1.0 2016-09-30 22:44:15 UTC 2020-05-19 22:01:23 UTC BMDB0001330 BMDB01330 2-Amino-3-carboxymuconic acid semialdehyde 2-Amino-3-carboxymuconic acid semialdehyde, also known as 2-amino-3-carboxymuconic acid semialdehyde or ACS, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Amino-3-carboxymuconic acid semialdehyde is possibly soluble (in water) and a very strong basic compound (based on its pKa). 2-Amino-3-carboxymuconic acid semialdehyde exists in all living species, ranging from bacteria to humans. 2-Amino-3-carboxymuconic acid semialdehyde participates in a number of enzymatic reactions, within cattle. In particular, 2-Amino-3-carboxymuconic acid semialdehyde can be biosynthesized from 3-hydroxyanthranilic acid; which is mediated by the enzyme 3,4-dihydroxyphenylacetaldehyde. In addition, 2-Amino-3-carboxymuconic acid semialdehyde can be converted into 2-aminomuconic acid semialdehyde through the action of the enzyme 2-amino-3-carboxymuconic acid semialdehyde decarboxylase. In cattle, 2-amino-3-carboxymuconic acid semialdehyde is involved in the metabolic pathway called the tryptophan metabolism pathway. 2-Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioate 2-Amino-3-(3-oxoprop-1-enyl)-but-2-enedioate 2-Amino-3-carboxymuconate semialdehyde 2-Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid 2-Amino-3-(3-oxoprop-1-enyl)-but-2-enedioic acid 2-Amino-3-carboxymuconate-6-semialdehyde ACS Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioate Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid C7H7NO5 185.1342 185.032422339 (2Z)-2-amino-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioic acid (2Z)-2-amino-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioic acid 16597-19-6 N\C(C(O)=O)=C(\C=C/C=O)/C(O)=O InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/b2-1-,5-4- KACPVQQHDVBVFC-OIFXTYEKSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids Aldehydes Amino acids Amino fatty acids Branched fatty acids Carboxylic acids Dicarboxylic acids and derivatives Enals Enamines Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Organic oxides Organopnictogen compounds Unsaturated fatty acids Vinylogous amides Aldehyde Aliphatic acyclic compound Alpha,beta-unsaturated aldehyde Alpha-amino acid Amine Amino acid Amino fatty acid Branched fatty acid Carbonyl group Carboxylic acid Dicarboxylic acid or derivatives Enal Enamine Fatty acid Fatty acyl Hydrocarbon derivative Medium-chain fatty acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Unsaturated fatty acid Vinylogous amide Aliphatic acyclic compounds 2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid Solid logp -0.05 ALOGPS logs -2.05 ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 2.38 ChemAxon pka_strongest_basic 6.72 ChemAxon iupac (2Z)-2-amino-3-[(1Z)-3-oxoprop-1-en-1-yl]but-2-enedioic acid ChemAxon average_mass 185.1342 ChemAxon mono_mass 185.032422339 ChemAxon smiles N\C(C(O)=O)=C(\C=C/C=O)/C(O)=O ChemAxon formula C7H7NO5 ChemAxon inchi InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/b2-1-,5-4- ChemAxon inchikey KACPVQQHDVBVFC-OIFXTYEKSA-N ChemAxon polar_surface_area 117.69 ChemAxon refractivity 43.62 ChemAxon polarizability 15.75 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 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 Tryptophan Metabolism SMP0087237 Specdb::MsMs 311449 Specdb::MsMs 311450 Specdb::MsMs 311451 Specdb::MsMs 356461 Specdb::MsMs 356462 Specdb::MsMs 356463 Specdb::MsMs 2719251 Specdb::MsMs 2719252 Specdb::MsMs 2719253 Specdb::MsMs 2963574 Specdb::MsMs 2963575 Specdb::MsMs 2963576 Specdb::CMs 20411 Specdb::CMs 38027 Specdb::CMs 135088 Specdb::CMs 142822 Specdb::MsIr 1209 Specdb::MsIr 1210 Specdb::MsIr 1211 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 4444266 5280673 FDB022559 C04409 995 1445617 6165 BMDBP00639 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase Q0II68 ACMSD Enzyme BMDBP00666 3-hydroxyanthranilate 3,4-dioxygenase Q0VCA8 HAAO Enzyme