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Stigmastane

Names
IUPAC name 5ξ-Stigmastane
Systematic IUPAC name (1R,3aS,3bR,5aΞ,9aS,9bS,11aR)-1--9a,11a-dimethylhexadecahydro-1H-cyclopentaphenanthrene
Identifiers
CAS Number	601-58-1 (5α): 62446-14-4
3D model (JSmol)	Interactive image
Beilstein Reference	8170826
ChEBI	CHEBI:26773
ChemSpider	5256776
KEGG	C19666
PubChem CID	6857438
UNII	EA5GAZ3ZUE
CompTox Dashboard (EPA)	DTXSID30425883
InChI InChI=1S/C29H52/c1-7-22(20(2)3)12-11-21(4)25-15-16-26-24-14-13-23-10-8-9-18-28(23,5)27(24)17-19-29(25,26)6/h20-27H,7-19H2,1-6H3/t21-,22-,23?,24+,25-,26+,27+,28+,29-/m1/s1Key: GKBHKNPLNHLYHT-LWQAOISPSA-N
SMILES CC(CC(C)1CC21(CC32CCC43(CCCC4)C)C)C(C)C
Properties
Chemical formula	C29H52
Molar mass	400.735 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Stigmastane or 24R-ethylcholestane is a tetracyclic triterpene, along with cholestane and ergostane, this sterane is used as a biomarker for early eukaryotes.

• 5α-Stigmastane
• 5β-Stigmastane

See also

• Stigmastanol (Stigmastan-3β-ol)
• β-Sitosterol (Stigmast-5-en-3β-ol)
• Stigmasterol (Stigmast-5,22-dien-3β-ol)

References

1. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1531. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
2. Brocks, Jochen J.; Jarrett, Amber J. M.; Sirantoine, Eva; Hallmann, Christian; Hoshino, Yosuke; Liyanage, Tharika (2017). "The rise of algae in Cryogenian oceans and the emergence of animals". Nature. 548 (7669): 578–581. Bibcode:2017Natur.548..578B. doi:10.1038/nature23457. PMID 28813409. S2CID 205258987.

• Triterpenes