(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-7-hydroxy-7-(2H3)methyl(8,8,8-2H3)octan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

• ChemBase ID: 170005
• Molecular Formular: C28H46O3
• Molecular Mass: 430.66304
• Monoisotopic Mass: 430.34469533
• 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](CCCCC(O)(C)C)C)C
• Canonical SMILES: O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCCC(O)(C)C)C)C)/C1
• InChI: InChI=1S/C28H46O3/c1-19(9-6-7-15-27(3,4)31)24-13-14-25-21(10-8-16-28(24,25)5)11-12-22-17-23(29)18-26(30)20(22)2/h11-12,19,23-26,29-31H,2,6-10,13-18H2,1,3-5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,28-/m1/s1
• InChIKey: WKTIGYIYJKESCJ-JJWMBMNSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-7-hydroxy-7-(^2H₃)methyl(8,8,8-^2H₃)octan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• IUPAC Traditional name: (1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-7-hydroxy-7-(^2H₃)methyl(8,8,8-^2H₃)octan-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• Synonyms: (1R,3S,5Z)-4-Methylene-5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R)-6-hydroxy-1,6-dimethylheptyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol-d6; 24-Homo-1,25-dihydroxyvitamin D3-d6; MC 1127-d6; 24-Homo Calcitriol-d6

Database IDs

• PubChem SID: 164225915
• PubChem CID: 71748769

CALCULATED PROPERTIES

• Molar Refractivity: 131.1335 cm^3
• Polarizability: 51.266434 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 14.392874
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.7953095
• LogD (pH = 7.4): 4.7953095
• Log P: 4.7953095

DETAILS

Toronto Research Chemicals - H589802

Labelled 24-Homo Calcitriol (H589800). A Calcitriol (C144500) analog with potent effects on cell growth regulation and immune responses.

REFERENCES

• Perlman, K., et al.: Biochemistry, 29, 190 (1990)
• Binderup, L., et al.: Biochem. Pharmacol., 42, 1569 (1990)
• Yamamoto, K., et al.: J. Med. Chem., 49, 1313 (1990)