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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H41N5O7.H2O4S
Molecular Weight 561.647
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GENTAMICIN C2 SULFATE

SMILES

OS(O)(=O)=O.[H][C@]1(CC[C@@H](N)[C@@]([H])(O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@@]3([H])OC[C@](C)(O)[C@H](NC)[C@H]3O)[C@H]2O)O1)[C@@H](C)N

InChI

InChIKey=KWJYODNQLVMERY-JMQKCPHUSA-N
InChI=1S/C20H41N5O7.H2O4S/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;1-5(2,3)4/h8-19,25-28H,4-7,21-24H2,1-3H3;(H2,1,2,3,4)/t8-,9-,10+,11-,12+,13+,14-,15-,16+,17-,18-,19-,20+;/m1./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 C20H41N5O7
Molecular Weight 463.5688
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 13 / 13
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:55:25 UTC 2023
Edited
by admin
on Fri Dec 15 15:55:25 UTC 2023
Record UNII
8580DSH6CP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GENTAMICIN C2 SULFATE
Common Name English
D-STREPTAMINE, O-3-DEOXY-4-C-METHYL-3-(METHYLAMINO)-.BETA.-L-ARABINOPYRANOSYL-(1->6)-O-(2,6-DIAMINO-2,3,4,6,7-PENTADEOXY-.ALPHA.-D-RIBO-HEPTOPYRANOSYL-(1->4))-2-DEOXY-, SULFATE
Common Name English
Code System Code Type Description
PUBCHEM
71587138
Created by admin on Fri Dec 15 15:55:25 UTC 2023 , Edited by admin on Fri Dec 15 15:55:25 UTC 2023
PRIMARY
CAS
37713-03-4
Created by admin on Fri Dec 15 15:55:25 UTC 2023 , Edited by admin on Fri Dec 15 15:55:25 UTC 2023
PRIMARY
FDA UNII
8580DSH6CP
Created by admin on Fri Dec 15 15:55:25 UTC 2023 , Edited by admin on Fri Dec 15 15:55:25 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE