Episterol

Not to be confused with Epiestriol.
Episterol
Ball-and-stick model of episterol
Names
IUPAC name
(3S,5S,10S,13R,14R,17R)-10,

13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,6,9,11,

12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Systematic IUPAC name
(3β,5α)-Ergosta-7,24(28)-dien-3-ol
Identifiers
3D model (JSmol)
2421473
ChEBI
ChemSpider
KEGG
MeSH Episterol
  • InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-22,24-26,29H,3,7-9,11-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1
    Key: BTCAEOLDEYPGGE-JVAZTMFWSA-N
  • InChI=1/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-22,24-26,29H,3,7-9,11-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1
    Key: BTCAEOLDEYPGGE-JVAZTMFWBW
  • C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
Properties
C28H46O
Molar mass 398.66 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Episterol is a sterol involved in the biosynthesis of steroids. Episterol is synthesized from 24-methylenelophenol. Episterol is converted to 5-dehydroepisterol by ERG3, the C-5 sterol desaturase in the yeast.[1] Episterol is also known to be a precursor to ergosterol.

  1. ^ Osumi Takashi; Nishino Tokuzo; Katsuki Hirohiko (1979). "Studies on the delta 5-desaturation in ergosterol biosynthesis in yeast". The Journal of Biochemistry. 85 (3): 819–826. PMID 34600.