(4R,5R,14S)-4,14-bis(3,4-dihydroxyphenyl)-5,8-dihydroxy-3,11-dioxatricyclo[8.4.0.02,7]tetradeca-1(10),2(7),8-trien-12-one

• ChemBase ID: 126600
• Molecular Formular: C24H20O9
• Molecular Mass: 452.4102
• Monoisotopic Mass: 452.11073222
• SMILES: O=C1Oc2c(c3O[C@H](c4ccc(O)c(O)c4)[C@H](O)Cc3c(O)c2)[C@H](c2ccc(O)c(O)c2)C1
• Canonical SMILES: O=C1Oc2cc(O)c3c(c2[C@@H](C1)c1ccc(c(c1)O)O)O[C@@H]([C@@H](C3)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C24H20O9/c25-14-3-1-10(5-17(14)28)12-8-21(31)32-20-9-16(27)13-7-19(30)23(33-24(13)22(12)20)11-2-4-15(26)18(29)6-11/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19+,23+/m0/s1
• InChIKey: LKCOZWLUAKSRQM-IBUUURQNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5R,14S)-4,14-bis(3,4-dihydroxyphenyl)-5,8-dihydroxy-3,11-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),2(7),8-trien-12-one
• IUPAC Traditional name: cinchonain-ib
• Synonyms: Cinchonain-Ib

Database IDs

• CAS Number: 85022-69-1
• PubChem SID: 162220930
• PubChem CID: 10456516; 442675
• CHEMBL: 401058
• Chemspider ID: 8631931
• Wikipedia Title: Cinchonain-Ib

CALCULATED PROPERTIES

• Acid pKa: 8.713556
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 2.8250246
• LogD (pH = 7.4): 2.8045015
• Log P: 2.8252883
• Molar Refractivity: 115.0215 cm^3
• Polarizability: 44.19281 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false