Indoxyl sulfate

Indoxyl sulfate
Names
Preferred IUPAC name
1H-Indol-3-yl hydrogen sulfate
Other names
3-Indoxylsulfate; 3-Indoxylsulfuric acid; Indol-3-yl sulfate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
UNII
  • InChI=1S/C8H7NO4S/c10-14(11,12)13-8-5-9-7-4-2-1-3-6(7)8/h1-5,9H,(H,10,11,12)
    Key: BXFFHSIDQOFMLE-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C(=CN2)OS(=O)(=O)O
Properties
C8H7NO4S
Molar mass 213.21 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Indoxyl sulfate, also known as 3-indoxylsulfate and 3-indoxylsulfuric acid, is a metabolite of dietary L-tryptophan that acts as a cardiotoxin and uremic toxin.[1][2][3] High concentrations of indoxyl sulfate in blood plasma are known to be associated with the development and progression of chronic kidney disease and vascular disease in humans.[1][2][3] As a uremic toxin, it stimulates glomerular sclerosis and renal interstitial fibrosis.[1][2]

  1. ^ a b c "Indoxyl sulfate". Human Metabolome Database – Version 4.0. 23 October 2017. Retrieved 15 November 2017.
  2. ^ a b c "Indoxyl sulfate". PubChem Compound. United States National Library of Medicine – National Center for Biotechnology Information. 11 November 2017. Retrieved 15 November 2017.
  3. ^ a b Cite error: The named reference Microbial biosynthesis of bioactive compounds was invoked but never defined (see the help page).