KEGG   DRUG: Berythromycin
Entry
D03098                      Drug                                   
Name
Berythromycin (USAN/INN);
Erythromycin B
Formula
C37H67NO12
Exact mass
717.4663
Mol weight
717.9274
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: C06653
ATC code: D10AF02 J01FA01 S01AA17
Chemical structure group: DG00436
Product (DG00436): D00140<JP/US> D01361<JP/US> D02009<JP/US> D02184<JP/US>
Efficacy
Amebicide, Antibacterial, Protein biosynthesis inhibitor
Target
50S ribosomal subunit
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
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
      D03098  Berythromycin (USAN/INN)
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01F MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
    J01FA Macrolides
     J01FA01 Erythromycin
      D03098  Berythromycin (USAN/INN)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA17 Erythromycin
      D03098  Berythromycin (USAN/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00436  Erythromycin
     D03098  Berythromycin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG00436  Erythromycin
    D03098  Berythromycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG00436  Erythromycin
    D03098  Berythromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00436  Erythromycin
    D03098  Berythromycin
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D03098  Berythromycin (USAN/INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D03098
 Drug transporters
  D03098
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: 527-75-3
PubChem: 17397253
ChEBI: 28196
PDB-CCD: ERB[PDBj]
LigandBox: D03098
NIKKAJI: J69H
KCF data

ATOM        50
            1   C1y C    28.5600  -15.6100
            2   C1y C    27.3000  -16.3100
            3   O2a O    29.8200  -16.3100
            4   C1z C    28.5600  -14.2100
            5   C1y C    27.3000  -17.7800
            6   C1a C    26.3200  -15.3300
            7   C1y C    31.0100  -15.6100
            8   C1x C    27.3000  -13.4400
            9   O1a O    28.7700  -12.7400
            10  C1y C    26.1100  -18.4800
            11  C1y C    31.7100  -16.8700
            12  O2x O    31.7100  -14.4200
            13  C1y C    27.3000  -12.0400
            14  C7x C    24.8500  -17.7800
            15  C1a C    26.1100  -19.9500
            16  C1y C    33.1100  -16.8700
            17  O1a O    30.9400  -17.9900
            18  C1y C    33.1100  -14.4200
            19  C5x C    26.1100  -11.3400
            20  C1a C    28.5600  -11.3400
            21  O7x O    24.8500  -16.3100
            22  O6a O    24.0100  -18.3400
            23  C1x C    33.8100  -15.6100
            24  N1c N    34.2300  -17.8500
            25  C1a C    33.8100  -13.1600
            26  C1y C    24.8500  -12.0400
            27  O5x O    26.1100   -9.8700
            28  C1y C    23.5900  -15.6100
            29  C1a C    35.3500  -17.1500
            30  C1a C    35.4200  -18.6200
            31  C1y C    24.8500  -13.4400
            32  C1a C    23.5900  -11.3400
            33  C1y C    23.5900  -14.2100
            34  C1b C    22.3300  -16.3100
            35  O1a O    26.1100  -14.1400
            36  C1a C    22.4000  -13.3700
            37  C1a C    22.3300  -17.7800
            38  C1a C    29.6100  -14.6300
            39  O2a O    28.0000  -18.9700
            40  C1y C    29.1900  -19.6700
            41  C1x C    29.1900  -21.0000
            42  O2x O    30.3800  -18.9700
            43  C1z C    30.3100  -21.7000
            44  C1y C    31.5000  -19.6700
            45  C1y C    31.5000  -21.0000
            46  C1a C    32.6900  -18.9700
            47  O1a O    32.6900  -21.5600
            48  O2a O    30.3100  -23.1000
            49  C1a C    31.5000  -23.8000
            50  C1a C    31.5700  -22.4000
BOND        52
            1     1   2 1
            2     1   3 1 #Down
            3     1   4 1
            4     2   5 1
            5     2   6 1 #Down
            6     7   3 1 #Down
            7     4   8 1
            8     4   9 1 #Up
            9     5  10 1
            10    7  11 1
            11    7  12 1
            12    8  13 1
            13   10  14 1
            14   10  15 1 #Up
            15   11  16 1
            16   11  17 1 #Up
            17   12  18 1
            18   13  19 1
            19   13  20 1 #Down
            20   14  21 1
            21   14  22 2
            22   16  23 1
            23   16  24 1 #Down
            24   18  25 1 #Down
            25   19  26 1
            26   19  27 2
            27   21  28 1
            28   24  29 1
            29   24  30 1
            30   26  31 1
            31   26  32 1 #Up
            32   28  33 1
            33   28  34 1 #Down
            34   31  35 1 #Up
            35   33  36 1 #Down
            36   34  37 1
            37   18  23 1
            38   31  33 1
            39    4  38 1 #Down
            40    5  39 1 #Down
            41   40  41 1
            42   40  42 1
            43   41  43 1
            44   42  44 1
            45   43  45 1
            46   44  46 1 #Up
            47   45  47 1 #Down
            48   44  45 1
            49   43  48 1 #Down
            50   48  49 1
            51   43  50 1
            52   40  39 1 #Down

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