potassium (4,5,6,7-2H4)-1H-indol-3-yl sulfate

• ChemBase ID: 171636
• Molecular Formular: C8H6KNO4S
• Molecular Mass: 251.30084
• Monoisotopic Mass: 250.96546036
• SMILES: c1ccc2c(c1)[nH]cc2OS(=O)(=O)[O-].[K+]
• Canonical SMILES: [O-]S(=O)(=O)Oc1c[nH]c2c1cccc2.[K+]
• InChI: InChI=1S/C8H7NO4S.K/c10-14(11,12)13-8-5-9-7-4-2-1-3-6(7)8;/h1-5,9H,(H,10,11,12);/q;+1/p-1
• InChIKey: MDAWATNFDJIBBD-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (4,5,6,7-^2H₄)-1H-indol-3-yl sulfate
• IUPAC Traditional name: potassium (4,5,6,7-^2H₄)-1H-indol-3-yl sulfate
• Synonyms: 1H-Indol-3-ol 3-(Hydrogen Sulfate)-d4 Potassium Salt; 1H-Indol-3-ol Hydrogen Sulfate (Ester)-d4 Monopotassium Salt; Indol-3-yl Potassium Sulfate-d4; Indol-3-ol Potassium Sulfate-d4; Indol-3-yl Sulfate Potassium Salt-d4; Potassium Indol-3-yl Sulfate-d4; 3-Indoxyl Sulfate-d4 Potassium Salt

Database IDs

• PubChem SID: 164227546
• PubChem CID: 71749495

CALCULATED PROPERTIES

• Acid pKa: -1.8154558
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.0832647
• LogD (pH = 7.4): -1.0832696
• Log P: 1.2931291
• Molar Refractivity: 47.9955 cm^3
• Polarizability: 20.757692 Å^3
• Polar Surface Area: 82.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I655102

A labelled uremic toxin that acts as a potent endogenous agonist for the human aryl hydrocarbon receptor (AHR). Studies suggest that it is a sensitive and early biomarker of nephrotoxicity.

REFERENCES

• Jennifer, C. et al.: Biochem., 49, 393 (2010)
• Zgoda-Pols, J.R. et al.: Toxicol. Appl. Pharmacol., 255, 48 (2010)