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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 21:43:17 UTC

Update Date

2023-02-21 17:25:24 UTC

HMDB ID

HMDB0036565

Secondary Accession Numbers

HMDB36565

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>
HMDB0036565

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View Stereo Labels

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

Chemical Formula

C₁₃H₂₀O

Average Molecular Weight

192.2973

Monoisotopic Molecular Weight

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 )

Ontology

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 20809147)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036565)

Source

Endogenous

Endogenous (HMDB: HMDB0036565)

Plant

Animal

Animal (HMDB: HMDB0036565)

Exogenous

Food

Food (HMDB: HMDB0036565)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Evergreen blackberry (FooDB: FOOD00901)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Aquatic origin

Seaweed

Wakame (FooDB: FOOD00550)

Exogenous (HMDB: HMDB0036565)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036565)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036565)
5-Deoxystrigol Biosynthesis (PathBank: SMP0012018)

Lipid metabolism pathway (HMDB: HMDB0036565)

Cellular process

Cell signaling (HMDB: HMDB0036565)

Biochemical process

Lipid transport (HMDB: HMDB0036565)

Role

Industrial applicationBiological role

Energy source (HMDB: HMDB0036565)
Allergen (HMDB: HMDB0036565)
Anti bacterial (HMDB: HMDB0036565)
Anti cariogenic (HMDB: HMDB0036565)
Anti melanomic (HMDB: HMDB0036565)
Cytochrome-p450 inducer (HMDB: HMDB0036565)
Hypocholesterolemic (HMDB: HMDB0036565)
Trichomonicide (HMDB: HMDB0036565)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	266.00 to 269.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	25.16 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.710 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	153.301	30932474
DeepCCS	[M-H]-	150.943	30932474
DeepCCS	[M-2H]-	185.132	30932474
DeepCCS	[M+Na]+	159.855	30932474
AllCCS	[M+H]+	143.8	32859911
AllCCS	[M+H-H2O]+	139.7	32859911
AllCCS	[M+NH4]+	147.6	32859911
AllCCS	[M+Na]+	148.7	32859911
AllCCS	[M-H]-	150.5	32859911
AllCCS	[M+Na-2H]-	151.5	32859911
AllCCS	[M+HCOO]-	152.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.54 minutes	32390414
Predicted by Siyang on May 30, 2022	19.4009 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2457.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	682.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	251.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	421.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	289.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	752.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	800.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	109.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1623.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	538.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1569.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	612.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	444.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	470.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	685.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Ionone	CC(=O)\C=C\C1=C(C)CCCC1(C)C	1898.1	Standard polar	33892256
beta-Ionone	CC(=O)\C=C\C1=C(C)CCCC1(C)C	1446.8	Standard non polar	33892256
beta-Ionone	CC(=O)\C=C\C1=C(C)CCCC1(C)C	1451.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Ionone,1TMS,isomer #1	C=C(/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	1658.3	Semi standard non polar	33892256
beta-Ionone,1TMS,isomer #1	C=C(/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	1703.4	Standard non polar	33892256
beta-Ionone,1TBDMS,isomer #1	C=C(/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	1896.1	Semi standard non polar	33892256
beta-Ionone,1TBDMS,isomer #1	C=C(/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	1945.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-002f-8900000000-c13b694647d1f5e201bf	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004i-3900000000-b2fd6907056260485dd2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004l-9800000000-3e2f914b8442dedd62d9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004l-6900000000-a0ed0929b7cb7526955d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004l-4900000000-3169016f24891f9035d6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-002f-8900000000-c13b694647d1f5e201bf	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004i-3900000000-b2fd6907056260485dd2	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004l-9800000000-3e2f914b8442dedd62d9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004l-6900000000-a0ed0929b7cb7526955d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - beta-Ionone EI-B (Non-derivatized)	splash10-004l-4900000000-3169016f24891f9035d6	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-2900000000-00c10c6b19261d08ffea	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004l-6900000000-9288b23b92d86ede5336	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 10V, Positive-QTOF	splash10-002f-0900000000-0f7a122ff9743bcbf077	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 20V, Positive-QTOF	splash10-004u-4900000000-9dad39944d71a20a0f87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 40V, Positive-QTOF	splash10-0gbc-9400000000-77a4b4a15731ccc83316	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 10V, Negative-QTOF	splash10-0006-0900000000-b62117da7fb50997c027	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 20V, Negative-QTOF	splash10-0006-0900000000-e7133a7253517651678a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 40V, Negative-QTOF	splash10-05ed-3900000000-c1d86be9896bad6ad97e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 10V, Positive-QTOF	splash10-0006-1900000000-2dfc2141d793c1b81afc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 20V, Positive-QTOF	splash10-05gl-7900000000-4e2d786c5425c33577a5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 40V, Positive-QTOF	splash10-052f-9500000000-66ef449f7e5f91221704	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 10V, Negative-QTOF	splash10-0006-0900000000-14436e4d9ff8d032db54	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 20V, Negative-QTOF	splash10-0007-0900000000-85f77f47306d55836911	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionone 40V, Negative-QTOF	splash10-0002-1900000000-5f53d8abc51bbf1e4e99	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	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

Extracellular
Membrane

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)	Both	Normal	20809147	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

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

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1131301

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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. [PubMed:15450939 ]
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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Beta,beta-carotene 9',10'-oxygenase

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: Asymmetrically cleaves beta-carotene at the 9',10' double bond resulting in the formation of beta-apo-10'-carotenal and beta-ionone. Besides beta-carotene, lycopene is also oxidatively cleaved. The apocarotenals formed by this enzyme may be the precursors for the biosynthesis of retinoic acid or exert unknown physiological effects.
Gene Name:: BCO2
Uniprot ID:: Q9BYV7
Molecular weight:: 61509.65

Reactions

beta-Carotene + Oxygen → all-trans-10'-apo-beta-carotenal + beta-Ionone	details

Showing metabocard for beta-Ionone (HMDB0036565)

MOL for HMDB0036565 (beta-Ionone)

3D MOL for HMDB0036565 (beta-Ionone)

3D SDF for HMDB0036565 (beta-Ionone)

3D-SDF for HMDB0036565 (beta-Ionone)

PDB for HMDB0036565 (beta-Ionone)

3D PDB for HMDB0036565 (beta-Ionone)

SMILES for HMDB0036565 (beta-Ionone)

INCHI for HMDB0036565 (beta-Ionone)

Structure for HMDB0036565 (beta-Ionone)

3D Structure for HMDB0036565 (beta-Ionone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions