(1S,10R,11S,13S,14R,15S)-15-methyl(4,6,12,12,13,14-2H6)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,13,14-triol

• ChemBase ID: 168042
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H]([C@H](C2)O)O)C)O
• Canonical SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@@H]([C@@H]2O)O)C
• InChI: InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,17+,18+/m1/s1
• InChIKey: PROQIPRRNZUXQM-ZMSHIADSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,13S,14R,15S)-15-methyl(4,6,12,12,13,14-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,13,14-triol
• IUPAC Traditional name: (1S,10R,11S,13S,14R,15S)-15-methyl(4,6,12,12,13,14-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,13,14-triol
• Synonyms: (16β,17β)-Estra-1,3,5(10)-triene-3,16,17-triol-d6; Estra-1,3,5(10)-triene-3,16β,17β-triol-d6; 16-Epiestratriol-d6; 16β,17β-Estriol-d6; 16β-Hydroxyestradiol-d6; Actriol-d6; Epiestriol-d6; NSC 26646-d6; 16-Epiestriol-d6

Database IDs

• CAS Number: 221093-41-0
• PubChem SID: 162262174
• PubChem CID: 71316353

CALCULATED PROPERTIES

• Acid pKa: 10.326835
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.6705914
• LogD (pH = 7.4): 2.6700869
• Log P: 2.6705978
• Molar Refractivity: 81.2662 cm^3
• Polarizability: 31.938025 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol
• Apperance: Crystalline Solid
• Melting Point: 289-291°C

DETAILS

Toronto Research Chemicals - E586502

A labelled metabolite of Estradiol.

REFERENCES

• Marrian, B., et al.: Biochem. J., 59, 136 (1955)
• Dietel, M., et al.: Cancer Res., 50, 6100 (1955)
• Schumacher, G., et al.: Clin. Cancer Res., 5, 493 (1955)
• Robert, J., et al.: J. Med. Chem., 46, 4805 (1955)