Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H7O.Na |
| Molecular Weight | 130.1196 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CC1=CC=C([O-])C=C1
InChI
InChIKey=ZECBPBHBGNLLMU-UHFFFAOYSA-M
InChI=1S/C7H8O.Na/c1-6-2-4-7(8)5-3-6;/h2-5,8H,1H3;/q;+1/p-1
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C7H7O |
| Molecular Weight | 107.1299 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
p-cresol, also known as also 4-methylphenol, is a unique bacterial metabolite from protein fermentation that is not produced by human enzymes, this metabolites has been frequently used to assess the degree of proteolytic fermentation. Recently investigation showed that p-cresol measurements might help to predict cardiovascular disease risk in renal patients over a wide range of residual renal function, beyond traditional markers of glomerular filtration. In addition, there were studies, which revealed, that urinary p-cresol was elevated in young French children with autism spectrum disorder.
Approval Year
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| yes [IC50 18.2 uM] | ||||
| yes [Inhibition 10 uM] | ||||
| yes [Inhibition 10 uM] |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| major [Km 58.4 uM] | ||||
| major | ||||
| major | ||||
| major | ||||
| minor [Km 50.3 uM] | ||||
| minor | ||||
| minor | ||||
| minor | ||||
| minor | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| unlikely | ||||
| yes | ||||
| yes |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Lithium-pilocarpine-induced status epilepticus in immature rats result in long-term deficits in spatial learning and hippocampal cell loss. | 2001-10-19 |
|
| Cortical devascularization: quantitative diffusion weighted magnetic resonance imaging and histological findings. | 2001-10-12 |
|
| Structural investigation of the biosynthesis of alternative lower ligands for cobamides by nicotinate mononucleotide: 5,6-dimethylbenzimidazole phosphoribosyltransferase from Salmonella enterica. | 2001-10-05 |
|
| Anterior cingulate cortex pathology in schizophrenia and bipolar disorder. | 2001-10 |
|
| Degradation products of cyanidin glycosides from tart cherries and their bioactivities. | 2001-10 |
|
| Cellular model for induction of drip loss in meat. | 2001-10 |
|
| Butylhydroxytoluene (BHT) increases susceptibility of transgenic rasH2 mice to lung carcinogenesis. | 2001-10 |
|
| Phosphorylation of cyclic adenosine monophosphate response element binding protein in oligodendrocytes in the corpus callosum after focal cerebral ischemia in the rat. | 2001-10 |
|
| Protective effects of glial cell line-derived neurotrophic factor on hippocampal neurons after traumatic brain injury in rats. | 2001-10 |
|
| Artificially induced unusual shape of erythrocytes: an atomic force microscopy study. | 2001-10 |
|
| Lipid peroxidation associated protein damage in rat brain crude synaptosomal fraction mediated by iron and ascorbate. | 2001-10 |
|
| Cytoprotective effect of Scutellaria baicalensis in CA1 hippocampal neurons of rats after global cerebral ischemia. | 2001-10 |
|
| Morphological and functional analysis of an incomplete CNS fiber tract lesion: graded crush of the rat optic nerve. | 2001-09-30 |
|
| Effect of antioxidants on preservation of motility,viability and acrosomal integrity of equine spermatozoa during storage at 5 degrees C. | 2001-09-01 |
|
| Electroantennogram and behavioural responses of the malaria vector Anopheles gambiae to human-specific sweat components. | 2001-09 |
|
| Antioxidant properties of evening primrose seed extracts. | 2001-09 |
|
| Sequence-structure analysis of FAD-containing proteins. | 2001-09 |
|
| Use of selective inhibitors and chromogenic substrates to differentiate bacteria based on toluene oxygenase activity. | 2001-09 |
|
| Oxidation of albumin is enhanced in the presence of uremic toxins. | 2001-08-14 |
|
| Antioxidant properties, autooxidation, and mutagenic activity of echinochrome a compared with its etherified derivative. | 2001-08 |
|
| Effect of the antioxidant ionol (BHT) on growth and development of etiolated wheat seedlings: control of apoptosis, cell division, organelle ultrastructure, and plastid differentiation. | 2001-08 |
|
| Adenovirus-mediated GDNF and CNTF pretreatment protects against striatal injury following transient middle cerebral artery occlusion in mice. | 2001-08 |
|
| Long-term cortical atrophy after excitotoxic striatal lesion: effects of intrastriatal fetal-striatum grafts and implications for Huntington disease. | 2001-08 |
|
| New strategies for embedding, orientation and sectioning of small brain specimens enable direct correlation to MR-images, brain atlases, or use of unbiased stereology. | 2001-07-30 |
|
| Cyclin D1 as a proliferative marker regulating retinoblastoma phosphorylation in mouse lung epithelial cells. | 2001-07-26 |
|
| The adenine nucleotide translocator: a target of nitric oxide, peroxynitrite, and 4-hydroxynonenal. | 2001-07-19 |
|
| Influence of natural, electrically neutral lipids on the potentiometric responses of cation-selective polymeric membrane electrodes. | 2001-07-15 |
|
| Carbetapentane attenuates kainate-induced seizures via sigma-1 receptor modulation. | 2001-07-13 |
|
| Fluorescent probes for non-invasive bioenergetic studies of whole cyanobacterial cells. | 2001-07-02 |
|
| Generation of 8-epi-prostaglandin F(2alpha) in isolated rat kidney glomeruli by a radical-independent mechanism. | 2001-07 |
|
| Ca(2+) transport into an intracellular acidic compartment of Candida parapsilosis. | 2001-06-29 |
|
| Effects of the butylated hydroxyanisole and butylated hydroxytoluene on the DNA adduct formation and arylamines N-acetyltransferase activity in human colon tumor cells. | 2001-06-09 |
|
| Neuroprotective effect of melatonin on brain damage induced by acute global cerebral ischemia in cats. | 2001-06-08 |
|
| Iron-induced oxidative damage of corn root plasma membrane H(+)-ATPase. | 2001-06-06 |
|
| A highly efficient synthetic strategy for polymeric support synthesis of Le(x), Le(y), and H-type 2 oligosaccharides. | 2001-06-01 |
|
| Olfactory memory in the mosquito Culex quinquefasciatus. | 2001-06 |
|
| Field studies on efficacy of host odour baits for the biting midge Culicoides impunctatus in Scotland. | 2001-06 |
|
| Hydrogen peroxide inhibits photosynthetic electron transport in cells of cyanobacteria. | 2001-06 |
|
| A forebrain ischemic preconditioning model established in C57Black/Crj6 mice. | 2001-05-30 |
|
| Aluminium toxicity in the rat brain: histochemical and immunocytochemical evidence. | 2001-05-15 |
|
| Fused heterocyclic antioxidants: antioxidative activities of hydrocoumarins in a homogeneous solution. | 2001-05 |
|
| Distribution of serotonin immunoreactivity in the main olfactory bulb of the Mongolian gerbil. | 2001-04 |
|
| A solid phase reagent for the capture phosphorylation of carbohydrates and nucleosides. | 2001-01-25 |
|
| Advanced analytical determination of volatile organic compounds (VOC) and other major contaminants in water samples using GC-ion trap MS. | 2001-01 |
|
| Age-dependent consequences of seizures and the development of temporal lobe epilepsy in the rat. | 2001 |
|
| Automated, microprocessor controlled short path thermal desorption system for analysis of volatiles in foods. | 2001 |
|
| The antioxidant activity of BHT and new phenolic compounds PYA and PPA measured by chemiluminescence. | 2001 |
|
| Morphology of the leather defect light flecks and spots. | 2001 |
|
| 1H NMR of compounds with low water solubility in the presence of erythrocytes: effects of emulsion phase separation. | 2001 |
|
| Percutaneous treatment of chronic MRSA osteomyelitis with a novel plant-derived antiseptic. | 2001 |
Patents
Sample Use Guides
in rats: It was investigated the kinetic behavior of intravenously injected p-cresol (10 mg/kg) in rats with normal and decreased renal function, and compared the results with those obtained for creatinine (60 mg/kg) under similar conditions. Over a 4-hour period, p-cresol serum concentration showed only a minimal decline in rats with decreased renal function (t1/2 = 11.7 +/- 0.4 hours), compared to rats with normal renal function (t1/2 = 1.4 +/- 0.7 hours). The volume of distribution of p-cresol was approximately 4 times larger than that of creatinine, but was not significantly affected by renal failure. Not only renal, but also non-renal and total clearance, were much lower in rats with decreased renal function.
Route of Administration:
Intravenous
It was investigated the in vitro impact p-cresol (PC) and p-cresyl sulfate (PCS) on monocyte chemoattractant protein-1 (MCP-1) expression via NF-kappa B (NF-κB) p65 in human vascular smooth muscle cells (VSMC). There was no significant difference in cell viability after toxins treatment for all concentrations tested. There was a significant increase in MCP-1 expression in cells treated with PCu and PCm (p < 0.001) and PCSn, PCSu and PCSm (p < 0.001), compared with the control. When VSMC were treated with the NF-κB p65 inhibitor plus PCu and PCm, there was a significant decrease in MCP-1 production (p < 0.005). This effect was not observed with PCS.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:18:39 GMT 2025
by
admin
on
Mon Mar 31 22:18:39 GMT 2025
|
| Record UNII |
2K40O5HUMG
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| Record Status |
Validated (UNII)
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| Record Version |
|
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