General
Preferred name
STREPTOMYCIN
Synonyms
Estreptomicina ()
Phytomycin ()
Plantomycin ()
Streptomycin sulfate ()
Streptomycin (sulfate) ()
Agrept ()
Agrimycin ()
Streptomycin A ()
Streptomycin sulphate ()
Streptomycini sulfas ()
Streptomycin sulfate (2:3) (salt) ()
Streptorex ()
Vetstrep ()
NSC-757316 ()
Agrimycin sulfate ()
Agrimycin 17 ()
Ambistryn s ()
Streptomycin sesquisulfate ()
Streptomycin (as sulfate) ()
Agri-Strep ()
Gerox ()
Chemform ()
Strepcen ()
NSC-14083 ()
P&D ID
PD009818
CAS
3810-74-0
15105-93-8
57-92-1
Tags
natural product
drug
available
Approved by
FDA
First approval
1946
Drug Status
approved
vet_approved
Drug indication
Bacterial infection
Antibacterial (tuberculostatic)
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS Streptomycin is an aminoglycoside antibiotic that works by binding to the bacterial 30S ribosomal subunit, causing misreading of t-RNA, leaving the bacterium unable to synthesize proteins vital to its growth. Aminoglycosides are useful primarily in infections involving aerobic, Gram-negative bacteria, such as Pseudomonas, Acinetobacter, and Enterobacter. In addition, some mycobacteria, including the bacteria that cause tuberculosis, are susceptible to aminoglycosides. Infections caused by Gram-positive bacteria can also be treated with aminoglycosides, but other types of antibiotics are more potent and less damaging to the host. In the past the aminoglycosides have been used in conjunction with penicillin-related antibiotics in streptococcal infections for their synergistic effects, particularly in endocarditis. Aminoglycosides are mostly ineffective against anaerobic bacteria, fungi and viruses.
DESCRIPTION Streptomycin is an aminoglycoside antibacterial drug. Notably streptomycin was the first antibacterial cure for tuberculosis. As with other aminoglycosides, the most concerning side effects are renal and ear toxicities . (GtoPdb)
TOXICITY Nephrotoxic and ototoxic potential. Nephrotoxicity is caused by accumulation of the drug in proximal renal tubular cells, which results in cellular damage. Tubular cells may regenerate despite continued exposure and nephrotoxicity is usually mild and reversible. Streptomycin is the least nephrotoxic of the aminoglycosides owing to the small number of cationic amino groups in its structure. Otoxocity occurs via drug accumulation in the endolymph and perilymph of the inner ear. Accumulation causes irreversible damage to hair cells of the cochlea or summit of the ampullar cristae of the vestibular complex. High frequency hearing loss precedes low frequency hearing loss. Further toxicity may result in retrograde degeneration of the auditory nerve. Vestibular toxicity may result in vertigo, nausea and vomiting, dizziness and loss of balance. ; LD50=430 mg/kg (Orally in rats with Streptomycin Sulfate); Side effects include nausea, vomiting, and vertigo, paresthesia of face, rash, fever, urticaria, angioneurotic edema, and eosinophilia.
Cell lines
0
Organisms
8
Compound Sets
18
Cayman Chemical Bioactives
ChEMBL Approved Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NPC Screening Collection
Other bioactive compounds
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
External IDs
63
Properties
(calculated by RDKit )
Molecular Weight
581.27
Hydrogen Bond Acceptors
15
Hydrogen Bond Donors
14
Rotatable Bonds
9
Ring Count
3
Aromatic Ring Count
0
cLogP
-7.74
TPSA
331.43
Fraction CSP3
0.86
Chiral centers
15.0
Largest ring
6.0
QED
0.07
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Pathway
Microbiology&virology
Anti-infection
Target
30S ribosome
antibiotic
Bacterial
Antibiotics for Plant Cell Culture,Anti-infection,Selection Antibiotics for Transfected Cell
Indication
tuberculosis
MOA
bacterial 30S ribosomal subunit inhibitor
Therapeutic Class
Antibiotics
Source data