(1''R,2''S,10''S,11''S,15''S,17''S)-1''-fluoro-17''-hydroxy-2'',15''-dimethyldispiro[1,3-dioxolane-2,2'-[1,4]dioxolane-3',14''-tetracyclo[8.7.0.02,7.011,15]heptadecane]-3'',6''-dien-5''-one

• ChemBase ID: 169087
• Molecular Formular: C23H29FO6
• Molecular Mass: 420.4711632
• Monoisotopic Mass: 420.19481687
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1CCC12C2(OCO1)OCCO2)C)O)F)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1CCC12OCOC21OCCO2)C)C
• InChI: InChI=1S/C23H29FO6/c1-19-7-5-15(25)11-14(19)3-4-17-16-6-8-21(20(16,2)12-18(26)22(17,19)24)23(30-13-29-21)27-9-10-28-23/h5,7,11,16-18,26H,3-4,6,8-10,12-13H2,1-2H3/t16-,17-,18-,19-,20-,21?,22-/m0/s1
• InChIKey: LAWNYDJEUDOXSL-JCGVZPIHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1''R,2''S,10''S,11''S,15''S,17''S)-1''-fluoro-17''-hydroxy-2'',15''-dimethyldispiro[1,3-dioxolane-2,2'-[1,4]dioxolane-3',14''-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-3'',6''-dien-5''-one
• IUPAC Traditional name: (1''R,2''S,10''S,11''S,15''S,17''S)-1''-fluoro-17''-hydroxy-2'',15''-dimethyldispiro[1,3-dioxolane-2,2'-[1,4]dioxolane-3',14''-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-3'',6''-dien-5''-one
• Synonyms: 9-Fluoro-11β-hydroxy-17,20:20,21-bis(methylenedioxy)-pregna-1,4-dien-3-one

Database IDs

• CAS Number: 3800-34-8
• PubChem SID: 162263219
• PubChem CID: 71316812

CALCULATED PROPERTIES

• Acid pKa: 13.640976
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.9253323
• LogD (pH = 7.4): 2.925332
• Log P: 2.9253323
• Molar Refractivity: 106.0815 cm^3
• Polarizability: 41.505024 Å^3
• Polar Surface Area: 74.22 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dichloromethane-Acetone; Dichloromethane-Methanol; Dimethyl Sulfoxide
• Apperance: Colorless Solid

DETAILS

Toronto Research Chemicals - F588430

A bis(methylenedioxy) steroid. Anti-inflammatory. Intermediate in the preparation of Isoflupredone (I816600).

REFERENCES

• Beyler, R.E. et al.; J. Org. Chem. 26, 2421 (1961)