{[(1R,5R)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R,3E,5S)-6-(2H3)methyl-5-methyl-6-(oxan-2-yloxy)(7,7,7-2H3)hept-3-en-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-5-[(tert-butyldimethylsilyl)oxy]cyclohexyl]oxy}(tert-butyl)dimethylsilane

• ChemBase ID: 178405
• Molecular Formular: C44H80O4Si2
• Molecular Mass: 729.2746
• Monoisotopic Mass: 728.5595141
• SMILES: C1[C@H](C[C@@H](C/C/1=C\C=C\1/CCC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(OC1OCCCC1)(C)C)C)C)C)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: C[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)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)/C=C/[C@@H](C(OC1CCCCO1)(C)C)C
• InChI: InChI=1S/C44H80O4Si2/c1-32(21-22-33(2)43(9,10)46-40-20-16-17-28-45-40)38-25-26-39-35(19-18-27-44(38,39)11)24-23-34-29-36(47-49(12,13)41(3,4)5)31-37(30-34)48-50(14,15)42(6,7)8/h21-24,32-33,36-40H,16-20,25-31H2,1-15H3/b22-21+,35-24+/t32-,33+,36-,37-,38-,39+,40?,44-/m1/s1
• InChIKey: UOZXSNRXCCZFGF-GOLMAMDXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1R,5R)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R,3E,5S)-6-(^2H₃)methyl-5-methyl-6-(oxan-2-yloxy)(7,7,7-^2H₃)hept-3-en-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-5-[(tert-butyldimethylsilyl)oxy]cyclohexyl]oxy}(tert-butyl)dimethylsilane
• IUPAC Traditional name: {[(1R,5R)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R,3E,5S)-6-(^2H₃)methyl-5-methyl-6-(oxan-2-yloxy)(7,7,7-^2H₃)hept-3-en-2-yl]-hexahydro-1H-inden-4-ylidene]ethylidene}-5-[(tert-butyldimethylsilyl)oxy]cyclohexyl]oxy}(tert-butyl)dimethylsilane
• Synonyms: (1R,3R,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-Octahydro-1-[(1R,2E,4S)-5-O-tetrahydropyranyl-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-1,3-di-O-tert-butyldimethylsilylcyclohexane-d6; 25-O-Tetrahydropyranyl-1,3-di-O-tert-butyldimethylsilyl Paricalcitol-d6

Database IDs

• PubChem SID: 164234315
• PubChem CID: 71752470

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 10.6869
• LogD (pH = 7.4): 10.6869
• Log P: 10.6869
• Molar Refractivity: 210.4295 cm^3
• Polarizability: 86.791115 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T295102

Protected labelled Paricalcitol (P195300). Synthetic analog of vitamin D. Antihyperparathyroid.

REFERENCES

• Sidek, H., et al.: Biochim. Biophys. Acta, 801, 26 (1984)
• Ciftci, M., et al.: J. Pharmacol., 54, 275 (2002)