MiMeDB: Showing metabocard for alpha-Isomethyl-ionone (MMDBc0033591)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:54:52 UTC

Update Date

2024-04-30 20:13:23 UTC

Metabolite ID

MMDBc0033591

Metabolite Identification

Common Name

alpha-Isomethyl-ionone

Description

3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one.

Structure

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

HMDB0031738
     RDKit          3D
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.4401   -0.0236    0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597   -0.5242    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8780   -1.5882    1.5234 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    0.1764    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0813    1.4313   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941   -0.3101    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    0.3650   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    0.7790    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    2.2045    1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337   -0.1314    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377   -1.5470    1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2017   -1.5075   -0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020   -0.5859   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -1.3568   -1.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    0.2556   -2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1701   -0.8081    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5656    0.2772   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5643    0.8867    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    2.2604   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.7409   -0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279    1.2654   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -1.2278    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    1.2748   -0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    2.4396    2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367    2.8268    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4195    2.4978    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    0.2255    2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2410   -1.9453    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1868    1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273   -2.5331   -0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206   -1.2397   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702   -0.9234   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600   -1.4300   -2.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764   -2.3998   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536   -0.4274   -2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263    1.0451   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    0.7440   -1.5138 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END


  Mrv0541 05061306062D          

 15 15  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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    0.0000    0.8250    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  2  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033591

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)C(\C)=C\C1C(C)=CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O/c1-10-7-6-8-14(4,5)13(10)9-11(2)12(3)15/h7,9,13H,6,8H2,1-5H3/b11-9+

> <INCHI_KEY>
JRJBVWJSTHECJK-PKNBQFBNSA-N

> <FORMULA>
C14H22O

> <MOLECULAR_WEIGHT>
206.3239

> <EXACT_MASS>
206.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.9627973860611

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
3.714831984333335

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.70086228673985

> <JCHEM_PKA_STRONGEST_BASIC>
-4.846295705534975

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
66.4458

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031738
     RDKit          3D
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.4401   -0.0236    0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597   -0.5242    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8780   -1.5882    1.5234 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    0.1764    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0813    1.4313   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941   -0.3101    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    0.3650   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    0.7790    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    2.2045    1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337   -0.1314    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377   -1.5470    1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2017   -1.5075   -0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020   -0.5859   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -1.3568   -1.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    0.2556   -2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1701   -0.8081    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5656    0.2772   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5643    0.8867    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    2.2604   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.7409   -0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279    1.2654   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -1.2278    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    1.2748   -0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    2.4396    2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367    2.8268    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4195    2.4978    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    0.2255    2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2410   -1.9453    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1868    1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273   -2.5331   -0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206   -1.2397   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702   -0.9234   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600   -1.4300   -2.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764   -2.3998   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536   -0.4274   -2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263    1.0451   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    0.7440   -1.5138 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-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   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   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   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   14                                                            
CONECT    5   14                                                            
CONECT    6    7    8                                                       
CONECT    7    6   10                                                       
CONECT    8    6   14                                                       
CONECT    9   11   13                                                       
CONECT   10    1    7   13                                                  
CONECT   11    2    9   12                                                  
CONECT   12    3   11   15                                                  
CONECT   13    9   10   14                                                  
CONECT   14    4    5    8   13                                             
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0031738
HETATM    1  C1  UNL     1       4.440  -0.024   0.724  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.060  -0.524   0.884  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.878  -1.588   1.523  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.914   0.176   0.326  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.081   1.431  -0.428  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.694  -0.310   0.495  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.529   0.365  -0.056  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.443   0.779   1.035  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.420   2.205   1.470  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.234  -0.131   1.570  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.238  -1.547   1.117  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.202  -1.508  -0.387  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.202  -0.586  -0.979  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.130  -1.357  -1.755  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.916   0.256  -2.051  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.170  -0.808   1.002  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.566   0.277  -0.348  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.564   0.887   1.355  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.466   2.260  -0.024  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.146   1.741  -0.358  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.828   1.265  -1.483  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.616  -1.228   1.055  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.201   1.275  -0.657  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.156   2.440   2.235  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.637   2.827   0.577  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.419   2.498   1.864  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.894   0.226   2.378  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.241  -1.945   1.404  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.497  -2.187   1.587  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.027  -2.533  -0.820  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.221  -1.240  -0.725  1.00  0.00           H  
HETATM   32  H17 UNL     1       0.870  -0.923  -1.606  1.00  0.00           H  
HETATM   33  H18 UNL     1      -0.360  -1.430  -2.822  1.00  0.00           H  
HETATM   34  H19 UNL     1      -0.076  -2.400  -1.332  1.00  0.00           H  
HETATM   35  H20 UNL     1      -2.254  -0.427  -2.842  1.00  0.00           H  
HETATM   36  H21 UNL     1      -1.226   1.045  -2.415  1.00  0.00           H  
HETATM   37  H22 UNL     1      -2.770   0.744  -1.514  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5    6    6
CONECT    5   19   20   21
CONECT    6    7   22
CONECT    7    8   13   23
CONECT    8    9   10   10
CONECT    9   24   25   26
CONECT   10   11   27
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   35   36   37
END

HMDB0031738
     RDKit          3D
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
 37 37  0  0  0  0  0  0  0  0999 V2000
    4.4401   -0.0236    0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597   -0.5242    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8780   -1.5882    1.5234 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9138    0.1764    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0813    1.4313   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941   -0.3101    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    0.3650   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    0.7790    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    2.2045    1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337   -0.1314    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377   -1.5470    1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2017   -1.5075   -0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020   -0.5859   -0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -1.3568   -1.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    0.2556   -2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1701   -0.8081    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5656    0.2772   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5643    0.8867    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    2.2604   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.7409   -0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279    1.2654   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -1.2278    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008    1.2748   -0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    2.4396    2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367    2.8268    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4195    2.4978    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    0.2255    2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2410   -1.9453    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1868    1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273   -2.5331   -0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206   -1.2397   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702   -0.9234   -1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600   -1.4300   -2.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0764   -2.3998   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536   -0.4274   -2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263    1.0451   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    0.7440   -1.5138 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

Synonyms

Value	Source
3-Methyl-a-ionone	HMDB
Cetone alpha	HMDB
FEMA 2714	HMDB
Isomethyl-a-ionone	HMDB
alpha-Isomethyl ionone	MeSH, HMDB
alpha-Isomethylionone	MeSH, HMDB
Methyl ionone gamma	MeSH, HMDB

Molecular Formula

C₁₄H₂₂O

Average Mass

206.3239

Monoisotopic Mass

206.167065326

IUPAC Name

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

Traditional Name

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

CAS Registry Number

127-51-5

SMILES

CC(=O)C(\C)=C\C1C(C)=CCCC1(C)C

InChI Identifier

InChI=1S/C14H22O/c1-10-7-6-8-14(4,5)13(10)9-11(2)12(3)15/h7,9,13H,6,8H2,1-5H3/b11-9+

InChI Key

JRJBVWJSTHECJK-PKNBQFBNSA-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-branched alpha,beta-unsaturated-ketone
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

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	4.69	ALOGPS
logP	3.71	ChemAxon
logS	-3.5	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	66.45 m³·mol⁻¹	ChemAxon
Polarizability	24.96 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ox-4900000000-188a75ba35cc10a457d4	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	splash10-0a4i-3980000000-aecfe987633b1b3253c9	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05n0-5910000000-d30c3fd0fb817411950b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-9100000000-9b4de8add50fbadeab2b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0190000000-832ea298f97bab583ddc	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bt9-3890000000-f8b94bab666cc1f09e7c	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02ga-4900000000-aab4a14210d641ae936f	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0490000000-b8904ddd6a4476e42b5f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fr-0930000000-c948347582e5019af52e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00l6-9100000000-02cc3f9860c78776dde2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1910000000-96bf5af4c798ec733d36	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-7900000000-f65ac4d5c7d66a0b1bad	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05mo-9300000000-1f95634a65fdfd95d3c4	2021-09-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

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

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

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0031738

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008406

KNApSAcK ID

Not Available

Chemspider ID

4522510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5372174

PDB ID

Not Available

ChEBI ID

Not Available

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 ]
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 alpha-Isomethyl-ionone (MMDBc0033591)

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