2.02012-07-30 14:54:44 -06002015-09-13 15:15:31 -0600ECMDB21168M2MDB0015773-Hydroxypropanoate3-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.β-hydroxypropionateβ-hydroxypropionic acid2-Deoxyglycerate2-Deoxyglyceric acid3-Hydropropionate3-Hydropropionic acid3-Hydroxyisobutyrate3-Hydroxyisobutyric acid3-Hydroxypropanoate3-Hydroxypropanoic acid3-Hydroxypropenoate3-Hydroxypropenoic acid3-Hydroxypropionate3-Hydroxypropionic acidB-HydroxypropionateB-Hydroxypropionic acidB-LactateB-Lactic acidBeta-HydroxypropionateBeta-Hydroxypropionic acidBeta-LactateBeta-Lactic acidEthylenelactateEthylenelactic acidHydracrylateHydracrylic acidHydroxypropionateHydroxypropionic acidβ-Hydroxypropionateβ-Hydroxypropionic acidβ-Lactateβ-Lactic acidC3H6O390.077990.0316940583-hydroxypropanoic acidhydroxypropionic acid503-66-2OCCC(O)=OInChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)ALRHLSYJTWAHJZ-UHFFFAOYSA-NLiquidCytosolExtra-organismPeriplasmlogp-0.95logs0.86solubility6.47e+02 g/lmelting_point<25oClogp-0.8pka_strongest_acidic4.2pka_strongest_basic-2.5iupac3-hydroxypropanoic acidaverage_mass90.0779mono_mass90.031694058smilesOCCC(O)=OformulaC3H6O3inchiInChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)inchikeyALRHLSYJTWAHJZ-UHFFFAOYSA-Npolar_surface_area57.53refractivity19.05polarizability8.15rotatable_bond_count2acceptor_count3donor_count2physiological_charge-1formal_charge0Uracil degradation IIIPW002026Metabolicuracil degradation IIIPWY0-1471Specdb::CMs13875Specdb::CMs31861Specdb::CMs31862Specdb::CMs37703Specdb::CMs99593Specdb::CMs99594Specdb::CMs151270Specdb::CMs1072522Specdb::CMs1072524Specdb::CMs1072526Specdb::CMs1072528Specdb::CMs1072530Specdb::NmrOneD1486Specdb::NmrOneD2410Specdb::NmrOneD3100Specdb::NmrOneD144950Specdb::NmrOneD144951Specdb::NmrOneD144952Specdb::NmrOneD144953Specdb::NmrOneD144954Specdb::NmrOneD144955Specdb::NmrOneD144956Specdb::NmrOneD144957Specdb::NmrOneD144958Specdb::NmrOneD144959Specdb::NmrOneD144960Specdb::NmrOneD144961Specdb::NmrOneD144962Specdb::NmrOneD144963Specdb::NmrOneD144964Specdb::NmrOneD144965Specdb::NmrOneD144966Specdb::NmrOneD144967Specdb::NmrOneD144968Specdb::NmrOneD144969Specdb::MsMs975Specdb::MsMs976Specdb::MsMs977Specdb::MsMs4471Specdb::MsMs4472Specdb::MsMs4473Specdb::MsMs4474Specdb::MsMs4475Specdb::MsMs21230Specdb::MsMs21231Specdb::MsMs21232Specdb::MsMs22781Specdb::MsMs22782Specdb::MsMs22783Specdb::MsMs437915Specdb::MsMs437916Specdb::MsMs437917Specdb::MsMs437918Specdb::MsMs437919Specdb::MsMs2246623Specdb::MsMs2247677Specdb::MsMs2248601Specdb::MsMs2249770Specdb::MsMs2250606Specdb::MsMs2251799Specdb::NmrTwoD1432HMDB00700545984761460C01013165103-HYDROXY-PROPIONATE3OHKeseler, 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-D590.21097882Hoffmann 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):648-69.8412012Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6.8087979Brown 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):367-75.3126356Pollitt 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):151-7.3427776Sweetman 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):1144-7.917614Suthers, 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?1358461476Gamma-glutamyl-gamma-aminobutyraldehyde dehydrogenaseP23883PUUC_ECOLIpuuChttp://ecmdb.ca/proteins/P23883.xmlPutative NADH dehydrogenase/NAD(P)H nitroreductase rutEP75894RUTE_ECOLIrutEhttp://ecmdb.ca/proteins/P75894.xmlNADP-dependent L-serine/L-allo-threonine dehydrogenase ydfGP39831YDFG_ECOLIydfGhttp://ecmdb.ca/proteins/P39831.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlHydrogen ion + Malonic semialdehyde + NADPH > 3-Hydroxypropanoate + NADPR09289RXN-89743-Hydroxypropanoate + NADP <> Malonic semialdehyde + NADPH + Hydrogen ionR092893-Hydroxypropanoate + NADP < Malonic semialdehyde + NADPH + Hydrogen ionRXN-89743-hydroxypropionaldehyde + NAD + Water > Hydrogen ion + 3-Hydroxypropanoate + NADHRXN0-54553-Hydroxypropanoate + NADP > Malonic semialdehyde + NADPHHydrogen ion + Malonic semialdehyde + NADPH >3 3-Hydroxypropanoate + NADPHydrogen ion + Malonic semialdehyde + NADPH >3 3-Hydroxypropanoate + NADP