Chemistry:24-Ethyl coprostanol

24-Ethyl coprostanol

Names
IUPAC name 5β-Stigmastan-3β-ol
Systematic IUPAC name (1R,3aS,3bR,5aR,7S,9aS,9bS,11aR)-1-[(2R)-5-Ethyl-6-methylheptan-2-yl]-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-ol
Other names (3β,5β)-Stigmastan-3-ol, (24R)-Ethylcoprostanol, 24a-Ethylcoprostanol, Copro-β-sitostanol, Coprostigmastanol
Identifiers
CAS Number	4736-91-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:133627
ChemSpider	57566566
PubChem CID	57461357
UNII	WW368UVU6Y Y
InChI InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3/t20-,21?,22-,23+,24+,25-,26+,27+,28+,29-/m1/s1 Key: LGJMUZUPVCAVPU-OKGOGUTDSA-N
SMILES O[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@@]([H])2CC[C@@]4(C)[C@]([H])3CC[C@@]([H])4[C@@H](CCC(CC)C(C)C)C)([H])C1
Properties
Chemical formula	C29H52O
Molar mass	416.72
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

Tracking categories (test):

• SizeSet

24-Ethyl coprostanol (24-ethyl 5β-cholestan-3β-ol) is a 29 carbon stanol formed from the biohydrogenation of β-sitosterol (24-ethyl cholest-5en-3β-ol, 24-ethyl cholesterol) in the gastrointestinal tract of most higher animals, especially herbivores. This compound has been used as a biomarker for the presence of agricultural (non-human) faecal matter in nature.