1.0 2011-09-21 00:07:36 UTC 2015-10-09 22:30:25 UTC FDB022048 (S)-3-Hydroxybutyric acid (S)-3-Hydroxybutyric acid is a normal human metabolite, that has been found elevated in geriatric patients remitting from depression. (PMID 17048218) 3-Hydroxybutyric acid is a ketone body. Like the other ketone bodies (acetoacetate and acetone), levels of 3-Hydroxybutyric acid are raised in ketosis. In humans, 3-Hydroxybutyric acid is synthesized in the liver from acetyl-CoA, and can be used as an energy source by the brain when blood glucose is low. [HMDB] (+)-3-Hydroxy-n-butyric acid (+)-3-Hydroxybutyrate (+)-3-Hydroxybutyric acid (3S)-3-hydroxy-Butanoate (3S)-3-hydroxy-Butanoic acid (3S)-3-Hydroxybutyrate (3S)-3-Hydroxybutyric acid (S)-3-hydroxy-2-methyl-Propanoate (S)-3-hydroxy-2-methyl-Propanoic acid (S)-3-hydroxy-Butanoate (S)-3-hydroxy-Butanoic acid (S)-3-hydroxybutanoate (S)-3-Hydroxybutanoic acid (S)-3-Hydroxybutyrate (S)-3HB (S)-b-Hydroxybutyrate (S)-b-Hydroxybutyric acid (S)-b-Hydroxyisobutyrate (S)-b-Hydroxyisobutyric acid (S)-beta-Hydroxybutyrate (S)-beta-Hydroxybutyric acid (S)-beta-Hydroxyisobutyrate (S)-beta-Hydroxyisobutyric acid (S)-β-hydroxybutyrate (S)-β-hydroxybutyric acid L-(+)-2-methyl-Hydracrylate L-(+)-2-methyl-Hydracrylic acid L-(+)-3-Hydroxybutyrate L-(+)-3-Hydroxybutyric acid L-(+)-b-Hydroxyisobutyrate L-(+)-b-Hydroxyisobutyric acid L-(+)-beta-Hydroxyisobutyrate L-(+)-beta-Hydroxyisobutyric acid L-3-Hydroxybutyrate L-3-Hydroxybutyric acid L-beta-Hydroxybutyrate C4H8O3 104.1045 104.047344122 (3S)-3-hydroxybutanoic acid β-hydroxybutyrate,l 6168-83-8 C[C@H](O)CC(O)=O InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1 WHBMMWSBFZVSSR-VKHMYHEASA-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 3-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 (3S)-3-hydroxybutanoic acid ChemAxon average_mass 104.1045 ChemAxon mono_mass 104.047344122 ChemAxon smiles C[C@H](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)/t3-/m0/s1 ChemAxon inchikey WHBMMWSBFZVSSR-VKHMYHEASA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 23.46 ChemAxon polarizability 9.94 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1315 Specdb::NmrOneD 1371 Specdb::NmrOneD 143890 Specdb::NmrOneD 143891 Specdb::NmrOneD 143892 Specdb::NmrOneD 143893 Specdb::NmrOneD 143894 Specdb::NmrOneD 143895 Specdb::NmrOneD 143896 Specdb::NmrOneD 143897 Specdb::NmrOneD 143898 Specdb::NmrOneD 143899 Specdb::NmrOneD 143900 Specdb::NmrOneD 143901 Specdb::NmrOneD 143902 Specdb::NmrOneD 143903 Specdb::NmrOneD 143904 Specdb::NmrOneD 143905 Specdb::NmrOneD 143906 Specdb::NmrOneD 143907 Specdb::NmrOneD 143908 Specdb::NmrOneD 143909 Specdb::CMs 17759 Specdb::CMs 37538 Specdb::CMs 168615 Specdb::CMs 1062746 Specdb::CMs 1062748 Specdb::CMs 1062749 Specdb::CMs 1062751 Specdb::CMs 1062753 Specdb::MsMs 644 Specdb::MsMs 645 Specdb::MsMs 646 Specdb::MsMs 305344 Specdb::MsMs 305345 Specdb::MsMs 305346 Specdb::MsMs 348736 Specdb::MsMs 348737 Specdb::MsMs 348738 Specdb::MsMs 2819199 Specdb::MsMs 2819200 Specdb::MsMs 2819201 Specdb::MsMs 2890537 Specdb::MsMs 2890538 Specdb::MsMs 2890539 HMDB00442 17290 3HL #<Reference:0x000055ce31d419f8> #<Reference:0x000055ce31d41840> #<Reference:0x000055ce31d41688> #<Reference:0x000055ce31d414d0> #<Reference:0x000055ce31d41318> #<Reference:0x000055ce31d41160> #<Reference:0x000055ce31d40fa8> #<Reference:0x000055ce31d40df0> #<Reference:0x000055ce31d40c38> #<Reference:0x000055ce31d40a80> #<Reference:0x000055ce31d408c8> #<Reference:0x000055ce31d40710> #<Reference:0x000055ce31d40558> #<Reference:0x000055ce31d403a0> 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