KEGG   DRUG: Bumetanide
Entry
D00247                      Drug                                   
Name
Bumetanide (JP18/USP/INN);
Bumex (TN)
Product
  Generic
BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (A-S Medication Solutions), BUMETANIDE (American Health Packaging), BUMETANIDE (Amneal Pharmaceuticals NY LLC), BUMETANIDE (Aphena Pharma Solutions - Tennessee), BUMETANIDE (Aphena Pharma Solutions - Tennessee), BUMETANIDE (Athenex Pharmaceutical Division), BUMETANIDE (AvPAK), BUMETANIDE (Bryant Ranch Prepack), BUMETANIDE (Bryant Ranch Prepack), BUMETANIDE (Bryant Ranch Prepack), BUMETANIDE (Bryant Ranch Prepack), BUMETANIDE (Cardinal Health 107), BUMETANIDE (Cardinal Health 107), BUMETANIDE (Cardinal Health 107), BUMETANIDE (Civica), BUMETANIDE (Edenbridge Pharmaceuticals LLC.), BUMETANIDE (Fresenius Kabi USA), BUMETANIDE (GLENMARK PHARMACEUTICALS), BUMETANIDE (Gland Pharma Limited), BUMETANIDE (HF Acquisition Co LLC), BUMETANIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), BUMETANIDE (Hikma Pharmaceuticals USA), BUMETANIDE (Hikma Pharmaceuticals USA), BUMETANIDE (Hospira), BUMETANIDE (Major Pharmaceuticals), BUMETANIDE (NCS HealthCare of KY), BUMETANIDE (Novadoz Pharmaceuticals LLC), BUMETANIDE (Sandoz), BUMETANIDE (Sandoz), BUMETANIDE (Taro Pharmaceuticals U.S.A.), BUMETANIDE (Upsher-Smith Laboratories), BUMETANIDE (Zydus Lifesciences Limited), BUMETANIDE (Zydus Pharmaceuticals (USA))
Formula
C17H20N2O5S
Exact mass
364.1093
Mol weight
364.4161
Structure
Simcomp
Class
Cardiovascular agent
 DG01690  Sulfonamide diuretic
  DG01746  Piretanide type diuretic
 DG01748  Loop diuretic
  DG01746  Piretanide type diuretic
Transporter substrate
 DG02860  SLC22A8 substrate
Remark
ATC code: C03CA02
Product: D00247<US>
Efficacy
Diuretic, Na-K-Cl cotransporter inhibitor
  Disease
Nephrotic syndrome [DS:H01657]
Comment
Loop diuretic
Sulfonamide derivative
Target
SLC12A1 (NKCC2) [HSA:6557] [KO:K14425]
SLC12A2 (NKCC1) [HSA:6558] [KO:K10951]
SLC12A4 [HSA:6560] [KO:K14427]
Metabolism
Transporter: SLC22A8 [HSA:9376]
Interaction
Structure map
map07017  Sulfonamide derivatives - diuretics
map07233  Ion transporter inhibitors
Other map
map04976  Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C03 DIURETICS
   C03C HIGH-CEILING DIURETICS
    C03CA Sulfonamides, plain
     C03CA02 Bumetanide
      D00247  Bumetanide (JP18/USP/INN) <US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Diuretics, Loop
   Bumetanide
    D00247  Bumetanide (JP18/USP/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01690  Sulfonamide diuretic
   DG01746  Piretanide type diuretic
    D00247  Bumetanide
  DG01748  Loop diuretic
   DG01746  Piretanide type diuretic
    D00247  Bumetanide
 Transporter substrate
  DG02860  SLC22A8 substrate
   D00247  Bumetanide
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC12
    SLC12A1 (NKCC2)
     D00247  Bumetanide (JP18/USP/INN) <US>
    SLC12A2 (NKCC1)
     D00247  Bumetanide (JP18/USP/INN) <US>
    SLC12A4
     D00247  Bumetanide (JP18/USP/INN) <US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00247  Bumetanide
Drug metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D00247
Other DBs
CAS: 28395-03-1
PubChem: 7847313
ChEBI: 3213
PDB-CCD: 82U[PDBj]
LigandBox: D00247
NIKKAJI: J3.168B
KCF data

ATOM        25
            1   C8y C    20.0084  -14.7933
            2   C8y C    18.8179  -15.4820
            3   C8y C    20.0027  -13.4217
            4   O2a O    21.1932  -15.4761
            5   C8x C    17.6215  -14.7933
            6   N1b N    18.8237  -16.8592
            7   C8x C    18.8120  -12.7330
            8   S4a S    21.1932  -12.7330
            9   C8y C    22.6347  -16.1998
            10  C8y C    17.6215  -13.4217
            11  C1b C    17.6272  -17.5479
            12  N1a N    22.5648  -11.8226
            13  O3c O    21.9169  -13.9061
            14  O3c O    20.4812  -11.4083
            15  C8x C    22.6347  -17.5772
            16  C8x C    23.8311  -15.5052
            17  C6a C    16.4367  -12.7273
            18  C1b C    16.4367  -16.8651
            19  C8x C    23.8311  -18.2658
            20  C8x C    25.0159  -16.1998
            21  O6a O    15.2403  -13.4217
            22  O6a O    16.4367  -11.3557
            23  C1b C    15.2460  -17.5479
            24  C8x C    25.0159  -17.5772
            25  C1a C    14.0555  -16.8651
BOND        26
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     3   8 1
            8     4   9 1
            9     5  10 1
            10    6  11 1
            11    8  12 1
            12    8  13 2
            13    8  14 2
            14    9  15 2
            15    9  16 1
            16   10  17 1
            17   11  18 1
            18   15  19 1
            19   16  20 2
            20   17  21 1
            21   17  22 2
            22   18  23 1
            23   19  24 2
            24   23  25 1
            25    7  10 2
            26   20  24 1

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