1.0 2016-09-30 22:31:11 UTC 2020-04-22 15:03:44 UTC BMDB0000469 BMDB00469 5-Hydroxymethyluracil 5-Hydroxymethyluracil, also known as A-hydroxythymine, 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. 5-Hydroxymethyluracil is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Hydroxymethyluracil is a potentially toxic compound. 5-(Hydroxymethyl)-2,4(1H,3H)-pyrimidinedione 5-(Hydroxymethyl)uracil 5-HYDROXYMETHYL uracil 5-(Hydroxymethyl)-1,3-dihydropyrimidine-2,4-dione a-Hydroxythymine alpha-Hydroxythymine Hydroxymethyluracil C5H6N2O3 142.1127 142.037842068 5-(hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione 5-hydroxymethyluracil 4433-40-3 OCC1=CNC(=O)NC1=O InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10) JDBGXEHEIRGOBU-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 Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Ureas Vinylogous amides Alcohol Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Pyrimidone Urea Vinylogous amide Aromatic heteromonocyclic compounds a small molecule primary alcohol pyrimidone Solid water_solubility 44 mg/mL logp -1.31 ALOGPS logs -1.01 ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 8.68 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 5-(hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione ChemAxon average_mass 142.1127 ChemAxon mono_mass 142.037842068 ChemAxon smiles OCC1=CNC(=O)NC1=O ChemAxon formula C5H6N2O3 ChemAxon inchi InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10) ChemAxon inchikey JDBGXEHEIRGOBU-UHFFFAOYSA-N ChemAxon polar_surface_area 78.43 ChemAxon refractivity 32.1 ChemAxon polarizability 12.34 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 3 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 Specdb::MsIr 546 Specdb::MsIr 547 Specdb::MsIr 548 Specdb::NmrTwoD 1328 Specdb::CMs 556 Specdb::CMs 24144 Specdb::CMs 30464 Specdb::CMs 37553 Specdb::CMs 135384 Specdb::CMs 143118 Specdb::CMs 1063131 Specdb::CMs 1063133 Specdb::CMs 1063135 Specdb::CMs 1063137 Specdb::CMs 1063139 Specdb::MsMs 683 Specdb::MsMs 684 Specdb::MsMs 685 Specdb::MsMs 319486 Specdb::MsMs 319487 Specdb::MsMs 319488 Specdb::MsMs 366616 Specdb::MsMs 366617 Specdb::MsMs 366618 Specdb::MsMs 440076 Specdb::MsMs 2231171 Specdb::MsMs 2233044 Specdb::MsMs 2233558 Specdb::MsMs 2235360 Specdb::MsMs 2843588 Specdb::MsMs 2843589 Specdb::MsMs 2843590 Specdb::MsMs 2866098 Specdb::MsMs 2866099 Specdb::MsMs 2866100 Specdb::NmrOneD 1384 Specdb::NmrOneD 144110 Specdb::NmrOneD 144111 Specdb::NmrOneD 144112 Specdb::NmrOneD 144113 Specdb::NmrOneD 144114 Specdb::NmrOneD 144115 Specdb::NmrOneD 144116 Specdb::NmrOneD 144117 Specdb::NmrOneD 144118 Specdb::NmrOneD 144119 Specdb::NmrOneD 144120 Specdb::NmrOneD 144121 Specdb::NmrOneD 144122 Specdb::NmrOneD 144123 Specdb::NmrOneD 144124 Specdb::NmrOneD 144125 Specdb::NmrOneD 144126 Specdb::NmrOneD 144127 Specdb::NmrOneD 144128 Specdb::NmrOneD 144129 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 C03088 70544 FDB022061 78168 16964 CPD-254 5456 Abbott, Mitchel Theodore. The cell-free synthesis of 5-hydroxymethyluracil. (1963), 140 pp Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809