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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-07 21:35:56 UTC

Update Date

2023-02-21 17:29:36 UTC

HMDB ID

HMDB0059904

Secondary Accession Numbers

HMDB59904

Metabolite Identification

Common Name

dehydro-beta-Ionone

Description

dehydro-beta-Ionone belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. dehydro-beta-Ionone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0059904
     RDKit          3D
dehydro-beta-Ionone
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5160   -0.7995    0.8410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -0.9106    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472   -1.6417    1.9642 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -0.2039    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    0.0104    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3992    0.2656   -0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176    1.1326   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.6371   -1.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.6059   -1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.1930   -1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231    0.2760    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -0.2797    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7916    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -0.2599    1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9872   -1.7390    1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215    0.0015    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.4851   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    0.4523   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -0.9057    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    2.2827   -1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952    0.8342   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    2.2926   -2.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954    2.3050   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286    1.5684   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572   -0.5383   -0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3343    0.8295    0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1886   -2.2524    0.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993   -1.7963   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740   -2.1962   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    0.6336    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118   -0.3955    2.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.1249    2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 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 03071314352D          

 16 16  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    0.0000    0.0000    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
    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
    0.0000    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
    2.8579    2.4750    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
    3.5724    2.0625    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
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  6  1  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  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  7  1  0  0  0  0
 16  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059904

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(=C(\[H])C1=C(C)C=CCC1(C)C)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-8H,9H2,1-4H3/b8-7+

> <INCHI_KEY>
UWWCASOGCPOGJP-BQYQJAHWSA-N

> <FORMULA>
C13H18O

> <MOLECULAR_WEIGHT>
190.2814

> <EXACT_MASS>
190.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.63845188944706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
2.9137020136666667

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.703552599831806

> <JCHEM_PKA_STRONGEST_BASIC>
-4.759509049871447

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
62.938700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0059904
     RDKit          3D
dehydro-beta-Ionone
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5160   -0.7995    0.8410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -0.9106    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472   -1.6417    1.9642 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -0.2039    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    0.0104    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3992    0.2656   -0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176    1.1326   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.6371   -1.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.6059   -1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.1930   -1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231    0.2760    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -0.2797    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7916    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -0.2599    1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9872   -1.7390    1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215    0.0015    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.4851   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    0.4523   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -0.9057    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    2.2827   -1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952    0.8342   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    2.2926   -2.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954    2.3050   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286    1.5684   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572   -0.5383   -0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3343    0.8295    0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1886   -2.2524    0.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993   -1.7963   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740   -2.1962   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    0.6336    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118   -0.3955    2.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.1249    2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   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       5.335   4.620   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       6.668   3.850   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   10                                                            
CONECT    2   11                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    8   11   15                                                  
CONECT    8    7   12   16                                                  
CONECT    9    5   13                                                       
CONECT   10    1    6   12                                                  
CONECT   11    2    7   14                                                  
CONECT   12    8   10   13                                                  
CONECT   13    3    4    9   12                                             
CONECT   14   11                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0059904
HETATM    1  C1  UNL     1       4.516  -0.800   0.841  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.052  -0.911   1.042  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.647  -1.642   1.964  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.137  -0.204   0.215  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.980   0.010   0.008  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.399   0.266  -0.239  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.518   1.133  -1.306  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.708   1.637  -2.000  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.787   1.606  -1.755  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.857   1.193  -1.119  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.823   0.276   0.026  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.526  -0.280   0.458  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.574  -1.792   0.082  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.477  -0.260   1.975  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.987  -1.739   1.133  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.922   0.001   1.495  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.770  -0.485  -0.190  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.693   0.452  -0.590  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.675  -0.906   1.031  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.316   2.283  -1.332  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.295   0.834  -2.445  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.376   2.293  -2.827  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.895   2.305  -2.616  1.00  0.00           H  
HETATM   24  H10 UNL     1      -3.829   1.568  -1.490  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.557  -0.538  -0.249  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.334   0.830   0.883  1.00  0.00           H  
HETATM   27  H13 UNL     1      -2.189  -2.252   0.857  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.099  -1.796  -0.913  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.574  -2.196  -0.041  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.998   0.634   2.383  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.512  -0.395   2.412  1.00  0.00           H  
HETATM   32  H18 UNL     1      -2.125  -1.125   2.309  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    4
CONECT    4    5    5   18
CONECT    5    6   19
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    8   20   21   22
CONECT    9   10   10   23
CONECT   10   11   24
CONECT   11   12   25   26
CONECT   12   13   14
CONECT   13   27   28   29
CONECT   14   30   31   32
END

HMDB0059904
     RDKit          3D
dehydro-beta-Ionone
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5160   -0.7995    0.8410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -0.9106    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472   -1.6417    1.9642 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -0.2039    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    0.0104    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3992    0.2656   -0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176    1.1326   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.6371   -1.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.6059   -1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.1930   -1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231    0.2760    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -0.2797    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7916    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -0.2599    1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9872   -1.7390    1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215    0.0015    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7702   -0.4851   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    0.4523   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751   -0.9057    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    2.2827   -1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952    0.8342   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765    2.2926   -2.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8954    2.3050   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286    1.5684   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5572   -0.5383   -0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3343    0.8295    0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1886   -2.2524    0.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993   -1.7963   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740   -2.1962   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    0.6336    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118   -0.3955    2.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -1.1249    2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 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

Value	Source
Dehydro-b-ionone	Generator
Dehydro-β-ionone	Generator

Chemical Formula

C₁₃H₁₈O

Average Molecular Weight

190.2814

Monoisotopic Molecular Weight

190.135765198

IUPAC Name

(3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one

Traditional Name

(3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=C(C)C=CCC1(C)C)C(C)=O

InChI Identifier

InChI=1S/C13H18O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-8H,9H2,1-4H3/b8-7+

InChI Key

UWWCASOGCPOGJP-BQYQJAHWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059904)

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	0.16 g/L	ALOGPS
logP	4.34	ALOGPS
logP	2.91	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	19.7	ChemAxon
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	62.94 m³·mol⁻¹	ChemAxon
Polarizability	22.64 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
DeepCCS	[M+H]+	150.939	30932474
DeepCCS	[M-H]-	148.543	30932474
DeepCCS	[M-2H]-	181.596	30932474
DeepCCS	[M+Na]+	156.963	30932474
AllCCS	[M+H]+	141.7	32859911
AllCCS	[M+H-H2O]+	137.6	32859911
AllCCS	[M+NH4]+	145.5	32859911
AllCCS	[M+Na]+	146.6	32859911
AllCCS	[M-H]-	147.5	32859911
AllCCS	[M+Na-2H]-	148.4	32859911
AllCCS	[M+HCOO]-	149.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
dehydro-beta-Ionone	[H]\C(=C(\[H])C1=C(C)C=CCC1(C)C)C(C)=O	1974.6	Standard polar	33892256
dehydro-beta-Ionone	[H]\C(=C(\[H])C1=C(C)C=CCC1(C)C)C(C)=O	1428.0	Standard non polar	33892256
dehydro-beta-Ionone	[H]\C(=C(\[H])C1=C(C)C=CCC1(C)C)C(C)=O	1366.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
dehydro-beta-Ionone,1TMS,isomer #1	C=C(/C=C/C1=C(C)C=CCC1(C)C)O[Si](C)(C)C	1688.5	Semi standard non polar	33892256
dehydro-beta-Ionone,1TMS,isomer #1	C=C(/C=C/C1=C(C)C=CCC1(C)C)O[Si](C)(C)C	1659.1	Standard non polar	33892256
dehydro-beta-Ionone,1TMS,isomer #1	C=C(/C=C/C1=C(C)C=CCC1(C)C)O[Si](C)(C)C	1858.1	Standard polar	33892256
dehydro-beta-Ionone,1TBDMS,isomer #1	C=C(/C=C/C1=C(C)C=CCC1(C)C)O[Si](C)(C)C(C)(C)C	1944.1	Semi standard non polar	33892256
dehydro-beta-Ionone,1TBDMS,isomer #1	C=C(/C=C/C1=C(C)C=CCC1(C)C)O[Si](C)(C)C(C)(C)C	1932.4	Standard non polar	33892256
dehydro-beta-Ionone,1TBDMS,isomer #1	C=C(/C=C/C1=C(C)C=CCC1(C)C)O[Si](C)(C)C(C)(C)C	2014.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - dehydro-beta-Ionone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004m-3900000000-f1c0958b07ae518888a8	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - dehydro-beta-Ionone 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 - dehydro-beta-Ionone 10V, Positive-QTOF	splash10-006x-0900000000-f9033c64794ebc4c9fea	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 20V, Positive-QTOF	splash10-00xu-3900000000-b9a01de2ee4437d56bae	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 40V, Positive-QTOF	splash10-0gb9-9500000000-1cec0b54332f31ff86e3	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 10V, Negative-QTOF	splash10-000i-0900000000-2864357194e6dfa79761	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 20V, Negative-QTOF	splash10-000i-0900000000-53f311e941d90ea9a716	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 40V, Negative-QTOF	splash10-00di-2900000000-4d0a4169f7b23c45f319	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 10V, Positive-QTOF	splash10-006x-1900000000-a1dc42f7edd93b81648b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 20V, Positive-QTOF	splash10-00di-5900000000-c335a961e7cba509e2ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 40V, Positive-QTOF	splash10-0006-9400000000-3ace0aa83f1283cb8166	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 10V, Negative-QTOF	splash10-000i-0900000000-e256e4b34c2e1cd9831e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 20V, Negative-QTOF	splash10-000b-0900000000-d08ff4bb4f11c815a2a4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - dehydro-beta-Ionone 40V, Negative-QTOF	splash10-0aea-0900000000-03555e25e70c0d71d428	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

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

5352711

PDB ID

Not Available

ChEBI ID

Not Available

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for dehydro-beta-Ionone (HMDB0059904)

MOL for HMDB0059904 (dehydro-beta-Ionone)

3D MOL for HMDB0059904 (dehydro-beta-Ionone)

3D SDF for HMDB0059904 (dehydro-beta-Ionone)

3D-SDF for HMDB0059904 (dehydro-beta-Ionone)

PDB for HMDB0059904 (dehydro-beta-Ionone)

3D PDB for HMDB0059904 (dehydro-beta-Ionone)

SMILES for HMDB0059904 (dehydro-beta-Ionone)

INCHI for HMDB0059904 (dehydro-beta-Ionone)

Structure for HMDB0059904 (dehydro-beta-Ionone)

3D Structure for HMDB0059904 (dehydro-beta-Ionone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra