sodium (11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8-pentaen-5-yl sulfate

• ChemBase ID: 167581
• Molecular Formular: C18H19NaO5S
• Molecular Mass: 370.39523
• Monoisotopic Mass: 370.08508899
• SMILES: c1c(cc2c(c1)c1c(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)CCc1c2ccc2c1ccc(c2)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C18H20O5S.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;/h2-5,10,16-17,19H,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t16-,17+,18-;/m0./s1
• InChIKey: HBVSSZJQFZAJLK-RXQQAGQTSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaen-5-yl sulfate
• IUPAC Traditional name: sodium (11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaen-5-yl sulfate
• Synonyms: (17α)-Estra-1,3,5,7,9-pentaene-3,17-diol 3-(Hydrogen Sulfate) Monosodium Salt; 17α-Dihydroequilenin Sodium Sulfate; 17α-Dihydro Equilenin 3-Sulfate Sodium Salt

Database IDs

• CAS Number: 56086-66-9
• PubChem SID: 162261714
• PubChem CID: 23671798

CALCULATED PROPERTIES

• Acid pKa: -1.7153127
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.8838226
• LogD (pH = 7.4): 0.88381636
• Log P: 1.622346
• Molar Refractivity: 88.728 cm^3
• Polarizability: 36.74021 Å^3
• Polar Surface Area: 86.66 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D448966

17α-Dihydro Equilenin 3-Sulfate is the sulfate conjugate of the equilin metabolite, 17α-Dihydro Equilenin (D448955).

REFERENCES

• Johnson, R. et al.: J. Pharmac. Sci., 64, 1007 (1975)
• Adams, W. et al.: J. Pharmac. Sci., 68, 986 (1975)