MiMeDB: Showing metabocard for trans-beta-damascenone (MMDBc0033491)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:50:51 UTC

Update Date

2022-08-31 22:36:25 UTC

Metabolite ID

MMDBc0033491

Metabolite Identification

Common Name

trans-beta-damascenone

Description

trans-beta-Damascenone is a volatile aroma compound derived from the degradation of carotenoids. It is found in yeast extracts and produced during wine fermentation. It is a major contributor to the aroma of roses, despite its very low concentration, and is an important fragrance chemical used in perfumery.

Structure

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

HMDB0036572
     RDKit          3D
3,5,8-Megastigmatrien-7-one
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5375   -0.4749   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268    0.2137   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -0.3275   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822    0.2852   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671    1.4046   -1.0844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951   -0.0766    0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6067   -1.1409    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -2.1244    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9048   -1.4125    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -0.6141    1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    0.6196    0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509    0.8665   -0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714    0.7188   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1029    2.2961    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -1.5710   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -0.0347   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103   -0.2105   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586    1.1260   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4368   -1.2406    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -2.9376    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -1.7203    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -2.6717    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617   -2.3354    2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9019   -0.8643    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    0.6841   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0547    1.4614    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8650    0.9019   -1.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923    1.4944   -2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -0.3172   -1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    2.8319    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    2.8492   -0.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    2.3209    0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

damascenone
  Mrv1652303102016532D          

 14 14  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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    0.0000    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033491

> <DATABASE_NAME>
MIME

> <SMILES>
C\C=C\C(=O)C1=C(C)C=CCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+

> <INCHI_KEY>
POIARNZEYGURDG-FNORWQNLSA-N

> <FORMULA>
C13H18O

> <MOLECULAR_WEIGHT>
190.286

> <EXACT_MASS>
190.1357652

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.606738542802788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
3.6816035596666667

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.246642868703947

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
63.01640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
damascenone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036572
     RDKit          3D
3,5,8-Megastigmatrien-7-one
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5375   -0.4749   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268    0.2137   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -0.3275   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822    0.2852   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671    1.4046   -1.0844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951   -0.0766    0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6067   -1.1409    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -2.1244    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9048   -1.4125    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -0.6141    1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    0.6196    0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509    0.8665   -0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714    0.7188   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1029    2.2961    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -1.5710   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -0.0347   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103   -0.2105   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586    1.1260   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4368   -1.2406    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -2.9376    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -1.7203    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -2.6717    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617   -2.3354    2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9019   -0.8643    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    0.6841   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0547    1.4614    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8650    0.9019   -1.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923    1.4944   -2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -0.3172   -1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    2.8319    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    2.8492   -0.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    2.3209    0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: damascenone                                       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    6   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0036572
HETATM    1  C1  UNL     1       4.538  -0.475  -0.913  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.227   0.214  -0.986  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.156  -0.328  -0.350  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.882   0.285  -0.385  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.867   1.405  -1.084  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.395  -0.077   0.193  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.607  -1.141   0.917  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.488  -2.124   1.222  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.905  -1.413   1.509  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.919  -0.614   1.356  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.787   0.620   0.566  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.551   0.866  -0.133  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.771   0.719  -1.647  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.103   2.296   0.087  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.442  -1.571  -0.820  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.118  -0.035  -0.077  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.110  -0.210  -1.841  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.059   1.126  -1.514  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.437  -1.241   0.150  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.004  -2.938   1.854  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.254  -1.720   1.901  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.843  -2.672   0.355  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.062  -2.335   2.121  1.00  0.00           H  
HETATM   24  H10 UNL     1      -3.902  -0.864   1.829  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.691   0.684  -0.145  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.055   1.461   1.304  1.00  0.00           H  
HETATM   27  H13 UNL     1      -2.865   0.902  -1.841  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.192   1.494  -2.170  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.513  -0.317  -1.966  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.919   2.832   0.608  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.949   2.849  -0.864  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.232   2.321   0.762  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3   18
CONECT    3    4   19
CONECT    4    5    5    6
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    8   20   21   22
CONECT    9   10   10   23
CONECT   10   11   24
CONECT   11   12   25   26
CONECT   12   13   14
CONECT   13   27   28   29
CONECT   14   30   31   32
END

HMDB0036572
     RDKit          3D
3,5,8-Megastigmatrien-7-one
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.5375   -0.4749   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268    0.2137   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -0.3275   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822    0.2852   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671    1.4046   -1.0844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951   -0.0766    0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6067   -1.1409    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880   -2.1244    1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9048   -1.4125    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -0.6141    1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    0.6196    0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5509    0.8665   -0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714    0.7188   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1029    2.2961    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -1.5710   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -0.0347   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103   -0.2105   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586    1.1260   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4368   -1.2406    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -2.9376    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -1.7203    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -2.6717    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617   -2.3354    2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9019   -0.8643    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    0.6841   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0547    1.4614    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8650    0.9019   -1.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923    1.4944   -2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -0.3172   -1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    2.8319    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    2.8492   -0.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    2.3209    0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

Synonyms

Value	Source
(2E)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one	ChEBI
(e)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one	ChEBI
(e)-beta-Damascenone	ChEBI
beta-(e)-Damascenone	ChEBI
Damascenone	ChEBI
trans-beta-Damascenone	ChEBI
trans-Damascenone	ChEBI
(e)-b-Damascenone	Generator
(e)-Β-damascenone	Generator
b-(e)-Damascenone	Generator
Β-(e)-damascenone	Generator
trans-b-Damascenone	Generator
trans-Β-damascenone	Generator
b-Damascenone	Generator
Β-damascenone	Generator
1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one	HMDB

Molecular Formula

C₁₃H₁₈O

Average Mass

190.286

Monoisotopic Mass

190.1357652

IUPAC Name

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

Traditional Name

damascenone

CAS Registry Number

23696-85-7

SMILES

C\C=C\C(=O)C1=C(C)C=CCC1(C)C

InChI Identifier

InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+

InChI Key

POIARNZEYGURDG-FNORWQNLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Enones

Alternative Parents

Substituents

Enone
Acryloyl-group
Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

enone (CHEBI:67251 )
apo carotenoid monoterpenoid (CHEBI:67251 )
cyclic monoterpene ketone (CHEBI:67251 )
C40 isoprenoids (tetraterpenes) (LMPR01070304 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	4.02	ALOGPS
logP	3.68	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4.2	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	63.02 m³·mol⁻¹	ChemAxon
Polarizability	22.61 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	splash10-01dm-5900000000-4bcd624fdf9c5e42b887	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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	splash10-0006-1900000000-8da6e151fea92abe412a	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kg-6900000000-2069d91b82e6511da0ae	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9200000000-6695f41d1b443f4da598	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-3f94da9b260ed91041b8	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-2900000000-7afc8b9366085d67da73	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-007n-4900000000-d38de494cceadf7b6a17	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-797743ba698bddb677b1	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-d9210597b39735810ebf	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ab9-2900000000-4ac82453126eb07d119f	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-022c-0900000000-3c6a17c1864038197fc5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-2900000000-7fc87120284ef620e86a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ac0-7900000000-3e0424c46a79abc4667d	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

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
Food			FooDB	31437929
Plant	Leaves	Camellia sinensis	FooDB	31437929
Plant	Fruit	Solanum lycopersicum	FooDB	31437929
Plant	Shoot	Melissa officinalis	FooDB	31437929
Plant	Plant	Chamaemelum nobile	FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929
Plant	Plant	Matricaria recutita	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant		Vitis	FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant		Litchi chinensis	FooDB	31437929
Plant	Shoot essent. oil	Ocimum basilicum	FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant	Fruit	Averrhoa carambola	FooDB	31437929
Plant	Fruit juice	Vitis vinifera	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant		Malus pumila	FooDB	31437929
Plant	Leaves	Rubus	FooDB	31437929
Plant		Ananas comosus	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant	Leaves	Ficus carica	FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	22284503
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Blood	Detected but not Quantified				HMDB

External Links

HMDB ID

HMDB0013804

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015480

KNApSAcK ID

C00035536

Chemspider ID

4517997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Damascenone

METLIN ID

Not Available

PubChem Compound

5366074

PDB ID

Not Available

ChEBI ID

67251

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Mahadevan K, Farmer L: Key odor impact compounds in three yeast extract pastes. J Agric Food Chem. 2006 Sep 20;54(19):7242-50. doi: 10.1021/jf061102x. [PubMed:16968089 ]
Gallardo-Chacon JJ, Vichi S, Lopez-Tamames E, Buxaderas S: Changes in the sorption of diverse volatiles by Saccharomyces cerevisiae lees during sparkling wine aging. J Agric Food Chem. 2010 Dec 8;58(23):12426-30. doi: 10.1021/jf103086e. Epub 2010 Nov 12. [PubMed:21073195 ]

Showing metabocard for trans-beta-damascenone (MMDBc0033491)

MOL for #<Metabolite:0x00007f470604fea8>

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3D-SDF for #<Metabolite:0x00007f470604fea8>

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Structure for #<Metabolite:0x00007f470604fea8>

3D Structure for #<Metabolite:0x00007f470604fea8>