1.0 2011-09-21 00:25:46 UTC 2025-11-19 02:43:24 UTC FDB023176 3-Hydroxypropanal 3-Hydroxypropanal is a broad-spectrum antimicrobial substance termed reuterin produced by Lactobacillus reuteri. L. reuteri resides in the gastrointestinal tract of healthy humans and animals, and is believed to function as a symbiont in the enteric ecosystem. Synthesis of such an antimicrobial substance by an enteric resident raises a number of interesting questions and possibilities as to the role these residents may play in the health of the host. (PMID 3245697) In vivo, glycerol is converted in one enzymatic step into 3-Hydroxypropanal. The 3-Hydroxypropanal -producing Lactobacillus reuteri is used as a probiotic in the health care of humans and animals. 3-Hydroxypropanal forms, together with Hydroxypropanal-hydrate and Hydroxypropanal-dimer, a dynamic, multi-component system (Hydroxypropanal system) used in food preservation, as a precursor for many modern chemicals such as acrolein, acrylic acid, and 1,3-propanediol (1,3-PDO), and for polymer production. 3-Hydroxypropanal can be obtained both through traditional chemistry and bacterial fermentation. To date, 3-HPA has been produced from petrochemical resources as an intermediate in 1,3-PDO production. The biotechnological production of 3-Hydroxypropanal from renewable resources is desirable both for use of 3-Hydroxypropanal in foods and for the production of bulk chemicals. The main challenge will be the efficient production and recovery of pure 3-Hydroxypropanal. (PMID 14669058) [HMDB] 3-Hydroxypropionaldehyde 3-Oxo-1-propanol b-Hydroxypropanal b-Hydroxypropionaldehyde beta-Hydroxypropanal beta-Hydroxypropionaldehyde Hydracrolein Reuterin C3H6O2 74.0785 74.036779436 3-hydroxypropanal β-hydroxypropionaldehyde 2134-29-4 OCCC=O InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2 AKXKFZDCRYJKTF-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Alpha-hydrogen aldehydes Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aliphatic acyclic compounds Hydrocarbon derivatives Organic oxides Primary alcohols Short-chain aldehydes Alcohol Aliphatic acyclic compound Alpha-hydrogen aldehyde Hydrocarbon derivative Organic oxide Primary alcohol Short-chain aldehyde a small molecule alpha-CH2-containing aldehyde propanals Solid logp -0.74 ALOGPS logs 0.94 ALOGPS solubility 6.45e+02 g/l ALOGPS logp -0.96 ChemAxon pka_strongest_acidic 13.42 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac 3-hydroxypropanal ChemAxon average_mass 74.0785 ChemAxon mono_mass 74.036779436 ChemAxon smiles OCCC=O ChemAxon formula C3H6O2 ChemAxon inchi InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2 ChemAxon inchikey AKXKFZDCRYJKTF-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 18.12 ChemAxon polarizability 7.26 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12244 Specdb::CMs 38606 Specdb::CMs 168958 Specdb::MsMs 292996 Specdb::MsMs 292997 Specdb::MsMs 292998 Specdb::MsMs 333349 Specdb::MsMs 333350 Specdb::MsMs 333351 Specdb::MsMs 2724926 Specdb::MsMs 2724927 Specdb::MsMs 2724928 Specdb::MsMs 2957316 Specdb::MsMs 2957317 Specdb::MsMs 2957318 Specdb::NmrOneD 21942 Specdb::NmrOneD 21943 Specdb::NmrOneD 21944 Specdb::NmrOneD 21945 Specdb::NmrOneD 21946 Specdb::NmrOneD 21947 Specdb::NmrOneD 21948 Specdb::NmrOneD 21949 Specdb::NmrOneD 21950 Specdb::NmrOneD 21951 Specdb::NmrOneD 21952 Specdb::NmrOneD 21953 Specdb::NmrOneD 21954 Specdb::NmrOneD 21955 Specdb::NmrOneD 21956 Specdb::NmrOneD 21957 Specdb::NmrOneD 21958 Specdb::NmrOneD 21959 Specdb::NmrOneD 21960 Specdb::NmrOneD 21961 Specdb::MsIr 1978 Specdb::MsIr 1979 Specdb::MsIr 1980 HMDB03453 17871 #<Reference:0x000055ce317a4b08> #<Reference:0x000055ce317a4950> #<Reference:0x000055ce317a4798> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823