sodium (1S,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,9-tetraen-5-yl sulfate

• ChemBase ID: 167582
• Molecular Formular: C18H21NaO5S
• Molecular Mass: 372.41111
• Monoisotopic Mass: 372.10073905
• SMILES: c1c(cc2c(c1)[C@@H]1C(=CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1C2=CCc2c1ccc(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;/h3-5,10,14,16-17,19H,2,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t14-,16+,17+,18+;/m1./s1
• InChIKey: CZFNZYFVJFYZML-UHFFLUDVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-5-yl sulfate
• IUPAC Traditional name: sodium (1S,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-5-yl sulfate
• Synonyms: (17β)-Estra-1,3,5(10),7-tetraene-3,17-diol 3-(Hydrogen Sulfate) Sodium Salt; 17β-Dihydroequilin Sodium Sulfate; Sodium 17β-Dihydroequilin Sulfate; 17β-Dihydro Equilin 3-Sulfate Sodium Salt

Database IDs

• CAS Number: 16680-49-2
• PubChem SID: 162261715
• PubChem CID: 71316160

CALCULATED PROPERTIES

• Acid pKa: -1.8889341
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.48821416
• LogD (pH = 7.4): 0.48820975
• Log P: 1.0778068
• Molar Refractivity: 89.6248 cm^3
• Polarizability: 35.82119 Å^3
• Polar Surface Area: 86.66 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D448970

A metabolite of Equilin (E592800).

REFERENCES

• Enmark, E., et al.: J. Clin. Endocrinol. Metab., 82, 4258 (1997)
• Wang, Z., et al.: J. Med. Chem., 43, 2419 (1997)
• Jiang, X., et al.: Steroids, 71, 334 (1997)