Compound ID | 1849

Update compound information

Isepamicin

Synonym(s): Sch 21420

Class: Aminoglycoside

Spectrum of activity: Gram-negative
Details of activity: Inhibits protein synthesis by binding to the 30S subunit of the bacterial ribosome. Active against Gram-negative bacteria
Description: Semisynthetic, derived from gentamicin B
Year first mentioned: 1973
Development status: Approved, off-patent
Chemical structure(s):
Click here for structure editor
Molecular weight: 569.6
Iso. SMILES: C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N)NC(=O)[C@H](CN)O)O
InChI Key: UDIIBEDMEYAVNG-ZKFPOVNWSA-N
Can. SMILES: C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](CN)O3)O)O)O)N)NC(=O)[C@H](CN)O)O
InChI: InChI=1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3037209
Guide to Pharmacology: isepamicin
Citations:
  • https://academic.oup.com/jac/article/44/1/99/750578
  • https://pubmed.ncbi.nlm.nih.gov/33610258/
  • https://pubmed.ncbi.nlm.nih.gov/727766/

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