MedKoo Cat#: 576189 | Name: Isepamicin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Isepamicin is an aminoglycoside that has antibacterial activity.

Chemical Structure

Isepamicin
Isepamicin
CAS#58152-03-7

Theoretical Analysis

MedKoo Cat#: 576189

Name: Isepamicin

CAS#: 58152-03-7

Chemical Formula: C22H42N5O11

Exact Mass: 552.2881

Molecular Weight: 552.60

Elemental Analysis: C, 47.82; H, 7.66; N, 12.67; O, 31.85

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
HAPA-B; HAPA-gentamycin B; Isepamicin; Isepamicina; SCH21420; SCH 21420; SCH-21420
IUPAC/Chemical 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 Key
UDIIBEDMEYAVNG-ZKFPOVNWSA-N
InChi Code
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
SMILES Code
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)
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
To be determined 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 552.60 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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.