5-Hydroxyuracil
PubChem CID: 73268
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| Compound Synonyms | 5-Hydroxyuracil, 20636-41-3, 2,4,5-Trihydroxypyrimidine, Pyrimidine-2,4,5-triol, 5-hydroxy-1H-pyrimidine-2,4-dione, 5-hydroxy-2,4(1H,3H)-pyrimidinedione, 2,4(1H,3H)-Pyrimidinedione, 5-hydroxy-, 5-Hydroxyazouracil, 5-hydroxypyrimidine-2,4(1H,3H)-dione, MLS000736897, CHEBI:29115, MFCD00082987, 5-oxidanyl-1~{H}-pyrimidine-2,4-dione, 5-hydroxy-uracil, ODF, EINECS 243-932-5, Fluorouracil impurity B, 2,4,5-Pyrimidinetriol #, SCHEMBL48366, CHEMBL1561505, SCHEMBL14554721, DTXSID30174667, HMS2268J20, ALBB-022594, NSC90431, 2,3H)-Pyrimidinedione, 5-hydroxy-, NSC 90431, AKOS005254881, AKOS006228120, FS-5176, 5-Hydroxy-2,4(1H,3H)-pyrimidinedion, 5-hydroxyprimidine-2,4(1H,3H)-dione, NCGC00246899-01, SMR000528414, SY013845, CS-0205379, I0310, NS00051452, pyrimidine-2,4(1H,3H)-dione, 5-hydroxy-, A12566, 5-hydroxy-1,2,3,4-tetrahydropyrimidine-2,4-dione, Q21099624, InChI=1/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1,7H,(H2,5,6,8,9 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 78.4 |
| Hydrogen Bond Donor Count | 3.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC1CCCC(C)C1 |
| Np Classifier Class | pteridine alkaloids |
| Deep Smiles | Occ[nH]c=O)[nH]c6=O |
| Heavy Atom Count | 9.0 |
| Classyfire Class | Diazines |
| Description | 5-hydroxyuracil, also known as dihydropyrimidine-2,4,5(3h)-trione or isobarbituric acid, is a member of the class of compounds known as hydroxypyrimidines. Hydroxypyrimidines are organic compounds containing a hydroxyl group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. 5-hydroxyuracil is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxyuracil can be found in broad bean, which makes 5-hydroxyuracil a potential biomarker for the consumption of this food product. 5-hydroxyuracil is an oxidized form of cytosine that is produced by the oxidative deamination of cytosines by reactive oxygen species. It does not distort the DNA molecule and is bypassed by replicative DNA polymerases. It can miscode for adenine and is potentially mutagenic . |
| Scaffold Graph Node Level | OC1CCNC(O)N1 |
| Classyfire Subclass | Pyrimidines and pyrimidine derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 196.0 |
| Database Name | fooddb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 5-hydroxy-1H-pyrimidine-2,4-dione |
| Veber Rule | True |
| Classyfire Superclass | Organoheterocyclic compounds |
| Xlogp | -1.1 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C4H4N2O3 |
| Scaffold Graph Node Bond Level | O=c1cc[nH]c(=O)[nH]1 |
| Inchi Key | OFJNVANOCZHTMW-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 0.0 |
| Synonyms | 2,4,5-Trihydroxypyrimidine, 2,4,5(3H)-Pyrimidinetrione, dihydro-, 2,4(1H,3H)-Pyrimidinedione, 5-hydroxy-, 5-Hydroxyazouracil, 5-hydroxypyrimidine-2,4(1H,3H)-dione, Dihydropyrimidine-2,4,5(3H)-trione, Isobarbituric acid, Isobarbituric acid (van), Pyrimidine-2,4,5-triol, 5-hydroxyuracil |
| Esol Class | Very soluble |
| Functional Groups | c=O, cO, c[nH]c |
| Compound Name | 5-Hydroxyuracil |
| Exact Mass | 128.022 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 128.022 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 128.09 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1,7H,(H2,5,6,8,9) |
| Smiles | C1=C(C(=O)NC(=O)N1)O |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Np Classifier Superclass | Pseudoalkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Vicia Faba (Plant) Rel Props:Source_db:fooddb_chem_all