Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H7NO4S |
| Molecular Weight | 213.21 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OS(=O)(=O)OC1=CNC2=C1C=CC=C2
InChI
InChIKey=BXFFHSIDQOFMLE-UHFFFAOYSA-N
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)
| Molecular Formula | C8H7NO4S |
| Molecular Weight | 213.21 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Use of high-resolution proton nuclear magnetic resonance spectroscopy for rapid multi-component analysis of urine. | 1984 Mar |
|
| 600 MHz 1H-NMR spectroscopy of human cerebrospinal fluid: effects of sample manipulation and assignment of resonances. | 1993 Aug |
|
| The uremic toxin 3-indoxyl sulfate is a potent endogenous agonist for the human aryl hydrocarbon receptor. | 2010 Jan 19 |
|
| Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes. | 2010 May |
|
| Uremic toxins inhibit transport by breast cancer resistance protein and multidrug resistance protein 4 at clinically relevant concentrations. | 2011 Apr 4 |
|
| Identification of a high-affinity ligand that exhibits complete aryl hydrocarbon receptor antagonism. | 2011 Jul |
|
| Indoxyl sulfate, a representative uremic toxin, suppresses erythropoietin production in a HIF-dependent manner. | 2011 Nov |
|
| Lack of modulatory effect of simvastatin on indoxyl sulfate-induced activation of cultured endothelial cells. | 2012 Jan 2 |
|
| Indoxyl 3-sulfate stimulates Th17 differentiation enhancing phosphorylation of c-Src and STAT3 to worsen experimental autoimmune encephalomyelitis. | 2013 Jul 4 |
|
| Indoxyl sulfate induces renin release and apoptosis of kidney mesangial cells. | 2014 Aug |
|
| Hepatic sulfotransferase as a nephropreventing target by suppression of the uremic toxin indoxyl sulfate accumulation in ischemic acute kidney injury. | 2014 Sep |
|
| Indoxyl sulfate induces oxidative stress and hypertrophy in cardiomyocytes by inhibiting the AMPK/UCP2 signaling pathway. | 2015 Apr 16 |
|
| Aryl Hydrocarbon Receptor Activation Synergistically Induces Lipopolysaccharide-Mediated Expression of Proinflammatory Chemokine (c-c motif) Ligand 20. | 2015 Nov |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:55:29 UTC 2023
by
admin
on
Sat Dec 16 09:55:29 UTC 2023
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| Record UNII |
KT0QA88913
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID701043787
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144643
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m6283
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Indoxyl sulfate
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487-94-5
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KT0QA88913
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DB07992
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10258
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43355
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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BINDER->LIGAND |
Unable to clear indoxyl sulfate in hemodialysis.
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TRANSPORTER -> INHIBITOR |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> METABOLITE TOXIC |
Metabolised to indole by gut lactobacilli then to indoxyl sulfate in the liver by cypE1 and a sulfation enzyme.
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