1.0 2016-09-30 22:48:14 UTC 2020-06-04 19:54:49 UTC BMDB0001858 BMDB01858 p-Cresol p-Cresol, also known as 4-methylphenol or paracresol, belongs to the class of organic compounds known as para cresols. Para cresols are compounds containing a para cresol moiety, which consists of a benzene ring bearing one hydroxyl group at ring positions 1 and 4. p-Cresol exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. p-Cresol exists in all living species, ranging from bacteria to humans. p-Cresol is a potentially toxic compound. 1-Hydroxy-4-methylbenzene 4-Cresol 4-Hydroxytoluene 4-Methylphenol p-Kresol p-Methylphenol p-Tolyl alcohol Paracresol 1-Methyl-4-hydroxybenzene 4-(Pentafluorosulfanyl)phenol 4-Methyl phenol 4-Methyl-phenol P-Cresylate P-Cresylic acid P-Hydroxytoluene P-Methyl phenol P-Methylhydroxybenzene P-Oxytoluene P-Toluol Paramethyl phenol 4-Cresol, potassium salt m-Cresol 4-Cresol, aluminum salt 4-Cresol, sodium salt Para-cresol C7H8O 108.1378 108.057514878 4-methylphenol P-cresol 106-44-5 CC1=CC=C(O)C=C1 InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3 IWDCLRJOBJJRNH-UHFFFAOYSA-N belongs to the class of organic compounds known as para cresols. Para cresols are compounds containing a para cresol moiety, which consists of a benzene ring bearing one hydroxyl group at ring positions 1 and 4. Organic compounds Benzenoids Phenols Cresols Para cresols 1-hydroxy-2-unsubstituted benzenoids Hydrocarbon derivatives Organooxygen compounds Toluenes 1-hydroxy-2-unsubstituted benzenoid Aromatic homomonocyclic compound Hydrocarbon derivative Monocyclic benzene moiety Organic oxygen compound Organooxygen compound P-cresol Toluene Aromatic homomonocyclic compounds a methylphenol cresol Solid melting_point 35.5 °C water_solubility 21.5 mg/mL at 25 °C logp 1.94 HANSCH,C ET AL. (1995) logp 1.95 ALOGPS logs -0.67 ALOGPS logp 2.18 ChemAxon pka_strongest_acidic 10.36 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac 4-methylphenol ChemAxon average_mass 108.1378 ChemAxon mono_mass 108.057514878 ChemAxon smiles CC1=CC=C(O)C=C1 ChemAxon formula C7H8O ChemAxon inchi InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3 ChemAxon inchikey IWDCLRJOBJJRNH-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 33.08 ChemAxon polarizability 11.93 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrTwoD 1700 Specdb::EiMs 129 Specdb::MsMs 1729 Specdb::MsMs 1730 Specdb::MsMs 1731 Specdb::MsMs 5493 Specdb::MsMs 5494 Specdb::MsMs 5495 Specdb::MsMs 5496 Specdb::MsMs 180147 Specdb::MsMs 180148 Specdb::MsMs 180149 Specdb::MsMs 182481 Specdb::MsMs 182482 Specdb::MsMs 182483 Specdb::MsMs 1471225 Specdb::MsMs 2740414 Specdb::MsMs 2740415 Specdb::MsMs 2740416 Specdb::MsMs 2937874 Specdb::MsMs 2937875 Specdb::MsMs 2937876 Specdb::CMs 3422 Specdb::CMs 26739 Specdb::CMs 26989 Specdb::CMs 27770 Specdb::CMs 29484 Specdb::CMs 31780 Specdb::CMs 38149 Specdb::CMs 99708 Specdb::CMs 99709 Specdb::CMs 99710 Specdb::CMs 99711 Specdb::CMs 99712 Specdb::CMs 131518 Specdb::CMs 139252 Specdb::NmrOneD 1760 Specdb::NmrOneD 2089 Specdb::NmrOneD 2783 Specdb::NmrOneD 5117 Specdb::NmrOneD 5118 Specdb::MsIr 1378 Specdb::MsIr 1379 Specdb::MsIr 1380 Adipose Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Milk 13.87 +/- 11.56 uM Raw milk metabolite measured during mid-lactation from cows fed diets consisting of total mixed ration (TMR), by 1H-NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 Milk 13.39 +/- 10.02 uM Raw milk metabolite measured during mid-lactation from cows fed diets consisting of perennial ryegrass (GRS), by 1H-NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 Milk 9.36 +/- 2.04 uM Raw milk metabolite measured during mid-lactation from cows fed diets consisting of perennial ryegrass and white clover (CLV), by 1H-NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 FDB008789 13839082 C01468 DB01688 C00002645 2879 17847 CPD-108 P-cresol 4236 Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378