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Showing metabocard for Pyrazolone (HMDB0256953)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:35:24 UTC
Update Date2022-11-23 22:29:18 UTC
HMDB IDHMDB0256953
Secondary Accession NumbersNone
Metabolite Identification
Common NamePyrazolone
Description3H-pyrazol-3-one belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof. Based on a literature review very few articles have been published on 3H-pyrazol-3-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pyrazolone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pyrazolone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256953 (Pyrazolone)


  Mrv1572004191602262D          

  6  6  0  0  0  0            999 V2000
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   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
    0.9803   -0.1553    0.0000 N   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
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
M  END
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3D MOL for HMDB0256953 (Pyrazolone)

HMDB0256953
     RDKit          3D
pyrazolone
  8  8  0  0  0  0  0  0  0  0999 V2000
    2.2491    0.2984    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0953   -0.0890    0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0973    0.7364    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669   -0.0780   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5625   -1.4045   -0.2024 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940   -1.4326    0.0612 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    1.7848    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081    0.1845   -0.2276 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
  5  6  2  0
  6  2  1  0
  3  7  1  0
  4  8  1  0
M  END
Download

3D SDF for HMDB0256953 (Pyrazolone)


  Mrv1572004191602262D          

  6  6  0  0  0  0            999 V2000
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   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
    0.9803   -0.1553    0.0000 N   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
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256953

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C=CN=N1

> <INCHI_IDENTIFIER>
InChI=1S/C3H2N2O/c6-3-1-2-4-5-3/h1-2H

> <INCHI_KEY>
JEXVQSWXXUJEMA-UHFFFAOYSA-N

> <FORMULA>
C3H2N2O

> <MOLECULAR_WEIGHT>
82.062

> <EXACT_MASS>
82.016712692

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
6.543969848479911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3H-pyrazol-3-one

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
-0.3375691643333333

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.625482126212942

> <JCHEM_POLAR_SURFACE_AREA>
41.79

> <JCHEM_REFRACTIVITY>
19.6267

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyrazol-3-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0256953 (Pyrazolone)

HMDB0256953
     RDKit          3D
pyrazolone
  8  8  0  0  0  0  0  0  0  0999 V2000
    2.2491    0.2984    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0953   -0.0890    0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0973    0.7364    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669   -0.0780   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5625   -1.4045   -0.2024 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6940   -1.4326    0.0612 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    1.7848    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081    0.1845   -0.2276 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
  5  6  2  0
  6  2  1  0
  3  7  1  0
  4  8  1  0
M  END
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PDB for HMDB0256953 (Pyrazolone)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    5                                                       
CONECT    5    3    4                                                       
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END
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3D PDB for HMDB0256953 (Pyrazolone)

COMPND    HMDB0256953
HETATM    1  O1  UNL     1       2.249   0.298   0.727  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.095  -0.089   0.406  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.097   0.736   0.309  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.067  -0.078  -0.055  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.563  -1.405  -0.202  1.00  0.00           N  
HETATM    6  N2  UNL     1       0.694  -1.433   0.061  1.00  0.00           N  
HETATM    7  H1  UNL     1      -0.203   1.785   0.488  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.108   0.185  -0.228  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4    4    7
CONECT    4    5    8
CONECT    5    6    6
END
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SMILES for HMDB0256953 (Pyrazolone)

O=C1C=CN=N1
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INCHI for HMDB0256953 (Pyrazolone)

InChI=1S/C3H2N2O/c6-3-1-2-4-5-3/h1-2H
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
PyrazoloneMeSH
Chemical FormulaC3H2N2O
Average Molecular Weight82.062
Monoisotopic Molecular Weight82.016712692
IUPAC Name3H-pyrazol-3-one
Traditional Namepyrazol-3-one
CAS Registry NumberNot Available
SMILES
O=C1C=CN=N1
InChI Identifier
InChI=1S/C3H2N2O/c6-3-1-2-4-5-3/h1-2H
InChI KeyJEXVQSWXXUJEMA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAcrylic acids and derivatives
Direct ParentAcrylic acids and derivatives
Alternative Parents
Substituents
  • Acrylic acid or derivatives
  • Azo compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.14ALOGPS
logP-0.34ChemAxon
logS-1.1ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area41.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity19.63 m³·mol⁻¹ChemAxon
Polarizability6.54 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
DeepCCS[M+H]+121.68230932474
DeepCCS[M-H]-119.17130932474
DeepCCS[M-2H]-155.25430932474
DeepCCS[M+Na]+129.78330932474
AllCCS[M+H]+116.132859911
AllCCS[M+H-H2O]+110.832859911
AllCCS[M+NH4]+121.032859911
AllCCS[M+Na]+122.432859911
AllCCS[M-H]-111.632859911
AllCCS[M+Na-2H]-115.232859911
AllCCS[M+HCOO]-119.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.48 minutes32390414
Predicted by Siyang on May 30, 202210.5018 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.48 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1257.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid428.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid160.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid317.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid138.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid328.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid439.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)363.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid762.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid212.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid967.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid275.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid324.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate707.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA341.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water239.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
pyrazoloneO=C1C=CN=N11860.5Standard polar33892256
pyrazoloneO=C1C=CN=N1800.9Standard non polar33892256
pyrazoloneO=C1C=CN=N1990.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pyrazolone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fbc-9000000000-2f188ee7dd8e697485312021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pyrazolone 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 - Pyrazolone 10V, Positive-QTOFsplash10-001i-9000000000-bbe8b613487890ec623c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrazolone 20V, Positive-QTOFsplash10-001i-9000000000-f5f0fee075ae9e5c6fda2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrazolone 40V, Positive-QTOFsplash10-001i-9000000000-ed3d04f6137ec3bef9df2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrazolone 10V, Negative-QTOFsplash10-001i-9000000000-c231b9c71759cbd42d412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrazolone 20V, Negative-QTOFsplash10-0f89-9000000000-79bb047928b307c28eb12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pyrazolone 40V, Negative-QTOFsplash10-0f89-9000000000-1d570b27bd622bdfab692016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
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 ID9688523
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]