Introduction:Basic information about CAS 58152-03-7|Isepamicin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Isepamicin |
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| CAS Number | 58152-03-7 | Molecular Weight | 569.603 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 926.8±65.0 °C at 760 mmHg |
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| Molecular Formula | C22H43N5O12 | Melting Point | / |
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| MSDS | / | Flash Point | 514.3±34.3 °C |
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Names
| Name | Isepamicine |
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| Synonym | More Synonyms |
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Isepamicin BiologicalActivity
| Description | Isepamicin (Sch 21420) is an aminoglycoside antibacterial. Isepamicin has better activity against strains producing type I 6'-acetyltransferase. Isepamicin’s antibacterial spectrum includes Enterobacteriaceae and staphylococci. Anaerobes, Neisseriaceae and streptococci are resistant. Isepamicin exhibits a strong concentration-dependent bactericidal effect, a long post-antibiotic effect (several hours) and induces adaptive resistance[1]. |
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| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial |
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| References | [1]. Tod M, et al. Clinical pharmacokinetics and pharmacodynamics of isepamicin. Clin Pharmacokinet. 2000;38(3):205-223. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 926.8±65.0 °C at 760 mmHg |
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| Molecular Formula | C22H43N5O12 |
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| Molecular Weight | 569.603 |
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| Flash Point | 514.3±34.3 °C |
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| Exact Mass | 569.290833 |
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| PSA | 297.72000 |
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| LogP | -2.45 |
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| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
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| Index of Refraction | 1.641 |
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| InChIKey | UDIIBEDMEYAVNG-CORWDWJASA-N |
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| SMILES | CNC1C(O)C(OC2C(NC(=O)C(O)CN)CC(N)C(OC3OC(CN)C(O)C(O)C3O)C2O)OCC1(C)O |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- WK1972000
- CHEMICAL NAME :
- D-Streptamine, O-6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(3-d eoxy-4-C-methyl-3- (methylamino)-beta-L-arabinopyranosyl-(1-6))-N(sup 1)-(3-amino-2-hydroxy-1-oxopropyl)- 2-deoxy-, (S)-
- CAS REGISTRY NUMBER :
- 58152-03-7
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 3
- MOLECULAR FORMULA :
- C22-H43-N5-O12
- MOLECULAR WEIGHT :
- 569.70
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 330 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972- Volume(issue)/page/year: 29,543,1986 ** OTHER MULTIPLE DOSE TOXICITY DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 3150 mg/kg/21D-I
- TOXIC EFFECTS :
- Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - urine volume increased Kidney, Ureter, Bladder - changes in bladder weight
- REFERENCE :
- NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 33(Suppl 5),47,1985
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 5600 mg/kg/4W-I
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Ear) - changes in vestibular functions Sense Organs and Special Senses (Ear) - changes in cochlear structure or function Nutritional and Gross Metabolic - weight loss or decreased weight gain
- REFERENCE :
- NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 33(Suppl 5),90,1985
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Synonyms
| UNII-G7K224460P |
| (2S)-3-Amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-2-{[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy}-3-hydroxycyclohexyl]-2-hydroxypropanamide |
| isepamicin |
| изепамицин |
| HAPA-B |
| ISEPAMICIN SULPHATE |
| propanamide, 3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-2-[[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy]-3-hydroxycyclohexyl]-2-hydroxy-, (2S)- |
| Propanamide, 3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-2-[[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy]-3-hydroxycyclohexyl]-2-hydroxy-, (2 S)- |
| Isepamycin |
| hapa-gentamycinb |