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p-Cresyl sulfate (p-methyl sulfate; p-Tolyl sulfate)

Cat No.:V82164 Purity: ≥98%
p-Cresyl Sulfate is a major uremic toxin derived from the metabolites of tyrosine and phenylalanine in the liver and is present in the blood of patients with chronic kidney disease (CKD).
p-Cresyl sulfate (p-methyl sulfate; p-Tolyl sulfate)
p-Cresyl sulfate (p-methyl sulfate; p-Tolyl sulfate) Chemical Structure CAS No.: 3233-58-7
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
Other Sizes

Other Forms of p-Cresyl sulfate (p-methyl sulfate; p-Tolyl sulfate):

  • p-Methylphenyl potassium sulfate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
p-Cresyl Sulfate is a major uremic toxin derived from the metabolites of tyrosine and phenylalanine in the liver and is present in the blood of patients with chronic kidney disease (CKD).
Biological Activity I Assay Protocols (From Reference)
Targets
Microbial Metabolite Human Endogenous Metabolite
ADME/Pharmacokinetics
Metabolism / Metabolites
Uremic toxins often accumulate in the blood due to overeating or poor kidney filtration. Most uremic toxins are metabolic waste products that are normally excreted through urine or feces.
Toxicity/Toxicokinetics
Toxicity Summary
Uremic toxins, such as p-cresol sulfate, can be actively transported to the kidneys via organic ion transporters, particularly OAT3. Elevated uremic toxin levels can stimulate the production of reactive oxygen species (ROS). This appears to be mediated by the direct binding of uremic toxins to or inhibition of NADPH oxidases, particularly NOX4, which is abundant in the kidneys and heart (A7868). ROS can induce a variety of different DNA methyltransferases (DNMTs) involved in the silencing of the KLOTHO protein. KLOTHO has been shown to play an important role in anti-aging, mineral metabolism, and vitamin D metabolism. Multiple studies have shown that in acute or chronic kidney disease, KLOTHO mRNA and protein levels are decreased due to elevated local ROS levels (A7869).
References

[1]. Peng YS, Syu JP, Wang SD, Pan PC, Kung HN. BSA-bounded p-cresyl sulfate potentiates the malignancy of bladder carcinoma by triggering cell migration and EMT through the ROS/Src/FAK signaling pathway. Cell Biol Toxicol. 2020;36(4):287-300.

[2]. Gryp T, Vanholder R, Vaneechoutte M, Glorieux G. p-Cresyl Sulfate. Toxins (Basel). 2017;9(2):52. Published 2017 Jan 29.

Additional Infomation
p-Cresol sulfate is an aryl sulfate with the structure p-cresol, in which the hydrogen atom on the phenolic hydroxyl group is replaced by a sulfonic acid group. It is both a human metabolite and a uremic toxin and a product of gut microbiota metabolism. Its function is related to p-cresol; it is the conjugate acid of p-cresol sulfate (1-). p-Cresol sulfate is a uremic toxin. Based on chemical and physical properties, uremic toxins can be divided into three main categories: 1) small molecule, water-soluble, non-protein-bound compounds, such as urea; 2) small molecule, lipid-soluble and/or protein-bound compounds, such as phenols; 3) larger so-called medium molecules, such as β2-microglobulins. Long-term exposure to uremic toxins can lead to various diseases, including kidney damage, chronic kidney disease, and cardiovascular disease. p-Cresol sulfate is a microbial metabolite present in urine, possibly derived from the secondary metabolism of p-cresol. Elevated levels of p-cresol sulfate appear to be found in the urine of patients with progressive multiple sclerosis. p-Cresol sulfate is a major component of myelin basic protein-like material (MBPLM) in urine. p-Cresol sulfate is a small molecule that binds to proteins and has low dialysis clearance; it is generally considered a uremic toxin. Uremic toxins include several low-molecular-weight compounds such as indole sulfate, p-cresol sulfate, 3-carboxy-4-methyl-5-propyl-2-furanopropionic acid, and asymmetric dimethylarginine. p-Cresol sulfate is also associated with cardiovascular disease and oxidative damage. (A3297, A3298)
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H8O4S
Molecular Weight
188.20
Exact Mass
188.014
CAS #
3233-58-7
Related CAS #
p-Cresyl sulfate potassium;91978-69-7
PubChem CID
4615423
Appearance
White to off-white solid powder
LogP
2.257
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
12
Complexity
220
Defined Atom Stereocenter Count
0
InChi Key
WGNAKZGUSRVWRH-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H8O4S/c1-6-2-4-7(5-3-6)11-12(8,9)10/h2-5H,1H3,(H,8,9,10)
Chemical Name
(4-methylphenyl) hydrogen sulfate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO :~250 mg/mL (~1328.37 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (11.05 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (11.05 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (11.05 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.3135 mL 26.5675 mL 53.1350 mL
5 mM 1.0627 mL 5.3135 mL 10.6270 mL
10 mM 0.5313 mL 2.6567 mL 5.3135 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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