1.0 2016-09-30 22:37:13 UTC 2020-05-21 16:28:24 UTC BMDB0000828 BMDB00828 Ureidosuccinic acid Ureidosuccinic acid, also known as L-ureidosuccinate or carbamyl-L-aspartate, belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Ureidosuccinic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Ureidosuccinic acid exists in all living species, ranging from bacteria to humans. Carbamyl-L-aspartic acid L-Ureidosuccinic acid N-(Aminocarbonyl)-L-aspartic acid N-Carbamoyl-L-aspartate N-Carbamoyl-S-aspartic acid Carbamyl-L-aspartate L-Ureidosuccinate N-(Aminocarbonyl)-L-aspartate N-Carbamoyl-L-aspartic acid N-Carbamoyl-S-aspartate Ureidosuccinate 2-Ureidobutanedioate 2-Ureidobutanedioic acid Carbamoylaspartic acid Carbamylaspartic acid L-N-Carbamoylaspartic acid N-Carbamoylaspartate N-Carbamoylaspartic acid NCD Carbamyl-DL-aspartate Ureidosuccinic acid, (D)-isomer Ureidosuccinic acid, maganeese (+2), (1:1) salt Ureidosuccinic acid, zinc (1:1) salt, (L)-isomer N-Carbamoyl-D-aspartic acid Ureidosuccinic acid, (L)-isomer Ureidosuccinic acid, cobalt (+2), (1:1) salt,(L)-isomer C5H8N2O5 176.1274 176.043321376 (2S)-2-(carbamoylamino)butanedioic acid carbamylaspartic acid 13184-27-5 NC(=O)N[C@@H](CC(O)=O)C(O)=O InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1 HLKXYZVTANABHZ-REOHCLBHSA-N belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aspartic acid and derivatives Carbonyl compounds Carboximidamides Carboxylic acids Dicarboxylic acids and derivatives Fatty acids and conjugates Hydrocarbon derivatives Imines Isoureas Organic oxides Organopnictogen compounds Aliphatic acyclic compound Aspartic acid or derivatives Carbonyl group Carboximidamide Carboximidic acid derivative Carboxylic acid Dicarboxylic acid or derivatives Fatty acid Hydrocarbon derivative Imine Isourea Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Aliphatic acyclic compounds L-aspartic acid derivative N-carbamoyl-L-amino acid N-carbamoylaspartic acid Solid melting_point 174 - 175 °C water_solubility 3.7 mg/mL logp -1.12 ALOGPS logs -0.92 ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 3.33 ChemAxon pka_strongest_basic -2.6 ChemAxon iupac (2S)-2-(carbamoylamino)butanedioic acid ChemAxon average_mass 176.1274 ChemAxon mono_mass 176.043321376 ChemAxon smiles NC(=O)N[C@@H](CC(O)=O)C(O)=O ChemAxon formula C5H8N2O5 ChemAxon inchi InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1 ChemAxon inchikey HLKXYZVTANABHZ-REOHCLBHSA-N ChemAxon polar_surface_area 129.72 ChemAxon refractivity 34.65 ChemAxon polarizability 14.72 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 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 Aspartate Metabolism SMP0087165 Pyrimidine Metabolism SMP0087247 Specdb::NmrOneD 1559 Specdb::NmrOneD 145490 Specdb::NmrOneD 145491 Specdb::NmrOneD 145492 Specdb::NmrOneD 145493 Specdb::NmrOneD 145494 Specdb::NmrOneD 145495 Specdb::NmrOneD 145496 Specdb::NmrOneD 145497 Specdb::NmrOneD 145498 Specdb::NmrOneD 145499 Specdb::NmrOneD 145500 Specdb::NmrOneD 145501 Specdb::NmrOneD 145502 Specdb::NmrOneD 145503 Specdb::NmrOneD 145504 Specdb::NmrOneD 145505 Specdb::NmrOneD 145506 Specdb::NmrOneD 145507 Specdb::NmrOneD 145508 Specdb::NmrOneD 145509 Specdb::NmrOneD 166340 Specdb::NmrOneD 166567 Specdb::MsMs 1178 Specdb::MsMs 1179 Specdb::MsMs 1180 Specdb::MsMs 4705 Specdb::MsMs 4706 Specdb::MsMs 4707 Specdb::MsMs 4708 Specdb::MsMs 4709 Specdb::MsMs 180156 Specdb::MsMs 180157 Specdb::MsMs 180158 Specdb::MsMs 182490 Specdb::MsMs 182491 Specdb::MsMs 182492 Specdb::MsMs 437400 Specdb::MsMs 437401 Specdb::MsMs 437402 Specdb::MsMs 437403 Specdb::MsMs 437404 Specdb::MsMs 2257289 Specdb::MsMs 2257308 Specdb::MsMs 2259242 Specdb::MsMs 2259307 Specdb::MsMs 2845508 Specdb::MsMs 2845509 Specdb::NmrTwoD 1501 Specdb::MsIr 21 Specdb::MsIr 44 Specdb::MsIr 48 Specdb::MsIr 893 Specdb::MsIr 894 Specdb::MsIr 895 Specdb::CMs 1509 Specdb::CMs 1664 Specdb::CMs 3426 Specdb::CMs 30107 Specdb::CMs 31239 Specdb::CMs 31240 Specdb::CMs 37790 Specdb::CMs 154368 Specdb::CMs 1077681 Specdb::CMs 1077683 Specdb::CMs 1077684 Specdb::CMs 1077686 Specdb::CMs 1077688 Specdb::CMs 1077690 Specdb::CMs 1077692 Specdb::CMs 1077693 Specdb::CMs 1077695 Specdb::CMs 1077697 Specdb::CMs 1077699 Specdb::CMs 1077700 Specdb::CMs 1077702 Specdb::CMs 1077704 Specdb::CMs 1077706 Specdb::CMs 1077708 Specdb::CMs 1077710 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 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 Milk Fermented milk, by capillary electrophoresis-TOFMS Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. 26686724 Prostate Tissue 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 Urine 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 C00438 FDB031033 DB04252 84022 93072 15859 C00007265 Carbamoyl_aspartic_acid 34984 5791 CARBAMYUL-L-ASPARTATE Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. 26686724 BMDBP02849 Carbamoyl-phosphate synthetase 2, aspartate transcarbamylase, and dihydroorotase F1MVC0 CAD Enzyme