chempirical

Amikacin

C22H43N5O13CAS 37517-28-5585.61 g/mol

Open in Covalent MOL file
H2NOHOHNNH2OONH2OHOHOHOHOOHOHOH2NOH
AcetalAlcoholEtherPrimary amine

Properties

Molecular formula
C22H43N5O13
Molar mass
585.61 g/mol
Exact mass
585.2857 Da
Melting point
203–204 °C
logP
-7.58Crippen estimate
Polar surface area
335.4 Ų
H-bond donors / acceptors
13 / 17
Rotatable bonds
10
Stereocentres
S, R, S, R, R, R, S, S, R, S, S, S, R, S, S, Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless. Search the SDS library

Identifiers

CAS number
37517-28-5
SMILES
NCC[C@H](O)C(O)=N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O
InChIKey
LKCWBDHBTVXHDL-RMDFUYIESA-N
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/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

17 names · show all
  • D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-
  • 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)-
  • O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-D-streptamine
  • 1-N-[L-(-)-γ-Amino-α-hydroxybutyryl]kanamycin A
  • Antibiotic BB-K 8
  • BB-K 8
  • Amicacin
  • Amikacillin
  • Lukadin
  • Amukin
  • Arikace
  • Potentox
  • BAY 41-6551
  • BAY 416651
  • Amikozit
  • Amigasol
  • Arikayce

Work with Amikacin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Amikacin sulfate39831-55-5Salt Amikacin sulfate salt149022-22-0Salt

Similar compounds

Arbekacin51025-85-582 % similar Kanamycin A59-01-865 % similar Kanamycin B4696-76-860 % similar Kanamycin sulfate25389-94-057 % similar Tobramycin32986-56-455 % similar Tobramycin sulfate49842-07-149 % similar Tobramycin sulfate79645-27-549 % similar Isepamicin sulfate67814-76-048 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook