(1S,6S)-1-{[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]methyl}-6-hydroxy-1,3,4,5,6,7-hexahydro-2λ6-benzothiophene-2,2-dione

• ChemBase ID: 178005
• Molecular Formular: C27H44O3S
• Molecular Mass: 448.70146
• Monoisotopic Mass: 448.30111627
• SMILES: C1C[C@@H](CC2=C1CS(=O)(=O)[C@H]2/C=C/1\CCC[C@]2([C@H]1CC[C@@H]2[C@@H](CCCC(C)C)C)C)O
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\[C@H]1C2=C(CS1(=O)=O)CC[C@@H](C2)O)C)C
• InChI: InChI=1S/C27H44O3S/c1-18(2)7-5-8-19(3)24-12-13-25-20(9-6-14-27(24,25)4)15-26-23-16-22(28)11-10-21(23)17-31(26,29)30/h15,18-19,22,24-26,28H,5-14,16-17H2,1-4H3/b20-15+/t19-,22+,24-,25+,26+,27-/m1/s1
• InChIKey: HPBJDQZFOWHNAQ-QXHKUGGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6S)-1-{[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]methyl}-6-hydroxy-1,3,4,5,6,7-hexahydro-2λ^6-benzothiophene-2,2-dione
• IUPAC Traditional name: (1S,6S)-1-{[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-hexahydro-1H-inden-4-ylidene]methyl}-6-hydroxy-1,3,4,5,6,7-hexahydro-2λ^6-benzothiophene-2,2-dione
• Synonyms: (3β,6S,7E)-6,19-Sulfonyl-9,10-secocholesta-5(10),7-dien-3-ol

Database IDs

• CAS Number: 71726-02-8
• PubChem SID: 164233915
• PubChem CID: 9547433

CALCULATED PROPERTIES

• Acid pKa: 15.002315
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.266524
• LogD (pH = 7.4): 5.266524
• Log P: 5.266524
• Molar Refractivity: 130.078 cm^3
• Polarizability: 51.85507 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S699170

Intermediate in the synthesis of 5,6-trans-Vitamin D3 (V676065) and (5E)-calciferol derivatives.

REFERENCES

• Andrews, D. et al.; J. Org. Chem.; 51, 1635 (1986)