Kanamycin A Sulfate
KANAMYCIN MONOSULFATE · KANAMYCIN ACID SULFATE · KANAMYCIN SULPHATE · Kantrex · klebcil · Kanamycin Acid · Kanamycin monosulfate CRS · kano
Identifiers & Physical Properties
| CAS No. | 25389-94-0 |
|---|---|
| Molecular formula | C18H38N4O15S |
| Average molar mass | 582.6 g/mol |
| Monoisotopic mass | 582.20543769 g/mol |
| SMILES | NC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[C@H](O)[C@@H](O)[C@@H]1O.O=S(=O)(O)O |
| InChIKey | OOYGSFOGFJDDHP-KMCOLRRFSA-N |
| PubChem CID | 441374 |
| ChEMBL | CHEMBL1446 |
| ChEBI | CHEBI:6109 |
| EC No. | 223-347-1 |
| DTXSID | DTXSID1047524 |
Chemical & Physical Properties
| Topological polar surface area | 366 |
|---|---|
| Hydrogen bond donors | 13 |
| Hydrogen bond acceptors | 19 |
| Rotatable bonds | 6 |
| Heavy atoms | 38 |
| Formal charge | 0 |
| Complexity | 720 |
| Collision Cross Section | 221.1 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Melting point | 250°C |
| alpha | +112~+123°(D/20℃)(c=1,H2O)(calculated on the dried basis) |
| Density | 1.3619 (rough estimate) |
| Refractive index | 117.5 ° (C=1, H2O) |
| Storage conditions | 2-8°C |
| Solubility | H2O: 10-50 mg/mL As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 5 days.Soluble in water at 10mg/ml |
| Physical state | powder |
| Color | white to off-white |
| PH Range | 6.5 - 8.5 (1% solution) |
| Biological source | Streptomyces kanamyceticus |
| Merck | 14,5281 |
| Major applications | pharmaceutical (small molecule) |
| InChIKey | OOYGSFOGFJDDHP-KMCOLRRFSA-N |
| SMILES | OS(O)(=O)=O.NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O |
| FDA UNII | J80EX28SMQ |
| UNSPSC Code | 51281654 |
| NACRES | NA.76 |
| GHS pictogram | GHS08 |
| Signal word | Danger |
| GHS hazard statements | H360D |
| GHS precautionary statements | P201-P202-P280-P308+P313-P405-P501 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | T |
| Risk statements (R) | 61 |
| Safety statements (S) | 22-24/25-45-53 |
| Water hazard class (WGK) | 3 |
| RTECS number | NZ3225030 |
| Customs code | 29419020 |
| Storage class | 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects |
| Hazard class | Repr. 1B |
| Toxicity | LD50 in mice: 20.7 g/kg orally1450 mg/kg i.p. (Zel'tser) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 1% (1 of 96) of reports.DangerH360 (69.8%): May damage fertility or the unborn child [Danger Reproductive toxicity]H372 (29.2%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]H400 (29.2%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (29.2%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P203, P260, P264, P270, P273, P280, P318, P319, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 96 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 96 reports by companies.There are 9 notifications provided by 95 of 96 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Repr. 1B (69.8%)STOT RE 1 (29.2%)Aquatic Acute 1 (29.2%)Aquatic Chronic 1 (29.2%)Repr. 1B (100%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| RTECS number | NZ3225030 |
| Customs code | 29419020 |
| Toxicity | LD50 in mice: 20.7 g/kg orally1450 mg/kg i.p. (Zel'tser) |
| Risk statements (R) | 61 |
| Signal word | Danger |
| GHS pictogram | GHS08 |
| Hazard symbols | T |
| Safety statements (S) | 22-24/25-45-53 |
| Storage class | 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects |
| GHS hazard statements | H360D |
| Hazard class | Repr. 1B |
| GHS precautionary statements | P201-P202-P280-P308+P313-P405-P501 |
Applications & Uses
Description
Kanamycin sulfate has been well known as desirable antibiotics, which shows an obvious curative effect on serious infections caused by gram-negative bacteria such as Escherichia coil, Klebsiella, Proteus, Pneumonia, Enterobacter aerogenes and Shigella. Clinically, this substance is mainly used for infections caused by sensitive bacteria including pulmonary infection, urinary tract infection, biliary tract infection, sepsis, and abdominal cavity infection. For example, the effective antibacterial activity of kanamycin sulfate has been demonstrated by the treatment of acute gonorrheal urethritis in men, showing that a single parenterally administered dose of 2 mg of kanamycin sulfate cured 144 (93%) of 155 men with acute gonorrheal urethritis.1 Moreover, kanamycin sulfate was found to be a valuable drug in the treatment of serious infections in infants and children through an analysis of 140 cases treated during a two-year period.2
Description
Kanamycin was found by Umezawa et al. in the culture broth of Streptomyces kanamyceticus in 1957. It is produced with other components, kanamycins B (bekanamycin) and C, which are also separated during the purification. The compound shows much lower toxicity than the earlier aminoglycosides, streptomycin and neomycin, and strong activity against a wide range of gram-positive and gram-negative bacteria, including Mycobacterium. Kanamycin has been used clinically for treatment of such serious infections as dysentery, salmonellosis, and tuberculosis.
Uses
Kanamycin monosulfate, is used as an aminoglycoside antibiotic. Kanamycin can be used as a selection agent in several types of isolation media.Kanamycin sulfate from Streptomyces kanamyceticus has been used in tissue culture media. Kanamycin sulfate can also be used as a selection agent for cells transformed with kanamycin B resistance gene. It is recommended for use in cell culture applications at 100mg/mL.
Uses
Antibiotic complex produced by Streptomyces kanamyceticus Okami & Umezawa from Japanese soil. Comprised of three components, kanamycin A, the major component, and kanamycins B and C, two minor congeners. Antibacterial.
Uses
Kanamycin sulfate is an antibacterial agent similar to neomycin.
General Description
Kanamycin sulfate is a broad spectrum aminoglycoside-antibiotic derived from Streptomyces kanamyceticus. It is used as an additive in culture media for the isolation of group D streptococci on Kanamycin Esculin Azide Agar and for selection of transformed plant cells containing the neomycin phosphotransferase on a kanamycin-medium. Kanamycin sulfate can also be used as a selection agent for cells transformed with kanamycin B resistance gene. It is recommended for use in cell culture applications at 2 mL/L.