Zymosterol

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 ;
3D model (JSmol)	Interactive image;
ChemSpider	83724 ;
ECHA InfoCard	100.004.438
PubChem CID	92746;
UNII	PU2755PT4O ;
CompTox Dashboard (EPA)	DTXSID201028211 ;
	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 Key: CGSJXLIKVBJVRY-XTGBIJOFSA-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;
	SMILES 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	C27H4O
Molar mass	344.328 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Zymosterol is an intermediate in cholesterol biosynthesis.^[1] 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.

References

^ Dolle, Roland E.; Schmidt, Stanley J.; Erhard, Karl F.; Kruse, Lawrence I. (1989). "Synthesis of zymosterol, fecosterol, and related biosynthetic sterol intermediates". Journal of the American Chemical Society. 111 (1): 278–284. Bibcode:1989JAChS.111..278D. doi:10.1021/ja00183a042.

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[1] Dolle, Roland E.; Schmidt, Stanley J.; Erhard, Karl F.; Kruse, Lawrence I. (1989). "Synthesis of zymosterol, fecosterol, and related biosynthetic sterol intermediates". Journal of the American Chemical Society. 111 (1): 278–284. Bibcode:1989JAChS.111..278D. doi:10.1021/ja00183a042.

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