(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,9R,10R,11S,14S,15S)-5-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-14-yl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 169493
• Molecular Formular: C38H55F5O9S
• Molecular Mass: 782.894916
• Monoisotopic Mass: 782.34869544
• 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@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)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@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)C)CCCCCCCCCS(=O)CCCC(C(F)(F)F)(F)F
• InChI: InChI=1S/C38H55F5O9S/c1-36-17-15-26-25-12-11-24(44)21-23(25)20-22(10-7-5-3-2-4-6-8-18-53(50)19-9-16-37(39,40)38(41,42)43)29(26)27(36)13-14-28(36)51-35-32(47)30(45)31(46)33(52-35)34(48)49/h11-12,21-22,26-33,35,44-47H,2-10,13-20H2,1H3,(H,48,49)/t22-,26-,27+,28+,29-,30+,31+,32-,33+,35-,36+,53?/m1/s1
• InChIKey: HBEHXEHXMWPSKO-HMGPPUQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,9R,10R,11S,14S,15S)-5-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-14-yl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,9R,10R,11S,14S,15S)-5-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-14-yl]oxy}oxane-2-carboxylic acid
• Synonyms: (7α,17β)-3-Hydroxy-7-[9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-trien-17-yl β-D-Glucopyranosiduronic Acid; Fulvestrant 17-β-D-Glucuronide

Database IDs

• CAS Number: 261506-28-9
• PubChem SID: 162263625
• PubChem CID: 15513446

CALCULATED PROPERTIES

• Acid pKa: 3.6274602
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 4.252413
• LogD (pH = 7.4): 2.7874968
• Log P: 6.1212797
• Molar Refractivity: 187.6177 cm^3
• Polarizability: 73.10732 Å^3
• Polar Surface Area: 153.75 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F862515

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)