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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014558

Secondary Accession Numbers

HMDB14558

Metabolite Identification

Common Name

Acetohexamide

Description

Acetohexamide is only found in individuals that have used or taken this drug. It is a sulfonylurea hypoglycemic agent that is metabolized in the liver to 1-hydrohexamide. [PubChem]Sulfonylureas such as acetohexamide bind to an ATP-dependent K⁺ channel on the cell membrane of pancreatic beta cells. This inhibits a tonic, hyperpolarizing outflux of potassium, which causes the electric potential over the membrane to become more positive. This depolarization opens voltage-gated Ca²⁺ channels. The rise in intracellular calcium leads to increased fusion of insulin granulae with the cell membrane, and therefore increased secretion of (pro)insulin.

Structure

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

HMDB0014558
     RDKit          3D
Acetohexamide
 42 43  0  0  0  0  0  0  0  0999 V2000
   -7.7257   -0.0238   -1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9384   -0.9297   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4746   -2.0049   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -0.5661    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -1.4263    0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.1070    1.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967    0.0783    0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3827    0.5252    1.3653 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1115   -0.0688    2.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3225    2.0318    1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1993   -0.0395    0.2482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648    0.2223    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933    0.8612    1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -0.2067   -0.3758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936    0.0444   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -1.2188   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8473   -0.8621   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1661    0.5772   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3733    1.5567   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282    0.8233   -1.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6973    0.9457    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942    0.6173   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5937   -0.5227   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0926    0.7999   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0355    0.3481   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2964   -2.3661    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037   -1.7685    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503   -0.5652   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9290   -0.7380   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7857    0.6200    0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -1.9588   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3716   -1.6775    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0817   -1.0454   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304   -1.5019    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0411    0.7125    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2406    0.7270   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541    2.0006   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9964    2.3400   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.5075   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    0.0934   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    1.8770   -0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5559    1.2885   -0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22  4  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

414
  Mrv0541 02231214402D          

 22 23  0  0  0  0            999 V2000
    2.4751    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -3.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1  7  1  0  0  0  0
  1 15  1  0  0  0  0
  2 14  2  0  0  0  0
  5 21  2  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014558

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)

> <INCHI_KEY>
VGZSUPCWNCWDAN-UHFFFAOYSA-N

> <FORMULA>
C15H20N2O4S

> <MOLECULAR_WEIGHT>
324.395

> <EXACT_MASS>
324.114377828

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.965402081078516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-acetylbenzenesulfonyl)-1-cyclohexylurea

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.8149334736666671

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.767579752295735

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.313317626025074

> <JCHEM_PKA_STRONGEST_BASIC>
-7.419213725695492

> <JCHEM_POLAR_SURFACE_AREA>
92.34

> <JCHEM_REFRACTIVITY>
82.7722

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetohexamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014558
     RDKit          3D
Acetohexamide
 42 43  0  0  0  0  0  0  0  0999 V2000
   -7.7257   -0.0238   -1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9384   -0.9297   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4746   -2.0049   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -0.5661    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -1.4263    0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.1070    1.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967    0.0783    0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3827    0.5252    1.3653 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1115   -0.0688    2.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3225    2.0318    1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1993   -0.0395    0.2482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648    0.2223    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933    0.8612    1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -0.2067   -0.3758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936    0.0444   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -1.2188   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8473   -0.8621   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1661    0.5772   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3733    1.5567   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282    0.8233   -1.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6973    0.9457    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942    0.6173   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5937   -0.5227   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0926    0.7999   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0355    0.3481   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2964   -2.3661    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037   -1.7685    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503   -0.5652   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9290   -0.7380   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7857    0.6200    0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -1.9588   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3716   -1.6775    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0817   -1.0454   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304   -1.5019    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0411    0.7125    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2406    0.7270   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541    2.0006   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9964    2.3400   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.5075   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    0.0934   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    1.8770   -0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5559    1.2885   -0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22  4  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 414                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       4.620   0.000   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       7.288   1.540   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080   0.000   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.160   0.000   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.954  -6.930   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       5.954   3.850   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       4.620   1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.288   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.288   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.621   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.621   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.955   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.955   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.954   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.286  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.954  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.620  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.286  -3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.954  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620  -6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.286  -6.930   0.000  0.00  0.00           C+0
CONECT    1    3    4    7   15                                             
CONECT    2   14                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   21                                                            
CONECT    6    8   14                                                       
CONECT    7    1   14                                                       
CONECT    8    6    9   10                                                  
CONECT    9    8   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   13                                                       
CONECT   13   11   12                                                       
CONECT   14    2    6    7                                                  
CONECT   15    1   16   17                                                  
CONECT   16   15   19                                                       
CONECT   17   15   20                                                       
CONECT   18   19   20   21                                                  
CONECT   19   16   18                                                       
CONECT   20   17   18                                                       
CONECT   21    5   18   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0014558
HETATM    1  C1  UNL     1      -7.726  -0.024  -1.246  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.938  -0.930  -0.374  1.00  0.00           C  
HETATM    3  O1  UNL     1      -7.475  -2.005  -0.018  1.00  0.00           O  
HETATM    4  C3  UNL     1      -5.592  -0.566   0.042  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.863  -1.426   0.861  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.572  -1.107   1.276  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.997   0.078   0.874  1.00  0.00           C  
HETATM    8  S1  UNL     1      -1.383   0.525   1.365  1.00  0.00           S  
HETATM    9  O2  UNL     1      -1.111  -0.069   2.714  1.00  0.00           O  
HETATM   10  O3  UNL     1      -1.322   2.032   1.422  1.00  0.00           O  
HETATM   11  N1  UNL     1      -0.199  -0.039   0.248  1.00  0.00           N  
HETATM   12  C7  UNL     1       1.165   0.222   0.493  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.493   0.861   1.519  1.00  0.00           O  
HETATM   14  N2  UNL     1       2.207  -0.207  -0.376  1.00  0.00           N  
HETATM   15  C8  UNL     1       3.594   0.044  -0.152  1.00  0.00           C  
HETATM   16  C9  UNL     1       4.417  -1.219  -0.045  1.00  0.00           C  
HETATM   17  C10 UNL     1       5.847  -0.862  -0.358  1.00  0.00           C  
HETATM   18  C11 UNL     1       6.166   0.577  -0.015  1.00  0.00           C  
HETATM   19  C12 UNL     1       5.373   1.557  -0.831  1.00  0.00           C  
HETATM   20  C13 UNL     1       4.128   0.823  -1.342  1.00  0.00           C  
HETATM   21  C14 UNL     1      -3.697   0.946   0.064  1.00  0.00           C  
HETATM   22  C15 UNL     1      -4.994   0.617  -0.348  1.00  0.00           C  
HETATM   23  H1  UNL     1      -8.594  -0.523  -1.699  1.00  0.00           H  
HETATM   24  H2  UNL     1      -8.093   0.800  -0.584  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.035   0.348  -2.030  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.296  -2.366   1.189  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.004  -1.768   1.909  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.550  -0.565  -0.585  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.929  -0.738  -1.228  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.786   0.620   0.782  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.101  -1.959  -0.837  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.372  -1.677   0.964  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.082  -1.045  -1.445  1.00  0.00           H  
HETATM   34  H12 UNL     1       6.530  -1.502   0.214  1.00  0.00           H  
HETATM   35  H13 UNL     1       6.041   0.712   1.077  1.00  0.00           H  
HETATM   36  H14 UNL     1       7.241   0.727  -0.265  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.954   2.001  -1.660  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.996   2.340  -0.136  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.388   1.507  -1.760  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.421   0.093  -2.129  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.233   1.877  -0.245  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.556   1.289  -0.984  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5    5   22
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   21
CONECT    8    9    9   10   10
CONECT    8   11
CONECT   11   12   28
CONECT   12   13   13   14
CONECT   14   15   29
CONECT   15   16   20   30
CONECT   16   17   31   32
CONECT   17   18   33   34
CONECT   18   19   35   36
CONECT   19   20   37   38
CONECT   20   39   40
CONECT   21   22   22   41
CONECT   22   42
END

HMDB0014558
     RDKit          3D
Acetohexamide
 42 43  0  0  0  0  0  0  0  0999 V2000
   -7.7257   -0.0238   -1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9384   -0.9297   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4746   -2.0049   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -0.5661    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -1.4263    0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.1070    1.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967    0.0783    0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3827    0.5252    1.3653 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1115   -0.0688    2.7140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3225    2.0318    1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1993   -0.0395    0.2482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648    0.2223    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4933    0.8612    1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -0.2067   -0.3758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936    0.0444   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -1.2188   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8473   -0.8621   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1661    0.5772   -0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3733    1.5567   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282    0.8233   -1.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6973    0.9457    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942    0.6173   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5937   -0.5227   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0926    0.7999   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0355    0.3481   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2964   -2.3661    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037   -1.7685    1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503   -0.5652   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9290   -0.7380   -1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7857    0.6200    0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -1.9588   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3716   -1.6775    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0817   -1.0454   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304   -1.5019    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0411    0.7125    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2406    0.7270   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9541    2.0006   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9964    2.3400   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.5075   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    0.0934   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    1.8770   -0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5559    1.2885   -0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  2  0
 22  4  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((p-Acetylphenyl)sulfonyl)-3-cyclohexylurea	ChEBI
4-Acetyl-N-((cyclohexylamino)carbonyl)benzenesulfonamide	ChEBI
Acetohexamida	ChEBI
Acetohexamidum	ChEBI
Dymelor	ChEBI
N-(p-Acetylphenylsulfonyl)-n'-cyclohexylurea	ChEBI
1-((p-Acetylphenyl)sulphonyl)-3-cyclohexylurea	Generator
4-Acetyl-N-((cyclohexylamino)carbonyl)benzenesulphonamide	Generator
N-(p-Acetylphenylsulphonyl)-n'-cyclohexylurea	Generator
Acetohexamid	HMDB
Gamadiabet	HMDB
Lilly brand OF acetohexamide	HMDB
Salvat brand OF acetohexamide	HMDB
Dimelor	HMDB
Acetohexamide lilly brand	HMDB
Acetohexamide salvat brand	HMDB

Chemical Formula

C₁₅H₂₀N₂O₄S

Average Molecular Weight

324.395

Monoisotopic Molecular Weight

324.114377828

IUPAC Name

3-(4-acetylbenzenesulfonyl)-1-cyclohexylurea

Traditional Name

acetohexamide

CAS Registry Number

968-81-0

SMILES

CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1

InChI Identifier

InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)

InChI Key

VGZSUPCWNCWDAN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Benzenesulfonamide
Acetophenone
Benzenesulfonyl group
Benzoyl
Aryl alkyl ketone
Sulfonylurea
Benzenoid
Monocyclic benzene moiety
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Organic nitrogen compound
Organosulfur compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-sulfonylurea (CHEBI:28052 )
acetophenones (CHEBI:28052 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014558)
Membrane (HMDB: HMDB0014558)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	188 - 190 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.048 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	178.186	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001322

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.048 g/L	ALOGPS
logP	1.72	ALOGPS
logP	1.81	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.77 m³·mol⁻¹	ChemAxon
Polarizability	33.97 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]+	176.658	31661259
DarkChem	[M-H]-	172.26	31661259
DeepCCS	[M+H]+	172.645	30932474
DeepCCS	[M-H]-	170.25	30932474
DeepCCS	[M-2H]-	203.641	30932474
DeepCCS	[M+Na]+	178.837	30932474
AllCCS	[M+H]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.6	32859911
AllCCS	[M+Na]+	179.4	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetohexamide	CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1	4132.0	Standard polar	33892256
Acetohexamide	CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1	2401.1	Standard non polar	33892256
Acetohexamide	CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1	2849.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acetohexamide,1TMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)NC2CCCCC2)[Si](C)(C)C)C=C1	2864.4	Semi standard non polar	33892256
Acetohexamide,1TMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)NC2CCCCC2)[Si](C)(C)C)C=C1	2598.6	Standard non polar	33892256
Acetohexamide,1TMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)NC2CCCCC2)[Si](C)(C)C)C=C1	3845.9	Standard polar	33892256
Acetohexamide,1TMS,isomer #2	CC(=O)C1=CC=C(S(=O)(=O)NC(=O)N(C2CCCCC2)[Si](C)(C)C)C=C1	2844.9	Semi standard non polar	33892256
Acetohexamide,1TMS,isomer #2	CC(=O)C1=CC=C(S(=O)(=O)NC(=O)N(C2CCCCC2)[Si](C)(C)C)C=C1	2672.3	Standard non polar	33892256
Acetohexamide,1TMS,isomer #2	CC(=O)C1=CC=C(S(=O)(=O)NC(=O)N(C2CCCCC2)[Si](C)(C)C)C=C1	3783.3	Standard polar	33892256
Acetohexamide,2TMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)N(C2CCCCC2)[Si](C)(C)C)[Si](C)(C)C)C=C1	2749.9	Semi standard non polar	33892256
Acetohexamide,2TMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)N(C2CCCCC2)[Si](C)(C)C)[Si](C)(C)C)C=C1	2832.9	Standard non polar	33892256
Acetohexamide,2TMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)N(C2CCCCC2)[Si](C)(C)C)[Si](C)(C)C)C=C1	3601.4	Standard polar	33892256
Acetohexamide,1TBDMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1	3139.8	Semi standard non polar	33892256
Acetohexamide,1TBDMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1	2829.8	Standard non polar	33892256
Acetohexamide,1TBDMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)NC2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1	3901.0	Standard polar	33892256
Acetohexamide,1TBDMS,isomer #2	CC(=O)C1=CC=C(S(=O)(=O)NC(=O)N(C2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1	3104.7	Semi standard non polar	33892256
Acetohexamide,1TBDMS,isomer #2	CC(=O)C1=CC=C(S(=O)(=O)NC(=O)N(C2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1	2935.7	Standard non polar	33892256
Acetohexamide,1TBDMS,isomer #2	CC(=O)C1=CC=C(S(=O)(=O)NC(=O)N(C2CCCCC2)[Si](C)(C)C(C)(C)C)C=C1	3829.6	Standard polar	33892256
Acetohexamide,2TBDMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)N(C2CCCCC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3314.2	Semi standard non polar	33892256
Acetohexamide,2TBDMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)N(C2CCCCC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3324.6	Standard non polar	33892256
Acetohexamide,2TBDMS,isomer #1	CC(=O)C1=CC=C(S(=O)(=O)N(C(=O)N(C2CCCCC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3655.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Acetohexamide EI-B (Non-derivatized)	splash10-03di-8390000000-581eca2d35a4f5f0362a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetohexamide EI-B (Non-derivatized)	splash10-0a5c-9200000000-09e03cfa3bf5df8c2b45	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetohexamide EI-B (Non-derivatized)	splash10-03di-8390000000-581eca2d35a4f5f0362a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetohexamide EI-B (Non-derivatized)	splash10-0a5c-9200000000-09e03cfa3bf5df8c2b45	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetohexamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9762000000-4ab556868f4c484f31f6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetohexamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetohexamide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 45V, Negative-QTOF	splash10-001i-0900000000-ade329597c8f14b5b16a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 30V, Negative-QTOF	splash10-0002-0900000000-1e17946b498a6c3dba35	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 90V, Positive-QTOF	splash10-0006-7920000000-a673d7d17d313e8faeb0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 15V, Negative-QTOF	splash10-00di-0409000000-f64a52fc103bd9277ac0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 30V, Positive-QTOF	splash10-0089-2960000000-e3b789e7fdffc4c5a010	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 45V, Positive-QTOF	splash10-001i-0900000000-692de6e4fa6b4c8e028f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 15V, Positive-QTOF	splash10-0006-0090000000-56d55252bc4e05cbe95e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 45V, Positive-QTOF	splash10-00ea-3930000000-678ffa21bcc7c05f26a7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 75V, Positive-QTOF	splash10-0006-9820000000-1417669e6b52bf6b75d4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 30V, Positive-QTOF	splash10-0089-2960000000-7226ad20cc1145237f1b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 60V, Negative-QTOF	splash10-001i-1900000000-202cc47e379cad6532ab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 90V, Negative-QTOF	splash10-000x-9400000000-bf97dd09118468c2094c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 45V, Positive-QTOF	splash10-00ea-3930000000-8fba47ba7df0b91c576d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetohexamide 75V, Negative-QTOF	splash10-001l-5900000000-64f67d5201d487a69c31	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 10V, Positive-QTOF	splash10-0fb9-3159000000-4eeeef390be45695b6c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 20V, Positive-QTOF	splash10-0uea-9360000000-0dae629411a247177e47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 40V, Positive-QTOF	splash10-00sm-9100000000-c6662fd8a67d452b57a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 10V, Negative-QTOF	splash10-00dj-3349000000-575f9836791a435b1233	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 20V, Negative-QTOF	splash10-0002-2950000000-52036d3d328239f8e10a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 40V, Negative-QTOF	splash10-0002-9610000000-39f088fc65ab8f5701da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 10V, Negative-QTOF	splash10-00dj-0809000000-8202a0bfd064f33e94d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 20V, Negative-QTOF	splash10-0002-2904000000-f88244a51de7c93e2902	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 40V, Negative-QTOF	splash10-0006-9400000000-c00a12699f3212b791cd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 10V, Positive-QTOF	splash10-0006-0192000000-706cb326d1b8d0a523f8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetohexamide 20V, Positive-QTOF	splash10-00o0-2931000000-81b94a64fe32c596118a	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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 DB00414	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00414	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00414

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1912

KEGG Compound ID

C06806

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acetohexamide

METLIN ID

Not Available

PubChem Compound

1989

PDB ID

Not Available

ChEBI ID

28052

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. Carbonyl reductase [NADPH] 1

General function:: Involved in oxidoreductase activity
Specific function:: NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular weight:: 30374.73

References

Imamura Y, Shimada H: Differential pharmacokinetics of acetohexamide in male Wistar-Imamichi and Sprague-Dawley rats: role of microsomal carbonyl reductase. Biol Pharm Bull. 2005 Jan;28(1):185-7. [PubMed:15635190 ]
Imamura Y, Koga T, Higuchi T, Otagiri M, Sugino E, Hibino S: Inhibitory effect of drugs with a ketone group on reduction of acetohexamide catalyzed by carbonyl reductase from rabbit kidney. J Enzyme Inhib. 1997 Feb;11(4):285-92. [PubMed:9208371 ]
Kishimoto M, Kawamori R, Kamada T, Inaba T: Carbonyl reductase activity for acetohexamide in human erythrocytes. Drug Metab Dispos. 1994 May-Jun;22(3):367-70. [PubMed:8070312 ]

Enzyme Details

2. ATP-sensitive inward rectifier potassium channel 1

General function:: Involved in inward rectifier potassium channel activity
Specific function:: In the kidney, probably plays a major role in potassium homeostasis. Inward rectifier potassium channels are characterized by a greater tendency to allow potassium to flow into the cell rather than out of it. Their voltage dependence is regulated by the concentration of extracellular potassium; as external potassium is raised, the voltage range of the channel opening shifts to more positive voltages. The inward rectification is mainly due to the blockage of outward current by internal magnesium. This channel is activated by internal ATP and can be blocked by external barium
Gene Name:: KCNJ1
Uniprot ID:: P48048
Molecular weight:: 44794.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Showing metabocard for Acetohexamide (HMDB0014558)

MOL for HMDB0014558 (Acetohexamide)

3D MOL for HMDB0014558 (Acetohexamide)

3D SDF for HMDB0014558 (Acetohexamide)

3D-SDF for HMDB0014558 (Acetohexamide)

PDB for HMDB0014558 (Acetohexamide)

3D PDB for HMDB0014558 (Acetohexamide)

SMILES for HMDB0014558 (Acetohexamide)

INCHI for HMDB0014558 (Acetohexamide)

Structure for HMDB0014558 (Acetohexamide)

3D Structure for HMDB0014558 (Acetohexamide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References