methyl (5R)-5-[(1R,3aS,4E,7aR)-4-{2-[(1Z,3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]hexanoate

• ChemBase ID: 167221
• Molecular Formular: C38H68O4Si2
• Molecular Mass: 645.11512
• Monoisotopic Mass: 644.46561372
• SMILES: C1C/C(=C\C=C/2\C[C@H](C[C@H](C2=C)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)/[C@H]2[C@](C1)([C@H](CC2)[C@@H](CCCC(=O)OC)C)C
• Canonical SMILES: COC(=O)CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@H](C[C@H](C1=C)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C38H68O4Si2/c1-27(17-15-19-35(39)40-10)32-22-23-33-29(18-16-24-38(32,33)9)20-21-30-25-31(41-43(11,12)36(3,4)5)26-34(28(30)2)42-44(13,14)37(6,7)8/h20-21,27,31-34H,2,15-19,22-26H2,1,3-14H3/b29-20+,30-21-/t27-,31-,32-,33+,34-,38-/m1/s1
• InChIKey: OWGWSEUEDPLMHW-ARKUATOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (5R)-5-[(1R,3aS,4E,7aR)-4-{2-[(1Z,3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]hexanoate
• IUPAC Traditional name: methyl (5R)-5-[(1R,3aS,4E,7aR)-4-{2-[(1Z,3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]hexanoate
• Synonyms: (1α,3β,5Z,7E)-1,3-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9,10-secochola-5,7,10(19)-triene-24-carboxylic Acid Methyl Ester; 26,27-Didesmethyl-1,3-(tert-butyldimethylsilyl) (5Z)-Calcitriol 24-Carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 145372-43-6
• PubChem SID: 162261354
• PubChem CID: 71316018

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 9.1087
• LogD (pH = 7.4): 9.1087
• Log P: 9.1087
• Molar Refractivity: 181.6775 cm^3
• Polarizability: 75.83534 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D440890

A novel 1,25-Dihydroxyvitamin D3 analog tested for vitamin D receptor binding affinity.

REFERENCES

• Ostrem, V., et al.: J. Biol. Chem., 262, 14164 (1987)
• Vanham, G., et al.: J. Steroid Biochem., 29, 381 (1987)
• Kutner, A., et al.: Bioorg. Chem., 21, 13 (1987)