(1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

• ChemBase ID: 125846
• Molecular Formular: C28H22O6
• Molecular Mass: 454.47068
• Monoisotopic Mass: 454.14163842
• SMILES: Oc1ccc(cc1)[C@H]1c2c(cc(O)cc2O)[C@H]2c3c(cc(O)cc3O[C@@H]2c2ccc(O)cc2)C1
• Canonical SMILES: Oc1ccc(cc1)[C@H]1Oc2c3[C@@H]1c1cc(O)cc(c1[C@@H](Cc3cc(c2)O)c1ccc(cc1)O)O
• InChI: InChI=1S/C28H22O6/c29-17-5-1-14(2-6-17)21-10-16-9-19(31)13-24-25(16)27(22-11-20(32)12-23(33)26(21)22)28(34-24)15-3-7-18(30)8-4-15/h1-9,11-13,21,27-33H,10H2/t21-,27-,28+/m0/s1
• InChIKey: JJCVXDDMIRXVJA-YNOBPPCASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^2,^7.0^1^4,^1^7]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
• IUPAC Traditional name: ampelopsin B
• Synonyms: (+)-Ampelopsin B; (-)-Ampelopsin B; Ampelopsin B

Database IDs

• CAS Number: 130518-19-3
• PubChem SID: 162220191
• PubChem CID: 5318088
• Chemspider ID: 4476716
• Wikipedia Title: Ampelopsin_B

CALCULATED PROPERTIES

• Acid pKa: 8.976072
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 5.6044493
• LogD (pH = 7.4): 5.5931787
• Log P: 5.6045933
• Molar Refractivity: 127.5085 cm^3
• Polarizability: 48.46867 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false