(1S)-3-[(E)-2-[(1R,3aR,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol

• ChemBase ID: 178042
• Molecular Formular: C27H44O
• Molecular Mass: 384.63766
• Monoisotopic Mass: 384.33921603
• SMILES: C1(=C(C[C@H](CC1)O)/C=C/C1=CCC[C@]2([C@H]1CC[C@@H]2[C@@H](CCCC(C)C)C)C)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC=C2/C=C/C1=C(C)CC[C@@H](C1)O)C)C
• InChI: InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12+/t21-,24+,25-,26+,27-/m1/s1
• InChIKey: YUGCAAVRZWBXEQ-FMCTZRJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-3-[(E)-2-[(1R,3aR,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
• IUPAC Traditional name: tachysterol3
• Synonyms: (1S)-3-[(1E)-2-[(1R,3aR,7aR)-1-[(1R)-1,5-Dimethylhexyl]-2,3,3a,6,7,7a-hexahydro-7a-methyl-1H-inden-4-yl]ethenyl]-4-methyl-3-cyclohexen-1-ol; (3β,6E)-9,10-Secocholesta-5(10),6,8-trien-3-ol; Tachysterol3

Database IDs

• CAS Number: 17592-07-3
• PubChem SID: 164233952
• PubChem CID: 5283713

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 18.314426
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.067527
• LogD (pH = 7.4): 7.0675273
• Log P: 7.0675273
• Molar Refractivity: 124.297 cm^3
• Polarizability: 48.251457 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 7

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Sticky Gel

Safety Information

• Storage Condition: Amber Vial, -86?C Freezer

DETAILS

Toronto Research Chemicals - T004120

Tachysterol3 is a bioactive, synthetic vitamin D3 analog.

REFERENCES

• Bouillon, R., et al.: Endocr. Rev., 16, 200 (1995)
• Ettinger, R., et al.: Adv. Drug Res., 28, 269 (1995)
• Doi, T., et al.: Tetrahedr. Lett., 45, 5727 (1995)