General
Preferred name
gentamicin
Synonyms
Gentamycin sulfate ()
gentamycin ()
P&D ID
PD009715
CAS
1405-41-0
1403-66-3
Tags
available
drug
Drug indication
Bacterial infection
Drug Status
approved
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION The approved drug gentamicin is a complex of three closely-related aminoglycoside sulfates: C1, C1a and C2. The structure shown here is representative of the general structure of the compounds. For more information on the structure of the individual components of gentamicin, please see the relevant entries on ChEBI: (CHEBI:27412, CHEBI:27784, CHEBI:28292). (GtoPdb)
TOXICITY Mild and reversible nephrotoxicity may be observed in 5 - 25% of patients. Gentamicin accumulates in proximal renal tubular cells and causes cell damage. Tubular cell regeneration occurs despite continued drug exposure. Toxicity usually occurs several days following initiation of therapy. May cause irreversible ototoxicity. Otoxocity appears to be correlated to cumulative lifetime exposure. Drug accumulation in the endolymph and perilymph of the inner ear causes irreversible damage to hair cells of the cochlea or summit of ampullar cristae in the vestibular complex. High frequency hearing is lost first with progression leading to loss of low frequency hearing. Further toxicity may lead to retrograde degeneration of the 8th cranial (vestibulocochlear) nerve. Vestibular toxicity may cause vertigo, nausea, vomiting, dizziness and loss of balance.; Mouse, intravenous LD50: 52 mg/kg; rat, intravenous LD50: 96 mg/kg.
DESCRIPTION Gentamycin is an aminoglycoside antibiotic produced by fermentation of Micromonospora purpurea or M. echinospora. Under the trade name Garamycin, it is indicated for the treatment of some bacterial infections. (BOC Sciences Bioactive Compounds)
Compound Sets
7
AdooQ Bioactive Compound Library
BOC Sciences Bioactive Compounds
Concise Guide to Pharmacology 2023/24
DrugMAP
DrugMAP Approved Drugs
DrugMatrix
Guide to Pharmacology
External IDs
21
Properties
(calculated by RDKit )
Molecular Weight
477.32
Hydrogen Bond Acceptors
12
Hydrogen Bond Donors
8
Rotatable Bonds
7
Ring Count
3
Aromatic Ring Count
0
cLogP
-3.33
TPSA
199.73
Fraction CSP3
1.0
Chiral centers
13.0
Largest ring
6.0
QED
0.18
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Therapeutic Class
Antibiotics
Source data