(1R,3R,5Z)-5-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

• ChemBase ID: 171448
• Molecular Formular: C27H44O2
• Molecular Mass: 400.63706
• Monoisotopic Mass: 400.33413065
• SMILES: C1C/C(=C\C=C/2\C[C@H](C[C@H](C2=C)O)O)/[C@H]2[C@](C1)([C@H](CC2)[C@@H](CCCC(C)C)C)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@@H](O)C[C@H](C1=C)O)C)C
• InChI: InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26-,27-/m1/s1
• InChIKey: OFHCOWSQAMBJIW-FLFCXVRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5Z)-5-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• IUPAC Traditional name: (1R,3R,5Z)-5-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• Synonyms: (1β,3β,5Z,7E)- 9,10-Secocholesta-5,7,10(19)-triene-1,3-diol; 1β-Calcidol; 1β-Hydroxy Vitamin D3

Database IDs

• CAS Number: 63181-13-5
• PubChem SID: 164227358
• PubChem CID: 5283720

CALCULATED PROPERTIES

• Acid pKa: 14.392874
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.8218555
• LogD (pH = 7.4): 5.8218555
• Log P: 5.8218555
• Molar Refractivity: 124.6964 cm^3
• Polarizability: 48.829468 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H995830

An inactive isomeric impurity of Alphacalcidol (A524000).

REFERENCES

• Lawson, D. et al.: FEBS Lett., 1, 137 (1977)
• Holick, et al.: Science, 180, 190 (1977)
• Morisaki, M., et al.: Chem. Pharm. Bull., 23, 3272 (1977)