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Amicetin

Amicetin structure

Amicetin 

structure
  • CAS No:

    17650-86-1

  • Formula:

    C29H42N6O9

  • Chemical Name:

    Amicetin

  • 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

  • Categories:

    Biochemical Engineering  >  Saccharides

Amicetin Basic Attributes

618.684

618.68

0909X15C85

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)

Safety Information

Warehouse ventilated, low temperature and dry

Toxicity

moderately toxic

Drug Information

amicetin

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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