5-ethenyl-1-methyl-9,10-dihydrophenanthrene-2,7-diol

• ChemBase ID: 167949
• Molecular Formular: C17H16O2
• Molecular Mass: 252.30774
• Monoisotopic Mass: 252.11502975
• SMILES: c1c(cc2c(c1C=C)c1c(CC2)c(c(cc1)O)C)O
• Canonical SMILES: C=Cc1cc(O)cc2c1c1ccc(c(c1CC2)C)O
• InChI: InChI=1S/C17H16O2/c1-3-11-8-13(18)9-12-4-5-14-10(2)16(19)7-6-15(14)17(11)12/h3,6-9,18-19H,1,4-5H2,2H3
• InChIKey: GEXAPRXWKRZPCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethenyl-1-methyl-9,10-dihydrophenanthrene-2,7-diol
• IUPAC Traditional name: 5-ethenyl-1-methyl-9,10-dihydrophenanthrene-2,7-diol
• Synonyms: 5-Ethenyl-9,10-dihydro-1-methyl-2,7-phenanthrenediol; NSC 371300; Effusol

Database IDs

• CAS Number: 73166-28-6
• PubChem SID: 162262082
• PubChem CID: 100801

CALCULATED PROPERTIES

• Acid pKa: 9.450708
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.8265324
• LogD (pH = 7.4): 4.8227525
• Log P: 4.826581
• Molar Refractivity: 78.1637 cm^3
• Polarizability: 30.621794 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E435000

A metabolite of Dihydrophenanthrene. It showed a good antitumor activity.

REFERENCES

• Della Greca, M., et al.: Phytochemistry, 60, 633 (2002)
• Li, H., et al.: Acta Pharm. Sin., 42, 174 (2002)