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Amikacin

CHEBI:CHEBI_2637

Definition

An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.

Chemical Information

Molecular Formula
C22H43N5O13
Molecular Mass
585.60272
Charge
0
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
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
InChIKey
LKCWBDHBTVXHDL-RMDFUYIESA-N

Alternative Names

  • (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide
  • 1-N-(L(-)-gamma-amino-alpha-hydroxybutyryl)kanamycin A
  • amikacin
  • Amikacin
  • amikacina
  • amikacine
  • amikacinum
  • O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
641
oboInOwl#hasDbXref
Wikipedia:Amikacin
core#notation
CHEBI:2637

Additional References

Wikipedia:Amikacin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
641
generic_name
Amikacin Liposome Inhalation Suspension
oboInOwl#hasDbXref
Wikipedia:Amikacin
oboInOwl#id
CHEBI:2637
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
dosage_form
SUSPENSION
labeler_name
Insmed Incorporated
product_ndc
38779-0295
brand_name
ARIKAYCE
brand_name_base
ARIKAYCE
application_number
NDA207356
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_61015
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_17630
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_84739
listing_expiration_date
20241231
route
INTRAVENOUS
manufacturer_name
Insmed Incorporated
marketing_start_date
20131224
package_marketing_start_date
20131224
spl_id
11d7e8de-0b7f-dba2-e063-6394a90a2ebf
package_ndc
38779-0295-9
package_description
1000 g in 1 JAR (38779-0295-9)
core#notation
CHEBI:2637
rxcui
2059189
pharm_class_epc
Aminoglycoside Antibacterial [EPC]
pharm_class
Aminoglycosides [CS]
pharm_class_cs
Aminoglycosides [CS]
active_ingredient_strength
1 g/4mL
nui
M0000946
active_ingredient_name
AMIKACIN SULFATE
unii
84319SGC3C
spl_set_id
a43188fa-f228-4acd-8a5d-9a3462034f4b
upc
0323155290318
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_412
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect11778
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_84739
owl#annotatedSource
t155665
owl#someValuesFrom
t3511680