O-2-Deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N1,N3-bis(aminoiminomethyl)-D-streptamine
Basic information
- CAS
6835-00-3- Standard SMILES
CN[C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](N=C(N)N)[C@@H](O)[C@@H]3N=C(N)N)O[C@@H](CO)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O- InChIKey
OFNXOACBUMGOPC-HZYVHMACSA-N- Molecular formula
- C21H39N7O13
- Average molar mass
- 597.6 g/mol
- Monoisotopic mass
- 597.26058431
Overview
5'-hydroxystreptomycin is a streptomycin bearing an additional hydroxy substituent at the 5'-position (on the furanose ring). It is functionally related to a streptomycin.
Names & identifiers
- Preferred name
- O-2-Deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N1,N3-bis(aminoiminomethyl)-D-streptamine
- IUPAC
- 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-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-(hydroxymethyl)oxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
- English name
- N,N'-Bis(aminoiminomethyl)-4-O-[2-O-(2-deoxy-2-methylamino-α-L-glucopyranosyl)-3-C-formyl-α-L-lyxofuranosyl]-D-streptamine
- Molecular formula
- C21H39N7O13
- Molecular weight
- 597.57
Names & synonyms
HydroxystreptomycinStreptomycin C6835-00-3QXR888I04O2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-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-(hydroxymethyl)oxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidineDTXSID20218483D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-3-C-formyl-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-oxystreptomycin2-((1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-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-(hydroxymethyl)oxolan-2-yl)oxy-2,5,6-trihydroxycyclohexyl)guanidineRefChem:928027DTXCID40140974O-2-Deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-3-C-formyl-alpha-L-lyxofuranosyl-(1->4)-N1,N3-bis(aminoiminomethyl)-D-streptamine
Show more names
Properties
Computed structural properties
- XLogP
- -8.5
- Topological polar surface area
- 357 Ų
- Hydrogen bond donors
- 13
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 10
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 957
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Boiling point
- 918.7 · 918.7±75.0 °C(Predicted)
- Density
- 2.04 · 2.04±0.1 g/cm3(Predicted)
- pka
- 11.24 · 11.24±0.70(Predicted)
- FDA UNII
- 888 I04O · QXR888I04O
Chemistry & industry
Applications
UsesHydroxystreptomycin is an active compound.
Additional notes
DefinitionChEBI: A streptomycin bearing an additional hydroxy substituent at the 5'-position (on the furanose ring)
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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