Structure via PubChem · Public domain (PubChem)
Troleandomicina
Sign in to saveAlso known as TAO, Triacetyloleandomycin, Troleandomycin, Tribiocillina, Oleandocetine, Oleandomycin triacetyl ester, Oleandomycin triacetate
composto chimico
Chemical data
- Formula
- C41H67NO15
- Molecular weight
- 814 g/mol
- IUPAC name
- [(3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-6-[(2S,3R,4S,6R)-3-acetyloxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-8-[(2R,4S,5S,6S)-5-acetyloxy-4-methoxy-6-methyloxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-14-yl] acetate
- SMILES
- C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)OC(=O)C)OC)C)C)C)OC(=O)C)C)C)OC(=O)C)N(C)C
- InChIKey
- LQCLVBQBTUVCEQ-QTFUVMRISA-N
- XLogP
- 4.3
- Polar surface area
- 184 Ų
- H-bond donors
- 0
- H-bond acceptors
- 16
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1969
- Admin. routes
- oral
- Indications
- osteomyelitis, bacterial disease
via ChEMBL · EBI
Research
887 papers- Troleandomycin as an oral corticosteroid steroid sparing agent in stable asthma.The Cochrane database of systematic reviews · 2001
- Hepatotoxicity of erythromycin.The Journal of infectious diseases · 1969
- Liquid chromatography of troleandomycin.Journal of chromatography. A · 2001
- Troleandomycin in the treatment of difficult asthma.The Journal of allergy and clinical immunology · 1993
- Inactivation of cytochrome P-450 by a troleandomycin metabolite. Protective role of glutathione.The Journal of pharmacology and experimental therapeutics · 1983
via PubMed
Wikidata facts
- Subclass of
- polyketide
- Mass
- 813.451
- Has use
- medication
Show 7 more facts
- chemical formula
- C₄₁H₆₇NO₁₅
- medical condition treated
- staphylococcal infection
- canonical SMILES
- CC1CC(C(C(O1)OC2C(CC3(CO3)C(=O)C(C(C(C(OC(=O)C(C(C2C)OC4CC(C(C(O4)C)OC(=O)C)OC)C)C)C)OC(=O)C)C)C)OC(=O)C)N(C)C
- isomeric SMILES
- C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)OC(=O)C)OC)C)C)C)OC(=O)C)C)C)OC(=O)C)N(C)C
- World Health Organisation international non-proprietary name
- troleandomycin
- defined daily dose
- 1
- subject has role
- antibiotic
Sources (3)
via Wikidata · CC0
Article · Italiano
La troleandomicina è un antibiotico macrolide con caratteristiche simili a quelle dell'eritromicina anche se, in generale, risulta meno efficace di quest'ultima. In vivo viene idrolizzata a oleandomicina. È stata riportata resistenza crociata, di tipo plasmidico o cromosomico, con gli altri macrolidi.
Abstract from DBpedia / Wikipedia · CC BY-SA