5-epi-Sisomicin
Basic information
- CAS
55870-64-9- Standard SMILES
CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@H](O)[C@H](O[C@H]3OC(CN)=CC[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@]1(C)O- InChIKey
URWAJWIAIPFPJE-VHLNBGGKSA-N- Molecular formula
- C19H37N5O7
- Average molar mass
- 447.5 g/mol
- Monoisotopic mass
- 447.26929854
Overview
5-epimer of sisomicin; sisomicin analogs produced by Micromonospora inyoensis requiring addition of 2-deoxystreptamine to fermentation broth; RN given refers to parent cpd
Names & identifiers
- Preferred name
- 5-epi-Sisomicin
- IUPAC
- (2R,3R,4R,5R)-2-[(1S,2R,3R,4S,6R)-4,6-diamino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
- English name
- Pentisomicin
- Molecular formula
- C19H37N5O7
- Molecular weight
- 447.53
Names & synonyms
Pentisomicin5-Episisomicin55870-64-95-epi-SisomicinPentisomicinaPentisomicinePentisomicinumDTXSID7046887L5BS6WSR0ESCH-22591(2R,3R,4R,5R)-2-[(1S,2R,3R,4S,6R)-4,6-diamino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diolDTXCID20819919
Show more names
PentmicinD-myo-Inositol, O-3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→1)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-D-glycero-hex-4-enopyranosyl-(1→3)]-4,6-diamino-4,5,6-trideoxy-4,6-Diamino-3-O-(2,6-diamino-1,2,3,4,6-pentadeoxy-4,5-didehydro-α-D-glycero-hexopyranos-1-yl)-4,5,6-trideoxy-1-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]-D-myo-inositol
D-myo-Inositol, O-3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-1)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-3))-4,6-diamino-4,5,6-trideoxy-mutamicin(2R,3R,4R,5R)-2-((1S,2R,3R,4S,6R)-4,6-diamino-3-(((2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy-5-methyl-4-(methylamino)oxane-3,5-diolRefChem:913341Sch 22591Mutamicin 6Mutamycin 6Pentisomicin [USAN:INN]
Properties
Computed structural properties
- XLogP
- -5.1
- Topological polar surface area
- 214 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 6
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 643
Physicochemical properties
- Boiling point
- 556.56 °C · 556.56°C (rough estimate)
- Density
- 1.2777 · 1.2777 (rough estimate)
- refractive index
- 1.76 · 1.7600 (estimate)
- FDA UNII
- 5 BS6WSR0E · L5BS6WSR0E
Chemistry & industry
Applications
UsesAnti-infective.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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