Stercobilin

Stercobilin
Names
	IUPAC name 3-[(2E)-2-[ [3-(2-Carboxyethyl)-5- [(4-ethyl-3-methyl-5-oxo-pyrrolidin-2-yl) methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5- [(3-ethyl-4-methyl-5-oxo-pyrrolidin-2-yl) methyl]-4-methyl-pyrrol-3-yl]propanoic acid
Identifiers
CAS Number	34217-90-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	16736732 ;
ECHA InfoCard	100.047.155
MeSH	Stercobilin
PubChem CID	5280818;
UNII	17G380DO11 ;
CompTox Dashboard (EPA)	DTXSID00885576 ;
	InChI InChI=1S/C33H46N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h15-16,19-21,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t16-,19-,20-,21-,26+,27+/m1/s1 Key: DEEUSUJLZQQESV-BQUSTMGCSA-N ;
	SMILES CC[C@@H]1[C@H](C(=O)N[C@H]1Cc2c(c(c([nH]2)/C=C\3/C(=C(C(=N3)C[C@H]4[C@@H]([C@H](C(=O)N4)CC)C)C)CCC(=O)O)CCC(=O)O)C)C;
Properties
Chemical formula	C33H46N4O6
Molar mass	594.742
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Stercobilin is a tetrapyrrolic bile pigment and is one end-product of heme catabolism.^[1]^[2] It is the chemical responsible for the brown color of human feces and was originally isolated from feces in 1932. Stercobilin (and related urobilin) can be used as a marker for biochemical identification of fecal pollution levels in rivers.^[3]

^ Boron W, Boulpaep E. Medical Physiology: A cellular and molecular approach, 2005. 984-986. Elsevier Saunders, United States. ISBN 1-4160-2328-3
^ Kay IT, Weimer M, Watson CJ (1963). “The formation in vitro of stercobilin from bilirubin” Journal of Biological Chemistry. 238:1122-3. PMID 14031566
^ Lam, Ching-Wan; Lai, Chi-Kong; Chan, Yan-Wo (1 February 1998). "Simultaneous Fluorescence Detection of Fecal Urobilins and Porphyrins by Reversed-Phase High-Performance Thin-Layer Chromatography". Clinical Chemistry. 44 (2): 345–346. doi:10.1093/clinchem/44.2.345. PMID 9474036.

[cellular-1] Boron W, Boulpaep E. Medical Physiology: A cellular and molecular approach, 2005. 984-986. Elsevier Saunders, United States. ISBN 1-4160-2328-3

[formation-2] Kay IT, Weimer M, Watson CJ (1963). “The formation in vitro of stercobilin from bilirubin” Journal of Biological Chemistry. 238:1122-3. PMID 14031566

[3] Lam, Ching-Wan; Lai, Chi-Kong; Chan, Yan-Wo (1 February 1998). "Simultaneous Fluorescence Detection of Fecal Urobilins and Porphyrins by Reversed-Phase High-Performance Thin-Layer Chromatography". Clinical Chemistry. 44 (2): 345–346. doi:10.1093/clinchem/44.2.345. PMID 9474036.

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