2.0 2012-07-30 14:54:44 -0600 2015-09-13 15:15:31 -0600 ECMDB21168 M2MDB001577 3-Hydroxypropanoate 3-Hydroxypropionic acid is a carboxylic acid. It is used in the production of various chemicals such as acrylates in industry. It can be produced by certain microbes . Its chemical structure is similar to L-serine. &beta;-hydroxypropionate &beta;-hydroxypropionic acid 2-Deoxyglycerate 2-Deoxyglyceric acid 3-Hydropropionate 3-Hydropropionic acid 3-Hydroxyisobutyrate 3-Hydroxyisobutyric acid 3-Hydroxypropanoate 3-Hydroxypropanoic acid 3-Hydroxypropenoate 3-Hydroxypropenoic acid 3-Hydroxypropionate 3-Hydroxypropionic acid B-Hydroxypropionate B-Hydroxypropionic acid B-Lactate B-Lactic acid Beta-Hydroxypropionate Beta-Hydroxypropionic acid Beta-Lactate Beta-Lactic acid Ethylenelactate Ethylenelactic acid Hydracrylate Hydracrylic acid Hydroxypropionate Hydroxypropionic acid β-Hydroxypropionate β-Hydroxypropionic acid β-Lactate β-Lactic acid C3H6O3 90.0779 90.031694058 3-hydroxypropanoic acid hydroxypropionic acid 503-66-2 OCCC(O)=O InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6) ALRHLSYJTWAHJZ-UHFFFAOYSA-N Liquid Cytosol Extra-organism Periplasm logp -0.95 ALOGPS logs 0.86 ALOGPS solubility 6.47e+02 g/l ALOGPS melting_point <25oC logp -0.8 ChemAxon pka_strongest_acidic 4.2 ChemAxon pka_strongest_basic -2.5 ChemAxon iupac 3-hydroxypropanoic acid ChemAxon average_mass 90.0779 ChemAxon mono_mass 90.031694058 ChemAxon smiles OCCC(O)=O ChemAxon formula C3H6O3 ChemAxon inchi InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6) ChemAxon inchikey ALRHLSYJTWAHJZ-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 19.05 ChemAxon polarizability 8.15 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Uracil degradation III PW002026 Metabolic uracil degradation III PWY0-1471 Specdb::CMs 13875 Specdb::CMs 31861 Specdb::CMs 31862 Specdb::CMs 37703 Specdb::CMs 99593 Specdb::CMs 99594 Specdb::CMs 151270 Specdb::CMs 1072522 Specdb::CMs 1072524 Specdb::CMs 1072526 Specdb::CMs 1072528 Specdb::CMs 1072530 Specdb::NmrOneD 1486 Specdb::NmrOneD 2410 Specdb::NmrOneD 3100 Specdb::NmrOneD 144950 Specdb::NmrOneD 144951 Specdb::NmrOneD 144952 Specdb::NmrOneD 144953 Specdb::NmrOneD 144954 Specdb::NmrOneD 144955 Specdb::NmrOneD 144956 Specdb::NmrOneD 144957 Specdb::NmrOneD 144958 Specdb::NmrOneD 144959 Specdb::NmrOneD 144960 Specdb::NmrOneD 144961 Specdb::NmrOneD 144962 Specdb::NmrOneD 144963 Specdb::NmrOneD 144964 Specdb::NmrOneD 144965 Specdb::NmrOneD 144966 Specdb::NmrOneD 144967 Specdb::NmrOneD 144968 Specdb::NmrOneD 144969 Specdb::MsMs 975 Specdb::MsMs 976 Specdb::MsMs 977 Specdb::MsMs 4471 Specdb::MsMs 4472 Specdb::MsMs 4473 Specdb::MsMs 4474 Specdb::MsMs 4475 Specdb::MsMs 21230 Specdb::MsMs 21231 Specdb::MsMs 21232 Specdb::MsMs 22781 Specdb::MsMs 22782 Specdb::MsMs 22783 Specdb::MsMs 437915 Specdb::MsMs 437916 Specdb::MsMs 437917 Specdb::MsMs 437918 Specdb::MsMs 437919 Specdb::MsMs 2246623 Specdb::MsMs 2247677 Specdb::MsMs 2248601 Specdb::MsMs 2249770 Specdb::MsMs 2250606 Specdb::MsMs 2251799 Specdb::NmrTwoD 1432 HMDB00700 5459847 61460 C01013 16510 3-HYDROXY-PROPIONATE 3OH Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Hoffmann GF, Meier-Augenstein W, Stockler S, Surtees R, Rating D, Nyhan WL: Physiology and pathophysiology of organic acids in cerebrospinal fluid. J Inherit Metab Dis. 1993;16(4):648-69. 8412012 Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. 8087979 Brown GK, Cromby CH, Manning NJ, Pollitt RJ: Urinary organic acids in succinic semialdehyde dehydrogenase deficiency: evidence of alpha-oxidation of 4-hydroxybutyric acid, interaction of succinic semialdehyde with pyruvate dehydrogenase and possible secondary inhibition of mitochondrial beta-oxidation. J Inherit Metab Dis. 1987;10(4):367-75. 3126356 Pollitt RJ, Fowler B, Sardharwalla IB, Edwards MA, Gray RG: Increased excretion of propan-1,3-diol and 3-hydroxypropionic acid apparently caused by abnormal bacterial metabolism in the gut. Clin Chim Acta. 1987 Nov 16;169(2-3):151-7. 3427776 Sweetman L, Bates SP, Hull D, Nyhan WL: Propionyl-CoA carboxylase deficiency in a patient with biotin-responsive 3-methylcrotonylglycinuria. Pediatr Res. 1977 Nov;11(11):1144-7. 917614 Suthers, Patrick F.; Cameron, Douglas C. Production of 3-hydroxypropionic acid in recombinant organisms. PCT Int. Appl. (2001), 63 pp. http://hmdb.ca/system/metabolites/msds/000/000/619/original/HMDB00700.pdf?1358461476 Gamma-glutamyl-gamma-aminobutyraldehyde dehydrogenase P23883 PUUC_ECOLI puuC http://ecmdb.ca/proteins/P23883.xml Putative NADH dehydrogenase/NAD(P)H nitroreductase rutE P75894 RUTE_ECOLI rutE http://ecmdb.ca/proteins/P75894.xml NADP-dependent L-serine/L-allo-threonine dehydrogenase ydfG P39831 YDFG_ECOLI ydfG http://ecmdb.ca/proteins/P39831.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Hydrogen ion + Malonic semialdehyde + NADPH > 3-Hydroxypropanoate + NADP R09289 RXN-8974 3-Hydroxypropanoate + NADP <> Malonic semialdehyde + NADPH + Hydrogen ion R09289 3-Hydroxypropanoate + NADP < Malonic semialdehyde + NADPH + Hydrogen ion RXN-8974 3-hydroxypropionaldehyde + NAD + Water > Hydrogen ion + 3-Hydroxypropanoate + NADH RXN0-5455 3-Hydroxypropanoate + NADP > Malonic semialdehyde + NADPH Hydrogen ion + Malonic semialdehyde + NADPH >3 3-Hydroxypropanoate + NADP Hydrogen ion + Malonic semialdehyde + NADPH >3 3-Hydroxypropanoate + NADP