Basic information
- Name:
D-Streptamine,O-3-amino-3-deoxy-a-D-glucopyranosyl-(1®6)-O-[6-amino-6-deoxy-a-D-glucopyranosyl-(1®4)]-2-deoxy-
- CAS No.:
59-01-8
- Molecular Structure:
![Molecular Structure of 59-01-8 (D-Streptamine,O-3-amino-3-deoxy-a-D-glucopyranosyl-(1®6)-O-[6-amino-6-deoxy-a-D-glucopyranosyl-(1®4)]-2-deoxy-)](http://www.lookchem.com/300w/2010/0623/59-01-8.jpg)
- Formula:
- C18H36 N4 O11
- Molecular Weight:
- 484.58
- Deleted CAS:
- 64013-69-0
- Synonyms:
- KanamycinA (7CI);4,6-Diamino-2-hydroxy-1,3-cyclohexane 3,6'-diamino-3,6'-dideoxydi-a-D-glucoside;KM;Kanacin;Kanamycin;
- Density:
- 1.62g/cm3
- Boiling Point:
- 809.5°Cat760mmHg
- Flash Point:
- 443.4°C
- Safety Description:
- Poison by intravenous and intramuscular routes. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Details
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Chemistry
Product Name: Kanamycin (CAS NO.59-01-8)
Molecular Formula: C18H36N4O11
Molecular Weight: 484.5g/mol
Mol File: 59-01-8.mol
Einecs: 200-411-7
Boiling point: 809.5 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 443.4 °C
Density: 1.62 g/cm3
Surface Tension: 104.4 dyne/cm
Enthalpy of Vaporization: 134 kJ/mol
Vapour Pressure: 2.47E-30 mmHg at 25°C
XLogP3-AA: -6.9
H-Bond Donor: 11
H-Bond Acceptor: 15
Uses
Kanamycin (CAS NO.59-01-8) is for the production of sulfuric acid amikacin, kanamycin monosulfate, and pairs of kanamycin sulfate intermediates.
It is used in molecular biology as a selective agent most commonly to isolate bacteria (e.g., E. coli) which have taken up genes (e.g., of plasmids) coupled to a gene coding for kanamycin resistance (primarily Neomycin phosphotransferase II [NPT II/Neo]). Bacteria that have been transformed with a plasmid containing the kanamycin resistance gene are plated on kanamycin (50-100mg/L) containing agar plates or are grown in media containing kanamycin (50-100mg/L). Only the bacteria that have successfully taken up the kanamycin resistance gene become resistant and will grow under these conditions. As a powder kanamycin is white to off-white and is soluble in water (50mg/ml).
At least one such gene, Atwbc19 is native to a plant species, of comparatively large size and its coded protein acts in a manner which decreases the possibility of Horizontal Gene Transfer from the plant to bacteria; it may be incapable of giving resistance to kanamycin to bacteria even if gene transfer occurs.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | intraperitoneal | 1385mg/kg (1385mg/kg) | Antibiotiki. Vol. 19, Pg. 552, 1974. | |
| human | TDLo | unreported | 843mg/kg/17W- (843mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR SENSE ORGANS AND SPECIAL SENSES: TINNITUS: EAR KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION | American Review of Respiratory Disease. Vol. 82, Pg. 23, 1960. |
| mouse | LD50 | intracrebral | 33750ug/kg (33.75mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 17, Pg. 1664, 1969. |
| mouse | LD50 | intramuscular | 54mg/kg (54mg/kg) | Bollettino Chimico Farmaceutico. Vol. 98, Pg. 224, 1959. | |
| mouse | LD50 | intraperitoneal | 794mg/kg (794mg/kg) | Chemotherapy Vol. 16, Pg. 371, 1971. | |
| mouse | LD50 | intravenous | 115mg/kg (115mg/kg) | Minerva Farmaceutica. Vol. 11, Pg. 108, 1962. | |
| mouse | LD50 | oral | 20700ug/kg (20.7mg/kg) | Antibiotiki. Vol. 19, Pg. 552, 1974. | |
| mouse | LD50 | subcutaneous | 1350mg/kg (1350mg/kg) | Antimicrobial Agents and Chemotherapy Vol. -, Pg. 341, 1967. | |
| rabbit | LD50 | intravenous | 150mg/kg (150mg/kg) | "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 690, 1978. | |
| rat | LD50 | intramuscular | > 1014mg/kg (1014mg/kg) | BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Chemotherapy Vol. 29(Suppl, |
| rat | LD50 | intraperitoneal | 1515mg/kg (1515mg/kg) | Antibiotiki. Vol. 19, Pg. 552, 1974. | |
| rat | LD50 | intravenous | 437mg/kg (437mg/kg) | Chemotherapy Vol. 29(Suppl, | |
| rat | LD50 | oral | > 10gm/kg (10000mg/kg) | Chemotherapy Vol. 29(Suppl, | |
| rat | LD50 | subcutaneous | 4070mg/kg (4070mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 176, Pg. 59, 1968. |
Consensus Reports
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Safety Profile
Poison by intravenous and intramuscular routes. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Specification
Kanamycin ,its CAS NO. is 59-01-8,the synonyms is Kanamycin a ; Kanamycin base ; 2-Deoxy-y-alpha-d-glucopyranosyl- ; 4,6-Diamino-2-hydroxy-1,3-cyclohexane3,6'diamino-3,6'-dideoxydi-alpha-d-gluc ; 4,6-Diamino-2-hydroxy-1,3-cyclohexane3,6'diamino-3,6'-dideoxydi-alpha-d-glucos ; D-deoxydi ; D-streptamine,o-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1.fwdarw.6)-o-6-amin .