Structure via PubChem · Public domain (PubChem)
isepamicin
Sign in to saveAlso known as Isepamycin
Isepamicin (isepamycin) is an aminoglycoside antibiotic.
Chemical data
- Formula
- C22H43N5O12
- Molecular weight
- 569.6 g/mol
- IUPAC name
- (2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-2-[(3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxypropanamide
- SMILES
- C[C@@]1(COC([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)OC3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N)NC(=O)[C@H](CN)O)O
- InChIKey
- UDIIBEDMEYAVNG-CORWDWJASA-N
- XLogP
- -6.9
- Polar surface area
- 298 Ų
- H-bond donors
- 12
- H-bond acceptors
- 16
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- bacterial disease
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 569.290821816
Show 3 more facts
- isomeric SMILES
- CN[C@@H]1[C@@H](O)C(O[C@@H]2[C@@H](O)[C@H](OC3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](N)C[C@H]2NC(=O)[C@@H](O)CN)OC[C@]1(C)O
- chemical formula
- C₂₂H₄₃N₅O₁₂
- canonical SMILES
- CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(C(C(C(O3)CN)O)O)O)N)NC(=O)C(CN)O)O
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 376143372 | IUPAC_name = (2S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-D-glucopyranosyl)oxy]-2-{[3-deoxy-4-C-methyl-3-(methylamino)-L-arabinopyranosyl]oxy}-3-hydroxycyclohexyl)-2-hydroxypropanamide | image = Isepamicin.svg | image_class = skin-invert-image
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “isepamicin” article, available under the CC BY-SA 4.0 licence.