dihydrostreptomycin

Also known as N,N'''-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine, DHMS, DST

Dihydrostreptomycin is semisynthetic aminoglycoside antibiotic with bactericidal properties. It is the dihydro derivative of streptomycin, and was formerly used in the treatment of tuberculosis.

In the Vinony graph

Vinony's link graph records 139 inbound references to dihydrostreptomycin, and connects out to neomycin, tuberculosis and antibiotic.

It sits within the topics Aminoglycoside antibiotics, Anti-tuberculosis drugs and Drugs with non-standard legal status.

Vinony links it to 15 Wikipedia language editions.

Wikidata facts

Mass: 583.281

Show 3 more facts

chemical formula: C₂₁H₄₁N₇O₁₂
canonical SMILES: CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O
isomeric SMILES: C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(CO)O

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Encyclopedic overview

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Contents

References

Dihydrostreptomycin is semisynthetic aminoglycoside antibiotic with bactericidal properties. It is the dihydro derivative of streptomycin, and was formerly used in the treatment of tuberculosis.

It acts by irreversibly binding the S12 protein in the bacterial 30S ribosomal subunit, after being actively transported across the cell membrane, which interferes with the initiation complex between the mRNA and the bacterial ribosome. This leads to the synthesis of defective, nonfunctional proteins, which results in the bacterial cell's death.

Excerpted from Wikipedia’s “dihydrostreptomycin” article, available under the CC BY-SA 4.0 licence.