1.0 2016-09-30 22:19:20 UTC 2020-05-21 16:28:29 UTC BMDB0000076 BMDB00076 Dihydrouracil Dihydrouracil belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Dihydrouracil exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Dihydrouracil exists in all living organisms, ranging from bacteria to humans. Dihydrouracil is a potentially toxic compound. Dihydrouracil has been found to be associated with several diseases known as liver disease, colorectal cancer, hypertension, and cerebral infarction; also dihydrouracil has been linked to the inborn metabolic disorders including dihydropyrimidine dehydrogenase deficiency. 2,4-Dioxotetrahydropyrimidine 5,6-Dihydro-2,4-dihydroxypyrimidine Dihydro-2,4(1H,3H)-pyrimidinedione DIHYDROPYRIMIDINE-2,4(1H,3H)-dione Dihydrouracile Hydrouracil 5,6-Dihydro-2,4(1H,3H)-pyrimidinedione 5,6-Dihydrouracil Dihydro-pyrimidine-2,4-dione C4H6N2O2 114.1026 114.042927446 1,3-diazinane-2,4-dione dihydrouracil 504-07-4 O=C1CCNC(=O)N1 InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8) OIVLITBTBDPEFK-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Organic compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Pyrimidones Azacyclic compounds Carbonyl compounds Diazinanes Dicarboximides Hydrocarbon derivatives N-acyl ureas Organic oxides Organonitrogen compounds Organopnictogen compounds 1,3-diazinane Aliphatic heteromonocyclic compound Azacycle Carbonic acid derivative Carbonyl group Carboxylic acid derivative Dicarboximide Hydrocarbon derivative N-acyl urea Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrimidone Urea Ureide Aliphatic heteromonocyclic compounds a base derivative a pyrimidine-related compound pyrimidone Solid melting_point 279 - 281 °C logp -1.28 ALOGPS logs -0.64 ALOGPS logp -1.2 ChemAxon pka_strongest_acidic 11.73 ChemAxon pka_strongest_basic -7.6 ChemAxon iupac 1,3-diazinane-2,4-dione ChemAxon average_mass 114.1026 ChemAxon mono_mass 114.042927446 ChemAxon smiles O=C1CCNC(=O)N1 ChemAxon formula C4H6N2O2 ChemAxon inchi InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8) ChemAxon inchikey OIVLITBTBDPEFK-UHFFFAOYSA-N ChemAxon polar_surface_area 58.2 ChemAxon refractivity 25.75 ChemAxon polarizability 10.13 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon beta-Alanine Metabolism SMP0087180 Pyrimidine Metabolism SMP0087247 Specdb::CMs 315 Specdb::CMs 1151 Specdb::CMs 1251 Specdb::CMs 25806 Specdb::CMs 30862 Specdb::CMs 30984 Specdb::CMs 30985 Specdb::CMs 31803 Specdb::CMs 31805 Specdb::CMs 173971 Specdb::NmrOneD 1071 Specdb::NmrOneD 2411 Specdb::NmrOneD 3101 Specdb::NmrOneD 5592 Specdb::NmrOneD 5593 Specdb::NmrOneD 5594 Specdb::NmrOneD 5595 Specdb::NmrOneD 5596 Specdb::NmrOneD 5597 Specdb::NmrOneD 5598 Specdb::NmrOneD 5599 Specdb::NmrOneD 5600 Specdb::NmrOneD 5601 Specdb::NmrOneD 5602 Specdb::NmrOneD 5603 Specdb::NmrOneD 5604 Specdb::NmrOneD 5605 Specdb::NmrOneD 5606 Specdb::NmrOneD 5607 Specdb::NmrOneD 5608 Specdb::NmrOneD 5609 Specdb::NmrOneD 5610 Specdb::NmrOneD 5611 Specdb::EiMs 929 Specdb::NmrTwoD 1129 Specdb::MsIr 153 Specdb::MsIr 154 Specdb::MsIr 155 Specdb::MsMs 123 Specdb::MsMs 124 Specdb::MsMs 125 Specdb::MsMs 2794 Specdb::MsMs 21041 Specdb::MsMs 21042 Specdb::MsMs 21043 Specdb::MsMs 22592 Specdb::MsMs 22593 Specdb::MsMs 22594 Specdb::MsMs 440047 Specdb::MsMs 448176 Specdb::MsMs 451880 Specdb::MsMs 2253489 Specdb::MsMs 2255092 Specdb::MsMs 2255472 Specdb::MsMs 2704826 Specdb::MsMs 2704827 Specdb::MsMs 2704828 Specdb::MsMs 3004146 Specdb::MsMs 3004147 Specdb::MsMs 3004148 Fibroblasts 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 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 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 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 C00429 DB01849 FDB030556 629 649 15901 34956 Dihydrouracil 285 DI-H-URACIL Bhat, K. S.; Rao, A. S. Synthesis of uracil, 6-methyluracil and some dihydrouracils. Organic Preparations and Procedures International (1983), 15(5), 303-13. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 BMDBP00689 Dihydropyrimidine dehydrogenase [NADP(+)] Q28007 DPYD Enzyme BMDBP03183 Dihydropyrimidinase-related protein 2 O02675 DPYSL2 Enzyme