(2R,6S,7R)-7-(4-hydroxyphenyl)-10-(methoxymethyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-12-ol

• ChemBase ID: 5648
• Molecular Formular: C20H22O4
• Molecular Mass: 326.38628
• Monoisotopic Mass: 326.15180918
• SMILES: c1(cc(c2O[C@H]([C@H]3CCC[C@H]3c2c1)c1ccc(O)cc1)COC)O
• Canonical SMILES: COCc1cc(O)cc2c1O[C@@H](c1ccc(cc1)O)[C@@H]1[C@H]2CCC1
• InChI: InChI=1S/C20H22O4/c1-23-11-13-9-15(22)10-18-16-3-2-4-17(16)19(24-20(13)18)12-5-7-14(21)8-6-12/h5-10,16-17,19,21-22H,2-4,11H2,1H3/t16-,17+,19+/m1/s1
• InChIKey: RHQLNMNKTIOREN-AOIWGVFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S,7R)-7-(4-hydroxyphenyl)-10-(methoxymethyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-12-ol
• IUPAC Traditional name: (2R,6S,7R)-7-(4-hydroxyphenyl)-10-(methoxymethyl)-8-oxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-12-ol
• Synonyms: (3AS,4R,9BR)-4-(4-HYDROXYPHENYL)-6-(METHOXYMETHYL)-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA[C]CHROMEN-8-OL

Database IDs

• PubChem SID: 99444491; 160969075
• PubChem CID: 9927355

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.9856863
• LogD (pH = 7.4): 3.9805043
• Log P: 3.9857526
• Molar Refractivity: 92.0625 cm^3
• Polarizability: 35.68221 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 9.31374

ALOGPS 2.1

• Log P: 3.73
• LOG S: -4.41
• Solubility (Water): 1.28e-02 g/l

DETAILS

DrugBank - DB08020

Drug information: experimental