sodium (1S,10S,11S,15S)-15-methyl-14-oxo(8,8,9,9,17-2H5)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-5-yl sulfate

• ChemBase ID: 168277
• Molecular Formular: C18H21NaO5S
• Molecular Mass: 372.41111
• Monoisotopic Mass: 372.10073905
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C18H22O5S.Na/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19;/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t14-,15-,16+,18+;/m1./s1
• InChIKey: VUCAHVBMSFIGAI-ZFINNJDLSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,10S,11S,15S)-15-methyl-14-oxo(8,8,9,9,17-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-5-yl sulfate
• IUPAC Traditional name: sodium (1S,10S,11S,15S)-15-methyl-14-oxo(8,8,9,9,17-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-5-yl sulfate
• Synonyms: Estra-1,3,5(10)-trien-17-one 3-(Sulfooxy)-d5 Sodium Salt; Estrone Sulfate-d5 Sodium Salt; Conestoral-d5; Estrone-d5 Sodium Sulfate; Morestin-d5; NSC 18313-d5; Sodium Estrone-3-sulfate-d5 Sodium Salt; Estrone 3-Sulfate-d5 Sodium Salt

Database IDs

• PubChem SID: 162262409
• PubChem CID: 71316493

CALCULATED PROPERTIES

• Acid pKa: -1.7480068
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.4573227
• LogD (pH = 7.4): 1.457317
• Log P: 3.8337157
• Molar Refractivity: 87.9525 cm^3
• Polarizability: 35.4556 Å^3
• Polar Surface Area: 83.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E889072

Labelled Estrone 3-Sulfate (E889070). Estrogen used in hormone replacement therapy.

REFERENCES

• Kannel, W., et al.: J. Clin. Epidemiol., 44, 183 (1991)
• Raisz, L., et al.: J. Clin. Endocrinol. Metab., 81, 37 (1991)
• Gelfand, M., et al.: Clin. Ther., 19, 383 (1991)
• Vermeulen, A., et al.: J. Endocrinol. Invest., 22, 110 (1991)