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Record Information
Version	2.0
Creation Date	2012-08-09 09:25:23 -0600
Update Date	2015-06-03 17:21:44 -0600
Secondary Accession Numbers	ECMDB21541
Identification
Name:	Hydroxyphenylhydantoin
Description	Hydroxyphenylhydantoin is a member of the chemical class known as Ureides. These are compounds containing an ureide group with the general structure R-CO-NH-CO-N(R)R'', formally derived by the acylation of urea. Hydroxyphenylhydantoin is a substrate that is processed by D-phenylhydantoinase (HyuA gene) (in vitro).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa7f1afe8> Close
Synonyms:	5-(4-Hydroxyphenyl)-2,4-imidazolidinedione, 5-(4-hydroxyphenyl)imidazolidine-2,4-dione 5-(p-Hydroxyphenyl)hydantoin
Chemical Formula:	C9H8N2O3
Weight:	Average: 192.1714 Monoisotopic: 192.053492132
InChI Key:	IEUWJBJXAOXHGF-UHFFFAOYSA-N
InChI:	InChI=1S/C9H8N2O3/c12-8-6-10(9(13)11(8)14)7-4-2-1-3-5-7/h1-5,14H,6H2
CAS number:	Not Available
IUPAC Name:	3-hydroxy-1-phenylimidazolidine-2,4-dione
Traditional IUPAC Name:	3-hydroxy-1-phenylimidazolidine-2,4-dione
SMILES:	ON1C(=O)CN(C1=O)C1=CC=CC=C1
Chemical Taxonomy
Description	belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Azolidines
Sub Class	Imidazolidines
Direct Parent	Phenylhydantoins
Alternative Parents	Phenylimidazolidines Alpha amino acids and derivatives Benzene and substituted derivatives Dicarboximides Organic carbonic acids and derivatives Hydroxamic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	1-phenylhydantoin Phenylimidazolidine Alpha-amino acid or derivatives Benzenoid Monocyclic benzene moiety Dicarboximide Carbonic acid derivative Hydroxamic acid Azacycle Carboxylic acid derivative Organic nitrogen compound Organic oxygen compound Organopnictogen compound Organic oxide Hydrocarbon derivative Organooxygen compound Organonitrogen compound Carbonyl group Aromatic heteromonocyclic compound
Molecular Framework	Aromatic heteromonocyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 7.02 g/L ALOGPS logP 0.04 ALOGPS logP 0.43 ChemAxon logS -1.4 ALOGPS pKa (Strongest Acidic) 7.12 ChemAxon pKa (Strongest Basic) -6.2 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 60.85 Ų ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 47.48 m³·mol⁻¹ ChemAxon Polarizability 18.06 ų ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0006-0900000000-b3a4534bf25d462ed701 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0006-0900000000-44ef9878073063b4418f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0gbc-5900000000-e091746e83c715b365c3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0006-0900000000-0befb7df262e4ac9b595 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a4i-9400000000-290c0e0731a1b5d596e0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-9000000000-da179b28137e102439ba View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID Not Available HMDB ID Not Available Pubchem Compound ID 53429923 Kegg ID Not Available ChemSpider ID 26559222 Wikipedia ID Not Available BioCyc ID Not Available

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