2.02012-08-09 09:16:15 -06002015-09-13 12:56:16 -0600ECMDB21439M2MDB001834Imidazolelactic acidImidazolelactic acid is a compound that has an imidazole group attached to the beta carbon of lactic acid. (inferred from compound structure) Imidazolelactic acid can be formed from an NADH-assisted reduction of imidazol-5-yl-pyruvate. (KEGG)(S)-3-(Imidazol-5-yl)-lactate(S)-3-(Imidazol-5-yl)-lactic acid1-Imidazolelactate1-Imidazolelactic acid2-Hydroxy-3-[4-imidazolyl]-propanoate2-Hydroxy-3-[4-imidazolyl]-propanoic acid<i>(S)</i>-3-(imidazol-5-yl)-lactateImidazol-5-yl-lactateImidazol-5-yl-lactic acidImidazole lactateImidazole lactic acidImidazolelactateC6H8N2O3156.1393156.0534921322-hydroxy-3-(1H-imidazol-1-yl)propanoic acid2-hydroxy-3-(imidazol-1-yl)propanoic acid876-19-7OC(CN1C=CN=C1)C(O)=OInChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)JTYMXXCJQKGGFG-UHFFFAOYSA-NSolidlogp-1.18logs-1.15solubility1.10e+01 g/llogp-1.7pka_strongest_acidic3.39pka_strongest_basic6.77iupac2-hydroxy-3-(1H-imidazol-1-yl)propanoic acidaverage_mass156.1393mono_mass156.053492132smilesOC(CN1C=CN=C1)C(O)=OformulaC6H8N2O3inchiInChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)inchikeyJTYMXXCJQKGGFG-UHFFFAOYSA-Npolar_surface_area75.35refractivity36.03polarizability14.1rotatable_bond_count3acceptor_count4donor_count2physiological_charge-1formal_charge0Specdb::CMs9309Specdb::CMs38364Specdb::CMs149283Specdb::NmrOneD116198Specdb::NmrOneD116199Specdb::NmrOneD116200Specdb::NmrOneD116201Specdb::NmrOneD116202Specdb::NmrOneD116203Specdb::NmrOneD116204Specdb::NmrOneD116205Specdb::NmrOneD116206Specdb::NmrOneD116207Specdb::NmrOneD116208Specdb::NmrOneD116209Specdb::NmrOneD116210Specdb::NmrOneD116211Specdb::NmrOneD116212Specdb::NmrOneD116213Specdb::NmrOneD116214Specdb::NmrOneD116215Specdb::NmrOneD116216Specdb::NmrOneD116217Specdb::MsMs27854Specdb::MsMs27855Specdb::MsMs27856Specdb::MsMs34412Specdb::MsMs34413Specdb::MsMs34414Specdb::MsMs2319230Specdb::MsMs2319231Specdb::MsMs2319232Specdb::MsMs2619380Specdb::MsMs2619381Specdb::MsMs2619382HMDB02320459122404046C0513227487IMIDAZOLE-LACTATEvan der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.17765195Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948.18331064Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4.19212411Block WD, Westhoff MH, Steele BF: Histidine metabolism in the human adult: histidine blood tolerance, and the effect of continued free L-histidine ingestion on the concentration of imidazole compounds in blood and urine. J Nutr. 1967 Feb;91(2):189-94.6021220Dubovsky J, Dubovska E, Formankova J: [Imidazolactic acid in the urine. Method of determination and clinical observations]. Cas Lek Cesk. 1965 Nov 5;104(44):1216-21.5856262Hamacher M, Mosebach KO: [Quantitative determination of some imidazole derivatives in the urine of pregnant patients, non-pregnant patients and those with diseases caused by pregnancy]. Hoppe Seylers Z Physiol Chem. 1969 May;350(5):603-8.5789877van Roon-Djordjevic B, Cerfontain-van Staalen: Urinary excretion of histidine metabolites as an indication for folic acid and vitamin B 12 deficiency. Clin Chim Acta. 1972 Oct;41:55-65.4645251http://hmdb.ca/system/metabolites/msds/000/001/903/original/HMDB02320.pdf?1358462977