erythromycin indications/contra

Stem definitionDrug idCAS RN
antibiotics, produced by Streptomyces strains 1048 114-07-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • erythromycin gluceptate
  • erythromycin lactobionate
  • erythromycin stearate
  • erythromycin
  • Erythromycin A
  • erythrocin
A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. 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.
  • Molecular weight: 733.94
  • Formula: C37H67NO13
  • CLOGP: 1.61
  • LIPINSKI: 2
  • HAC: 14
  • HDO: 5
  • TPSA: 193.91
  • ALOGS: -3.20
  • ROTB: 7

Drug dosage:

DoseUnitRoute
1 g O
2 g O
1 g P

Approvals:

DateAgencyCompanyOrphan
June 24, 1964 FDA ARBOR PHARMS LLC

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug hypersensitivity 5256.22 42.78 1069 1329 34611 3348850
Drug interaction 406.54 42.78 160 2238 46652 3336809
Rash 246.18 42.78 128 2270 70693 3312768
Vomiting 202.25 42.78 122 2276 89409 3294052
Exposure during pregnancy 166.21 42.78 73 2325 27490 3355971
Dyspnoea 127.81 42.78 97 2301 102837 3280624
Nausea 124.44 42.78 105 2293 129540 3253921
Hypersensitivity 118.46 42.78 58 2340 27842 3355619
Abdominal discomfort 116.86 42.78 51 2347 18833 3364628
Stevens-Johnson syndrome 102.16 42.78 35 2363 6737 3376724
Diarrhoea 96.76 42.78 83 2315 104265 3279196
Oligohydramnios 95.38 42.78 22 2376 992 3382469
Urticaria 93.65 42.78 50 2348 28677 3354784
Abortion spontaneous 93.23 42.78 37 2361 10748 3372713
Anaphylactic reaction 89.72 42.78 38 2360 13016 3370445
Rhabdomyolysis 86.07 42.78 39 2359 15690 3367771
Amniotic cavity infection 84.79 42.78 16 2382 264 3383197
Premature baby 84.70 42.78 31 2367 7222 3376239
Caesarean section 82.57 42.78 27 2371 4499 3378962
Toxic epidermal necrolysis 82.45 42.78 27 2371 4518 3378943
Ototoxicity 82.41 42.78 17 2381 451 3383010
Pyrexia 82.23 42.78 68 2330 81047 3302414
Renal failure 81.91 42.78 48 2350 32892 3350569
Pruritus 80.58 42.78 54 2344 46779 3336682
Purpura senile 78.01 42.78 11 2387 21 3383440
Drug intolerance 76.61 42.78 33 2365 11765 3371696
Acute generalised exanthematous pustulosis 74.90 42.78 21 2377 2078 3381383
Torsade de pointes 71.51 42.78 22 2376 3007 3380454
Maternal drugs affecting foetus 66.77 42.78 22 2376 3749 3379712
Tarsal tunnel syndrome 64.92 42.78 10 2388 43 3383418

Pharmacologic Action:

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SourceCodeDescription
ATC D10AF02 DERMATOLOGICALS
ANTI-ACNE PREPARATIONS
ANTI-ACNE PREPARATIONS FOR TOPICAL USE
Antiinfectives for treatment of acne
ATC D10AF52 DERMATOLOGICALS
ANTI-ACNE PREPARATIONS
ANTI-ACNE PREPARATIONS FOR TOPICAL USE
Antiinfectives for treatment of acne
ATC J01FA01 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
Macrolides
ATC S01AA17 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Antibiotics
FDA PE N0000009982 Decreased Sebaceous Gland Activity
FDA EPC N0000175877 Macrolide
FDA EPC N0000175935 Macrolide Antimicrobial
FDA Chemical/Ingredient N0000007529 Macrolides
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D005765 Gastrointestinal Agents
MeSH PA D011500 Protein Synthesis Inhibitors

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Acute otitis media indication 3110003
Listeriosis indication 4241002 DOID:11573
Gonorrhea indication 15628003 DOID:7551
Infection of skin AND/OR subcutaneous tissue indication 19824006
Acute gonococcal cervicitis indication 20943002 DOID:10615
Pertussis indication 27836007
Acute gonococcal urethritis indication 29864006
Neonatal conjunctivitis indication 34298002 DOID:9699
Gonorrhea of rectum indication 42746002
Pneumonia due to Mycoplasma pneumoniae indication 46970008
Bacterial pneumonia indication 53084003 DOID:874
Acute gonococcal endometritis indication 65295003 DOID:7527
Acute bacterial sinusitis indication 75498004
Syphilis indication 76272004
Pneumococcal pharyngitis indication 76651006
Nongonococcal urethritis indication 84619001
Acne vulgaris indication 88616000
Urethritis due to Chlamydia trachomatis indication 179101003
Chlamydial conjunctivitis indication 231861005 DOID:13800
Pneumococcal pneumonia indication 233607000
Chlamydial pneumonia indication 233609002
Neonatal pneumonia indication 233619008
Erythrasma indication 238418005 DOID:4131
Streptococcus pyogenes infection indication 302809008
Infective otitis media indication 312218008
Diphtheria indication 397428000
Infection due to Staphylococcus aureus indication 406602003
Preoperative Bowel Preparation indication
Recurrent Persistent Urethritis indication
Superficial Ocular Infection indication
Prevention of Bacterial Endocarditis indication
Rectal Chlamydia Trachomatis Infection indication
Chlamydia Cervicitis indication
Legionnaires' Disease indication
Rheumatic Fever Prevention indication
Prevention of Neonatal Ophthalmia indication
Pneumococcal Acute Otitis Media indication
Haemophilus Influenzae Acute Otitis Media indication
Torsades de pointes contraindication 31722008
Third trimester pregnancy contraindication 41587001
Megaloblastic anemia due to folate deficiency contraindication 85649008 DOID:14026
Kidney disease contraindication 90708001 DOID:2527
Myasthenia gravis contraindication 91637004 DOID:437
Cholestatic hepatitis contraindication 95556007
Anemia due to enzyme deficiency contraindication 111577008
Prolonged QT interval contraindication 111975006
Hearing disorder contraindication 128540005
Liver function tests abnormal contraindication 166603001
Disease of blood AND/OR blood-forming organ contraindication 191124002 DOID:74
Disease of liver contraindication 235856003 DOID:409
Pseudomembranous enterocolitis contraindication 397683000 DOID:0060185
Erythroderma contraindication 399992009
Porphyria contraindication 418470004 DOID:13268
Congenital long QT syndrome contraindication 442917000
Inflammatory dermatosis contraindication 703938007 DOID:2723
Trachoma off-label use 2576002 DOID:11265
Inhalational anthrax off-label use 11389007
Actinomycotic infection off-label use 11817007 DOID:8478
Enteric campylobacteriosis off-label use 18081009
Lyme disease off-label use 23502006 DOID:11729
Granuloma inguinale off-label use 28867007 DOID:9113
Sinusitis off-label use 36971009
Erysipelas off-label use 44653001 DOID:11330
Blepharoconjunctivitis off-label use 68659002 DOID:2456
Cutaneous anthrax off-label use 84980006 DOID:7426
Ecthyma off-label use 85791004 DOID:11907
Gastrointestinal anthrax off-label use 111798006 DOID:13386
Bacterial conjunctivitis off-label use 128350005 DOID:9700
Bacterial infection of skin off-label use 128936008
Lymphogranuloma venereum off-label use 186946009 DOID:13819
Gastroesophageal reflux disease off-label use 235595009 DOID:8534
Gastroparesis off-label use 235675006 DOID:11914
Chancroid off-label use 266143009 DOID:13778
Meibomianitis off-label use 309779001
Infective blepharitis off-label use 312219000
Bacterial keratitis off-label use 314557000
Erysipeloid off-label use 400105005
Anthrax off-label use 409498004 DOID:7427
Relapsing fever off-label use 420079008 DOID:13034
Listeria Monocytogenes Septicemia off-label use
Gastroscopy Adjunct off-label use
Ureaplasma Pneumonia off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.65 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Aldehyde oxidase Enzyme IC50 4.82 WOMBAT-PK
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 7.41 CHEMBL
Motilin receptor GPCR Ki 4.43 CHEMBL
Bile salt export pump Transporter IC50 5.39 CHEMBL

External reference:

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IDSource
DB00199 DRUGBANK_ID
4017594 VUID
N0000145975 NUI
C0014806 UMLSCUI
1456 IUPHAR_LIGAND_ID
D00140 KEGG_DRUG
CHEMBL532 ChEMBL_ID
2AY21R0U64 UNII
23067-13-2 SECONDARY_CAS_RN
39 INN_ID
372694001 SNOMEDCT_US
4799 MMSL
4053 RXNORM
30427009 SNOMEDCT_US
4675 MMSL
d00046 MMSL
4017594 VANDF
72164 MMSL
N0000145975 NDFRT
N0000007133 NDFRT
002755 NDDF
CHEMBL1200506 ChEMBL_ID
CHEMBL1200510 ChEMBL_ID
C011462 MESH_SUPPLEMENTAL_RECORD_UI
D004917 MESH_DESCRIPTOR_UI
C010948 MESH_SUPPLEMENTAL_RECORD_UI
CHEMBL2110577 ChEMBL_ID
CHEMBL3545060 ChEMBL_ID
12560 PUBCHEM_CID
CHEBI:42355 CHEBI
ERY PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0051-3389 TABLET 500 mg ORAL Approved Drug Product Manufactured Under Contract 1 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0051-6227 TABLET, FILM COATED 500 mg ORAL Approved Drug Product Manufactured Under Contract 1 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0051-6290 TABLET 333 mg ORAL Approved Drug Product Manufactured Under Contract 1 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0051-6326 TABLET, FILM COATED 250 mg ORAL Approved Drug Product Manufactured Under Contract 1 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0168-0215 SOLUTION 20 mg TOPICAL ANDA 11 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0168-0216 GEL 20 mg TOPICAL ANDA 11 sections
Erythrocin Stearate HUMAN PRESCRIPTION DRUG LABEL 1 0179-0105 TABLET, FILM COATED 250 mg ORAL ANDA 14 sections
ERYTHROMYCIN HUMAN PRESCRIPTION DRUG LABEL 1 0179-0117 CAPSULE, DELAYED RELEASE 250 mg ORAL ANDA 13 sections
Benzamycin HUMAN PRESCRIPTION DRUG LABEL 2 0187-5205 KIT 30 mg None NDA 11 sections
Erythromycin and Benzoyl Peroxide HUMAN PRESCRIPTION DRUG LABEL 2 0374-5060 GEL 30 mg TOPICAL ANDA 10 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0404-7191 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections
Erythrocin Lactobionate HUMAN PRESCRIPTION DRUG LABEL 1 0409-6476 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION 500 mg INTRAVENOUS ANDA 13 sections
Erythrocin Lactobionate HUMAN PRESCRIPTION DRUG LABEL 1 0409-6482 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION 500 mg INTRAVENOUS NDA 13 sections
erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 0574-4024 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections
Erythromycin and Benzoyl Peroxide HUMAN PRESCRIPTION DRUG LABEL 2 0781-7054 KIT 30 mg TOPICAL ANDA 11 sections
Erythromycin and Benzoyl Peroxide HUMAN PRESCRIPTION DRUG LABEL 2 0781-7094 KIT 30 mg TOPICAL ANDA 11 sections
Erythrocin Stearate HUMAN PRESCRIPTION DRUG LABEL 1 10544-594 TABLET, FILM COATED 250 mg ORAL ANDA 13 sections
Erythrocin Stearate HUMAN PRESCRIPTION DRUG LABEL 1 10544-595 TABLET, FILM COATED 500 mg ORAL ANDA 13 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 13985-605 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections
ERYTHROMYCIN HUMAN PRESCRIPTION DRUG LABEL 1 16590-088 CAPSULE, DELAYED RELEASE 250 mg ORAL ANDA 13 sections
ERY-TAB HUMAN PRESCRIPTION DRUG LABEL 1 16590-089 TABLET, DELAYED RELEASE 333 mg ORAL ANDA 13 sections
ERYTHROMYCIN HUMAN PRESCRIPTION DRUG LABEL 1 16590-090 OINTMENT 5 mg OPHTHALMIC ANDA 9 sections
ERYTHROMYCIN HUMAN PRESCRIPTION DRUG LABEL 1 16590-091 TABLET, FILM COATED 250 mg ORAL ANDA 13 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 17478-070 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 17478-824 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 21695-173 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections
ERYTHROMYCIN Base Filmtab HUMAN PRESCRIPTION DRUG LABEL 1 21695-387 TABLET, FILM COATED 250 mg ORAL ANDA 13 sections
ERYTHROMYCIN Base Filmtab HUMAN PRESCRIPTION DRUG LABEL 1 21695-389 TABLET, FILM COATED 500 mg ORAL ANDA 13 sections
ERY-TAB HUMAN PRESCRIPTION DRUG LABEL 1 21695-457 TABLET, DELAYED RELEASE 333 mg ORAL ANDA 13 sections
Erythromycin HUMAN PRESCRIPTION DRUG LABEL 1 24208-910 OINTMENT 5 mg OPHTHALMIC ANDA 10 sections