Amicetin
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Amicetin
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CAS No:
17650-86-1
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Formula:
C29H42N6O9
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Chemical Name:
Amicetin
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Synonyms:
Benzamide,4-[[(2S)-2-amino-3-hydroxy-2-methyl-1-oxopropyl]amino]-N-[1-[(2R,5S,6R)-5-[[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-;Hydracrylanilide,2-amino-4′-[[1,2-dihydro-2-oxo-1-[2,3,6-trideoxy-4-O-[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]-β-D-erythro-hexopyranosyl]-4-pyrimidinyl]carbamoyl]-2-methyl-;Amicetin;Benzamide,4-[(2-amino-3-hydroxy-2-methyl-1-oxopropyl)amino]-N-[1-[5-[[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-,[2R-[2α(S*),5β,6α]]-;4-[[(2S)-2-Amino-3-hydroxy-2-methyl-1-oxopropyl]amino]-N-[1-[(2R,5S,6R)-5-[[4,6-dideoxy-4-(dimethylamino)-α-D-glucopyranosyl]oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-1,2-dihydro-2-oxo-4-pyrimidinyl]benzamide;Allomycin;Sacromycin;NSC 5340;514-71-6;11027-16-0;1195863-37-6
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CAS No:
Characteristics
210.73000
0.46960
1.293 g/cm3
167 °C
660.6°C (rough estimate)
1.6400 (estimate)
Oral-rat LD50: 3600 mg/kg; Oral-Mouse LD50: 2000 mg/kg
Combustible; burning emits toxic nitrogen oxide fumes
D24 +116.5° (c = 0.5 in 0.1N HCl)
Amicetin Use and Manufacturing
These pyrimidine-containing glycoside antibiotic (FWAmicetin-A = 617.69 g/mol (free base); CAS 17650-86-1; FWAmicetin-B = 532.59 g/mol (free base)) from Streptomyces vinaceus-drappus and S. fasciculatus inhibits protein biosynthesis, exerting its bacteriostatic most potently on Grampositive bacteria. Amicetin B, also called plicacetin, was isolated from Streptomyces plicatus and has the identical structure minus the amethylseryl residue. It is weaker in action compared to amicetin A. Target(s):
Computed Properties
Molecular Weight:618.7
XLogP3:-1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:9
Exact Mass:618.30132694
Monoisotopic Mass:618.30132694
Topological Polar Surface Area:209
Heavy Atom Count:44
Complexity:1110
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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