(1R,3S)-5-[(Z)-2-[(1R,3aR,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl]-4-methylcyclohex-4-ene-1,3-diol

• ChemBase ID: 171169
• Molecular Formular: C28H44O2
• Molecular Mass: 412.64776
• Monoisotopic Mass: 412.33413065
• SMILES: C1(=CCC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)/C=C\C1=C([C@H](C[C@@H](C1)O)O)C
• Canonical SMILES: O[C@H]1C[C@H](O)C(=C(C1)/C=C\C1=CCC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C
• InChI: InChI=1S/C28H44O2/c1-18(2)19(3)9-10-20(4)25-13-14-26-22(8-7-15-28(25,26)6)11-12-23-16-24(29)17-27(30)21(23)5/h8-12,18-20,24-27,29-30H,7,13-17H2,1-6H3/b10-9+,12-11-/t19-,20+,24+,25+,26-,27-,28+/m0/s1
• InChIKey: TVRDOFYYUWHDKA-JWNDDEFXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-5-[(Z)-2-[(1R,3aR,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl]-4-methylcyclohex-4-ene-1,3-diol
• IUPAC Traditional name: (1R,3S)-5-[(Z)-2-[(1R,3aR,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-4-ene-1,3-diol
• Synonyms: (1R,3S)-5-[(1Z)-2-[(1R,3aR,7aR)-2,3,3a,6,7,7a-Hexahydro-7a-methyl-1-[(1R,2E,4R)-1,4,5-trimethyl-2-hexen-1-yl]-1H-inden-4-yl]ethenyl]-4-methyl-4-cyclohexene-1,3-diol; with (1R,3S,5Z)-4-Methylene-5-[(2E)-2-[(1R,3aS,7aR)-octahydro-7a-methyl-1-[(1R,2E)-1,4,5-trimethyl-2-hexen-1-yl]-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol; 1α-Hydroxy Previtamin D2 +1α-Hydroxy Vitamin D2(Mixture of 2 compounds)

Database IDs

• CAS Number: 127264-18-0
• PubChem SID: 164227079
• PubChem CID: 71749287

CALCULATED PROPERTIES

• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• Acid pKa: 14.412068
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.6890197
• LogD (pH = 7.4): 5.689019
• Log P: 5.6890197
• Molar Refractivity: 131.4341 cm^3
• Polarizability: 50.44043 Å^3
• Polar Surface Area: 40.46 Å^2

DETAILS

Toronto Research Chemicals - H952410

Mixture of 2 compounds: 1α-Hydroxy Previtamin D2 +1α-Hydroxy Vitamin D2 (H995800).

REFERENCES

• Kim, J. et al.: Kor. J. Med. Chem., 9, 22 (1999)