2.0 2012-08-09 09:16:15 -0600 2015-09-13 12:56:16 -0600 ECMDB21439 M2MDB001834 Imidazolelactic acid Imidazolelactic 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 acid 1-Imidazolelactate 1-Imidazolelactic acid 2-Hydroxy-3-[4-imidazolyl]-propanoate 2-Hydroxy-3-[4-imidazolyl]-propanoic acid <i>(S)</i>-3-(imidazol-5-yl)-lactate Imidazol-5-yl-lactate Imidazol-5-yl-lactic acid Imidazole lactate Imidazole lactic acid Imidazolelactate C6H8N2O3 156.1393 156.053492132 2-hydroxy-3-(1H-imidazol-1-yl)propanoic acid 2-hydroxy-3-(imidazol-1-yl)propanoic acid 876-19-7 OC(CN1C=CN=C1)C(O)=O InChI=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-N Solid logp -1.18 ALOGPS logs -1.15 ALOGPS solubility 1.10e+01 g/l ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 3.39 ChemAxon pka_strongest_basic 6.77 ChemAxon iupac 2-hydroxy-3-(1H-imidazol-1-yl)propanoic acid ChemAxon average_mass 156.1393 ChemAxon mono_mass 156.053492132 ChemAxon smiles OC(CN1C=CN=C1)C(O)=O ChemAxon formula C6H8N2O3 ChemAxon inchi InChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11) ChemAxon inchikey JTYMXXCJQKGGFG-UHFFFAOYSA-N ChemAxon polar_surface_area 75.35 ChemAxon refractivity 36.03 ChemAxon polarizability 14.1 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9309 Specdb::CMs 38364 Specdb::CMs 149283 Specdb::NmrOneD 116198 Specdb::NmrOneD 116199 Specdb::NmrOneD 116200 Specdb::NmrOneD 116201 Specdb::NmrOneD 116202 Specdb::NmrOneD 116203 Specdb::NmrOneD 116204 Specdb::NmrOneD 116205 Specdb::NmrOneD 116206 Specdb::NmrOneD 116207 Specdb::NmrOneD 116208 Specdb::NmrOneD 116209 Specdb::NmrOneD 116210 Specdb::NmrOneD 116211 Specdb::NmrOneD 116212 Specdb::NmrOneD 116213 Specdb::NmrOneD 116214 Specdb::NmrOneD 116215 Specdb::NmrOneD 116216 Specdb::NmrOneD 116217 Specdb::MsMs 27854 Specdb::MsMs 27855 Specdb::MsMs 27856 Specdb::MsMs 34412 Specdb::MsMs 34413 Specdb::MsMs 34414 Specdb::MsMs 2319230 Specdb::MsMs 2319231 Specdb::MsMs 2319232 Specdb::MsMs 2619380 Specdb::MsMs 2619381 Specdb::MsMs 2619382 HMDB02320 459122 404046 C05132 27487 IMIDAZOLE-LACTATE van 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. 17765195 Winder, 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. 18331064 Sreekumar 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. 19212411 Block 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. 6021220 Dubovsky 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. 5856262 Hamacher 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. 5789877 van 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. 4645251 http://hmdb.ca/system/metabolites/msds/000/001/903/original/HMDB02320.pdf?1358462977