Erythromycin lactobionate


Entry
D02009                      Drug                                   
Name
Erythromycin lactobionate (JP18/USP);
Erythrocin (TN)
Product
ERYTHROCIN LACTOBIONATE (Hospira)
  Generic
ERYTHROMYCIN LACTOBIONATE (Exela Pharma Sciences), ERYTHROCIN LACTOBIONATE (Hospira), ERYTHROMYCIN LACTOBIONATE (Nexus Pharamaceuticals)
Formula
C37H67NO13. C12H22O12
Exact mass
1091.5724
Mol weight
1092.2227
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>
Product (mixture): D04099<JP>
Efficacy
Antibacterial, Protein biosynthesis inhibitor
  Disease
Diphtheria [DS:H00343]
Gonorrhea [DS:H00315]
Legionnaires' disease [DS:H00311]
Bacterial endocarditis [DS:H00334]
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
      D02009  Erythromycin lactobionate (JP18/USP) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01F MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
    J01FA Macrolides
     J01FA01 Erythromycin
      D02009  Erythromycin lactobionate (JP18/USP) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA17 Erythromycin
      D02009  Erythromycin lactobionate (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Macrolides
   Erythromycin
    D02009  Erythromycin lactobionate (JP18/USP)
 Dermatological Agents
  Topical Anti-infectives
   Antibacterials, dermatological
    Erythromycin
     D02009  Erythromycin lactobionate (JP18/USP)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Erythromycin
     D02009  Erythromycin lactobionate (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
     D02009  Erythromycin lactobionate (JP18/USP)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00436  Erythromycin
     D02009  Erythromycin lactobionate
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG00436  Erythromycin
    D02009  Erythromycin lactobionate
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00436  Erythromycin
    D02009  Erythromycin lactobionate
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00436  Erythromycin
    D02009  Erythromycin lactobionate
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D02009  Erythromycin lactobionate
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D02009  Erythromycin lactobionate (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02009  Erythromycin lactobionate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02009
 Drug transporters
  D02009
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: 3847-29-8
PubChem: 7849071
LigandBox: D02009
NIKKAJI: J383.181G
KCF data

ATOM        75
            1   C1y C    35.9989  -17.5847
            2   C1y C    35.9989  -18.9757
            3   C1y C    37.2044  -19.6713
            4   C1y C    38.3636  -18.9757
            5   O2x O    38.3636  -17.5847
            6   C1y C    37.2044  -16.9355
            7   O2a O    37.2044  -15.5446
            8   C1c C    38.3636  -14.8490
            9   C1c C    39.5692  -15.5446
            10  C1b C    40.7747  -14.8490
            11  O1a O    41.9803  -15.5446
            12  C1c C    38.3636  -12.9015
            13  C1c C    39.5692  -12.2060
            14  O1a O    37.2044  -12.2060
            15  C6a C    40.7747  -12.9015
            16  O1a O    39.5692  -10.8614
            17  O6a O    41.9803  -12.2060
            18  O6a O    40.7747  -14.2925
            19  O1a O    39.5692  -16.9355
            20  C1b C    39.5692  -19.6713
            21  O1a O    40.7747  -18.9757
            22  O1a O    37.2044  -21.0623
            23  O1a O    34.7933  -19.6713
            24  O1a O    34.7933  -16.9355
            25  C1y C    25.9003  -13.1765
            26  C1z C    25.9003  -11.8133
            27  C1y C    24.7162  -13.8524
            28  O2a O    27.8815  -13.8928
            29  C1x C    24.7162  -11.1317
            30  O1a O    26.9284  -10.8256
            31  C1a C    27.1826  -12.2464
            32  C1y C    24.7162  -15.2156
            33  C1a C    23.7455  -12.8307
            34  C1y C    29.4593  -13.1780
            35  C1y C    24.7162   -9.7627
            36  O2a O    25.4556  -16.5730
            37  C1y C    23.5436  -15.8973
            38  C1y C    30.6274  -13.8692
            39  O2x O    29.4713  -11.8153
            40  C5x C    23.5436   -9.0868
            41  C1a C    25.9003   -9.0868
            42  C1y C    26.9716  -16.9909
            43  C7x C    22.3595  -15.2156
            44  C1a C    23.5436  -17.2603
            45  C1y C    31.8829  -13.2076
            46  O1a O    30.6183  -15.2369
            47  C1y C    30.6617  -11.1510
            48  C1y C    22.3595   -9.7627
            49  O5x O    23.5436   -7.7236
            50  C1x C    26.9716  -18.3484
            51  O2x O    28.1558  -16.3094
            52  O7x O    22.3595  -13.8524
            53  O6a O    21.3024  -16.1629
            54  C1x C    31.8273  -11.8500
            55  N1c N    32.9858  -13.8960
            56  C1a C    30.6814   -9.7905
            57  C1y C    22.3595  -11.1317
            58  C1a C    21.1812   -9.0868
            59  C1z C    28.1558  -19.0358
            60  C1y C    29.3282  -16.9909
            61  C1y C    21.1812  -13.1765
            62  C1z C    21.1812  -11.8133
            63  O1a O    23.5436  -11.8133
            64  C1y C    29.3282  -18.3484
            65  O2a O    28.1558  -20.3586
            66  C1a C    29.5998  -20.0178
            67  C1a C    30.5124  -16.3152
            68  C1b C    20.0027  -13.8524
            69  C1a C    19.9335  -12.3792
            70  O1a O    19.9335  -11.1260
            71  O1a O    30.5124  -19.0358
            72  C1a C    29.2532  -21.3175
            73  C1a C    20.0377  -14.9729
            74  C1a C    34.2321  -13.1885
            75  C1a C    32.9764  -15.2577
BOND        77
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     4   5 1
            5     5   6 1
            6     1   6 1
            7     6   7 1 #Down
            8     8   7 1 #Up
            9     8   9 1
            10    9  10 1
            11   10  11 1
            12    8  12 1
            13   12  13 1
            14   12  14 1 #Down
            15   13  15 1
            16   13  16 1 #Up
            17   15  17 1
            18   15  18 2
            19    9  19 1 #Up
            20    4  20 1 #Down
            21   20  21 1
            22    3  22 1 #Down
            23    2  23 1 #Down
            24    1  24 1 #Up
            25   25  26 1
            26   25  27 1
            27   25  28 1 #Down
            28   26  29 1
            29   26  30 1 #Up
            30   26  31 1 #Down
            31   27  32 1
            32   27  33 1 #Down
            33   34  28 1 #Down
            34   29  35 1
            35   32  36 1 #Down
            36   32  37 1
            37   34  38 1
            38   34  39 1
            39   35  40 1
            40   35  41 1 #Down
            41   42  36 1 #Down
            42   37  43 1
            43   37  44 1 #Up
            44   38  45 1
            45   38  46 1 #Up
            46   39  47 1
            47   40  48 1
            48   40  49 2
            49   42  50 1
            50   42  51 1
            51   43  52 1
            52   43  53 2
            53   45  54 1
            54   45  55 1 #Down
            55   47  56 1 #Down
            56   48  57 1
            57   48  58 1 #Up
            58   50  59 1
            59   51  60 1
            60   52  61 1
            61   57  62 1
            62   57  63 1 #Up
            63   59  64 1
            64   59  65 1 #Down
            65   59  66 1
            66   60  67 1 #Up
            67   61  68 1 #Down
            68   62  69 1 #Down
            69   62  70 1 #Up
            70   64  71 1 #Down
            71   65  72 1
            72   68  73 1
            73   47  54 1
            74   60  64 1
            75   61  62 1
            76   55  74 1
            77   55  75 1