stigmastane

{{short description|Chemical compound}}

{{Chembox

| ImageFile = Stigmastane.svg

| ImageSize = 200px

| ImageAlt =

| IUPACName = 5ξ-Stigmastane{{cite book |author=International Union of Pure and Applied Chemistry |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=The Royal Society of Chemistry |pages=1531 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}

| SystematicName = (1R,3aS,3bR,5aΞ,9aS,9bS,11aR)-1-[(2R,5R)-5-Ethyl-6-methylheptan-2-yl]-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene

| OtherNames =

|Section1={{Chembox Identifiers

| index2_label = (5α)

| CASNo = 601-58-1

| CASNo2_Ref = {{cascite|correct|CAS}}

| CASNo2 = 62446-14-4

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = EA5GAZ3ZUE

| PubChem = 6857438

| Beilstein = 8170826

| KEGG = C19666

| ChEBI = 26773

| StdInChI=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

| StdInChIKey= 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

| ChemSpiderID = 5256776

}}

|Section2={{Chembox Properties

| C=29 | H=52

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|Section3={{Chembox Hazards

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Stigmastane or 24R-ethylcholestane is a tetracyclic triterpene, along with cholestane and ergostane, this sterane is used as a biomarker for early eukaryotes.{{Cite journal|last1=Brocks|first1=Jochen J.|last2=Jarrett|first2=Amber J. M.|last3=Sirantoine|first3=Eva|last4=Hallmann|first4=Christian|last5=Hoshino|first5=Yosuke|last6=Liyanage|first6=Tharika|title=The rise of algae in Cryogenian oceans and the emergence of animals|journal=Nature|volume=548|issue=7669|pages=578–581|doi=10.1038/nature23457|pmid=28813409|year=2017|bibcode=2017Natur.548..578B|s2cid=205258987}}

File:5α-Stigmastane.svg|5α-Stigmastane

File:5β-Stigmastane.svg|5β-Stigmastane