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Substance Name: Amikacin [USP:INN:BAN]
RN: 37517-28-5
UNII: 84319SGC3C
InChIKey: LKCWBDHBTVXHDL-RMDFUYIESA-N
Note
- A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.
Molecular Formula
- C22-H43-N5-O13
Molecular Weight
- 585.6037
- 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
- Mutation Data
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Amikacin
- Amikacin [USP:INN:BAN]
MeSH Heading
- Amikacin
Synonyms
- 1-N-(L(-)-gamma-Amino-alpha-hydroxybutyryl)kanamycin A
- Amicacin
- Amiglyde-V
- Amikacillin
- Amikacin
- Amikacin Inhalation Solution
- Amikacina
- Amikacina [INN-Spanish]
- Amikacine
- Amikacine [INN-French]
- Amikacinum
- Amikacinum [INN-Latin]
- Amikavet
- Amikozit
- Amukin
- Antibiotic BB-K 8
- Arikace
- BAY 41-6551
- BAY41-6551
- BB-K 8
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- EINECS 253-538-5
- HSDB 3583
- Kaminax
- Lukadin
- MAT2501
- Mikavir
- NSC 177001
- O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine
- Pierami
- Potentox
- UNII-84319SGC3C
Systematic Names
- Amikacin
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-
- D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.4))-N1-((2S)-4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-
Registry Numbers
CAS Registry Number
- 37517-28-5
FDA UNII
- 84319SGC3C
Other Registry Numbers
- 1079316-47-4
- 108914-65-4
- 110660-81-6
- 110660-83-8
- 111319-93-8
- 38859-32-4
Related Registry Number
- 110660-83-8
System Generated Number
- 0037517285
Structure Descriptors
InChI
InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1InChIKey
LKCWBDHBTVXHDL-RMDFUYIESA-NSmiles
NCC[C@H](O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intramuscular | 6200mg/kg (6200mg/kg) | Japanese Journal of Antibiotics. Vol. 28, Pg. 415, 1975. | |
mouse | LD50 | intraperitoneal | 750mg/kg (750mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Antimicrobial Agents and Chemotherapy. Vol. 13, Pg. 41, 1978. |
mouse | LD50 | intravenous | 280mg/kg (280mg/kg) | Journal of Antibiotics. Vol. 43, Pg. 858, 1990. | |
mouse | LD50 | oral | > 6gm/kg (6000mg/kg) | Japanese Journal of Antibiotics. Vol. 28, Pg. 415, 1975. | |
mouse | LD50 | subcutaneous | 6200mg/kg (6200mg/kg) | Japanese Journal of Antibiotics. Vol. 28, Pg. 415, 1975. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 203-204 | deg C | EXP | |
log P (octanol-water) | -8.780 | (none) | EST | |
Water Solubility | 1.85E+05 | mg/L | 25 | EXP |
Vapor Pressure | 8.59E-30 | mm Hg | 25 | EST |
Henry's Law Constant | 2.67E-42 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.46E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.