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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
Structure of INDOXYL SULFATE

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)

HIDE SMILES / InChI

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

PubMed

TitleDatePubMed
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
Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes.
2010 May
Identification of a high-affinity ligand that exhibits complete aryl hydrocarbon receptor antagonism.
2011 Jul
Lack of modulatory effect of simvastatin on indoxyl sulfate-induced activation of cultured endothelial cells.
2012 Jan 2
Indoxyl sulfate induces renin release and apoptosis of kidney mesangial cells.
2014 Aug
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 Sat Dec 16 09:55:29 GMT 2023
Edited
by admin
on Sat Dec 16 09:55:29 GMT 2023
Record UNII
KT0QA88913
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INDOXYL SULFATE
MI  
Common Name English
1H-INDOL-3-OL, 3-(HYDROGEN SULFATE)
Common Name English
INDICAN (METABOLIC INDOLYL SULFATE)
Common Name English
3-INDOXYL SULFATE
Common Name English
INDICAN (METABOLIC INDICAN)
Common Name English
INDOXYL SULFATE [MI]
Common Name English
3-INDOXYLSULFURIC ACID
Common Name English
INDOXYLSULFURIC ACID
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID701043787
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
CHEBI
144643
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
MERCK INDEX
m6283
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Indoxyl sulfate
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
CAS
487-94-5
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
FDA UNII
KT0QA88913
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
DRUG BANK
DB07992
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
PUBCHEM
10258
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
CHEBI
43355
Created by admin on Sat Dec 16 09:55:30 GMT 2023 , Edited by admin on Sat Dec 16 09:55:30 GMT 2023
PRIMARY
Related Record Type Details
BINDER->LIGAND
Unable to clear indoxyl sulfate in hemodialysis.
TRANSPORTER -> INHIBITOR
Related Record Type Details
PARENT -> METABOLITE TOXIC
Metabolised to indole by gut lactobacilli then to indoxyl sulfate in the liver by cypE1 and a sulfation enzyme.