(2R,6S,7R)-7-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-13-ol

• ChemBase ID: 6340
• Molecular Formular: C18H18O3
• Molecular Mass: 282.33372
• Monoisotopic Mass: 282.12559444
• SMILES: c12c(O)cccc1O[C@H]([C@@H]1[C@H]2CCC1)c1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1Oc2cccc(c2[C@H]2[C@@H]1CCC2)O
• InChI: InChI=1S/C18H18O3/c19-12-9-7-11(8-10-12)18-14-4-1-3-13(14)17-15(20)5-2-6-16(17)21-18/h2,5-10,13-14,18-20H,1,3-4H2/t13-,14+,18+/m1/s1
• InChIKey: FSYFYSFYUHBIHE-GLJUWKHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S,7R)-7-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-13-ol
• IUPAC Traditional name: (2R,6S,7R)-7-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-13-ol
• Synonyms: (3AS,4R,9BR)-4-(4-HYDROXYPHENYL)-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA[C]CHROMEN-9-OL

Database IDs

• PubChem SID: 162103383
• PubChem CID: 16750074

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.352741
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.1099153
• LogD (pH = 7.4): 4.1051793
• Log P: 4.109976
• Molar Refractivity: 80.4954 cm^3
• Polarizability: 31.314676 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.77
• LOG S: -4.1
• Solubility (Water): 2.26e-02 g/l

DETAILS

DrugBank - DB08737

Drug information: experimental