File:Streptomycin2.svg · Wikimedia Commons · See Wikimedia Commons
streptomycin
Sign in to saveAlso known as SM, [2-Deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{n',n'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine}, Kantrex, 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside, streomycin, 2,4-diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside
Streptomycin is an antibiotic medication used to treat a number of bacterial infections, including tuberculosis, Mycobacterium avium complex, endocarditis, brucellosis, Burkholderia infection, plague, tularemia, and rat bite fever. For active tuberculosis it is often given together with isoniazid, rifampicin, and pyrazinamide. It is administered by injection into a vein or muscle.
Streptomycin is an antibiotic medication administered by injection that is used to treat various bacterial infections, most notably tuberculosis and several other serious diseases. For tuberculosis treatment, it is typically combined with other antibiotics like isoniazid, rifampicin, and pyrazinamide to be more effective.
AI-generated from the Wikipedia summary — may contain errors.
Key facts
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 470471096
- Drug.StdInChI
- 1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1
- Drug.StdInChIKey
- UCSJYZPVAKXKNQ-HZYVHMACSA-N
- Drug.melting_point
- 12
- Drug.image
- Streptomycin2.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 209
- Drug.image2
- Streptomycin-1ntb-xtal-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.DailyMedID
- Streptomycin
- Drug.routes_of_administration
- Intramuscular, intravenous
- Drug.ATC_prefix
- A07
- Drug.ATC_suffix
- AA04
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- 84% to 88% IM (est.) 0% by mouth
via Wikipedia infobox
Chemical data
- Formula
- C21H39N7O12
- Molecular weight
- 581.6 g/mol
- IUPAC name
- 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
- 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)(C=O)O
- InChIKey
- UCSJYZPVAKXKNQ-HZYVHMACSA-N
- XLogP
- -8
- Polar surface area
- 336 Ų
- H-bond donors
- 12
- H-bond acceptors
- 15
- Formal charge
- 0
via PubChem
Research
34,614 papers- [Streptomycin].Gazette medicale de France · 1951
- [Streptomycin].Nederlands tijdschrift voor geneeskunde · 1948VAN DONGEN K
- [Streptomycin].Strasbourg medical · 1947
- [Streptomycin].Maroc medical · 1951DEBRE R
- [Streptomycin].Archives hospitalieres · 1947ABAZA A
- [Streptomycin].L'union medicale du Canada · 1947SAUCIER J
- [Streptomycin].Journal de medecine de Lyon · 1948MARAL R, BLANDIN A
- [Streptomycin].Revue medicale de France · 1947LAHAM J
via PubMed
Wikidata facts
- Mass
- 581.266
Show 8 more facts
- Commons category
- Streptomycin
- chemical formula
- C₂₁H₃₉N₇O₁₂
- 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)(C=O)O
- World Health Organisation international non-proprietary name
- streptomycin
- P8168
- Eugene Istomin
- defined daily dose
- 1
- isomeric SMILES
- CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]3NC(N)=N)O[C@@H](C)[C@]2(O)C=O
- NCI Thesaurus ID
- C61952
Sources (7)
via Wikidata · CC0
~10 min read
Article
11 sectionsContents
- Uses
- Medication
- Pesticide
- Cell culture
- Protein purification
- Side effects
- Mechanism of action
- History
- New Jersey
- References
- Further reading
Streptomycin is an antibiotic medication used to treat a number of bacterial infections, including tuberculosis, Mycobacterium avium complex, endocarditis, brucellosis, Burkholderia infection, plague, tularemia, and rat bite fever. For active tuberculosis it is often given together with isoniazid, rifampicin, and pyrazinamide. It is administered by injection into a vein or muscle.
Common side effects include vertigo, vomiting, numbness of the face, fever, and rash. Use during pregnancy may result in permanent deafness in the developing baby. Use appears to be safe while breastfeeding. It is not recommended in people with myasthenia gravis or other neuromuscular disorders. Streptomycin is an aminoglycoside. It works by blocking the ability of 30S ribosomal subunits to make proteins, which results in bacterial death.