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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (9) Show 11 proteins XML

enzymes (2)transporters (9) Show 11 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:50 UTC

HMDB ID

HMDB0015024

Secondary Accession Numbers

HMDB15024

Metabolite Identification

Common Name

Bumetanide

Description

Bumetanide is only found in individuals that have used or taken this drug. It is a sulfamyl diuretic.Bumetanide interferes with renal cAMP and/or inhibits the sodium-potassium ATPase pump. Bumetanide appears to block the active reabsorption of chloride and possibly sodium in the ascending loop of Henle, altering electrolyte transfer in the proximal tubule. This results in excretion of sodium, chloride, and water and, hence, diuresis.

Structure

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

HMDB0015024
     RDKit          3D
Bumetanide
 45 46  0  0  0  0  0  0  0  0999 V2000
    4.9891   -1.9981    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -1.0364    1.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.8437    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -0.3068   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.0975   -0.9047 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797    0.8779   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171    1.8454    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    2.7750    1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    3.7949    1.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    3.7981    2.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990    4.7600    2.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136    2.7794    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454    1.8116   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202    1.8060   -0.7155 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.5316    2.0237   -2.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    0.5253   -0.4512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508    2.9721   -0.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    0.8846   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -0.0662   -1.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9046   -1.2802   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480   -1.5295    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890   -2.7002    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -3.6568    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -3.4626   -1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4287   -2.2743   -1.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6838   -2.6564    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -2.6656   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651   -1.4333   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721   -1.4328    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -0.0713    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3331   -1.8380    0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.2497    1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162   -0.9208   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098    0.6974   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7971   -0.7379   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8674    1.8635    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554    4.5408    3.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    3.5268    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.4529   -2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    3.0450   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -0.7463    0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2130   -2.8221    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636   -4.6036    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -4.2306   -1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895   -2.1200   -2.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18  6  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

887
  Mrv0541 02231215052D          

 25 26  0  0  0  0            999 V2000
    5.5540    2.2771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3790    2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -1.0229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6973    0.2146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269   -0.4999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540    3.1021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269   -1.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540   -0.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269   -3.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876    2.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4521    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  8  1  0  0  0  0
  1 13  1  0  0  0  0
  2 12  1  0  0  0  0
  2 19  1  0  0  0  0
  5 20  1  0  0  0  0
  6 20  2  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  9 10  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015024

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)

> <INCHI_KEY>
MAEIEVLCKWDQJH-UHFFFAOYSA-N

> <FORMULA>
C17H20N2O5S

> <MOLECULAR_WEIGHT>
364.416

> <EXACT_MASS>
364.10929245

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.20946617324192

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
2.4234616983760477

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.621964917204291

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.692785240685421

> <JCHEM_PKA_STRONGEST_BASIC>
2.6973731937067633

> <JCHEM_POLAR_SURFACE_AREA>
118.72000000000001

> <JCHEM_REFRACTIVITY>
95.78030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bumetanide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015024
     RDKit          3D
Bumetanide
 45 46  0  0  0  0  0  0  0  0999 V2000
    4.9891   -1.9981    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -1.0364    1.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.8437    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -0.3068   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.0975   -0.9047 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797    0.8779   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171    1.8454    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    2.7750    1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    3.7949    1.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    3.7981    2.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990    4.7600    2.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136    2.7794    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454    1.8116   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202    1.8060   -0.7155 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.5316    2.0237   -2.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    0.5253   -0.4512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508    2.9721   -0.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    0.8846   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -0.0662   -1.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9046   -1.2802   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480   -1.5295    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890   -2.7002    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -3.6568    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -3.4626   -1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4287   -2.2743   -1.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6838   -2.6564    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -2.6656   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651   -1.4333   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721   -1.4328    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -0.0713    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3331   -1.8380    0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.2497    1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162   -0.9208   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098    0.6974   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7971   -0.7379   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8674    1.8635    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554    4.5408    3.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    3.5268    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.4529   -2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    3.0450   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -0.7463    0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2130   -2.8221    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636   -4.6036    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -4.2306   -1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895   -2.1200   -2.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18  6  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 887                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      10.367   4.251   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       7.700   2.711   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.827   4.251   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.907   4.251   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.035  -1.909   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      14.368   0.401   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       8.264  -0.933   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      10.367   5.791   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.034  -2.267   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.264  -3.601   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.034   0.401   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.034   1.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.367   2.711   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.034  -4.934   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.367  -0.369   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.701   0.401   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.701   1.941   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.264  -6.268   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.160   2.711   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.035  -0.369   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.390   1.377   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.390   4.044   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.850   1.377   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.850   4.044   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080   2.711   0.000  0.00  0.00           C+0
CONECT    1    3    4    8   13                                             
CONECT    2   12   19                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   20                                                            
CONECT    6   20                                                            
CONECT    7    9   11                                                       
CONECT    8    1                                                            
CONECT    9    7   10                                                       
CONECT   10    9   14                                                       
CONECT   11    7   12   15                                                  
CONECT   12    2   11   13                                                  
CONECT   13    1   12   17                                                  
CONECT   14   10   18                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   13   16                                                       
CONECT   18   14                                                            
CONECT   19    2   21   22                                                  
CONECT   20    5    6   16                                                  
CONECT   21   19   23                                                       
CONECT   22   19   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   25                                                       
CONECT   25   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0015024
HETATM    1  C1  UNL     1       4.989  -1.998   0.164  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.321  -1.036   1.111  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.852  -0.844   0.806  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.617  -0.307  -0.564  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.228  -0.098  -0.905  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.380   0.878  -0.353  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.817   1.845   0.523  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.085   2.775   1.001  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.374   3.795   1.925  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.583   3.798   2.260  1.00  0.00           O  
HETATM   11  O2  UNL     1      -0.499   4.760   2.440  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.414   2.779   0.639  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.845   1.812  -0.237  1.00  0.00           C  
HETATM   14  S1  UNL     1      -3.520   1.806  -0.715  1.00  0.00           S  
HETATM   15  N2  UNL     1      -3.532   2.024  -2.453  1.00  0.00           N  
HETATM   16  O3  UNL     1      -4.224   0.525  -0.451  1.00  0.00           O  
HETATM   17  O4  UNL     1      -4.251   2.972  -0.070  1.00  0.00           O  
HETATM   18  C11 UNL     1      -0.957   0.885  -0.716  1.00  0.00           C  
HETATM   19  O5  UNL     1      -1.445  -0.066  -1.594  1.00  0.00           O  
HETATM   20  C12 UNL     1      -1.905  -1.280  -1.048  1.00  0.00           C  
HETATM   21  C13 UNL     1      -1.848  -1.530   0.321  1.00  0.00           C  
HETATM   22  C14 UNL     1      -2.289  -2.700   0.862  1.00  0.00           C  
HETATM   23  C15 UNL     1      -2.801  -3.657   0.038  1.00  0.00           C  
HETATM   24  C16 UNL     1      -2.881  -3.463  -1.324  1.00  0.00           C  
HETATM   25  C17 UNL     1      -2.429  -2.274  -1.835  1.00  0.00           C  
HETATM   26  H1  UNL     1       5.684  -2.656   0.750  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.300  -2.666  -0.358  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.665  -1.433  -0.537  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.372  -1.433   2.166  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.852  -0.071   1.139  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.333  -1.838   0.866  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.415  -0.250   1.621  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.116  -0.921  -1.337  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.110   0.697  -0.618  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.797  -0.738  -1.645  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.867   1.864   0.812  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.955   4.541   3.331  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.123   3.527   1.028  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.731   1.453  -2.803  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.347   3.045  -2.665  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.435  -0.746   0.944  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.213  -2.822   1.934  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.164  -4.604   0.428  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.292  -4.231  -1.985  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.489  -2.120  -2.897  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35
CONECT    6    7    7   18
CONECT    7    8   36
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   37
CONECT   12   13   38
CONECT   13   14   18   18
CONECT   14   15   16   16   17
CONECT   14   17
CONECT   15   39   40
CONECT   18   19
CONECT   19   20
CONECT   20   21   21   25
CONECT   21   22   41
CONECT   22   23   23   42
CONECT   23   24   43
CONECT   24   25   25   44
CONECT   25   45
END

HMDB0015024
     RDKit          3D
Bumetanide
 45 46  0  0  0  0  0  0  0  0999 V2000
    4.9891   -1.9981    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -1.0364    1.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.8437    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -0.3068   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.0975   -0.9047 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797    0.8779   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171    1.8454    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    2.7750    1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    3.7949    1.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    3.7981    2.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990    4.7600    2.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136    2.7794    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454    1.8116   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202    1.8060   -0.7155 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.5316    2.0237   -2.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    0.5253   -0.4512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508    2.9721   -0.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    0.8846   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -0.0662   -1.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9046   -1.2802   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480   -1.5295    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890   -2.7002    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -3.6568    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809   -3.4626   -1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4287   -2.2743   -1.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6838   -2.6564    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -2.6656   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651   -1.4333   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721   -1.4328    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -0.0713    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3331   -1.8380    0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.2497    1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162   -0.9208   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098    0.6974   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7971   -0.7379   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8674    1.8635    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554    4.5408    3.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    3.5268    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.4529   -2.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    3.0450   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -0.7463    0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2130   -2.8221    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636   -4.6036    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -4.2306   -1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895   -2.1200   -2.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18  6  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acid	ChEBI
3-Butylamino-4-(phenoxy)-5-sulfamoylbenzoic acid	ChEBI
3-Butylamino-4-phenoxy-5-sulfamoyl-benzoic acid	ChEBI
3-Butylamino-4-phenoxy-5-sulfamoylbenzoic acid	ChEBI
Bumetanida	ChEBI
Bumetanidum	ChEBI
Bumex	Kegg
3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoate	Generator
3-(Aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate	Generator
3-(Aminosulphonyl)-5-(butylamino)-4-phenoxybenzoic acid	Generator
3-Butylamino-4-(phenoxy)-5-sulfamoylbenzoate	Generator
3-Butylamino-4-(phenoxy)-5-sulphamoylbenzoate	Generator
3-Butylamino-4-(phenoxy)-5-sulphamoylbenzoic acid	Generator
3-Butylamino-4-phenoxy-5-sulfamoyl-benzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoyl-benzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoyl-benzoic acid	Generator
3-Butylamino-4-phenoxy-5-sulfamoylbenzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoylbenzoate	Generator
3-Butylamino-4-phenoxy-5-sulphamoylbenzoic acid	Generator
Atlantis brand OF bumetanide	HMDB
Bumedyl	HMDB
Bumetanide astrazeneca brand	HMDB
Bumethanide	HMDB
Fordiuran	HMDB
Senosiain brand OF bumetanide	HMDB
Bumetanide farmacusi brand	HMDB
Bumetanide leo brand	HMDB
Bumetanide atlantis brand	HMDB
Bumetanide senosiain brand	HMDB
Drenural	HMDB
Farmacusi brand OF bumetanide	HMDB
Leo brand OF bumetanide	HMDB
Roche brand OF bumetanide	HMDB
AstraZeneca brand OF bumetanide	HMDB
Bumetanide grossmann brand	HMDB
Bumetanide roche brand	HMDB
Burinex	HMDB
Grossmann brand OF bumetanide	HMDB
Miccil	HMDB

Chemical Formula

C₁₇H₂₀N₂O₅S

Average Molecular Weight

364.416

Monoisotopic Molecular Weight

364.10929245

IUPAC Name

3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid

Traditional Name

bumetanide

CAS Registry Number

28395-03-1

SMILES

CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O

InChI Identifier

InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)

InChI Key

MAEIEVLCKWDQJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Aminobenzenesulfonamide
Diaryl ether
Aminobenzoic acid
Aminobenzoic acid or derivatives
Benzenesulfonamide
Benzoic acid or derivatives
Benzenesulfonyl group
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Aniline or substituted anilines
Phenylalkylamine
Secondary aliphatic/aromatic amine
Organosulfonic acid amide
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Amino acid
Amino acid or derivatives
Secondary amine
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organosulfur compound
Organic nitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfonamide (CHEBI:3213 )
benzoic acids (CHEBI:3213 )
amino acid (CHEBI:3213 )

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: HMDB0015024)
Membrane (HMDB: HMDB0015024)

Source

Exogenous

Exogenous (HMDB: HMDB0015024)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Bumetanide Action Pathway (PathBank: SMP0000088)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	230 - 231 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.026 g/L	Not Available
LogP	2.6	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	185.061	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000742

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	3.44	ALOGPS
logP	2.42	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.69	ChemAxon
pKa (Strongest Basic)	2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.78 m³·mol⁻¹	ChemAxon
Polarizability	37.21 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]+	186.275	31661259
DarkChem	[M-H]-	184.886	31661259
DeepCCS	[M+H]+	185.03	30932474
DeepCCS	[M-H]-	182.655	30932474
DeepCCS	[M-2H]-	217.151	30932474
DeepCCS	[M+Na]+	193.316	30932474
AllCCS	[M+H]+	183.7	32859911
AllCCS	[M+H-H2O]+	181.0	32859911
AllCCS	[M+NH4]+	186.3	32859911
AllCCS	[M+Na]+	187.0	32859911
AllCCS	[M-H]-	179.2	32859911
AllCCS	[M+Na-2H]-	179.3	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.62 minutes	32390414
Predicted by Siyang on May 30, 2022	13.7934 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.81 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2080.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	304.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	172.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	163.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	538.5 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	634.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1153.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	473.9 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	1419.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	353.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	427.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	279.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	146.8 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	37.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bumetanide	CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O	5189.2	Standard polar	33892256
Bumetanide	CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O	3134.5	Standard non polar	33892256
Bumetanide	CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O	3265.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bumetanide,1TMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1	3141.5	Semi standard non polar	33892256
Bumetanide,1TMS,isomer #2	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1	3263.0	Semi standard non polar	33892256
Bumetanide,1TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C	3076.9	Semi standard non polar	33892256
Bumetanide,2TMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1	3174.6	Semi standard non polar	33892256
Bumetanide,2TMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1	3319.5	Standard non polar	33892256
Bumetanide,2TMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1	4036.9	Standard polar	33892256
Bumetanide,2TMS,isomer #2	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C	2999.8	Semi standard non polar	33892256
Bumetanide,2TMS,isomer #2	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C	3238.0	Standard non polar	33892256
Bumetanide,2TMS,isomer #2	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C	4596.7	Standard polar	33892256
Bumetanide,2TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3111.1	Semi standard non polar	33892256
Bumetanide,2TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3406.0	Standard non polar	33892256
Bumetanide,2TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	4073.5	Standard polar	33892256
Bumetanide,2TMS,isomer #4	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1	3196.5	Semi standard non polar	33892256
Bumetanide,2TMS,isomer #4	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1	3391.4	Standard non polar	33892256
Bumetanide,2TMS,isomer #4	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1	4165.3	Standard polar	33892256
Bumetanide,3TMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3054.0	Semi standard non polar	33892256
Bumetanide,3TMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3459.4	Standard non polar	33892256
Bumetanide,3TMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3843.8	Standard polar	33892256
Bumetanide,3TMS,isomer #2	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1	3193.2	Semi standard non polar	33892256
Bumetanide,3TMS,isomer #2	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1	3453.1	Standard non polar	33892256
Bumetanide,3TMS,isomer #2	CCCCNC1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1	3951.7	Standard polar	33892256
Bumetanide,3TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3132.8	Semi standard non polar	33892256
Bumetanide,3TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3538.9	Standard non polar	33892256
Bumetanide,3TMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3979.4	Standard polar	33892256
Bumetanide,4TMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3135.2	Semi standard non polar	33892256
Bumetanide,4TMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3588.4	Standard non polar	33892256
Bumetanide,4TMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C	3803.1	Standard polar	33892256
Bumetanide,1TBDMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1	3405.0	Semi standard non polar	33892256
Bumetanide,1TBDMS,isomer #2	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	3479.9	Semi standard non polar	33892256
Bumetanide,1TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3308.1	Semi standard non polar	33892256
Bumetanide,2TBDMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	3626.2	Semi standard non polar	33892256
Bumetanide,2TBDMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	3835.8	Standard non polar	33892256
Bumetanide,2TBDMS,isomer #1	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	4106.0	Standard polar	33892256
Bumetanide,2TBDMS,isomer #2	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3468.7	Semi standard non polar	33892256
Bumetanide,2TBDMS,isomer #2	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3698.0	Standard non polar	33892256
Bumetanide,2TBDMS,isomer #2	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(N)(=O)=O)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4655.5	Standard polar	33892256
Bumetanide,2TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3532.9	Semi standard non polar	33892256
Bumetanide,2TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3901.1	Standard non polar	33892256
Bumetanide,2TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4132.3	Standard polar	33892256
Bumetanide,2TBDMS,isomer #4	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	3658.0	Semi standard non polar	33892256
Bumetanide,2TBDMS,isomer #4	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	3872.3	Standard non polar	33892256
Bumetanide,2TBDMS,isomer #4	CCCCNC1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	4170.3	Standard polar	33892256
Bumetanide,3TBDMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3680.2	Semi standard non polar	33892256
Bumetanide,3TBDMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4210.8	Standard non polar	33892256
Bumetanide,3TBDMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4022.1	Standard polar	33892256
Bumetanide,3TBDMS,isomer #2	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	3830.3	Semi standard non polar	33892256
Bumetanide,3TBDMS,isomer #2	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	4187.0	Standard non polar	33892256
Bumetanide,3TBDMS,isomer #2	CCCCNC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1	4060.4	Standard polar	33892256
Bumetanide,3TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3795.0	Semi standard non polar	33892256
Bumetanide,3TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4251.4	Standard non polar	33892256
Bumetanide,3TBDMS,isomer #3	CCCCN(C1=CC(C(=O)O)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4085.3	Standard polar	33892256
Bumetanide,4TBDMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3948.9	Semi standard non polar	33892256
Bumetanide,4TBDMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4523.5	Standard non polar	33892256
Bumetanide,4TBDMS,isomer #1	CCCCN(C1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1OC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3982.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bumetanide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000w-7198000000-9c32fd3e7109756cbcbb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bumetanide GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-9034300000-5a798c87f87ef51b1527	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bumetanide 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 - Bumetanide LC-ESI-qTof , Positive-QTOF	splash10-00lu-1694000000-dbf4d76ea1a12ee57935	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-qTof , Positive-QTOF	splash10-00lu-0594000000-78579410f8f6799b400b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , negative-QTOF	splash10-03di-0009000000-2a72173931dce5701622	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , negative-QTOF	splash10-03di-0119000000-4abf1963718d72f73f59	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , negative-QTOF	splash10-001i-9351000000-b43658e112020008b9f9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , negative-QTOF	splash10-001i-9100000000-4d303174266311856c28	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , negative-QTOF	splash10-001i-9000000000-2d120289f52c86515bea	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , positive-QTOF	splash10-014i-0009000000-97827d479a3470c40d42	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , positive-QTOF	splash10-015c-0396000000-5edaaa0fcc7cd3681c24	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , positive-QTOF	splash10-000x-0980000000-0b360ca9bf4e58649db7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , positive-QTOF	splash10-053s-0910000000-c5fc710abfdf5947bc62	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QQ , positive-QTOF	splash10-0a4j-0900000000-368c9661bc6dfd8a8d83	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-IT , positive-QTOF	splash10-000x-0291000000-134f42a8645c2f1b9bc5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QTOF , positive-QTOF	splash10-014i-0009000000-e4d18d4c63310d0528db	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QTOF , positive-QTOF	splash10-000x-0390000000-abfea32acc207ff88b1f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QTOF , positive-QTOF	splash10-053r-0930000000-cc33040126bfe7cb08fa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QTOF , positive-QTOF	splash10-0a5a-0910000000-42b9627a1135073b6ce1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide LC-ESI-QTOF , positive-QTOF	splash10-0ars-0900000000-d22f5ff182cd71ced792	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bumetanide , positive-QTOF	splash10-00lu-0594000000-78579410f8f6799b400b	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bumetanide 10V, Positive-QTOF	splash10-014i-1009000000-09e85edf114cc804bbf1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bumetanide 20V, Positive-QTOF	splash10-0aor-5079000000-0fed70d52a46e216c387	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bumetanide 40V, Positive-QTOF	splash10-0r00-8490000000-249e2af61c2ace14276b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bumetanide 10V, Negative-QTOF	splash10-03di-4009000000-a4f63b404f4b2683d366	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bumetanide 20V, Negative-QTOF	splash10-0404-7479000000-109242300f7a6e750327	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bumetanide 40V, Negative-QTOF	splash10-01t9-9410000000-89f0a65fb708b0eac550	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Bumetanide 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 DB00887	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00887	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00887

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2377

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bumetanide

METLIN ID

Not Available

PubChem Compound

2471

PDB ID

Not Available

ChEBI ID

3213

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)

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General References

Not Available

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Prostaglandin G/H synthase 2

General function:: Involved in peroxidase activity
Specific function:: Mediates the formation of prostaglandins from arachidonate. May have a role as a major mediator of inflammation and/or a role for prostanoid signaling in activity-dependent plasticity.
Gene Name:: PTGS2
Uniprot ID:: P35354
Molecular weight:: 68995.625

References

Cheng HF, Wang JL, Zhang MZ, McKanna JA, Harris RC: Role of p38 in the regulation of renal cortical cyclooxygenase-2 expression by extracellular chloride. J Clin Invest. 2000 Sep;106(5):681-8. [PubMed:10974021 ]

Enzyme Details

2. Cystic fibrosis transmembrane conductance regulator

General function:: Involved in ATP binding
Specific function:: Involved in the transport of chloride ions. May regulate bicarbonate secretion and salvage in epithelial cells by regulating the SLC4A7 transporter. Can inhibit the chloride channel activity of ANO1.
Gene Name:: CFTR
Uniprot ID:: P13569
Molecular weight:: 168139.895

References

Reddy MM, Quinton PM: Bumetanide blocks CFTR GCl in the native sweat duct. Am J Physiol. 1999 Jan;276(1 Pt 1):C231-7. [PubMed:9886939 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 11

General function:: Involved in transporter activity
Specific function:: Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:: SLC22A11
Uniprot ID:: Q9NSA0
Molecular weight:: 59970.9

References

Cha SH, Sekine T, Kusuhara H, Yu E, Kim JY, Kim DK, Sugiyama Y, Kanai Y, Endou H: Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta. J Biol Chem. 2000 Feb 11;275(6):4507-12. [PubMed:10660625 ]

Enzyme Details

2. Solute carrier family 12 member 5

General function:: Involved in transport
Specific function:: Mediates electroneutral potassium-chloride cotransport in mature neurons. Transport occurs under isotonic conditions, but is activated 20-fold by cell swelling. Important for Cl(-) homeostasis in neurons
Gene Name:: SLC12A5
Uniprot ID:: Q9H2X9
Molecular weight:: 126182.5

References

Reid KH, Guo SZ, Iyer VG: Agents which block potassium-chloride cotransport prevent sound-triggered seizures in post-ischemic audiogenic seizure-prone rats. Brain Res. 2000 May 2;864(1):134-7. [PubMed:10793196 ]

Enzyme Details

3. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

References

Hagenbuch B, Stieger B, Foguet M, Lubbert H, Meier PJ: Functional expression cloning and characterization of the hepatocyte Na+/bile acid cotransport system. Proc Natl Acad Sci U S A. 1991 Dec 1;88(23):10629-33. [PubMed:1961729 ]
Platte HD, Honscha W, Schuh K, Petzinger E: Functional characterization of the hepatic sodium-dependent taurocholate transporter stably transfected into an immortalized liver-derived cell line and V79 fibroblasts. Eur J Cell Biol. 1996 May;70(1):54-60. [PubMed:8738419 ]

Enzyme Details

4. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

References

Horz JA, Honscha W, Petzinger E: Bumetanide is not transported by the Ntcp or by the oatp: evidence for a third organic anion transporter in rat liver cells. Biochim Biophys Acta. 1996 Apr 19;1300(2):114-8. [PubMed:8652636 ]

Enzyme Details

5. 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

Panet R, Marcus M, Atlan H: Overexpression of the Na(+)/K(+)/Cl(-) cotransporter gene induces cell proliferation and phenotypic transformation in mouse fibroblasts. J Cell Physiol. 2000 Jan;182(1):109-18. [PubMed:10567922 ]
Evans RL, Park K, Turner RJ, Watson GE, Nguyen HV, Dennett MR, Hand AR, Flagella M, Shull GE, Melvin JE: Severe impairment of salivation in Na+/K+/2Cl- cotransporter (NKCC1)-deficient mice. J Biol Chem. 2000 Sep 1;275(35):26720-6. [PubMed:10831596 ]
Wall SM, Fischer MP, Mehta P, Hassell KA, Park SJ: Contribution of the Na+-K+-2Cl- cotransporter NKCC1 to Cl- secretion in rat OMCD. Am J Physiol Renal Physiol. 2001 May;280(5):F913-21. [PubMed:11292635 ]
Akar F, Jiang G, Paul RJ, O'Neill WC: Contractile regulation of the Na(+)-K(+)-2Cl(-) cotransporter in vascular smooth muscle. Am J Physiol Cell Physiol. 2001 Aug;281(2):C579-84. [PubMed:11443057 ]
Jiang G, Klein JD, O'Neill WC: Growth factors stimulate the Na-K-2Cl cotransporter NKCC1 through a novel Cl(-)-dependent mechanism. Am J Physiol Cell Physiol. 2001 Dec;281(6):C1948-53. [PubMed:11698253 ]

Enzyme Details

6. 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

Thakker RV: Chloride channels in renal disease. Adv Nephrol Necker Hosp. 1999;29:289-98. [PubMed:10561751 ]
Karolyi L, Koch MC, Grzeschik KH, Seyberth HW: The molecular genetic approach to "Bartter's syndrome". J Mol Med (Berl). 1998 Apr;76(5):317-25. [PubMed:9587066 ]
Thakker RV: The role of renal chloride channel mutations in kidney stone disease and nephrocalcinosis. Curr Opin Nephrol Hypertens. 1998 Jul;7(4):385-8. [PubMed:9690036 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Long P, Mercer A, Begum R, Stephens GJ, Sihra TS, Jovanovic JN: Nerve Terminal GABAA Receptors Activate Ca2+/Calmodulin-dependent Signaling to Inhibit Voltage-gated Ca2+ Influx and Glutamate Release. J Biol Chem. 2009 Mar 27;284(13):8726-37. doi: 10.1074/jbc.M805322200. Epub 2009 Jan 13. [PubMed:19141616 ]

Enzyme Details

7. Solute carrier family 12 member 4

General function:: Involved in transport
Specific function:: Mediates electroneutral potassium-chloride cotransport when activated by cell swelling. May contribute to cell volume homeostasis in single cells. May be involved in the regulation of basolateral Cl(-) exit in NaCl absorbing epithelia. Isoform 4 has no transport activity
Gene Name:: SLC12A4
Uniprot ID:: Q9UP95
Molecular weight:: 120648.7

References

Jean-Xavier C, Pflieger JF, Liabeuf S, Vinay L: Inhibitory postsynaptic potentials in lumbar motoneurons remain depolarizing after neonatal spinal cord transection in the rat. J Neurophysiol. 2006 Nov;96(5):2274-81. Epub 2006 Jun 28. [PubMed:16807348 ]
Reid KH, Guo SZ, Iyer VG: Agents which block potassium-chloride cotransport prevent sound-triggered seizures in post-ischemic audiogenic seizure-prone rats. Brain Res. 2000 May 2;864(1):134-7. [PubMed:10793196 ]

Enzyme Details

8. Solute carrier family 22 member 6

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

References

Race JE, Grassl SM, Williams WJ, Holtzman EJ: Molecular cloning and characterization of two novel human renal organic anion transporters (hOAT1 and hOAT3). Biochem Biophys Res Commun. 1999 Feb 16;255(2):508-14. [PubMed:10049739 ]
Uwai Y, Saito H, Hashimoto Y, Inui KI: Interaction and transport of thiazide diuretics, loop diuretics, and acetazolamide via rat renal organic anion transporter rOAT1. J Pharmacol Exp Ther. 2000 Oct;295(1):261-5. [PubMed:10991988 ]

Enzyme Details

9. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

References

Sekine T, Cha SH, Tsuda M, Apiwattanakul N, Nakajima N, Kanai Y, Endou H: Identification of multispecific organic anion transporter 2 expressed predominantly in the liver. FEBS Lett. 1998 Jun 12;429(2):179-82. [PubMed:9650585 ]

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Showing metabocard for Bumetanide (HMDB0015024)

MOL for HMDB0015024 (Bumetanide)

3D MOL for HMDB0015024 (Bumetanide)

3D SDF for HMDB0015024 (Bumetanide)

3D-SDF for HMDB0015024 (Bumetanide)

PDB for HMDB0015024 (Bumetanide)

3D PDB for HMDB0015024 (Bumetanide)

SMILES for HMDB0015024 (Bumetanide)

INCHI for HMDB0015024 (Bumetanide)

Structure for HMDB0015024 (Bumetanide)

3D Structure for HMDB0015024 (Bumetanide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References

References

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References