S

Streptomycin

IUPAC: 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

C21H39N7O12 Organic Compounds CAS 57-92-1
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Quick Reference
Formula / NotationC21H39N7O12
CAS Number57-92-1
Molecular Weight581.6
Melting PointMW: 1457.383. Powder. MP: aproximately 230 °C /Streptomycin sulfate; 3810-74-0/
Boiling Point872.9∓75.0°C at 760 mmHg
SolubilityWhite to light gray or pale buff powder; faint amine-like odor; solubility in mg/mL at about 28 °C: water greater than 20; methanol 0.85; ethanol 0.30; isopropanol 0.01; petroleum ether 0.015; car...
AppearanceSolid
Also Known As2-[(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; 57-92-1; Streptomycine; Agrimycin; Strepcen; Agrept; Gerox; Streptomicina; Streptomycinum; Streptomyzin
CategoryOrganic Compounds

What is Streptomycin?

Streptomycin is a amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class. It has a role as an antimicrobial agent, an antimicrobial drug, an antibacterial drug, a protein synthesis inhibitor, a bacterial metabolite and an antifungal agrochemical. It is a member of streptomycins, an antibiotic antifungal drug and an antibiotic fungicide. It is functionally related to a streptidine. It is a conjugate base of a streptomycin(3+).

Formula & Notation

C21H39N7O12

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

Other Names / Synonyms: 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; 57-92-1; Streptomycine; Agrimycin; Strepcen; Agrept; Gerox; Streptomicina; Streptomycinum; Streptomyzin

Properties & Characteristics

Appearance: Solid. Molecular formula: C21H39N7O12. Molecular weight: 581.6 g/mol. Boiling point: 872.9∓75.0°C at 760 mmHg. Melting point: MW: 1457.383. Powder. MP: aproximately 230 °C /Streptomycin sulfate; 3810-74-0/. Solubility: White to light gray or pale buff powder; faint amine-like odor; solubility in mg/mL at about 28 °C: water greater than 20; methanol 0.85; ethanol 0.30; isopropanol 0.01; petroleum ether 0.015; car.... LogP: -8.

Physical Data

PropertyValue
Melting PointMW: 1457.383. Powder. MP: aproximately 230 °C /Streptomycin sulfate; 3810-74-0/
Boiling Point872.9∓75.0°C at 760 mmHg
Molecular Weight581.6
SolubilityWhite to light gray or pale buff powder; faint amine-like odor; solubility in mg/mL at about 28 °C: water greater than 20; methanol 0.85; ethanol 0.30; isopropanol 0.01; petroleum ether 0.015; car...
AppearanceSolid

Uses & Applications

Used as an industrial feedstock, solvent, pharmaceutical intermediate, flavoring agent, or chemical building block.

Safety Information

Flammable or irritant. Many organic compounds are flammable liquids or vapours. Keep away from ignition sources. Consult SDS for specific hazard data.

Always consult the SDS/MSDS before handling any chemical. This information is for educational purposes only.

Key Facts

Term Streptomycin
Formula C21H39N7O12
CAS Number 57-92-1
Molecular Weight 581.6
Synonyms 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; 57-92-1; Streptomycine; Agrimycin; Strepcen; Agrept; Gerox; Streptomicina; Streptomycinum; Streptomyzin

Frequently Asked Questions

Streptomycin is a amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class. It has a role as an antimicrobial agent, an antimicrobial drug, an antibacterial drug, a protein synthesis inhibitor, a bacterial metabolite and an antifungal agrochemical. It is a member of streptomycins, an antibiotic antifungal drug and an antibiotic fungicide. It is functionally related to a streptidine. It is a conjugate base of a streptomycin(3+).

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Editorial standards: Chemical data is sourced from peer-reviewed literature, CAS Registry, NIST WebBook, and PubChem. Safety information reflects guidance from OSHA, ECHA, and IAEA. For educational purposes only — always consult official SDS documentation and qualified professionals before handling chemicals.