1.0 2011-04-08 19:48:08 UTC 2019-11-26 03:20:53 UTC FDB021797 3-Hydroxybutanoic acid 3-Hydroxybutanoic acid is a ketone body. It is a chiral compound having two enantiomers. The concentration of beta-hydroxybutyrate, like that of other ketone bodies, is increased in ketosis. In humans, beta-hydroxybutyrate is synthesized in the liver from acetyl-CoA in a reaction catalyzed by the enzyme beta-hydroxybutyrate dehydrogenase and can be used as an energy source by the brain when blood glucose is low. Diabetic patients can have their ketone levels tested via urine or blood to indicate diabetic ketoacidosis. In alcoholic ketoacidosis, this ketone body is produced in greatest concentration. Both types of ketoacidosis result in an increasebeta-hydroxybutyrate to oxaloacetate ratio, resulting in TCA cycle stalling and shifting of glucose towards ketone body production. [Wikipedia] (1)-3-Hydroxybutyrate (1)-3-Hydroxybutyric acid 3 HBA 3-Hydroxy-butanoate 3-Hydroxy-butanoic acid 3-Hydroxy-butyrate 3-Hydroxy-butyric acid 3-Hydroxybutanoate 3-Hydroxybuttersaeure 3-Hydroxybutyrate 3-Hydroxybutyric acid 3-OH-Butyrate 3-OH-Butyric acid b-Hydroxy-N-butyrate b-Hydroxy-N-butyric acid b-Hydroxybutanoate b-Hydroxybutanoic acid b-Hydroxybuttersaeure b-Hydroxybutyrate b-Hydroxybutyric acid beta-Hydroxy-N-butyrate beta-Hydroxy-N-butyric acid beta-Hydroxybutanoate beta-Hydroxybutanoic acid beta-Hydroxybuttersaeure beta-Hydroxybutyrate beta-Hydroxybutyric acid BHBA Biopol DL-3-Hydroxybutyrate DL-3-Hydroxybutyric acid DL-b-Hydroxybutyrate DL-b-Hydroxybutyric acid DL-beta-Hydroxybutyrate DL-beta-Hydroxybutyric acid DL-β-hydroxybutyrate DL-β-hydroxybutyric acid β-hydroxy-N-butyrate β-hydroxy-N-butyric acid β-hydroxybutanoate β-hydroxybutanoic acid β-hydroxybuttersaeure β-hydroxybutyrate β-hydroxybutyric acid C4H8O3 104.1045 104.047344122 3-hydroxybutanoic acid 3 hydroxybutyrate 300-85-6 CC(O)CC(O)=O InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7) WHBMMWSBFZVSSR-UHFFFAOYSA-N belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Beta hydroxy acids and derivatives Organic compounds Organic acids and derivatives Hydroxy acids and derivatives Beta hydroxy acids and derivatives Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Fatty acids and conjugates Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Short-chain hydroxy acids and derivatives Alcohol Aliphatic acyclic compound Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Short-chain hydroxy acid (omega-1)-hydroxy fatty acid 3-hydroxy monocarboxylic acid Hydroxy fatty acids hydroxybutyric acid Solid logp -0.50 ALOGPS logs 0.71 ALOGPS solubility 5.39e+02 g/l ALOGPS logp -0.39 ChemAxon pka_strongest_acidic 4.41 ChemAxon pka_strongest_basic -2.6 ChemAxon iupac 3-hydroxybutanoic acid ChemAxon average_mass 104.1045 ChemAxon mono_mass 104.047344122 ChemAxon smiles CC(O)CC(O)=O ChemAxon formula C4H8O3 ChemAxon inchi InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7) ChemAxon inchikey WHBMMWSBFZVSSR-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 23.46 ChemAxon polarizability 10.01 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Fatty Acid Biosynthesis SMP00456 Specdb::EiMs 1304 Specdb::NmrTwoD 1020 Specdb::NmrTwoD 1286 Specdb::NmrOneD 1230 Specdb::NmrOneD 1344 Specdb::NmrOneD 5056 Specdb::CMs 543 Specdb::CMs 544 Specdb::CMs 545 Specdb::CMs 941 Specdb::CMs 2955 Specdb::CMs 30441 Specdb::CMs 30444 Specdb::CMs 30864 Specdb::CMs 31131 Specdb::CMs 32006 Specdb::CMs 37461 Specdb::MsMs 573 Specdb::MsMs 574 Specdb::MsMs 575 Specdb::MsMs 4034 Specdb::MsMs 179178 Specdb::MsMs 179179 Specdb::MsMs 179180 Specdb::MsMs 181503 Specdb::MsMs 181504 Specdb::MsMs 181505 Specdb::MsMs 439062 Specdb::MsMs 447333 HMDB00357 #<Reference:0x000055ac40aee970> #<Reference:0x000055ac40aee6c8> #<Reference:0x000055ac40aee470> #<Reference:0x000055ac40aee1a0> #<Reference:0x000055ac40aedfc0> #<Reference:0x000055ac40aedd40> #<Reference:0x000055ac40aedb88> #<Reference:0x000055ac40aed9d0> #<Reference:0x000055ac40aed7c8> #<Reference:0x000055ac40aed520> #<Reference:0x000055ac40aed368> #<Reference:0x000055ac40aed1b0> #<Reference:0x000055ac40aecf30> #<Reference:0x000055ac40aecd28> #<Reference:0x000055ac40aecb70> #<Reference:0x000055ac40aec968> 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 Milk (Cow) Type 2 specific 86.1975 320.5 24.63 uM 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