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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-03-07 21:36:02 UTC

Update Date

2023-02-21 17:29:36 UTC

HMDB ID

HMDB0059906

Secondary Accession Numbers

HMDB59906

Metabolite Identification

Common Name

Megastigmatrienone

Description

Megastigmatrienone belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Megastigmatrienone is an extremely weak basic (essentially neutral) compound (based on its pKa). These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be H).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0059906
     RDKit          3D
Megastigmatrienone
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5943    0.6885   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4725    0.4894    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423    0.2303   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983    0.0262    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -0.2420   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793   -1.5513    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -2.6002    0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628   -1.8363    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -0.8474   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1949   -0.9981    0.2221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    0.3964   -0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326    0.7960   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    0.8988    1.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467    2.1641   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6060    0.6606   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5354    0.8844    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4445    0.5139    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2078    0.1935   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    0.0684    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -0.3057   -1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898   -2.5856   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595   -2.4474    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -3.6236    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.8127    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2291    0.1580   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743    1.2060   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618    1.2808    1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193   -0.0321    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.6741    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    2.1480   -1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    2.8282   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377    2.5767   -0.0043 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  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  5  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END


  Mrv0541 03071314362D          

 16 16  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059906

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(C=C)=C(\[H])C1C(C)=CC(=O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O/c1-5-6-7-12-10(2)8-11(14)9-13(12,3)4/h5-8,12H,1,9H2,2-4H3/b7-6+

> <INCHI_KEY>
YKVWPZJHENXDAJ-VOTSOKGWSA-N

> <FORMULA>
C13H18O

> <MOLECULAR_WEIGHT>
190.2814

> <EXACT_MASS>
190.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.61212868566165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1E)-buta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.271260690666667

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.806822159621616

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
62.15870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1E)-buta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0059906
     RDKit          3D
Megastigmatrienone
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5943    0.6885   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4725    0.4894    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423    0.2303   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983    0.0262    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -0.2420   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793   -1.5513    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -2.6002    0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628   -1.8363    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -0.8474   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1949   -0.9981    0.2221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    0.3964   -0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326    0.7960   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    0.8988    1.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467    2.1641   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6060    0.6606   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5354    0.8844    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4445    0.5139    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2078    0.1935   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    0.0684    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -0.3057   -1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898   -2.5856   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595   -2.4474    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -3.6236    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.8127    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2291    0.1580   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743    1.2060   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618    1.2808    1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193   -0.0321    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.6741    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    2.1480   -1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    2.8282   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377    2.5767   -0.0043 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  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  5  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 07-MAR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-MAR-13         0                                  
HETATM    1  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0       2.667   4.620   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       5.335   1.540   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   10                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6   12   16                                                  
CONECT    8   10   11                                                       
CONECT    9   11   13                                                       
CONECT   10    2    8   12                                                  
CONECT   11    8    9   14                                                  
CONECT   12    7   10   13                                                  
CONECT   13    3    4    9   12                                             
CONECT   14   11                                                            
CONECT   15    6                                                            
CONECT   16    7                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0059906
HETATM    1  C1  UNL     1       4.594   0.688  -0.204  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.472   0.489   0.454  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.242   0.230  -0.283  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.098   0.026   0.352  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.186  -0.242  -0.332  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.679  -1.551   0.129  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.319  -2.600   0.457  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.963  -1.836   0.263  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.998  -0.847  -0.044  1.00  0.00           C  
HETATM   10  O1  UNL     1      -4.195  -0.998   0.222  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.510   0.396  -0.721  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.233   0.796  -0.011  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.410   0.899   1.476  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.847   2.164  -0.527  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.606   0.661  -1.284  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.535   0.884   0.279  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.445   0.514   1.526  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.208   0.193  -1.359  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.158   0.068   1.450  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.010  -0.306  -1.415  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.190  -2.586  -0.256  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.760  -2.447   1.473  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.109  -3.624   0.373  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.235  -2.813   0.604  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.229   0.158  -1.764  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.274   1.206  -0.663  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.462   1.281   1.897  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.719  -0.032   1.959  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.200   1.674   1.655  1.00  0.00           H  
HETATM   30  H16 UNL     1      -0.707   2.148  -1.637  1.00  0.00           H  
HETATM   31  H17 UNL     1      -1.719   2.828  -0.352  1.00  0.00           H  
HETATM   32  H18 UNL     1       0.038   2.577  -0.004  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3   17
CONECT    3    4    4   18
CONECT    4    5   19
CONECT    5    6   12   20
CONECT    6    7    8    8
CONECT    7   21   22   23
CONECT    8    9   24
CONECT    9   10   10   11
CONECT   11   12   25   26
CONECT   12   13   14
CONECT   13   27   28   29
CONECT   14   30   31   32
END

HMDB0059906
     RDKit          3D
Megastigmatrienone
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5943    0.6885   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4725    0.4894    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423    0.2303   -0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983    0.0262    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -0.2420   -0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793   -1.5513    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186   -2.6002    0.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628   -1.8363    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -0.8474   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1949   -0.9981    0.2221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098    0.3964   -0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326    0.7960   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    0.8988    1.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467    2.1641   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6060    0.6606   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5354    0.8844    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4445    0.5139    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2078    0.1935   -1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    0.0684    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -0.3057   -1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898   -2.5856   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7595   -2.4474    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -3.6236    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.8127    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2291    0.1580   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743    1.2060   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618    1.2808    1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7193   -0.0321    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.6741    1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    2.1480   -1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    2.8282   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0377    2.5767   -0.0043 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  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  5  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₈O

Average Molecular Weight

190.2814

Monoisotopic Molecular Weight

190.135765198

IUPAC Name

4-[(1E)-buta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

Traditional Name

4-[(1E)-buta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

CAS Registry Number

Not Available

SMILES

[H]\C(C=C)=C(\[H])C1C(C)=CC(=O)CC1(C)C

InChI Identifier

InChI=1S/C13H18O/c1-5-6-7-12-10(2)8-11(14)9-13(12,3)4/h5-8,12H,1,9H2,2-4H3/b7-6+

InChI Key

YKVWPZJHENXDAJ-VOTSOKGWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059906)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	4	ALOGPS
logP	3.27	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.16 m³·mol⁻¹	ChemAxon
Polarizability	22.61 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	148.213	31661259
DarkChem	[M-H]-	146.325	31661259
DeepCCS	[M+H]+	154.129	30932474
DeepCCS	[M-H]-	151.742	30932474
DeepCCS	[M-2H]-	184.628	30932474
DeepCCS	[M+Na]+	160.194	30932474
AllCCS	[M+H]+	142.4	32859911
AllCCS	[M+H-H2O]+	138.3	32859911
AllCCS	[M+NH4]+	146.2	32859911
AllCCS	[M+Na]+	147.3	32859911
AllCCS	[M-H]-	147.5	32859911
AllCCS	[M+Na-2H]-	148.3	32859911
AllCCS	[M+HCOO]-	149.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Megastigmatrienone	[H]\C(C=C)=C(\[H])C1C(C)=CC(=O)CC1(C)C	2100.4	Standard polar	33892256
Megastigmatrienone	[H]\C(C=C)=C(\[H])C1C(C)=CC(=O)CC1(C)C	1458.1	Standard non polar	33892256
Megastigmatrienone	[H]\C(C=C)=C(\[H])C1C(C)=CC(=O)CC1(C)C	1466.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Megastigmatrienone,1TMS,isomer #1	C=C/C=C/C1C(C)=CC(O[Si](C)(C)C)=CC1(C)C	1654.6	Semi standard non polar	33892256
Megastigmatrienone,1TMS,isomer #1	C=C/C=C/C1C(C)=CC(O[Si](C)(C)C)=CC1(C)C	1538.9	Standard non polar	33892256
Megastigmatrienone,1TMS,isomer #1	C=C/C=C/C1C(C)=CC(O[Si](C)(C)C)=CC1(C)C	1826.9	Standard polar	33892256
Megastigmatrienone,1TBDMS,isomer #1	C=C/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C	1884.6	Semi standard non polar	33892256
Megastigmatrienone,1TBDMS,isomer #1	C=C/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C	1774.2	Standard non polar	33892256
Megastigmatrienone,1TBDMS,isomer #1	C=C/C=C/C1C(C)=CC(O[Si](C)(C)C(C)(C)C)=CC1(C)C	1969.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Megastigmatrienone GC-MS (Non-derivatized) - 70eV, Positive	splash10-017i-7900000000-dec50ea90a2473bff5a2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Megastigmatrienone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 10V, Positive-QTOF	splash10-0006-1900000000-f5153e4bec493025c08c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 20V, Positive-QTOF	splash10-030c-5900000000-502e2d491291b6777501	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 40V, Positive-QTOF	splash10-05n0-9100000000-3870c929e444448780f5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 10V, Negative-QTOF	splash10-000i-0900000000-841b5d02643c861cc064	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 20V, Negative-QTOF	splash10-000i-0900000000-d4f41277efa65bcf41b9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 40V, Negative-QTOF	splash10-0abl-4900000000-c81149ae460f1f0045d6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 10V, Positive-QTOF	splash10-0536-2900000000-0b114d04d046bd76bc15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 20V, Positive-QTOF	splash10-0a59-6900000000-99ed37f44502521a1a0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 40V, Positive-QTOF	splash10-0a4i-8900000000-fbf4c310793a8f4b283b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 10V, Negative-QTOF	splash10-000i-0900000000-e256e4b34c2e1cd9831e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 20V, Negative-QTOF	splash10-000i-0900000000-9640049af18864d5d976	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Megastigmatrienone 40V, Negative-QTOF	splash10-060a-2900000000-7b4ea0dd1c4b6c1c8740	2021-10-12	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5375190

PDB ID

Not Available

ChEBI ID

88770

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Megastigmatrienone (HMDB0059906)

MOL for HMDB0059906 (Megastigmatrienone)

3D MOL for HMDB0059906 (Megastigmatrienone)

3D SDF for HMDB0059906 (Megastigmatrienone)

3D-SDF for HMDB0059906 (Megastigmatrienone)

PDB for HMDB0059906 (Megastigmatrienone)

3D PDB for HMDB0059906 (Megastigmatrienone)

SMILES for HMDB0059906 (Megastigmatrienone)

INCHI for HMDB0059906 (Megastigmatrienone)

Structure for HMDB0059906 (Megastigmatrienone)

3D Structure for HMDB0059906 (Megastigmatrienone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra