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Showing metabocard for Parabanic Acid (HMDB0062802)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 06:21:02 UTC
Update Date2023-02-21 17:31:11 UTC
HMDB IDHMDB0062802
Secondary Accession Numbers
  • HMDB62802
Metabolite Identification
Common NameParabanic Acid
DescriptionParabanic Acid, also known as Parabanate or 2,4,5-Imidazolidinetrione, is classified as a member of the Imidazolinones. Imidazolinones are organic compounds containing an imidazolinone moiety, which is an imidazoline ring bearing a ketone. Parabanic Acid is considered to be soluble (in water) and acidic. Parabanic Acid can be synthesized from imidazolidine. Parabanic Acid can be synthesized into 1-(2-phenylethyl)imidazolidine-2,4,5-trione
Structure
Data?1677000670
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0062802 (Parabanic Acid)


  Mrv1652303231707212D          

  8  8  0  0  0  0            999 V2000
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
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3D MOL for HMDB0062802 (Parabanic Acid)

HMDB0062802
     RDKit          3D
Parabanic Acid
 10 10  0  0  0  0  0  0  0  0999 V2000
    2.4691   -1.2603    0.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -0.6819    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -1.3038   -0.0169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8451   -0.4413   -0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -0.7333   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.8883   -0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.0065   -0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532    0.7200    0.0098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293   -0.6712    0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    1.4770    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  2  1  0
  5  9  1  0
  8 10  1  0
M  END
Download

3D SDF for HMDB0062802 (Parabanic Acid)


  Mrv1652303231707212D          

  8  8  0  0  0  0            999 V2000
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062802

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H2N2O3/c6-1-2(7)5-3(8)4-1/h(H2,4,5,6,7,8)

> <INCHI_KEY>
ZFLIKDUSUDBGCD-UHFFFAOYSA-N

> <FORMULA>
C3H2N2O3

> <MOLECULAR_WEIGHT>
114.06

> <EXACT_MASS>
114.006541932

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
8.460719559594729

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-2,5-dihydro-1H-imidazole-2,5-dione

> <ALOGPS_LOGP>
-1.50

> <JCHEM_LOGP>
-0.8361765866666665

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.312396454660675

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.085598550933044

> <JCHEM_PKA_STRONGEST_BASIC>
-6.0108758429456435

> <JCHEM_POLAR_SURFACE_AREA>
78.76

> <JCHEM_REFRACTIVITY>
21.7473

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3H-imidazole-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0062802 (Parabanic Acid)

HMDB0062802
     RDKit          3D
Parabanic Acid
 10 10  0  0  0  0  0  0  0  0999 V2000
    2.4691   -1.2603    0.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -0.6819    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -1.3038   -0.0169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8451   -0.4413   -0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -0.7333   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.8883   -0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8224    2.0065   -0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532    0.7200    0.0098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293   -0.6712    0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    1.4770    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  2  1  0
  5  9  1  0
  8 10  1  0
M  END
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PDB for HMDB0062802 (Parabanic Acid)

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0062802 (Parabanic Acid)

COMPND    HMDB0062802
HETATM    1  O1  UNL     1       2.469  -1.260   0.255  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.354  -0.682   0.099  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.081  -1.304  -0.017  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.845  -0.441  -0.164  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.216  -0.733  -0.307  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.245   0.888  -0.158  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.822   2.006  -0.278  1.00  0.00           O  
HETATM    8  N2  UNL     1       1.153   0.720   0.010  1.00  0.00           N  
HETATM    9  H1  UNL     1      -2.829  -0.671   0.501  1.00  0.00           H  
HETATM   10  H2  UNL     1       1.901   1.477   0.060  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    8
CONECT    3    4    4
CONECT    4    5    6
CONECT    5    9
CONECT    6    7    7    8
CONECT    8   10
END
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SMILES for HMDB0062802 (Parabanic Acid)

OC1=NC(=O)NC1=O
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INCHI for HMDB0062802 (Parabanic Acid)

InChI=1S/C3H2N2O3/c6-1-2(7)5-3(8)4-1/h(H2,4,5,6,7,8)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2,4,5-ImidazolidinetrioneChEBI
Imidazolidine-2,4,5-trioneChEBI
OxalylureaChEBI
ParabanateChEBI
Chemical FormulaC3H2N2O3
Average Molecular Weight114.06
Monoisotopic Molecular Weight114.006541932
IUPAC Name4-hydroxy-2,5-dihydro-1H-imidazole-2,5-dione
Traditional Name5-hydroxy-3H-imidazole-2,4-dione
CAS Registry Number120-89-8
SMILES
OC1=NC(=O)NC1=O
InChI Identifier
InChI=1S/C3H2N2O3/c6-1-2(7)5-3(8)4-1/h(H2,4,5,6,7,8)
InChI KeyZFLIKDUSUDBGCD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as imidazolinones. These are organic compounds containing an imidazolinone moiety, which is an imidazoline ring bearing a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolines
Sub ClassImidazolines
Direct ParentImidazolinones
Alternative Parents
Substituents
  • Imidazolinone
  • Dicarboximide
  • Carbonic acid derivative
  • Carboxylic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Azacycle
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility16.6 g/lALOGPS
LogP-1.22ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-1.5ALOGPS
logP-0.84ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)5.09ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area78.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.75 m³·mol⁻¹ChemAxon
Polarizability8.46 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]+122.0731661259
DarkChem[M-H]-117.35631661259
DeepCCS[M+H]+123.35430932474
DeepCCS[M-H]-120.44330932474
DeepCCS[M-2H]-156.68630932474
DeepCCS[M+Na]+131.77830932474
AllCCS[M+H]+124.932859911
AllCCS[M+H-H2O]+120.132859911
AllCCS[M+NH4]+129.432859911
AllCCS[M+Na]+130.732859911
AllCCS[M-H]-115.632859911
AllCCS[M+Na-2H]-118.132859911
AllCCS[M+HCOO]-120.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Parabanic AcidOC1=NC(=O)NC1=O2488.0Standard polar33892256
Parabanic AcidOC1=NC(=O)NC1=O1212.9Standard non polar33892256
Parabanic AcidOC1=NC(=O)NC1=O1232.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Parabanic Acid,1TMS,isomer #1C[Si](C)(C)OC1=NC(=O)NC1=O1580.5Semi standard non polar33892256
Parabanic Acid,1TMS,isomer #2C[Si](C)(C)N1C(=O)N=C(O)C1=O1529.0Semi standard non polar33892256
Parabanic Acid,2TMS,isomer #1C[Si](C)(C)OC1=NC(=O)N([Si](C)(C)C)C1=O1575.7Semi standard non polar33892256
Parabanic Acid,2TMS,isomer #1C[Si](C)(C)OC1=NC(=O)N([Si](C)(C)C)C1=O1565.4Standard non polar33892256
Parabanic Acid,2TMS,isomer #1C[Si](C)(C)OC1=NC(=O)N([Si](C)(C)C)C1=O2564.1Standard polar33892256
Parabanic Acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=NC(=O)NC1=O1793.9Semi standard non polar33892256
Parabanic Acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=O)N=C(O)C1=O1716.8Semi standard non polar33892256
Parabanic Acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=NC(=O)N([Si](C)(C)C(C)(C)C)C1=O2031.8Semi standard non polar33892256
Parabanic Acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=NC(=O)N([Si](C)(C)C(C)(C)C)C1=O1957.7Standard non polar33892256
Parabanic Acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=NC(=O)N([Si](C)(C)C(C)(C)C)C1=O2555.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Parabanic Acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-6900000000-e02c4ecf88c448ef2bd62017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Parabanic Acid GC-MS (1 TMS) - 70eV, Positivesplash10-00di-7900000000-4d674d096ffaaa2460062017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Parabanic Acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Parabanic Acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Parabanic Acid 35V, Negative-QTOFsplash10-0006-9000000000-068b4ef43e4c747791f42021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 10V, Positive-QTOFsplash10-014i-0900000000-7045a139980abe741bf92017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 20V, Positive-QTOFsplash10-014i-1900000000-395685e9803fa37ba8ae2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 40V, Positive-QTOFsplash10-014i-3900000000-388082f9f4da1d70839d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 10V, Negative-QTOFsplash10-0006-9100000000-a7ad606e4179220291a22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 20V, Negative-QTOFsplash10-0006-9300000000-582c08e72c2c028b2f462017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 40V, Negative-QTOFsplash10-0006-9000000000-83fb1aaf70d7a0b129e62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 10V, Positive-QTOFsplash10-014i-1900000000-f05adb401b55be9725b92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 20V, Positive-QTOFsplash10-014l-9500000000-31b27ced2de16917b1752021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 40V, Positive-QTOFsplash10-0006-9000000000-c6c9639f574051a320122021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 10V, Negative-QTOFsplash10-03dl-7900000000-28ab1f2341bfa25adc072021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 20V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Parabanic Acid 40V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-09-24Wishart 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 LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-3685
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound67126
PDB IDNot Available
ChEBI ID74661
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 ReferencesNot Available