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

• ChemBase ID: 163388
• Molecular Formular: C32H54O3Si
• Molecular Mass: 514.85486
• Monoisotopic Mass: 514.38422212
• SMILES: C1C/C(=C\C=C/2\C[C@H](CCC2=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](CCC1=C)O[Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C32H54O3Si/c1-23-15-18-27(35-36(8,9)31(3,4)5)22-26(23)17-16-25-13-11-21-32(6)28(19-20-29(25)32)24(2)12-10-14-30(33)34-7/h16-17,24,27-29H,1,10-15,18-22H2,2-9H3/b25-16+,26-17-/t24-,27+,28-,29+,32-/m1/s1
• InChIKey: LACUDBFJBSQZIP-KCBNVHKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (5R)-5-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-[(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,5S)-5-[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]hexanoate
• Synonyms: (δR,1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethylidene]octahydro-δ,7a-dimethyl-1H-indene-1-pentanoic Acid Methyl Ester; (3β,5Z,7E)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-9,10-secochola05,7,10(19)-triene-24-carboxylic Acid Methyl Ester; (3β,5Z,7E)-3-(tert-Butyldimethylsilyloxy)-9,10-secocholestra-5,7,10(19)-triene-24-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 135359-42-1
• PubChem SID: 162257523
• PubChem CID: 71314419

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.5136
• LogD (pH = 7.4): 7.5136
• Log P: 7.5136
• Molar Refractivity: 150.3575 cm^3
• Polarizability: 61.168564 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Clear Colourless Oil

Safety Information

• Storage Condition: Amber Vial, -86?C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B691610

Secalciferol intermediate.

REFERENCES

• Bouillon, R., et al.: Biochem. Pharmacol., 50, 577 (1995)
• Norman, A., et al.: J. Steroid Biochem. Mol. Biol., 56, 13 (1995)