(1S,11S,14S,15S)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,9-tetraene-5,14-diol

• ChemBase ID: 167625
• Molecular Formular: C18H22O2
• Molecular Mass: 270.36608
• Monoisotopic Mass: 270.16197994
• SMILES: c1c(cc2c(c1)[C@@H]1C(=CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O
• Canonical SMILES: Oc1ccc2c(c1)CC=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3-5,10,14,16-17,19-20H,2,6-9H2,1H3/t14-,16+,17+,18+/m1/s1
• InChIKey: NLLMJANWPUQQTA-UBDQQSCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraene-5,14-diol
• IUPAC Traditional name: β-dihydroequilin
• Synonyms: (17β)-Estra-1,3,5(10),7-tetraene-3,17-diol; Estra-1,3,5(10),7-tetraene-3,17β-diol; 7-Dehydroestradiol; NSC 12170; β-Dihydroequilin; 17β-Dihydro Equilin

Database IDs

• CAS Number: 3563-27-7
• PubChem SID: 162261758
• PubChem CID: 11954027

CALCULATED PROPERTIES

• Acid pKa: 9.414163
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.339869
• LogD (pH = 7.4): 3.3357632
• Log P: 3.339922
• Molar Refractivity: 80.7547 cm^3
• Polarizability: 31.22417 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D449130

A metabolite of Equilin (E592800).

REFERENCES

• Enmark, E., et al.: J. Clin. Endocrinol. Metab., 82, 4258 (1997)
• Wang, Z., et al.: J. Med. Chem., 43, 2419 (1997)
• Jiang, X., et al.: Steroids, 71, 334 (1997)