U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C37H67NO13
Molecular Weight 733.9268
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Erythromycin

SMILES

[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]2[C@H](C)[C@@H](O[C@]3([H])O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]2C

InChI

InChIKey=ULGZDMOVFRHVEP-RWJQBGPGSA-N
InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/68015643

Erythromycin ethylsuccinate (E.E.S.®, ERY-PED®) is an ester of erythromycin base and succinic acid. It is suitable for oral administration. Erythromycin is a macrolide antibiotic, produced by Saccharopolyspora erythraea (formerly Streptomyces erythraeus). It acts primarily as a bacteriostatic agent. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins. Erythromycin does not affect nucleic acid synthesis.

CNS Activity

Curator's Comment: Information about erythromycin ethylsuccinate is unavailable.

Originator

Curator's Comment: Information about erythromycin ethylsuccinate is unavailable.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Erythromycin

Approved Use

Erythromycin is indicated in the treatment of respiratory tract infections due to Mycoplasma pneumoniae; skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus; listeriosis caused by Listeria monocytogenes; diphtheria due to Corynebacterium diphtheriae infection, as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers; erythrasma due to Corynebacterium minutissimum infection.

Launch Date

1972
Curative
Erythromycin

Approved Use

Erythromycin is indicated in the treatment of respiratory tract infections due to Mycoplasma pneumoniae; skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus; listeriosis caused by Listeria monocytogenes; diphtheria due to Corynebacterium diphtheriae infection, as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers; erythrasma due to Corynebacterium minutissimum infection.

Launch Date

1972
Curative
Erythromycin

Approved Use

Erythromycin is indicated in the treatment of respiratory tract infections due to Mycoplasma pneumoniae; skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus; listeriosis caused by Listeria monocytogenes; diphtheria due to Corynebacterium diphtheriae infection, as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers; erythrasma due to Corynebacterium minutissimum infection.

Launch Date

1972
Curative
Erythromycin

Approved Use

Erythromycin is indicated in the treatment of respiratory tract infections due to Mycoplasma pneumoniae; skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus; listeriosis caused by Listeria monocytogenes; diphtheria due to Corynebacterium diphtheriae infection, as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers; erythrasma due to Corynebacterium minutissimum infection.

Launch Date

1972
Curative
Erythromycin

Approved Use

Erythromycin is indicated in the treatment of respiratory tract infections due to Mycoplasma pneumoniae; skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus; listeriosis caused by Listeria monocytogenes; diphtheria due to Corynebacterium diphtheriae infection, as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers; erythrasma due to Corynebacterium minutissimum infection.

Launch Date

1972
Curative
Davercin

Approved Use

For the topical treatment of acne vulgaris
Curative
Davercin

Approved Use

For the topical treatment of pneumonia
Curative
Davercin

Approved Use

Indicated for the treatment of bacterial endocarditis
Curative
Davercin

Approved Use

Unknown
Curative
E.E.S.

Approved Use

E.E.S. is indicated in the treatment of infections caused by susceptible strains of the designated organisms in the diseases listed below: Upper respiratory tract infections of mild to moderate degree caused by Streptococcus pyogenes, Streptococcus pneumoniae, or Haemophilus influenzae (when used concomitantly with adequate doses of sulfonamides, since many strains of H.influenzae are not susceptible to the erythromycin concentrations ordinarily achieved). Lower-respiratory tract infections of mild to moderate severity caused by Streptococcus pneumonia or Streptococcus pyogenes. Listeriosis caused by Listeria monocytogenes. Pertussis (whooping cough) caused by Bordetella pertussis. Erythromycin is effective in eliminating the organism from the nasopharynx of infected individuals rendering them noninfectious. Some clinical studies suggest that erythromycin may be helpful in the prophylaxis of pertussis in exposed susceptible individuals. Respiratory tract infections due to Mycoplasma pneumoniae. Skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus (resistant staphylococci may emerge during treatment). Diphtheria: Infections due to Corynebacterium diphtheria , as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers. Erythrasma: In the treatment of infections due to Corynebacterium minutissimum. Intestinal amebiasis caused by Entamoeba histolytica (oral erythromycins only). Extraenteric amebiasis requires treatment with other agents. Acute pelvic inflammatory disease caused by Neisseria gonorrhoeae: As an alternative drug in treatment of acute pelvic inflammatory disease caused by N.gonorrhoeae in female patients with a history of sensitivity to penicillin. Patients should have a serologic test for syphilis before receiving erythromycin as treatment of gonorrhea and a follow-up serologic test for syphilis after 3 months. Syphilis caused by Treponema pallidum: Erythromycin is an alternate choice of treatment for primary syphilis in patients allergic to the penicillins. In treatment of primary syphilis, spinal fluid examinations should be done before treatment and as part of follow-up after therapy. Erythromycins are indicated for the treatment of the following infections caused by Chlamydia trachomatis: conjunctivitis of the newborn, pneumonia of infancy, and urogenital infections during pregnancy. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of uncomplicated urethral, endocervical, or rectal infections in adults due to Chlamydia trachomatis. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of nongonococcal urethritis caused by Ureaplasma urealyticum. Legionnaires' Disease caused by Legionella pneumophila . Although no controlled clinical efficacy studies have been conducted, in vitro and limited preliminary clinical data suggest that erythromycin may be effective in treating Legionnaires' Disease.

Launch Date

1965
Curative
E.E.S.

Approved Use

E.E.S. is indicated in the treatment of infections caused by susceptible strains of the designated organisms in the diseases listed below: Upper respiratory tract infections of mild to moderate degree caused by Streptococcus pyogenes, Streptococcus pneumoniae, or Haemophilus influenzae (when used concomitantly with adequate doses of sulfonamides, since many strains of H.influenzae are not susceptible to the erythromycin concentrations ordinarily achieved). Lower-respiratory tract infections of mild to moderate severity caused by Streptococcus pneumonia or Streptococcus pyogenes. Listeriosis caused by Listeria monocytogenes. Pertussis (whooping cough) caused by Bordetella pertussis. Erythromycin is effective in eliminating the organism from the nasopharynx of infected individuals rendering them noninfectious. Some clinical studies suggest that erythromycin may be helpful in the prophylaxis of pertussis in exposed susceptible individuals. Respiratory tract infections due to Mycoplasma pneumoniae. Skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus (resistant staphylococci may emerge during treatment). Diphtheria: Infections due to Corynebacterium diphtheria , as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers. Erythrasma: In the treatment of infections due to Corynebacterium minutissimum. Intestinal amebiasis caused by Entamoeba histolytica (oral erythromycins only). Extraenteric amebiasis requires treatment with other agents. Acute pelvic inflammatory disease caused by Neisseria gonorrhoeae: As an alternative drug in treatment of acute pelvic inflammatory disease caused by N.gonorrhoeae in female patients with a history of sensitivity to penicillin. Patients should have a serologic test for syphilis before receiving erythromycin as treatment of gonorrhea and a follow-up serologic test for syphilis after 3 months. Syphilis caused by Treponema pallidum: Erythromycin is an alternate choice of treatment for primary syphilis in patients allergic to the penicillins. In treatment of primary syphilis, spinal fluid examinations should be done before treatment and as part of follow-up after therapy. Erythromycins are indicated for the treatment of the following infections caused by Chlamydia trachomatis: conjunctivitis of the newborn, pneumonia of infancy, and urogenital infections during pregnancy. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of uncomplicated urethral, endocervical, or rectal infections in adults due to Chlamydia trachomatis. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of nongonococcal urethritis caused by Ureaplasma urealyticum. Legionnaires' Disease caused by Legionella pneumophila . Although no controlled clinical efficacy studies have been conducted, in vitro and limited preliminary clinical data suggest that erythromycin may be effective in treating Legionnaires' Disease.

Launch Date

1965
Curative
E.E.S

Approved Use

E.E.S. is indicated in the treatment of infections caused by susceptible strains of the designated organisms in the diseases listed below: Upper respiratory tract infections of mild to moderate degree caused by Streptococcus pyogenes, Streptococcus pneumoniae, or Haemophilus influenzae (when used concomitantly with adequate doses of sulfonamides, since many strains of H.influenzae are not susceptible to the erythromycin concentrations ordinarily achieved). Lower-respiratory tract infections of mild to moderate severity caused by Streptococcus pneumonia or Streptococcus pyogenes. Listeriosis caused by Listeria monocytogenes. Pertussis (whooping cough) caused by Bordetella pertussis. Erythromycin is effective in eliminating the organism from the nasopharynx of infected individuals rendering them noninfectious. Some clinical studies suggest that erythromycin may be helpful in the prophylaxis of pertussis in exposed susceptible individuals. Respiratory tract infections due to Mycoplasma pneumoniae. Skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus (resistant staphylococci may emerge during treatment). Diphtheria: Infections due to Corynebacterium diphtheria , as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers. Erythrasma: In the treatment of infections due to Corynebacterium minutissimum. Intestinal amebiasis caused by Entamoeba histolytica (oral erythromycins only). Extraenteric amebiasis requires treatment with other agents. Acute pelvic inflammatory disease caused by Neisseria gonorrhoeae: As an alternative drug in treatment of acute pelvic inflammatory disease caused by N.gonorrhoeae in female patients with a history of sensitivity to penicillin. Patients should have a serologic test for syphilis before receiving erythromycin as treatment of gonorrhea and a follow-up serologic test for syphilis after 3 months. Syphilis caused by Treponema pallidum: Erythromycin is an alternate choice of treatment for primary syphilis in patients allergic to the penicillins. In treatment of primary syphilis, spinal fluid examinations should be done before treatment and as part of follow-up after therapy. Erythromycins are indicated for the treatment of the following infections caused by Chlamydia trachomatis: conjunctivitis of the newborn, pneumonia of infancy, and urogenital infections during pregnancy. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of uncomplicated urethral, endocervical, or rectal infections in adults due to Chlamydia trachomatis. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of nongonococcal urethritis caused by Ureaplasma urealyticum. Legionnaires' Disease caused by Legionella pneumophila . Although no controlled clinical efficacy studies have been conducted, in vitro and limited preliminary clinical data suggest that erythromycin may be effective in treating Legionnaires' Disease.

Launch Date

1965
Curative
E.E.S.

Approved Use

E.E.S. is indicated in the treatment of infections caused by susceptible strains of the designated organisms in the diseases listed below: Upper respiratory tract infections of mild to moderate degree caused by Streptococcus pyogenes, Streptococcus pneumoniae, or Haemophilus influenzae (when used concomitantly with adequate doses of sulfonamides, since many strains of H.influenzae are not susceptible to the erythromycin concentrations ordinarily achieved). Lower-respiratory tract infections of mild to moderate severity caused by Streptococcus pneumonia or Streptococcus pyogenes. Listeriosis caused by Listeria monocytogenes. Pertussis (whooping cough) caused by Bordetella pertussis. Erythromycin is effective in eliminating the organism from the nasopharynx of infected individuals rendering them noninfectious. Some clinical studies suggest that erythromycin may be helpful in the prophylaxis of pertussis in exposed susceptible individuals. Respiratory tract infections due to Mycoplasma pneumoniae. Skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus (resistant staphylococci may emerge during treatment). Diphtheria: Infections due to Corynebacterium diphtheria , as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers. Erythrasma: In the treatment of infections due to Corynebacterium minutissimum. Intestinal amebiasis caused by Entamoeba histolytica (oral erythromycins only). Extraenteric amebiasis requires treatment with other agents. Acute pelvic inflammatory disease caused by Neisseria gonorrhoeae: As an alternative drug in treatment of acute pelvic inflammatory disease caused by N.gonorrhoeae in female patients with a history of sensitivity to penicillin. Patients should have a serologic test for syphilis before receiving erythromycin as treatment of gonorrhea and a follow-up serologic test for syphilis after 3 months. Syphilis caused by Treponema pallidum: Erythromycin is an alternate choice of treatment for primary syphilis in patients allergic to the penicillins. In treatment of primary syphilis, spinal fluid examinations should be done before treatment and as part of follow-up after therapy. Erythromycins are indicated for the treatment of the following infections caused by Chlamydia trachomatis: conjunctivitis of the newborn, pneumonia of infancy, and urogenital infections during pregnancy. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of uncomplicated urethral, endocervical, or rectal infections in adults due to Chlamydia trachomatis. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of nongonococcal urethritis caused by Ureaplasma urealyticum. Legionnaires' Disease caused by Legionella pneumophila . Although no controlled clinical efficacy studies have been conducted, in vitro and limited preliminary clinical data suggest that erythromycin may be effective in treating Legionnaires' Disease.

Launch Date

1965
Curative
E.E.S.

Approved Use

E.E.S. is indicated in the treatment of infections caused by susceptible strains of the designated organisms in the diseases listed below: Upper respiratory tract infections of mild to moderate degree caused by Streptococcus pyogenes, Streptococcus pneumoniae, or Haemophilus influenzae (when used concomitantly with adequate doses of sulfonamides, since many strains of H.influenzae are not susceptible to the erythromycin concentrations ordinarily achieved). Lower-respiratory tract infections of mild to moderate severity caused by Streptococcus pneumonia or Streptococcus pyogenes. Listeriosis caused by Listeria monocytogenes. Pertussis (whooping cough) caused by Bordetella pertussis. Erythromycin is effective in eliminating the organism from the nasopharynx of infected individuals rendering them noninfectious. Some clinical studies suggest that erythromycin may be helpful in the prophylaxis of pertussis in exposed susceptible individuals. Respiratory tract infections due to Mycoplasma pneumoniae. Skin and skin structure infections of mild to moderate severity caused by Streptococcus pyogenes or Staphylococcus aureus (resistant staphylococci may emerge during treatment). Diphtheria: Infections due to Corynebacterium diphtheria , as an adjunct to antitoxin, to prevent establishment of carriers and to eradicate the organism in carriers. Erythrasma: In the treatment of infections due to Corynebacterium minutissimum. Intestinal amebiasis caused by Entamoeba histolytica (oral erythromycins only). Extraenteric amebiasis requires treatment with other agents. Acute pelvic inflammatory disease caused by Neisseria gonorrhoeae: As an alternative drug in treatment of acute pelvic inflammatory disease caused by N.gonorrhoeae in female patients with a history of sensitivity to penicillin. Patients should have a serologic test for syphilis before receiving erythromycin as treatment of gonorrhea and a follow-up serologic test for syphilis after 3 months. Syphilis caused by Treponema pallidum: Erythromycin is an alternate choice of treatment for primary syphilis in patients allergic to the penicillins. In treatment of primary syphilis, spinal fluid examinations should be done before treatment and as part of follow-up after therapy. Erythromycins are indicated for the treatment of the following infections caused by Chlamydia trachomatis: conjunctivitis of the newborn, pneumonia of infancy, and urogenital infections during pregnancy. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of uncomplicated urethral, endocervical, or rectal infections in adults due to Chlamydia trachomatis. When tetracyclines are contraindicated or not tolerated, erythromycin is indicated for the treatment of nongonococcal urethritis caused by Ureaplasma urealyticum. Legionnaires' Disease caused by Legionella pneumophila . Although no controlled clinical efficacy studies have been conducted, in vitro and limited preliminary clinical data suggest that erythromycin may be effective in treating Legionnaires' Disease.

Launch Date

1965
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.18 μg/mL
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
2.44 μg/mL
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1.62 μg/mL
250 mg 4 times / day multiple, oral
dose: 250 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
ERYTHROMYCIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1.99 μg/mL
250 mg 4 times / day multiple, oral
dose: 250 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
ERYTHROMYCIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1161.5 ng/mL
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
1386.1 ng/mL
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
3.1 μg × h/mL
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
6.1 μg × h/mL
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3544.7 ng × h/mL
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
4096.7 ng × h/mL
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
4.48 h
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
5.31 h
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ERYTHROMYCIN unknown
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
5 g 1 times / day single, oral
Studied dose
Dose: 5 g, 1 times / day
Route: oral
Route: single
Dose: 5 g, 1 times / day
Sources:
healthy, 12 years
n = 1
Health Status: healthy
Age Group: 12 years
Sex: F
Population Size: 1
Sources:
Other AEs: Pancreatitis...
Other AEs:
Pancreatitis
Sources:
5.3 g 1 times / day single, oral
Studied dose
Dose: 5.3 g, 1 times / day
Route: oral
Route: single
Dose: 5.3 g, 1 times / day
Sources:
healthy, 15 years
n = 1
Health Status: healthy
Age Group: 15 years
Sex: F
Population Size: 1
Sources:
Other AEs: Pancreatitis...
Other AEs:
Pancreatitis
Sources:
500 mg 2 times / day multiple, oral
Recommended
Dose: 500 mg, 2 times / day
Route: oral
Route: multiple
Dose: 500 mg, 2 times / day
Sources:
unhealthy, mean age 30 years
n = 35
Health Status: unhealthy
Condition: maxillary sinusitis
Age Group: mean age 30 years
Sex: M+F
Population Size: 35
Sources:
Disc. AE: Vomiting...
AEs leading to
discontinuation/dose reduction:
Vomiting (2.8%)
Sources:
500 mg 3 times / day multiple, oral
Recommended
Dose: 500 mg, 3 times / day
Route: oral
Route: multiple
Dose: 500 mg, 3 times / day
Sources:
unhealthy, mean age 30 years
n = 41
Health Status: unhealthy
Condition: maxillary sinusitis
Age Group: mean age 30 years
Sex: M+F
Population Size: 41
Sources:
Disc. AE: Nausea, Abdominal pain...
AEs leading to
discontinuation/dose reduction:
Nausea (14.6%)
Abdominal pain (4.9%)
Sources:
500 mg 2 times / day multiple, oral
Recommended
Dose: 500 mg, 2 times / day
Route: oral
Route: multiple
Dose: 500 mg, 2 times / day
Sources:
unhealthy, mean age 44 years
n = 120
Health Status: unhealthy
Condition: streptococcal pharyngitis
Age Group: mean age 44 years
Sex: M+F
Population Size: 120
Sources:
Disc. AE: Epigastralgia, Nausea...
AEs leading to
discontinuation/dose reduction:
Epigastralgia (grade 2-3, 2.5%)
Nausea (grade 3, 3.3%)
Vomiting (grade 2, 0.8%)
Sources:
100 mg single, intravenous
Dose: 100 mg
Route: intravenous
Route: single
Dose: 100 mg
Sources:
unhealthy
n = 9
Health Status: unhealthy
Condition: Parkinson's Disease
Population Size: 9
Sources:
Other AEs: Akathisia, Diarrhea...
Other AEs:
Akathisia (below serious, 1 patient)
Diarrhea (below serious, 1 patient)
Sources:
AEs

AEs

AESignificanceDosePopulation
Pancreatitis
5 g 1 times / day single, oral
Studied dose
Dose: 5 g, 1 times / day
Route: oral
Route: single
Dose: 5 g, 1 times / day
Sources:
healthy, 12 years
n = 1
Health Status: healthy
Age Group: 12 years
Sex: F
Population Size: 1
Sources:
Pancreatitis
5.3 g 1 times / day single, oral
Studied dose
Dose: 5.3 g, 1 times / day
Route: oral
Route: single
Dose: 5.3 g, 1 times / day
Sources:
healthy, 15 years
n = 1
Health Status: healthy
Age Group: 15 years
Sex: F
Population Size: 1
Sources:
Vomiting 2.8%
Disc. AE
500 mg 2 times / day multiple, oral
Recommended
Dose: 500 mg, 2 times / day
Route: oral
Route: multiple
Dose: 500 mg, 2 times / day
Sources:
unhealthy, mean age 30 years
n = 35
Health Status: unhealthy
Condition: maxillary sinusitis
Age Group: mean age 30 years
Sex: M+F
Population Size: 35
Sources:
Nausea 14.6%
Disc. AE
500 mg 3 times / day multiple, oral
Recommended
Dose: 500 mg, 3 times / day
Route: oral
Route: multiple
Dose: 500 mg, 3 times / day
Sources:
unhealthy, mean age 30 years
n = 41
Health Status: unhealthy
Condition: maxillary sinusitis
Age Group: mean age 30 years
Sex: M+F
Population Size: 41
Sources:
Abdominal pain 4.9%
Disc. AE
500 mg 3 times / day multiple, oral
Recommended
Dose: 500 mg, 3 times / day
Route: oral
Route: multiple
Dose: 500 mg, 3 times / day
Sources:
unhealthy, mean age 30 years
n = 41
Health Status: unhealthy
Condition: maxillary sinusitis
Age Group: mean age 30 years
Sex: M+F
Population Size: 41
Sources:
Vomiting grade 2, 0.8%
Disc. AE
500 mg 2 times / day multiple, oral
Recommended
Dose: 500 mg, 2 times / day
Route: oral
Route: multiple
Dose: 500 mg, 2 times / day
Sources:
unhealthy, mean age 44 years
n = 120
Health Status: unhealthy
Condition: streptococcal pharyngitis
Age Group: mean age 44 years
Sex: M+F
Population Size: 120
Sources:
Epigastralgia grade 2-3, 2.5%
Disc. AE
500 mg 2 times / day multiple, oral
Recommended
Dose: 500 mg, 2 times / day
Route: oral
Route: multiple
Dose: 500 mg, 2 times / day
Sources:
unhealthy, mean age 44 years
n = 120
Health Status: unhealthy
Condition: streptococcal pharyngitis
Age Group: mean age 44 years
Sex: M+F
Population Size: 120
Sources:
Nausea grade 3, 3.3%
Disc. AE
500 mg 2 times / day multiple, oral
Recommended
Dose: 500 mg, 2 times / day
Route: oral
Route: multiple
Dose: 500 mg, 2 times / day
Sources:
unhealthy, mean age 44 years
n = 120
Health Status: unhealthy
Condition: streptococcal pharyngitis
Age Group: mean age 44 years
Sex: M+F
Population Size: 120
Sources:
Akathisia below serious, 1 patient
100 mg single, intravenous
Dose: 100 mg
Route: intravenous
Route: single
Dose: 100 mg
Sources:
unhealthy
n = 9
Health Status: unhealthy
Condition: Parkinson's Disease
Population Size: 9
Sources:
Diarrhea below serious, 1 patient
100 mg single, intravenous
Dose: 100 mg
Route: intravenous
Route: single
Dose: 100 mg
Sources:
unhealthy
n = 9
Health Status: unhealthy
Condition: Parkinson's Disease
Population Size: 9
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
likely
moderate [IC50 9.9 uM]
yes (co-administration study)
Comment: Erythromycin increased mean Cmax value of simvastatin 3.4 fold and AUC0-24 value 6.2 fold; coadministered erythromycin has been reported to increase AUCs of simvastatin, triazolam, and midazolam 6.2-, 3.6-, and 3.8-fold, respectively; A significant increase in colchicine plasma concentration is anticipated when co-administered with moderate CYP3A4 inhibitors such as erythromycin;
Page: 10.0
yes [IC50 217 uM]
yes [IC50 22.7 uM]
yes [IC50 34 uM]
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
yes
yes
likely (co-administration study)
Comment: Coadministration of erythromycin and a drug primarily metabolized by CYP3A may be associated with elevations in drug concentrations that could increase or prolong both the therapeutic and adverse effects of the concomitant drug
Page: 9.0
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
A C-13 relaxation study on erythromycin A cyclic 11,12-carbonate.
1978 May
Comparison of the mechanism of action of cyclic 11,12-erythromycin A carbonate and erythromycin A.
1980
Drug-induced gallbladder disease. Incidence, aetiology and management.
1992 Jan-Feb
The in-vitro activity of two new quinolones: rufloxacin and MF 961.
1992 Jun
[In vitro activity of sparfloxacin against mycoplasmas].
1992 May
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
Bioavailability and stability of erythromycin delayed release tablets.
2001 Dec
Massive venlafaxine overdose resulted in a false positive Abbott AxSYM urine immunoassay for phencyclidine.
2003
Mixed chimerism of erythro- and megakaryopoiesis following allogeneic bone marrow transplantation.
2003
Synthesis of (+)-aptosimon, a 4-oxofurofuran lignan, by erythro selective aldol condensation and stereoconvergent cyclization as the key reactions.
2003 Apr
Gamma-fluorinated analogues of glutamic acid and glutamine.
2003 Apr
[Postoperative ileus: part II (Clinical therapy)].
2003 Apr
Ipobscurines C and D: macrolactam-type indole alkaloids from the seeds of Ipomoea obscura.
2003 Apr
Effects of amphotericin B and caspofungin on histamine expression.
2003 Aug
Iclaprim, a novel diaminopyrimidine with potent activity on trimethoprim sensitive and resistant bacteria.
2003 Dec 1
Effect of erythromycin on contractile response of uterine smooth muscle strips in non-pregnant rats.
2003 Jan-Feb
Guaiacylglycerol-7'-O-methyl 8'-vanillic acid ether and related compounds from Boreava orientalis.
2003 Jan-Feb
A novel enzyme, D-3-hydroxyaspartate aldolase from Paracoccus denitrificans IFO 13301: purification, characterization, and gene cloning.
2003 Jul
Stereoselective biosynthesis of chloroarylpropane diols by the basidiomycete Bjerkandera adusta.
2003 Jul
Amifostine does not preferentially stimulate the growth of residual polyclonal progenitor cells in myelodysplastic syndromes.
2003 Jul
Modifications to the N-terminus but not the C-terminus of calcitonin gene-related peptide(8-37) produce antagonists with increased affinity.
2003 Jun 5
A highly chemoselective, diastereoselective, and regioselective epoxidation of chiral allylic alcohols with hydrogen peroxide, catalyzed by sandwich-type polyoxometalates: enhancement of reactivity and control of selectivity by the hydroxy group through metal-alcoholate bonding.
2003 Mar 7
Systematic synthesis of Bis-THF ring cores in annonaceous acetogenins.
2003 May 1
Ratio of erythro and threo forms of beta-O-4 structures in tension wood lignin.
2003 Nov
[Hantavirus-induced acute renal failure. A case report].
2003 Oct
A novel three-component reaction catalyzed by dirhodium(II) acetate: decomposition of phenyldiazoacetate with arylamine and imine for highly diastereoselective synthesis of 1,2-diamines.
2003 Oct 16
Isolation and antimicrobial susceptibility of Aeromonas salmonicida in rainbow trout (Oncorhynchus mykiss) in turkey hatchery farms.
2003 Sep
The relationship of physico-chemical properties and structure to the differential antiplasmodial activity of the cinchona alkaloids.
2003 Sep 1
erythro-1-Naphthyl-1-(2-piperidyl)methanol: synthesis, resolution, NMR relative configuration, and VCD absolute configuration.
2003 Sep 19
Bitterness evaluation of medicines for pediatric use by a taste sensor.
2004 Aug
Delayed Gastric Emptying in Functional Dyspepsia.
2004 Aug
Local mechanisms underlying the regulatory effect of Kropanol on hemopoiesis during paradoxical sleep deprivation.
2004 Feb
Dicloxacillin and erythromycin at high concentrations increase ICAM-1 expression by endothelial cells: a possible factor in the pathogenesis of infusion phlebitis.
2004 Feb
[3 + 2] Cycloreversion of bicyclo[m.3.0]alkan-3-on-2-yl-1-oxonium ylides to alkenyloxyketenes. Stereospecific aspect.
2004 Feb 20
Cytochrome P450/NADPH-dependent formation of trans epoxides from trans-arachidonic acids.
2004 Feb 23
Validation of a [3H]astemizole binding assay in HEK293 cells expressing HERG K+ channels.
2004 Jul
Highly diastereoselective reductive coupling of 2-bromo-2,3,3,3-tetrafluoropropanamide with aldehydes promoted by triphenylphosphine-titanium(IV) isopropoxide. An efficient route to the synthesis of erythro-alpha-fluoro-alpha-(trifluoromethyl)-beta-hydroxy amides.
2004 Jul 23
[Usefulness of oral exfoliative cytology for the diagnosis of oral squamous dysplasia and carcinoma].
2004 Mar
Conformational study of a guaiacyl beta-O-4 lignin model compound by NMR. Examination of intramolecular hydrogen bonding interactions and conformational flexibility in solution.
2004 Mar
Mechanism of beta-silyl diacyl peroxide decomposition: a mild and stereoselective synthesis of beta-silyl esters.
2004 May 28
Effects of colchicine on the maximum biliary excretion of cholephilic compounds in rats.
2004 Sep
Initial (latent) polycythemia vera with thrombocytosis mimicking essential thrombocythemia.
2005
In vitro and in vivo activities of macrolide derivatives against Mycobacterium tuberculosis.
2005 Apr
Comparison of information on the pharmacokinetic interactions of Ca antagonists in the package inserts from three countries (Japan, USA and UK).
2005 Aug
On the CH...Cu agostic interaction: chiral copper(II) compounds with ephedrine and pseudoephedrine derivatives.
2005 Aug 14
On-line identification of sugarcane (Saccharum officinarum L.) methoxyflavones by liquid chromatography-UV detection using post-column derivatization and liquid chromatography-mass spectrometry.
2005 Jul 29
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Molecular recognition of sialic acid end groups by phenylboronates.
2005 Jun 20
[Biological effects of a natural alkyl-diacylglyceride preparation in rats with experimental cardioangiopathy].
2005 Mar-Apr
Transport mechanism and substrate specificity of human organic anion transporter 2 (hOat2 [SLC22A7]).
2005 May
Patents

Sample Use Guides

Initial dose - 30 mg/kg, then 15 mg/kg every 12 hours.
Route of Administration: Other
In Vitro Use Guide
At the concentration which stops polylysine synthesis by more than 80% (about 0.5 nM/100 pM of 70S ribosomes), the Erythromycin cyclocarbonate inhibited but slightly binding of phage f2 RNA to ribosomes.
Name Type Language
Erythromycin
EP   GREEN BOOK   HSDB   INN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN  
Official Name English
ERYTHROMYCIN [MART.]
Common Name English
Erythromycin [WHO-DD]
Common Name English
TORLAMICINA
Common Name English
ROBIMYCIN
Brand Name English
A/T/S
Brand Name English
ERYTHROMYCINUM [WHO-IP LATIN]
Common Name English
ERYTHROMYCIN [ORANGE BOOK]
Common Name English
ERYGEL
Brand Name English
E-SOLVE 2
Brand Name English
ERYTHROMYCIN [HSDB]
Common Name English
ERYCETTE
Brand Name English
ERYTHROMYCIN COMPONENT OF BENZAMYCIN
Common Name English
E-GLADES
Brand Name English
NSC-55929
Code English
ERYTHRA-DERM
Brand Name English
ERYTHROMYCIN-A
Common Name English
E-BASE
Brand Name English
ERYTHROMYCIN A
Common Name English
ERYTHROMYCIN [EP MONOGRAPH]
Common Name English
PCE (ERYTHROMYCIN)
Brand Name English
ERYTHRO-STATIN
Brand Name English
ERYTHROMYCIN ESTOLATE IMPURITY, FREE ERYTHROMYCIN- [USP IMPURITY]
Common Name English
ERY-TAB
Brand Name English
PANTOMICINA
Common Name English
ERYTHROMYCIN [WHO-IP]
Common Name English
R-P MYCIN
Brand Name English
ILOTYCIN
Brand Name English
ERYTHROMYCIN [GREEN BOOK]
Common Name English
ERYTHROMYCIN ESTOLATE IMPURITY, FREE ERYTHROMYCIN [EP IMPURITY]
Common Name English
erythromycin [INN]
Common Name English
T-STAT
Brand Name English
STATICIN
Brand Name English
J01FA01
Code English
ERYDERM
Brand Name English
SANSAC
Brand Name English
ERYTHROMYCIN [JAN]
Common Name English
EMGEL
Brand Name English
AKNE-MYCIN
Brand Name English
BENZAMYCIN COMPONENT ERYTHROMYCIN
Common Name English
ERYTHROMYCIN [VANDF]
Common Name English
ERYMAX
Brand Name English
ERYTHROMYCIN [MI]
Common Name English
ERYTHROMYCIN [USP MONOGRAPH]
Common Name English
E-MYCIN
Brand Name English
ERYC
Brand Name English
ERYTHROMYCIN [USP-RS]
Common Name English
C-SOLVE-2
Brand Name English
Classification Tree Code System Code
NDF-RT N0000007529
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-ATC S01AA17
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-ATC D10AF52
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
LIVERTOX NBK547881
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-ATC D10AF02
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
NDF-RT N0000175877
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-VATC QJ51RF02
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.2
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
CFR 21 CFR 520.823
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-VATC QD10AF02
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-VATC QS01AA17
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
NDF-RT N0000007529
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
NDF-RT N0000009982
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
NCI_THESAURUS C261
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-VATC QJ01FA01
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-VATC QJ51FA01
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
NDF-RT N0000175935
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
WHO-ATC J01FA01
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
CFR 21 CFR 522.820
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
CFR 21 CFR 526.820
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
CFR 21 CFR 556.230
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
CFR 21 CFR 558.248
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
NDF-RT N0000007529
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2110577
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL532
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
PUBCHEM
12560
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
NSC
55929
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
LACTMED
Erythromycin
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
IUPHAR
1456
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
SMS_ID
100000092382
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
EVMPD
SUB06605MIG
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
RS_ITEM_NUM
1242000
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
HSDB
3074
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
FDA UNII
63937KV33D
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
DRUG CENTRAL
1048
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
DAILYMED
63937KV33D
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
CHEBI
64268
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
INN
39
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
DRUG BANK
DB00199
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
RXCUI
4053
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY RxNorm
WHO INTERNATIONAL PHARMACOPEIA
ERYTHROMYCIN
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY Description: White or slightly yellow crystals or powder; odourless or almost odourless.Solubility: Soluble in 1000 parts of water but less soluble in hot water; freely soluble in ethanol (~750 g/l) TS and ether R.Category: Antibacterial drug.Storage: Erythromycin should be kept in a tightly closed container, protected from light.Additional information: Erythromycin is slightly hygroscopic.Definition: Erythromycin is a mixture of substances produced by the growth of certain strains of Streptomyces erythreus. The main component of the mixture is erythromycin A with lesser amounts of erythromycins B and C.
EPA CompTox
DTXSID4022991
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
WIKIPEDIA
ERYTHROMYCIN
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
MERCK INDEX
m5009
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C476
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
CAS
114-07-8
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
CHEBI
42355
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
MESH
D004917
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-040-1
Created by admin on Sat Dec 16 17:10:13 GMT 2023 , Edited by admin on Sat Dec 16 17:10:13 GMT 2023
PRIMARY