Isepamicin

• CAT Number: I029531
• CAS Number: 58152-03-7
• Molecular Formula: C22H42N5O11
• Molecular Weight: 552.6
• Purity: 98%
• Synonyms: HAPA-B; HAPA-gentamycin B; Isepamicin; Isepamicina; SCH21420; SCH 21420; SCH-21420
• Solubility: To be determined
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: (S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-(((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3-hydroxy-2-(((2R,3R,4S)-3-hydroxy-5-methyl-4-(methylamino)tetrahydro-2H-5l3-pyran-2-yl)oxy)cyclohexyl)-2-hydroxypropanamide
• 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
• InChIKey: UDIIBEDMEYAVNG-ZKFPOVNWSA-N
• SMILES: CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[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)

Isepamicin (Cat.No:I029531) is a semi-synthetic aminoglycoside antibiotic used for the treatment of various bacterial infections. It exhibits potent bactericidal activity by interfering with bacterial protein synthesis. Isepamicin is particularly effective against Gram-negative bacteria and has been used in the treatment of urinary tract infections, respiratory tract infections, and skin and soft tissue infections.

Reference

1. Barr WH, Colucci R, Radwanski E, Zampaglione N, Cutler D, Lin CC, Elliott M, Affrime MB. Pharmacokinetics of isepamicin. J Chemother. 1995 Jun;7 Suppl 2:53-61. PMID: 8622111.
2. Tod M, Padoin C, Petitjean O. Clinical pharmacokinetics and pharmacodynamics of isepamicin. Clin Pharmacokinet. 2000 Mar;38(3):205-23. doi: 10.2165/00003088-200038030-00002. PMID: 10749517.
3. Falagas ME, Karageorgopoulos DE, Georgantzi GG, Sun C, Wang R, Rafailidis PI. Susceptibility of Gram-negative bacteria to isepamicin: a systematic review. Expert Rev Anti Infect Ther. 2012 Feb;10(2):207-18. doi: 10.1586/eri.11.170. PMID: 22339194.