methyl (5R)-5-[(1R,3aR,4S,7aR)-4-hydroxy-7a-methyl-octahydro-1H-inden-1-yl]hexanoate

• ChemBase ID: 175769
• Molecular Formular: C17H30O3
• Molecular Mass: 282.4183
• Monoisotopic Mass: 282.21949482
• SMILES: C1C[C@@H]([C@H]2[C@](C1)([C@H](CC2)[C@@H](CCCC(=O)OC)C)C)O
• Canonical SMILES: COC(=O)CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC[C@@H]2O)C
• InChI: InChI=1S/C17H30O3/c1-12(6-4-8-16(19)20-3)13-9-10-14-15(18)7-5-11-17(13,14)2/h12-15,18H,4-11H2,1-3H3/t12-,13-,14+,15+,17-/m1/s1
• InChIKey: CKASUARKSBQLEP-LFYQSXPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (5R)-5-[(1R,3aR,4S,7aR)-4-hydroxy-7a-methyl-octahydro-1H-inden-1-yl]hexanoate
• IUPAC Traditional name: methyl (5R)-5-[(1R,3aR,4S,7aR)-4-hydroxy-7a-methyl-octahydroinden-1-yl]hexanoate
• Synonyms: [1R-[1α(R*),3aβ,4α,7aα]-Octahydro-4-hydroxy-δ,7a-dimethyl-1H-indene-1-pentanoic Acid Methyl Ester; (δR,1R,3aR,4S,7aR)-Octahydro-4-hydroxy-δ,7a-dimethyl-1H-indene-1-pentanoic Acid Methyl Ester

Database IDs

• CAS Number: 135359-40-9
• PubChem SID: 164231679
• PubChem CID: 14801288

CALCULATED PROPERTIES

• Acid pKa: 19.423426
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3915403
• LogD (pH = 7.4): 3.3915405
• Log P: 3.3915405
• Molar Refractivity: 79.5053 cm^3
• Polarizability: 31.96551 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - O236465

An intermediate in the preparation of Calcifediol.

REFERENCES

• Gregorio, C., et al.: J. Steroid Biochem. Mol. Biol., 103, 227 (2007)