| Urobilin |
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| Identifiers |
| CAS number |
1856-98-0  Y |
| PubChem |
6433298 |
| ChemSpider |
4938471 Y |
| MeSH |
Urobilin |
| Jmol-3D images |
Image 1 |
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O=C1/C(=C(/CC)[C@@H](N1)Cc2c(c(c(n2)\C=C3/N=C(\C(=C3CCC(=O)O)C)C[C@@H]/4NC(=O)\C(=C\4C)CC)CCC(=O)O)C)C
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InChI=1S/C33H42N4O6/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/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27-/m0/s1 Y
Key: KDCCOOGTVSRCHX-UYMYUHGCSA-N Y
InChI=1/C33H42N4O6/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/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27-/m0/s1
Key: KDCCOOGTVSRCHX-UYMYUHGCBF
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| Properties |
| Molecular formula |
C33H42N4O6 |
| Molar mass |
590.71 |
 Y (verify) (what is:  Y/ N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
| Infobox references |
Urobilin (urochrome was the original name given to the pigment thought to give urine its color. It is now known that several related pigments are responsible, so the original name has been dropped.)[1] is a yellow linear tetrapyrrole, resulting from the breakdown of heme, a cyclic tetrapyrrole.
Urobilin is produced when Urobilinogen is oxidized by intestinal bacteria; it can also be produced when urobilinogen is exposed to the environment upon urination, resulting in its oxidation to urobilin.
[edit] Metabolism
A uroporphyrin; an acyclic tetrapyrrole that is one of the natural breakdown products of heme via choleglobin, verdohemochrome, biliverdin, bilirubin, and d-urobilinogen; a urinary pigment that gives a varying orange-red coloration to urine according to its degree of oxidation.[2]
[edit] Importance
Many urine tests (urinalysis) monitor the amount of urobilin in urine because it is an important substance in metabolism, production of urine. Urobilin levels can give insight on the effectiveness of urinary tract function. Normally, urine would appear as either light yellow urine or colorless. The yellow in the urine is from the presence of urobilin. If there are other chemicals in the urine, the appearance of the urine can darken, or it can appear cloudy in case particles are present, or simply orange urine in case of dehydration.
Darker urine is not necessarily a sign of illness. A lack of water intake, for example following sleep or dehydration, reduces the water content of urine, thereby concentrating urobilin and producing a darker color of urine. Of course, urine can appear amber or red when red blood cells are present in urine, which is a condition called hematuria. [3].
[edit] See also
[edit] References
- Voet and Voet Biochemistry Ed 3 page 1022
- Nelson, L., David, Cox M.M., .2005. “Chapter 22- Biosynthesis of Amino Acids, Nucleotides, and Related Molecules”, pp. 856, In Lehninger Principles of Biochemistry. Freeman, New York. pp. 856
- Bishop, Michael, Duben-Engelkirk, Janet L., and Fody, Edward P. "Chapter 19, Liver Function, Clinical Chemistry Principles, Procedures, Correlations, 2nd Ed." Philadelphia: copyright 1992 J.B. Lippincott Company.
- Munson-Ringsrud, Karen and Jorgenson-Linné, Jean "Urinalysis and Body Fluids, A ColorText and Atlas." St. Louis: copyright 1995 Mosby
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