p-Cresol
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 691560

CAS#: 106-44-5

Description: para-Cresol, also 4-methylphenol, is an organic compound with the formula CH₃C₆H₄. It is a colourless solid that is widely used intermediate in the production of other chemicals.

Chemical Structure

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p-Cresol
CAS# 106-44-5
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 691560
Name: p-Cresol
CAS#: 106-44-5
Chemical Formula: C7H8O
Exact Mass: 108.06
Molecular Weight: 108.140
Elemental Analysis: C, 77.75; H, 7.46; O, 14.79

Price and Availability

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1kg USD 300
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Synonym: p-Cresol; NSC 3696; NSC-3696; NSC3696

IUPAC/Chemical Name: p-Cresol

InChi Key: IWDCLRJOBJJRNH-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3

SMILES Code: CC1=CC=C(O)C=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: para-Cresol, also 4-methylphenol, is an organic compound with the formula CH₃C₆H₄.
In vitro activity: p-Cresol inhibited MPAG formation in a potent and competitive manner (Ki=5.2 µM in pooled human liver microsomes) and the interaction was primarily mediated by UGT1A9. This interaction was estimated to increase plasma MPA exposure in patients by approximately 1.8-fold, which may result in MPA toxicity. The mechanism of inhibition for AcMPAG formation was noncompetitive (Ki=127.5 µM) and less likely to be clinically significant. p-Cresol was the most potent inhibitor of MPA-glucuronidation compared with other commonly studied uremic toxins (eg, indole-3-acetic acid, indoxyl sulfate, hippuric acid, kynurenic acid, and 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid) and its metabolites (ie, p-cresol sulfate and p-cresol glucuronide). Reference: Toxicol Sci. 2020 Feb 1;173(2):267-279. https://pubmed.ncbi.nlm.nih.gov/31742356/
In vivo activity: After oral administration of tyrosine feed to PBC (primary biliary cholangitis) mice, PCS (p-Cresol sulfate) increased, liver inflammatory factors were decreased, and anti-inflammatory factors were increased. Furthermore, Kupffer cells in the liver polarized form M1 transitioned to M2. PCS can damage normal bile duct epithelial cells and suppress the immune response of Kupffer cells. But PCS protects bile duct epithelial cells damaged by LPS through Kupffer cells. Reference: Cells. 2022 Nov 26;11(23):3782. https://pubmed.ncbi.nlm.nih.gov/36497042/

Preparing Stock Solutions

The following data is based on the product molecular weight 108.14 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Chen X, Xiang F, Cao X, Zou J, Zhang B, Ding X. Effects of p-cresol, a uremic toxin, on cancer cells. Transl Cancer Res. 2023 Feb 28;12(2):367-374. doi: 10.21037/tcr-22-2042. Epub 2023 Jan 5. PMID: 36915599; PMCID: PMC10007878. 2. Rong Y, Kiang TKL. Mechanisms of Metabolism Interaction Between p-Cresol and Mycophenolic Acid. Toxicol Sci. 2020 Feb 1;173(2):267-279. doi: 10.1093/toxsci/kfz231. PMID: 31742356. 3. Stachulski AV, Knausenberger TB, Shah SN, Hoyles L, McArthur S. A host-gut microbial amino acid co-metabolite, p-cresol glucuronide, promotes blood-brain barrier integrity in vivo. Tissue Barriers. 2023 Jan 2;11(1):2073175. doi: 10.1080/21688370.2022.2073175. Epub 2022 May 20. PMID: 35596559; PMCID: PMC9870004. 4. Fu HY, Xu JM, Ai X, Dang FT, Tan X, Yu HY, Feng J, Yang WX, Ma HT, Tu RF, Gupta AK, Manandhar LK, Bao WM, Tang YM. The Clostridium Metabolite P-Cresol Sulfate Relieves Inflammation of Primary Biliary Cholangitis by Regulating Kupffer Cells. Cells. 2022 Nov 26;11(23):3782. doi: 10.3390/cells11233782. PMID: 36497042; PMCID: PMC9736483.
In vitro protocol: 1. Chen X, Xiang F, Cao X, Zou J, Zhang B, Ding X. Effects of p-cresol, a uremic toxin, on cancer cells. Transl Cancer Res. 2023 Feb 28;12(2):367-374. doi: 10.21037/tcr-22-2042. Epub 2023 Jan 5. PMID: 36915599; PMCID: PMC10007878. 2. Rong Y, Kiang TKL. Mechanisms of Metabolism Interaction Between p-Cresol and Mycophenolic Acid. Toxicol Sci. 2020 Feb 1;173(2):267-279. doi: 10.1093/toxsci/kfz231. PMID: 31742356.
In vivo protocol: 1. Stachulski AV, Knausenberger TB, Shah SN, Hoyles L, McArthur S. A host-gut microbial amino acid co-metabolite, p-cresol glucuronide, promotes blood-brain barrier integrity in vivo. Tissue Barriers. 2023 Jan 2;11(1):2073175. doi: 10.1080/21688370.2022.2073175. Epub 2022 May 20. PMID: 35596559; PMCID: PMC9870004. 2. Fu HY, Xu JM, Ai X, Dang FT, Tan X, Yu HY, Feng J, Yang WX, Ma HT, Tu RF, Gupta AK, Manandhar LK, Bao WM, Tang YM. The Clostridium Metabolite P-Cresol Sulfate Relieves Inflammation of Primary Biliary Cholangitis by Regulating Kupffer Cells. Cells. 2022 Nov 26;11(23):3782. doi: 10.3390/cells11233782. PMID: 36497042; PMCID: PMC9736483.

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