1.0 2016-09-30 22:27:02 UTC 2020-05-21 16:28:33 UTC BMDB0000225 BMDB00225 Oxoadipic acid Oxoadipic acid, also known as Oxoadipic acid or oxoadipic acid, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. Oxoadipic acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Oxoadipic acid exists in all living species, ranging from bacteria to humans. Oxoadipic acid participates in a number of enzymatic reactions, within cattle. In particular, Oxoadipic acid and L-glutamic acid can be biosynthesized from aminoadipic acid and oxoglutaric acid; which is catalyzed by the enzyme kynurenine/alpha-aminoadipate aminotransferase, mitochondrial. In addition, Oxoadipic acid can be converted into carbon dioxide through its interaction with the enzyme oxoglutarate dehydrogenase complex. In cattle, oxoadipic acid is involved in the metabolic pathway called the lysine degradation pathway. Oxoadipic acid is a potentially toxic compound. 2-Oxoadipate 2-Oxoadipic acid Oxoadipate 2-Keto-adipate 2-Ketoadipate 2-Ketoadipic acid 2-oxo-Hexanedioate 2-oxo-Hexanedioic acid 2-Oxohexanedioate 2-Oxohexanedioic acid 2-Oxohexanedionic acid a-Ketoadipate a-Ketoadipic acid a-Oxoadipate a-Oxoadipic acid alpha-Ketoadipate alpha-Ketoadipic acid alpha-Oxoadipate alpha-Oxoadipic acid α-Ketoadipic acid α-Oxoadipic acid C6H8O5 160.1247 160.037173366 2-oxohexanedioic acid oxoadipate 3184-35-8 OC(=O)CCCC(=O)C(O)=O InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11) FGSBNBBHOZHUBO-UHFFFAOYSA-N belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. Organic compounds Organic acids and derivatives Keto acids and derivatives Medium-chain keto acids and derivatives Medium-chain keto acids and derivatives Alpha-hydroxy ketones Alpha-keto acids and derivatives Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Aliphatic acyclic compound Alpha-hydroxy ketone Alpha-keto acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Ketone Medium-chain keto acid Organic oxide Organic oxygen compound Organooxygen compound Aliphatic acyclic compounds Dicarboxylic acids oxo dicarboxylic acid Solid melting_point 127 °C logp -0.37 ALOGPS logs -0.83 ALOGPS logp 0.34 ChemAxon pka_strongest_acidic 2.84 ChemAxon pka_strongest_basic -9.7 ChemAxon iupac 2-oxohexanedioic acid ChemAxon average_mass 160.1247 ChemAxon mono_mass 160.037173366 ChemAxon smiles OC(=O)CCCC(=O)C(O)=O ChemAxon formula C6H8O5 ChemAxon inchi InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11) ChemAxon inchikey FGSBNBBHOZHUBO-UHFFFAOYSA-N ChemAxon polar_surface_area 91.67 ChemAxon refractivity 33.48 ChemAxon polarizability 14.16 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 2 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 Lysine Degradation SMP0087203 Specdb::MsMs 25874 Specdb::MsMs 25875 Specdb::MsMs 25876 Specdb::MsMs 32432 Specdb::MsMs 32433 Specdb::MsMs 32434 Specdb::MsMs 438012 Specdb::MsMs 438013 Specdb::MsMs 438014 Specdb::MsMs 438015 Specdb::MsMs 438016 Specdb::MsMs 440164 Specdb::MsMs 2226407 Specdb::MsMs 2228325 Specdb::MsMs 2228808 Specdb::MsMs 2230615 Specdb::MsMs 2233081 Specdb::MsMs 2233451 Specdb::MsMs 2235464 Specdb::MsMs 2770403 Specdb::MsMs 2770404 Specdb::MsMs 2770405 Specdb::MsMs 2908794 Specdb::MsMs 2908795 Specdb::MsMs 2908796 Specdb::NmrTwoD 1220 Specdb::MsIr 317 Specdb::MsIr 318 Specdb::MsIr 319 Specdb::CMs 3261 Specdb::CMs 31854 Specdb::CMs 31855 Specdb::CMs 31856 Specdb::CMs 31857 Specdb::CMs 37369 Specdb::CMs 99547 Specdb::CMs 99548 Specdb::CMs 99549 Specdb::CMs 99550 Specdb::CMs 136755 Specdb::CMs 144489 Specdb::CMs 1055083 Specdb::CMs 1055085 Specdb::CMs 1055087 Specdb::CMs 1055089 Specdb::CMs 1055090 Specdb::CMs 1055092 Specdb::CMs 1055094 Specdb::CMs 1055096 Specdb::CMs 1055098 Specdb::CMs 1055100 Specdb::CMs 1055102 Specdb::NmrOneD 1235 Specdb::NmrOneD 2333 Specdb::NmrOneD 3033 Specdb::NmrOneD 143070 Specdb::NmrOneD 143071 Specdb::NmrOneD 143072 Specdb::NmrOneD 143073 Specdb::NmrOneD 143074 Specdb::NmrOneD 143075 Specdb::NmrOneD 143076 Specdb::NmrOneD 143077 Specdb::NmrOneD 143078 Specdb::NmrOneD 143079 Specdb::NmrOneD 143080 Specdb::NmrOneD 143081 Specdb::NmrOneD 143082 Specdb::NmrOneD 143083 Specdb::NmrOneD 143084 Specdb::NmrOneD 143085 Specdb::NmrOneD 143086 Specdb::NmrOneD 143087 Specdb::NmrOneD 143088 Specdb::NmrOneD 143089 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Ruminal Fluid Samples collected from 16 multiparous Holstein cows Sun HZ, Wang DM, Wang B, Wang JK, Liu HY, Guan le L, Liu JX: Metabolomics of four biofluids from dairy cows: potential biomarkers for milk production and quality. J Proteome Res. 2015 Feb 6;14(2):1287-98. doi: 10.1021/pr501305g. Epub 2015 Jan 28. 25599412 C00322 70 FDB003362 71 15753 C00000770 2K-ADIPATE 1485244 5234 Nelson, Randall B.; Gribble, Gordon W. Preparation of a-ketoadipic acid. Organic Preparations and Procedures International (1973), 5(2), 55-8. BMDBP00239 Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q5E9N4 AADAT Enzyme BMDBP00628 Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex, mitochondrial P11179 DLST Enzyme BMDBP01073 2-oxoglutarate dehydrogenase, mitochondrial Q148N0 OGDH Enzyme BMDBP02870 Dihydrolipoyl dehydrogenase F1N206 DLD Enzyme