KEGG   DRUG: D00211Help
Entry
D00211                      Drug                                   

Name
Rifampicin (JP16/INN);
Rifampin (USP);
Rifadin (TN);
Rimactane (TN)
Product
  Generic
RIFAMPIN (AKORN), RIFAMPIN (American Health Packaging), RIFAMPIN (Bedford Laboratories), RIFAMPIN (Bryant Ranch Prepack), RIFAMPIN (Cardinal Health), RIFAMPIN (Cardinal Health), RIFAMPIN (Carilion Materials Management), RIFAMPIN (Eon Labs), RIFAMPIN (Fresenius Kabi USA), RIFAMPIN (H.J. Harkins Company), RIFAMPIN (Heritage Pharmaceuticals), RIFAMPIN (Lannett Company), RIFAMPIN (Lupin Pharmaceuticals), RIFAMPIN (Major Pharmaceuticals), RIFAMPIN (McKesson Packaging Services a business unit of McKesson Corporation), RIFAMPIN (Mylan Institutional), RIFAMPIN (Mylan Institutional LLC), RIFAMPIN (Pfizer Laboratories Div Pfizer), RIFAMPIN (Pfizer Laboratories Div Pfizer), RIFAMPIN (Physicians Total Care), RIFAMPIN (REMEDYREPACK), RIFAMPIN (REMEDYREPACK), RIFAMPIN (REMEDYREPACK), RIFAMPIN (REMEDYREPACK), RIFAMPIN (Rebel Distributors Corp), RIFAMPIN (Rebel Distributors Corp), RIFAMPIN (State of Florida DOH Central Pharmacy), RIFAMPIN (VersaPharm Incorporated)
Formula
C43H58N4O12
Exact mass
822.4051
Mol weight
822.9402
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Antibacterial [DS:H00342 H00344]
Remark
Same as: 
Therapeutic category: 
ATC code: 
Drug group: 
Comment
Semisynthetic analogue of Rifamycin [DR:D02549]
Target
23S rRNA of 50S ribosomal subunit, protein synthesis inhibitor [KO:K01980];
DNA-dependent RNA polymerase inhibitor, RNA synthesis inhibitor
  Pathway
ko03010  Ribosome  
 
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Transporter: SLCO1B1 [HSA:10599]
Interaction
CYP induction: CYP3A [HSA:1576 1577 1551], CYP2C19 [HSA:1557], CYP2B6 [HSA:1555], CYP2C8 [HSA:1558], CYP2C9 [HSA:1559], CYP2D6 [HSA:1565]
Transporter induction: SLCO1B1 [HSA:10599], SLCO1B3 [HSA:28234], SLCO1A2 [HSA:6579], SLCO2B1 [HSA:11309], ABCB11 [HSA:8647]
Transporter inhibition: ABCC2 [HSA:1244]
Drug interaction
Structure map
Rifamycins
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J04 ANTIMYCOBACTERIALS
   J04A DRUGS FOR TREATMENT OF TUBERCULOSIS
    J04AB Antibiotics
     J04AB02 Rifampicin
      D00211  Rifampicin (JP16/INN); Rifampin (USP)
USP drug classification [BR:br08302]
 Antimycobacterials
  Antituberculars
   Rifampin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  61  Antibiotics
   616  Acting mainly on acid-fast bacteria
    6164  Rifampicins
     D00211  Rifampicin (JP16/INN); Rifampin (USP)
Antiinfectives [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   RNA polymerase inhibitor
    Rifampicin
     D00211  Rifampicin (JP16/INN); Rifampin (USP)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP3A4
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
 Inducers
  CYP2B6
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
  CYP2C8
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
  CYP2C9
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
  CYP2C19
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
  CYP2D6
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
  CYP3A4
   Rifampicin
    D00211  Rifampicin (JP16/INN); Rifampin (USP)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00211  Rifampicin
  D00211  Rifampicin capsules
BRITE hierarchy
Other DBs
CAS: 
13292-46-1
PubChem: 
DrugBank: 
PDB-CCD: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        59
            1   C1c C    22.1075  -19.5906
            2   C1c C    22.1075  -21.0113
            3   O1a O    24.4754  -20.9437
            4   C1c C    24.4754  -19.5906
            5   C1c C    23.2576  -18.9141
            6   C2b C    26.7756  -19.5906
            7   C1c C    25.6255  -18.9141
            8   C5a C    27.9933  -21.6879
            9   C2c C    29.1435  -21.0113
            10  C2b C    29.1435  -19.5906
            11  C2b C    27.9933  -18.9141
            12  C1a C    25.6255  -17.5610
            13  C1a C    23.2576  -17.5610
            14  O1a O    20.9574  -18.9141
            15  C1a C    30.2936  -21.6879
            16  O5a O    26.8432  -21.0113
            17  N1b N    27.9933  -23.3116
            18  C1c C    20.9574  -21.6879
            19  O7a O    19.8073  -21.0113
            20  C1c C    20.9574  -23.3116
            21  C8y C    26.8432  -23.9881
            22  C8y C    26.8432  -25.3412
            23  C8y C    25.6255  -23.3116
            24  C8y C    24.4754  -23.9881
            25  C8y C    24.4754  -25.3412
            26  C8y C    25.6255  -26.0177
            27  C8y C    23.3252  -23.3116
            28  C8y C    22.1075  -23.9881
            29  C8y C    22.1075  -25.3412
            30  C8y C    23.3252  -26.0177
            31  O1a O    25.6255  -21.9585
            32  O1a O    23.3252  -21.9585
            33  C1a C    20.9574  -19.9289
            34  C7a C    18.5895  -20.3348
            35  C1a C    17.4394  -21.0113
            36  O6a O    18.5895  -18.9817
            37  C1c C    19.8073  -23.9881
            38  O2a O    18.6571  -23.3116
            39  C2b C    19.8073  -25.3412
            40  C1a C    19.8073  -22.3644
            41  C1a C    17.5070  -23.9881
            42  C2b C    18.6571  -26.0177
            43  O2a O    18.6571  -27.3708
            44  O2x O    20.9574  -26.0177
            45  C1z C    20.9574  -27.3708
            46  C5x C    23.3252  -27.3708
            47  C1a C    20.9574  -28.7238
            48  C1a C    22.1075  -22.6350
            49  O1a O    25.6255  -27.3708
            50  O5x O    24.4077  -28.0473
            51  C2b C    28.0244  -26.0366
            52  N2b N    29.2227  -25.3581
            53  N1y N    30.3970  -26.0493
            54  C1x C    30.3852  -27.4400
            55  C1x C    31.5917  -28.1502
            56  N1y N    32.8100  -27.4606
            57  C1x C    32.8218  -26.0699
            58  C1x C    31.6154  -25.3596
            59  C1a C    34.0220  -28.1742
BOND        63
            1     1   2 1
            2     4   3 1 #Down
            3     4   5 1
            4     1   5 1
            5     6   7 1
            6     4   7 1
            7     8   9 1
            8     9  10 2
            9    10  11 1
            10    6  11 2
            11    7  12 1 #Up
            12    5  13 1 #Down
            13    1  14 1 #Down
            14    9  15 1
            15    8  16 2
            16    8  17 1
            17    2  18 1
            18   18  19 1 #Up
            19   18  20 1
            20   17  21 1
            21   21  22 1
            22   21  23 2
            23   23  24 1
            24   24  25 1
            25   25  26 1
            26   24  27 2
            27   27  28 1
            28   28  29 2
            29   29  30 1
            30   25  30 2
            31   23  31 1
            32   27  32 1
            33    2  33 1 #Up
            34   19  34 1
            35   34  35 1
            36   34  36 2
            37   26  22 2
            38   20  37 1
            39   37  38 1 #Down
            40   37  39 1
            41   20  40 1 #Down
            42   38  41 1
            43   39  42 2
            44   42  43 1
            45   29  44 1
            46   44  45 1
            47   43  45 1
            48   30  46 1
            49   45  46 1
            50   45  47 1 #Down
            51   28  48 1
            52   26  49 1
            53   50  46 2
            54   22  51 1
            55   51  52 2
            56   52  53 1
            57   53  54 1
            58   54  55 1
            59   55  56 1
            60   56  57 1
            61   57  58 1
            62   53  58 1
            63   56  59 1

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