Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:41:25 UTC

Update Date

2022-03-07 02:54:35 UTC

HMDB ID

HMDB0035682

Secondary Accession Numbers

HMDB35682

Metabolite Identification

Common Name

delta-Damascone

Description

delta-Damascone, also known as δ-damascone, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. delta-Damascone is a sweet, blackcurrant, and cassis tasting compound. Based on a literature review a significant number of articles have been published on delta-Damascone.

Structure

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

HMDB0035682
     RDKit          3D
delta-Damascone
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.9373   -0.9684    2.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2381   -0.1843    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9237   -0.1023    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.6559    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596    1.2413   -0.7827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2930    0.7567    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7358    1.6183   -1.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404    2.4569   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735    0.7868   -2.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8235   -0.2958   -2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406   -0.5569   -0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -0.5828    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1089   -1.6803   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2411   -0.9108    1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828   -0.4453    2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2274   -1.9754    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533   -1.0324    3.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7963    0.3338    0.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.6363    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    1.3218    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998    2.3041   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    2.3547    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286    3.5508   -0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    2.2453   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    1.0736   -3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781   -0.9054   -2.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963    0.1339   -0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6657   -1.5936   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -2.4606   -0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5059   -2.1963    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5362   -1.3186   -1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -1.0517    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021   -0.1118    2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -1.8249    1.8517 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  1  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
  6 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 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


  Mrv0541 05061308412D          

 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
    2.1434   -0.4125    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
    2.8579    2.4750    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
    2.1434    2.0625    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
    2.1434    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
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035682

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C\C(=O)C1C(C)C=CCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8,10,12H,9H2,1-4H3/b7-5+

> <INCHI_KEY>
XEJGJTYRUWUFFD-FNORWQNLSA-N

> <FORMULA>
C13H20O

> <MOLECULAR_WEIGHT>
192.2973

> <EXACT_MASS>
192.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.082790106321042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
3.874873683666666

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.634109011434862

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
62.407100000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035682
     RDKit          3D
delta-Damascone
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.9373   -0.9684    2.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2381   -0.1843    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9237   -0.1023    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.6559    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596    1.2413   -0.7827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2930    0.7567    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7358    1.6183   -1.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404    2.4569   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735    0.7868   -2.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8235   -0.2958   -2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406   -0.5569   -0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -0.5828    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1089   -1.6803   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2411   -0.9108    1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828   -0.4453    2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2274   -1.9754    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533   -1.0324    3.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7963    0.3338    0.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.6363    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    1.3218    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998    2.3041   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    2.3547    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286    3.5508   -0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    2.2453   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    1.0736   -3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781   -0.9054   -2.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963    0.1339   -0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6657   -1.5936   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -2.4606   -0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5059   -2.1963    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5362   -1.3186   -1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -1.0517    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021   -0.1118    2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -1.8249    1.8517 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  1  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
  6 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 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                                 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       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   4.620   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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   10                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    1    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   11                                                       
CONECT    8    6   10                                                       
CONECT    9    6   13                                                       
CONECT   10    2    8   12                                                  
CONECT   11    7   12   14                                                  
CONECT   12   10   11   13                                                  
CONECT   13    3    4    9   12                                             
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0035682
HETATM    1  C1  UNL     1       3.937  -0.968   2.149  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.238  -0.184   1.106  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.924  -0.102   1.101  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.192   0.656   0.096  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.860   1.241  -0.783  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.293   0.757   0.078  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.736   1.618  -1.084  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.940   2.457  -0.772  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.074   0.787  -2.290  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.824  -0.296  -2.085  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.241  -0.557  -0.684  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.969  -0.583   0.145  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.109  -1.680  -0.463  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.241  -0.911   1.587  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.883  -0.445   2.385  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.227  -1.975   1.756  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.353  -1.032   3.084  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.796   0.334   0.330  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.400  -0.636   1.897  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.568   1.322   1.001  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.100   2.304  -1.356  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.296   2.355   0.274  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.729   3.551  -0.918  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.811   2.245  -1.430  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.714   1.074  -3.268  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.078  -0.905  -2.930  1.00  0.00           H  
HETATM   27  H13 UNL     1      -2.996   0.134  -0.305  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.666  -1.594  -0.653  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.767  -2.461  -0.898  1.00  0.00           H  
HETATM   30  H16 UNL     1       0.506  -2.196   0.309  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.536  -1.319  -1.272  1.00  0.00           H  
HETATM   32  H18 UNL     1      -2.324  -1.052   1.790  1.00  0.00           H  
HETATM   33  H19 UNL     1      -0.902  -0.112   2.289  1.00  0.00           H  
HETATM   34  H20 UNL     1      -0.675  -1.825   1.852  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   12   20
CONECT    7    8    9   21
CONECT    8   22   23   24
CONECT    9   10   10   25
CONECT   10   11   26
CONECT   11   12   27   28
CONECT   12   13   14
CONECT   13   29   30   31
CONECT   14   32   33   34
END

HMDB0035682
     RDKit          3D
delta-Damascone
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.9373   -0.9684    2.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2381   -0.1843    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9237   -0.1023    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.6559    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596    1.2413   -0.7827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2930    0.7567    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7358    1.6183   -1.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404    2.4569   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735    0.7868   -2.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8235   -0.2958   -2.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2406   -0.5569   -0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -0.5828    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1089   -1.6803   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2411   -0.9108    1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828   -0.4453    2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2274   -1.9754    1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533   -1.0324    3.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7963    0.3338    0.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.6363    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    1.3218    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998    2.3041   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    2.3547    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286    3.5508   -0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    2.2453   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    1.0736   -3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781   -0.9054   -2.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963    0.1339   -0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6657   -1.5936   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -2.4606   -0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5059   -2.1963    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5362   -1.3186   -1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243   -1.0517    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021   -0.1118    2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -1.8249    1.8517 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  1  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
  6 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 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
Δ-damascone	Generator
D-Damascone	HMDB
FEMA 3622	HMDB
(±)-trans,trans-δ-damascone	Generator

Chemical Formula

C₁₃H₂₀O

Average Molecular Weight

192.2973

Monoisotopic Molecular Weight

192.151415262

IUPAC Name

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

Traditional Name

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

CAS Registry Number

57378-68-4

SMILES

C\C=C\C(=O)C1C(C)C=CCC1(C)C

InChI Identifier

InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8,10,12H,9H2,1-4H3/b7-5+

InChI Key

XEJGJTYRUWUFFD-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

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0035682)
Membrane (HMDB: HMDB0035682)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	263.59 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	13.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.200	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.95	ALOGPS
logP	3.87	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-4.6	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	62.41 m³·mol⁻¹	ChemAxon
Polarizability	23.08 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]+	152.815	30932474
DeepCCS	[M-H]-	150.457	30932474
DeepCCS	[M-2H]-	184.53	30932474
DeepCCS	[M+Na]+	159.399	30932474
AllCCS	[M+H]+	142.6	32859911
AllCCS	[M+H-H2O]+	138.5	32859911
AllCCS	[M+NH4]+	146.4	32859911
AllCCS	[M+Na]+	147.5	32859911
AllCCS	[M-H]-	149.7	32859911
AllCCS	[M+Na-2H]-	150.6	32859911
AllCCS	[M+HCOO]-	151.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta-Damascone	C\C=C\C(=O)C1C(C)C=CCC1(C)C	1740.1	Standard polar	33892256
delta-Damascone	C\C=C\C(=O)C1C(C)C=CCC1(C)C	1374.4	Standard non polar	33892256
delta-Damascone	C\C=C\C(=O)C1C(C)C=CCC1(C)C	1384.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
delta-Damascone,1TMS,isomer #1	C/C=C/C(O[Si](C)(C)C)=C1C(C)C=CCC1(C)C	1518.9	Semi standard non polar	33892256
delta-Damascone,1TMS,isomer #1	C/C=C/C(O[Si](C)(C)C)=C1C(C)C=CCC1(C)C	1488.5	Standard non polar	33892256
delta-Damascone,1TBDMS,isomer #1	C/C=C/C(O[Si](C)(C)C(C)(C)C)=C1C(C)C=CCC1(C)C	1731.7	Semi standard non polar	33892256
delta-Damascone,1TBDMS,isomer #1	C/C=C/C(O[Si](C)(C)C(C)(C)C)=C1C(C)C=CCC1(C)C	1711.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - delta-Damascone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-9700000000-972489c0f7952ff1dc8e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta-Damascone 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 - delta-Damascone 10V, Positive-QTOF	splash10-0006-1900000000-9591e5d1ee7037a275de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 20V, Positive-QTOF	splash10-0fr6-6900000000-ea69373cc6adc6297a31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 40V, Positive-QTOF	splash10-014l-9200000000-8b9d538d68cea015237e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 10V, Negative-QTOF	splash10-0006-0900000000-843d3287963b1262056b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 20V, Negative-QTOF	splash10-0006-2900000000-18c51b868d2461253b19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 40V, Negative-QTOF	splash10-0kg7-4900000000-c5dbc8ef3ba1bfd1deb8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 10V, Negative-QTOF	splash10-006x-0900000000-63c828647e466d417804	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 20V, Negative-QTOF	splash10-00di-0900000000-990661ae83889d9be94f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 40V, Negative-QTOF	splash10-0l6u-9600000000-5cb71b421d7048414f2d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 10V, Positive-QTOF	splash10-00di-1900000000-9e79fb4857e0605d0198	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 20V, Positive-QTOF	splash10-00di-3900000000-7d7f654d942921e99be0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-Damascone 40V, Positive-QTOF	splash10-0ae9-9800000000-9e4186422017eed16a9e	2021-09-24	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

FDB014463

KNApSAcK ID

Not Available

Chemspider ID

4517857

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5365916

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1006961

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for delta-Damascone (HMDB0035682)

MOL for HMDB0035682 (delta-Damascone)

3D MOL for HMDB0035682 (delta-Damascone)

3D SDF for HMDB0035682 (delta-Damascone)

3D-SDF for HMDB0035682 (delta-Damascone)

PDB for HMDB0035682 (delta-Damascone)

3D PDB for HMDB0035682 (delta-Damascone)

SMILES for HMDB0035682 (delta-Damascone)

INCHI for HMDB0035682 (delta-Damascone)

Structure for HMDB0035682 (delta-Damascone)

3D Structure for HMDB0035682 (delta-Damascone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra