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CAS 34217-90-8

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(-)-Stercobilin

Description:
(-)-Stercobilin is a bile pigment that is a product of the breakdown of heme, specifically derived from the metabolism of bilirubin in the intestines. It is a brownish compound that contributes to the coloration of feces. Chemically, it is a tetrapyrrole, which means it contains four pyrrole rings linked together, and it is characterized by its complex structure that includes various functional groups. Stercobilin is insoluble in water but soluble in organic solvents, which is typical for many bile pigments. Its formation is an important aspect of the body's process of eliminating excess heme, and it plays a role in the digestive system. The presence of stercobilin in feces is a normal physiological occurrence, and its levels can be indicative of liver function and overall health. Abnormal levels may suggest issues with bilirubin metabolism or liver disease. As a compound, it is of interest in both clinical and biochemical research, particularly in studies related to liver function and gastrointestinal health.
Formula:C33H46N4O6
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
InChI key:InChIKey=DEEUSUJLZQQESV-BQUSTMGCSA-N
SMILES:C(\C1=C(CCC(O)=O)C(C)=C(C[C@H]2[C@H](CC)[C@@H](C)C(=O)N2)N1)=C\3/C(CCC(O)=O)=C(C)C(C[C@H]4[C@H](C)[C@@H](CC)C(=O)N4)=N3
Synonyms:
  • (2R,3R,4S,16S,17R,18R)-3,18-Diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
  • 21H-Biline-8,12-dipropanoic acid, 3,18-diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-, (2R,3R,4S,16S,17R,18R)-
  • 3-[2-[(E)-[3-(2-carboxyethyl)-5-[(3-ethyl-4-methyl-5-oxo-pyrrolidin-2-yl)methyl]-4-methyl-pyrrol-2-ylidene]methyl]-5-[(4-ethyl-3-methyl-5-oxo-pyrrolidin-2-yl)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
  • 3-[2-[(E)-[3-(2-carboxyethyl)-5-[[(2S,3R,4R)-3-ethyl-4-methyl-5-oxo-pyrrolidin-2-yl]methyl]-4-methyl-pyrrol-2-ylidene]methyl]-5-[[(2S,3R,4R)-4-ethyl-3-methyl-5-oxo-pyrrolidin-2-yl]methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
  • 3-[2-[(Z)-[3-(2-carboxyethyl)-5-[(3-ethyl-4-methyl-5-oxo-pyrrolidin-2-yl)methyl]-4-methyl-pyrrol-2-ylidene]methyl]-5-[(4-ethyl-3-methyl-5-oxo-pyrrolidin-2-yl)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
  • Biline-8,12-dipropionic acid, 3,18-diethyl-1,2,3,4,5,15,16,17,18,19,22,24-dodecahydro-2,7,13,17-tetramethyl-1,19-dioxo-, (-)-
  • Stercobilin
  • Stercobilin IX
  • Stercobilin IXα
  • Stercobiline
  • l-Stercobilin
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