Eburicol

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Eburicol
Eburicol.svg
Names
IUPAC name
24-Methylidenelanost-8-en-3β-ol
Preferred IUPAC name
(1R,3aR,5aR,7S,9aS,11aR)-3a,6,6,9a,11a-Pentamethyl-1-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1
    Key: XJLZCPIILZRCPS-ANMPWZFDSA-N
  • C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
Properties
C31H52O
Molar mass 440.756 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Eburicol, or Obtusifoldienol, also called 24-Methylene-24,25-dihydrolanosterol, is a natural, fungus sterol, which can be demethylated by yeast cytochrome P450 sterol 14alpha-demethylase ERG11.[1]

References[edit]

  1. ^ Aoyama, Y; Yoshida, Y (15 August 1991). "Different substrate specificities of lanosterol 14a-demethylase (P-45014DM) of Saccharomyces cerevisiae and rat liver for 24-methylene-24,25-dihydrolanosterol and 24,25-dihydrolanosterol". Biochemical and Biophysical Research Communications. 178 (3): 1064–71. doi:10.1016/0006-291x(91)91000-3. PMID 1872829.