AMIKACIN

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H43N5O13
Molecular Weight	585.6025
Optical Activity	UNSPECIFIED
Defined Stereocenters	16 / 16
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of AMIKACIN

Structure Search

SMILES

[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=LKCWBDHBTVXHDL-RMDFUYIESA-N

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

HIDE SMILES / InChI

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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:06:41 UTC 2023` Edited by `admin` on `Fri Dec 15 15:06:41 UTC 2023`
Record UNII	84319SGC3C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMIKACIN

Official Name

English

AMIKACIN [USP MONOGRAPH]

Common Name

English

AMIKACIN [VANDF]

Common Name

English

AMIKACIN [JAN]

Common Name

English

LUKADIN

Common Name

English

AMIKACIN [WHO-IP]

Common Name

English

NSC-177001

Code

English

AMIKACIN [MART.]

Common Name

English

AMIKACIN [HSDB]

Common Name

English

BAY 41-6551

Code

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

Common Name

English

Amikacin [WHO-DD]

Common Name

English

AMIKACIN [MI]

Common Name

English

AMIKACIN [USP-RS]

Common Name

English

AMIKACINUM [WHO-IP LATIN]

Common Name

English

AMIKACIN [EP MONOGRAPH]

Common Name

English

amikacin [INN]

Common Name

English

POTENTOX

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)-

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000175477

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

CFR

21 CFR 522.56

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-ATC

D06AX12

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

FDA ORPHAN DRUG

342011

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-VATC

QJ01GB06

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

LIVERTOX

NBK548695

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

NDF-RT

N0000007853

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

FDA ORPHAN DRUG

217305

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-VATC

QD06AX12

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.2.4

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

FDA ORPHAN DRUG

507715

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

CFR

21 CFR 862.3035

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-ATC

J01GB06

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

FDA ORPHAN DRUG

282109

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-ATC

S01AA21

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-ATC

J01RA06

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

NCI_THESAURUS

C2363

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

WHO-VATC

QS01AA21

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

Code System Code Type Description

WHO INTERNATIONAL PHARMACOPEIA

AMIKACIN

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

Description: White or almost white powder. Solubility: Freely soluble in water, practically insoluble in acetone R or ethanol (~750 g/l) TS. Category: Antibacterial. Storage: Amikacin should be kept in a tightly closed container, or if sterile, in a hermetically closed container. Labelling: The label states:- where applicable, that the substances is free from bacterial endotoxins,- where applicable, that the substance is sterile. Definition: Amikacin is a semi-synthetic product derived from a fermentation product, kanamycin A. Amikacin contains not less than 96.5% and not more than 102.0% (Assay, Method A) or not less than 98.5% and not more than 101.0% (Assay, Method B) of amikacin (C22H43N5O13), calculated with reference to the anhydrous substance.

NCI_THESAURUS

C61615

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

DRUG CENTRAL

157

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

WIKIPEDIA

AMIKACIN

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

ChEMBL

CHEMBL177

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

CAS

37517-28-5

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

RS_ITEM_NUM

1019508

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

SMS_ID

100000092483

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

MESH

D000583

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

HSDB

3583

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

EPA CompTox

DTXSID3022586

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

ECHA (EC/EINECS)

253-538-5

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

FDA UNII

84319SGC3C

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

NSC

177001

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

PUBCHEM

37768

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

LACTMED

Amikacin

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

EVMPD

SUB05431MIG

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

INN

3492

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

RXCUI

641

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

RxNorm

CHEBI

2637

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

DRUG BANK

DB00479

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

MERCK INDEX

m1670

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

Merck Index

DAILYMED

84319SGC3C

Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023

PRIMARY

Related Record Type Details


					N6M33094FD

AMIKACIN SULFATE

SALT/SOLVATE -> PARENT


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					2Z3NQ8MG2T

4-AMINO-2-HYDROXYBUTYRIC ACID, (S)-(-)-

IMPURITY -> PARENT


					EQK9Q303C5

IMPURITY -> PARENT

Comments:

Amikacin is a semi-synthetic product derived from a fermentation product, kanamycin A. Amikacin contains not less than 96.5% and not more than 102.0% (Assay, Method A) or not less than 98.5% and not more than 101.0% (Assay, Method B) of amikacin (C22H43N5O13), calculated with reference to the anhydrous substance.

Related Record Type Details


					84319SGC3C

AMIKACIN

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Volume of Distribution	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC