Coprostanol

Coprostanol
Names
IUPAC name
5β-cholestan-3β-ol
Other names
5β-coprostanol
coprostanol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.036
EC Number
  • 206-638-8
UNII
  • InChI=1S/C27H48O/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/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 N
    Key: QYIXCDOBOSTCEI-NWKZBHTNSA-N N
  • InChI=1/C27H48O/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/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
    Key: QYIXCDOBOSTCEI-NWKZBHTNBU
  • O[C@H]4CC[C@]3([C@H](CC[C@H]2[C@@H]1CC[C@@H]([C@@]1(C)CC[C@@H]23)[C@H](C)CCCC(C)C)C4)C
Properties
C27H48O
Molar mass 388.680 g·mol−1
Melting point 102 °C (216 °F; 375 K)
Poorly soluble
Hazards
Flash point Non-flammable
Related compounds
Related Stanols
 24-ethyl coprostanol
5α-cholestanol
epi-coprostanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

5β-Coprostanol (5β-cholestan-3β-ol) is a 27-carbon stanol formed from the net reductive metabolism of cholesterol (cholest-5en-3β-ol) in the gut of most higher animals and birds. This compound has frequently been used as a biomarker for the presence of human faecal matter in the environment. 5β-coprostanol is thought to be exclusively bacterial in origin.

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