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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:09:54 UTC

Update Date

2022-03-07 02:56:17 UTC

HMDB ID

HMDB0039637

Secondary Accession Numbers

HMDB39637

Metabolite Identification

Common Name

beta-Elemenone

Description

beta-Elemenone, also known as β-elemenone, 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-Elemenone.

Structure

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

HMDB0039637
     RDKit          3D
beta-Elemenone
 38 38  0  0  0  0  0  0  0  0999 V2000
   -1.9850   -0.8110    2.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2494   -0.9332    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1888   -0.8982    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -1.2571   -1.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447   -1.8917    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544   -1.3273    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.8288    1.7687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633   -0.1836    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236    0.1424    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.6675    0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    1.3310   -0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817    0.6482   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883    0.5225    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315    1.3678   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830    2.0010   -1.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0275    1.5315   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   -0.8342    3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.6806    2.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -1.0635    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944   -0.3818   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472   -2.0481   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616   -1.7604   -1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -2.5839   -0.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859   -2.5543    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.7258    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082   -0.5900    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9516   -0.3753    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341    1.1731   -0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    1.5087   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    2.2438   -0.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390    0.1886   -1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    1.7028   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964    0.8509    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    2.6310   -2.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729    1.8961   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    0.7280   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213    1.3854    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4164    2.5434   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

  Mrv0541 05061311172D          

 16 16  0  0  0  0            999 V2000
    0.4663    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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    2.0625    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
    0.1842    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039637

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CC(=C(C)C)C(=O)CC1(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-7-15(6)9-14(16)12(10(2)3)8-13(15)11(4)5/h7,13H,1,4,8-9H2,2-3,5-6H3

> <INCHI_KEY>
ABLPGPHZENVRRH-UHFFFAOYSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.3346

> <EXACT_MASS>
218.167065326

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.272428598829528

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-ethenyl-5-methyl-4-(prop-1-en-2-yl)-2-(propan-2-ylidene)cyclohexan-1-one

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
3.968106122

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5067838277246075

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
69.72529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-ethenyl-5-methyl-4-(prop-1-en-2-yl)-2-(propan-2-ylidene)cyclohexan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039637
     RDKit          3D
beta-Elemenone
 38 38  0  0  0  0  0  0  0  0999 V2000
   -1.9850   -0.8110    2.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2494   -0.9332    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1888   -0.8982    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -1.2571   -1.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447   -1.8917    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544   -1.3273    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.8288    1.7687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633   -0.1836    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236    0.1424    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.6675    0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    1.3310   -0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817    0.6482   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883    0.5225    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315    1.3678   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830    2.0010   -1.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0275    1.5315   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   -0.8342    3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.6806    2.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -1.0635    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944   -0.3818   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472   -2.0481   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616   -1.7604   -1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -2.5839   -0.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859   -2.5543    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.7258    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082   -0.5900    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9516   -0.3753    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341    1.1731   -0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    1.5087   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    2.2438   -0.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390    0.1886   -1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    1.7028   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964    0.8509    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    2.6310   -2.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729    1.8961   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    0.7280   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213    1.3854    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4164    2.5434   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  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       0.870   4.937   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   11                                                            
CONECT    6   15                                                            
CONECT    7    1   15                                                       
CONECT    8   12   13                                                       
CONECT    9   14   15                                                       
CONECT   10    2    3   12                                                  
CONECT   11    4    5   13                                                  
CONECT   12    8   10   14                                                  
CONECT   13    8   11   15                                                  
CONECT   14    9   12   16                                                  
CONECT   15    6    7    9   13                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0039637
HETATM    1  C1  UNL     1      -1.985  -0.811   2.425  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.249  -0.933   1.131  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.189  -0.898   0.089  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.802  -1.257  -1.245  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.145  -1.892   0.521  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.154  -1.327   0.855  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.842  -1.829   1.769  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.663  -0.184   0.136  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.924   0.142   0.108  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.920  -0.667   0.832  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.371   1.331  -0.652  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.682   0.648  -0.602  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.688   0.522   0.015  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.631   1.368  -0.733  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.283   2.001  -1.831  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.027   1.532  -0.253  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.742  -0.834   3.194  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.959  -0.681   2.740  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.281  -1.063   0.838  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.894  -0.382  -1.908  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.147  -2.048  -1.709  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.762  -1.760  -1.052  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.014  -2.584  -0.359  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.486  -2.554   1.337  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.793  -1.726   0.498  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.808  -0.590   1.950  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.952  -0.375   0.524  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.434   1.173  -0.927  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.738   1.509  -1.561  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.276   2.244  -0.034  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.639   0.189  -1.633  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.955   1.703  -0.597  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.596   0.851   1.095  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.939   2.631  -2.412  1.00  0.00           H  
HETATM   35  H19 UNL     1      -0.273   1.896  -2.193  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.646   0.728  -0.707  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.021   1.385   0.847  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.416   2.543  -0.500  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    5   13
CONECT    4   20   21   22
CONECT    5    6   23   24
CONECT    6    7    7    8
CONECT    8    9    9   12
CONECT    9   10   11
CONECT   10   25   26   27
CONECT   11   28   29   30
CONECT   12   13   31   32
CONECT   13   14   33
CONECT   14   15   15   16
CONECT   15   34   35
CONECT   16   36   37   38
END

HMDB0039637
     RDKit          3D
beta-Elemenone
 38 38  0  0  0  0  0  0  0  0999 V2000
   -1.9850   -0.8110    2.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2494   -0.9332    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1888   -0.8982    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -1.2571   -1.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447   -1.8917    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544   -1.3273    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -1.8288    1.7687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633   -0.1836    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236    0.1424    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198   -0.6675    0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    1.3310   -0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817    0.6482   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883    0.5225    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315    1.3678   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830    2.0010   -1.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0275    1.5315   -0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   -0.8342    3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.6806    2.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -1.0635    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944   -0.3818   -1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472   -2.0481   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616   -1.7604   -1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -2.5839   -0.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859   -2.5543    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.7258    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082   -0.5900    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9516   -0.3753    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341    1.1731   -0.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    1.5087   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759    2.2438   -0.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390    0.1886   -1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    1.7028   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964    0.8509    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    2.6310   -2.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729    1.8961   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    0.7280   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213    1.3854    0.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4164    2.5434   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Elemenone	Generator
Β-elemenone	Generator
Elemenone	HMDB

Chemical Formula

C₁₅H₂₂O

Average Molecular Weight

218.3346

Monoisotopic Molecular Weight

218.167065326

IUPAC Name

5-ethenyl-5-methyl-4-(prop-1-en-2-yl)-2-(propan-2-ylidene)cyclohexan-1-one

Traditional Name

5-ethenyl-5-methyl-4-(prop-1-en-2-yl)-2-(propan-2-ylidene)cyclohexan-1-one

CAS Registry Number

20303-60-0

SMILES

CC(=C)C1CC(=C(C)C)C(=O)CC1(C)C=C

InChI Identifier

InChI=1S/C15H22O/c1-7-15(6)9-14(16)12(10(2)3)8-13(15)11(4)5/h7,13H,1,4,8-9H2,2-3,5-6H3

InChI Key

ABLPGPHZENVRRH-UHFFFAOYSA-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

Sesquiterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039637)

Source

Endogenous

Endogenous (HMDB: HMDB0039637)

Plant

Plant (HMDB: HMDB0039637)

Animal

Animal (HMDB: HMDB0039637)

Exogenous

Food

Food (HMDB: HMDB0039637)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0039637)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039637)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039637)

Lipid metabolism pathway (HMDB: HMDB0039637)

Cellular process

Cell signaling (HMDB: HMDB0039637)

Biochemical process

Lipid transport (HMDB: HMDB0039637)

Role

Biological role

Energy source (HMDB: HMDB0039637)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039637)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.98 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	4.17	ALOGPS
logP	3.97	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-4.5	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	69.73 m³·mol⁻¹	ChemAxon
Polarizability	26.27 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.677	31661259
DarkChem	[M-H]-	148.417	31661259
DeepCCS	[M+H]+	157.316	30932474
DeepCCS	[M-H]-	154.958	30932474
DeepCCS	[M-2H]-	187.936	30932474
DeepCCS	[M+Na]+	163.409	30932474
AllCCS	[M+H]+	149.3	32859911
AllCCS	[M+H-H2O]+	145.5	32859911
AllCCS	[M+NH4]+	152.8	32859911
AllCCS	[M+Na]+	153.8	32859911
AllCCS	[M-H]-	156.7	32859911
AllCCS	[M+Na-2H]-	157.3	32859911
AllCCS	[M+HCOO]-	158.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Elemenone	CC(=C)C1CC(=C(C)C)C(=O)CC1(C)C=C	2061.4	Standard polar	33892256
beta-Elemenone	CC(=C)C1CC(=C(C)C)C(=O)CC1(C)C=C	1597.5	Standard non polar	33892256
beta-Elemenone	CC(=C)C1CC(=C(C)C)C(=O)CC1(C)C=C	1608.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Elemenone,1TMS,isomer #1	C=CC1(C)C=C(O[Si](C)(C)C)C(=C(C)C)CC1C(=C)C	1696.7	Semi standard non polar	33892256
beta-Elemenone,1TMS,isomer #1	C=CC1(C)C=C(O[Si](C)(C)C)C(=C(C)C)CC1C(=C)C	1652.5	Standard non polar	33892256
beta-Elemenone,1TBDMS,isomer #1	C=CC1(C)C=C(O[Si](C)(C)C(C)(C)C)C(=C(C)C)CC1C(=C)C	1927.5	Semi standard non polar	33892256
beta-Elemenone,1TBDMS,isomer #1	C=CC1(C)C=C(O[Si](C)(C)C(C)(C)C)C(=C(C)C)CC1C(=C)C	1837.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Elemenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fft-9810000000-3ccdb98b27bedfec5138	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Elemenone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 10V, Positive-QTOF	splash10-014i-0390000000-908fa708017fbba31395	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 20V, Positive-QTOF	splash10-00or-4920000000-89498170fb34099daccc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 40V, Positive-QTOF	splash10-0uxr-9400000000-6231ed4c533b064a9ceb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 10V, Negative-QTOF	splash10-014i-0090000000-11e500981842550e86ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 20V, Negative-QTOF	splash10-014i-0290000000-1c1bf653d9e1305fbcea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 40V, Negative-QTOF	splash10-0ug3-3920000000-6f8392ffc6beb3f85cff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 10V, Positive-QTOF	splash10-014i-0970000000-45c793debcb27eb7a9e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 20V, Positive-QTOF	splash10-066s-9800000000-a935303ac347974e51df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 40V, Positive-QTOF	splash10-014l-9400000000-093795914a00fa008b1d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 10V, Negative-QTOF	splash10-014i-0090000000-868e2fb00a2cfbf6c529	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 20V, Negative-QTOF	splash10-014r-0690000000-e45d2197f52cc9fcd259	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Elemenone 40V, Negative-QTOF	splash10-00g0-0900000000-809fc8f75f2422a2d228	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019265

KNApSAcK ID

C00052874

Chemspider ID

453377

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

519762

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1878991

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for beta-Elemenone (HMDB0039637)

MOL for HMDB0039637 (beta-Elemenone)

3D MOL for HMDB0039637 (beta-Elemenone)

3D SDF for HMDB0039637 (beta-Elemenone)

3D-SDF for HMDB0039637 (beta-Elemenone)

PDB for HMDB0039637 (beta-Elemenone)

3D PDB for HMDB0039637 (beta-Elemenone)

SMILES for HMDB0039637 (beta-Elemenone)

INCHI for HMDB0039637 (beta-Elemenone)

Structure for HMDB0039637 (beta-Elemenone)

3D Structure for HMDB0039637 (beta-Elemenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra