Urobilin

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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.015.870 Edit this at Wikidata
MeSH Urobilin
UNII
  • 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
  • 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
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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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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