4-[(5aR,6S,11aR)-8-hydroxy-9-methoxy-3,3-dimethyl-1H,3H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl]benzene-1,2-diol

• ChemBase ID: 305790
• Molecular Formular: C22H26O6
• Molecular Mass: 386.43824
• Monoisotopic Mass: 386.17293855
• SMILES: c1(c(cc2c(c1)C[C@@H]1[C@@H]([C@H]2c2ccc(c(c2)O)O)COC(OC1)(C)C)O)OC
• Canonical SMILES: COc1cc2C[C@H]3COC(OC[C@@H]3[C@H](c2cc1O)c1ccc(c(c1)O)O)(C)C
• InChI: InChI=1S/C22H26O6/c1-22(2)27-10-14-6-13-8-20(26-3)19(25)9-15(13)21(16(14)11-28-22)12-4-5-17(23)18(24)7-12/h4-5,7-9,14,16,21,23-25H,6,10-11H2,1-3H3/t14-,16-,21-/m0/s1
• InChIKey: GACLBPGDLVRRRN-HTZUNMPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(5aR,6S,11aR)-8-hydroxy-9-methoxy-3,3-dimethyl-1H,3H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl]benzene-1,2-diol
• IUPAC Traditional name: 4-[(5aR,6S,11aR)-8-hydroxy-9-methoxy-3,3-dimethyl-1H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl]benzene-1,2-diol
• Synonyms: Isotaxiresinol 9,9'-acetonide

Database IDs

• CAS Number: 252333-72-5

CALCULATED PROPERTIES

• Acid pKa: 9.307272
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.3369017
• LogD (pH = 7.4): 3.3316529
• Log P: 3.336969
• Molar Refractivity: 105.5973 cm^3
• Polarizability: 40.617558 Å^3
• Polar Surface Area: 88.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder