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Showing metabocard for Diazoxide (HMDB0015251)

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enzymes (7) Show 7 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:55 UTC
HMDB IDHMDB0015251
Secondary Accession Numbers
  • HMDB15251
Metabolite Identification
Common NameDiazoxide
DescriptionDiazoxide is only found in individuals that have used or taken this drug. It is a benzothiadiazine derivative that is a peripheral vasodilator used for hypertensive emergencies. It lacks diuretic effect, apparently because it lacks a sulfonamide group. [PubChem]As a diuretic, diazoxide 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 diazoxide 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 diazoxide 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. As a antihypoglycemic, diazoxide inhibits insulin release from the pancreas, probably by opening potassium channels in the beta cell membrane.
Structure
Data?1582753275
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015251 (Diazoxide)

1119
  Mrv0541 02231215152D          

 14 15  0  0  0  0            999 V2000
    5.7524   -0.7138    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9562   -0.6947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.3807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5601   -1.3807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9562    0.8895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702   -0.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422   -0.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3502   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3502    0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680   -0.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    0.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    0.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  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  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  9  2  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
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3D MOL for HMDB0015251 (Diazoxide)

HMDB0015251
     RDKit          3D
Diazoxide
 21 22  0  0  0  0  0  0  0  0999 V2000
    3.4595    0.5788    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -0.0305    0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -1.2982    0.2839 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4218   -2.0054    0.3895 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.2932   -2.5878    1.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.0635   -0.6616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.7389    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -1.0987    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498   -0.1133    0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7731   -0.4291    0.2237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    1.2139   -0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    1.5604   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702    0.5582    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073    0.8862    0.0041 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6414    1.0981    0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168   -0.2006   -0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099    1.2800   -0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225   -2.1401    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020    2.0056   -0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244    2.5946   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083    1.9302   -0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  2  1  0
 13  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  8 18  1  0
 11 19  1  0
 12 20  1  0
 14 21  1  0
M  END
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3D SDF for HMDB0015251 (Diazoxide)

1119
  Mrv0541 02231215152D          

 14 15  0  0  0  0            999 V2000
    5.7524   -0.7138    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9562   -0.6947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.3807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5601   -1.3807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9562    0.8895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702   -0.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422   -0.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3502   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3502    0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680   -0.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    0.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    0.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  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  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  9  2  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015251

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)

> <INCHI_KEY>
GDLBFKVLRPITMI-UHFFFAOYSA-N

> <FORMULA>
C8H7ClN2O2S

> <MOLECULAR_WEIGHT>
230.671

> <EXACT_MASS>
229.991675875

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
20.976404199625517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-3-methyl-4H-1λ⁶,2,4-benzothiadiazine-1,1-dione

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
1.0004864536666664

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.483197628193476

> <JCHEM_PKA_STRONGEST_BASIC>
1.3279042277162278

> <JCHEM_POLAR_SURFACE_AREA>
58.53

> <JCHEM_REFRACTIVITY>
54.84080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hyperstat

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0015251 (Diazoxide)

HMDB0015251
     RDKit          3D
Diazoxide
 21 22  0  0  0  0  0  0  0  0999 V2000
    3.4595    0.5788    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -0.0305    0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9773   -1.2982    0.2839 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4218   -2.0054    0.3895 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.2932   -2.5878    1.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106   -3.0635   -0.6616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.7389    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -1.0987    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498   -0.1133    0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7731   -0.4291    0.2237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    1.2139   -0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    1.5604   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702    0.5582    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073    0.8862    0.0041 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6414    1.0981    0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168   -0.2006   -0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099    1.2800   -0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225   -2.1401    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020    2.0056   -0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244    2.5946   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083    1.9302   -0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  2  1  0
 13  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  8 18  1  0
 11 19  1  0
 12 20  1  0
 14 21  1  0
M  END
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PDB for HMDB0015251 (Diazoxide)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1119                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      10.738  -1.332   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0       5.518  -1.297   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       6.258  -2.577   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.779  -2.577   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       5.518   1.660   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       4.238  -0.557   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.799  -0.557   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.799   0.921   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.238   0.921   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.120  -1.348   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.120   1.712   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.460  -0.588   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.460   0.952   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.957   1.660   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2    3    4    6    7                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    8    9                                                       
CONECT    6    2    9                                                       
CONECT    7    2    8   10                                                  
CONECT    8    5    7   11                                                  
CONECT    9    5    6   14                                                  
CONECT   10    7   12                                                       
CONECT   11    8   13                                                       
CONECT   12    1   10   13                                                  
CONECT   13   11   12                                                       
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END
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3D PDB for HMDB0015251 (Diazoxide)

COMPND    HMDB0015251
HETATM    1  C1  UNL     1       3.459   0.579   0.025  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.075  -0.031   0.116  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.977  -1.298   0.284  1.00  0.00           N  
HETATM    4  S1  UNL     1       0.422  -2.005   0.390  1.00  0.00           S  
HETATM    5  O1  UNL     1       0.293  -2.588   1.772  1.00  0.00           O  
HETATM    6  O2  UNL     1       0.211  -3.063  -0.662  1.00  0.00           O  
HETATM    7  C3  UNL     1      -0.769  -0.739   0.232  1.00  0.00           C  
HETATM    8  C4  UNL     1      -2.100  -1.099   0.290  1.00  0.00           C  
HETATM    9  C5  UNL     1      -3.050  -0.113   0.168  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -4.773  -0.429   0.224  1.00  0.00          CL  
HETATM   11  C6  UNL     1      -2.666   1.214  -0.010  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.343   1.560  -0.066  1.00  0.00           C  
HETATM   13  C8  UNL     1      -0.370   0.558   0.058  1.00  0.00           C  
HETATM   14  N2  UNL     1       1.007   0.886   0.004  1.00  0.00           N  
HETATM   15  H1  UNL     1       3.641   1.098   0.986  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.217  -0.201  -0.104  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.410   1.280  -0.835  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.423  -2.140   0.430  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.402   2.006  -0.108  1.00  0.00           H  
HETATM   20  H6  UNL     1      -1.024   2.595  -0.205  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.208   1.930  -0.135  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3   14
CONECT    3    4
CONECT    4    5    5    6    6
CONECT    4    7
CONECT    7    8    8   13
CONECT    8    9   18
CONECT    9   10   11   11
CONECT   11   12   19
CONECT   12   13   13   20
CONECT   13   14
CONECT   14   21
END
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SMILES for HMDB0015251 (Diazoxide)

CC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C2
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INCHI for HMDB0015251 (Diazoxide)

InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
DiazossidoChEBI
DiazoxidoChEBI
DiazoxidumChEBI
EudemineChEBI
HyperstatKegg
ProglycemKegg
Chemical FormulaC8H7ClN2O2S
Average Molecular Weight230.671
Monoisotopic Molecular Weight229.991675875
IUPAC Name7-chloro-3-methyl-4H-1λ⁶,2,4-benzothiadiazine-1,1-dione
Traditional Namehyperstat
CAS Registry Number364-98-7
SMILES
CC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C2
InChI Identifier
InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)
InChI KeyGDLBFKVLRPITMI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2,4-benzothiadiazine-1,1-dioxides. These are aromatic heterocyclic compounds containing a 1,2,4-benzothiadiazine ring system with two S=O bonds at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThiadiazines
Sub ClassBenzothiadiazines
Direct Parent1,2,4-benzothiadiazine-1,1-dioxides
Alternative Parents
Substituents
  • 1,2,4-benzothiadiazine-1,1-dioxide
  • Aryl chloride
  • Aryl halide
  • Benzenoid
  • Imidolactam
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Azacycle
  • Amidine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point330.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.55 g/LNot Available
LogP1.3Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available143.73http://allccs.zhulab.cn/database/detail?ID=AllCCS00001101
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.55 g/LALOGPS
logP1.09ALOGPS
logP1ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)10.48ChemAxon
pKa (Strongest Basic)1.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity54.84 m³·mol⁻¹ChemAxon
Polarizability20.98 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+143.69830932474
DeepCCS[M-H]-141.30730932474
DeepCCS[M-2H]-174.40930932474
DeepCCS[M+Na]+149.75830932474
AllCCS[M+H]+147.732859911
AllCCS[M+H-H2O]+143.732859911
AllCCS[M+NH4]+151.432859911
AllCCS[M+Na]+152.532859911
AllCCS[M-H]-142.532859911
AllCCS[M+Na-2H]-142.932859911
AllCCS[M+HCOO]-143.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DiazoxideCC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C23153.6Standard polar33892256
DiazoxideCC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C21915.9Standard non polar33892256
DiazoxideCC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C22438.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Diazoxide,1TMS,isomer #1CC1=NS(=O)(=O)C2=CC(Cl)=CC=C2N1[Si](C)(C)C2042.1Semi standard non polar33892256
Diazoxide,1TMS,isomer #1CC1=NS(=O)(=O)C2=CC(Cl)=CC=C2N1[Si](C)(C)C2253.1Standard non polar33892256
Diazoxide,1TMS,isomer #1CC1=NS(=O)(=O)C2=CC(Cl)=CC=C2N1[Si](C)(C)C2986.1Standard polar33892256
Diazoxide,1TBDMS,isomer #1CC1=NS(=O)(=O)C2=CC(Cl)=CC=C2N1[Si](C)(C)C(C)(C)C2280.4Semi standard non polar33892256
Diazoxide,1TBDMS,isomer #1CC1=NS(=O)(=O)C2=CC(Cl)=CC=C2N1[Si](C)(C)C(C)(C)C2549.0Standard non polar33892256
Diazoxide,1TBDMS,isomer #1CC1=NS(=O)(=O)C2=CC(Cl)=CC=C2N1[Si](C)(C)C(C)(C)C3079.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Diazoxide GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-6950000000-4652e68635ff120be0972017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diazoxide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-qTof , Positive-QTOFsplash10-001i-1790000000-6ba824b6749ffd4b177d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-qTof , Positive-QTOFsplash10-01tc-4900000000-771b855118fab0901dba2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , negative-QTOFsplash10-004i-0090000000-e862bca94c5672c9f5322017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , negative-QTOFsplash10-004i-0090000000-23cdf34c4eb3479d62ab2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , negative-QTOFsplash10-004i-0590000000-b597fe9df00aeb0e5c422017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , negative-QTOFsplash10-004i-0910000000-2dc8c72c747ff34f55342017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , negative-QTOFsplash10-004i-1900000000-dded4e98b05043368b902017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , positive-QTOFsplash10-03di-0190000000-9f83244458c5cc11c5892017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , positive-QTOFsplash10-0bu3-1950000000-80f36d9e4aae5c2acf9c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , positive-QTOFsplash10-004l-6900000000-49c0abb20e85be8d5cdc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , positive-QTOFsplash10-004i-9200000000-044096d3b3178a8119862017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-QQ , positive-QTOFsplash10-004i-9000000000-7a02d106750c03894a702017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide LC-ESI-IT , positive-QTOFsplash10-0a4l-0980000000-1d3e60eb1a3a4d4a314a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide , positive-QTOFsplash10-001i-1790000000-6ba824b6749ffd4b177d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide , positive-QTOFsplash10-01tc-4900000000-771b855118fab0901dba2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide 35V, Positive-QTOFsplash10-004i-1900000000-1be17ddfa22d37d5d9932021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diazoxide 35V, Negative-QTOFsplash10-004i-0980000000-6193677d506ed51f56322021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 10V, Positive-QTOFsplash10-001i-0090000000-ef600ee3833ff7ea09c62016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 20V, Positive-QTOFsplash10-0019-1970000000-cc18e1f6428dd34ebb6d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 40V, Positive-QTOFsplash10-0udi-4920000000-a02baf1eb8fd0df9846a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 10V, Negative-QTOFsplash10-0h00-0490000000-8a3546d2ef2b5ad678d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 20V, Negative-QTOFsplash10-004i-4190000000-73a975f40feffaeb43a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 40V, Negative-QTOFsplash10-0006-9400000000-d28c1f9fd16cea3edfc52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 10V, Positive-QTOFsplash10-001i-0090000000-5c111fbc68f5e1764c2f2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diazoxide 20V, Positive-QTOFsplash10-001i-0690000000-91c7e03d04b91eaa3ec22021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01119 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01119 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01119
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2911
KEGG Compound IDC06949
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDiazoxide
METLIN IDNot Available
PubChem Compound3019
PDB IDNot Available
ChEBI ID4495
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available

Enzymes

Enzyme Details
1. Glutamine synthetase
General function:
Involved in glutamate-ammonia ligase activity
Specific function:
This enzyme has 2 functions: it catalyzes the production of glutamine and 4-aminobutanoate (gamma-aminobutyric acid, GABA), the latter in a pyridoxal phosphate-independent manner (By similarity). Essential for proliferation of fetal skin fibroblasts.
Gene Name:
GLUL
Uniprot ID:
P15104
Molecular weight:
42064.15
References
  1. Velloso LA, Bjork E, Ballagi AE, Funa K, Andersson A, Kampe O, Karlsson FA, Eizirik DL: Regulation of GAD expression in islets of Langerhans occurs both at the mRNA and protein level. Mol Cell Endocrinol. 1994 Jun;102(1-2):31-7. [PubMed:7926271 ]
Enzyme Details
2. Sodium/potassium-transporting ATPase subunit alpha-1
General function:
Involved in ATP binding
Specific function:
This is the catalytic component of the active enzyme, which catalyzes the hydrolysis of ATP coupled with the exchange of sodium and potassium ions across the plasma membrane. This action creates the electrochemical gradient of sodium and potassium ions, providing the energy for active transport of various nutrients.
Gene Name:
ATP1A1
Uniprot ID:
P05023
Molecular weight:
112895.01
References
  1. Lawrence CL, Rainbow RD, Davies NW, Standen NB: Effect of metabolic inhibition on glimepiride block of native and cloned cardiac sarcolemmal K(ATP) channels. Br J Pharmacol. 2002 Jul;136(5):746-52. [PubMed:12086984 ]
  2. Guo W, Chen N, Chen Y, Xia Q, Shen Y: Activation of Mitochondrial ATP-Sensitive Potassium Channel Contributes to Protective Effect in Prolonged Myocardial Preservation. Conf Proc IEEE Eng Med Biol Soc. 2005;4:4027-30. [PubMed:17281115 ]
  3. Comelli M, Metelli G, Mavelli I: Downmodulation of mitochondrial F0F1 ATP synthase by diazoxide in cardiac myoblasts: a dual effect of the drug. Am J Physiol Heart Circ Physiol. 2007 Feb;292(2):H820-9. [PubMed:17287451 ]
Enzyme Details
3. Calcium-activated potassium channel subunit alpha-1
General function:
Involved in ion channel activity
Specific function:
Potassium channel activated by both membrane depolarization or increase in cytosolic Ca(2+) that mediates export of K(+). It is also activated by the concentration of cytosolic Mg(2+). Its activation dampens the excitatory events that elevate the cytosolic Ca(2+) concentration and/or depolarize the cell membrane. It therefore contributes to repolarization of the membrane potential. Plays a key role in controlling excitability in a number of systems, such as regulation of the contraction of smooth muscle, the tuning of hair cells in the cochlea, regulation of transmitter release, and innate immunity. In smooth muscles, its activation by high level of Ca(2+), caused by ryanodine receptors in the sarcoplasmic reticulum, regulates the membrane potential. In cochlea cells, its number and kinetic properties partly determine the characteristic frequency of each hair cell and thereby helps to establish a tonotopic map. Kinetics of KCNMA1 channels are determined by alternative splicing, phosphorylation status and its combination with modulating beta subunits. Highly sensitive to both iberiotoxin (IbTx) and charybdotoxin (CTX)
Gene Name:
KCNMA1
Uniprot ID:
Q12791
Molecular weight:
137558.1
References
  1. Klockner U, Trieschmann U, Isenberg G: Pharmacological modulation of calcium and potassium channels in isolated vascular smooth muscle cells. Arzneimittelforschung. 1989 Jan;39(1A):120-6. [PubMed:2541731 ]
  2. O'Malley D, Shanley LJ, Harvey J: Insulin inhibits rat hippocampal neurones via activation of ATP-sensitive K+ and large conductance Ca2+-activated K+ channels. Neuropharmacology. 2003 Jun;44(7):855-63. [PubMed:12726817 ]
  3. Zhang L, Li X, Zhou R, Xing G: Possible role of potassium channel, big K in etiology of schizophrenia. Med Hypotheses. 2006;67(1):41-3. Epub 2006 Jan 30. [PubMed:16446048 ]
Enzyme Details
4. 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
  1. Domoki F, Bari F, Nagy K, Busija DW, Siklos L: Diazoxide prevents mitochondrial swelling and Ca2+ accumulation in CA1 pyramidal cells after cerebral ischemia in newborn pigs. Brain Res. 2004 Sep 3;1019(1-2):97-104. [PubMed:15306243 ]
  2. Erdemli G, Krnjevic K: Diazoxide suppresses slowly-inactivating outward and inward currents in CA1 hippocampal neurones. Neuroreport. 1993 Dec 13;5(3):249-51. [PubMed:8298083 ]
  3. Erdemli G, Krnjevic K: Actions of diazoxide on CA1 neurons in hippocampal slices from rats. Can J Physiol Pharmacol. 1995 May;73(5):608-18. [PubMed:7585327 ]
  4. Scuvee-Moreau J, Seutin V, Vrijens B, Pirotte B, De Tullio P, Massotte L, Albert A, Delarge J, Dresse A: Effect of potassium channel openers on the firing rate of hippocampal pyramidal cells and A10 dopaminergic neurons in vitro. Arch Physiol Biochem. 1997 Sep;105(5):421-8. [PubMed:9439778 ]
  5. Crepel V, Rovira C, Ben-Ari Y: The K+ channel opener diazoxide enhances glutamatergic currents and reduces GABAergic currents in hippocampal neurons. J Neurophysiol. 1993 Feb;69(2):494-503. [PubMed:7681475 ]
Enzyme Details
5. 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
  1. Munoz A, Nakazaki M, Goodman JC, Barrios R, Onetti CG, Bryan J, Aguilar-Bryan L: Ischemic preconditioning in the hippocampus of a knockout mouse lacking SUR1-based K(ATP) channels. Stroke. 2003 Jan;34(1):164-70. [PubMed:12511769 ]
  2. Sekine N, Ullrich S, Regazzi R, Pralong WF, Wollheim CB: Postreceptor signalling of growth hormone and prolactin and their effects in the differentiated insulin-secreting cell line, INS-1. Endocrinology. 1996 May;137(5):1841-50. [PubMed:8612523 ]
Enzyme Details
6. ATP-sensitive inward rectifier potassium channel 11
General function:
Involved in inward rectifier potassium channel activity
Specific function:
This receptor is controlled by G proteins. 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. Can be blocked by extracellular barium
Gene Name:
KCNJ11
Uniprot ID:
Q14654
Molecular weight:
43540.4
References
  1. D'hahan N, Moreau C, Prost AL, Jacquet H, Alekseev AE, Terzic A, Vivaudou M: Pharmacological plasticity of cardiac ATP-sensitive potassium channels toward diazoxide revealed by ADP. Proc Natl Acad Sci U S A. 1999 Oct 12;96(21):12162-7. [PubMed:10518593 ]
  2. Sakura H, Trapp S, Liss B, Ashcroft FM: Altered functional properties of KATP channel conferred by a novel splice variant of SUR1. J Physiol. 1999 Dec 1;521 Pt 2:337-50. [PubMed:10581306 ]
  3. Shindo T, Katayama Y, Horio Y, Kurachi Y: MCC-134, a novel vascular relaxing agent, is an inverse agonist for the pancreatic-type ATP-sensitive K(+) channel. J Pharmacol Exp Ther. 2000 Jan;292(1):131-5. [PubMed:10604939 ]
  4. de Lonlay P, Fournet JC, Touati G, Groos MS, Martin D, Sevin C, Delagne V, Mayaud C, Chigot V, Sempoux C, Brusset MC, Laborde K, Bellane-Chantelot C, Vassault A, Rahier J, Junien C, Brunelle F, Nihoul-Fekete C, Saudubray JM, Robert JJ: Heterogeneity of persistent hyperinsulinaemic hypoglycaemia. A series of 175 cases. Eur J Pediatr. 2002 Jan;161(1):37-48. [PubMed:11808879 ]
  5. Russ U, Lange U, Loffler-Walz C, Hambrock A, Quast U: Binding and effect of K ATP channel openers in the absence of Mg2+. Br J Pharmacol. 2003 May;139(2):368-80. [PubMed:12770942 ]
Enzyme Details
7. 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
  1. 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 ]
  2. 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 ]