物质信息

ID:449617

名称和标识
IUPAC标准名
1-[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-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
IUPAC传统名
1-[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-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
别名
MerstepStreptomycinEstreptomicinaStreptomisinAgreptAgrimycin
数据登录号
CAS号
化合物性质
药理学性质
生物活性机理
Activity increased in alkaline medium binds irreversibly to the bacterial ribosomal 30S subunit
Protein synthesis inhibitor
Causes misreading of the genetic code
Blocks the recognition step in protein-synthesis
Causes ribosomal dissociation from messenger RNA
Apoptosis-inducer
产品相关信息
生物来源
Isol. from Streptomyces griseus
应用领域
Clinically used broad spectrum antibacterial (tuberculostatic) agent
Aminoglycoside antibiotic
描述信息
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分子图谱
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参考文献
• Kuehl, F.A. et al., J.A.C.S., 1947, 69, 1234, (struct)
• Pennington, F.C. et al., J.A.C.S., 1953, 75, 2261, (synth)
• Munro, M.H.G. et al., J. Antibiot., 1982, 35, 1331, (cmr)
• Mossa, J.S. et al., Anal. Profiles Drug Subst., 1987, 16, 507, (rev, synth, anal)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 8762, (synonyms)
• Pesticide Manual, 9th edn., 1991, No. 10970
• Neidle, S. et al., Tet. Lett., 1968, 4725, (cryst struct)
• Umezawa, S. et al., J. Antibiot., 1974, 27, 997, (synth)
• Agrochemicals Handbook, 3rd edn., Royal Society of Chemistry, 1992, A481
• Aminoglycosides, (Ed. Whelton, A. et al), M. Dekker, 1982, (book)
• Textbook of Adverse Drug Reactions, 4th edn., (ed. Davies, D.M.), Oxford University Press, 1991
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 203
• Bock, K. et al., J. Antibiot., 1974, 27, 139, (cmr)
• Munro, M.H.G. et al., J.A.C.S., 1975, 97, 4782, (biosynth)
• Wallace, B.J. et al., Antibiotics (N.Y.), 1979, 5, 272, (rev, props)
• Emery, W.B., Chem. Ind. (London), 1952, 254, (rev)
• Umezawa, S., J. Antibiot., 1979, 32, S60, (rev, synth)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, SLW500; SLY500