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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H43N5O13.2H2O4S
Molecular Weight 781.759
Optical Activity UNSPECIFIED
Defined Stereocenters 16 / 16
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMIKACIN SULFATE

SMILES

OS(O)(=O)=O.OS(O)(=O)=O.[H][C@]3(O[C@H]1[C@@H](C[C@H](N)[C@@H](O[C@@]2([H])O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O)NC(=O)[C@@H](O)CCN)O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O

InChI

InChIKey=FXKSEJFHKVNEFI-GCZBSULCSA-N
InChI=1S/C22H43N5O13.2H2O4S/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;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1

HIDE SMILES / InChI
Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C22H43N5O13
Molecular Weight 585.6025
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 16 / 16
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:22 UTC 2023
Edited
by admin
on Fri Dec 15 15:14:22 UTC 2023
Record UNII
N6M33094FD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMIKACIN SULFATE
EP   GREEN BOOK   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
USAN  
Official Name English
AMIKACIN SULFATE [USP-RS]
Common Name English
AMIKACIN SULFATE [GREEN BOOK]
Common Name English
BB-K8
Code English
AMIKACINI SULFAS [WHO-IP]
Common Name English
AMIKACIN SULFATE [MI]
Common Name English
AMIKACIN SULFATE [USAN]
Common Name English
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)-, SULPHATE (1:2) (SALT)
Common Name English
AMIKACIN SULFATE [JAN]
Common Name English
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 SULPHATE (1:2)
Common Name English
AMIKIN
Brand Name English
Amikacin sulfate [WHO-DD]
Common Name English
AMIKACIN SULPHATE
Common Name English
AMIKACIN SULFATE [EP IMPURITY]
Common Name English
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)-, SULFATE (1:2) (SALT)
Common Name English
AMIKACIN SULFATE [MART.]
Common Name English
AMIKACIN SULFATE [USP MONOGRAPH]
Common Name English
AMIKACIN SULFATE [EP MONOGRAPH]
Common Name English
AMIKACIN (AS SULFATE)
Common Name English
ARIKAYCE
Brand Name English
AMIKACIN SULFATE [VANDF]
Common Name English
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 SULFATE (1:2)
Common Name English
AMIKACIN SULFATE [ORANGE BOOK]
Common Name English
NSC-755846
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 458114
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
EU-Orphan Drug EU/3/06/387
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
NCI_THESAURUS C2363
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
AMIKACIN SULFATE
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY Description: White or almost white, crystalline powder. Solubility: Freely soluble in water, practically insoluble in acetone R or ethanol (~750 g/l) TS. Category: Antibacterial. Storage: Amikacin sulfate should be kept in a tightly closed container, or if sterile, in a hermetically closed container. Labelling: The label states:- whether the substance is the (1:2) sulfate or the (1:1.8) sulfate form,- the content in terms of Amikacin, calculated with reference to the dried and sulfate-free substance,- where applicable, that the substances is free from bacterial endotoxins,- where applicable, that the substance is sterile.
ECHA (EC/EINECS)
254-648-6
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
DRUG BANK
DBSALT000351
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
EPA CompTox
DTXSID601045247
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
NCI_THESAURUS
C230
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
PUBCHEM
38351
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
CAS
39831-55-5
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
NSC
755846
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
DAILYMED
N6M33094FD
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
ChEMBL
CHEMBL177
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
RS_ITEM_NUM
1019494
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
CHEBI
2638
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
RXCUI
643
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY RxNorm
SMS_ID
100000085153
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
MERCK INDEX
m1670
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY Merck Index
EVMPD
SUB00444MIG
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
FDA UNII
N6M33094FD
Created by admin on Fri Dec 15 15:14:22 UTC 2023 , Edited by admin on Fri Dec 15 15:14:22 UTC 2023
PRIMARY
Related Record Type Details
Structure of AMIKACIN
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of 4-AMINO-2-HYDROXYBUTYRIC ACID, (S)-(-)-
IMPURITY -> PARENT
Structure of KANAMYCIN A
IMPURITY -> PARENT
Amikacin sulfate is a semi-synthetic product derived from a fermentation product, kanamycin A. Amikacin sulfate (1:2) contains not less than 96.5% and not more than 102.0% of amikacin sulfate (C22H43N5O13,2H2SO4), calculated with reference to the dried substance. Amikacin sulfate (1:1.8) contains not less than 96.5% and not more than 102.0% of amikacin sulfate (C22H43N5O13,1.8H2SO4), calculated with reference to the dried substance.
KANAMYCIN
IMPURITY -> PARENT
Related Record Type Details
Structure of AMIKACIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
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