Erythromycin


Entry
D00140                      Drug                                   
Name
Erythromycin (JP18/USP/INN);
Akne-mycin (TN);
Eryc (TN);
Erygel (TN);
Pce (TN);
Staticin (TN);
T-stat (TN)
Product
ERYGEL (Mylan Pharmaceuticals)
  Generic
ERYTHROMYCIN (A-S Medication Solutions), ERYTHROMYCIN (A-S Medication Solutions), ERYTHROMYCIN (A-S Medication Solutions), ERYTHROMYCIN (A-S Medication Solutions), ERYTHROMYCIN (A-S Medication Solutions), ERYTHROMYCIN (A-S Medication Solutions), ERY-TAB (A-S Medication Solutions), ERYTHROMYCIN (Akorn), ERYTHROMYCIN (Amneal Pharmaceuticals NY LLC), ERYTHROMYCIN (Amneal Pharmaceuticals NY LLC), ERYTHROMYCIN (Arbor Pharmaceuticals), ERYTHROMYCIN (Arbor Pharmaceuticals), ERY-TAB (Arbor Pharmaceuticals), ERYTHROMYCIN (Ascend Laboratories), ERYTHROMYCIN (Asclemed USA), ERYTHROMYCIN (Asclemed USA), ERYTHROMYCIN (Bausch & Lomb Incorporated), ERY (Bryant Ranch Prepack), ERYTHROMYCIN (Bryant Ranch Prepack), ERYTHROMYCIN (Bryant Ranch Prepack), ERYTHROMYCIN (Cadila Pharmaceuticals Limited), ERYTHROMYCIN (Cardinal Health 107), ERYTHROMYCIN (Direct Rx), ERYTHROMYCIN (Direct_Rx), ERYTHROMYCIN (Henry Schein), ERYTHROMYCIN (MICRO LABS LIMITED), ERYTHROMYCIN (MWI), ERYTHROMYCIN (Mayne Pharma), ERYTHROMYCIN (McKesson Corporation), ERYTHROMYCIN (Modavar Pharmaceuticals LLC), ERYTHROMYCIN (Morton Grove Pharmaceuticals), ERYTHROMYCIN (Mylan Pharmaceuticals), ERYTHROMYCIN (Nivagen Pharmaceuticals), ERYTHROMYCIN (NuCare Pharmaceuticals), ERYTHROMYCIN (NuCare Pharmaceuticals), ERYTHROMYCIN (NuCare Pharmaceuticals), ERYTHROMYCIN (NuCare Pharmaceuticals), ERYTHROMYCIN (NuCare Pharmaceuticals), ERYTHROMYCIN (NuCare Pharmaceuticals), ERYTHROMYCIN (Orange Pharmaceuticals USA LLC), ERY-TAB (PD-Rx Pharmaceuticals), ERY-TAB (PD-Rx Pharmaceuticals), ERY-TAB (PD-Rx Pharmaceuticals), ERYTHROMYCIN (PD-Rx Pharmaceuticals), ERYTHROMYCIN (PD-Rx Pharmaceuticals), ERYTHROMYCIN (Padagis Israel Pharmaceuticals), ERY (Padagis Israel Pharmaceuticals), ERYTHROMYCIN (Padagis Israel Pharmaceuticals), ERYTHROMYCIN (Padagis US LLC), ERYTHROMYCIN (Preferred Pharmaceuticals), ERYTHROMYCIN (Proficient Rx LP), ERYTHROMYCIN (Proficient Rx LP), ERYTHROMYCIN (Proficient Rx LP), ERYTHROMYCIN (REMEDYREPACK), ERYTHROMYCIN (RPK Pharmaceuticals), ERYTHROMYCIN (Teligent Pharma), ERYTHROMYCIN (Teligent Pharma), ERYTHROMYCIN (Teva Pharmaceuticals USA), ERYTHROMYCIN (Torrent Pharmaceuticals Limited), ERYTHROMYCIN (Torrent Pharmaceuticals Limited), ERYTHROMYCIN (Wilshire Pharmaceuticals), ERYTHROMYCIN (Wilshire Pharmaceuticals), ERYTHROMYCIN GEL (SOLA Pharmaceuticals)
Formula
C37H67NO13
Exact mass
733.4612
Mol weight
733.9268
Structure
Simcomp
Sequence
0 Pyk  1 Mtk  2 Mtn  3 Mte  4 Mtk  5 Mtk  6 Mtn
  Type
PK
Source
Saccharopolyspora erythraea [TAX:1836]
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: C01912
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): D11646<US>
Efficacy
Antibacterial, Protein biosynthesis inhibitor
  Disease
Acne vulgaris [DS:H01445]
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]
Biosynthesis
map00522  Biosynthesis of 12-, 14- and 16-membered macrolides
Structure map
map07020  Macrolides and ketolides
Other map
map04976  Bile secretion
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
      D00140  Erythromycin (JP18/USP/INN) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01F MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
    J01FA Macrolides
     J01FA01 Erythromycin
      D00140  Erythromycin (JP18/USP/INN) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA17 Erythromycin
      D00140  Erythromycin (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Macrolides
   Erythromycin
    D00140  Erythromycin (JP18/USP/INN)
 Dermatological Agents
  Topical Anti-infectives
   Antibacterials, dermatological
    Erythromycin
     D00140  Erythromycin (JP18/USP/INN)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Erythromycin
     D00140  Erythromycin (JP18/USP/INN)
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
     D00140  Erythromycin (JP18/USP/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00436  Erythromycin
     D00140  Erythromycin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG00436  Erythromycin
    D00140  Erythromycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00436  Erythromycin
    D00140  Erythromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00436  Erythromycin
    D00140  Erythromycin
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D00140  Erythromycin
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D00140  Erythromycin (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00140  Erythromycin
  D00140  Erythromycin enteric-coated tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00140
 Drug transporters
  D00140
Prodrugs [br08324.html]
 D00140
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: 114-07-8
PubChem: 7847208
ChEBI: 42355
PDB-CCD: ERY[PDBj]
LigandBox: D00140
NIKKAJI: J2.892D
KCF data

ATOM        51
            1   C1y C    29.5344  -13.7288
            2   C1z C    29.5344  -12.3594
            3   C1y C    28.3449  -14.4078
            4   O2a O    31.5246  -14.4484
            5   C1x C    28.3449  -11.6747
            6   O1a O    30.5672  -11.3672
            7   C1a C    30.8225  -12.7945
            8   C1y C    28.3449  -15.7772
            9   C1a C    27.3697  -13.3814
            10  C1y C    33.1096  -13.7303
            11  C1y C    28.3449  -10.2995
            12  O2a O    29.0876  -17.1408
            13  C1y C    27.1669  -16.4620
            14  C1y C    34.2830  -14.4247
            15  O2x O    33.1216  -12.3614
            16  C5x C    27.1669   -9.6205
            17  C1a C    29.5344   -9.6205
            18  C1y C    30.6105  -17.5606
            19  C7x C    25.9774  -15.7772
            20  C1a C    27.1669  -17.8312
            21  C1y C    35.4739  -13.7601
            22  O1a O    34.2739  -15.7986
            23  C1y C    34.3175  -11.6941
            24  C1y C    25.9774  -10.2995
            25  O5x O    27.1669   -8.2511
            26  C1x C    30.6105  -18.9243
            27  O2x O    31.8001  -16.8760
            28  O7x O    25.9774  -14.4078
            29  O6a O    24.9155  -16.7288
            30  C1x C    35.4884  -12.3963
            31  N1c N    36.6522  -14.4516
            32  C1a C    34.3373  -10.3274
            33  C1y C    25.9774  -11.6747
            34  C1a C    24.7937   -9.6205
            35  C1z C    31.8001  -19.6148
            36  C1y C    32.9779  -17.5606
            37  C1y C    24.7937  -13.7288
            38  C1z C    24.7937  -12.3594
            39  O1a O    27.1669  -12.3594
            40  C1y C    32.9779  -18.9243
            41  O2a O    31.8001  -20.9437
            42  C1a C    33.2507  -20.6013
            43  C1a C    34.1675  -16.8818
            44  C1b C    23.6099  -14.4078
            45  C1a C    23.5404  -12.9279
            46  O1a O    23.5404  -11.6690
            47  O1a O    34.1675  -19.6148
            48  C1a C    32.9026  -21.9069
            49  C1a C    23.5747  -15.5334
            50  C1a C    37.9042  -13.7409
            51  C1a C    36.7130  -15.8195
BOND        53
            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