1.0 2020-04-17 18:43:08 UTC 2020-12-07 19:11:06 UTC CDB004849 D-2-Hydroxyglutaric acid D-2-Hydroxyglutaric acid, also known as (R)-hydroxyglutarate or (R)-2-hydroxy-pentanedioate, belongs to the class of organic compounds known as short-chain hydroxy acids and derivatives. These are hydroxy acids with an alkyl chain the contains less than 6 carbon atoms. D-2-Hydroxyglutaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). D-2-Hydroxyglutaric acid exists in all living organisms, ranging from bacteria to humans. D-2-hydroxyglutaric acid can be biosynthesized from oxoglutaric acid through the action of the enzyme D-2-hydroxyglutarate dehydrogenase, mitochondrial. In humans, D-2-hydroxyglutaric acid is involved in the metabolic disorder called the oncogenic action of d-2-hydroxyglutarate in hydroxyglutaric aciduria. Outside of the human body, D-2-Hydroxyglutaric acid has been detected, but not quantified in, milk (cow). This could make D-2-hydroxyglutaric acid a potential biomarker for the consumption of these foods. D-2-Hydroxyglutaric acid is a potentially toxic compound. D-2-Hydroxyglutaric acid, with regard to humans, has been found to be associated with several diseases such as d, l-2-hydroxyglutaric aciduria and spondyloenchondrodysplasia; D-2-hydroxyglutaric acid has also been linked to the inborn metabolic disorder d-2-hydroxyglutaric aciduria. The (R)-enantiomer of 2-hydroxyglutaric acid. D-2-Hydroxyglutaric acid is expected to be in Cannabis as all living plants are known to produce and metabolize it. (R)-2-Hydroxyglutarate (R)-Hydroxyglutarate (R)-2-Hydroxyglutaric acid (R)-Hydroxyglutaric acid D-2-Hydroxyglutarate (R)-2-Hydroxy-pentanedioate (R)-2-Hydroxy-pentanedioic acid (R)-a-Hydroxyglutarate (R)-a-Hydroxyglutaric acid (R)-alpha-Hydroxyglutarate (R)-alpha-Hydroxyglutaric acid 2-Hydroxy-D-glutarate 2-Hydroxy-D-glutaric acid 2-Hydroxy-delta-glutarate 2-Hydroxy-delta-glutaric acid D-a-Hydroxyglutarate D-a-Hydroxyglutaric acid delta-2-Hydroxyglutarate delta-2-Hydroxyglutaric acid delta-alpha-Hydroxyglutarate delta-alpha-Hydroxyglutaric acid 2-Hydroxyglutarate alpha-Hydroxyglutarate, (D)-isomer alpha-Hydroxyglutarate, (DL)-isomer 2-Hydroxyglutaric acid alpha-Hydroxyglutarate alpha-Hydroxyglutarate, (L)-isomer alpha-Hydroxyglutarate, disodium salt C5H8O5 148.11 148.0372 (2R)-2-hydroxypentanedioic acid D-2-hydroxyglutaric acid 13095-47-1 O[C@H](CCC(O)=O)C(O)=O InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1 HWXBTNAVRSUOJR-GSVOUGTGSA-N belongs to the class of organic compounds known as short-chain hydroxy acids and derivatives. These are hydroxy acids with an alkyl chain the contains less than 6 carbon atoms. Short-chain hydroxy acids and derivatives Organic compounds Organic acids and derivatives Hydroxy acids and derivatives Short-chain hydroxy acids and derivatives Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Fatty acids and conjugates Hydrocarbon derivatives Monosaccharides Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Fatty acid Hydrocarbon derivative Monosaccharide Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Short-chain hydroxy acid 2-hydroxyglutaric acid melting_point > 300 °C logp -1.04 ALOGPS logs 0.03 ALOGPS logp -0.82 ChemAxon pka_strongest_acidic 3.28 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac (2R)-2-hydroxypentanedioic acid ChemAxon average_mass 148.11 ChemAxon mono_mass 148.0372 ChemAxon smiles O[C@H](CCC(O)=O)C(O)=O ChemAxon formula C5H8O5 ChemAxon inchi InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1 ChemAxon inchikey HWXBTNAVRSUOJR-GSVOUGTGSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 29.63 ChemAxon polarizability 12.97 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon C01087 FDB022139 388508 439391 32796 R-2-HYDROXYGLUTARATE Alpha-Hydroxyglutaric acid 5581