NP-MRD: Showing NP-Card for 3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid (NP0289331)

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Record Information

Version

2.0

Created at

2022-09-09 19:28:34 UTC

Updated at

2022-09-09 19:28:34 UTC

NP-MRD ID

NP0289331

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid

Description

3-{[4,5-Dihydroxy-6-(C-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. Based on a literature review very few articles have been published on 3-{[4,5-dihydroxy-6-(C-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092221282D          

 43 44  0  0  0  0            999 V2000
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    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
   -3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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 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
   -1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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
  2  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  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
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 12 16  1  0  0  0  0
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 26 27  1  0  0  0  0
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 18 28  1  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
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 30 32  1  0  0  0  0
 16 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 10 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  4  0  0  0
  8 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

 81 82  0  0  0  0  0  0  0  0999 V2000
   -6.1030   -4.0654    2.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6394   -3.8691    2.9971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1959   -2.7454    3.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5917   -2.6945    4.6758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -1.4615    2.6763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9576   -0.9842    2.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6398   -0.5539    1.2546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4138    0.1123    1.3332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501   -0.4530    0.5255 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2581   -0.9329    1.3134 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1969   -2.2648    0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949   -2.4319    0.5129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606   -3.3497    0.7304 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7839   -0.0789    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3095    0.4163    0.1817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5875   -0.0814   -0.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    0.9321    0.0025 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.4289    1.2044    3.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1526    2.4309   -2.9724 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -0.0623   -1.7848 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7576   -1.2777   -1.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8483   -2.1698   -2.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.9013   -1.6361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897    0.3160   -0.9635 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6324    1.3342   -1.9908 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004    0.9227   -3.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296    1.8591   -4.2057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339    0.5754   -0.5011 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0778    1.8810   -0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6707    0.3740    0.6485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4369    0.4811   -0.7775 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4570    1.5398   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993    1.4995   -2.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208    2.7543   -0.8589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0771   -0.1449    0.8104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8090    0.6379    1.7074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -1.5391    1.4044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5611   -2.4730    0.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4886   -3.5250    5.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8168   -0.7557    3.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -1.3965    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8842   -1.3099   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -1.0745    2.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901   -4.0782    1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    1.5254    0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    1.9140    0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0017   -0.6656    1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5702    2.4639    1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947    1.1575    3.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8535    0.1917    3.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227    1.9883    3.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9105    2.4820    1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032    1.1318   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5515    3.2269   -1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0967    2.2815   -1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3452   -2.8692   -3.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5635   -1.5603   -3.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5922   -0.1016   -3.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
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 15 14  1  0
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 10  9  1  0
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  3  4  1  0
  3  2  2  0
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M  END


  Mrv1652309092221282D          

 43 44  0  0  0  0            999 V2000
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    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
   -3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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 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
   -1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    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
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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
  2  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  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  2  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 18 28  1  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 16 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 10 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  4  0  0  0
  8 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289331

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(O)C(OC1OC(C(OC2OC(C(O)C(O)C2N=C(C)O)C(O)=N)C(O)C1N=CO)C(O)=O)C(CO)N=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C23H38N4O16/c1-6(30)12(33)16(9(4-28)26-7(2)31)40-22-10(25-5-29)14(35)17(19(43-22)21(38)39)41-23-11(27-8(3)32)13(34)15(36)18(42-23)20(24)37/h5-6,9-19,22-23,28,30,33-36H,4H2,1-3H3,(H2,24,37)(H,25,29)(H,26,31)(H,27,32)(H,38,39)

> <INCHI_KEY>
PFKPGJIRLGBSCS-UHFFFAOYSA-N

> <FORMULA>
C23H38N4O16

> <MOLECULAR_WEIGHT>
626.569

> <EXACT_MASS>
626.22828116

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
58.84952660729147

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[4,5-dihydroxy-6-(C-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid

> <JCHEM_LOGP>
-6.976643191061125

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.210286626389734

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.864116155944834

> <JCHEM_PKA_STRONGEST_BASIC>
11.89156597540135

> <JCHEM_POLAR_SURFACE_AREA>
337.45000000000005

> <JCHEM_REFRACTIVITY>
144.55860000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[4,5-dihydroxy-6-(C-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -6.668  -6.930   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.668 -10.010   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -2.667   1.540   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   39                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   35                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17   33                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   18   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   16   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   10   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39    8   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

View in JSmol

Synonyms

Value	Source
3-{[4,5-dihydroxy-6-(C-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₃₈N₄O₁₆

Average Mass

626.5690 Da

Monoisotopic Mass

626.22828 Da

IUPAC Name

3-{[4,5-dihydroxy-6-(C-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(O)C(O)C(OC1OC(C(OC2OC(C(O)C(O)C2N=C(C)O)C(O)=N)C(O)C1N=CO)C(O)=O)C(CO)N=C(C)O

InChI Identifier

InChI=1S/C23H38N4O16/c1-6(30)12(33)16(9(4-28)26-7(2)31)40-22-10(25-5-29)14(35)17(19(43-22)21(38)39)41-23-11(27-8(3)32)13(34)15(36)18(42-23)20(24)37/h5-6,9-19,22-23,28,30,33-36H,4H2,1-3H3,(H2,24,37)(H,25,29)(H,26,31)(H,27,32)(H,38,39)

InChI Key

PFKPGJIRLGBSCS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

N-acyl-alpha-hexosamine
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Pyran
Secondary alcohol
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Alcohol
Primary alcohol
Organic nitrogen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-7	ChemAxon
pKa (Strongest Acidic)	-3.9	ChemAxon
pKa (Strongest Basic)	11.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	337.45 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	144.56 m³·mol⁻¹	ChemAxon
Polarizability	58.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163028082

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid (NP0289331)

MOL for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

3D MOL for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

3D SDF for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

PDB for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

3D PDB for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

SMILES for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

INCHI for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

Structure for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)

3D Structure for NP0289331 (3-{[4,5-dihydroxy-6-(c-hydroxycarbonimidoyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4-hydroxy-5-[(hydroxymethylidene)amino]-6-({1,4,5-trihydroxy-2-[(1-hydroxyethylidene)amino]hexan-3-yl}oxy)oxane-2-carboxylic acid)