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Substance Name: Tobramycin [USAN:USP:INN:BAN:JAN]
RN: 32986-56-4
UNII: VZ8RRZ51VK
InChIKey: NLVFBUXFDBBNBW-PBSUHMDJSA-N
Note
- An aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the PSEUDOMONAS species. It is a 10% component of the antibiotic complex, NEBRAMYCIN, produced by the same species.
Molecular Formula
- C18-H37-N5-O9
Molecular Weight
- 467.516
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Natural Product
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Tobramycin
- Tobramycin [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Tobramycin
Synonyms
- 1-Epitobramycin
- 3'-Deoxykanamycin B
- 4-(2,6-Diamino-2,3,6-trideoxy-alpha-D-glycopyranosyl)-6-(3-amino-3-deoxy-alpha-D-glycopyranosyl)-2-deoxystreptamine
- 47663
- Aktob
- Bethkis
- BRN 1357507
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl-(1-4))-2-deoxy-
- Deoxykanamycin B
- EINECS 251-322-5
- Gotabiotic
- HSDB 3259
- Kitabis Pak
- Lilly 47663
- Nebramycin
- Nebramycin 6
- Nebramycin factor 6
- Nebramycin VI
- NF 6
- NSC 180514
- O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl-(1-6))-2-deoxy-L-streptamine
- O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1-4))-2-deoxy-D-streptamine
- Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,6-tyrideoxy-alpha-D-ribohexopyranosyl-(1-6))-2-deoxy-, D-
- Tenebrimycin
- Tenemycin
- Tobacin
- Tobi
- TOBI Podhaler
- Tobracin
- Tobradistin
- Tobralex
- Tobramaxin
- Tobramicin
- Tobramicina
- Tobramicina [INN-Spanish]
- Tobramitsetin
- Tobramycetin
- Tobramycin
- Tobramycine
- Tobramycine [INN-French]
- Tobramycinum
- Tobramycinum [INN-Latin]
- Tobrased
- Tobrex
- UNII-VZ8RRZ51VK
Systematic Names
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl-(1-4))-2-deoxy-
- Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1-6))-2-deoxy-, D-
- Tobramycin
Mixture Names
- Tobradex
- Tobrasone
Registry Numbers
CAS Registry Number
- 32986-56-4
FDA UNII
- VZ8RRZ51VK
Other Registry Numbers
- 11098-01-4
- 11111-45-8
- 34337-51-4
- 37321-13-4
- 54330-95-9
- 70322-33-7
Related Registry Number
- 49842-07-1 (Sulfate)
System Generated Number
- 0032986564
Structure Descriptors
InChI
InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1InChIKey
NLVFBUXFDBBNBW-PBSUHMDJSA-NSmiles
NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | intravenous | 37714ug/kg (37.714mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED | American Journal of Kidney Diseases. Vol. 23, Pg. 118, 1994. |
mouse | LD50 | intramuscular | 440mg/kg (440mg/kg) | Yakkyoku. Pharmacy. Vol. 27, Pg. 1467, 1976. | |
mouse | LD50 | intraperitoneal | 445mg/kg (445mg/kg) | Journal of International Medical Research. Vol. 2, Pg. 100, 1974. | |
mouse | LD50 | intravenous | 72500ug/kg (72.5mg/kg) | BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Antibiotiki. Vol. 29, Pg. 361, 1984. |
mouse | LD50 | oral | > 11500mg/kg (11500mg/kg) | Yakkyoku. Pharmacy. Vol. 27, Pg. 1467, 1976. | |
mouse | LD50 | subcutaneous | 367mg/kg (367mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Toxicology and Applied Pharmacology. Vol. 25, Pg. 398, 1973. |
pig | LD50 | subcutaneous | 676mg/kg (676mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Toxicology and Applied Pharmacology. Vol. 25, Pg. 398, 1973. |
rat | LD50 | intramuscular | 913mg/kg (913mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977. | |
rat | LD50 | intraperitoneal | 1030mg/kg (1030mg/kg) | Journal of International Medical Research. Vol. 2, Pg. 100, 1974. | |
rat | LD50 | intravenous | 104mg/kg (104mg/kg) | Journal of International Medical Research. Vol. 2, Pg. 100, 1974. | |
rat | LD50 | oral | > 7500mg/kg (7500mg/kg) | Yakkyoku. Pharmacy. Vol. 27, Pg. 1467, 1976. | |
rat | LD50 | subcutaneous | 969mg/kg (969mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION | Toxicology and Applied Pharmacology. Vol. 22, Pg. 332, 1972. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | -5.760 | (none) | EST | |
Water Solubility | 1.00E+06 | mg/L | 25 | EST |
Vapor Pressure | 2.37E-21 | mm Hg | 25 | EST |
Henry's Law Constant | 2.24E-39 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.63E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.