N'-[(1E,2E,4S,5R)-4,5,6-trihydroxy-2-[N'-(phenylformamido)imino]hexylidene]benzohydrazide

• ChemBase ID: 165916
• Molecular Formular: C20H22N4O5
• Molecular Mass: 398.41248
• Monoisotopic Mass: 398.15901982
• SMILES: C(=O)(N/N=C(/C=N/NC(=O)c1ccccc1)\C[C@@H]([C@@H](CO)O)O)c1ccccc1
• Canonical SMILES: OC[C@H]([C@H](C/C(=N\NC(=O)c1ccccc1)/C=N/NC(=O)c1ccccc1)O)O
• InChI: InChI=1S/C20H22N4O5/c25-13-18(27)17(26)11-16(22-24-20(29)15-9-5-2-6-10-15)12-21-23-19(28)14-7-3-1-4-8-14/h1-10,12,17-18,25-27H,11,13H2,(H,23,28)(H,24,29)/b21-12+,22-16+/t17-,18+/m0/s1
• InChIKey: FJSXOOVXUKPJIB-ZCIKSPLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[(1E,2E,4S,5R)-4,5,6-trihydroxy-2-[N'-(phenylformamido)imino]hexylidene]benzohydrazide
• IUPAC Traditional name: N'-[(1E,2E,4S,5R)-4,5,6-trihydroxy-2-[N'-(phenylformamido)imino]hexylidene]benzohydrazide
• Synonyms: 3-Deoxy-D-erythro-hexos-2-ulose-bis-benzoylhydrazone

Database IDs

• CAS Number: 32443-70-2
• PubChem SID: 162260049
• PubChem CID: 46780617

CALCULATED PROPERTIES

• Acid pKa: 10.309307
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.90980965
• LogD (pH = 7.4): 0.90934443
• Log P: 0.9098185
• Molar Refractivity: 106.5647 cm^3
• Polarizability: 40.013023 Å^3
• Polar Surface Area: 143.61 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Hot Methanol
• Apperance: Off-White Solid
• Melting Point: 191-192°C