clarithromycin

E850012

Clarithromycin is a macrolide antibiotic commonly used to treat respiratory and other bacterial infections and known for significant drug–drug interactions due to its inhibition of CYP3A4.

All labels observed (4)

Label Occurrences
clarithromycin canonical 2
Biaxin 1
Klacid 1

How this entity was disambiguated

Statements (62)

Predicate Object
instanceOf CYP3A4 inhibitor ⓘ
CYP3A5 inhibitor ⓘ
CYP3A7 inhibitor ⓘ
antibacterial drug ⓘ
macrolide antibiotic ⓘ
prokinetic agent ⓘ
developedFrom erythromycin ⓘ
hasActiveMetabolite 14-hydroxyclarithromycin ⓘ
hasAntibacterialSpectrum Gram-positive bacteria ⓘ
atypical respiratory pathogens ⓘ
some Gram-negative bacteria ⓘ
hasATCCode J01FA09 ⓘ
hasBioavailability about 50% ⓘ
hasBrandName Biaxin ⓘ
linked to: clarithromycin

Klacid ⓘ
linked to: clarithromycin

Klaricid ⓘ
linked to: clarithromycin
hasCASNumber 81103-11-9 ⓘ
hasChemicalFormula C38H69NO13 ⓘ
hasCommonAdverseEffect abdominal pain ⓘ
diarrhea ⓘ
dysgeusia ⓘ
gastrointestinal upset ⓘ
nausea ⓘ
hasContraindication concomitant use with certain CYP3A4 substrates that prolong QT interval ⓘ
history of cholestatic jaundice or hepatic dysfunction associated with prior clarithromycin use ⓘ
hasDosageForm extended-release tablet ⓘ
oral suspension ⓘ
tablet ⓘ
hasDrugBankID DB01211 ⓘ
hasDrugInteractionType increases plasma concentrations of CYP3A4 substrates ⓘ
hasEliminationHalfLife 3 to 7 hours ⓘ
hasFunctionalGroup dimethylamino sugar ⓘ
macrolide lactone ring ⓘ
hasIUPACName (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-(methoxyimino)-7-methoxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione ⓘ
hasMechanismOfAction inhibits bacterial protein synthesis by binding to the 50S ribosomal subunit ⓘ
hasMolarMass 747.95 g/mol ⓘ
hasProteinBinding about 70% ⓘ
hasRouteOfAdministration intravenous ⓘ
oral ⓘ
hasSeriousAdverseEffect QT interval prolongation ⓘ
hepatotoxicity ⓘ
torsades de pointes ⓘ
hasTarget bacterial 50S ribosomal subunit ⓘ
hasUNII K8OR5YW8X6 ⓘ
inhibits CYP3A4 ⓘ
P-glycoprotein ⓘ
isExcretedVia feces ⓘ
urine ⓘ
isMetabolizedBy CYP3A4 ⓘ
isOn World Health Organization Model List of Essential Medicines ⓘ
isPregnancyCategory Category C (US, historical) ⓘ
isSemisyntheticDerivativeOf erythromycin A ⓘ
isUsedFor Helicobacter pylori eradication ⓘ
Mycobacterium avium complex infections ⓘ
acute bacterial exacerbation of chronic bronchitis ⓘ
acute maxillary sinusitis ⓘ
community-acquired pneumonia ⓘ
otitis media ⓘ
pharyngitis ⓘ
skin and soft tissue infections ⓘ
tonsillitis ⓘ
wasApprovedBy U.S. Food and Drug Administration ⓘ

How these facts were elicited

Referenced by (5)

Full triples — surface form annotated when it differs from this entity's canonical label.

CYP3A4 → inhibitedBy → clarithromycin ⓘ
clarithromycin → hasBrandName → Biaxin ⓘ
linked to: clarithromycin
clarithromycin → hasBrandName → Klacid ⓘ
linked to: clarithromycin
clarithromycin → hasBrandName → Klaricid ⓘ
linked to: clarithromycin
Terfenadine → contraindicatedWith → clarithromycin ⓘ
subject linked to: terfenadine