Stigmastane

Stigmastane or 24R-ethylcholestane is a tetracyclic triterpene, along with cholestane and ergostane, this sterane is used as a biomarker for early eukaryotes.[1]

• 
  5α-Stigmastane
• 
  5β-Stigmastane

Stigmastane

Names
IUPAC name (8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-Ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number	601-58-1
3D model (JSmol)	Interactive image
Beilstein Reference	8170826
ChEBI	CHEBI:26773
ChemSpider	5256776
KEGG	C19666
PubChem CID	6857438
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/s1 Key: GKBHKNPLNHLYHT-LWQAOISPSA-N
SMILES CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C)C(C)C
Properties
Chemical formula	C29H52
Molar mass	400.735 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

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

References

1. 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.