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Showing metabocard for Bromobenzene-3,4-oxide (HMDB0060448)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:21:32 UTC
Update Date2023-02-21 17:29:59 UTC
HMDB IDHMDB0060448
Secondary Accession Numbers
  • HMDB60448
Metabolite Identification
Common NameBromobenzene-3,4-oxide
DescriptionBromobenzene-3,4-oxide 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). Bromobenzene-3,4-oxide is an extremely weak basic (essentially neutral) compound (based on its pKa). Bromobenzene-3,4-oxide exists in all living organisms, ranging from bacteria to humans.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060448 (Bromobenzene-3,4-oxide)

Structure #1
  Mrv0541 02241207002D          

  8  9  0  0  0  0            999 V2000
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    2.0625    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  8  1  0  0  0  0
M  END
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3D MOL for HMDB0060448 (Bromobenzene-3,4-oxide)

HMDB0060448
     RDKit          3D
Bromobenzene-3,4-oxide
 13 14  0  0  0  0  0  0  0  0999 V2000
    3.3523   -0.3464   -0.0820 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4385   -0.1490   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -1.1929   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475   -1.0993   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540   -0.4958   -1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917    0.2090    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4846    1.3534    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.1720    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -2.1631   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405   -1.9943    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    0.3292    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9037    2.3471    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    2.0303    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  2  1  0
  6  4  1  0
  3  9  1  0
  4 10  1  0
  6 11  1  0
  7 12  1  0
  8 13  1  0
M  END
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3D SDF for HMDB0060448 (Bromobenzene-3,4-oxide)

Structure #1
  Mrv0541 02241207002D          

  8  9  0  0  0  0            999 V2000
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    2.0625    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060448

> <DATABASE_NAME>
hmdb

> <SMILES>
BrC1=CC2OC2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H5BrO/c7-4-1-2-5-6(3-4)8-5/h1-3,5-6H

> <INCHI_KEY>
FVTNDWDQRAAPCD-UHFFFAOYSA-N

> <FORMULA>
C6H5BrO

> <MOLECULAR_WEIGHT>
173.007

> <EXACT_MASS>
171.952377429

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
12.838836999734326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-bromo-7-oxabicyclo[4.1.0]hepta-2,4-diene

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
1.356936083

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.262807081544862

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
36.5863

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bromobenzene 3,4-oxide

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0060448 (Bromobenzene-3,4-oxide)

HMDB0060448
     RDKit          3D
Bromobenzene-3,4-oxide
 13 14  0  0  0  0  0  0  0  0999 V2000
    3.3523   -0.3464   -0.0820 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4385   -0.1490   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -1.1929   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475   -1.0993   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540   -0.4958   -1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917    0.2090    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4846    1.3534    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    1.1720    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -2.1631   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405   -1.9943    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    0.3292    0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9037    2.3471    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    2.0303    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  2  1  0
  6  4  1  0
  3  9  1  0
  4 10  1  0
  6 11  1  0
  7 12  1  0
  8 13  1  0
M  END
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PDB for HMDB0060448 (Bromobenzene-3,4-oxide)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.557   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.223   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.557   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.889   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.889   3.080   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0       4.890   3.850   0.000  0.00  0.00          Br+0
HETATM    8  O   UNK     0      -0.445   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    5                                                       
CONECT    3    4    6                                                       
CONECT    4    1    3    7                                                  
CONECT    5    2    6    8                                                  
CONECT    6    3    5    8                                                  
CONECT    7    4                                                            
CONECT    8    5    6                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   18    0
END
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3D PDB for HMDB0060448 (Bromobenzene-3,4-oxide)

COMPND    HMDB0060448
HETATM    1 BR1  UNL     1       3.352  -0.346  -0.082  1.00  0.00          BR  
HETATM    2  C1  UNL     1       1.439  -0.149  -0.026  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.635  -1.193  -0.113  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.848  -1.099  -0.075  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.454  -0.496  -1.159  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.392   0.209   0.064  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.485   1.353   0.159  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.827   1.172   0.116  1.00  0.00           C  
HETATM    9  H1  UNL     1       1.096  -2.163  -0.217  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.340  -1.994   0.374  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.411   0.329   0.504  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.904   2.347   0.265  1.00  0.00           H  
HETATM   13  H5  UNL     1       1.484   2.030   0.188  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3    8
CONECT    3    4    9
CONECT    4    5    6   10
CONECT    5    6
CONECT    6    7   11
CONECT    7    8    8   12
CONECT    8   13
END
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SMILES for HMDB0060448 (Bromobenzene-3,4-oxide)

BrC1=CC2OC2C=C1
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INCHI for HMDB0060448 (Bromobenzene-3,4-oxide)

InChI=1S/C6H5BrO/c7-4-1-2-5-6(3-4)8-5/h1-3,5-6H
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Bromobenzene-3,4-epoxideKegg
Bromobenzene 3,4-oxideHMDB
Chemical FormulaC6H5BrO
Average Molecular Weight173.007
Monoisotopic Molecular Weight171.952377429
IUPAC Name3-bromo-7-oxabicyclo[4.1.0]hepta-2,4-diene
Traditional Namebromobenzene 3,4-oxide
CAS Registry NumberNot Available
SMILES
BrC1=CC2OC2C=C1
InChI Identifier
InChI=1S/C6H5BrO/c7-4-1-2-5-6(3-4)8-5/h1-3,5-6H
InChI KeyFVTNDWDQRAAPCD-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
  • Bromoalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl bromide
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organobromide
  • Organohalogen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
Process
Naturally occurring process
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
Predicted Chromatographic Properties
Spectra
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 IDC14839
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound108121
PDB IDNot Available
ChEBI ID34589
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. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Only showing the first 10 proteins. There are 20 proteins in total.

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Enzymes

Enzyme Details
1. Glutathione S-transferase Mu 2
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTM2
Uniprot ID:
P28161
Molecular weight:
25744.395
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
2. Glutathione S-transferase Mu 1
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTM1
Uniprot ID:
P09488
Molecular weight:
25711.555
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
3. Glutathione S-transferase kappa 1
General function:
Involved in protein disulfide oxidoreductase activity
Specific function:
Significant glutathione conjugating activity is found only with the model substrate, 1-chloro-2,4-dinitrobenzene (CDNB).
Gene Name:
GSTK1
Uniprot ID:
Q9Y2Q3
Molecular weight:
31565.605
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
4. Microsomal glutathione S-transferase 3
General function:
Involved in glutathione transferase activity
Specific function:
Also functions as a glutathione peroxidase.
Gene Name:
MGST3
Uniprot ID:
O14880
Molecular weight:
16516.185
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
5. Glutathione S-transferase Mu 3
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
Gene Name:
GSTM3
Uniprot ID:
P21266
Molecular weight:
26559.32
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
6. Glutathione S-transferase A1
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTA1
Uniprot ID:
P08263
Molecular weight:
25630.785
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
7. Microsomal glutathione S-transferase 1
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Has a wide substrate specificity.
Gene Name:
MGST1
Uniprot ID:
P10620
Molecular weight:
17598.45
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
8. Glutathione S-transferase Mu 4
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Active on 1-chloro-2,4-dinitrobenzene.
Gene Name:
GSTM4
Uniprot ID:
Q03013
Molecular weight:
25561.095
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
9. Glutathione S-transferase Mu 5
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTM5
Uniprot ID:
P46439
Molecular weight:
25674.455
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Enzyme Details
10. Microsomal glutathione S-transferase 2
General function:
Involved in enzyme activator activity
Specific function:
Can catalyze the production of LTC4 from LTA4 and reduced glutathione. Can catalyze the conjugation of 1-chloro-2,4-dinitrobenzene with reduced glutathione.
Gene Name:
MGST2
Uniprot ID:
Q99735
Molecular weight:
16620.4
Reactions
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails

Only showing the first 10 proteins. There are 20 proteins in total.

Show all enzymes and transporters