1.0 2011-09-21 00:08:24 UTC 2015-07-21 06:56:58 UTC FDB022093 5-Hydroxyhexanoic acid 5-Hydroxyhexanoic acid is a normal dicarboxylic acid degradation product of fatty acids; however, it has been found in patients with non-ketotic dicarboxylic aciduria and one patient on a diet containing excessive amounts of medium-chain triglycerides. Increased amounts of dicarboxylic acids are excreted in human urine under conditions of medium-chain triglyceride (MCT) feeding, abnormal fatty acid oxidation (FAO) and fasting. Criteria to distinguish dicarboxylic aciduria originating from MCT feeding and other conditions are needed in urinary organic acid profiling for detecting inborn errors of metabolism. Medium-chain triglycerides (MCTs) are absorbed and metabolized differently from long-chain triglycerides (LCTs). MCTs may be useful as a dietary substitute in a variety of clinical disorders. Urinary excretion of 5-hydroxyhexanoic acid, the (omega-1) hydroxylation product, was increased during MCT feeding as compared with LCT feeding in patients with non-insulin-dependent diabetes mellitus. (PMID: 6897376, 2239769, 8596483) [HMDB] 5-hydroxy-Hexanoate 5-hydroxy-Hexanoic acid 5-Hydroxycaproate 5-Hydroxycaproic acid 5-Hydroxyhexanoate 5-Hydroxyhexanoic acid 5-OH-caproate 5-OH-caproic acid C6H12O3 132.1577 132.07864425 5-hydroxyhexanoic acid 5-hydroxyhexanoic acid 44843-89-2 CC(O)CCCC(O)=O InChI=1S/C6H12O3/c1-5(7)3-2-4-6(8)9/h5,7H,2-4H2,1H3,(H,8,9) YDCRNMJQROAWFT-UHFFFAOYSA-N belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Medium-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Hydroxy fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy fatty acid Medium-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Hydroxy fatty acids Solid logp 0.32 ALOGPS logs -0.02 ALOGPS solubility 1.28e+02 g/l ALOGPS logp 0.35 ChemAxon pka_strongest_acidic 4.71 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac 5-hydroxyhexanoic acid ChemAxon average_mass 132.1577 ChemAxon mono_mass 132.07864425 ChemAxon smiles CC(O)CCCC(O)=O ChemAxon formula C6H12O3 ChemAxon inchi InChI=1S/C6H12O3/c1-5(7)3-2-4-6(8)9/h5,7H,2-4H2,1H3,(H,8,9) ChemAxon inchikey YDCRNMJQROAWFT-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 32.82 ChemAxon polarizability 14.06 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14325 Specdb::CMs 37595 Specdb::CMs 169603 Specdb::CMs 1064910 Specdb::CMs 1064912 Specdb::CMs 1064914 Specdb::CMs 1064916 Specdb::CMs 1064918 Specdb::MsMs 52494 Specdb::MsMs 52495 Specdb::MsMs 52496 Specdb::MsMs 144030 Specdb::MsMs 144031 Specdb::MsMs 144032 Specdb::MsMs 2776331 Specdb::MsMs 2776332 Specdb::MsMs 2776333 Specdb::MsMs 2901657 Specdb::MsMs 2901658 Specdb::MsMs 2901659 Specdb::NmrOneD 7002 Specdb::NmrOneD 7003 Specdb::NmrOneD 7004 Specdb::NmrOneD 7005 Specdb::NmrOneD 7006 Specdb::NmrOneD 7007 Specdb::NmrOneD 7008 Specdb::NmrOneD 7009 Specdb::NmrOneD 7010 Specdb::NmrOneD 7011 Specdb::NmrOneD 7012 Specdb::NmrOneD 7013 Specdb::NmrOneD 7014 Specdb::NmrOneD 7015 Specdb::NmrOneD 7016 Specdb::NmrOneD 7017 Specdb::NmrOneD 7018 Specdb::NmrOneD 7019 Specdb::NmrOneD 7020 Specdb::NmrOneD 7021 HMDB00525 #<Reference:0x000055ce332e9cd8> #<Reference:0x000055ce332e9a80> #<Reference:0x000055ce332e9878> #<Reference:0x000055ce332e9670> #<Reference:0x000055ce332e9468> #<Reference:0x000055ce332e91e8> #<Reference:0x000055ce332e8fe0> 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