(1S,9R,10R,11S,14S,15S)-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfonyl)nonyl]tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,14-diol

• ChemBase ID: 169495
• Molecular Formular: C32H47F5O4S
• Molecular Mass: 622.770196
• Monoisotopic Mass: 622.31152208
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H]([C@@H](C2)CCCCCCCCCS(=O)(=O)CCCC(F)(F)C(F)(F)F)[C@H]2[C@](CC1)([C@H](CC2)O)C)O
• Canonical SMILES: Oc1ccc2c(c1)C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)CCCCCCCCCS(=O)(=O)CCCC(C(F)(F)F)(F)F
• InChI: InChI=1S/C32H47F5O4S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-42(40,41)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+/m1/s1
• InChIKey: NQYWBGDKCPOMGL-LSVBPWPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R,10R,11S,14S,15S)-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfonyl)nonyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,14-diol
• IUPAC Traditional name: (1S,9R,10R,11S,14S,15S)-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfonyl)nonyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,14-diol
• Synonyms: (7α,17β)-7-[9-[(4,4,5,5,5-Pentafluoropentyl)sulfonyl]nonyl]estra-1,3,5(10)-triene-3,17-diol; Fulvestrant 9-Sulfone

Database IDs

• CAS Number: 98008-06-1
• PubChem SID: 162263627
• PubChem CID: 10461567

CALCULATED PROPERTIES

• Acid pKa: 10.320843
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.678728
• LogD (pH = 7.4): 7.678217
• Log P: 7.678735
• Molar Refractivity: 155.0342 cm^3
• Polarizability: 59.977882 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F862525

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)