(1R,3aR,4R,7aR)-4-[(1R)-2-[(1Z,5S)-5-[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]-1-hydroxyethyl]-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ol

• ChemBase ID: 163389
• Molecular Formular: C34H60O3Si
• Molecular Mass: 544.9239
• Monoisotopic Mass: 544.43117231
• SMILES: C1CC([C@H]2[C@](C1)([C@H](CC2)[C@@H](/C=C/[C@@H](C(C)C)C)C)C)([C@@H](/C=C\1/C[C@H](CCC1=C)O[Si](C(C)(C)C)(C)C)O)O
• Canonical SMILES: CC([C@H](/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCCC2(O)[C@@H](/C=C\1/C[C@H](CCC1=C)O[Si](C(C)(C)C)(C)C)O)C)C)C
• InChI: InChI=1S/C34H60O3Si/c1-23(2)24(3)13-14-26(5)29-17-18-30-33(29,9)19-12-20-34(30,36)31(35)22-27-21-28(16-15-25(27)4)37-38(10,11)32(6,7)8/h13-14,22-24,26,28-31,35-36H,4,12,15-21H2,1-3,5-11H3/b14-13+,27-22-/t24-,26+,28-,29+,30+,31+,33+,34+/m0/s1
• InChIKey: XDBLYTWRNMYVCA-WXORQISSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3aR,4R,7aR)-4-[(1R)-2-[(1Z,5S)-5-[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]-1-hydroxyethyl]-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ol
• IUPAC Traditional name: (1R,3aR,4R,7aR)-4-[(1R)-2-[(1Z,5S)-5-[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]-1-hydroxyethyl]-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-ol
• Synonyms: (3β,5Z,7R,8α,22E)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-9,10-secoergosta-5,10(19),22-triene-7,8-diol; (3β,5Z,7R,8α,22E)-3S-tert-Butyldimethylsilyl-9,10-secoergosta-5,10(19),22-triene-7,8-diol

Database IDs

• CAS Number: 131852-63-6
• PubChem SID: 162257524
• PubChem CID: 11124439

CALCULATED PROPERTIES

• Acid pKa: 13.271957
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.559
• LogD (pH = 7.4): 7.5589995
• Log P: 7.559
• Molar Refractivity: 160.7004 cm^3
• Polarizability: 65.33381 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691615

A derivative of Vitamin D, used as an intermediate for the preparation of Vitamin based antibiotics.