sodium (11S,15S)-15-methyl-14-oxo(4,6,13,13-2H4)tetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6-tetraen-5-yl sulfate

• ChemBase ID: 165638
• Molecular Formular: C18H19NaO5S
• Molecular Mass: 370.39523
• Monoisotopic Mass: 370.08508899
• SMILES: c1c(cc2c(c1)C1=C(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)CCC1=C2CCc2c1ccc(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;/h3,5,10,16H,2,4,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t16-,18-;/m0./s1
• InChIKey: LLUMKBPKZHXWDL-AKXYIILFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (11S,15S)-15-methyl-14-oxo(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6-tetraen-5-yl sulfate
• IUPAC Traditional name: sodium (11S,15S)-15-methyl-14-oxo(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6-tetraen-5-yl sulfate
• Synonyms: 3-(Sulfooxy)-estra-1,3,5(10),8-tetraen-17-one-d4 Sodium Salt; Δ8,9-Dehydroestrone-d4 Sodium Sulfate; Δ8,9-Dehydro Estrone-d4 3-Sulfate Sodium Salt

Database IDs

• PubChem SID: 162259771
• PubChem CID: 71315314

CALCULATED PROPERTIES

• Acid pKa: -1.8302228
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.1468177
• LogD (pH = 7.4): 1.146813
• Log P: 3.5232117
• Molar Refractivity: 88.5359 cm^3
• Polarizability: 35.290817 Å^3
• Polar Surface Area: 83.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229647

A labelled dehydroestrone (D229640) derivative. Used in hormone replacement therapy.

REFERENCES

• McErlane, K., et al.: J. Pharm. Sci., 66, 523 (1977)