(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-(2H3)methyl(7,7,7-2H3)hept-5-en-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-ol

• ChemBase ID: 166632
• Molecular Formular: C27H44O
• Molecular Mass: 384.63766
• Monoisotopic Mass: 384.33921603
• SMILES: C1[C@@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1[C@@H](CCC=C(C)C)C)C)O
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCC=C(C)C)C)C)C1)C
• InChI: InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
• InChIKey: AVSXSVCZWQODGV-DPAQBDIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-(^2H₃)methyl(7,7,7-^2H₃)hept-5-en-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• IUPAC Traditional name: desmosterol(d6)
• Synonyms: (3β)-Cholesta-5,24-dien-3-ol-d6; Cholesta-5,24-dien-3β-ol-d6; 24,25-Dehydrocholesterol-d6; 24-Dehydrocholesterol-d6; NSC 226126-d6; Desmosterol-d6

Database IDs

• PubChem SID: 162260765
• PubChem CID: 5314026

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.7073097
• LogD (pH = 7.4): 6.7073097
• Log P: 6.7073097
• Molar Refractivity: 121.4665 cm^3
• Polarizability: 47.743767 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D296862

A labelled metabolite of Cholesterol (C432501).

REFERENCES

• Marx, J., et al.: Science, 294, 508 (2001)
• Plosch, T., et al.: J. Biol. Chem., 277, 33870 (2001)
• Lund, E., et al.: J .Biol. Chem., 278, 22980 (2001)