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Contents

   



(Top)
 


1 Urinary pigments  





2 Clinical significance  





3 Chemical structure  





4 References  














Uroerythrin






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From Wikipedia, the free encyclopedia
 


Uroerythrin
Names
IUPAC name

1,14,15,17-tetrahydro-2,7,13-trimethyl-1,14-dioxo-3-vinyl-16H-tripyrrin-8,12-dipropionic acid[1]

Other names

Biotripyrrin-a

Identifiers

CAS Number

3D model (JSmol)

ChemSpider

PubChem CID

  • InChI=1S/C25H27N3O6/c1-5-15-13(3)24(33)27-19(15)10-18-12(2)16(6-8-22(29)30)20(26-18)11-21-17(7-9-23(31)32)14(4)25(34)28-21/h5,10-11,26H,1,6-9H2,2-4H3,(H,27,33)(H,28,34)(H,29,30)(H,31,32)/b19-10+,21-11+

    Key: DXWHHYOVLWSVQD-WOEXBRBNSA-N

  • InChI=1/C25H27N3O6/c1-5-15-13(3)24(33)27-19(15)10-18-12(2)16(6-8-22(29)30)20(26-18)11-21-17(7-9-23(31)32)14(4)25(34)28-21/h5,10-11,26H,1,6-9H2,2-4H3,(H,27,33)(H,28,34)(H,29,30)(H,31,32)/b19-10+,21-11+

    Key: DXWHHYOVLWSVQD-WOEXBRBNBP

  • CC1=C(/C(=C/C2=C(C(=C(N2)/C=C\3/C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)/NC1=O)CCC(=O)O

Properties

Chemical formula

C
25
H
27
N
3
O
6
Molar mass 465.498

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Uroerythrin is a red pigment present in the urine, where it is part of a group of yellow, brown and red pigments generally designated as urochrome.[2]

Urinary pigments

[edit]

Pigments excreted in urine are partially absorbed by urate sediments ( sedimentum latrerium ), which consists of cell debris and sedimented urinary components formed when the acidified urine is stored below room temperature.[2] These urate sediments looks reddish or pink due to the presence of a main pigment first introduced by Simons in 1842 as uroerythrin,[3]

Clinical significance

[edit]

From early clinical observations it is known that uroerythrin is present in every urine and increased amounts are observed in pathological states, e.g. metabolic disorders with high fever or tissue degradation.[4]

Chemical structure

[edit]

The chemical structure of most of urochromes is still unknown, since they are very labile pigments that are easily decomposed in the light. In particular uroerythrin, remains unresolved until 1975 with previous papers that describes it like a peptidic compound.[5][6][7] In 1975 its structure was described based on mass spectrometry, infrared spectroscopy and nuclear magnetic resonance.[2]

References

[edit]
  1. ^ Xiang H. Wang (2008). "Medical Use of Bilirubin and its Structural Analogues".
  • ^ a b c Josef BERUTER; Jean-Pierre COLOMBO & Urs Peter SCHLUNEGGER (1975). "Isolation and Identification of the Urinary Pigment Uroerythrin". Eur. J. Biochem. 56 (1): 239–244. doi:10.1111/j.1432-1033.1975.tb02226.x. PMID 1175621.
  • ^ Simon, J.F. (1842). Anthropochemie: 343. {{cite journal}}: Missing or empty |title= (help)
  • ^ Proust, L. (1800). Ann. Chem. (36): 265–269. {{cite journal}}: Missing or empty |title= (help)
  • ^ Minder, W. (1970) Doctoral thesis, University of Berne, CH
  • ^ Hansen, S. E. (1969) Acta Chenz. Scand. 23, 3461-3465
  • ^ Hansen, S. E. (1969) Acta Chenz. Scand. 23, 3466-3472

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Uroerythrin&oldid=1227951609"

    Categories: 
    Urine
    Pyrroles
    Hidden categories: 
    CS1 errors: missing title
    Articles without EBI source
    Articles without KEGG source
    Articles without UNII source
    Articles containing unverified chemical infoboxes
    Articles with short description
    Short description matches Wikidata
     



    This page was last edited on 8 June 2024, at 17:35 (UTC).

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