Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H37N5O7 |
| Molecular Weight | 447.5264 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 11 / 11 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]3(O[C@@H]1[C@@H](N)C[C@@H](N)[C@H](O[C@@]2([H])OC[C@](C)(O)[C@H](NC)[C@H]2O)[C@@H]1O)OC(CN)=CC[C@H]3N
InChI
InChIKey=URWAJWIAIPFPJE-VHLNBGGKSA-N
InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12-,13-,14-,15+,16-,17-,18-,19+/m1/s1
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/3839236 | https://www.ncbi.nlm.nih.gov/pubmed/4073862 | https://www.ncbi.nlm.nih.gov/pubmed/3571044
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/3839236 | https://www.ncbi.nlm.nih.gov/pubmed/4073862 | https://www.ncbi.nlm.nih.gov/pubmed/3571044
Pentisomicin (Sch 21420) is semisynthetic aminoglycosides with marked antibacterial activity. Like many new aminoglycosides prepared by chemical modification or mutational biosynthesis, Pentisomicin was designed either to enhance potency of the parent compound and/or resist enzymatic inactivation. The activity of Pentisomicin was comparable to gentamicin, sisomicin, netilmicin, and tobramycin but greater than amikacin or kanamycin against S. aureus and most genera of Enterobacteriaceae.
Approval Year
Sample Use Guides
5-epi-sisomicin (Pentisomicin) was given as a single 1 mg/kg intramuscular injection to six adult male volunteers.
Route of Administration:
Intramuscular
Agar dilution susceptibility tests were performed with N. gonorrhoeae. Serial twofold agar dilution tests were performed with GC agar base (BBL) plus 1% Kellogg defined supplement. A standardized suspension of cells was prepared from an overnight culture on chocolate agar so that inoculation of each test plate with 0.01 ml (calibrated loop) yielded ca. 10^4 CFU/cm2. The MIC was defined as the lowest concentration of Pentisomicin preventing all growth after 24 h of incubation at 37C in 10% C02 in air.
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C015852
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SUB09696MIG
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C175840
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ACTIVE MOIETY
