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Showing metabocard for 2-Azetidinone (HMDB0248795)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 02:14:40 UTC
Update Date2021-09-26 22:59:16 UTC
HMDB IDHMDB0248795
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Azetidinone
Descriptionazetidin-2-one, also known as beta-propiolactam, belongs to the class of organic compounds known as cyclic carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group), where the carboximidic acid group is part of a cycle. Based on a literature review a significant number of articles have been published on azetidin-2-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-azetidinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Azetidinone 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 HMDB0248795 (2-Azetidinone)


  Mrv1652309112104142D          

  5  5  0  0  0  0            999 V2000
    0.9959    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  2  0  0  0  0
M  END
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3D MOL for HMDB0248795 (2-Azetidinone)

HMDB0248795
     RDKit          3D
2-Azetidinone
 10 10  0  0  0  0  0  0  0  0999 V2000
    0.4548    2.2195    0.6191 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    1.0571    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160    0.1979   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354   -0.9432    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0954    0.0040   -0.2295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492    0.2581    0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3935    0.3287   -1.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373   -1.3427    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -1.7189   -0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -0.0605   -0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  2  1  0
  3  6  1  0
  3  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
M  END
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3D SDF for HMDB0248795 (2-Azetidinone)


  Mrv1652309112104142D          

  5  5  0  0  0  0            999 V2000
    0.9959    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248795

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CCN1

> <INCHI_IDENTIFIER>
InChI=1S/C3H5NO/c5-3-1-2-4-3/h1-2H2,(H,4,5)

> <INCHI_KEY>
MNFORVFSTILPAW-UHFFFAOYSA-N

> <FORMULA>
C3H5NO

> <MOLECULAR_WEIGHT>
71.079

> <EXACT_MASS>
71.037113785

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
7.000825200460022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
azetidin-2-one

> <ALOGPS_LOGP>
-1.37

> <JCHEM_LOGP>
-0.8682705033333333

> <ALOGPS_LOGS>
0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.497577816568487

> <JCHEM_PKA_STRONGEST_BASIC>
-2.708707334278152

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
17.5029

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.96e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-azetidinone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0248795 (2-Azetidinone)

HMDB0248795
     RDKit          3D
2-Azetidinone
 10 10  0  0  0  0  0  0  0  0999 V2000
    0.4548    2.2195    0.6191 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    1.0571    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160    0.1979   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354   -0.9432    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0954    0.0040   -0.2295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492    0.2581    0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3935    0.3287   -1.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373   -1.3427    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -1.7189   -0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -0.0605   -0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  2  1  0
  3  6  1  0
  3  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
M  END
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PDB for HMDB0248795 (2-Azetidinone)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.859   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.770  -0.319   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.319   0.770   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.770   1.859   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.770   3.399   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    1    5                                                  
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0   10    0
END
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3D PDB for HMDB0248795 (2-Azetidinone)

COMPND    HMDB0248795
HETATM    1  O1  UNL     1       0.455   2.220   0.619  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.247   1.057   0.193  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.916   0.198  -0.085  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.035  -0.943   0.056  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.095   0.004  -0.230  1.00  0.00           N  
HETATM    6  H1  UNL     1      -1.649   0.258   0.733  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.394   0.329  -1.072  1.00  0.00           H  
HETATM    8  H3  UNL     1       0.037  -1.343   1.094  1.00  0.00           H  
HETATM    9  H4  UNL     1       0.016  -1.719  -0.716  1.00  0.00           H  
HETATM   10  H5  UNL     1       2.073  -0.060  -0.593  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4    6    7
CONECT    4    5    8    9
CONECT    5   10
END
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SMILES for HMDB0248795 (2-Azetidinone)

O=C1CCN1
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INCHI for HMDB0248795 (2-Azetidinone)

InChI=1S/C3H5NO/c5-3-1-2-4-3/h1-2H2,(H,4,5)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-AzetidinoneChEBI
beta-PropiolactamChEBI
PropiolactamChEBI
b-PropiolactamGenerator
Β-propiolactamGenerator
4-Carboxy-2-azetidinoneMeSH
AzetidinoneMeSH
Chemical FormulaC3H5NO
Average Molecular Weight71.079
Monoisotopic Molecular Weight71.037113785
IUPAC Nameazetidin-2-one
Traditional Name2-azetidinone
CAS Registry NumberNot Available
SMILES
O=C1CCN1
InChI Identifier
InChI=1S/C3H5NO/c5-3-1-2-4-3/h1-2H2,(H,4,5)
InChI KeyMNFORVFSTILPAW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group), where the carboximidic acid group is part of a cycle.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboximidic acids and derivatives
Sub ClassCarboximidic acids
Direct ParentCyclic carboximidic acids
Alternative Parents
Substituents
  • Cyclic carboximidic acid
  • Lactim
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
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-1.4ALOGPS
logP-0.87ChemAxon
logS0.92ALOGPS
pKa (Strongest Acidic)14.5ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity17.5 m³·mol⁻¹ChemAxon
Polarizability7 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+118.45530932474
DeepCCS[M-H]-115.80330932474
DeepCCS[M-2H]-151.89530932474
DeepCCS[M+Na]+126.51430932474
AllCCS[M+H]+115.932859911
AllCCS[M+H-H2O]+110.732859911
AllCCS[M+NH4]+120.832859911
AllCCS[M+Na]+122.232859911
AllCCS[M-H]-118.832859911
AllCCS[M+Na-2H]-123.332859911
AllCCS[M+HCOO]-128.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-AzetidinoneO=C1CCN11956.1Standard polar33892256
2-AzetidinoneO=C1CCN1949.8Standard non polar33892256
2-AzetidinoneO=C1CCN1924.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Azetidinone,1TMS,isomer #1C[Si](C)(C)N1CCC1=O952.2Semi standard non polar33892256
2-Azetidinone,1TMS,isomer #1C[Si](C)(C)N1CCC1=O984.9Standard non polar33892256
2-Azetidinone,1TMS,isomer #1C[Si](C)(C)N1CCC1=O1337.6Standard polar33892256
2-Azetidinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1CCC1=O1185.6Semi standard non polar33892256
2-Azetidinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1CCC1=O1240.7Standard non polar33892256
2-Azetidinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1CCC1=O1517.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Azetidinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-00bc-9000000000-13f99fc2a8595a2b60562021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Azetidinone 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 - 2-Azetidinone 10V, Positive-QTOFsplash10-00di-9000000000-6ba3674293add8d4e19e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Azetidinone 20V, Positive-QTOFsplash10-00dl-9000000000-c35346b118645c360b822021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Azetidinone 40V, Positive-QTOFsplash10-0006-9000000000-442cb4551dc2a834abdd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Azetidinone 10V, Negative-QTOFsplash10-00di-9000000000-ade8b35794e1fc3d458f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Azetidinone 20V, Negative-QTOFsplash10-00di-9000000000-41fe5e18938cc739ebce2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Azetidinone 40V, Negative-QTOFsplash10-0006-9000000000-a9f5aaadbb06f6be078f2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart 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 ID120480
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID327119
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 ]