1.0 2016-09-30 23:01:44 UTC 2020-05-11 20:40:11 UTC BMDB0002820 BMDB02820 Methylimidazoleacetic acid Methylimidazoleacetic acid, also known as Methylimidazoleacetic acid, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Methylimidazoleacetic acid is possibly soluble (in water) and a very strong basic compound (based on its pKa). Methylimidazoleacetic acid exists in all living organisms, ranging from bacteria to humans. Methylimidazoleacetic acid can be biosynthesized from methylimidazole acetaldehyde through its interaction with the enzyme aldehyde dehydrogenase, dimeric nadp-preferring. In cattle, methylimidazoleacetic acid is involved in the metabolic pathway called the histidine metabolism pathway. 1,4-Methyl-imidazoleacetic acid 1-Methylimidazole-4-acetate Methylimidazoleacetate tele-Methylimidazoleacetic acid 1-Methyl-4-imidazoleacetic acid 1,4-Methyl-imidazoleacetate 1-Methylimidazole-4-acetic acid tele-Methylimidazoleacetate 1-Methyl-4-imidazoleacetate 1,4-Methylimidazoleacetate 1-Methyl-1H-imidazole-4-acetate 1-Methyl-1H-imidazole-4-acetic acid Methylimidazole acetate MIAA N Tau-methylimidazoleacetic acid Methylimidazoleacetic acid, hydrochloride C6H8N2O2 140.1399 140.05857751 2-(1-methyl-1H-imidazol-4-yl)acetic acid methylimidazoleacetic acid 2625-49-2 CN1C=NC(CC(O)=O)=C1 InChI=1S/C6H8N2O2/c1-8-3-5(7-4-8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10) ZHCKPJGJQOPTLB-UHFFFAOYSA-N belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Organic compounds Organoheterocyclic compounds Azoles Imidazoles Imidazolyl carboxylic acids and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Monocarboxylic acids and derivatives N-substituted imidazoles Organic oxides Organonitrogen compounds Organopnictogen compounds Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Imidazolyl carboxylic acid derivative Monocarboxylic acid or derivatives N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Aromatic heteromonocyclic compounds imidazolyl carboxylic acid Solid logp -0.22 ALOGPS logs -1.38 ALOGPS logp -1.2 ChemAxon pka_strongest_acidic 3.68 ChemAxon pka_strongest_basic 6.45 ChemAxon iupac 2-(1-methyl-1H-imidazol-4-yl)acetic acid ChemAxon average_mass 140.1399 ChemAxon mono_mass 140.05857751 ChemAxon smiles CN1C=NC(CC(O)=O)=C1 ChemAxon formula C6H8N2O2 ChemAxon inchi InChI=1S/C6H8N2O2/c1-8-3-5(7-4-8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10) ChemAxon inchikey ZHCKPJGJQOPTLB-UHFFFAOYSA-N ChemAxon polar_surface_area 55.12 ChemAxon refractivity 34.85 ChemAxon polarizability 13.69 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 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 Histidine Metabolism SMP0087219 Specdb::NmrTwoD 1841 Specdb::CMs 1223 Specdb::CMs 9982 Specdb::CMs 31426 Specdb::CMs 38481 Specdb::CMs 145952 Specdb::MsIr 1835 Specdb::MsIr 1836 Specdb::MsIr 1837 Specdb::MsMs 2140 Specdb::MsMs 2141 Specdb::MsMs 2142 Specdb::MsMs 288073 Specdb::MsMs 288074 Specdb::MsMs 288075 Specdb::MsMs 327070 Specdb::MsMs 327071 Specdb::MsMs 327072 Specdb::MsMs 1448478 Specdb::MsMs 2237962 Specdb::MsMs 2239626 Specdb::MsMs 2244150 Specdb::MsMs 2245961 Specdb::MsMs 2246296 Specdb::MsMs 2247968 Specdb::MsMs 2248421 Specdb::MsMs 2249967 Specdb::MsMs 2250385 Specdb::MsMs 2251988 Specdb::MsMs 2456046 Specdb::MsMs 2456047 Specdb::MsMs 2456048 Specdb::MsMs 2478787 Specdb::MsMs 2478788 Specdb::NmrOneD 1906 Specdb::NmrOneD 149360 Specdb::NmrOneD 149361 Specdb::NmrOneD 149362 Specdb::NmrOneD 149363 Specdb::NmrOneD 149364 Specdb::NmrOneD 149365 Specdb::NmrOneD 149366 Specdb::NmrOneD 149367 Specdb::NmrOneD 149368 Specdb::NmrOneD 149369 Specdb::NmrOneD 149370 Specdb::NmrOneD 149371 Specdb::NmrOneD 149372 Specdb::NmrOneD 149373 Specdb::NmrOneD 149374 Specdb::NmrOneD 149375 Specdb::NmrOneD 149376 Specdb::NmrOneD 149377 Specdb::NmrOneD 149378 Specdb::NmrOneD 149379 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 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Placenta 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 FDB023069 68319 75810 1606 C05828 46587 3774