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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 02:09:53 UTC

Update Date

2021-09-14 14:59:01 UTC

HMDB ID

HMDB0062483

Secondary Accession Numbers

HMDB62483

Metabolite Identification

Common Name

keratan sulfate I

Description

keratan sulfate I, also known as Keratan sulfuric acid I or 4-(3-Butoxy-4-methoxybenzyl)-2-imidazolidinone, is classified as a member of the Anisoles. Anisoles are organic compounds containing a methoxybenzene or a derivative thereof. keratan sulfate I is considered to be practically insoluble (in water) and relatively neutral

Structure

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

HMDB0062483
     RDKit          3D
keratan sulfate I
 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.4849    0.8760    0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    2.2683    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    2.3048   -1.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.7237   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332    0.3502   -0.7043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -0.3577   -0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980    0.2299   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -0.4848   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844    0.0952   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097    0.7358    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626    1.2804   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6043    0.9457    0.9077 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0748    0.0668    1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800   -0.4501    2.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7666   -0.2873    1.2592 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -1.7999   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -2.3985   -0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -1.6744   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701   -2.2690    0.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4076   -3.6216    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4476    0.7761    1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5070    0.1134   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    0.6107    1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3157    2.6901   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403    2.8916    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869    3.3476   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477    1.7173   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366    1.7139   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904    2.3329   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2163    1.2709   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808    0.7917   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871   -0.7364   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    1.4999    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6269    2.3725   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121    0.7395   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7907   -0.6192    2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2580   -1.1344    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -2.3964   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0451   -3.4292    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7586   -4.2700   -0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629   -3.7689    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290   -4.0471    0.4310 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18  6  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END


  Mrv1652303102017002D          

 20 21  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   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   -2.0625    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
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    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
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8945   -1.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3070   -1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1275   -1.8712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7550   -2.3981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 14 19  1  0  0  0  0
 12 20  2  0  0  0  0
  6 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062483

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC1=C(OC)C=CC(CC2CN=C(O)N2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O3/c1-3-4-7-20-14-9-11(5-6-13(14)19-2)8-12-10-16-15(18)17-12/h5-6,9,12H,3-4,7-8,10H2,1-2H3,(H2,16,17,18)

> <INCHI_KEY>
PDMUULPVBYQBBK-UHFFFAOYSA-N

> <FORMULA>
C15H22N2O3

> <MOLECULAR_WEIGHT>
278.352

> <EXACT_MASS>
278.163042576

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.79790064772893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(3-butoxy-4-methoxyphenyl)methyl]-4,5-dihydro-1H-imidazol-2-ol

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
1.2792289275660338

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.901989355071307

> <JCHEM_PKA_STRONGEST_BASIC>
15.000000000087944

> <JCHEM_POLAR_SURFACE_AREA>
63.08

> <JCHEM_REFRACTIVITY>
77.32650000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3-butoxy-4-methoxyphenyl)methyl]-4,5-dihydro-3H-imidazol-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062483
     RDKit          3D
keratan sulfate I
 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.4849    0.8760    0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    2.2683    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    2.3048   -1.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.7237   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332    0.3502   -0.7043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -0.3577   -0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980    0.2299   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -0.4848   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844    0.0952   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097    0.7358    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626    1.2804   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6043    0.9457    0.9077 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0748    0.0668    1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800   -0.4501    2.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7666   -0.2873    1.2592 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -1.7999   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -2.3985   -0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -1.6744   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701   -2.2690    0.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4076   -3.6216    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4476    0.7761    1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5070    0.1134   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    0.6107    1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3157    2.6901   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403    2.8916    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869    3.3476   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477    1.7173   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366    1.7139   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904    2.3329   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2163    1.2709   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808    0.7917   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871   -0.7364   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    1.4999    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6269    2.3725   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121    0.7395   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7907   -0.6192    2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2580   -1.1344    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -2.3964   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0451   -3.4292    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7586   -4.2700   -0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629   -3.7689    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290   -4.0471    0.4310 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18  6  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  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      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.497  -2.318   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      11.003  -1.998   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      11.773  -3.332   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.305  -3.493   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      10.743  -4.476   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   14                                                       
CONECT   20   12    6                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0062483
HETATM    1  C1  UNL     1      -4.485   0.876   0.632  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.304   2.268   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.563   2.305  -1.216  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.184   1.724  -1.120  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.233   0.350  -0.704  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.048  -0.358  -0.559  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.198   0.230  -0.806  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.366  -0.485  -0.657  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.684   0.095  -0.906  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.310   0.736   0.313  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.663   1.280  -0.128  1.00  0.00           C  
HETATM   12  N1  UNL     1       5.604   0.946   0.908  1.00  0.00           N  
HETATM   13  C11 UNL     1       5.075   0.067   1.668  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.780  -0.450   2.778  1.00  0.00           O  
HETATM   15  N2  UNL     1       3.767  -0.287   1.259  1.00  0.00           N  
HETATM   16  C12 UNL     1       1.266  -1.800  -0.256  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.040  -2.399  -0.007  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.124  -1.674  -0.159  1.00  0.00           C  
HETATM   19  O3  UNL     1      -2.370  -2.269   0.090  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.408  -3.622   0.498  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.448   0.776   1.191  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.507   0.113  -0.191  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.688   0.611   1.356  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.316   2.690  -0.072  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.740   2.892   0.831  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.487   3.348  -1.539  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.148   1.717  -1.954  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.737   1.714  -2.134  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.590   2.333  -0.409  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.216   1.271  -1.119  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.681   0.792  -1.763  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.387  -0.736  -1.204  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.691   1.500   0.782  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.627   2.373  -0.316  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.012   0.740  -1.053  1.00  0.00           H  
HETATM   36  H16 UNL     1       6.791  -0.619   2.707  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.258  -1.134   1.597  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.168  -2.396  -0.128  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.045  -3.429   0.302  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.759  -4.270  -0.141  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.063  -3.769   1.542  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.429  -4.047   0.431  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6
CONECT    6    7    7   18
CONECT    7    8   30
CONECT    8    9   16   16
CONECT    9   10   31   32
CONECT   10   11   15   33
CONECT   11   12   34   35
CONECT   12   13   13
CONECT   13   14   15
CONECT   14   36
CONECT   15   37
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19
CONECT   19   20
CONECT   20   40   41   42
END

HMDB0062483
     RDKit          3D
keratan sulfate I
 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.4849    0.8760    0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    2.2683    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    2.3048   -1.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.7237   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332    0.3502   -0.7043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -0.3577   -0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980    0.2299   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -0.4848   -0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844    0.0952   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097    0.7358    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626    1.2804   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6043    0.9457    0.9077 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0748    0.0668    1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800   -0.4501    2.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7666   -0.2873    1.2592 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -1.7999   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -2.3985   -0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -1.6744   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701   -2.2690    0.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4076   -3.6216    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4476    0.7761    1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5070    0.1134   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    0.6107    1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3157    2.6901   -0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403    2.8916    0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869    3.3476   -1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477    1.7173   -1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366    1.7139   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904    2.3329   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2163    1.2709   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808    0.7917   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871   -0.7364   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    1.4999    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6269    2.3725   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121    0.7395   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7907   -0.6192    2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2580   -1.1344    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -2.3964   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0451   -3.4292    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7586   -4.2700   -0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629   -3.7689    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290   -4.0471    0.4310 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18  6  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Keratan sulfuric acid I	Generator
Keratan sulphate I	Generator
Keratan sulphuric acid I	Generator
4-(3-Butoxy-4-methoxybenzyl)-2-imidazolidinone	HMDB

Chemical Formula

C₁₅H₂₂N₂O₃

Average Molecular Weight

278.352

Monoisotopic Molecular Weight

278.163042576

IUPAC Name

5-[(3-butoxy-4-methoxyphenyl)methyl]-4,5-dihydro-1H-imidazol-2-ol

Traditional Name

4-[(3-butoxy-4-methoxyphenyl)methyl]-4,5-dihydro-3H-imidazol-2-ol

CAS Registry Number

Not Available

SMILES

CCCCOC1=C(OC)C=CC(CC2CN=C(O)N2)=C1

InChI Identifier

InChI=1S/C15H22N2O3/c1-3-4-7-20-14-9-11(5-6-13(14)19-2)8-12-10-16-15(18)17-12/h5-6,9,12H,3-4,7-8,10H2,1-2H3,(H2,16,17,18)

InChI Key

PDMUULPVBYQBBK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Imidazolidinone
Imidazolidine
Urea
Carbonic acid derivative
Ether
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0062483)

Wild boar (FooDB: FOOD00307)
Domestic pig (FooDB: FOOD00536)

Poultry

Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)

Venison

Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)
Deer (FooDB: FOOD00524)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Caprae

Domestic goat (FooDB: FOOD00529)

Process

Not Available

Role

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	0.29 g/l	ALOGPS
LogP	1.94	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.41	ALOGPS
logP	1.28	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	77.33 m³·mol⁻¹	ChemAxon
Polarizability	30.8 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.449	31661259
DarkChem	[M-H]-	163.605	31661259
DeepCCS	[M+H]+	170.088	30932474
DeepCCS	[M-H]-	167.73	30932474
DeepCCS	[M-2H]-	200.616	30932474
DeepCCS	[M+Na]+	176.181	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	170.7	32859911
AllCCS	[M+Na]+	171.6	32859911
AllCCS	[M-H]-	170.1	32859911
AllCCS	[M+Na-2H]-	170.4	32859911
AllCCS	[M+HCOO]-	170.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
keratan sulfate I	CCCCOC1=C(OC)C=CC(CC2CN=C(O)N2)=C1	3594.5	Standard polar	33892256
keratan sulfate I	CCCCOC1=C(OC)C=CC(CC2CN=C(O)N2)=C1	2365.0	Standard non polar	33892256
keratan sulfate I	CCCCOC1=C(OC)C=CC(CC2CN=C(O)N2)=C1	2456.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
keratan sulfate I,1TMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C)N2)=CC=C1OC	2471.8	Semi standard non polar	33892256
keratan sulfate I,1TMS,isomer #2	CCCCOC1=CC(CC2CN=C(O)N2[Si](C)(C)C)=CC=C1OC	2529.3	Semi standard non polar	33892256
keratan sulfate I,2TMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C)N2[Si](C)(C)C)=CC=C1OC	2459.1	Semi standard non polar	33892256
keratan sulfate I,2TMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C)N2[Si](C)(C)C)=CC=C1OC	2427.5	Standard non polar	33892256
keratan sulfate I,2TMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C)N2[Si](C)(C)C)=CC=C1OC	3528.4	Standard polar	33892256
keratan sulfate I,1TBDMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C(C)(C)C)N2)=CC=C1OC	2667.2	Semi standard non polar	33892256
keratan sulfate I,1TBDMS,isomer #2	CCCCOC1=CC(CC2CN=C(O)N2[Si](C)(C)C(C)(C)C)=CC=C1OC	2770.9	Semi standard non polar	33892256
keratan sulfate I,2TBDMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)=CC=C1OC	2847.5	Semi standard non polar	33892256
keratan sulfate I,2TBDMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)=CC=C1OC	2787.3	Standard non polar	33892256
keratan sulfate I,2TBDMS,isomer #1	CCCCOC1=CC(CC2CN=C(O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)=CC=C1OC	3551.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - keratan sulfate I GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9270000000-4164d5a9a1b81a75c55d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - keratan sulfate I GC-MS (1 TMS) - 70eV, Positive	splash10-0a6u-8592000000-0248138cf07eaf3f1a63	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - keratan sulfate I GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - keratan sulfate I 10V, Positive-QTOF	splash10-004i-1090000000-8f3c5b3c1370b092dc5a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 20V, Positive-QTOF	splash10-0a4i-4190000000-bcf7737e526ac3e0eb22	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 40V, Positive-QTOF	splash10-0a4i-9200000000-8fa19c840e866be0e5ea	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 10V, Negative-QTOF	splash10-004i-2090000000-5c1e4332e96a36484e22	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 20V, Negative-QTOF	splash10-0006-9040000000-ac9fca35f909685745cf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 40V, Negative-QTOF	splash10-0006-9220000000-2c456b7bb19f91ae53f0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 10V, Negative-QTOF	splash10-004i-0090000000-53f958206b0ef49925c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 20V, Negative-QTOF	splash10-0gdi-0190000000-cc79c03a16568fac0b4e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 40V, Negative-QTOF	splash10-0pi3-4690000000-f6b11e13798b6d0846ef	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 10V, Positive-QTOF	splash10-004i-0090000000-d4c47293bb792ab0d0a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 20V, Positive-QTOF	splash10-00di-1390000000-c918ce848b9edacc3fcc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - keratan sulfate I 40V, Positive-QTOF	splash10-0k9l-5910000000-90946c185856ca2bbd68	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

FDB034840

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

5087

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for keratan sulfate I (HMDB0062483)

MOL for HMDB0062483 (keratan sulfate I)

3D MOL for HMDB0062483 (keratan sulfate I)

3D SDF for HMDB0062483 (keratan sulfate I)

3D-SDF for HMDB0062483 (keratan sulfate I)

PDB for HMDB0062483 (keratan sulfate I)

3D PDB for HMDB0062483 (keratan sulfate I)

SMILES for HMDB0062483 (keratan sulfate I)

INCHI for HMDB0062483 (keratan sulfate I)

Structure for HMDB0062483 (keratan sulfate I)

3D Structure for HMDB0062483 (keratan sulfate I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra