(3S,4R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,4S,5S)-5-{[(1R,2R,5R)-3,5-diamino-2-{[(2R,4R,5S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

• ChemBase ID: 175072
• Molecular Formular: C23H46N6O13
• Molecular Mass: 614.64374
• Monoisotopic Mass: 614.31228556
• SMILES: C1(CN)[C@H]([C@@H](C([C@H](O1)OC1[C@H](O[C@H]([C@H]1O)O[C@H]1[C@@H](C(C[C@H](C1O)N)N)O[C@@H]1C([C@H]([C@@H](C(O1)CN)O)O)N)CO)N)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O[C@H]1OC(CN)[C@H]([C@@H](C1N)O)O)O)O[C@@H]1C(O)[C@H](N)CC([C@H]1O[C@H]1OC(CN)[C@H]([C@@H](C1N)O)O)N
• InChI: InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6?,7?,8?,9-,10?,11?,12?,13-,14-,15-,16-,17+,18-,19?,20-,21-,22-,23+/m1/s1
• InChIKey: PGBHMTALBVVCIT-KSNCYDENSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,4S,5S)-5-{[(1R,2R,5R)-3,5-diamino-2-{[(2R,4R,5S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol
• IUPAC Traditional name: (3S,4R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,4S,5S)-5-{[(1R,2R,5R)-3,5-diamino-2-{[(2R,4R,5S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol
• Synonyms: Fradiomycin Trisulfate Hydrate; Neomycin Trisulfate Hydrate; Fradiomycin-deuterated; Neomycin Deuterated

Database IDs

• CAS Number: 1405-10-3
• PubChem SID: 164230982
• PubChem CID: 71750990

CALCULATED PROPERTIES

• Acid pKa: 12.291083
• H Acceptors: 19
• H Donor: 13
• LogD (pH = 5.5): -24.511583
• LogD (pH = 7.4): -15.933928
• Log P: -8.415177
• Molar Refractivity: 135.9003 cm^3
• Polarizability: 58.22208 Å^3
• Polar Surface Area: 353.11 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >187°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N389977

Labelled analogue of Neomycin, an aminoglycoside antibiotic found in many topical medications. Neomycin has been used as a preventive measure for hepatic encephalopathy and hypercholesterolemia.

Toronto Research Chemicals - N389975

Neomycin is an aminoglycoside antibiotic found in many topical medications. Neomycin has been used as a preventive measure for hepatic encephalopathy and hypercholesterolemia.