(3R,5S,7s)-1-(2-methoxy-5-{4-methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl}phenyl)adamantane

• ChemBase ID: 162150
• Molecular Formular: C34H42O2
• Molecular Mass: 482.69608
• Monoisotopic Mass: 482.31848058
• SMILES: C12(C[C@H]3C[C@@H](C1)C[C@H](C2)C3)c1cc(ccc1OC)c1cc(c(cc1)OC)C12C[C@@H]3C[C@H](C1)C[C@@H](C3)C2
• Canonical SMILES: COc1ccc(cc1C12C[C@@H]3C[C@@H](C2)C[C@H](C1)C3)c1ccc(c(c1)C12C[C@@H]3C[C@H](C2)C[C@H](C1)C3)OC
• InChI: InChI=1S/C34H42O2/c1-35-31-5-3-27(13-29(31)33-15-21-7-22(16-33)9-23(8-21)17-33)28-4-6-32(36-2)30(14-28)34-18-24-10-25(19-34)12-26(11-24)20-34/h3-6,13-14,21-26H,7-12,15-20H2,1-2H3/t21-,22+,23-,24-,25+,26-,33?,34?
• InChIKey: SDMSVURKQNRAEU-MMJFLCSPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S,7s)-1-(2-methoxy-5-{4-methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl}phenyl)adamantane
• IUPAC Traditional name: (3R,5S,7s)-1-(2-methoxy-5-{4-methoxy-3-[(3R,5S,7s)-adamantan-1-yl]phenyl}phenyl)adamantane
• Synonyms: 1,1'-(4,4'-Dimethoxy[1,1'-biphenyl]-3,3'-diyl)bistricyclo[3.3.1.13,7]decane; 2,2'-Bis-(1-adamantyl)-4,4'-dimethoxybiphenyl

Database IDs

• CAS Number: 932033-57-3
• PubChem SID: 162256285
• PubChem CID: 24880244

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.002413
• LogD (pH = 7.4): 8.002413
• Log P: 8.002413
• Molar Refractivity: 145.5368 cm^3
• Polarizability: 58.692142 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B400900

Adapalene (A225000) impurity.

REFERENCES

• Chalais, S., et al.: Helv. Chim. Acta, 68, 1196 (1985)
• Charpentier, B., et al.: J. Med. Chem., 38, 4993 (1985)