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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:23:59 UTC

Update Date

2021-09-14 15:18:09 UTC

HMDB ID

HMDB0060481

Secondary Accession Numbers

HMDB60481

Metabolite Identification

Common Name

heparan sulfate alpha-D-glucosaminide

Description

heparan sulfate alpha-D-glucosaminide belongs to the class of organic compounds known as oligosaccharide sulfates. These are carbohydrates containing between 3 and 9 sugar units, one of which bear one or more sulfate groups. heparan sulfate alpha-D-glucosaminide is a very strong basic compound (based on its pKa). These are trisaccharides containing three hexose carbohydrates.

Structure

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


  Mrv1652303102016592D          

 47 49  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
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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
    0.7145   -6.1875    0.0000 O   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
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    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
    0.7145   -5.3625    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
    0.7145   -8.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  4  2  1  1  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 15  1  1  0  0  0
 16  6  1  0  0  0  0
 17  5  1  0  0  0  0
 18 13  1  0  0  0  0
  5 19  1  6  0  0  0
  6 20  1  6  0  0  0
 21  1  1  0  0  0  0
  7 22  1  6  0  0  0
  8 23  1  1  0  0  0
  9 24  1  1  0  0  0
 10 25  1  6  0  0  0
 26 15  2  0  0  0  0
 27 15  1  0  0  0  0
 16 28  1  6  0  0  0
 38  2  1  0  0  0  0
 39  4  1  0  0  0  0
 39 16  1  0  0  0  0
 40  3  1  0  0  0  0
 40 17  1  0  0  0  0
 11 41  1  6  0  0  0
 18 41  1  6  0  0  0
 12 42  1  1  0  0  0
 17 42  1  6  0  0  0
 43 14  1  0  0  0  0
 43 18  1  0  0  0  0
 13 44  1  1  0  0  0
 45 20  1  0  0  0  0
 45 29  1  0  0  0  0
 45 30  2  0  0  0  0
 45 31  2  0  0  0  0
 46 32  1  0  0  0  0
 46 33  2  0  0  0  0
 46 34  2  0  0  0  0
 46 38  1  0  0  0  0
 47 35  1  0  0  0  0
 47 36  2  0  0  0  0
 47 37  2  0  0  0  0
 47 44  1  0  0  0  0
M  END

HMDB0060481
     RDKit          3D
heparan sulfate alpha-D-glucosaminide
 79 81  0  0  0  0  0  0  0  0999 V2000
   -4.9428   -2.0564    2.2582 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7891   -0.7535    1.6496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0347   -0.7827    0.3679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7214   -1.1527    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8093   -0.1830    0.2694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8813    0.2354    1.3813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5267    0.9282    2.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    1.1980    0.7275 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7701    1.9666    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    3.5528    1.7301 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.9288    4.0996    3.0345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    4.3276    0.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    3.8347    1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223    0.3964   -0.2133 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0197    1.0385   -0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    0.3579   -0.5984 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3683    1.1536   -0.1344 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0249    2.0476    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1377    2.7844    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704    3.7767    2.6841 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7821    4.9038    2.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8825    4.4556    3.3054 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8805    2.9418    3.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    0.2600    0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9285   -0.2412   -0.9354 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2600    0.7845   -1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -1.1060   -1.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4462   -1.7487   -2.7300 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270   -3.4630   -2.5299 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2197   -4.1787   -3.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -3.8181   -1.6382 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8328   -4.0145   -1.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718   -0.2558   -1.9524 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7114   -1.0618   -2.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -0.0204   -1.2561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -0.7807   -0.8607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5593   -2.1500   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398   -2.4859   -0.7146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192   -3.1533   -0.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -1.5392   -0.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9367   -1.3387   -0.8491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0497   -0.4826   -2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4864   -1.0843   -3.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7775   -0.7429    0.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6901   -1.6932    0.7097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1212   -0.0967    1.3580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8372    1.2579    1.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1762   -2.7140    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8226   -2.4911    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2657   -0.0995    2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9990    0.2576   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    0.7430   -0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.6647    1.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3721    1.3214    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515    1.8809    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675    3.6443    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234   -0.5190    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686   -0.5565    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026    1.7292   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2790    2.7905    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    1.4723    1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674    2.6653    4.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612   -0.8057   -0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2060    0.4391   -2.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5645   -1.8719   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8809   -1.5436   -3.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6118   -4.5723   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242    0.5764   -2.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197   -0.9530   -3.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831   -0.8212   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -3.6836    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3781   -2.3360   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938    0.5191   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1230   -0.2940   -2.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0638   -0.4570   -3.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4686    0.0392   -0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5121   -1.2533    1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7363   -0.1100    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7059    1.7501    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  8 14  1  0
 14 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  2  0
 20 22  2  0
 20 23  1  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 27 33  1  0
 33 34  1  0
 14 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
  3 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 41 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46  2  1  0
 36  5  1  0
 33 16  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  1
  3 51  1  6
  5 52  1  6
  6 53  1  1
  7 54  1  0
  8 55  1  6
 13 56  1  0
 14 57  1  1
 16 58  1  1
 17 59  1  6
 18 60  1  0
 18 61  1  0
 23 62  1  0
 25 63  1  1
 26 64  1  0
 27 65  1  1
 28 66  1  0
 32 67  1  0
 33 68  1  6
 34 69  1  0
 36 70  1  6
 39 71  1  0
 41 72  1  6
 42 73  1  0
 42 74  1  0
 43 75  1  0
 44 76  1  6
 45 77  1  0
 46 78  1  1
 47 79  1  0
M  END


  Mrv1652303102016592D          

 47 49  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
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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
    0.7145   -6.1875    0.0000 O   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
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    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
    0.7145   -5.3625    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
    0.7145   -8.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  4  2  1  1  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 15  1  1  0  0  0
 16  6  1  0  0  0  0
 17  5  1  0  0  0  0
 18 13  1  0  0  0  0
  5 19  1  6  0  0  0
  6 20  1  6  0  0  0
 21  1  1  0  0  0  0
  7 22  1  6  0  0  0
  8 23  1  1  0  0  0
  9 24  1  1  0  0  0
 10 25  1  6  0  0  0
 26 15  2  0  0  0  0
 27 15  1  0  0  0  0
 16 28  1  6  0  0  0
 38  2  1  0  0  0  0
 39  4  1  0  0  0  0
 39 16  1  0  0  0  0
 40  3  1  0  0  0  0
 40 17  1  0  0  0  0
 11 41  1  6  0  0  0
 18 41  1  6  0  0  0
 12 42  1  1  0  0  0
 17 42  1  6  0  0  0
 43 14  1  0  0  0  0
 43 18  1  0  0  0  0
 13 44  1  1  0  0  0
 45 20  1  0  0  0  0
 45 29  1  0  0  0  0
 45 30  2  0  0  0  0
 45 31  2  0  0  0  0
 46 32  1  0  0  0  0
 46 33  2  0  0  0  0
 46 34  2  0  0  0  0
 46 38  1  0  0  0  0
 47 35  1  0  0  0  0
 47 36  2  0  0  0  0
 47 37  2  0  0  0  0
 47 44  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060481

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](OS(O)(=O)=O)[C@H](O[C@H]2[C@H](O)[C@@H](NS(O)(=O)=O)[C@@H](O)O[C@@H]2COS(O)(=O)=O)O[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32N2O24S3/c19-5-8(23)7(22)3(1-21)40-17(5)42-12-10(25)13(44-47(35,36)37)18(43-14(12)15(26)27)41-11-4(2-38-46(32,33)34)39-16(28)6(9(11)24)20-45(29,30)31/h3-14,16-18,20-25,28H,1-2,19H2,(H,26,27)(H,29,30,31)(H,32,33,34)(H,35,36,37)/t3-,4-,5-,6-,7-,8-,9-,10+,11-,12+,13-,14-,16+,17-,18-/m1/s1

> <INCHI_KEY>
JAXHHZAWQAGVNS-BCMGMHEASA-N

> <FORMULA>
C18H32N2O24S3

> <MOLECULAR_WEIGHT>
756.641

> <EXACT_MASS>
756.050712032

> <JCHEM_ACCEPTOR_COUNT>
23

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
63.4314131498345

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-3-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfoamino)-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.73

> <JCHEM_LOGP>
-11.061490113111033

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.9789542628608858

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.5200013392737493

> <JCHEM_PKA_STRONGEST_BASIC>
8.041928308017436

> <JCHEM_POLAR_SURFACE_AREA>
424.4500000000001

> <JCHEM_REFRACTIVITY>
134.20009999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.85e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6R)-3-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfoamino)-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060481
     RDKit          3D
heparan sulfate alpha-D-glucosaminide
 79 81  0  0  0  0  0  0  0  0999 V2000
   -4.9428   -2.0564    2.2582 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7891   -0.7535    1.6496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0347   -0.7827    0.3679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7214   -1.1527    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8093   -0.1830    0.2694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8813    0.2354    1.3813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5267    0.9282    2.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    1.1980    0.7275 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7701    1.9666    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    3.5528    1.7301 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.9288    4.0996    3.0345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    4.3276    0.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    3.8347    1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223    0.3964   -0.2133 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0197    1.0385   -0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    0.3579   -0.5984 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3683    1.1536   -0.1344 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0249    2.0476    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1377    2.7844    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704    3.7767    2.6841 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7821    4.9038    2.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8825    4.4556    3.3054 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8805    2.9418    3.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    0.2600    0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9285   -0.2412   -0.9354 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2600    0.7845   -1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -1.1060   -1.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4462   -1.7487   -2.7300 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270   -3.4630   -2.5299 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2197   -4.1787   -3.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -3.8181   -1.6382 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8328   -4.0145   -1.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718   -0.2558   -1.9524 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7114   -1.0618   -2.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -0.0204   -1.2561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -0.7807   -0.8607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5593   -2.1500   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398   -2.4859   -0.7146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192   -3.1533   -0.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -1.5392   -0.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9367   -1.3387   -0.8491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0497   -0.4826   -2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4864   -1.0843   -3.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7775   -0.7429    0.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6901   -1.6932    0.7097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1212   -0.0967    1.3580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8372    1.2579    1.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1762   -2.7140    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8226   -2.4911    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2657   -0.0995    2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9990    0.2576   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    0.7430   -0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.6647    1.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3721    1.3214    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515    1.8809    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675    3.6443    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234   -0.5190    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686   -0.5565    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026    1.7292   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2790    2.7905    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    1.4723    1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674    2.6653    4.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612   -0.8057   -0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2060    0.4391   -2.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5645   -1.8719   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8809   -1.5436   -3.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6118   -4.5723   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242    0.5764   -2.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197   -0.9530   -3.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831   -0.8212   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -3.6836    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3781   -2.3360   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938    0.5191   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1230   -0.2940   -2.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0638   -0.4570   -3.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4686    0.0392   -0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5121   -1.2533    1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7363   -0.1100    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7059    1.7501    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  8 14  1  0
 14 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  2  0
 20 22  2  0
 20 23  1  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 27 33  1  0
 33 34  1  0
 14 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
  3 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 41 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46  2  1  0
 36  5  1  0
 33 16  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  1
  3 51  1  6
  5 52  1  6
  6 53  1  1
  7 54  1  0
  8 55  1  6
 13 56  1  0
 14 57  1  1
 16 58  1  1
 17 59  1  6
 18 60  1  0
 18 61  1  0
 23 62  1  0
 25 63  1  1
 26 64  1  0
 27 65  1  1
 28 66  1  0
 32 67  1  0
 33 68  1  6
 34 69  1  0
 36 70  1  6
 39 71  1  0
 41 72  1  6
 42 73  1  0
 42 74  1  0
 43 75  1  0
 44 76  1  6
 45 77  1  0
 46 78  1  1
 47 79  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -4.001  -5.390   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       1.334 -14.630   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001 -16.170   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334 -17.710   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.206 -16.170   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.874 -16.170   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.462 -13.860   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.542 -13.860   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       8.002 -15.400   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.565  -9.034   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.105  -6.366   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   45  S   UNK     0       1.334 -16.170   0.000  0.00  0.00           S+0
HETATM   46  S   UNK     0       8.002 -13.860   0.000  0.00  0.00           S+0
HETATM   47  S   UNK     0       5.335  -7.700   0.000  0.00  0.00           S+0
CONECT    1    3   21                                                       
CONECT    2    4   38                                                       
CONECT    3    1    7   40                                                  
CONECT    4    2   11   39                                                  
CONECT    5    8   17   19                                                  
CONECT    6    9   16   20                                                  
CONECT    7    3    8   22                                                  
CONECT    8    5    7   23                                                  
CONECT    9    6   11   24                                                  
CONECT   10   12   13   25                                                  
CONECT   11    4    9   41                                                  
CONECT   12   10   14   42                                                  
CONECT   13   10   18   44                                                  
CONECT   14   12   15   43                                                  
CONECT   15   14   26   27                                                  
CONECT   16    6   28   39                                                  
CONECT   17    5   40   42                                                  
CONECT   18   13   41   43                                                  
CONECT   19    5                                                            
CONECT   20    6   45                                                       
CONECT   21    1                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   15                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   45                                                            
CONECT   30   45                                                            
CONECT   31   45                                                            
CONECT   32   46                                                            
CONECT   33   46                                                            
CONECT   34   46                                                            
CONECT   35   47                                                            
CONECT   36   47                                                            
CONECT   37   47                                                            
CONECT   38    2   46                                                       
CONECT   39    4   16                                                       
CONECT   40    3   17                                                       
CONECT   41   11   18                                                       
CONECT   42   12   17                                                       
CONECT   43   14   18                                                       
CONECT   44   13   47                                                       
CONECT   45   20   29   30   31                                             
CONECT   46   32   33   34   38                                             
CONECT   47   35   36   37   44                                             
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

COMPND    HMDB0060481
HETATM    1  N1  UNL     1      -4.943  -2.056   2.258  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.789  -0.754   1.650  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.035  -0.783   0.368  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.721  -1.153   0.609  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.809  -0.183   0.269  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.881   0.235   1.381  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.527   0.928   2.380  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.110   1.198   0.727  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.770   1.967   1.640  1.00  0.00           O  
HETATM   10  S1  UNL     1       0.356   3.553   1.730  1.00  0.00           S  
HETATM   11  O4  UNL     1       0.929   4.100   3.035  1.00  0.00           O  
HETATM   12  O5  UNL     1       1.007   4.328   0.624  1.00  0.00           O  
HETATM   13  O6  UNL     1      -1.292   3.835   1.806  1.00  0.00           O  
HETATM   14  C6  UNL     1       0.922   0.396  -0.213  1.00  0.00           C  
HETATM   15  O7  UNL     1       2.020   1.038  -0.786  1.00  0.00           O  
HETATM   16  C7  UNL     1       3.191   0.358  -0.598  1.00  0.00           C  
HETATM   17  C8  UNL     1       4.368   1.154  -0.134  1.00  0.00           C  
HETATM   18  C9  UNL     1       4.025   2.048   1.005  1.00  0.00           C  
HETATM   19  O8  UNL     1       5.138   2.784   1.423  1.00  0.00           O  
HETATM   20  S2  UNL     1       4.670   3.777   2.684  1.00  0.00           S  
HETATM   21  O9  UNL     1       3.782   4.904   2.184  1.00  0.00           O  
HETATM   22  O10 UNL     1       5.882   4.456   3.305  1.00  0.00           O  
HETATM   23  O11 UNL     1       3.880   2.942   3.892  1.00  0.00           O  
HETATM   24  O12 UNL     1       5.373   0.260   0.258  1.00  0.00           O  
HETATM   25  C10 UNL     1       5.929  -0.241  -0.935  1.00  0.00           C  
HETATM   26  O13 UNL     1       6.260   0.785  -1.818  1.00  0.00           O  
HETATM   27  C11 UNL     1       4.874  -1.106  -1.586  1.00  0.00           C  
HETATM   28  N2  UNL     1       5.446  -1.749  -2.730  1.00  0.00           N  
HETATM   29  S3  UNL     1       5.427  -3.463  -2.530  1.00  0.00           S  
HETATM   30  O14 UNL     1       5.220  -4.179  -3.844  1.00  0.00           O  
HETATM   31  O15 UNL     1       4.267  -3.818  -1.638  1.00  0.00           O  
HETATM   32  O16 UNL     1       6.833  -4.015  -1.773  1.00  0.00           O  
HETATM   33  C12 UNL     1       3.672  -0.256  -1.952  1.00  0.00           C  
HETATM   34  O17 UNL     1       2.711  -1.062  -2.505  1.00  0.00           O  
HETATM   35  O18 UNL     1       0.080  -0.020  -1.256  1.00  0.00           O  
HETATM   36  C13 UNL     1      -0.976  -0.781  -0.861  1.00  0.00           C  
HETATM   37  C14 UNL     1      -0.559  -2.150  -0.562  1.00  0.00           C  
HETATM   38  O19 UNL     1       0.640  -2.486  -0.715  1.00  0.00           O  
HETATM   39  O20 UNL     1      -1.419  -3.153  -0.104  1.00  0.00           O  
HETATM   40  O21 UNL     1      -4.625  -1.539  -0.617  1.00  0.00           O  
HETATM   41  C15 UNL     1      -5.937  -1.339  -0.849  1.00  0.00           C  
HETATM   42  C16 UNL     1      -6.050  -0.483  -2.122  1.00  0.00           C  
HETATM   43  O22 UNL     1      -5.486  -1.084  -3.217  1.00  0.00           O  
HETATM   44  C17 UNL     1      -6.777  -0.743   0.187  1.00  0.00           C  
HETATM   45  O23 UNL     1      -7.690  -1.693   0.710  1.00  0.00           O  
HETATM   46  C18 UNL     1      -6.121  -0.097   1.358  1.00  0.00           C  
HETATM   47  O24 UNL     1      -5.837   1.258   1.076  1.00  0.00           O  
HETATM   48  H1  UNL     1      -4.176  -2.714   2.000  1.00  0.00           H  
HETATM   49  H2  UNL     1      -5.823  -2.491   1.852  1.00  0.00           H  
HETATM   50  H3  UNL     1      -4.266  -0.100   2.373  1.00  0.00           H  
HETATM   51  H4  UNL     1      -3.999   0.258  -0.036  1.00  0.00           H  
HETATM   52  H5  UNL     1      -2.289   0.743  -0.129  1.00  0.00           H  
HETATM   53  H6  UNL     1      -0.388  -0.665   1.762  1.00  0.00           H  
HETATM   54  H7  UNL     1      -2.372   1.321   1.993  1.00  0.00           H  
HETATM   55  H8  UNL     1      -0.552   1.881   0.130  1.00  0.00           H  
HETATM   56  H9  UNL     1      -1.568   3.644   2.754  1.00  0.00           H  
HETATM   57  H10 UNL     1       1.323  -0.519   0.272  1.00  0.00           H  
HETATM   58  H11 UNL     1       3.069  -0.557   0.035  1.00  0.00           H  
HETATM   59  H12 UNL     1       4.803   1.729  -0.993  1.00  0.00           H  
HETATM   60  H13 UNL     1       3.279   2.791   0.648  1.00  0.00           H  
HETATM   61  H14 UNL     1       3.566   1.472   1.815  1.00  0.00           H  
HETATM   62  H15 UNL     1       4.567   2.665   4.582  1.00  0.00           H  
HETATM   63  H16 UNL     1       6.861  -0.806  -0.746  1.00  0.00           H  
HETATM   64  H17 UNL     1       6.206   0.439  -2.744  1.00  0.00           H  
HETATM   65  H18 UNL     1       4.564  -1.872  -0.843  1.00  0.00           H  
HETATM   66  H19 UNL     1       4.881  -1.544  -3.565  1.00  0.00           H  
HETATM   67  H20 UNL     1       6.612  -4.572  -0.963  1.00  0.00           H  
HETATM   68  H21 UNL     1       4.024   0.576  -2.575  1.00  0.00           H  
HETATM   69  H22 UNL     1       2.720  -0.953  -3.481  1.00  0.00           H  
HETATM   70  H23 UNL     1      -1.683  -0.821  -1.737  1.00  0.00           H  
HETATM   71  H24 UNL     1      -1.086  -3.684   0.698  1.00  0.00           H  
HETATM   72  H25 UNL     1      -6.378  -2.336  -1.148  1.00  0.00           H  
HETATM   73  H26 UNL     1      -5.594   0.519  -1.976  1.00  0.00           H  
HETATM   74  H27 UNL     1      -7.123  -0.294  -2.362  1.00  0.00           H  
HETATM   75  H28 UNL     1      -5.064  -0.457  -3.850  1.00  0.00           H  
HETATM   76  H29 UNL     1      -7.469   0.039  -0.250  1.00  0.00           H  
HETATM   77  H30 UNL     1      -8.512  -1.253   1.036  1.00  0.00           H  
HETATM   78  H31 UNL     1      -6.736  -0.110   2.278  1.00  0.00           H  
HETATM   79  H32 UNL     1      -5.706   1.750   1.933  1.00  0.00           H  
CONECT    1    2   48   49
CONECT    2    3   46   50
CONECT    3    4   40   51
CONECT    4    5
CONECT    5    6   36   52
CONECT    6    7    8   53
CONECT    7   54
CONECT    8    9   14   55
CONECT    9   10
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   56
CONECT   14   15   35   57
CONECT   15   16
CONECT   16   17   33   58
CONECT   17   18   24   59
CONECT   18   19   60   61
CONECT   19   20
CONECT   20   21   21   22   22
CONECT   20   23
CONECT   23   62
CONECT   24   25
CONECT   25   26   27   63
CONECT   26   64
CONECT   27   28   33   65
CONECT   28   29   66
CONECT   29   30   30   31   31
CONECT   29   32
CONECT   32   67
CONECT   33   34   68
CONECT   34   69
CONECT   35   36
CONECT   36   37   70
CONECT   37   38   38   39
CONECT   39   71
CONECT   40   41
CONECT   41   42   44   72
CONECT   42   43   73   74
CONECT   43   75
CONECT   44   45   46   76
CONECT   45   77
CONECT   46   47   78
CONECT   47   79
END

HMDB0060481
     RDKit          3D
heparan sulfate alpha-D-glucosaminide
 79 81  0  0  0  0  0  0  0  0999 V2000
   -4.9428   -2.0564    2.2582 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7891   -0.7535    1.6496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0347   -0.7827    0.3679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7214   -1.1527    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8093   -0.1830    0.2694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8813    0.2354    1.3813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5267    0.9282    2.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    1.1980    0.7275 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7701    1.9666    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    3.5528    1.7301 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.9288    4.0996    3.0345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    4.3276    0.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917    3.8347    1.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223    0.3964   -0.2133 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0197    1.0385   -0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    0.3579   -0.5984 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3683    1.1536   -0.1344 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0249    2.0476    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1377    2.7844    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704    3.7767    2.6841 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7821    4.9038    2.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8825    4.4556    3.3054 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8805    2.9418    3.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    0.2600    0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9285   -0.2412   -0.9354 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2600    0.7845   -1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -1.1060   -1.5864 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4462   -1.7487   -2.7300 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270   -3.4630   -2.5299 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2197   -4.1787   -3.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -3.8181   -1.6382 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8328   -4.0145   -1.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718   -0.2558   -1.9524 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7114   -1.0618   -2.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -0.0204   -1.2561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -0.7807   -0.8607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5593   -2.1500   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398   -2.4859   -0.7146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192   -3.1533   -0.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -1.5392   -0.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9367   -1.3387   -0.8491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0497   -0.4826   -2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4864   -1.0843   -3.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7775   -0.7429    0.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6901   -1.6932    0.7097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1212   -0.0967    1.3580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8372    1.2579    1.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1762   -2.7140    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8226   -2.4911    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2657   -0.0995    2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9990    0.2576   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    0.7430   -0.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.6647    1.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3721    1.3214    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515    1.8809    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675    3.6443    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234   -0.5190    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686   -0.5565    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026    1.7292   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2790    2.7905    0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    1.4723    1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674    2.6653    4.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8612   -0.8057   -0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2060    0.4391   -2.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5645   -1.8719   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8809   -1.5436   -3.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6118   -4.5723   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242    0.5764   -2.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197   -0.9530   -3.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831   -0.8212   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -3.6836    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3781   -2.3360   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938    0.5191   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1230   -0.2940   -2.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0638   -0.4570   -3.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4686    0.0392   -0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5121   -1.2533    1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7363   -0.1100    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7059    1.7501    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  8 14  1  0
 14 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  2  0
 20 22  2  0
 20 23  1  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 27 33  1  0
 33 34  1  0
 14 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
  3 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 41 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46  2  1  0
 36  5  1  0
 33 16  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  1
  3 51  1  6
  5 52  1  6
  6 53  1  1
  7 54  1  0
  8 55  1  6
 13 56  1  0
 14 57  1  1
 16 58  1  1
 17 59  1  6
 18 60  1  0
 18 61  1  0
 23 62  1  0
 25 63  1  1
 26 64  1  0
 27 65  1  1
 28 66  1  0
 32 67  1  0
 33 68  1  6
 34 69  1  0
 36 70  1  6
 39 71  1  0
 41 72  1  6
 42 73  1  0
 42 74  1  0
 43 75  1  0
 44 76  1  6
 45 77  1  0
 46 78  1  1
 47 79  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Heparan sulfate a-D-glucosaminide	Generator
Heparan sulfate α-D-glucosaminide	Generator
Heparan sulfuric acid a-D-glucosaminide	Generator
Heparan sulfuric acid alpha-D-glucosaminide	Generator
Heparan sulfuric acid α-D-glucosaminide	Generator
Heparan sulphate a-D-glucosaminide	Generator
Heparan sulphate alpha-D-glucosaminide	Generator
Heparan sulphate α-D-glucosaminide	Generator
Heparan sulphuric acid a-D-glucosaminide	Generator
Heparan sulphuric acid alpha-D-glucosaminide	Generator
Heparan sulphuric acid α-D-glucosaminide	Generator

Chemical Formula

C₁₈H₃₂N₂O₂₄S₃

Average Molecular Weight

756.641

Monoisotopic Molecular Weight

756.050712032

IUPAC Name

(2R,3S,4S,5R,6R)-3-{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfoamino)-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](OS(O)(=O)=O)[C@H](O[C@H]2[C@H](O)[C@@H](NS(O)(=O)=O)[C@@H](O)O[C@@H]2COS(O)(=O)=O)O[C@H]1C(O)=O

InChI Identifier

InChI=1S/C18H32N2O24S3/c19-5-8(23)7(22)3(1-21)40-17(5)42-12-10(25)13(44-47(35,36)37)18(43-14(12)15(26)27)41-11-4(2-38-46(32,33)34)39-16(28)6(9(11)24)20-45(29,30)31/h3-14,16-18,20-25,28H,1-2,19H2,(H,26,27)(H,29,30,31)(H,32,33,34)(H,35,36,37)/t3-,4-,5-,6-,7-,8-,9-,10+,11-,12+,13-,14-,16+,17-,18-/m1/s1

InChI Key

JAXHHZAWQAGVNS-BCMGMHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharide sulfates. These are carbohydrates containing between 3 and 9 sugar units, one of which bear one or more sulfate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharide sulfates

Alternative Parents

Substituents

Oligosaccharide sulfate
Aminoglycoside core
Fatty acyl glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Amino saccharide
Fatty acyl
Sulfuric acid monoamide
Oxane
Pyran
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Amino acid or derivatives
Secondary alcohol
1,2-aminoalcohol
Hemiacetal
Amino acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Carbonyl group
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organonitrogen compound
Primary amine
Alcohol
Amine
Primary alcohol
Organic nitrogen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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
Water Solubility	18.5 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-11	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	-2.5	ChemAxon
pKa (Strongest Basic)	8.04	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	424.45 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	134.2 m³·mol⁻¹	ChemAxon
Polarizability	63.43 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
DeepCCS	[M+H]+	242.341	30932474
DeepCCS	[M-H]-	240.617	30932474
DeepCCS	[M-2H]-	275.156	30932474
DeepCCS	[M+Na]+	248.81	30932474
AllCCS	[M+H]+	236.8	32859911
AllCCS	[M+H-H2O]+	236.4	32859911
AllCCS	[M+NH4]+	237.0	32859911
AllCCS	[M+Na]+	237.1	32859911
AllCCS	[M-H]-	230.8	32859911
AllCCS	[M+Na-2H]-	232.5	32859911
AllCCS	[M+HCOO]-	234.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.94 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5775 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	605.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	261.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	22.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	117.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	404.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	338.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1356.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	706.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	83.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1027.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	284.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	468.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	807.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	729.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	794.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
heparan sulfate alpha-D-glucosaminide	N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](OS(O)(=O)=O)[C@H](O[C@H]2[C@H](O)[C@@H](NS(O)(=O)=O)[C@@H](O)O[C@@H]2COS(O)(=O)=O)O[C@H]1C(O)=O	6081.7	Standard polar	33892256
heparan sulfate alpha-D-glucosaminide	N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](OS(O)(=O)=O)[C@H](O[C@H]2[C@H](O)[C@@H](NS(O)(=O)=O)[C@@H](O)O[C@@H]2COS(O)(=O)=O)O[C@H]1C(O)=O	4663.1	Standard non polar	33892256
heparan sulfate alpha-D-glucosaminide	N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](OS(O)(=O)=O)[C@H](O[C@H]2[C@H](O)[C@@H](NS(O)(=O)=O)[C@@H](O)O[C@@H]2COS(O)(=O)=O)O[C@H]1C(O)=O	5847.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (Non-derivatized) - 70eV, Positive	splash10-009i-9501204500-e04de8c667184fe2d9bf	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - heparan sulfate alpha-D-glucosaminide GC-MS (TBDMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 10V, Positive-QTOF	splash10-0a4r-0334149600-300041618676cb90ebee	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 20V, Positive-QTOF	splash10-0adl-0179176200-1cfa6ee08e19b91a3ea8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 40V, Positive-QTOF	splash10-0a4u-1891120000-7cbac70d24eb2a7f2aa6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 10V, Negative-QTOF	splash10-000i-2200490100-ae22d1d631b129713ec1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 20V, Negative-QTOF	splash10-002r-5928057300-357a060dcfa91e5a9877	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 40V, Negative-QTOF	splash10-002s-9607010000-d4a89f66459b4e70c0c0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 10V, Positive-QTOF	splash10-004r-0000090500-9d437087b0ec29639d48	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 20V, Positive-QTOF	splash10-0574-0910371700-270422249910eb3901ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 40V, Positive-QTOF	splash10-01ox-5590010100-50280c3893bb1c5fcd01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 10V, Negative-QTOF	splash10-0a4i-0000001900-98c878cd737647cbd38f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 20V, Negative-QTOF	splash10-0a4j-4001279300-1278df35ff46abd32f1e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - heparan sulfate alpha-D-glucosaminide 40V, Negative-QTOF	splash10-0zgs-9160146000-890034e540a9725faf0e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

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

FDB034584

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

70678539

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Heparan-alpha-glucosaminide N-acetyltransferase

General function:: Not Available
Specific function:: Lysosomal acetyltransferase that acetylates the non-reducing terminal alpha-glucosamine residue of intralysosomal heparin or heparan sulfate, converting it into a substrate for luminal alpha-N-acetyl glucosaminidase.
Gene Name:: HGSNAT
Uniprot ID:: Q68CP4
Molecular weight:: 70495.57

Reactions

Acetyl-CoA + heparan sulfate alpha-D-glucosaminide → Coenzyme A + heparan sulfate N-acetyl-alpha-D-glucosaminide	details

Showing metabocard for heparan sulfate alpha-D-glucosaminide (HMDB0060481)

MOL for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

3D MOL for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

3D SDF for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

3D-SDF for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

PDB for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

3D PDB for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

SMILES for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

INCHI for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

Structure for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

3D Structure for HMDB0060481 (heparan sulfate alpha-D-glucosaminide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions