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Urobilin information


Urobilin
Names
IUPAC name
3,3′-[(4S,16S)-3,18-Diethyl-2,7,13,17-tetramethyl-1,19-dioxo-1,4,5,15,16,19,22,24-octahydro-21H-biline-8,12-diyl]dipropanoic acid
Systematic IUPAC name
3,3′-([12S,4(52)Z,72S]-13,74-Diethyl-14,33,54,73-tetramethyl-15,75-dioxo-12,15,72,75-tetrahydro-11H,31H,71H-1,7(2),3,5(2,5)-tetrapyrrolaheptaphan-4(52)-ene-34,53-diyl)dipropanoic acid
Other names
Urochrome
Identifiers
CAS Number
  • 1856-98-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4938471 checkY
ECHA InfoCard 100.015.870 Edit this at Wikidata
MeSH Urobilin
PubChem CID
  • 6433298
UNII
  • G0OTH73Y0M checkY
CompTox Dashboard (EPA)
  • DTXSID30883762 Edit this at Wikidata
InChI
  • 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 checkY
    Key: KDCCOOGTVSRCHX-UYMYUHGCSA-N checkY
SMILES
  • CCC1=C(C(=O)N[C@H]1CC2=C(C(=C(N2)/C=C\3/C(=C(C(=N3)C[C@H]4C(=C(C(=O)N4)CC)C)C)CCC(=O)O)CCC(=O)O)C)C
Properties
Chemical formula
C33H42N4O6
Molar mass 590.721 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Urobilin or urochrome is the chemical primarily responsible for the yellow color of urine. It is a linear tetrapyrrole compound that, along with the related colorless compound urobilinogen, are degradation products of the cyclic tetrapyrrole heme.

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Urobilin

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Urobilin or urochrome is the chemical primarily responsible for the yellow color of urine. It is a linear tetrapyrrole compound that, along with the related...

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Stercobilin

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and was originally isolated from feces in 1932. Stercobilin (and related urobilin) can be used as a marker for biochemical identification of fecal pollution...

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Urobilinogen

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urobilinogen levels. Urobilinogen is converted to the yellow pigmented urobilin apparent in urine. The urobilinogen in the intestine is directly reduced...

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Enterohepatic circulation

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bacteria to urobilinogen, which is then further oxidized to urobilin and stercobilin. Urobilin, stercobilin and their degradation products give feces its...

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Bilirubin

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responsible for the breakdown of bilirubin in the gut. One breakdown product, urobilin, is the main component of the straw-yellow color in urine. Another breakdown...

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Jaundice

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filtered into the kidneys. In the urine, urobilinogen is converted to urobilin, which gives urine its characteristic yellow color. One way to understand...

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Chromophore

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acts as a chromophore. Examples of such compounds include bilirubin and urobilin, which exhibit a yellow color. An auxochrome is a functional group of atoms...

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Urine

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yellow. Usually urination color comes primarily from the presence of urobilin. Urobilin is a final waste product resulting from the breakdown of heme from...

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Bilirubinuria

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conjugated and thus not excreted in the urine. The increase of stercobilin (urobilin) in the feces and urine is caused by the enhanced intracellular hemolysis...

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Biliverdin

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similar to the organic dye Cy5. Bilirubin Heme Stercobilin Tetrapyrrole Urobilin Boron W, Boulpaep E. Medical Physiology: a cellular and molecular approach...

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Human feces

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from a combination of bile, and bilirubin derivatives of stercobilin and urobilin, from dead red blood cells. Normally it is semisolid, with a mucus coating...

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Beta thalassemia

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electrophoresis; serum transferrin, ferritin, total iron-binding capacity; urine urobilin and urobilogen; peripheral blood smear, which may show codocytes, or target...

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Urine test strip

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and either excreted with the faeces as stercobilin or in the urine as urobilin. Conjugated bilirubin appears in urine when the normal degradation cycle...

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Stercobilinogen

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standing in air is due to the oxidation of residual urobilinogens to urobilins. In the intestine, bilirubin is converted by bacteria to stercobilinogen...

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C33H42N4O6

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exact mass: 590.310435 u) may refer to: Phycourobilin, a tetrapyrrole Urobilin, a tetrapyrrole This set index page lists chemical structure articles associated...

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Jaffe reaction

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1882. Aside from studying creatinine, he is also known for discovering urobilin and urobilinogen in urine and found that these compounds originated in...

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Heme

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intestinal cells and transported into the kidneys and excreted with urine (urobilin, which is the product of oxidation of urobilinogen, and is responsible...

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Polar organic chemical integrative sampler

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cyanazine, hydroxyatrazine, tertbutylazine Polar pesticides alachlor, chlorpyrifos, diainon, dichlorvos, diuron, isoproturon, metolachlor Other Urobilin...

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List of University of Edinburgh medical people

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1850 Scottish physician, demonstrated that the colour of urine was due to urobilin Percy Theodore Herring MB 1896, CM 1896, MD 1899 English physician, discovered...

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Jean Troisier

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de l'urobiline (role of hemolysin in the genesis of bile pigments and Urobilin). Troisier was appointed head of the medical clinic at the Hôpital Laennec...

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