KEGG   DRUG: Erythromycin stearate
Entry
D02184                      Drug                                   
Name
Erythromycin stearate (JP18/USP);
Bristamycin (TN)
Product
  Generic
Formula
C37H67NO13. C18H36O2
Exact mass
1017.7328
Mol weight
1018.404
Structure
Simcomp
Class
Antibacterial
 DG01551  Macrolide antibiotic
  DG01874  14-membered ring macrolide antibiotic
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
Transporter inhibitor
 DG01622  ABCB1 inhibitor
Remark
Therapeutic category: 6141
ATC code: D10AF02 J01FA01 S01AA17
Chemical structure group: DG00436
Product (DG00436): D00140<JP/US> D01361<JP/US> D02009<JP/US> D02184<JP/US>
Efficacy
Antibacterial, Protein biosynthesis inhibitor
  Disease
Listeriosis [DS:H00332]
Pertussis [DS:H00319]
Diphtheria [DS:H00343]
Amebiasis [DS:H00360]
Syphilis [DS:H00354]
Legionnaires' disease [DS:H00311]
Target
50S ribosomal subunit
  Pathway
ko03010  Ribosome
Metabolism
Enzyme: CYP3A [HSA:1576 1577 1551]
Interaction
CYP inhibition: CYP3A [HSA:1576 1577 1551]
Transporter inhibition: ABCB1 [HSA:5243]
Structure map
map07020  Macrolides and ketolides
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D10 ANTI-ACNE PREPARATIONS
   D10A ANTI-ACNE PREPARATIONS FOR TOPICAL USE
    D10AF Antiinfectives for treatment of acne
     D10AF02 Erythromycin
      D02184  Erythromycin stearate (JP18/USP) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01F MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
    J01FA Macrolides
     J01FA01 Erythromycin
      D02184  Erythromycin stearate (JP18/USP) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA17 Erythromycin
      D02184  Erythromycin stearate (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Macrolides
   Erythromycin
    D02184  Erythromycin stearate (JP18/USP)
 Dermatological Agents
  Topical Anti-infectives
   Antibacterials, dermatological
    Erythromycin
     D02184  Erythromycin stearate (JP18/USP)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Erythromycin
     D02184  Erythromycin stearate (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  61  Antibiotics
   614  Acting mainly on gram-positive bacteria and mycoplasma
    6141  Erythromycins
     D02184  Erythromycin stearate (JP18/USP)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00436  Erythromycin
     D02184  Erythromycin stearate
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG00436  Erythromycin
    D02184  Erythromycin stearate
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00436  Erythromycin
    D02184  Erythromycin stearate
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00436  Erythromycin
    D02184  Erythromycin stearate
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D02184  Erythromycin stearate
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D02184  Erythromycin stearate (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02184  Erythromycin stearate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02184
 Drug transporters
  D02184
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00436  Erythromycin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG00436  Erythromycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00436  Erythromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00436  Erythromycin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    DG00436  Erythromycin
Other DBs
CAS: 643-22-1
PubChem: 7849244
ChEBI: 34742
LigandBox: D02184
NIKKAJI: J356.134H
KCF data

ATOM        71
            1   C1y C    15.6101  -25.5663
            2   C1z C    15.6101  -24.2032
            3   C1y C    14.4261  -26.2422
            4   O2a O    17.5913  -26.2826
            5   C1x C    14.4261  -23.5216
            6   O1a O    16.6382  -23.2155
            7   C1a C    16.8924  -24.6363
            8   C1y C    14.4261  -27.6054
            9   C1a C    13.4554  -25.2206
            10  C1y C    19.1691  -25.5678
            11  C1y C    14.4261  -22.1526
            12  O2a O    15.1655  -28.9628
            13  C1y C    13.2535  -28.2871
            14  C1y C    20.3372  -26.2590
            15  O2x O    19.1811  -24.2052
            16  C5x C    13.2535  -21.4767
            17  C1a C    15.6101  -21.4767
            18  C1y C    16.6814  -29.3807
            19  C7x C    12.0694  -27.6054
            20  C1a C    13.2535  -29.6501
            21  C1y C    21.5926  -25.5974
            22  O1a O    20.3281  -27.6267
            23  C1y C    20.3715  -23.5409
            24  C1y C    12.0694  -22.1526
            25  O5x O    13.2535  -20.1135
            26  C1x C    16.6814  -30.7381
            27  O2x O    17.8656  -28.6992
            28  O7x O    12.0694  -26.2422
            29  O6a O    11.0123  -28.5527
            30  C1x C    21.5370  -24.2399
            31  N1c N    22.6955  -26.2858
            32  C1a C    20.3912  -22.1804
            33  C1y C    12.0694  -23.5216
            34  C1a C    10.8911  -21.4767
            35  C1z C    17.8656  -31.4255
            36  C1y C    19.0380  -29.3807
            37  C1y C    10.8911  -25.5663
            38  C1z C    10.8911  -24.2032
            39  O1a O    13.2535  -24.2032
            40  C1y C    19.0380  -30.7381
            41  O2a O    17.8656  -32.7483
            42  C1a C    19.3096  -32.4075
            43  C1a C    20.2222  -28.7050
            44  C1b C     9.7127  -26.2422
            45  C1a C     9.6435  -24.7691
            46  O1a O     9.6435  -23.5159
            47  O1a O    20.2222  -31.4255
            48  C1a C    18.9630  -33.7072
            49  C1a C     9.7477  -27.3627
            50  C1a C    23.9418  -25.5783
            51  C1a C    22.6861  -27.6475
            52  C6a C    24.7800  -30.7300
            53  C1b C    25.9700  -31.4300
            54  O6a O    23.5900  -31.4300
            55  C1b C    27.1600  -30.7300
            56  C1b C    28.3500  -31.4300
            57  C1b C    29.5400  -30.7300
            58  C1b C    30.7300  -31.4300
            59  C1b C    31.9200  -30.7300
            60  C1b C    33.1100  -31.4300
            61  C1b C    34.3000  -30.7300
            62  C1b C    35.4900  -31.4300
            63  C1b C    36.6800  -30.7300
            64  C1b C    37.8700  -31.4300
            65  C1b C    39.0600  -30.7300
            66  C1b C    40.2500  -31.4300
            67  C1b C    41.4400  -30.7300
            68  C1b C    42.6300  -31.4300
            69  C1b C    43.8200  -30.7300
            70  C1a C    45.0100  -31.4300
            71  O6a O    24.7800  -29.3300
BOND        72
            1     1   2 1
            2     1   3 1
            3     1   4 1 #Down
            4     2   5 1
            5     2   6 1 #Up
            6     2   7 1 #Down
            7     3   8 1
            8     3   9 1 #Down
            9    10   4 1 #Down
            10    5  11 1
            11    8  12 1 #Down
            12    8  13 1
            13   10  14 1
            14   10  15 1
            15   11  16 1
            16   11  17 1 #Down
            17   18  12 1 #Down
            18   13  19 1
            19   13  20 1 #Up
            20   14  21 1
            21   14  22 1 #Up
            22   15  23 1
            23   16  24 1
            24   16  25 2
            25   18  26 1
            26   18  27 1
            27   19  28 1
            28   19  29 2
            29   21  30 1
            30   21  31 1 #Down
            31   23  32 1 #Down
            32   24  33 1
            33   24  34 1 #Up
            34   26  35 1
            35   27  36 1
            36   28  37 1
            37   33  38 1
            38   33  39 1 #Up
            39   35  40 1
            40   35  41 1 #Down
            41   35  42 1
            42   36  43 1 #Up
            43   37  44 1 #Down
            44   38  45 1 #Down
            45   38  46 1 #Up
            46   40  47 1 #Down
            47   41  48 1
            48   44  49 1
            49   23  30 1
            50   36  40 1
            51   37  38 1
            52   31  50 1
            53   31  51 1
            54   52  53 1
            55   52  54 1
            56   53  55 1
            57   55  56 1
            58   56  57 1
            59   57  58 1
            60   58  59 1
            61   59  60 1
            62   60  61 1
            63   61  62 1
            64   62  63 1
            65   63  64 1
            66   64  65 1
            67   65  66 1
            68   66  67 1
            69   67  68 1
            70   68  69 1
            71   69  70 1
            72   52  71 2

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