Structure via PubChem · Public domain (PubChem)
clarithromycin
Sign in to saveAlso known as Biaxin Xl, Biaxin, Biaxin Xl Pac, TE-031, Clarithromycin Extended Release, A-56268, Klaricid, Clarithromycine
Clarithromycin, sold under the brand name Biaxin among others, is an antibiotic used to treat various bacterial infections. This includes strep throat, pneumonia, skin infections, H. pylori infection, and Lyme disease. Clarithromycin can be taken by mouth as a tablet or liquid or can be infused intravenously.
OverviewAI-generated
Clarithromycin is a chemical compound with the formula C₃₈H₆₉NO₁₃. It has a molecular mass of 747.477 and a weight of 748.0. The substance carries a charge of 0 and features an xlogp value of 3.2. Its topological polar surface area is 183, with 4 hydrogen bond donors and 14 hydrogen bond acceptors.
The compound is identified by the MCN code 2941.50.10. In scientific literature, clarithromycin is the subject of 13,615 PubMed entries. It is also referenced by 606 other encyclopedia articles.
Synthesized by Vinony from 16 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C38H69NO13
- Molecular weight
- 748 g/mol
- IUPAC name
- (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-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
- SMILES
- CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)OC)C)C)O)(C)O
- InChIKey
- AGOYDEPGAOXOCK-KCBOHYOISA-N
- XLogP
- 3.2
- Polar surface area
- 183 Ų
- H-bond donors
- 4
- H-bond acceptors
- 14
- Formal charge
- 0
via PubChem
Research
13,615 papers- Clarithromycin.Tuberculosis (Edinburgh, Scotland) · 2008
- Clarithromycin clinical pharmacokinetics.Clinical pharmacokinetics · 1993
- Clarithromycin: where do we go from here?The Pediatric infectious disease journal · 1993
- Clarithromycin-induced neurotoxicity in adults.Journal of clinical neuroscience : official journal of the Neurosurgical Society of Australasia · 2011
- [Clarithromycin].Ugeskrift for laeger · 1996
via PubMed
~11 min read
Encyclopedic overview
30 sectionsContents
- Medical uses
- Antibiotic
- Spectrum of bacterial susceptibility
- Idiopathic hypersomnia
- Contraindications
- Side effects
- Cardiac
- Liver and kidney
- Central nervous system
- Infection
- Pregnancy and breastfeeding
- Interactions
- Colchicine
- Statins
- Calcium channel blockers
- Carbamazepine
- HIV medications
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Metabolism
- History
- Society and culture
- Available forms
- Brand names
- Manufacturers
- Research
- Hypersomnolence
- References
- External links
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 457457495 | image = Clarithromycin structure.svg | image_class = skin-invert-image | width = 250 | alt = | image2 = Clarithromycin-from-xtal-3D-bs-17.png | image_class2 = bg-transparent | alt2 = | tradename = Biaxin, Klav, etc. | Drugs.com = | MedlinePlus = a692005 | DailyMedID = Clarithromycin | pregnancy_AU = B3 | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth, intravenous | class = Macrolides | ATC_prefix = J01 | ATC_suffix = FA09
| legal_AU = S4 | legal_CA = Rx-only | legal_CA_comment = | legal_US = Rx-only | legal_EU = Rx-only | legal_EU_comment = | legal_status = Rx-only
Excerpted from Wikipedia’s “clarithromycin” article, available under the CC BY-SA 4.0 licence.