(2R,4S,5R,6R,7S)-5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-3,8-dioxatricyclo[8.4.0.02,7]tetradeca-1(14),10,12-trien-9-one

• ChemBase ID: 128653
• Molecular Formular: C13H14O9
• Molecular Mass: 314.24486
• Monoisotopic Mass: 314.06378203
• SMILES: O=C1O[C@@H]2[C@H](O[C@@H](CO)[C@H](O)[C@H]2O)c2c(O)c(O)c(O)cc12
• Canonical SMILES: OC[C@@H]1O[C@H]2[C@H]([C@@H]([C@H]1O)O)OC(=O)c1c2c(O)c(c(c1)O)O
• InChI: InChI=1S/C13H14O9/c14-2-5-8(17)10(19)12-11(21-5)6-3(13(20)22-12)1-4(15)7(16)9(6)18/h1,5,8,10-12,14-19H,2H2/t5-,8-,10+,11+,12-/m0/s1
• InChIKey: GDYGAIKPBLFCKR-YWQRSDGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5R,6R,7S)-5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(14),10,12-trien-9-one
• IUPAC Traditional name: norbergenin
• Synonyms: Norbergenin

Database IDs

• CAS Number: 79595-97-4
• PubChem SID: 162222960
• PubChem CID: 73192
• CHEMBL: 463164
• Chemspider ID: 65953
• Wikipedia Title: Norbergenin

CALCULATED PROPERTIES

• Acid pKa: 7.8255973
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -1.3747473
• LogD (pH = 7.4): -1.509975
• Log P: -1.372717
• Molar Refractivity: 68.883 cm^3
• Polarizability: 27.221153 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false