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Amikacin

Molecular FormulaC₂₂H₄₃N₅O₁₃
Average mass585.602 Da
Monoisotopic mass585.285706 Da
ChemSpider ID34635

- 16 of 16 defined stereocentres

More details:

Featured data source

Names and Synonyms
Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

Amikacin [BAN] [INN] [USAN] [USP] [Wiki]

(1E,2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanimidic acid [ACD/IUPAC Name]

(1E,2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-desoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-desoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanimidsäure [German] [ACD/IUPAC Name]

(2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-a-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-a-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide

(2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide [ACD/IUPAC Name]

(2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-desoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-desoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamid [German] [ACD/IUPAC Name]

(2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-désoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-désoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide [French] [ACD/IUPAC Name]

(S)-4-Amino-N-((1R,2S,3S,4R,5S)-5-amino-2-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4-(((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3-hydroxycyclohexyl)-2-hydroxybutanamide

1-N-[L(-)-4-Amino-2-hydroxybutyryl]kanamycin A

253-538-5 [EINECS]

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37517-28-5 [RN]

84319SGC3C

Acide (1E,2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-désoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-désoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanimidique [French] [ACD/IUPAC Name]

Amikacin Base

amikacina [Spanish] [INN]

amikacine [French] [INN]

amikacinum [Latin] [INN]

Amikin [Trade name] [Wiki]

Biklin

butanamide, 4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-a-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-a-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl]-2-hydroxy-, (2S)-

Butanamide, 4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl]-2-hydroxy-, (2S)- [ACD/Index Name]

Butanimidic acid, 4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl]-2-hydroxy-, (1E,2S)- [ACD/Index Name]

Fabianol

O-3-Amino-3-deoxy-a-D-glucopyranosyl-(1®6)-O-[6-amino-6-deoxy-a-D-glucopyranosyl-(1®4)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine

(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-α-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-α-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide

(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide

(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide

(2S)-4-Amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-α-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-α-D-gluco pyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide

(2s)-N-[(1r,2s,3s,4r,5s)-4-[(2r,3r,4s,5s,6r)-6-(Aminomethyl)-3,4,5-Tris(Oxidanyl)oxan-2-Yl]oxy-5-Azanyl-2-[(2s,3r,4s,5s,6r)-4-Azanyl-6-(Hydroxymethyl)-3,5-Bis(Oxidanyl)oxan-2-Yl]oxy-3-Oxidanyl-Cyclohexyl]-4-Azanyl-2-Oxidanyl-Butanamide

108914-65-4 [RN]

110660-81-6 [RN]

110660-83-8 [RN]

111319-93-8 [RN]

1-N-(L(-)-γ-amino-α-hydroxybutyryl)kanamycin A

1-N-[L-(-)-4-Amino-2-hydroxy-butyryl]kanamycin A

1-N-[L(-)-4-AMINO-2-HYDROXY-BUTYRYL]KANAMYCIN A

37517-28-5 (free base)

38859-32-4 [RN]

5915117 [Beilstein]

AKN

Amexel (Trade name)

Amicacin

Amiglyde-V

Amikacin (USP/INN)

Amikacin free base

Amikacin, 900 ??g/mg

AMIKACIN, USP

Amikacina

Amikacine

Amikacinum

Amikavet

Amikin (Trade name)

AMK

Amukin (Trade name)

Antibiotic BB-K 8

ANTIBIOTIC BB-K8

Arikace

BB-K 8

BB-K8

Biklin (Trade name)

BPBio1_000671

Briclin

BSPBio_000609

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1->4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1->4))-N(sup1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1,4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1-4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1-4))-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-

Erkacin (Trade name)

Farcyclin (Trade name)

Flexelite (Trade name)

Kamin (Trade name)

Kaminax

Lukadin

MFCD00883675

MFCD11045969

Mikavir

N1-[(S)-4-Amino-2-hydroxybutyryl]kanamycin A

NCGC00093350-02

nktr-061

NOVAMIN [Trade name]

O-3-amino-3-deoxy-α-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine

O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1->6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1->4)]-1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine

O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine

Potentox

Prestwick3_000395

Selaxa (Trade name)

Selemycin (Trade name)

Sikacin (Trade name)

STK039706

Tipkin (Trade name)

Tybikin (Trade name)

Ukaject (Trade name)

UNII:84319SGC3C

UNII-84319SGC3C

Unikin (Trade name)

Uzix (Trade name)

Xylanal

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

3492 [DBID]

AIDS007651 [DBID]

AIDS-007651 [DBID]

AIDS208770 [DBID]

AIDS-208770 [DBID]

C06820 [DBID]

CCRIS 937 [DBID]

CHEBI:2637 [DBID]

D02543 [DBID]

HSDB 3583 [DBID]

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Experimental data
Predicted - ACD/Labs
Predicted - ChemAxon
Predicted - Mcule

Experimental Physico-chemical Properties
- Experimental Melting Point:
  
  203.5 °C Jean-Claude Bradley Open Melting Point Dataset 16652

Miscellaneous

Safety:

D06AX12 Wikidata Q408529

J01GB06 Wikidata Q408529

S01AA21 Wikidata Q408529
Target Organs:

Antibiotic TargetMol T1013

Chemical Class:

Bio Activity:

30S ribosomal protein TargetMol T1013

Microbiology & Virology TargetMol T1013

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density:	1.6±0.1 g/cm³
Boiling Point:	981.8±65.0 °C at 760 mmHg
Vapour Pressure:	0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization:	162.2±6.0 kJ/mol
Flash Point:	547.6±34.3 °C
Index of Refraction:	1.664
Molar Refractivity:	134.9±0.4 cm³
#H bond acceptors:	18
#H bond donors:	17
#Freely Rotating Bonds:	10
#Rule of 5 Violations:	3

ACD/LogP:	-3.34
ACD/LogD (pH 5.5):	-10.57
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	1.00
ACD/LogD (pH 7.4):	-9.81
ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 7.4):	1.00
Polar Surface Area:	332 Å²
Polarizability:	53.5±0.5 10^-24cm³
Surface Tension:	103.3±5.0 dyne/cm
Molar Volume:	363.9±5.0 cm³

Click to predict properties on the Chemicalize site

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Amikacin

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Safety:

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