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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (4) Show 8 proteins XML

enzymes (4)transporters (4) Show 8 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:52 UTC

Update Date

2020-02-26 21:39:21 UTC

HMDB ID

HMDB0014024

Secondary Accession Numbers

HMDB14024

Metabolite Identification

Common Name

2-Hydroxychlorpropamide

Description

2-Hydroxychlorpropamide belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. Based on a literature review very few articles have been published on 2-Hydroxychlorpropamide.

Structure

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

HMDB0014024
     RDKit          3D
2-Hydroxychlorpropamide
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8103    1.7874    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4172    0.4423    1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3211   -0.5885    1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3833   -0.2317    0.4763 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -1.0413    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -2.0886    0.8411 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -0.7043   -0.8365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0184   -1.6444   -1.2557 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.8935   -2.1454   -2.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0920   -2.8389   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -0.7364   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4827   -1.1442   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6541   -0.4231   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021    0.7266   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2807    1.6401   -0.5694 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8363    1.1754   -1.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.4228   -1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777    0.8188   -2.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7281    2.3675    1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    1.7146    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298    2.3329    2.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0746    0.1486    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    0.4946    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7310   -1.5964    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.6245    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.6465   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142    0.1709   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3329   -2.0493    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4148   -0.7791    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    2.0836   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    1.6634   -3.1682 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
 18 31  1  0
M  END


  Mrv0541 06191310422D          

 18 18  0  0  0  0            999 V2000
    9.2187   -7.8376    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -4.5376    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.3936   -4.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0437   -4.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6477   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9331   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6477   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -5.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6477   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9331   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9331   -5.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042   -5.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3621   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9331   -6.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042   -6.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2187   -7.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6476   -5.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  5 11  2  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 12  2  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014024

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCNC(=O)NS(=O)(=O)C1=C(O)C=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13ClN2O4S/c1-2-5-12-10(15)13-18(16,17)9-4-3-7(11)6-8(9)14/h3-4,6,14H,2,5H2,1H3,(H2,12,13,15)

> <INCHI_KEY>
QRXRPQPWKRLTQX-UHFFFAOYSA-N

> <FORMULA>
C10H13ClN2O4S

> <MOLECULAR_WEIGHT>
292.739

> <EXACT_MASS>
292.028455311

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.879932529006282

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-chloro-2-hydroxybenzenesulfonyl)-3-propylurea

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
1.6378251276666662

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.717017086520691

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.253253569523012

> <JCHEM_PKA_STRONGEST_BASIC>
-6.792808832088741

> <JCHEM_POLAR_SURFACE_AREA>
95.5

> <JCHEM_REFRACTIVITY>
67.4135

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-chloro-2-hydroxybenzenesulfonyl)-3-propylurea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014024
     RDKit          3D
2-Hydroxychlorpropamide
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8103    1.7874    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4172    0.4423    1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3211   -0.5885    1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3833   -0.2317    0.4763 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -1.0413    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -2.0886    0.8411 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -0.7043   -0.8365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0184   -1.6444   -1.2557 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.8935   -2.1454   -2.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0920   -2.8389   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -0.7364   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4827   -1.1442   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6541   -0.4231   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021    0.7266   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2807    1.6401   -0.5694 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8363    1.1754   -1.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.4228   -1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777    0.8188   -2.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7281    2.3675    1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    1.7146    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298    2.3329    2.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0746    0.1486    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    0.4946    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7310   -1.5964    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.6245    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.6465   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142    0.1709   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3329   -2.0493    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4148   -0.7791    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    2.0836   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    1.6634   -3.1682 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1 Cl   UNK     0      17.208 -14.630   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      17.208  -8.470   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      15.668  -8.470   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      18.748  -8.470   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      19.876  -6.930   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      17.208  -6.930   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      18.542  -4.620   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      19.876  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.208 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.876  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.542  -6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.542 -10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.875 -10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.209  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.542 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.875 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.208 -13.090   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      19.876 -10.010   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2    3    4    6    9                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5   11                                                            
CONECT    6    2   11                                                       
CONECT    7    8   11                                                       
CONECT    8    7   10                                                       
CONECT    9    2   12   13                                                  
CONECT   10    8   14                                                       
CONECT   11    5    6    7                                                  
CONECT   12    9   15   18                                                  
CONECT   13    9   16                                                       
CONECT   14   10                                                            
CONECT   15   12   17                                                       
CONECT   16   13   17                                                       
CONECT   17    1   15   16                                                  
CONECT   18   12                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0014024
HETATM    1  C1  UNL     1       3.810   1.787   1.965  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.417   0.442   1.643  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.321  -0.588   1.530  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.383  -0.232   0.476  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.264  -1.041   0.173  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.094  -2.089   0.841  1.00  0.00           O  
HETATM    7  N2  UNL     1       0.362  -0.704  -0.836  1.00  0.00           N  
HETATM    8  S1  UNL     1      -1.018  -1.644  -1.256  1.00  0.00           S  
HETATM    9  O2  UNL     1      -0.893  -2.145  -2.686  1.00  0.00           O  
HETATM   10  O3  UNL     1      -1.092  -2.839  -0.348  1.00  0.00           O  
HETATM   11  C5  UNL     1      -2.491  -0.736  -1.055  1.00  0.00           C  
HETATM   12  C6  UNL     1      -3.483  -1.144  -0.196  1.00  0.00           C  
HETATM   13  C7  UNL     1      -4.654  -0.423  -0.036  1.00  0.00           C  
HETATM   14  C8  UNL     1      -4.802   0.727  -0.769  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -6.281   1.640  -0.569  1.00  0.00          CL  
HETATM   16  C9  UNL     1      -3.836   1.175  -1.643  1.00  0.00           C  
HETATM   17  C10 UNL     1      -2.685   0.423  -1.768  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.678   0.819  -2.629  1.00  0.00           O  
HETATM   19  H1  UNL     1       3.728   2.367   1.008  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.826   1.715   2.448  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.530   2.333   2.610  1.00  0.00           H  
HETATM   22  H4  UNL     1       5.075   0.149   2.492  1.00  0.00           H  
HETATM   23  H5  UNL     1       5.053   0.495   0.755  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.731  -1.596   1.354  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.764  -0.625   2.485  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.530   0.646  -0.080  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.514   0.171  -1.386  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.333  -2.049   0.362  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.415  -0.779   0.654  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.956   2.084  -2.220  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.784   1.663  -3.168  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26
CONECT    5    6    6    7
CONECT    7    8   27
CONECT    8    9    9   10   10
CONECT    8   11
CONECT   11   12   12   17
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   16
CONECT   16   17   17   30
CONECT   17   18
CONECT   18   31
END

HMDB0014024
     RDKit          3D
2-Hydroxychlorpropamide
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8103    1.7874    1.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4172    0.4423    1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3211   -0.5885    1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3833   -0.2317    0.4763 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2644   -1.0413    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -2.0886    0.8411 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -0.7043   -0.8365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0184   -1.6444   -1.2557 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.8935   -2.1454   -2.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0920   -2.8389   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -0.7364   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4827   -1.1442   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6541   -0.4231   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021    0.7266   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2807    1.6401   -0.5694 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8363    1.1754   -1.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.4228   -1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777    0.8188   -2.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7281    2.3675    1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    1.7146    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298    2.3329    2.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0746    0.1486    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    0.4946    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7310   -1.5964    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637   -0.6245    2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    0.6465   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142    0.1709   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3329   -2.0493    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4148   -0.7791    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    2.0836   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    1.6634   -3.1682 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
 18 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(4-Chloro-2-hydroxybenzenesulfonyl)propane-1-carbamimidate	HMDB
N-(4-Chloro-2-hydroxybenzenesulphonyl)propane-1-carbamimidate	HMDB
N-(4-Chloro-2-hydroxybenzenesulphonyl)propane-1-carbamimidic acid	HMDB

Chemical Formula

C₁₀H₁₃ClN₂O₄S

Average Molecular Weight

292.739

Monoisotopic Molecular Weight

292.028455311

IUPAC Name

1-(4-chloro-2-hydroxybenzenesulfonyl)-3-propylurea

Traditional Name

1-(4-chloro-2-hydroxybenzenesulfonyl)-3-propylurea

CAS Registry Number

36892-36-1

SMILES

CCCNC(=O)NS(=O)(=O)C1=C(O)C=C(Cl)C=C1

InChI Identifier

InChI=1S/C10H13ClN2O4S/c1-2-5-12-10(15)13-18(16,17)9-4-3-7(11)6-8(9)14/h3-4,6,14H,2,5H2,1H3,(H2,12,13,15)

InChI Key

QRXRPQPWKRLTQX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
3-chlorophenol
3-halophenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Chlorobenzene
Halobenzene
Sulfonylurea
Phenol
Aryl chloride
Aryl halide
Aminosulfonyl compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Carbonic acid derivative
Organic nitrogen compound
Organochloride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0014024)
Kidney (HMDB: HMDB0014024)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014024)

Source

Endogenous

Endogenous (HMDB: HMDB0014024)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.54 g/L	ALOGPS
logP	1.78	ALOGPS
logP	1.64	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.41 m³·mol⁻¹	ChemAxon
Polarizability	27.88 Å³	ChemAxon
Number of Rings	1	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
DeepCCS	[M+H]+	165.164	30932474
DeepCCS	[M-H]-	162.806	30932474
DeepCCS	[M-2H]-	195.692	30932474
DeepCCS	[M+Na]+	171.257	30932474
AllCCS	[M+H]+	161.7	32859911
AllCCS	[M+H-H2O]+	158.4	32859911
AllCCS	[M+NH4]+	164.6	32859911
AllCCS	[M+Na]+	165.5	32859911
AllCCS	[M-H]-	159.4	32859911
AllCCS	[M+Na-2H]-	159.9	32859911
AllCCS	[M+HCOO]-	160.4	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.	6.45 minutes	32390414
Predicted by Siyang on May 30, 2022	11.795 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1463.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	299.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	123.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	99.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	451.2 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	485.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	845.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	381.2 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	1360.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	262.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	396.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	164.3 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	104.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxychlorpropamide	CCCNC(=O)NS(=O)(=O)C1=C(O)C=C(Cl)C=C1	3761.8	Standard polar	33892256
2-Hydroxychlorpropamide	CCCNC(=O)NS(=O)(=O)C1=C(O)C=C(Cl)C=C1	1845.9	Standard non polar	33892256
2-Hydroxychlorpropamide	CCCNC(=O)NS(=O)(=O)C1=C(O)C=C(Cl)C=C1	2405.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxychlorpropamide,1TMS,isomer #1	CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C	2451.6	Semi standard non polar	33892256
2-Hydroxychlorpropamide,1TMS,isomer #2	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C	2428.6	Semi standard non polar	33892256
2-Hydroxychlorpropamide,1TMS,isomer #3	CCCNC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O	2375.7	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #1	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C)[Si](C)(C)C	2392.8	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #1	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C)[Si](C)(C)C	2578.3	Standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #1	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C)[Si](C)(C)C	3077.8	Standard polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #2	CCCNC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C	2366.3	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #2	CCCNC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C	2466.4	Standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #2	CCCNC(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C	3190.7	Standard polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #3	CCCN(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C	2347.4	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #3	CCCN(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C	2605.3	Standard non polar	33892256
2-Hydroxychlorpropamide,2TMS,isomer #3	CCCN(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C	3139.2	Standard polar	33892256
2-Hydroxychlorpropamide,3TMS,isomer #1	CCCN(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C)[Si](C)(C)C	2357.1	Semi standard non polar	33892256
2-Hydroxychlorpropamide,3TMS,isomer #1	CCCN(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C)[Si](C)(C)C	2729.4	Standard non polar	33892256
2-Hydroxychlorpropamide,3TMS,isomer #1	CCCN(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C)[Si](C)(C)C	2886.0	Standard polar	33892256
2-Hydroxychlorpropamide,1TBDMS,isomer #1	CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C	2696.0	Semi standard non polar	33892256
2-Hydroxychlorpropamide,1TBDMS,isomer #2	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C(C)(C)C	2639.4	Semi standard non polar	33892256
2-Hydroxychlorpropamide,1TBDMS,isomer #3	CCCNC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O	2633.6	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #1	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2839.2	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #1	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3053.4	Standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #1	CCCN(C(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3179.6	Standard polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #2	CCCNC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C	2870.0	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #2	CCCNC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C	2961.5	Standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #2	CCCNC(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C	3285.8	Standard polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #3	CCCN(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C(C)(C)C	2845.8	Semi standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #3	CCCN(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C(C)(C)C	3089.7	Standard non polar	33892256
2-Hydroxychlorpropamide,2TBDMS,isomer #3	CCCN(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O)[Si](C)(C)C(C)(C)C	3213.4	Standard polar	33892256
2-Hydroxychlorpropamide,3TBDMS,isomer #1	CCCN(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3084.7	Semi standard non polar	33892256
2-Hydroxychlorpropamide,3TBDMS,isomer #1	CCCN(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3456.9	Standard non polar	33892256
2-Hydroxychlorpropamide,3TBDMS,isomer #1	CCCN(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(Cl)C=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3107.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxychlorpropamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-9450000000-1a9dcbaec46772bb8ea4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxychlorpropamide GC-MS (1 TMS) - 70eV, Positive	splash10-06y5-9334000000-0f44acebf63c310f4f1a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxychlorpropamide 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 - 2-Hydroxychlorpropamide 10V, Positive-QTOF	splash10-052f-5190000000-b69d76e6feb14c38b593	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 20V, Positive-QTOF	splash10-0a4l-9130000000-4f6b359685f9420587b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 40V, Positive-QTOF	splash10-0006-9000000000-450c7b3500a73b5fc136	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 10V, Negative-QTOF	splash10-052f-1090000000-2075b36bd6fe07e54c8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 20V, Negative-QTOF	splash10-0a4i-1490000000-eac89c0c66f634146b17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 40V, Negative-QTOF	splash10-0a6u-9650000000-3c709b2c69e56ec332bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 10V, Negative-QTOF	splash10-0a4i-0090000000-7eaf818eed6f83d0bbe8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 20V, Negative-QTOF	splash10-056r-9380000000-d7ad14cfc029d3b6d14d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 40V, Negative-QTOF	splash10-001i-9000000000-a429604b1811891f08a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 10V, Positive-QTOF	splash10-0a4l-0190000000-7af27b5ba9f99046ca4f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 20V, Positive-QTOF	splash10-0006-9730000000-e301ba1108e008a08722	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxychlorpropamide 40V, Positive-QTOF	splash10-0006-6910000000-9245d5364196e9d24362	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30776728

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750723

PDB ID

Not Available

ChEBI ID

143296

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

Enzymes

Enzyme Details

1. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. ATP-binding cassette sub-family C member 8

General function:: Involved in ATP binding
Specific function:: Putative subunit of the beta-cell ATP-sensitive potassium channel (KATP). Regulator of ATP-sensitive K(+) channels and insulin release
Gene Name:: ABCC8
Uniprot ID:: Q09428
Molecular weight:: 177006.4

References

Mizuno CS, Chittiboyina AG, Kurtz TW, Pershadsingh HA, Avery MA: Type 2 diabetes and oral antihyperglycemic drugs. Curr Med Chem. 2008;15(1):61-74. [PubMed:18220763 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Ibrahim S, Peggins J, Knapton A, Licht T, Aszalos A: Influence of antipsychotic, antiemetic, and Ca(2+) channel blocker drugs on the cellular accumulation of the anticancer drug daunorubicin: P-glycoprotein modulation. J Pharmacol Exp Ther. 2000 Dec;295(3):1276-83. [PubMed:11082465 ]

Enzyme Details

2. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Terada T, Sawada K, Saito H, Hashimoto Y, Inui K: Inhibitory effect of novel oral hypoglycemic agent nateglinide (AY4166) on peptide transporters PEPT1 and PEPT2. Eur J Pharmacol. 2000 Mar 24;392(1-2):11-7. [PubMed:10748266 ]

Enzyme Details

3. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Terada T, Sawada K, Saito H, Hashimoto Y, Inui K: Inhibitory effect of novel oral hypoglycemic agent nateglinide (AY4166) on peptide transporters PEPT1 and PEPT2. Eur J Pharmacol. 2000 Mar 24;392(1-2):11-7. [PubMed:10748266 ]

Enzyme Details

4. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Uwai Y, Saito H, Hashimoto Y, Inui K: Inhibitory effect of anti-diabetic agents on rat organic anion transporter rOAT1. Eur J Pharmacol. 2000 Jun 16;398(2):193-7. [PubMed:10854830 ]

Showing metabocard for 2-Hydroxychlorpropamide (HMDB0014024)

MOL for HMDB0014024 (2-Hydroxychlorpropamide)

3D MOL for HMDB0014024 (2-Hydroxychlorpropamide)

3D SDF for HMDB0014024 (2-Hydroxychlorpropamide)

3D-SDF for HMDB0014024 (2-Hydroxychlorpropamide)

PDB for HMDB0014024 (2-Hydroxychlorpropamide)

3D PDB for HMDB0014024 (2-Hydroxychlorpropamide)

SMILES for HMDB0014024 (2-Hydroxychlorpropamide)

INCHI for HMDB0014024 (2-Hydroxychlorpropamide)

Structure for HMDB0014024 (2-Hydroxychlorpropamide)

3D Structure for HMDB0014024 (2-Hydroxychlorpropamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References

References

References

References