Spectinomycin
File:Spectinomycin.svg | |
Systematic (IUPAC) name | |
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(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one | |
Clinical data | |
Pregnancy category |
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Legal status | |
Legal status |
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Identifiers | |
CAS Number | 1695-77-8 |
ATC code | J01XX04 (WHO) |
PubChem | CID 15541 |
DrugBank | APRD01232 |
Synonyms | (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one |
Chemical data | |
Formula | C14H24N2O7 |
Molar mass | 332.35 g/mol[[Script error: No such module "String".]] |
Spectinomycin (marketed as the hydrochloride salt spectinomycin hydrochloride under the trade name Trobicin) is an aminocyclitol antibiotic, closely related to the aminoglycosides, produced by the bacterium Streptomyces spectabilis.
There was a disruption in the supply in 2001.[1]
Contents
Mechanism
It binds to the 30S ribosomal subunit in invading bacteria and interrupts protein synthesis.
One form of resistance has emerged in the 16S ribosomal RNA in Pasteurella multocida.[2]
Uses
It is given by injection to treat gonorrhea, especially in patients who are allergic to penicillins. This antibiotic is no longer available in the United States.
It can also be used as a selection marker in bacteria for cloning purposes.
Side effects
Side effects include itching, chills, stomach-ache, and red rash.
References
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