(1R,2R,6S,7R)-4-hydroxy-4-azatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione

• ChemBase ID: 77310
• Molecular Formular: C9H9NO3
• Molecular Mass: 179.17266
• Monoisotopic Mass: 179.05824315
• SMILES: [C@@H]12C=C[C@H]([C@H]3[C@@H]1C(=O)N(C3=O)O)C2
• Canonical SMILES: ON1C(=O)[C@@H]2[C@H](C1=O)[C@@H]1C[C@@H]2C=C1
• InChI: InChI=1S/C9H9NO3/c11-8-6-4-1-2-5(3-4)7(6)9(12)10(8)13/h1-2,4-7,13H,3H2/t4?,5?,6-,7+
• InChIKey: ZUSSTQCWRDLYJA-CYDAGYADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,6S,7R)-4-hydroxy-4-azatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione
• IUPAC Traditional name: (1R,2R,6S,7R)-4-hydroxy-4-azatricyclo[5.2.1.0^{2,6}]dec-8-ene-3,5-dione
• Synonyms: HONB; endo-N-Hydroxy-5-norbornene-2,3-dicarboximide; endo-N-Hydroxybicyclo[2.2.1]hept-5-ene-2,3-dicarboximide

Database IDs

• CAS Number: 21715-90-2
• MDL Number: MFCD00065691
• PubChem SID: 162042183
• PubChem CID: 6950812

CALCULATED PROPERTIES

• Acid pKa: 7.1724677
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.1905442
• LogD (pH = 7.4): -0.6079052
• Log P: -0.18144734
• Molar Refractivity: 44.4054 cm^3
• Polarizability: 16.86843 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant