CHEBI:17847 - p-cresol

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ChEBI Name p-cresol
ChEBI ID CHEBI:17847
ChEBI ASCII Name p-cresol
Definition A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44726, CHEBI:1816, CHEBI:20352, CHEBI:11981
Supplier Information ChemicalBook:CB5453502, eMolecules:501943, ZINC000000897142
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para-Cresol, also 4-methylphenol, is an organic compound with the formula CH3C6H4(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of o-cresol and m-cresol.
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Formula C7H8O
Net Charge 0
Average Mass 108.13782
Monoisotopic Mass 108.05751
InChI InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3
InChIKey IWDCLRJOBJJRNH-UHFFFAOYSA-N
SMILES Cc1ccc(O)cc1
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): uremic toxin
A toxin that accumulates in patients with chronic kidney disease.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
fungicide
A substance used to destroy fungal pests.
(via aromatic fungicide )
Application(s): fungicide
A substance used to destroy fungal pests.
(via aromatic fungicide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing p-cresol (CHEBI:17847) has role Escherichia coli metabolite (CHEBI:76971)
p-cresol (CHEBI:17847) has role human metabolite (CHEBI:77746)
p-cresol (CHEBI:17847) has role uremic toxin (CHEBI:64584)
p-cresol (CHEBI:17847) is a cresol (CHEBI:25399)
Incoming 4-(trifluoromethyl)phenol (CHEBI:42578) has functional parent p-cresol (CHEBI:17847)
p-cresol sulfate (CHEBI:82914) has functional parent p-cresol (CHEBI:17847)
tolterodine (CHEBI:9622) has functional parent p-cresol (CHEBI:17847)
IUPAC Name
4-methylphenol
Synonyms Sources
1-hydroxy-4-methylbenzene NIST Chemistry WebBook
4-Cresol KEGG COMPOUND
4-Hydroxytoluene KEGG COMPOUND
4-methylphenol UniProt
4-Methylphenol KEGG COMPOUND
p-Cresol KEGG COMPOUND
P-CRESOL PDBeChem
p-Kresol NIST Chemistry WebBook
p-methylphenol NIST Chemistry WebBook
p-tolyl alcohol ChemIDplus
paracresol NIST Chemistry WebBook
Manual Xrefs Databases
C00002645 KNApSAcK
c0127 UM-BBD
C01468 KEGG COMPOUND
CPD-108 MetaCyc
DB01688 DrugBank
HMDB0001858 HMDB
P-cresol Wikipedia
PCR PDBeChem
View more database links
Registry Numbers Types Sources
106-44-5 CAS Registry Number ChemIDplus
106-44-5 CAS Registry Number NIST Chemistry WebBook
1305151 Reaxys Registry Number Reaxys
2779 Gmelin Registry Number Gmelin
Citations
Kawakami K, Kojima K, Makino I, Kato I, Onoue M (2007)
Fasting enhances p-Cresol production in the rat intestinal tract.
Experimental animals 56, 301-307 [PubMed:17660685]
[show Abstract]
Dou L, Cerini C, Brunet P, Guilianelli C, Moal V, Grau G, De Smet R, Vanholder R, Sampol J, Berland Y (2002)
P-cresol, a uremic toxin, decreases endothelial cell response to inflammatory cytokines.
Kidney international 62, 1999-2009 [PubMed:12427124]
[show Abstract]
Last Modified
07 October 2016