(1S,10R,11S,14S,15S)-4,15-dimethyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase ID: 173686
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: c1c(c(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O)C
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1cc(C)c(c2)O
• InChI: InChI=1S/C19H26O2/c1-11-9-15-12(10-17(11)20)3-4-14-13(15)7-8-19(2)16(14)5-6-18(19)21/h9-10,13-14,16,18,20-21H,3-8H2,1-2H3/t13-,14+,16-,18-,19-/m0/s1
• InChIKey: PAZNMSHBVDFVSA-NNYOOSKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-4,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-4,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: (17β)-2-Methylestra-1,3,5(10)-triene-3,17-diol-d3; 2-Methyl-17β-estradiol-d3; 2-Methylestra-1,3,5(10)-triene-3,17β-diol-d3; 2-Methylestradiol-d3; NSC 666605-d3; 2-Methyl Estradiol-d3

Database IDs

• PubChem SID: 164229596
• PubChem CID: 71750335

CALCULATED PROPERTIES

• Acid pKa: 10.661475
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.2589197
• LogD (pH = 7.4): 4.258686
• Log P: 4.2589226
• Molar Refractivity: 84.9459 cm^3
• Polarizability: 33.075645 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304667

A labelled metabolite of Estradiol (E888000) as an antitumor agent.

REFERENCES

• Goss, K., et al.: J. Clin. Oncol., 18, 1967 (2000)
• Fenton, J., et al.: Carcinogenesis, 27, 893 (2000)
• Zahid, M., et al.: Chem. Res. Toxicol., 19, 164 (2000)
• Newcomb, P., et al.: Cancer Res., 67, 7534 (2000)