NP-MRD: Showing NP-Card for heparan sulfate alpha-D-glucosaminide (NP0092355)

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Record Information

Version

2.0

Created at

2022-05-11 19:04:25 UTC

Updated at

2022-05-11 19:04:25 UTC

NP-MRD ID

NP0092355

Secondary Accession Numbers

None

Natural Product 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 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
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    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1118   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    0.7145   -8.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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  5 19  1  6  0  0  0
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  7 22  1  6  0  0  0
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 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
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 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

     RDKit          3D

 79 81  0  0  0  0  0  0  0  0999 V2000
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    4.8668   -0.1590    1.4851 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.1827   -2.7638   -0.7530 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6062   -3.5926   -1.1773 S   0  0  2  0  0  6  0  0  0  0  0  0
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  1  2  1  0
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 17 59  1  1
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 18 61  1  0
 23 62  1  0
 36 70  1  1
 39 71  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
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   -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>
NP0092355

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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 Mass

756.6410 Da

Monoisotopic Mass

756.05071 Da

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

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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

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	-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

External Links

HMDB ID

HMDB0060481

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Showing NP-Card for heparan sulfate alpha-D-glucosaminide (NP0092355)

MOL for NP0092355 (heparan sulfate alpha-D-glucosaminide)

3D MOL for NP0092355 (heparan sulfate alpha-D-glucosaminide)

3D SDF for NP0092355 (heparan sulfate alpha-D-glucosaminide)

3D-SDF for NP0092355 (heparan sulfate alpha-D-glucosaminide)

PDB for NP0092355 (heparan sulfate alpha-D-glucosaminide)

3D PDB for NP0092355 (heparan sulfate alpha-D-glucosaminide)

SMILES for NP0092355 (heparan sulfate alpha-D-glucosaminide)

INCHI for NP0092355 (heparan sulfate alpha-D-glucosaminide)

Structure for NP0092355 (heparan sulfate alpha-D-glucosaminide)

3D Structure for NP0092355 (heparan sulfate alpha-D-glucosaminide)