A cholesterol derivative
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Coprostanol

Item No. 26764

Technical Information
Formal Name
(5β)-cholestan-3β-ol
CAS Number
360-68-9
Synonyms
  • 5β-Coprostanol
  • Coprosterol
  • NSC 5060
  • NSC 18175
Molecular Formula
C27H48O
Formula Weight
Purity
≥95%
A crystalline solid
Chloroform: 30 mg/mlDMF: 2 mg/mlDMSO: 0.1 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
242 nm
SMILES
C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
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
InChi Key
QYIXCDOBOSTCEI-NWKZBHTNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Coprostanol is a cholesterol derivative formed in mammals by intestinal microorganisms and is the odorous compound in feces.1 It is formed via conversion of cholesterol to cholestenone (Item No. 25713) then coprostanone intermediates or by direct reduction of the 5,6 double bond. Coprostanol is commonly used as a marker of sewage contamination in soil and watersheds.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ren, D., Li, L., Schwabacher, A.W., et alMechanism of cholesterol reduction to coprostanol by Eubacterium coprostanoligenes ATCC 51222. Steroids 61(1), 33-40 (1996).

    2. von der Lühe, B., Dawson, L.A., Mayes, R.W., et alInvestigation of sterols as potential biomarkers for the detection of pig (S. s. domesticus) decomposition fluid in soils. Forensic Sci. Int. 230(1-3), 68-73 (2013).

    3. Nichols, P.D., Leeming, R., Rayner, M.S., et alComparison of the abundance of the fecal sterol coprostanol and fecal bacterial groups in inner-shelf waters and sediments near Sydney, Australia. J. Chromatogr. 643(1-2), 189-195 (1993).