(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(methyl-oxo-$l^{5}-azanylidene)amino]methoxy}oxane-3,4,5-triol

• ChemBase ID: 126783
• Molecular Formular: C8H16N2O7
• Molecular Mass: 252.22184
• Monoisotopic Mass: 252.09575086
• SMILES: [O-]/[N+](=N/CO[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)/C
• Canonical SMILES: OC[C@H]1O[C@@H](OC/N=[N+](\C)/[O-])[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C8H16N2O7/c1-10(15)9-3-16-8-7(14)6(13)5(12)4(2-11)17-8/h4-8,11-14H,2-3H2,1H3/t4-,5-,6+,7-,8-/m1/s1
• InChIKey: YHLRMABUJXBLCK-JAJWTYFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(methyl-oxo-$l^{5}-azanylidene)amino]methoxy}oxane-3,4,5-triol
• IUPAC Systematic name: [(E)-Methyl-ONN-azoxy]methyl β-D-glucopyranoside
• IUPAC Traditional name: cykazine
• Synonyms: β-D-Glucosyloxyazoxymethane; Methylazoxymethanol β-D-glucoside; Cycas revoluta glucoside; Cycasin

Database IDs

• CAS Number: 14901-08-7
• PubChem SID: 162221111
• PubChem CID: 6321404
• Wikipedia Title: Cycasin

CALCULATED PROPERTIES

• Acid pKa: 12.207968
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.193865
• LogD (pH = 7.4): -3.1905513
• Log P: -3.1905005
• Molar Refractivity: 52.0523 cm^3
• Polarizability: 21.462406 Å^3
• Polar Surface Area: 140.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true