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Showing metabocard for 2,2'-Bioxirane (HMDB0245351)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:25:47 UTC
Update Date2021-09-26 22:53:47 UTC
HMDB IDHMDB0245351
Secondary Accession NumbersNone
Metabolite Identification
Common Name2,2'-Bioxirane
Descriptiondiepoxybutane, also known as bioxirane or butadiendioxyd, belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). Based on a literature review a significant number of articles have been published on diepoxybutane. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,2'-bioxirane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,2'-Bioxirane 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 HMDB0245351 (2,2'-Bioxirane)


  Mrv1572004191601182D          

  6  7  0  0  0  0            999 V2000
    2.4283    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    2.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283    2.4283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
M  END
Download

3D MOL for HMDB0245351 (2,2'-Bioxirane)

HMDB0245351
     RDKit          3D
2,2'-Bioxirane
 12 13  0  0  0  0  0  0  0  0999 V2000
    1.9319   -0.0777    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    0.8610   -0.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642    0.4878    0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -0.4180   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021   -0.1327    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5485    0.1139   -1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125    0.4201    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -1.0610   -0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4179    1.3223    0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322   -1.4480   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2011    0.8466    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565   -0.9143    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  1  1  0
  6  4  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  4 10  1  0
  5 11  1  0
  5 12  1  0
M  END
Download

3D SDF for HMDB0245351 (2,2'-Bioxirane)


  Mrv1572004191601182D          

  6  7  0  0  0  0            999 V2000
    2.4283    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    2.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283    2.4283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245351

> <DATABASE_NAME>
hmdb

> <SMILES>
C1OC1C1CO1

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2

> <INCHI_KEY>
ZFIVKAOQEXOYFY-UHFFFAOYSA-N

> <FORMULA>
C4H6O2

> <MOLECULAR_WEIGHT>
86.09

> <EXACT_MASS>
86.036779433

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.243178862979612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2'-bioxirane

> <ALOGPS_LOGP>
-0.36

> <JCHEM_LOGP>
-0.14594182000000028

> <ALOGPS_LOGS>
0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.897288361931879

> <JCHEM_POLAR_SURFACE_AREA>
21.759999999999998

> <JCHEM_REFRACTIVITY>
19.458399999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2'-bioxirane

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0245351 (2,2'-Bioxirane)

HMDB0245351
     RDKit          3D
2,2'-Bioxirane
 12 13  0  0  0  0  0  0  0  0999 V2000
    1.9319   -0.0777    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    0.8610   -0.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642    0.4878    0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5810   -0.4180   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021   -0.1327    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5485    0.1139   -1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125    0.4201    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -1.0610   -0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4179    1.3223    0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322   -1.4480   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2011    0.8466    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565   -0.9143    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  1  1  0
  6  4  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  4 10  1  0
  5 11  1  0
  5 12  1  0
M  END
Download

PDB for HMDB0245351 (2,2'-Bioxirane)

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       4.533   0.325   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.993   4.533   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.763   1.659   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.763   3.199   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.993   0.325   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.533   4.533   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    4    5                                                  
CONECT    4    2    3    6                                                  
CONECT    5    1    3                                                       
CONECT    6    2    4                                                       
MASTER        0    0    0    0    0    0    0    0    6    0   14    0
END
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3D PDB for HMDB0245351 (2,2'-Bioxirane)

COMPND    HMDB0245351
HETATM    1  C1  UNL     1       1.932  -0.078   0.155  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.373   0.861  -0.867  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.564   0.488   0.247  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.581  -0.418  -0.081  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.902  -0.133   0.409  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.549   0.114  -1.032  1.00  0.00           O  
HETATM    7  H1  UNL     1       2.812   0.420   0.581  1.00  0.00           H  
HETATM    8  H2  UNL     1       2.121  -1.061  -0.296  1.00  0.00           H  
HETATM    9  H3  UNL     1       0.418   1.322   0.959  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.332  -1.448  -0.366  1.00  0.00           H  
HETATM   11  H5  UNL     1      -2.201   0.847   0.819  1.00  0.00           H  
HETATM   12  H6  UNL     1      -2.656  -0.914   0.517  1.00  0.00           H  
CONECT    1    2    3    7    8
CONECT    2    3
CONECT    3    4    9
CONECT    4    5    6   10
CONECT    5    6   11   12
END
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SMILES for HMDB0245351 (2,2'-Bioxirane)

C1OC1C1CO1
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INCHI for HMDB0245351 (2,2'-Bioxirane)

InChI=1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,1'-Bi[ethylene oxide]ChEBI
1,2:3,4-Butadiene diepoxideChEBI
1,2:3,4-DianhydrothreitolChEBI
1,2:3,4-DiepoxybutaneChEBI
1,3-Butadiene diepoxideChEBI
BioxiraneChEBI
ButadiendioxydChEBI
Butadiene diepoxideChEBI
Butadiene dioxideChEBI
Butane diepoxideChEBI
DEBChEBI
DioxybutadieneChEBI
1,2,3,4-DiepoxybutaneMeSH, HMDB
DiepoxybutaneMeSH, HMDB
Erythritol anhydride, (R-(r*,r*))-isomerMeSH, HMDB
Erythritol anhydride, (S-(r*,r*))-isomerMeSH, HMDB
Erythritol anhydride, (r*,s*)-isomerMeSH, HMDB
1,2-3,4-DiepoxybutaneMeSH, HMDB
Erythritol anhydrideMeSH, HMDB
Erythritol anhydride, ((r*,r*)-(+-))-isomerMeSH, HMDB
Butadiene bisoxideMeSH, HMDB
2,2'-BioxiraneMeSH
Chemical FormulaC4H6O2
Average Molecular Weight86.09
Monoisotopic Molecular Weight86.036779433
IUPAC Name2,2'-bioxirane
Traditional Name2,2'-bioxirane
CAS Registry NumberNot Available
SMILES
C1OC1C1CO1
InChI Identifier
InChI=1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2
InChI KeyZFIVKAOQEXOYFY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassEpoxides
Sub ClassNot Available
Direct ParentEpoxides
Alternative Parents
Substituents
  • Oxacycle
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen 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-0.36ALOGPS
logP-0.15ChemAxon
logS0.58ALOGPS
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area21.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity19.46 m³·mol⁻¹ChemAxon
Polarizability8.24 ųChemAxon
Number of Rings2ChemAxon
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]+122.91630932474
DeepCCS[M-H]-121.0230932474
DeepCCS[M-2H]-156.4430932474
DeepCCS[M+Na]+130.90730932474
AllCCS[M+H]+117.132859911
AllCCS[M+H-H2O]+111.932859911
AllCCS[M+NH4]+122.032859911
AllCCS[M+Na]+123.432859911
AllCCS[M-H]-114.432859911
AllCCS[M+Na-2H]-117.432859911
AllCCS[M+HCOO]-120.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,2'-BioxiraneC1OC1C1CO1719.9Standard non polar33892256
2,2'-BioxiraneC1OC1C1CO1719.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,2'-Bioxirane GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-7c2141fb39ddf91d09e32021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,2'-Bioxirane GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,2'-Bioxirane 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 - 2,2'-Bioxirane 10V, Positive-QTOFsplash10-000i-9000000000-cea2184677a39afa81d52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 20V, Positive-QTOFsplash10-000i-9000000000-e8717b63f04c686865972016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 40V, Positive-QTOFsplash10-0002-9000000000-6262b5a718a472462fe02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 10V, Negative-QTOFsplash10-000i-9000000000-a934d2f170b4491eca062016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 20V, Negative-QTOFsplash10-000i-9000000000-dab0955fac2b12fe0c8e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 40V, Negative-QTOFsplash10-0006-9000000000-5209d129dd5437183e5c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 10V, Positive-QTOFsplash10-0670-9000000000-d42bd6e47aba626d30812021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 20V, Positive-QTOFsplash10-0006-9000000000-60b349b0e9ba9345d3f32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 40V, Positive-QTOFsplash10-0006-9000000000-9729b73e1311e67b10f72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 10V, Negative-QTOFsplash10-0670-9000000000-b2cfccabaa150eca2e162021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 20V, Negative-QTOFsplash10-014i-9000000000-92ce724db764e0e553002021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2'-Bioxirane 40V, Negative-QTOFsplash10-0006-9000000000-98f204dafb92574f716e2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-12Wishart 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 ID21106504
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDiepoxybutane
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID23704
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 ]