U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H36N4O10
Molecular Weight 468.4992
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GENTAMICIN A

SMILES

[H][C@]1(CO)O[C@]([H])(O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@@]3([H])OC[C@H](O)[C@H](NC)[C@H]3O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O

InChI

InChIKey=LKKVGKXCMYHKSL-OWLCRXJJSA-N
InChI=1S/C18H36N4O10/c1-22-10-7(24)4-29-18(13(10)27)32-16-6(20)2-5(19)15(14(16)28)31-17-9(21)12(26)11(25)8(3-23)30-17/h5-18,22-28H,2-4,19-21H2,1H3/t5-,6+,7-,8+,9+,10-,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H36N4O10
Molecular Weight 468.4992
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 14 / 14
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: First study on Gentamicin A, no abstract available: https://www.ncbi.nlm.nih.gov/pubmed/14274880

Gentamicin A is a component of the antibiotic gentamicin. This antibiotic is composed by members of the gentamicin C complex (80%) and gentamicin A, B, X, and others (remaining 20%). A review study from 2018 indicated that acute kidney injury was described in 2520 participants receiving gentamicin, which contains gentamicin A. Most of these cases were reversible. Also, a rise in creatinine levels was found in some patients after administration of a single dose of gentamicin.

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 08:07:34 GMT 2023
Edited
by admin
on Sat Dec 16 08:07:34 GMT 2023
Record UNII
4W8R3URS2H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GENTAMICIN A
MI  
Common Name English
GENTAMICIN A [MI]
Common Name English
D-STREPTAMINE, O-2-AMINO-2-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(3-DEOXY-3-(METHYLAMINO)-.ALPHA.-D-XYLOPYRANOSYL-(1->6))-2-DEOXY-
Common Name English
GENTAMYCIN A
Common Name English
Code System Code Type Description
CHEBI
28418
Created by admin on Sat Dec 16 08:07:34 GMT 2023 , Edited by admin on Sat Dec 16 08:07:34 GMT 2023
PRIMARY
CAS
13291-74-2
Created by admin on Sat Dec 16 08:07:34 GMT 2023 , Edited by admin on Sat Dec 16 08:07:34 GMT 2023
PRIMARY
FDA UNII
4W8R3URS2H
Created by admin on Sat Dec 16 08:07:34 GMT 2023 , Edited by admin on Sat Dec 16 08:07:34 GMT 2023
PRIMARY
MERCK INDEX
m5697
Created by admin on Sat Dec 16 08:07:34 GMT 2023 , Edited by admin on Sat Dec 16 08:07:34 GMT 2023
PRIMARY Merck Index
PUBCHEM
12810390
Created by admin on Sat Dec 16 08:07:34 GMT 2023 , Edited by admin on Sat Dec 16 08:07:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID501043050
Created by admin on Sat Dec 16 08:07:34 GMT 2023 , Edited by admin on Sat Dec 16 08:07:34 GMT 2023
PRIMARY