(1S,10R,11S,14S,15S)-15-methyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,6,14-triol

• ChemBase ID: 170522
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: c1c(c(c2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O)O
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2O)O
• InChI: InChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1
• InChIKey: QOZFCKXEVSGWGS-ZHIYBZGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,6,14-triol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,6,14-triol
• Synonyms: (17β)-Estra-1,3,5(10)-triene-3,4,17-triol-d5; 4-Hydroxyestradiol-16,16,17-d5; 4-Hydroxy-17β-estradiol-16,16,17-d5

Database IDs

• CAS Number: 221093-38-5
• PubChem SID: 164226432
• PubChem CID: 71749011

CALCULATED PROPERTIES

• Acid pKa: 9.694773
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.4419084
• LogD (pH = 7.4): 3.439752
• Log P: 3.441936
• Molar Refractivity: 81.8856 cm^3
• Polarizability: 31.912842 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941897

A labelled metabolite of Estradiol.

REFERENCES

• Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985)
• Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1985)
• Seeger, H., et al.: Med. Sci. Res., 26, 481 (1985)
• Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (1985)