MedKoo Cat#: 558575 | Name: Coprosterol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Coprosterol is a stanol formed from the biohydrogenation of cholesterol as a biomarker for the presence of human faecal matter in the environment.

Chemical Structure

Coprosterol
CAS#360-68-9

Theoretical Analysis

MedKoo Cat#: 558575

Name: Coprosterol

CAS#: 360-68-9

Chemical Formula: C27H48O

Exact Mass: 388.3700

Molecular Weight: 388.68

Elemental Analysis: C, 83.44; H, 12.45; O, 4.12

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
50mg USD 850.00 2 Weeks
100mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
Coprosterol; Koprosterol; Koprosterin; Stercorin; Coprostan-3-ol; 5β-Coprostanol; NSC-5060; NSC5060; NSC 5060; NSC 18175; NSC-18175; NSC 18175 NSC18175
IUPAC/Chemical Name
5-beta-Cholestan-3-beta-ol
InChi Key
QYIXCDOBOSTCEI-NWKZBHTNSA-N
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
SMILES Code
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 388.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PubMed PMID: 26022817. 4: Imperatore C, D'Aniello F, Aiello A, Fiorucci S, D'Amore C, Sepe V, Menna M. Phallusiasterols A and B: two new sulfated sterols from the Mediterranean tunicate Phallusia fumigata and their effects as modulators of the PXR receptor. Mar Drugs. 2014 Apr 3;12(4):2066-78. doi: 10.3390/md12042066. PubMed PMID: 24705503; PubMed Central PMCID: PMC4012412. 5: Matsuoka K, Kase A, Matsuo T, Ashida Y. Competitive Solubilization of Cholesterol/Cholesteryl Oleate and Seven Species of Sterol/Stanol in Model Intestinal Solution System. J Oleo Sci. 2015;64(7):783-91. doi: 10.5650/jos.ess15044. PubMed PMID: 26136176. 6: Kozanecka W, Mrówczyńska L, Pospieszny T, Jasiewicz B, Gierszewski M. Synthesis, spectroscopy, theoretical and biological studies of new gramine-steroids salts and conjugates. Steroids. 2015 Jun;98:92-9. doi: 10.1016/j.steroids.2015.03.003. Epub 2015 Mar 14. PubMed PMID: 25777948. 7: Wang X, Guan L, Zhao Y, Lei L, Liu Y, Ma KY, Wang L, Man SW, Wang J, Huang Y, Chen ZY. Plasma cholesterol-lowering activity of dietary dihydrocholesterol in hypercholesterolemia hamsters. Atherosclerosis. 2015 Sep;242(1):77-86. doi: 10.1016/j.atherosclerosis.2015.06.046. Epub 2015 Jun 27. PubMed PMID: 26184696. 8: Lin X, Racette SB, Ma L, Wallendorf M, Spearie CA, Ostlund RE Jr. Plasma biomarker of dietary phytosterol intake. PLoS One. 2015 Feb 10;10(2):e0116912. doi: 10.1371/journal.pone.0116912. eCollection 2015. PubMed PMID: 25668184; PubMed Central PMCID: PMC4323197. 9: Varga VE, Katkó M, Harangi J, Balogh I, Kapás I, Madar L, Seres I, Molnár MJ, Paragh G, Kovács GG, Harangi M. [Laboratory diagnosis of a rare congenital neurodegenerative disease: cerebrotendinous xanthomatosis]. Orv Hetil. 2014 May 25;155(21):811-6. doi: 10.1556/OH.2014.29887. Review. Hungarian. PubMed PMID: 24836315. 10: Devane ML, Wood D, Chappell A, Robson B, Webster-Brown J, Gilpin BJ. Identifying avian sources of faecal contamination using sterol analysis. Environ Monit Assess. 2015 Oct;187(10):625. doi: 10.1007/s10661-015-4800-3. Epub 2015 Sep 14. PubMed PMID: 26370196. 11: Lyons BP, Devlin MJ, Abdul Hamid SA, Al-Otiabi AF, Al-Enezi M, Massoud MS, Al-Zaidan AS, Smith AJ, Morris S, Bersuder P, Barber JL, Papachlimitzou A, Al-Sarawi HA. Microbial water quality and sedimentary faecal sterols as markers of sewage contamination in Kuwait. Mar Pollut Bull. 2015 Nov 30;100(2):689-98. doi: 10.1016/j.marpolbul.2015.07.043. Epub 2015 Jul 27. PubMed PMID: 26228071. 12: Aoki K, Ijima T, Kamiyama H, Kamiko K, Terauchi Y. Anagliptin decreases serum lathosterol level in patients with type 2 diabetes: a pilot study. Expert Opin Pharmacother. 2015;16(12):1749-54. doi: 10.1517/14656566.2015.1057120. Epub 2015 Jun 22. PubMed PMID: 26098722. 13: Doukyu N, Nihei S. Cholesterol oxidase with high catalytic activity from Pseudomonas aeruginosa: Screening, molecular genetic analysis, expression and characterization. J Biosci Bioeng. 2015 Jul;120(1):24-30. doi: 10.1016/j.jbiosc.2014.12.003. Epub 2015 Jan 5. PubMed PMID: 25573142. 14: Luister A, Schött HF, Husche C, Schäfers HJ, Böhm M, Plat J, Gräber S, Lütjohann D, Laufs U, Weingärtner O. Increased plant sterol deposition in vascular tissue characterizes patients with severe aortic stenosis and concomitant coronary artery disease. Steroids. 2015 Jul;99(Pt B):272-80. doi: 10.1016/j.steroids.2015.03.011. Epub 2015 Mar 23. PubMed PMID: 25814070. 15: Benesch MG, Lewis RN, Mannock DA, McElhaney RN. A DSC and FTIR spectroscopic study of the effects of the epimeric cholestan-3-ols and cholestan-3-one on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes: Comparison with their 5-cholesten analogs. Chem Phys Lipids. 2015 Apr;187:34-49. doi: 10.1016/j.chemphyslip.2015.02.002. Epub 2015 Feb 27. PubMed PMID: 25732198. 16: Benesch MG, Lewis RN, Mannock DA, McElhaney RN. A DSC and FTIR spectroscopic study of the effects of the epimeric coprostan-3-ols and coprostan-3-one on the thermotropic phase behaviour and organization of dipalmitoylphosphatidylcholine bilayer membranes: Comparison with their 5-cholesten analogues. Chem Phys Lipids. 2015 May;188:10-26. doi: 10.1016/j.chemphyslip.2015.03.002. Epub 2015 Mar 21. PubMed PMID: 25804450. 17: GERSON T. The determination of cholesterol and coprosterol in faecal lipids. Biochem J. 1960 Dec;77:446-8. PubMed PMID: 13704757; PubMed Central PMCID: PMC1205055. 18: Hallikainen M, Simonen P, Gylling H. Cholesterol metabolism and serum non-cholesterol sterols: summary of 13 plant stanol ester interventions. Lipids Health Dis. 2014 Apr 27;13:72. doi: 10.1186/1476-511X-13-72. PubMed PMID: 24766766; PubMed Central PMCID: PMC4018940. 19: Mignarri A, Magni A, Del Puppo M, Gallus GN, Björkhem I, Federico A, Dotti MT. Evaluation of cholesterol metabolism in cerebrotendinous xanthomatosis. J Inherit Metab Dis. 2016 Jan;39(1):75-83. doi: 10.1007/s10545-015-9873-1. Epub 2015 Jul 8. PubMed PMID: 26153518. 20: SNOG-KJAER A, PRANGE I, DAM H. On the formation of coprosterol in the intestine. Experientia. 1955 Aug 15;11(8):316. PubMed PMID: 13262013.