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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:45 UTC
Update Date2023-02-21 17:21:10 UTC
HMDB IDHMDB0031670
Secondary Accession Numbers
  • HMDB31670
Metabolite Identification
Common Name1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione
Description1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione, also known as 1-hydroxymethyl-5,5-dimethylhydantoin or 5,5-dimethyl-1-(hydroxymethyl)hydantoin, belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4. Based on a literature review very few articles have been published on 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione.
Structure
Data?1677000070
Synonyms
ValueSource
(5,5-Dimethyl-2,4-dioxoimidazolidin-1-yl)methanolChEBI
(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedioneChEBI
1-Hydroxymethyl-5,5-dimethyl-2,4-imidazolidinedioneChEBI
1-Hydroxymethyl-5,5-dimethylhydantoinChEBI
1-Methylol-5,5-dimethylhydantoinChEBI
1-Monomethylol-5,5-dimethylhydantoinChEBI
5,5-Dimethyl-1-(hydroxymethyl)hydantoinChEBI
5,5-Dimethyl-1-(hydroxymethyl)imidazolidine-2,4-dioneChEBI
5,5-Dimethyl-1-hydroxymethylhydantoinChEBI
Hydroxymethyl-5,5-dimethylhydantoinChEBI
MDM HydantoinChEBI
MDMHChEBI
Methylol dimethylhydantoinChEBI
Monomethylol dimethyl hydantoinChEBI
1-(Hydroxymethyl)-5,5-dimethyl hydantoinHMDB
1-(Hydroxymethyl)-5,5-dimethyl-hydantoinHMDB
1-(Hydroxymethyl)-5,5-dimethylhydantoinHMDB
1-(Hydroxymethyl)-5,5-dimethylhydantoin, 8ciHMDB
GlycoserveHMDB
Hydantoin, 1-(hydroxymethyl)-5,5-dimethyl- (8ci)HMDB
mono-MethyloldimethylhydantoinHMDB
MonomethyloldimethylhydantoinHMDB
MethyloldimethylhydantoinHMDB
CPD With unspecified hydroxymethyl locants OF 1-monomethylol-5,5-dimethylhydantoinHMDB
Chemical FormulaC6H10N2O3
Average Molecular Weight158.1552
Monoisotopic Molecular Weight158.069142196
IUPAC Name1-(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione
Traditional Name1-(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione
CAS Registry Number116-25-6
SMILES
CC1(C)N(CO)C(=O)NC1=O
InChI Identifier
InChI=1S/C6H10N2O3/c1-6(2)4(10)7-5(11)8(6)3-9/h9H,3H2,1-2H3,(H,7,10,11)
InChI KeySIQZJFKTROUNPI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolidines
Sub ClassImidazolidines
Direct ParentHydantoins
Alternative Parents
Substituents
  • Hydantoin
  • Alpha-amino acid or derivatives
  • N-acyl urea
  • Ureide
  • Dicarboximide
  • Carbonic acid derivative
  • Urea
  • Alkanolamine
  • Carboxylic acid derivative
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point110 - 117 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0 solubleNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility125 g/LALOGPS
logP-0.53ALOGPS
logP-0.81ChemAxon
logS-0.1ALOGPS
pKa (Strongest Acidic)10.11ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area69.64 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.25 m³·mol⁻¹ChemAxon
Polarizability14.84 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.90831661259
DarkChem[M-H]-131.79131661259
DeepCCS[M+H]+126.42130932474
DeepCCS[M-H]-122.58630932474
DeepCCS[M-2H]-159.37830932474
DeepCCS[M+Na]+134.99830932474
AllCCS[M+H]+133.632859911
AllCCS[M+H-H2O]+129.332859911
AllCCS[M+NH4]+137.632859911
AllCCS[M+Na]+138.732859911
AllCCS[M-H]-130.732859911
AllCCS[M+Na-2H]-132.232859911
AllCCS[M+HCOO]-134.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedioneCC1(C)N(CO)C(=O)NC1=O2579.1Standard polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedioneCC1(C)N(CO)C(=O)NC1=O1352.6Standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedioneCC1(C)N(CO)C(=O)NC1=O1400.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,1TMS,isomer #1CC1(C)C(=O)NC(=O)N1CO[Si](C)(C)C1605.5Semi standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,1TMS,isomer #2CC1(C)C(=O)N([Si](C)(C)C)C(=O)N1CO1517.6Semi standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,2TMS,isomer #1CC1(C)C(=O)N([Si](C)(C)C)C(=O)N1CO[Si](C)(C)C1556.8Semi standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,2TMS,isomer #1CC1(C)C(=O)N([Si](C)(C)C)C(=O)N1CO[Si](C)(C)C1597.1Standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,1TBDMS,isomer #1CC1(C)C(=O)NC(=O)N1CO[Si](C)(C)C(C)(C)C1848.7Semi standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,1TBDMS,isomer #2CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1CO1773.7Semi standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,2TBDMS,isomer #1CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1CO[Si](C)(C)C(C)(C)C2004.3Semi standard non polar33892256
1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione,2TBDMS,isomer #1CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1CO[Si](C)(C)C(C)(C)C2067.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-e297abe1b764d5297bf92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione GC-MS (1 TMS) - 70eV, Positivesplash10-0fkl-9520000000-53c477462d8b81b9e1172017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 10V, Positive-QTOFsplash10-004i-1900000000-01b54d12be7c0eaa46292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 20V, Positive-QTOFsplash10-052k-9000000000-52ce6e5d976601ede1752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 40V, Positive-QTOFsplash10-0a4i-9100000000-6eeffadb59e74fd3feb22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 10V, Negative-QTOFsplash10-06vi-0900000000-696c8b390e874a7cae2f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 20V, Negative-QTOFsplash10-004i-8900000000-bbb6605e3436ccfdc9be2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 40V, Negative-QTOFsplash10-0006-9000000000-5f717def0cd2eaa75ebe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 10V, Negative-QTOFsplash10-0a4i-0900000000-b269ef459209f3c66e552021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 20V, Negative-QTOFsplash10-002f-9500000000-9862020e4b23656ad37d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 40V, Negative-QTOFsplash10-0006-9000000000-599b12d92e7394d1c8e42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 10V, Positive-QTOFsplash10-0a4i-0900000000-7c49b6ab4170f3b771c62021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 20V, Positive-QTOFsplash10-0a6r-3900000000-f4ac6b27ef6c97386f8e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione 40V, Positive-QTOFsplash10-00dl-9100000000-115c4c3e62a86f9ee2d92021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008330
KNApSAcK IDNot Available
Chemspider ID60357
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound67000
PDB IDNot Available
ChEBI ID143246
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .