Basic information
- CAS
17650-86-1- Standard SMILES
C[C@H]1O[C@H](O[C@H]2CC[C@H](n3ccc(NC(=O)c4ccc(NC(=O)[C@@](C)(N)CO)cc4)nc3=O)O[C@@H]2C)[C@H](O)[C@@H](O)[C@@H]1N(C)C- InChIKey
HDNVYHWHCVTDIV-ZENIWSRCSA-N- Molecular formula
- C29H42N6O9
- Average molar mass
- 618.7 g/mol
- Monoisotopic mass
- 618.30132694
Overview
Amicetin is an aminoglycoside.
Names & identifiers
- Preferred name
- Amicetin
- IUPAC
- 4-[[(2S)-2-amino-3-hydroxy-2-methylpropanoyl]amino]-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]benzamide
- English name
- Amicetin-A
- Molecular formula
- C29H42N6O9
- Molecular weight
- 618.68
Names & synonyms
AMICETINSacromycin17650-86-1NSC-53404-[[(2S)-2-amino-3-hydroxy-2-methylpropanoyl]amino]-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]benzamide0909X15C85DTXSID8010155834-(((2S)-2-amino-3-hydroxy-2-methylpropanoyl)amino)-N-(1-((2R,5S,6R)-5-((2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl)-2-oxopyrimidin-4-yl)benzamideRefChem:111946DTXCID801473834D-13NSC 5340
Show more names
Amicetin-AAmomycin ABenzamide, 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]-
U-4761Amicetin (VAN)Sacromycin (VAN)N-{1-[(2R,5S,6R)-5-{[4,6-dideoxy-4-(dimethylamino)-alpha-D-glucopyranosyl]oxy}-6-methyloxan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}-4-[(2-methyl-L-seryl)amino]benzamideBRN 0102092AI3-50806UNII-0909X15C85AMICETIN [MI]
Properties
Computed structural properties
- XLogP
- -1
- Topological polar surface area
- 209 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 9
- Heavy atoms
- 44
- Formal charge
- 0
- Complexity
- 1,110
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 244 · 244-245°
- alpha
- 24 · D24 +116.5° (c = 0.5 in 0.1N HCl)
- Boiling point
- 660.6 °C · 660.6°C (rough estimate)
- Density
- 1.2721 · 1.2721 (rough estimate)
- refractive index
- 1.64 · 1.6400 (estimate)
- pka
- 10.4 · pKa = 10.4, 7.0(at 25℃)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 909 X15C85 · 0909X15C85
- Toxicity
- 50 of · LD50 of citrate complex, pH 6 (mg/kg) in mice: ~90 i.v., 600-700 s.c.; in rats: ~200 i.v., ~600 s.c. (DeBoer)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 of citrate complex, pH 6 (mg/kg) in mice: ~90 i.v., 600-700 s.c.; in rats: ~200 i.v., ~600 s.c. (DeBoer)
Chemistry & industry
Applications
UsesAmicetin is a potent antibiotic. Amicetin shows antibiotic activities against gram-positive bacteria. Amicetin inhibits protein synthesis[1][2][3].
Suppliers3 total
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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