(1''S,2''R,10''S,11''S,15''S)-2'',15''-dimethyldispiro[bis([1,4]dioxolane)-2,2':3',14''-tetracyclo[8.7.0.02,7.011,15]heptadecane]-3'',6''-diene-5'',17''-dione

• ChemBase ID: 162365
• Molecular Formular: C23H28O6
• Molecular Mass: 400.46482
• Monoisotopic Mass: 400.18858862
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CCC12C2(OCO1)OCOC2)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CCC12OCOC21OCOC2)C)C
• InChI: InChI=1S/C23H28O6/c1-20-7-5-15(24)9-14(20)3-4-16-17-6-8-22(21(17,2)10-18(25)19(16)20)23(29-13-27-22)11-26-12-28-23/h5,7,9,16-17,19H,3-4,6,8,10-13H2,1-2H3/t16-,17-,19+,20-,21-,22?,23?/m0/s1
• InChIKey: NRHJKQBNXBOJBW-RXTTZFEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1''S,2''R,10''S,11''S,15''S)-2'',15''-dimethyldispiro[bis([1,4]dioxolane)-2,2':3',14''-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-3'',6''-diene-5'',17''-dione
• IUPAC Traditional name: (1''S,2''R,10''S,11''S,15''S)-2'',15''-dimethyldispiro[bis([1,4]dioxolane)-2,2':3',14''-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-3'',6''-diene-5'',17''-dione
• Synonyms: 17,20:20,21-Bis[methylenebis(oxy)]-pregna-1,4-diene-3,11-dione; 17,20:20,21-Bis(methylenedioxy)pregna-1,4-diene-3,11-dione(Mixture of Diastereomers)

Database IDs

• CAS Number: 26341-55-9
• PubChem SID: 162256500
• PubChem CID: 71314096

CALCULATED PROPERTIES

• Acid pKa: 18.393988
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.303302
• LogD (pH = 7.4): 3.303302
• Log P: 3.303302
• Molar Refractivity: 104.4879 cm^3
• Polarizability: 41.201916 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B495070

Protected Prednisone (P703780). Adrenocortical steroid.

REFERENCES

• Lennon, V., et al.: Lancet, 364, 2106 (2004)
• Wingerchuk, D., et al.: Neurology, 66, 1485 (2004)
• Fliri, A.F., et al.: J. Med. Chem., 52, 8038 ((2004)