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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H41N5O7
Molecular Weight 463.5696
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GENTAMICIN C2

SMILES

C[C@]([H])([C@]1([H])CC[C@]([H])([C@]([H])(O1)O[C@]2([H])[C@]([H])(C[C@]([H])([C@@]([H])([C@@]2([H])O)O[C@]3([H])[C@@]([H])([C@]([H])([C@](C)(CO3)O)NC)O)N)N)N)N

InChI

InChIKey=XUFIWSHGXVLULG-IDLVJFIQSA-N
InChI=1S/C20H41N5O7/c1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(24)16(13(15)26)32-19-14(27)17(25-3)20(2,28)7-29-19/h8-19,25-28H,4-7,21-24H2,1-3H3/t8-,9-,10+,11-,12+,13+,14-,15-,16+,17-,18-,19-,20+/m1/s1

HIDE SMILES / InChI
Gentamicin C2 together with epimer C2a is a part of the antibiotic of the aminoglycoside group, gentamicin. Gentamicin C2 has a methyl group in the 6′ position. Gentamicin is a broad-spectrum antibiotic that binds to the prokaryotic ribosome, inhibiting protein synthesis in susceptible bacteria. Gentamicin is bactericidal in vitro against Gram-positive and Gram-negative bacteria.

Approval Year

PubMed

PubMed

TitleDatePubMed
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.
1993 Sep 24
Name Type Language
GENTAMICIN C2
MI  
Common Name English
GENTAMICIN C2 [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2363
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
FDA ORPHAN DRUG 513215
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
Code System Code Type Description
FDA UNII
3P99H114B8
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY
CAS
25876-11-3
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY
NCI_THESAURUS
C76150
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY
MERCK INDEX
M5697
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY Merck Index
MESH
C100093
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY
EPA CompTox
25876-11-3
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY
PUBCHEM
72397
Created by admin on Fri Jun 25 23:54:15 UTC 2021 , Edited by admin on Fri Jun 25 23:54:15 UTC 2021
PRIMARY