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

• ChemBase ID: 169490
• Molecular Formular: C32H47F5O3S
• Molecular Mass: 606.770796
• Monoisotopic Mass: 606.31660746
• 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)O
• Canonical SMILES: O=S(CCCC(C(F)(F)F)(F)F)CCCCCCCCC[C@H]1Cc2cc(O)ccc2[C@@H]2[C@@H]1[C@@H]1CC[C@@H]([C@]1(CC2)C)O
• InChI: InChI=1S/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)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-,41?/m0/s1
• InChIKey: VWUXBMIQPBEWFH-MSCODYEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10R,11S,14S,15S)-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-triene-5,14-diol
• IUPAC Traditional name: (1S,9S,10R,11S,14S,15S)-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-triene-5,14-diol
• Synonyms: (7β,17β)-7-[9-[(4,4,5,5,5-Pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol; Fulvestrant Impurity A; 7β-Fulvestrant

Database IDs

• CAS Number: 407577-53-1
• PubChem SID: 162263622
• PubChem CID: 71317003

CALCULATED PROPERTIES

• Acid pKa: 10.320843
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.571834
• LogD (pH = 7.4): 7.571323
• Log P: 7.571841
• Molar Refractivity: 155.337 cm^3
• Polarizability: 59.35865 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 67-71°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - F862495

Fulvestrant (F862500) impurity A. The S-isomer of Fulvestrant.

REFERENCES

• Sharman, G.J., et al.: Mag. Resonance Chem., 39, 549 (2001)