(1R,3aR,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-one

• ChemBase ID: 179574
• Molecular Formular: C19H32O
• Molecular Mass: 276.45678
• Monoisotopic Mass: 276.24531564
• SMILES: C1CC(=O)[C@H]2[C@](C1)([C@H](CC2)[C@@H](/C=C/[C@@H](C(C)C)C)C)C
• Canonical SMILES: CC([C@H](/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCCC2=O)C)C)C
• InChI: InChI=1S/C19H32O/c1-13(2)14(3)8-9-15(4)16-10-11-17-18(20)7-6-12-19(16,17)5/h8-9,13-17H,6-7,10-12H2,1-5H3/b9-8+/t14-,15+,16+,17-,19+/m0/s1
• InChIKey: VJIOBQLKFJUZJB-IBOOZMTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3aR,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-one
• IUPAC Traditional name: (1R,3aR,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-hexahydro-1H-inden-4-one
• Synonyms: (1R,3aR,7aR)-Octahydro-7a-methyl-1-[(1R,2E,4R)-1,4,5-trimethyl-2-hexen-1-yl]-4H-inden-4-one; [1R-[1α(1R*,2E,4R*),3aβ,7aα]]-Octahydro-7a-methyl-1-(1,4,5-trimethyl-2-hexenyl)-4H-inden-4-one; Windaus Ketone

Database IDs

• CAS Number: 55812-80-1
• PubChem SID: 164235484
• PubChem CID: 11065713

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.6080875
• LogD (pH = 7.4): 5.6080875
• Log P: 5.6080875
• Molar Refractivity: 86.9604 cm^3
• Polarizability: 34.13526 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate
• Apperance: Colourless Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - W498900

An intermediate used in the preparation of Vitamin D derivatives.

REFERENCES

• Stewart, B., et al.: J. Pharm. Sci., 73, 1323 (1984)
• Konno, K., et al.: Chem. Pharm. Bull., 47, 711 (1984)