(1S,10R,11S,14S,15S)-6-(2H3)methyl-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase ID: 173691
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: c1cc(c(c2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)C)O
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2C)O
• InChI: InChI=1S/C19H26O2/c1-11-12-3-4-15-14(13(12)5-7-17(11)20)9-10-19(2)16(15)6-8-18(19)21/h5,7,14-16,18,20-21H,3-4,6,8-10H2,1-2H3/t14-,15-,16+,18+,19+/m1/s1
• InChIKey: CSHOYPMKTGTOLM-SMYFESCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-6-(^2H₃)methyl-15-methyltetracyclo[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)-6-(^2H₃)methyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: (17β)-4-(Methyl-d3)estra-1,3,5(10)-triene-3,17-diol; 4-(Methyl-d3)estradiol; 4-Methyl Estradiol-d3

Database IDs

• PubChem SID: 164229601
• PubChem CID: 71750338

CALCULATED PROPERTIES

• Acid pKa: 10.677295
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.2589197
• LogD (pH = 7.4): 4.2586946
• Log P: 4.2589226
• Molar Refractivity: 84.9459 cm^3
• Polarizability: 33.153732 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304692

A labelled impurity of Estradiol (E888000).

REFERENCES

• Zhu, B., et al.: Steroids, 70, 225 (2005)
• Enmark, E., et al.: J. Clin. Endocrinol. Metab., 82, 4258 (2005)