MiMeDB: Showing metabocard for beta-Ionone (MMDBc0033598)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:55:12 UTC

Update Date

2024-04-30 20:13:33 UTC

Metabolite ID

MMDBc0033598

Metabolite Identification

Common Name

beta-Ionone

Description

beta-Ionone, also known as (e)-b-ionone or trans-beta-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on beta-Ionone.

Structure

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

HMDB0036565
     RDKit          3D
beta-Ionone
 34 34  0  0  0  0  0  0  0  0999 V2000
    4.5568   -1.3701    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.2726    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    0.8339   -0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.5523    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102    0.3776   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    0.3636   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7303    1.5231   -0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    2.6730   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.7285   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    0.4726   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197   -0.7060   -0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078   -0.7544    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4586   -2.1350    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323   -0.5319    1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -2.3411    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505   -1.3193   -0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8735   -1.2423    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -1.4956    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    1.3420   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860    3.5918   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    2.9536    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501    2.5358   -1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928    2.3324   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    2.3972    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642    0.3093    0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568    0.5447   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -1.6167   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -0.5196   -1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -2.8069    0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.4173   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693   -2.4277    1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0419   -0.9172    2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879   -1.0902    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9272    0.5370    1.7494 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  1  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
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv1652309042000382D          

 14 14  0  0  0  0            999 V2000
 9998.7782 9999.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4923 9998.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2086 9999.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9228 9998.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.208610000.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3460 9997.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8772 9998.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.350310000.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3489 9999.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6345 9998.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6345 9998.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3489 9997.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0633 9998.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0633 9998.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 13  6  1  0  0  0  0
 13  7  1  0  0  0  0
  9  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033598

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)\C=C\C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+

> <INCHI_KEY>
PSQYTAPXSHCGMF-BQYQJAHWSA-N

> <FORMULA>
C13H20O

> <MOLECULAR_WEIGHT>
192.2973

> <EXACT_MASS>
192.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
23.3550328930062

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.11

> <JCHEM_LOGP>
3.2756236703333337

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.705359453281254

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6863708112434415

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
61.8221

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-ionone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036565
     RDKit          3D
beta-Ionone
 34 34  0  0  0  0  0  0  0  0999 V2000
    4.5568   -1.3701    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.2726    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    0.8339   -0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.5523    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102    0.3776   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    0.3636   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7303    1.5231   -0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    2.6730   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.7285   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    0.4726   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197   -0.7060   -0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078   -0.7544    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4586   -2.1350    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323   -0.5319    1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -2.3411    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505   -1.3193   -0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8735   -1.2423    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -1.4956    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    1.3420   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860    3.5918   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    2.9536    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501    2.5358   -1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928    2.3324   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    2.3972    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642    0.3093    0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568    0.5447   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -1.6167   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -0.5196   -1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -2.8069    0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.4173   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693   -2.4277    1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0419   -0.9172    2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879   -1.0902    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9272    0.5370    1.7494 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  1  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
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.3868665.532   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.7198664.762   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8667.0568665.532   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8668.3898664.762   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8667.0568667.073   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8663.5798661.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.5718663.489   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8661.7218667.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.7188665.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8660.3848664.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.3848663.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8661.7188662.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.0518663.221   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.0518664.761   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6   13                                                            
CONECT    7   13                                                            
CONECT    8    9                                                            
CONECT    9   10   14    8                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14    6    7                                             
CONECT   14    9   13    1                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0036565
HETATM    1  C1  UNL     1       4.557  -1.370   0.396  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.630  -0.273   0.076  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.080   0.834  -0.259  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.177  -0.552   0.172  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.310   0.378  -0.099  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.125   0.364  -0.085  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.730   1.523  -0.402  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.118   2.673  -0.730  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.203   1.729  -0.412  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.980   0.473  -0.561  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.120  -0.706  -0.885  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.008  -0.754   0.215  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.459  -2.135   0.226  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.732  -0.532   1.550  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.058  -2.341   0.271  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.451  -1.319  -0.288  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.873  -1.242   1.467  1.00  0.00           H  
HETATM   18  H4  UNL     1       1.823  -1.496   0.475  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.823   1.342  -0.391  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.486   3.592  -0.929  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.728   2.954   0.173  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.750   2.536  -1.629  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.393   2.332  -1.352  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.553   2.397   0.398  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.564   0.309   0.366  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.757   0.545  -1.379  1.00  0.00           H  
HETATM   27  H13 UNL     1      -2.715  -1.617  -0.865  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.565  -0.520  -1.818  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.401  -2.807   0.097  1.00  0.00           H  
HETATM   30  H16 UNL     1       0.138  -2.417  -0.646  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.069  -2.428   1.194  1.00  0.00           H  
HETATM   32  H18 UNL     1      -1.042  -0.917   2.355  1.00  0.00           H  
HETATM   33  H19 UNL     1      -2.688  -1.090   1.551  1.00  0.00           H  
HETATM   34  H20 UNL     1      -1.927   0.537   1.749  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   23   24
CONECT   10   11   25   26
CONECT   11   12   27   28
CONECT   12   13   14
CONECT   13   29   30   31
CONECT   14   32   33   34
END

HMDB0036565
     RDKit          3D
beta-Ionone
 34 34  0  0  0  0  0  0  0  0999 V2000
    4.5568   -1.3701    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.2726    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    0.8339   -0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.5523    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102    0.3776   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    0.3636   -0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7303    1.5231   -0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    2.6730   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.7285   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9803    0.4726   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197   -0.7060   -0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078   -0.7544    0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4586   -2.1350    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323   -0.5319    1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -2.3411    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505   -1.3193   -0.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8735   -1.2423    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -1.4956    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    1.3420   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860    3.5918   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    2.9536    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501    2.5358   -1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928    2.3324   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    2.3972    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642    0.3093    0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568    0.5447   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -1.6167   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -0.5196   -1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4005   -2.8069    0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.4173   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693   -2.4277    1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0419   -0.9172    2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879   -1.0902    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9272    0.5370    1.7494 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  1  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
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END

Synonyms

Value	Source
(e)-beta-Ionone	ChEBI
beta-e-Ionone	ChEBI
beta-Ionon	ChEBI
trans-beta-Ionone	ChEBI
(e)-b-Ionone	Generator
(e)-Β-ionone	Generator
b-e-Ionone	Generator
Β-e-ionone	Generator
b-Ionon	Generator
Β-ionon	Generator
trans-b-Ionone	Generator
trans-Β-ionone	Generator
b-Ionone	Generator
Β-ionone	Generator
(3E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one	HMDB
(3E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one	HMDB
(e)-beta -Ionone	HMDB
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-(e)-3-buten-2-one	HMDB
beta -e-Ionone	HMDB
FEMA 2595	HMDB
Ionone, beta	HMDB
trans-beta -Ionone	HMDB
[e]-4-[2,6,6-Trimethyl-1-cyclohexen-1-yl]-3-buten-2-one	HMDB
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one	MeSH, HMDB
beta-Ionone, (trans)-isomer	MeSH, HMDB

Molecular Formula

C₁₃H₂₀O

Average Mass

192.2973

Monoisotopic Mass

192.151415262

IUPAC Name

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

Traditional Name

β-ionone

CAS Registry Number

79-77-6

SMILES

CC(=O)\C=C\C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+

InChI Key

PSQYTAPXSHCGMF-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

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
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

ionone (CHEBI:32325 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	4.11	ALOGPS
logP	3.28	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	19.71	ChemAxon
pKa (Strongest Basic)	-4.7	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	61.82 m³·mol⁻¹	ChemAxon
Polarizability	23.36 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-002f-8900000000-c13b694647d1f5e201bf	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004i-3900000000-b2fd6907056260485dd2	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004l-9800000000-3e2f914b8442dedd62d9	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004l-6900000000-a0ed0929b7cb7526955d	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004l-4900000000-3169016f24891f9035d6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-002f-8900000000-c13b694647d1f5e201bf	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004i-3900000000-b2fd6907056260485dd2	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004l-9800000000-3e2f914b8442dedd62d9	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004l-6900000000-a0ed0929b7cb7526955d	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004l-4900000000-3169016f24891f9035d6	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-2900000000-00c10c6b19261d08ffea	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002f-0900000000-0f7a122ff9743bcbf077	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004u-4900000000-9dad39944d71a20a0f87	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbc-9400000000-77a4b4a15731ccc83316	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-b62117da7fb50997c027	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0900000000-e7133a7253517651678a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05ed-3900000000-c1d86be9896bad6ad97e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-1900000000-2dfc2141d793c1b81afc	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05gl-7900000000-4e2d786c5425c33577a5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9500000000-66ef449f7e5f91221704	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-14436e4d9ff8d032db54	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0007-0900000000-85f77f47306d55836911	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-1900000000-5f53d8abc51bbf1e4e99	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004l-6900000000-9288b23b92d86ede5336	2014-10-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		2014-10-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0195437	Beta,beta-carotene 9',10'-oxygenase	Unknown	Q9BYV7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal		Undaria pinnatifida	FooDB	31437929
Plant	Shoot		FooDB	31437929
Plant	Plant	Rubus idaeus	FooDB	31437929
Plant	Leaves	Camellia sinensis	FooDB	31437929
Plant	Seed	Daucus carota	FooDB	31437929
Plant	Plant	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Solanum lycopersicum	FooDB	31437929
Plant	Leaf essential oil	Camellia sinensis	FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929
Plant	Shoot	Camellia sinensis	FooDB	31437929
Plant	Fruit	Citrullus lanatus	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant	Plant	Prunus cerasus	FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant	Leaves	Mentha x piperita	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Shoot essent. oil	Ocimum basilicum	FooDB	31437929
Plant	Fruit	Averrhoa carambola	FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Essential oil	Ginkgo biloba	FooDB	31437929
Plant	Fruit	Capsicum annuum var. annuum	FooDB	31437929
Plant	Fruit	Opuntia	FooDB	31437929
Plant	Seed	Daucus carota ssp. sativus	FooDB	31437929
Plant	Plant	Origanum vulgare	FooDB	31437929
Plant	Fruit	Tamarindus indica	FooDB	31437929
Plant	Leaf essential oil		FooDB	31437929
Plant	Flower	Carthamus tinctorius	FooDB	31437929
Plant	Leaf essential oil		FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Leaves	Carthamus tinctorius	FooDB	31437929
Plant	Root	Daucus carota ssp. sativus	FooDB	31437929
Plant	Fruit	Psidium guajava	FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929
Plant	Petiole	Cucumis melo	FooDB	31437929
Plant		Prunus armeniaca	FooDB	31437929
Plant	Shoot		FooDB	31437929
Plant	Shoot		FooDB	31437929
Plant	Rhizome essent. oil	Zingiber officinale	FooDB	31437929
Plant	Root oil	Daucus carota ssp. sativus	FooDB	31437929
Plant	Flower	Hyssopus officinalis	FooDB	31437929
Plant	Leaf essential oil		FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant	Essential oil	Mentha spicata	FooDB	31437929
Plant	Leaves	Hyssopus officinalis	FooDB	31437929
Plant	Leaves	Ficus carica	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	20809147
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Not Specified	Normal	HMDB	24421258

External Links

HMDB ID

HMDB0036565

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Ionone

METLIN ID

Not Available

PubChem Compound

638014

PDB ID

ID3

ChEBI ID

32325

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Duncan RE, Lau D, El-Sohemy A, Archer MC: Geraniol and beta-ionone inhibit proliferation, cell cycle progression, and cyclin-dependent kinase 2 activity in MCF-7 breast cancer cells independent of effects on HMG-CoA reductase activity. Biochem Pharmacol. 2004 Nov 1;68(9):1739-47. doi: 10.1016/j.bcp.2004.06.022. [PubMed:15450939 ]
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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Ionone (MMDBc0033598)

MOL for #<Metabolite:0x00007fecb0c55fe0>

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3D SDF for #<Metabolite:0x00007fecb0c55fe0>

3D-SDF for #<Metabolite:0x00007fecb0c55fe0>

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Structure for #<Metabolite:0x00007fecb0c55fe0>

3D Structure for #<Metabolite:0x00007fecb0c55fe0>