1.0 2016-09-30 22:46:41 UTC 2020-05-21 16:27:04 UTC BMDB0001490 BMDB01490 Vanylglycol Vanylglycol, also known as MHPG or vanylglycol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Vanylglycol is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Vanylglycol and pyrocatechol can be biosynthesized from 3,4-dihydroxyphenylglycol and guaiacol through its interaction with the enzyme catechol O-methyltransferase. In cattle, vanylglycol is involved in the metabolic pathway called the tyrosine metabolism pathway. 1-(4-Hydroxy-3-methoxyphenyl)-1,2-ethanediol 3-Methoxy-4-hydroxyphenethylene glycol 3-Methoxy-4-hydroxyphenyl glycol 4-Hydroxy-3-methoxy-b-phenylglycol 4-Hydroxy-3-methoxy-beta-phenylglycol 4-Hydroxy-3-methoxyphenyl glycol HMPG Hydroxymethoxyphenylglycol Methoxyhydroxyphenylglycol MHPG MOPEG 4 Hydroxy 3 methoxyphenylethyleneglycol 4 Hydroxy 3 methoxyphenylglycol 4-Hydroxy-3-methoxyphenylethyleneglycol Methoxyhydroxyphenylglycol, (-)-isomer 4 Hydroxy 3 methoxyphenylethylene glycol 4-Hydroxy-3-methoxyphenylglycol Methoxyhydroxyphenylglycol, (+)-isomer 4-Hydroxy-3-methoxyphenylethylene glycol Methoxyhydroxyphenylglycol, (+-)-isomer C9H12O4 184.1892 184.073558872 1-(4-hydroxy-3-methoxyphenyl)ethane-1,2-diol methoxyhydroxyphenylglycol COC1=CC(=CC=C1O)C(O)CO InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3 FBWPWWWZWKPJFL-UHFFFAOYSA-N belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Organic compounds Benzenoids Phenols Methoxyphenols Methoxyphenols 1,2-diols 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aromatic alcohols Hydrocarbon derivatives Methoxybenzenes Phenoxy compounds Primary alcohols Secondary alcohols 1,2-diol 1-hydroxy-2-unsubstituted benzenoid Alcohol Alkyl aryl ether Anisole Aromatic alcohol Aromatic homomonocyclic compound Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenol ether Phenoxy compound Primary alcohol Secondary alcohol Aromatic homomonocyclic compounds a guaiacol methoxybenzene phenols Solid logp -0.13 ALOGPS logs -1.31 ALOGPS logp 0.11 ChemAxon pka_strongest_acidic 9.91 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1-(4-hydroxy-3-methoxyphenyl)ethane-1,2-diol ChemAxon average_mass 184.1892 ChemAxon mono_mass 184.073558872 ChemAxon smiles COC1=CC(=CC=C1O)C(O)CO ChemAxon formula C9H12O4 ChemAxon inchi InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3 ChemAxon inchikey FBWPWWWZWKPJFL-UHFFFAOYSA-N ChemAxon polar_surface_area 69.92 ChemAxon refractivity 47.28 ChemAxon polarizability 18.64 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 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 Tyrosine Metabolism SMP0087235 Specdb::MsIr 1303 Specdb::MsIr 1304 Specdb::CMs 11554 Specdb::CMs 38093 Specdb::CMs 127704 Specdb::CMs 171798 Specdb::CMs 997320 Specdb::CMs 997321 Specdb::CMs 997322 Specdb::CMs 997323 Specdb::CMs 997324 Specdb::CMs 997325 Specdb::CMs 997326 Specdb::CMs 997327 Specdb::CMs 997328 Specdb::CMs 997329 Specdb::CMs 997330 Specdb::CMs 997331 Specdb::CMs 997332 Specdb::NmrOneD 1717 Specdb::NmrOneD 166593 Specdb::MsMs 1607 Specdb::MsMs 1608 Specdb::MsMs 1609 Specdb::MsMs 21362 Specdb::MsMs 21363 Specdb::MsMs 21364 Specdb::MsMs 22913 Specdb::MsMs 22914 Specdb::MsMs 22915 Specdb::MsMs 2681763 Specdb::MsMs 2681764 Specdb::MsMs 2681765 Specdb::MsMs 3026538 Specdb::MsMs 3026539 Specdb::MsMs 3026540 Brain 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 Platelet 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 10348 FDB022651 C05594 Kessler J A; Gordon E K; Reid J L; Kopin I J Homovanillic acid and 3-methoxy-4-hydroxyphenylethyleneglycol production by the monkey spinal cord. Journal of neurochemistry (1976), 26(6), 1057-61. BMDBP00421 Catechol O-methyltransferase A7MBI7 COMT Enzyme