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190    0.9081    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5283   -0.1543    0.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605    0.3310    1.6949 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7356    0.4091    3.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511    1.7583    1.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -0.8919    1.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5559   -1.0634    0.0923 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0153   -2.2695   -0.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1494    0.2958   -0.8412 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -1.1646    0.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -2.0474   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1993   -2.1596   -0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754   -0.9389   -0.9969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246   -0.4116    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571    0.6829    0.1282 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944    0.6041   -0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632    1.6795   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7738    2.8625    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6330    3.9514   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140    2.9110    0.7116 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7842    1.8476    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7051    1.9734    1.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930   -1.6007    0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170   -2.0127    0.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3278   -3.9154    0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736    1.1114   -0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3346    1.9352   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    1.2037   -2.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999    0.8969   -3.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3352    2.4362   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4116    2.9759   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8957    1.2536    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7830    1.7631    1.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3776   -3.5553    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1010   -3.4403    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8702   -3.3727   -0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0377   -0.9228    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7891    0.7198    2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    1.8057    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6333    0.1499   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -1.6701   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -3.0565   -0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5117   -2.8360   -1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180   -0.0957    0.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299   -0.3168   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9905    1.6256   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6239    3.8889    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7283   -1.4620    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -2.7267   -0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109   -2.6934    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7948   -4.5650    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192    2.8257   -1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429    0.2431   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8005    1.8484   -3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -0.0538   -3.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    3.1895    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234    3.9638   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4887    0.6629   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4660    1.5921    2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 23 25  2  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
  3 43  1  0
  5 44  1  0
  6 45  1  0
 10 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 19 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 33 59  1  0
 34 60  1  0
 34 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  0
 38 65  1  0
 39 66  1  0
M  END


  Mrv1652305171801322D          

 39 41  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   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
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.7770    0.0000 O   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
   -1.4289    3.3000    0.0000 C   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
   -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
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 O   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
   -0.1830   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0667   -5.1768    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
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
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 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
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36  1  1  0  0  0  0
 21 12  1  0  0  0  0
 32 27  1  0  0  0  0
 38 23  1  0  0  0  0
 39 30  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047907

> <DATABASE_NAME>
MIME

> <SMILES>
CC(O)=NC1C(OP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=CC(O)=NC2=O)OC(CO)C(O)C1O

> <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)

> <INCHI_KEY>
LFTYTUAZOPRMMI-UHFFFAOYSA-N

> <FORMULA>
C17H27N3O17P2

> <MOLECULAR_WEIGHT>
607.3537

> <EXACT_MASS>
607.081569477

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
51.594875853042744

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.70

> <JCHEM_LOGP>
-5.284643272333334

> <ALOGPS_LOGS>
-1.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1791675779187583

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7372135377957436

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5185279253200745

> <JCHEM_POLAR_SURFACE_AREA>
300.4099999999999

> <JCHEM_REFRACTIVITY>
117.55709999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy([3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259721
     RDKit          3D
uridine diphosphate N-acetylgalactosamine
 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.0905   -3.0358    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0366   -1.5650    0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2033   -0.8817    1.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463   -0.9452    0.8305 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.4770    0.9372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190    0.9081    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5283   -0.1543    0.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605    0.3310    1.6949 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7356    0.4091    3.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511    1.7583    1.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -0.8919    1.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5559   -1.0634    0.0923 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0153   -2.2695   -0.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1494    0.2958   -0.8412 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -1.1646    0.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -2.0474   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1993   -2.1596   -0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754   -0.9389   -0.9969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246   -0.4116    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571    0.6829    0.1282 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944    0.6041   -0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632    1.6795   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7738    2.8625    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6330    3.9514   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140    2.9110    0.7116 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7842    1.8476    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7051    1.9734    1.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930   -1.6007    0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170   -2.0127    0.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757   -2.6817    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3278   -3.9154    0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736    1.1114   -0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3346    1.9352   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    1.2037   -2.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999    0.8969   -3.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3352    2.4362   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4116    2.9759   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8957    1.2536    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7830    1.7631    1.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3776   -3.5553    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1010   -3.4403    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8702   -3.3727   -0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0377   -0.9228    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7891    0.7198    2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    1.8057    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4073    1.7236    1.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333    0.1499   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -1.6701   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -3.0565   -0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5117   -2.8360   -1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180   -0.0957    0.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299   -0.3168   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9905    1.6256   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6239    3.8889    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7283   -1.4620    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -2.7267   -0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109   -2.6934    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7948   -4.5650    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192    2.8257   -1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429    0.2431   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8005    1.8484   -3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -0.0538   -3.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    3.1895    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234    3.9638   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4887    0.6629   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4660    1.5921    2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 23 25  2  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
  3 43  1  0
  5 44  1  0
  6 45  1  0
 10 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 19 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 33 59  1  0
 34 60  1  0
 34 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  0
 38 65  1  0
 39 66  1  0
M  END

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM    4  P   UNK     0       0.000   1.540   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      -1.540   1.540   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0      -1.334   3.850   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      -2.104   2.516   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.564   5.184   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.335  10.780   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.580  -3.215   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.009  -5.926   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       3.288  -8.578   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.851  -7.494   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.342  -5.926   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.377  -2.739   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.724  -9.663   0.000  0.00  0.00           O+0
CONECT    1    2   25   36                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   12                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   38                                                  
CONECT   24   23                                                            
CONECT   25    1   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   39                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   27                                                  
CONECT   33   32                                                            
CONECT   34   26   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37    1                                                  
CONECT   37   36                                                            
CONECT   38   23                                                            
CONECT   39   30                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

COMPND    HMDB0000304
HETATM    1  C1  UNL     1      -7.502  -1.639   1.673  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.385  -0.665   1.680  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.436   0.385   2.586  1.00  0.00           O  
HETATM    4  N1  UNL     1      -5.425  -0.815   0.866  1.00  0.00           N  
HETATM    5  C3  UNL     1      -4.282   0.061   0.772  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.220  -0.462  -0.137  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.862  -1.776   0.142  1.00  0.00           O  
HETATM    8  P1  UNL     1      -1.286  -1.960   0.639  1.00  0.00           P  
HETATM    9  O3  UNL     1      -0.660  -3.057  -0.229  1.00  0.00           O  
HETATM   10  O4  UNL     1      -1.174  -2.530   2.239  1.00  0.00           O  
HETATM   11  O5  UNL     1      -0.347  -0.576   0.410  1.00  0.00           O  
HETATM   12  P2  UNL     1       0.964  -0.644   1.454  1.00  0.00           P  
HETATM   13  O6  UNL     1       0.874  -1.833   2.408  1.00  0.00           O  
HETATM   14  O7  UNL     1       0.954   0.810   2.357  1.00  0.00           O  
HETATM   15  O8  UNL     1       2.434  -0.737   0.674  1.00  0.00           O  
HETATM   16  C5  UNL     1       2.370  -1.270  -0.588  1.00  0.00           C  
HETATM   17  C6  UNL     1       3.756  -1.304  -1.194  1.00  0.00           C  
HETATM   18  O9  UNL     1       4.343  -0.062  -1.306  1.00  0.00           O  
HETATM   19  C7  UNL     1       4.954   0.189  -0.105  1.00  0.00           C  
HETATM   20  N2  UNL     1       6.115   1.080  -0.258  1.00  0.00           N  
HETATM   21  C8  UNL     1       6.333   2.086   0.607  1.00  0.00           C  
HETATM   22  C9  UNL     1       7.414   2.941   0.492  1.00  0.00           C  
HETATM   23  C10 UNL     1       8.295   2.753  -0.545  1.00  0.00           C  
HETATM   24  O10 UNL     1       9.381   3.612  -0.661  1.00  0.00           O  
HETATM   25  N3  UNL     1       8.069   1.741  -1.409  1.00  0.00           N  
HETATM   26  C11 UNL     1       6.994   0.920  -1.262  1.00  0.00           C  
HETATM   27  O11 UNL     1       6.802  -0.027  -2.089  1.00  0.00           O  
HETATM   28  C12 UNL     1       5.405  -1.113   0.467  1.00  0.00           C  
HETATM   29  O12 UNL     1       5.020  -1.139   1.815  1.00  0.00           O  
HETATM   30  C13 UNL     1       4.693  -2.139  -0.353  1.00  0.00           C  
HETATM   31  O13 UNL     1       5.646  -2.794  -1.136  1.00  0.00           O  
HETATM   32  O14 UNL     1      -3.554  -0.426  -1.485  1.00  0.00           O  
HETATM   33  C14 UNL     1      -4.736   0.190  -1.766  1.00  0.00           C  
HETATM   34  C15 UNL     1      -4.887   0.391  -3.270  1.00  0.00           C  
HETATM   35  O15 UNL     1      -6.121   1.026  -3.463  1.00  0.00           O  
HETATM   36  C16 UNL     1      -4.930   1.536  -1.131  1.00  0.00           C  
HETATM   37  O16 UNL     1      -6.257   1.920  -1.392  1.00  0.00           O  
HETATM   38  C17 UNL     1      -4.703   1.432   0.346  1.00  0.00           C  
HETATM   39  O17 UNL     1      -3.722   2.397   0.672  1.00  0.00           O  
HETATM   40  H1  UNL     1      -8.215  -1.457   2.509  1.00  0.00           H  
HETATM   41  H2  UNL     1      -8.029  -1.559   0.700  1.00  0.00           H  
HETATM   42  H3  UNL     1      -7.131  -2.691   1.842  1.00  0.00           H  
HETATM   43  H4  UNL     1      -7.254   0.976   2.696  1.00  0.00           H  
HETATM   44  H5  UNL     1      -3.813   0.168   1.786  1.00  0.00           H  
HETATM   45  H6  UNL     1      -2.301   0.164   0.053  1.00  0.00           H  
HETATM   46  H7  UNL     1      -2.046  -2.777   2.605  1.00  0.00           H  
HETATM   47  H8  UNL     1       0.917   1.545   1.681  1.00  0.00           H  
HETATM   48  H9  UNL     1       1.957  -2.281  -0.580  1.00  0.00           H  
HETATM   49  H10 UNL     1       1.777  -0.564  -1.216  1.00  0.00           H  
HETATM   50  H11 UNL     1       3.708  -1.717  -2.244  1.00  0.00           H  
HETATM   51  H12 UNL     1       4.231   0.742   0.536  1.00  0.00           H  
HETATM   52  H13 UNL     1       5.605   2.196   1.415  1.00  0.00           H  
HETATM   53  H14 UNL     1       7.524   3.739   1.237  1.00  0.00           H  
HETATM   54  H15 UNL     1      10.060   3.744   0.103  1.00  0.00           H  
HETATM   55  H16 UNL     1       6.513  -1.230   0.470  1.00  0.00           H  
HETATM   56  H17 UNL     1       5.204  -0.241   2.220  1.00  0.00           H  
HETATM   57  H18 UNL     1       4.143  -2.826   0.313  1.00  0.00           H  
HETATM   58  H19 UNL     1       5.568  -3.783  -0.995  1.00  0.00           H  
HETATM   59  H20 UNL     1      -5.599  -0.475  -1.479  1.00  0.00           H  
HETATM   60  H21 UNL     1      -4.957  -0.589  -3.782  1.00  0.00           H  
HETATM   61  H22 UNL     1      -4.044   1.003  -3.605  1.00  0.00           H  
HETATM   62  H23 UNL     1      -6.834   0.414  -3.199  1.00  0.00           H  
HETATM   63  H24 UNL     1      -4.223   2.236  -1.640  1.00  0.00           H  
HETATM   64  H25 UNL     1      -6.313   2.881  -1.625  1.00  0.00           H  
HETATM   65  H26 UNL     1      -5.624   1.777   0.878  1.00  0.00           H  
HETATM   66  H27 UNL     1      -3.150   2.099   1.406  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3    4    4
CONECT    3   43
CONECT    4    5
CONECT    5    6   38   44
CONECT    6    7   32   45
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   46
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   47
CONECT   15   16
CONECT   16   17   48   49
CONECT   17   18   30   50
CONECT   18   19
CONECT   19   20   28   51
CONECT   20   21   26
CONECT   21   22   22   52
CONECT   22   23   53
CONECT   23   24   25   25
CONECT   24   54
CONECT   25   26
CONECT   26   27   27
CONECT   28   29   30   55
CONECT   29   56
CONECT   30   31   57
CONECT   31   58
CONECT   32   33
CONECT   33   34   36   59
CONECT   34   35   60   61
CONECT   35   62
CONECT   36   37   38   63
CONECT   37   64
CONECT   38   39   65
CONECT   39   66
END

HMDB0259721
     RDKit          3D
uridine diphosphate N-acetylgalactosamine
 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.0905   -3.0358    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0366   -1.5650    0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2033   -0.8817    1.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463   -0.9452    0.8305 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.4770    0.9372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190    0.9081    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5283   -0.1543    0.6994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605    0.3310    1.6949 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7356    0.4091    3.1433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511    1.7583    1.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0866   -0.8919    1.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5559   -1.0634    0.0923 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0153   -2.2695   -0.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1494    0.2958   -0.8412 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -1.1646    0.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775   -2.0474   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1993   -2.1596   -0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754   -0.9389   -0.9969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246   -0.4116    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571    0.6829    0.1282 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944    0.6041   -0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632    1.6795   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7738    2.8625    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6330    3.9514   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140    2.9110    0.7116 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7842    1.8476    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7051    1.9734    1.4274 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930   -1.6007    0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170   -2.0127    0.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757   -2.6817    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3278   -3.9154    0.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736    1.1114   -0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3346    1.9352   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    1.2037   -2.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999    0.8969   -3.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3352    2.4362   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4116    2.9759   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8957    1.2536    0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7830    1.7631    1.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3776   -3.5553    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1010   -3.4403    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8702   -3.3727   -0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0377   -0.9228    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7891    0.7198    2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    1.8057    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4073    1.7236    1.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333    0.1499   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -1.6701   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -3.0565   -0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5117   -2.8360   -1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180   -0.0957    0.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299   -0.3168   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9905    1.6256   -1.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6239    3.8889    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7283   -1.4620    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -2.7267   -0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109   -2.6934    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7948   -4.5650    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192    2.8257   -1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429    0.2431   -2.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8005    1.8484   -3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276   -0.0538   -3.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8750    3.1895    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234    3.9638   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4887    0.6629   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4660    1.5921    2.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 23 25  2  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
  3 43  1  0
  5 44  1  0
  6 45  1  0
 10 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 19 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 33 59  1  0
 34 60  1  0
 34 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  0
 38 65  1  0
 39 66  1  0
M  END

Synonyms

Value	Source
Uridine diphosphoric acid-N-acetylgalactosamine	Generator
UDP-N-Acetyl-D-galactosamine	HMDB
UDP-N-Acetyl-delta-galactosamine	HMDB
UDP-N-Acetylgalactosamine	HMDB
Uridine 5'-diphospho-N-acetylgalactosamine	HMDB
Uridine diphosphate-N-acetyl-D-galactosamine	HMDB
Uridine diphosphate-N-acetyl-delta-galactosamine	HMDB
Uridine diphospho-2-acetamido-2-deoxy-D-galactose	HMDB
Uridine diphospho-2-acetamido-2-deoxy-delta-galactose	HMDB
Uridine diphospho-N-acetylgalactosamine	HMDB
Uridine diphosphoacetylgalactosamine	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-galactopyranosyl ester	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-D-galactopyranosyl ester	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-galactopyranosyl ester	HMDB
Uridine pyrophosphate N-acetyl-a-D-chondrosamine ester	HMDB
Uridine pyrophosphate N-acetyl-alpha-D-chondrosamine ester	HMDB
Uridine pyrophosphate N-acetyl-alpha-delta-chondrosamine ester	HMDB
Uridine pyrophosphoacetylgalactosamine	HMDB
Pyrophosphoacetylglucosamine, uridine	MeSH, HMDB
UDP Acetylglucosamine	MeSH, HMDB
Uridine diphospho-N-acetylglucosamine	MeSH, HMDB
Acetylgalactosamine, UDP	MeSH, HMDB
diphospho-N-Acetylglucosamine, uridine	MeSH, HMDB
Uridine diphosphate N acetylgalactosamine	MeSH, HMDB
Uridine diphosphate N acetylglucosamine	MeSH, HMDB
Uridine diphosphate N-acetylglucosamine	MeSH, HMDB
Diphosphate N-acetylglucosamine, uridine	MeSH, HMDB
UDPGNAc	MeSH, HMDB
Uridine diphosphate N-acetylgalactosamine	MeSH, HMDB
Acetylglucosamine, UDP	MeSH, HMDB
N-Acetylgalactosamine, uridine diphosphate	MeSH, HMDB
UDP Acetylgalactosamine	MeSH, HMDB
Uridine pyrophosphoacetylglucosamine	MeSH, HMDB
Uridine diphospho N acetylglucosamine	MeSH, HMDB
Diphosphate N-acetylgalactosamine, uridine	MeSH, HMDB
N-Acetylglucosamine, uridine diphosphate	MeSH, HMDB
N-[2-({[({[3,4-dihydroxy-5-(4-hydroxy-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]ethanimidate	Generator, HMDB

Molecular Formula

C₁₇H₂₇N₃O₁₇P₂

Average Mass

607.3537

Monoisotopic Mass

607.081569477

IUPAC Name

[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

{[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy([3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy)phosphinic acid

CAS Registry Number

7277-98-7

SMILES

CC(O)=NC1C(OP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)N2C=CC(O)=NC2=O)OC(CO)C(O)C1O

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)

InChI Key

LFTYTUAZOPRMMI-UHFFFAOYSA-N

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
Monoalkyl phosphate
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
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Alcohol
Primary alcohol
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	13 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-5.3	ChemAxon
logS	-1.7	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	9	ChemAxon
Polar Surface Area	300.41 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.56 m³·mol⁻¹	ChemAxon
Polarizability	51.59 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

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Endoplasmic reticulum
Golgi apparatus
Lysosome

Biospecimen Locations

Adipose Tissue
Feces
Skeletal Muscle

Tissue Locations

Adipose Tissue
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192124	Chondroitin sulfate N-acetylgalactosaminyltransferase 1	Enzyme	Q8TDX6	Homo_sapiens
MMDBp0192491	Beta-1,4 N-acetylgalactosaminyltransferase 1	Enzyme	Q00973	Homo_sapiens
MMDBp0192605	Polypeptide N-acetylgalactosaminyltransferase 11	Unknown	Q8NCW6	Homo_sapiens
MMDBp0192606	Polypeptide N-acetylgalactosaminyltransferase 4	Unknown	Q8N4A0	Homo_sapiens
MMDBp0192607	Polypeptide N-acetylgalactosaminyltransferase 3	Unknown	Q14435	Homo_sapiens
MMDBp0192608	Probable polypeptide N-acetylgalactosaminyltransferase 8	Unknown	Q9NY28	Homo_sapiens
MMDBp0192609	Polypeptide N-acetylgalactosaminyltransferase-like protein 2	Unknown	Q8N3T1	Homo_sapiens
MMDBp0192610	Putative polypeptide N-acetylgalactosaminyltransferase-like protein 1	Unknown	Q8N428	Homo_sapiens
MMDBp0192611	Polypeptide N-acetylgalactosaminyltransferase 10	Unknown	Q86SR1	Homo_sapiens
MMDBp0192612	Polypeptide N-acetylgalactosaminyltransferase 13	Unknown	Q8IUC8	Homo_sapiens
MMDBp0192613	Putative polypeptide N-acetylgalactosaminyltransferase-like protein 3	Unknown	Q6IS24	Homo_sapiens
MMDBp0192614	Putative polypeptide N-acetylgalactosaminyltransferase-like protein 4	Unknown	Q6P9A2	Homo_sapiens
MMDBp0192615	N-acetylgalactosaminyltransferase 7	Unknown	Q86SF2	Homo_sapiens
MMDBp0192616	Polypeptide N-acetylgalactosaminyltransferase 6	Unknown	Q8NCL4	Homo_sapiens
MMDBp0192617	Polypeptide N-acetylgalactosaminyltransferase 14	Unknown	Q96FL9	Homo_sapiens
MMDBp0192618	Polypeptide N-acetylgalactosaminyltransferase 2	Unknown	Q10471	Homo_sapiens
MMDBp0192619	Polypeptide N-acetylgalactosaminyltransferase 12	Unknown	Q8IXK2	Homo_sapiens
MMDBp0192620	Polypeptide N-acetylgalactosaminyltransferase 1	Unknown	Q10472	Homo_sapiens
MMDBp0192621	Polypeptide N-acetylgalactosaminyltransferase 5	Unknown	Q7Z7M9	Homo_sapiens
MMDBp0192663	UDP-GalNAc:beta-1,3-N-acetylgalactosaminyltransferase 1	Unknown	O75752	Homo_sapiens
MMDBp0192706	Histo-blood group ABO system transferase	Unknown	P16442	Homo_sapiens
MMDBp0192709	Chondroitin sulfate synthase 3	Unknown	Q70JA7	Homo_sapiens
MMDBp0192710	Chondroitin sulfate synthase 2	Unknown	Q8IZ52	Homo_sapiens
MMDBp0192711	Chondroitin sulfate synthase 1	Unknown	Q86X52	Homo_sapiens
MMDBp0193215	UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunit	Enzyme	O15294	Homo_sapiens
MMDBp0193764	Polypeptide N-acetylgalactosaminyltransferase 13	Enzyme	Q68VI8	Homo_sapiens
MMDBp0193862	Chondroitin sulfate N-acetylgalactosaminyltransferase 2	Enzyme	Q8N6G5	Homo_sapiens
MMDBp0194000	Polypeptide N-acetylgalactosaminyltransferase 9	Unknown	Q9HCQ5	Homo_sapiens
MMDBp0194483	Polypeptide N-acetylgalactosaminyltransferase-like 6	Unknown	Q49A17	Homo_sapiens
MMDBp0194484	Putative polypeptide N-acetylgalactosaminyltransferase-like protein 5	Unknown	Q7Z4T8	Homo_sapiens
MMDBp0195870	Beta-1,4-N-acetylgalactosaminyltransferase 3	Enzyme	Q6L9W6	Homo_sapiens
MMDBp0195887	N-acetyl-beta-glucosaminyl-glycoprotein 4-beta-N-acetylgalactosaminyltransferase 1	Enzyme	Q76KP1	Homo_sapiens
MMDBp0196048	Pp-GalNAc-transferase 20	Enzyme	Q2L4S5	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Firmicutes	391	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle	Metabolic reconstruction
Bacteria	Proteobacteria	177	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	128	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Adipose Tissue	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal Muscle	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0259722

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021933

KNApSAcK ID

Not Available

Chemspider ID

1134

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1167

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Forrest CM, Youd P, Kennedy A, Gould SR, Darlington LG, Stone TW: Purine, kynurenine, neopterin and lipid peroxidation levels in inflammatory bowel disease. J Biomed Sci. 2002 Sep-Oct;9(5):436-42. doi: 10.1007/BF02256538. [PubMed:12218359 ]
Pouwels MJ, Span PN, Tack CJ, Olthaar AJ, Sweep CG, van Engelen BG, de Jong JG, Lutterman JA, Hermus AR: Muscle uridine diphosphate-hexosamines do not decrease despite correction of hyperglycemia-induced insulin resistance in type 2 diabetes. J Clin Endocrinol Metab. 2002 Nov;87(11):5179-84. doi: 10.1210/jc.2002-020440. [PubMed:12414889 ]
Ten Hagen KG, Fritz TA, Tabak LA: All in the family: the UDP-GalNAc:polypeptide N-acetylgalactosaminyltransferases. Glycobiology. 2003 Jan;13(1):1R-16R. doi: 10.1093/glycob/cwg007. Epub 2002 Nov 1. [PubMed:12634319 ]

Showing metabocard for Uridine diphosphate-N-acetylgalactosamine (MMDBc0047907)

MOL for #<Metabolite:0x00007f1240d86428>

3D MOL for #<Metabolite:0x00007f1240d86428>

3D SDF for #<Metabolite:0x00007f1240d86428>

3D-SDF for #<Metabolite:0x00007f1240d86428>

PDB for #<Metabolite:0x00007f1240d86428>

3D PDB for #<Metabolite:0x00007f1240d86428>

SMILES for #<Metabolite:0x00007f1240d86428>

INCHI for #<Metabolite:0x00007f1240d86428>

Structure for #<Metabolite:0x00007f1240d86428>

3D Structure for #<Metabolite:0x00007f1240d86428>