Zymosterol

Zymosterol
Ball-and-stick model of zymosterol
Names
IUPAC name
5α-Cholesta-8,24-dien-3β-ol
Systematic IUPAC name
(1R,3aR,5aS,7S,9aS,11aR)-9a,11a-Dimethyl-1-[(2R)-6-methylhept-5-en-2-yl]-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
Identifiers
CAS Number
  • 128-33-6 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 83724 ☒N
ECHA InfoCard 100.004.438 Edit this at Wikidata
PubChem CID
  • 92746
UNII
  • PU2755PT4O checkY
CompTox Dashboard (EPA)
  • DTXSID201028211 Edit this at Wikidata
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/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1 ☒N
    Key: CGSJXLIKVBJVRY-XTGBIJOFSA-N ☒N
  • InChI=1/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/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1
    Key: CGSJXLIKVBJVRY-XTGBIJOFBJ
  • O[C@H]4CC[C@@]3(/C2=C(/[C@@H]1CC[C@H]([C@H](C)CC\C=C(/C)C)[C@@]1(C)CC2)CC[C@H]3C4)C
Properties
Chemical formula
C27H44O
Molar mass 384.64 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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Infobox references
Chemical compound

Zymosterol is an intermediate in cholesterol biosynthesis. Disregarding some intermediate compounds (e.g. 4-4-dimethylzymosterol) lanosterol can be considered a precursor of zymosterol in the cholesterol synthesis pathway. The conversion of zymosterol into cholesterol happens in the endoplasmic reticulum. Zymosterol accumulates quickly in the plasma membrane coming from the cytosol. The movement of zymosterol across the cytosol is more than twice as fast as the movement of cholesterol itself.


  • v
  • t
  • e
  • v
  • t
  • e
Cholesterol and steroid metabolic intermediates
Mevalonate pathway
to HMG-CoA
Ketone bodies
to DMAPP
Geranyl-
Carotenoid
Non-mevalonate pathway
To Cholesterol
  • Lanosterol
  • 14-demethyllanosterol
  • 4alpha-Methylzymosterol
  • Zymosterone
  • Zymosterol
From Cholesterol
to Steroid hormones
  • 22R-Hydroxycholesterol
  • 20α,22R-Dihydroxycholesterol
  • See here instead.
Nonhuman
To Sitosterol
To Ergocalciferol