Showing metabocard for (1R,2S)-Naphthalene 1,2-oxide (MMDBc0029942)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:47:44 UTC
Update Date2024-04-30 19:43:24 UTC
Metabolite IDMMDBc0029942
Metabolite Identification
Common Name(1R,2S)-Naphthalene 1,2-oxide
Description(1r,2s)-naphthalene 1,2-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb4c6f4eb8>


  Mrv0541 02231220332D          

 11 13  0  0  0  0            999 V2000
    9.7599   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3474   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -3.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8224   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8224   -5.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974   -5.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -4.6304    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
  5 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb4c6f4eb8>

HMDB0006215
     RDKit          3D
Naphthalene epoxide
 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.9762    1.5038    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    0.9472    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -0.4587    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -1.5414   -0.3872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3364   -1.0142   -0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200   -0.6975   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451   -1.5584   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -1.0020    0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5018    0.3421    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    1.2377    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    0.6806   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766    2.6032    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    1.6653    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -0.8102    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4265   -0.6049   -1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527   -2.6065   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1303   -1.6977    0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042    0.7147    0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6517    2.2970    0.0778 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  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  1  1  0
  5  3  1  0
 11  6  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdb4c6f4eb8>


  Mrv0541 02231220332D          

 11 13  0  0  0  0            999 V2000
    9.7599   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3474   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -3.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8224   -3.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8224   -5.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974   -5.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -4.6304    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
  5 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029942

> <DATABASE_NAME>
MIME

> <SMILES>
O1C2C=CC3=CC=CC=C3C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H

> <INCHI_KEY>
XQIJIALOJPIKGX-UHFFFAOYSA-N

> <FORMULA>
C10H8O

> <MOLECULAR_WEIGHT>
144.1699

> <EXACT_MASS>
144.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.258415677501947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1aH,7bH-naphtho[1,2-b]oxirene

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
2.158174723666667

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.267009378937977

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
43.8697

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naphthalene 1,2-oxide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fdb4c6f4eb8>

HMDB0006215
     RDKit          3D
Naphthalene epoxide
 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.9762    1.5038    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    0.9472    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -0.4587    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690   -1.5414   -0.3872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3364   -1.0142   -0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200   -0.6975   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451   -1.5584   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -1.0020    0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5018    0.3421    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    1.2377    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    0.6806   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766    2.6032    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    1.6653    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -0.8102    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4265   -0.6049   -1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527   -2.6065   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1303   -1.6977    0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042    0.7147    0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6517    2.2970    0.0778 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  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  1  1  0
  5  3  1  0
 11  6  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  5 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
M  END
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PDB for #<Metabolite:0x00007fdb4c6f4eb8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      18.218  -8.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.448  -7.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.218  -5.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.758  -5.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.528  -7.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.068  -7.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.838  -8.643   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.068  -9.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.528  -9.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.758  -8.643   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.678  -8.643   0.000  0.00  0.00           O+0
CONECT    1    2   10   11                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    1    5                                                  
CONECT   11    1    2                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   26    0
END
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3D PDB for #<Metabolite:0x00007fdb4c6f4eb8>

COMPND    HMDB0006215
HETATM    1  C1  UNL     1      -0.976   1.504   0.098  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.164   0.947   0.289  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.301  -0.459   0.301  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.469  -1.541  -0.387  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.336  -1.014  -0.706  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.020  -0.697  -0.212  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.045  -1.558  -0.089  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.309  -1.002   0.090  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.502   0.342   0.144  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.465   1.238   0.031  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.205   0.681  -0.142  1.00  0.00           C  
HETATM   12  H1  UNL     1      -0.877   2.603   0.121  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.000   1.665   0.433  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.095  -0.810   1.421  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.426  -0.605  -1.797  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.853  -2.607  -0.136  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.130  -1.698   0.184  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.504   0.715   0.280  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.652   2.297   0.078  1.00  0.00           H  
CONECT    1    2    2   11   12
CONECT    2    3   13
CONECT    3    4    5   14
CONECT    4    5
CONECT    5    6   15
CONECT    6    7    7   11
CONECT    7    8   16
CONECT    8    9    9   17
CONECT    9   10   18
CONECT   10   11   11   19
END
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SMILES for #<Metabolite:0x00007fdb4c6f4eb8>

O1C2C=CC3=CC=CC=C3C12
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INCHI for #<Metabolite:0x00007fdb4c6f4eb8>

InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H
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Synonyms
ValueSource
1,2-Epoxy-1,2-dihydro-naphthaleneChEBI
1,2-Epoxy-1,2-dihydronaphthaleneChEBI
Naphthalene 1,2-epoxideChEBI
Naphthalene-1,2-oxideChEBI
(1R,2S)-Naphthalene 1,2-oxideHMDB
(1R,2S)-Naphthalene epoxideHMDB
(1S,2R)-Naphthalene epoxideHMDB
Naphthalene oxideMeSH
Molecular FormulaC10H8O
Average Mass144.1699
Monoisotopic Mass144.057514878
IUPAC Name1aH,7bH-naphtho[1,2-b]oxirene
Traditional Namenaphthalene 1,2-oxide
CAS Registry Number73136-20-6
SMILES
O1C2C=CC3=CC=CC=C3C12
InChI Identifier
InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H
InChI KeyXQIJIALOJPIKGX-UHFFFAOYSA-N