sodium (1S,9R,10R,11S,14S,15S)-14-hydroxy-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfinyl)nonyl]tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-5-yl sulfate

• ChemBase ID: 169494
• Molecular Formular: C32H46F5NaO6S2
• Molecular Mass: 708.815826
• Monoisotopic Mass: 708.25536657
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H]([C@@H](C2)CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)[C@H]2[C@](CC1)([C@H](CC2)O)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=S(CCCC(C(F)(F)F)(F)F)CCCCCCCCC[C@@H]1Cc2cc(ccc2[C@@H]2[C@@H]1[C@@H]1CC[C@@H]([C@]1(CC2)C)O)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C32H47F5O6S2.Na/c1-30-17-15-26-25-12-11-24(43-45(40,41)42)21-23(25)20-22(29(26)27(30)13-14-28(30)38)10-7-5-3-2-4-6-8-18-44(39)19-9-16-31(33,34)32(35,36)37;/h11-12,21-22,26-29,38H,2-10,13-20H2,1H3,(H,40,41,42);/q;+1/p-1/t22-,26-,27+,28+,29-,30+,44?;/m1./s1
• InChIKey: VASLFPWNDJLPFT-QPCOUQCRSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,9R,10R,11S,14S,15S)-14-hydroxy-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfinyl)nonyl]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,9R,10R,11S,14S,15S)-14-hydroxy-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfinyl)nonyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-5-yl sulfate
• Synonyms: (7α,17β)- 7-[9-[(4,4,5,5,5-Pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol 3-(Hydrogen Sulfate) Monosodium Salt; Fulvestrant 3-Sulfate Sodium Salt

Database IDs

• CAS Number: 403656-83-7
• PubChem SID: 162263626
• PubChem CID: 23716607

CALCULATED PROPERTIES

• Acid pKa: -1.7389618
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.7201357
• LogD (pH = 7.4): 4.720129
• Log P: 5.4455223
• Molar Refractivity: 164.2071 cm^3
• Polarizability: 64.12389 Å^3
• Polar Surface Area: 103.73 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F862520

A metabolite of Fulvestrant (F862500).

REFERENCES

• Rao, P., et al.: J. Steroid Biochem., 25, 417 (1986)
• Wakeling, A., et al.: J. Steroid Biochem. Mol. Biol., 43, 173 (1986)
• DeFriend, D., et al.: Cancer Res., 54, 408 (1986)