KEGG   DRUG: Erythromycin ethylsuccinate
Entry
D01361                      Drug                                   
Name
Erythromycin ethylsuccinate (JP18/USP);
E.E.S. (TN);
Eryped (TN);
Erythrocin W (TN)
Product
  Generic
Formula
C43H75NO16
Exact mass
861.5086
Mol weight
862.0527
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
Same as: C12796
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]
Comment
Active form of prodrug: Erythromycin [DR:D00140]
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
      D01361  Erythromycin ethylsuccinate (JP18/USP) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01F MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
    J01FA Macrolides
     J01FA01 Erythromycin
      D01361  Erythromycin ethylsuccinate (JP18/USP) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA17 Erythromycin
      D01361  Erythromycin ethylsuccinate (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Macrolides
   Erythromycin
    D01361  Erythromycin ethylsuccinate (JP18/USP)
 Dermatological Agents
  Topical Anti-infectives
   Antibacterials, dermatological
    Erythromycin
     D01361  Erythromycin ethylsuccinate (JP18/USP)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Erythromycin
     D01361  Erythromycin ethylsuccinate (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
     D01361  Erythromycin ethylsuccinate (JP18/USP)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00436  Erythromycin
     D01361  Erythromycin ethylsuccinate
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG00436  Erythromycin
    D01361  Erythromycin ethylsuccinate
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00436  Erythromycin
    D01361  Erythromycin ethylsuccinate
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00436  Erythromycin
    D01361  Erythromycin ethylsuccinate
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D01361  Erythromycin ethylsuccinate
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D01361  Erythromycin ethylsuccinate (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D01361  Erythromycin ethylsuccinate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01361
 Drug transporters
  D01361
Prodrugs [br08324.html]
 D01361
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: 1264-62-6
PubChem: 7848424
ChEBI: 31555
LigandBox: D01361
NIKKAJI: J217.089B
LinkDB
KCF data

ATOM        60
            1   C1y C    26.6685   -9.4688
            2   C1z C    26.6685   -8.1507
            3   C1y C    25.5236  -10.1224
            4   O2a O    29.1257  -10.4999
            5   C1x C    25.5236   -7.4916
            6   O1a O    27.6627   -7.1957
            7   C1a C    27.9085   -8.5695
            8   C1y C    25.5236  -11.4405
            9   C1a C    24.5850   -9.1345
            10  C1y C    30.3129   -7.8458
            11  C1y C    25.5236   -6.1679
            12  O2a O    26.2385  -12.7531
            13  C1y C    24.3898  -12.0997
            14  C1y C    31.4424   -8.5142
            15  O2x O    30.3246   -6.5282
            16  C5x C    24.3898   -5.5143
            17  C1a C    26.6685   -5.5143
            18  C1y C    27.7044  -13.1571
            19  C7x C    23.2448  -11.4405
            20  C1a C    24.3898  -13.4176
            21  C1y C    32.6564   -7.8745
            22  O7a O    31.5013  -10.6489
            23  C1y C    31.4756   -5.8858
            24  C1y C    23.2448   -6.1679
            25  O5x O    24.3898   -4.1962
            26  C1x C    27.7044  -14.4698
            27  O2x O    28.8495  -12.4982
            28  O7x O    23.2448  -10.1224
            29  O6a O    22.2226  -12.3565
            30  C1x C    32.6027   -6.5617
            31  N1c N    33.7229   -8.5401
            32  C1a C    31.4946   -4.5703
            33  C1y C    23.2448   -7.4916
            34  C1a C    22.1055   -5.5143
            35  C1z C    28.8495  -15.1344
            36  C1y C    29.9831  -13.1571
            37  C1y C    22.1055   -9.4688
            38  C1z C    22.1055   -8.1507
            39  O1a O    24.3898   -8.1507
            40  C1y C    29.9831  -14.4698
            41  O2a O    28.8495  -16.4135
            42  C1a C    30.2457  -16.0840
            43  C1a C    31.1282  -12.5038
            44  C1b C    20.9659  -10.1224
            45  C1a C    20.8990   -8.6979
            46  O1a O    20.8990   -7.4861
            47  O1a O    31.1282  -15.1344
            48  C1a C    29.9106  -17.3407
            49  C1a C    20.9998  -11.2059
            50  C1a C    34.9280   -7.8560
            51  C7a C    32.6580  -11.3274
            52  O6a O    32.6580  -12.6811
            53  C1b C    33.7987  -10.6741
            54  C1b C    34.9498  -11.3443
            55  C1a C    33.7229   -9.8938
            56  C7a C    36.1516  -10.6561
            57  O7a O    37.3309  -11.3426
            58  O6a O    36.0870   -9.2405
            59  C1b C    38.5311  -10.6552
            60  C1a C    39.7112  -11.3421
BOND        62
            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   22  51 1
            54   51  52 2
            55   51  53 1
            56   53  54 1
            57   31  55 1
            58   54  56 1
            59   56  57 1
            60   56  58 2
            61   57  59 1
            62   59  60 1

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