Compound ID | 1842

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Spectinomycin

Class: Aminoglycoside

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to the bacterial 30S ribosomal subunit
Description: Streptomyces natural product. Veterinary use, rarely used in human medicine (e.g. Neisseria gonorrhoeae)
Year first mentioned: 1961
Highest development stage: Approved by FDA in 1971
Development status: Approved
Reason dropped: Discontinued/Withdrawn in US
Chemical structure(s):
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Molecular weight: 332.35
Iso. SMILES: C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O
InChI Key: UNFWWIHTNXNPBV-WXKVUWSESA-N
Can. SMILES: C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O
InChI: InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/15541
Guide to Pharmacology: spectinomycin
Citation: https://pubmed.ncbi.nlm.nih.gov/13867836/

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