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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (2) Show 5 proteins XML

enzymes (3)transporters (2) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:51:58 UTC

HMDB ID

HMDB0015420

Secondary Accession Numbers

HMDB15420

Metabolite Identification

Common Name

Quinethazone

Description

Quinethazone is only found in individuals that have used or taken this drug. It is a thiazide diuretic used to treat hypertension. Common side effects include dizziness, dry mouth, nausea, and low potassium levels.As a diuretic, quinethazone inhibits active chloride reabsorption at the early distal tubule via the Na-Cl cotransporter, resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like quinethazone also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of quinethazone is less well understood although it may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle.

Structure

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

HMDB0015420
     RDKit          3D
Quinethazone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.3412   -0.7995   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965    0.4389    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.2023    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428    1.3484    0.9880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3312    1.3325    1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    2.0146    2.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4978    0.5322    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537    0.4802    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924   -0.3044   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217   -0.3811   -0.3754 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.8477    0.6035    0.9385 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706   -1.8016   -0.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022    0.1205   -1.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9461   -1.0242   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.9854   -2.5894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -0.9691   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1543   -0.1802   -0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653   -0.1189   -0.8397 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.5318   -1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0123   -1.3435    0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103   -1.4706   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3782    0.6102    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878    1.2732   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.6421    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3284    2.1673    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    1.0470    1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.0175    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398    1.2210    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611   -1.5212   -2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -0.3007   -1.7456 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 10 13  2  0
  9 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  3  1  0
 17  7  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
  4 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 16 29  1  0
 18 30  1  0
M  END

1325
  Mrv0541 02231215232D          

 18 19  0  0  1  0            999 V2000
    6.7049    1.0624    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.7049   -0.6272    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -1.4322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1200    0.0856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2896   -1.3400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    1.0425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786   -0.1949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4176   -1.0425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    0.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2446   -0.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921   -0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2446    1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    0.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    0.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  8  1  0  0  0  0
  2 15  1  0  0  0  0
  3 13  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 16  2  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015420

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12ClN3O3S/c1-2-9-13-7-4-6(11)8(18(12,16)17)3-5(7)10(15)14-9/h3-4,9,13H,2H2,1H3,(H,14,15)(H2,12,16,17)

> <INCHI_KEY>
AGMMTXLNIQSRCG-UHFFFAOYSA-N

> <FORMULA>
C10H12ClN3O3S

> <MOLECULAR_WEIGHT>
289.739

> <EXACT_MASS>
289.028789662

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.298896266392696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-2-ethyl-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.1853977600000003

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.753212493285854

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.5576804436763

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9681634904036232

> <JCHEM_POLAR_SURFACE_AREA>
101.28999999999999

> <JCHEM_REFRACTIVITY>
69.34120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quinethazone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015420
     RDKit          3D
Quinethazone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.3412   -0.7995   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965    0.4389    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.2023    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428    1.3484    0.9880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3312    1.3325    1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    2.0146    2.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4978    0.5322    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537    0.4802    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924   -0.3044   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217   -0.3811   -0.3754 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.8477    0.6035    0.9385 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706   -1.8016   -0.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022    0.1205   -1.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9461   -1.0242   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.9854   -2.5894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -0.9691   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1543   -0.1802   -0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653   -0.1189   -0.8397 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.5318   -1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0123   -1.3435    0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103   -1.4706   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3782    0.6102    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878    1.2732   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.6421    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3284    2.1673    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    1.0470    1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.0175    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398    1.2210    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611   -1.5212   -2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -0.3007   -1.7456 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 10 13  2  0
  9 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  3  1  0
 17  7  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
  4 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 16 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1325                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      12.516   1.983   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      12.516  -1.171   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       7.080  -2.673   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.291   0.160   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.741  -2.501   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.080   1.946   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.747  -0.364   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      13.846  -1.946   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.747   1.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.414   1.176   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.413   1.946   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.414  -0.364   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.080  -1.134   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.790  -1.187   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.185  -0.396   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.790   1.999   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.185   1.208   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080   1.176   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2    4    5    8   15                                             
CONECT    3   13                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    9   10                                                       
CONECT    7    9   13                                                       
CONECT    8    2                                                            
CONECT    9    6    7   11                                                  
CONECT   10    6   12   16                                                  
CONECT   11    9   18                                                       
CONECT   12   10   13   14                                                  
CONECT   13    3    7   12                                                  
CONECT   14   12   15                                                       
CONECT   15    2   14   17                                                  
CONECT   16   10   17                                                       
CONECT   17    1   15   16                                                  
CONECT   18   11                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0015420
HETATM    1  C1  UNL     1      -4.341  -0.799  -0.675  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.796   0.439   0.003  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.340   0.202   0.332  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.743   1.348   0.988  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.331   1.333   1.159  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.187   2.015   2.091  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.498   0.532   0.261  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.854   0.480   0.379  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.592  -0.304  -0.512  1.00  0.00           C  
HETATM   10  S1  UNL     1       4.322  -0.381  -0.375  1.00  0.00           S  
HETATM   11  N2  UNL     1       4.848   0.603   0.939  1.00  0.00           N  
HETATM   12  O2  UNL     1       4.771  -1.802  -0.158  1.00  0.00           O  
HETATM   13  O3  UNL     1       5.002   0.120  -1.622  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.946  -1.024  -1.508  1.00  0.00           C  
HETATM   15 CL1  UNL     1       2.927  -1.985  -2.589  1.00  0.00          CL  
HETATM   16  C9  UNL     1       0.573  -0.969  -1.624  1.00  0.00           C  
HETATM   17  C10 UNL     1      -0.154  -0.180  -0.727  1.00  0.00           C  
HETATM   18  N3  UNL     1      -1.565  -0.119  -0.840  1.00  0.00           N  
HETATM   19  H1  UNL     1      -4.960  -0.532  -1.572  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.012  -1.343   0.004  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.510  -1.471  -0.962  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.378   0.610   0.921  1.00  0.00           H  
HETATM   23  H5  UNL     1      -3.888   1.273  -0.726  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.263  -0.642   1.060  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.328   2.167   1.328  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.342   1.047   1.160  1.00  0.00           H  
HETATM   27  H9  UNL     1       5.084  -0.017   1.727  1.00  0.00           H  
HETATM   28  H10 UNL     1       5.640   1.221   0.672  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.061  -1.521  -2.391  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.036  -0.301  -1.746  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   18   24
CONECT    4    5   25
CONECT    5    6    6    7
CONECT    7    8    8   17
CONECT    8    9   26
CONECT    9   10   14   14
CONECT   10   11   12   12   13
CONECT   10   13
CONECT   11   27   28
CONECT   14   15   16
CONECT   16   17   17   29
CONECT   17   18
CONECT   18   30
END

HMDB0015420
     RDKit          3D
Quinethazone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -4.3412   -0.7995   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7965    0.4389    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.2023    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428    1.3484    0.9880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3312    1.3325    1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    2.0146    2.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4978    0.5322    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537    0.4802    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924   -0.3044   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217   -0.3811   -0.3754 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.8477    0.6035    0.9385 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706   -1.8016   -0.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022    0.1205   -1.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9461   -1.0242   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.9854   -2.5894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -0.9691   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1543   -0.1802   -0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653   -0.1189   -0.8397 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596   -0.5318   -1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0123   -1.3435    0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103   -1.4706   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3782    0.6102    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878    1.2732   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627   -0.6421    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3284    2.1673    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421    1.0470    1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.0175    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398    1.2210    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611   -1.5212   -2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -0.3007   -1.7456 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 10 13  2  0
  9 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  3  1  0
 17  7  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
  4 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 16 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Chloro-2-ethyl-1,2,3,4-tetrahydro-4-oxo-6-quinazolinesulfonamide	ChEBI
Hydromox	Kegg
7-Chloro-2-ethyl-1,2,3,4-tetrahydro-4-oxo-6-quinazolinesulphonamide	Generator
Chinetazone	HMDB
Chinethazonum	HMDB
Quinethazon	HMDB
Quinethazone, (-)-isomer	HMDB
Quinethazone, (+)-isomer	HMDB
Quinethazone, (+-)-isomer	HMDB

Chemical Formula

C₁₀H₁₂ClN₃O₃S

Average Molecular Weight

289.739

Monoisotopic Molecular Weight

289.028789662

IUPAC Name

7-chloro-2-ethyl-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

Traditional Name

quinethazone

CAS Registry Number

73-49-4

SMILES

CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O

InChI Identifier

InChI=1S/C10H12ClN3O3S/c1-2-9-13-7-4-6(11)8(18(12,16)17)3-5(7)10(15)14-9/h3-4,9,13H,2H2,1H3,(H,14,15)(H2,12,16,17)

InChI Key

AGMMTXLNIQSRCG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Secondary aliphatic/aromatic amine
Aryl chloride
Aryl halide
Benzenoid
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Vinylogous amide
Aminosulfonyl compound
Sulfonyl
Amino acid or derivatives
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Secondary amine
Azacycle
Organic oxide
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinazolines (CHEBI:8717 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015420)
Membrane (HMDB: HMDB0015420)

Source

Exogenous

Exogenous (HMDB: HMDB0015420)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Quinethazone Action Pathway (PathBank: SMP0000091)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	251 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.51 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.51 g/L	ALOGPS
logP	1.6	ALOGPS
logP	1.19	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.56	ChemAxon
pKa (Strongest Basic)	-0.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	101.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.34 m³·mol⁻¹	ChemAxon
Polarizability	27.3 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
DeepCCS	[M+H]+	163.314	30932474
DeepCCS	[M-H]-	160.956	30932474
DeepCCS	[M-2H]-	193.842	30932474
DeepCCS	[M+Na]+	169.407	30932474
AllCCS	[M+H]+	162.1	32859911
AllCCS	[M+H-H2O]+	158.7	32859911
AllCCS	[M+NH4]+	165.3	32859911
AllCCS	[M+Na]+	166.2	32859911
AllCCS	[M-H]-	158.5	32859911
AllCCS	[M+Na-2H]-	158.6	32859911
AllCCS	[M+HCOO]-	158.8	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.	3.93 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8736 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.04 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	51.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1524.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	272.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	100.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	68.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	297.0 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	484.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	358.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	747.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	322.8 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	1098.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	251.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	432.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	289.2 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	191.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Quinethazone	CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O	3919.5	Standard polar	33892256
Quinethazone	CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O	2690.2	Standard non polar	33892256
Quinethazone	CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O	3032.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Quinethazone,1TMS,isomer #1	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1	2757.7	Semi standard non polar	33892256
Quinethazone,1TMS,isomer #1	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1	2690.8	Standard non polar	33892256
Quinethazone,1TMS,isomer #1	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1	3791.3	Standard polar	33892256
Quinethazone,1TMS,isomer #2	CCC1NC2=CC(Cl)=C(S(N)(=O)=O)C=C2C(=O)N1[Si](C)(C)C	2657.6	Semi standard non polar	33892256
Quinethazone,1TMS,isomer #2	CCC1NC2=CC(Cl)=C(S(N)(=O)=O)C=C2C(=O)N1[Si](C)(C)C	2736.9	Standard non polar	33892256
Quinethazone,1TMS,isomer #2	CCC1NC2=CC(Cl)=C(S(N)(=O)=O)C=C2C(=O)N1[Si](C)(C)C	4080.2	Standard polar	33892256
Quinethazone,1TMS,isomer #3	CCC1NC(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C	2665.3	Semi standard non polar	33892256
Quinethazone,1TMS,isomer #3	CCC1NC(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C	2784.2	Standard non polar	33892256
Quinethazone,1TMS,isomer #3	CCC1NC(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C	4005.9	Standard polar	33892256
Quinethazone,2TMS,isomer #1	CCC1NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2C(=O)N1[Si](C)(C)C	2665.7	Semi standard non polar	33892256
Quinethazone,2TMS,isomer #1	CCC1NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2C(=O)N1[Si](C)(C)C	2756.1	Standard non polar	33892256
Quinethazone,2TMS,isomer #1	CCC1NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2C(=O)N1[Si](C)(C)C	3501.5	Standard polar	33892256
Quinethazone,2TMS,isomer #2	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1	2736.5	Semi standard non polar	33892256
Quinethazone,2TMS,isomer #2	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1	2838.3	Standard non polar	33892256
Quinethazone,2TMS,isomer #2	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1	3694.6	Standard polar	33892256
Quinethazone,2TMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2638.6	Semi standard non polar	33892256
Quinethazone,2TMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2800.3	Standard non polar	33892256
Quinethazone,2TMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	3416.9	Standard polar	33892256
Quinethazone,2TMS,isomer #4	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C	2562.8	Semi standard non polar	33892256
Quinethazone,2TMS,isomer #4	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C	2835.9	Standard non polar	33892256
Quinethazone,2TMS,isomer #4	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C	3677.4	Standard polar	33892256
Quinethazone,3TMS,isomer #1	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2564.8	Semi standard non polar	33892256
Quinethazone,3TMS,isomer #1	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2928.2	Standard non polar	33892256
Quinethazone,3TMS,isomer #1	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	3098.8	Standard polar	33892256
Quinethazone,3TMS,isomer #2	CCC1NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2C(=O)N1[Si](C)(C)C	2664.5	Semi standard non polar	33892256
Quinethazone,3TMS,isomer #2	CCC1NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2C(=O)N1[Si](C)(C)C	2923.4	Standard non polar	33892256
Quinethazone,3TMS,isomer #2	CCC1NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2C(=O)N1[Si](C)(C)C	3428.7	Standard polar	33892256
Quinethazone,3TMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2663.3	Semi standard non polar	33892256
Quinethazone,3TMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2965.9	Standard non polar	33892256
Quinethazone,3TMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	3347.6	Standard polar	33892256
Quinethazone,4TMS,isomer #1	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	2615.1	Semi standard non polar	33892256
Quinethazone,4TMS,isomer #1	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	3107.1	Standard non polar	33892256
Quinethazone,4TMS,isomer #1	CCC1N([Si](C)(C)C)C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C	3113.1	Standard polar	33892256
Quinethazone,1TBDMS,isomer #1	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1	3016.1	Semi standard non polar	33892256
Quinethazone,1TBDMS,isomer #1	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1	2946.9	Standard non polar	33892256
Quinethazone,1TBDMS,isomer #1	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1	3838.3	Standard polar	33892256
Quinethazone,1TBDMS,isomer #2	CCC1NC2=CC(Cl)=C(S(N)(=O)=O)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	2960.6	Semi standard non polar	33892256
Quinethazone,1TBDMS,isomer #2	CCC1NC2=CC(Cl)=C(S(N)(=O)=O)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	2963.7	Standard non polar	33892256
Quinethazone,1TBDMS,isomer #2	CCC1NC2=CC(Cl)=C(S(N)(=O)=O)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	4147.3	Standard polar	33892256
Quinethazone,1TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	2963.8	Semi standard non polar	33892256
Quinethazone,1TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3000.0	Standard non polar	33892256
Quinethazone,1TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	4099.3	Standard polar	33892256
Quinethazone,2TBDMS,isomer #1	CCC1NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	3143.1	Semi standard non polar	33892256
Quinethazone,2TBDMS,isomer #1	CCC1NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	3275.2	Standard non polar	33892256
Quinethazone,2TBDMS,isomer #1	CCC1NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	3551.9	Standard polar	33892256
Quinethazone,2TBDMS,isomer #2	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1	3217.4	Semi standard non polar	33892256
Quinethazone,2TBDMS,isomer #2	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1	3344.5	Standard non polar	33892256
Quinethazone,2TBDMS,isomer #2	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1	3710.3	Standard polar	33892256
Quinethazone,2TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3147.3	Semi standard non polar	33892256
Quinethazone,2TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3314.5	Standard non polar	33892256
Quinethazone,2TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3506.4	Standard polar	33892256
Quinethazone,2TBDMS,isomer #4	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3102.2	Semi standard non polar	33892256
Quinethazone,2TBDMS,isomer #4	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3316.5	Standard non polar	33892256
Quinethazone,2TBDMS,isomer #4	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(N)(=O)=O)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3753.9	Standard polar	33892256
Quinethazone,3TBDMS,isomer #1	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3255.2	Semi standard non polar	33892256
Quinethazone,3TBDMS,isomer #1	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3697.2	Standard non polar	33892256
Quinethazone,3TBDMS,isomer #1	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3331.9	Standard polar	33892256
Quinethazone,3TBDMS,isomer #2	CCC1NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	3370.8	Semi standard non polar	33892256
Quinethazone,3TBDMS,isomer #2	CCC1NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	3688.6	Standard non polar	33892256
Quinethazone,3TBDMS,isomer #2	CCC1NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2C(=O)N1[Si](C)(C)C(C)(C)C	3547.9	Standard polar	33892256
Quinethazone,3TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3383.0	Semi standard non polar	33892256
Quinethazone,3TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3721.7	Standard non polar	33892256
Quinethazone,3TBDMS,isomer #3	CCC1NC(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3507.9	Standard polar	33892256
Quinethazone,4TBDMS,isomer #1	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3515.1	Semi standard non polar	33892256
Quinethazone,4TBDMS,isomer #1	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	4097.6	Standard non polar	33892256
Quinethazone,4TBDMS,isomer #1	CCC1N([Si](C)(C)C(C)(C)C)C(=O)C2=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C	3369.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Quinethazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2390000000-828ade4d50b30315d546	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quinethazone 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 - Quinethazone LC-ESI-qTof , Positive-QTOF	splash10-01ox-1920000000-83ac1cb82abae8f21317	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Quinethazone , positive-QTOF	splash10-01ox-1920000000-83ac1cb82abae8f21317	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 10V, Positive-QTOF	splash10-0006-0090000000-819817f5299ed4a5a5a4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 20V, Positive-QTOF	splash10-0006-0190000000-9138a4434d98f1a3deac	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 40V, Positive-QTOF	splash10-0kbf-2930000000-51b4c473f0cc943f8e17	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 10V, Negative-QTOF	splash10-000i-0090000000-cf5cacd5585af23c7d98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 20V, Negative-QTOF	splash10-002o-9030000000-f28a258ec9dcb0de88ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 40V, Negative-QTOF	splash10-004i-9000000000-2a66bcada53964eb7a81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 10V, Positive-QTOF	splash10-0006-0090000000-17e11cf047e40868380e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 20V, Positive-QTOF	splash10-0006-0090000000-ed1a8b3aadacabbbf440	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 40V, Positive-QTOF	splash10-001i-0790000000-9af5ce63b502272e04bc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 10V, Negative-QTOF	splash10-000i-0090000000-e0705486245b4c3a1765	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 20V, Negative-QTOF	splash10-000i-2090000000-bef3e96ae135368141a6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinethazone 40V, Negative-QTOF	splash10-0059-9300000000-5d3c830489a4dffde745	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Quinethazone Action Pathway		Not Available

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 DB01325	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01325	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01325

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6068

KEGG Compound ID

C07342

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quinethazone

METLIN ID

Not Available

PubChem Compound

6307

PDB ID

Not Available

ChEBI ID

8717

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. Carbonic anhydrase 1

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide. Can hydrates cyanamide to urea.
Gene Name:: CA1
Uniprot ID:: P00915
Molecular weight:: 28870.0

References

Temperini C, Cecchi A, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. Sulfonamide diuretics revisited--old leads for new applications? Org Biomol Chem. 2008 Jul 21;6(14):2499-506. doi: 10.1039/b800767e. Epub 2008 May 29. [PubMed:18600270 ]
Temperini C, Cecchi A, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide-isozyme II adduct. Bioorg Med Chem Lett. 2008 Apr 15;18(8):2567-73. doi: 10.1016/j.bmcl.2008.03.051. Epub 2008 Mar 20. [PubMed:18374572 ]
Supuran CT: Diuretics: from classical carbonic anhydrase inhibitors to novel applications of the sulfonamides. Curr Pharm Des. 2008;14(7):641-8. [PubMed:18336309 ]

Enzyme Details

2. Carbonic anhydrase 2

General function:: Involved in carbonate dehydratase activity
Specific function:: Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye.
Gene Name:: CA2
Uniprot ID:: P00918
Molecular weight:: 29245.895

References

Temperini C, Cecchi A, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. Sulfonamide diuretics revisited--old leads for new applications? Org Biomol Chem. 2008 Jul 21;6(14):2499-506. doi: 10.1039/b800767e. Epub 2008 May 29. [PubMed:18600270 ]
Temperini C, Cecchi A, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide-isozyme II adduct. Bioorg Med Chem Lett. 2008 Apr 15;18(8):2567-73. doi: 10.1016/j.bmcl.2008.03.051. Epub 2008 Mar 20. [PubMed:18374572 ]
Supuran CT: Diuretics: from classical carbonic anhydrase inhibitors to novel applications of the sulfonamides. Curr Pharm Des. 2008;14(7):641-8. [PubMed:18336309 ]

Enzyme Details

3. Solute carrier family 12 member 3

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption
Gene Name:: SLC12A3
Uniprot ID:: P55017
Molecular weight:: 113124.0

References

Duarte JD, Cooper-DeHoff RM: Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide-like diuretics. Expert Rev Cardiovasc Ther. 2010 Jun;8(6):793-802. doi: 10.1586/erc.10.27. [PubMed:20528637 ]
Gamba G: The thiazide-sensitive Na+-Cl- cotransporter: molecular biology, functional properties, and regulation by WNKs. Am J Physiol Renal Physiol. 2009 Oct;297(4):F838-48. doi: 10.1152/ajprenal.00159.2009. Epub 2009 May 27. [PubMed:19474192 ]
Ellison DH: The thiazide-sensitive na-cl cotransporter and human disease: reemergence of an old player. J Am Soc Nephrol. 2003 Feb;14(2):538-40. [PubMed:12538756 ]
Ko B, Hoover RS: Molecular physiology of the thiazide-sensitive sodium-chloride cotransporter. Curr Opin Nephrol Hypertens. 2009 Sep;18(5):421-7. doi: 10.1097/MNH.0b013e32832f2fcb. [PubMed:19636250 ]

Transporters

Enzyme Details

1. Solute carrier family 12 member 2

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption. Plays a vital role in the regulation of ionic balance and cell volume
Gene Name:: SLC12A2
Uniprot ID:: P55011
Molecular weight:: 131445.8

References

Duarte JD, Cooper-DeHoff RM: Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide-like diuretics. Expert Rev Cardiovasc Ther. 2010 Jun;8(6):793-802. doi: 10.1586/erc.10.27. [PubMed:20528637 ]
Gamba G: The thiazide-sensitive Na+-Cl- cotransporter: molecular biology, functional properties, and regulation by WNKs. Am J Physiol Renal Physiol. 2009 Oct;297(4):F838-48. doi: 10.1152/ajprenal.00159.2009. Epub 2009 May 27. [PubMed:19474192 ]
Ellison DH: The thiazide-sensitive na-cl cotransporter and human disease: reemergence of an old player. J Am Soc Nephrol. 2003 Feb;14(2):538-40. [PubMed:12538756 ]
Ko B, Hoover RS: Molecular physiology of the thiazide-sensitive sodium-chloride cotransporter. Curr Opin Nephrol Hypertens. 2009 Sep;18(5):421-7. doi: 10.1097/MNH.0b013e32832f2fcb. [PubMed:19636250 ]

Enzyme Details

2. Solute carrier family 12 member 1

General function:: Involved in transport
Specific function:: Electrically silent transporter system. Mediates sodium and chloride reabsorption. Plays a vital role in the regulation of ionic balance and cell volume
Gene Name:: SLC12A1
Uniprot ID:: Q13621
Molecular weight:: 121449.1

References

Duarte JD, Cooper-DeHoff RM: Mechanisms for blood pressure lowering and metabolic effects of thiazide and thiazide-like diuretics. Expert Rev Cardiovasc Ther. 2010 Jun;8(6):793-802. doi: 10.1586/erc.10.27. [PubMed:20528637 ]
Gamba G: The thiazide-sensitive Na+-Cl- cotransporter: molecular biology, functional properties, and regulation by WNKs. Am J Physiol Renal Physiol. 2009 Oct;297(4):F838-48. doi: 10.1152/ajprenal.00159.2009. Epub 2009 May 27. [PubMed:19474192 ]
Ellison DH: The thiazide-sensitive na-cl cotransporter and human disease: reemergence of an old player. J Am Soc Nephrol. 2003 Feb;14(2):538-40. [PubMed:12538756 ]
Ko B, Hoover RS: Molecular physiology of the thiazide-sensitive sodium-chloride cotransporter. Curr Opin Nephrol Hypertens. 2009 Sep;18(5):421-7. doi: 10.1097/MNH.0b013e32832f2fcb. [PubMed:19636250 ]

Showing metabocard for Quinethazone (HMDB0015420)

MOL for HMDB0015420 (Quinethazone)

3D MOL for HMDB0015420 (Quinethazone)

3D SDF for HMDB0015420 (Quinethazone)

3D-SDF for HMDB0015420 (Quinethazone)

PDB for HMDB0015420 (Quinethazone)

3D PDB for HMDB0015420 (Quinethazone)

SMILES for HMDB0015420 (Quinethazone)

INCHI for HMDB0015420 (Quinethazone)

Structure for HMDB0015420 (Quinethazone)

3D Structure for HMDB0015420 (Quinethazone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

Transporters

References

References