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

• ChemBase ID: 176162
• Molecular Formular: C23H45N5O14
• Molecular Mass: 615.6285
• Monoisotopic Mass: 615.29630115
• SMILES: O1[C@@H](C(C([C@@H]([C@H]1CN)O)O)N)OC1[C@@H]([C@@H](O[C@@H]1CO)O[C@H]1[C@@H](C(C[C@H](C1O)N)N)O[C@H]1OC([C@H](C([C@H]1N)O)O)CO)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O[C@H]1O[C@H](CN)[C@H](C(C1N)O)O)O)O[C@@H]1C(O)[C@H](N)CC([C@H]1O[C@H]1OC(CO)[C@H](C([C@H]1N)O)O)N
• InChI: InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6?,7-,8?,9-,10?,11+,12?,13-,14-,15?,16?,17+,18-,19?,20-,21-,22-,23+/m1/s1
• InChIKey: UOZODPSAJZTQNH-UDDRFAPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,6R)-5-amino-2-(aminomethyl)-6-{[(2R,4S,5S)-5-{[(1R,2R,5R)-3,5-diamino-2-{[(2S,3S,5S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol
• IUPAC Traditional name: (2R,3S,6R)-5-amino-2-(aminomethyl)-6-{[(2R,4S,5S)-5-{[(1R,2R,5R)-3,5-diamino-2-{[(2S,3S,5S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol
• Synonyms: O-2,6-Diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2-amino-2-deoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-D-Streptamine Sulfate; O-2-Amino-2-deoxy-α-D-glucopyranosyl-(1→4)-O-[O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-β-D-ribofuranosyl-(1→5)]-2-deoxy-D-streptamine Sulfate; 1600 Antibiotic; Aminosidin Sulfate; Aminosidine Sulfate; Aminoxidin; FI 5853; Farmiglucin; Farminosidin; Gabbroral; Humagel; Humatin; Humycin Sulfate; Paramicina; Pargonyl; Paricina; Sinosid; Paromomycin Sulfate

Database IDs

• CAS Number: 1263-89-4
• PubChem SID: 164232072
• PubChem CID: 71751432

CALCULATED PROPERTIES

• Acid pKa: 12.227455
• H Acceptors: 19
• H Donor: 13
• LogD (pH = 5.5): -21.56059
• LogD (pH = 7.4): -14.423654
• Log P: -8.308296
• Molar Refractivity: 134.2428 cm^3
• Polarizability: 57.386707 Å^3
• Polar Surface Area: 347.32 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P205650

an aminogycoside antibiotic designed to fight intestinal infections such as cryptosporidiosis, amoebiasis, and leishmaniasis. Its antiprotozoal activity makes it an effecive histomonostatic feed additive in turkey poults experimentally infected with Histo

REFERENCES

• Rehg, J.E. et al.: J. Infect. Dis., 170, 934 (1994)
• Fong, D. et al.: Am. J. Trop. Med. Hyg., 51, 758 (1994)
• Hafez, H.M. et al.: Arch. Anim. Nut., 64, 77 (1994)