(1S,10R,11S,14S,15S)-5,14-bis(methoxymethoxy)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene

• ChemBase ID: 162357
• Molecular Formular: C22H32O4
• Molecular Mass: 360.48708
• Monoisotopic Mass: 360.2300595
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)OCOC)C)OCOC
• Canonical SMILES: COCOc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OCOC)C
• InChI: InChI=1S/C22H32O4/c1-22-11-10-18-17-7-5-16(25-13-23-2)12-15(17)4-6-19(18)20(22)8-9-21(22)26-14-24-3/h5,7,12,18-21H,4,6,8-11,13-14H2,1-3H3/t18-,19-,20+,21+,22+/m1/s1
• InChIKey: ORTXDSRJUDCFHC-AANPDWTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5,14-bis(methoxymethoxy)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-5,14-bis(methoxymethoxy)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene
• Synonyms: (17β)-3,17-Bis(methoxymethoxy)estra-1,3,5(10)-triene; 3,17β-O-Bis(methoxymethyl)estradiol

Database IDs

• CAS Number: 113680-55-0
• PubChem SID: 162256492
• PubChem CID: 9928842

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.660773
• LogD (pH = 7.4): 4.660773
• Log P: 4.660773
• Molar Refractivity: 100.8442 cm^3
• Polarizability: 40.200558 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - B488750

An analog of 2-Methoxyestradiol as antitumor agents.

REFERENCES

• Klauber, N., et al.: Cancer Res., 57, 81 (1997)
• Meng, L., et al.: Biochemistry, 37, 10488 (1997)
• Wang, Z., et al.: J. Med. Chem., 43, 2419 (1997)
• Mabjeesh, N., et al.: Cancer Cell, 3, 363 (1997)