1.0 2011-09-21 00:18:24 UTC 2015-07-21 06:57:20 UTC FDB022717 2-Hydroxyvaleric acid 2-Hydroxyvaleric acid is an organic acid present in human biofluids. Its presence in urine has been associated with lactic acidosis, which occurs in Succinic Acidemia (OMIM 600335), a syndrome of organic acidemia associated with congenital lactic acidosis and decreased NADH-cytochrome c reductase activity. 2-Hydroxyvaleric acid presence associated with lactic acidosis has also been found in Propionyl-CoA carboxylase deficiency (OMIM 253260), or Multiple carboxylase deficiency (MCD), an autosomal recessive metabolic disorder characterized primarily by cutaneous and neurologic abnormalities. (PMID: 9389332, 1790187, 3378323, 3383430, 7313494) [HMDB] (+-)-2-Hydroxypentanoate (+-)-2-Hydroxypentanoic acid (S)-2-Hydroxyvaleric acid 2-hydroxy-pentanoate 2-hydroxy-pentanoic acid 2-Hydroxypentanoate 2-Hydroxypentanoic acid 2-Hydroxyvalerate a-Hydroxy-N-valerate a-Hydroxy-N-valeric acid a-Hydroxyvalerate a-Hydroxyvaleric acid alpha-Hydroxy-N-valerate alpha-Hydroxy-N-valeric acid alpha-Hydroxyvalerate alpha-Hydroxyvaleric acid DL-2-hydroxy valeric acid α-hydroxy-N-valerate α-hydroxy-N-valeric acid α-hydroxyvalerate α-hydroxyvaleric acid C5H10O3 118.1311 118.062994186 2-hydroxypentanoic acid pentanoic acid, 2-hydroxy- 617-31-2 CCCC(O)C(O)=O InChI=1S/C5H10O3/c1-2-3-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8) JRHWHSJDIILJAT-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Hydroxy fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methyl-branched fatty acids Monocarboxylic acids and derivatives Monosaccharides Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Monosaccharide Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol 2-hydroxy monocarboxylic acid Hydroxy fatty acids Solid logp 0.26 ALOGPS logs 0.24 ALOGPS solubility 2.04e+02 g/l ALOGPS logp 0.5 ChemAxon pka_strongest_acidic 4.14 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac 2-hydroxypentanoic acid ChemAxon average_mass 118.1311 ChemAxon mono_mass 118.062994186 ChemAxon smiles CCCC(O)C(O)=O ChemAxon formula C5H10O3 ChemAxon inchi InChI=1S/C5H10O3/c1-2-3-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8) ChemAxon inchikey JRHWHSJDIILJAT-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 27.96 ChemAxon polarizability 11.83 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1393 Specdb::MsIr 1394 Specdb::MsIr 1395 Specdb::MsMs 57153 Specdb::MsMs 57154 Specdb::MsMs 57155 Specdb::MsMs 112737 Specdb::MsMs 112738 Specdb::MsMs 112739 Specdb::MsMs 439242 Specdb::MsMs 2323435 Specdb::MsMs 2323436 Specdb::MsMs 2323437 Specdb::MsMs 2615232 Specdb::MsMs 2615233 Specdb::MsMs 2615234 Specdb::NmrOneD 271358 Specdb::NmrOneD 271359 Specdb::NmrOneD 271360 Specdb::NmrOneD 271361 Specdb::NmrOneD 271362 Specdb::NmrOneD 271363 Specdb::NmrOneD 271364 Specdb::NmrOneD 271365 Specdb::NmrOneD 271366 Specdb::NmrOneD 271367 Specdb::NmrOneD 271368 Specdb::NmrOneD 271369 Specdb::NmrOneD 271370 Specdb::NmrOneD 271371 Specdb::NmrOneD 271372 Specdb::NmrOneD 271373 Specdb::NmrOneD 271374 Specdb::NmrOneD 271375 Specdb::NmrOneD 271376 Specdb::NmrOneD 271377 Specdb::CMs 3421 Specdb::CMs 32379 Specdb::CMs 38152 Specdb::CMs 99713 Specdb::CMs 171069 HMDB01863 #<Reference:0x00007f093c019c98> #<Reference:0x00007f093c019ae0> #<Reference:0x00007f093c019928> #<Reference:0x00007f093c019770> #<Reference:0x00007f093c0195b8> 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