(1S,9S,10R,11S,14S,15S)-5-methoxy-9,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-ol

• ChemBase ID: 173010
• Molecular Formular: C20H28O2
• Molecular Mass: 300.43512
• Monoisotopic Mass: 300.20893014
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H]([C@H](C2)C)[C@H]2[C@](CC1)([C@H](CC2)O)C)OC
• Canonical SMILES: COc1ccc2c(c1)C[C@@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C20H28O2/c1-12-10-13-11-14(22-3)4-5-15(13)16-8-9-20(2)17(19(12)16)6-7-18(20)21/h4-5,11-12,16-19,21H,6-10H2,1-3H3/t12-,16+,17-,18-,19+,20-/m0/s1
• InChIKey: IDFSOCUPRSHPDU-BQTMGCTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10R,11S,14S,15S)-5-methoxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• IUPAC Traditional name: (1S,9S,10R,11S,14S,15S)-5-methoxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• Synonyms: (7β,17β)-3-Methoxy-7-methyl-estra-1,3,5(10)-trien-17-ol

Database IDs

• CAS Number: 153063-86-6
• PubChem SID: 164228920
• PubChem CID: 71750097

CALCULATED PROPERTIES

• Acid pKa: 19.377686
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.1784143
• LogD (pH = 7.4): 4.1784143
• Log P: 4.1784143
• Molar Refractivity: 88.9356 cm^3
• Polarizability: 35.070465 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M264290

Used in the preparation of alkylated estratrienes.

REFERENCES

• Kuenzer, H. et al.: Tetrahedron Lett. 35, 1691 (1994)