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 21:15:05 UTC

Update Date

2022-03-07 02:54:49 UTC

HMDB ID

HMDB0036192

Secondary Accession Numbers

HMDB36192

Metabolite Identification

Common Name

Apritone

Description

Apritone belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a small amount of articles have been published on Apritone.

Structure

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

HMDB0036192
     RDKit          3D
Apritone
 40 40  0  0  0  0  0  0  0  0999 V2000
   -3.6246    1.7580   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970    0.6371    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5686    0.8526    1.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7542   -0.5763    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647   -0.8080   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -1.2918    0.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453   -1.5687    0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1565   -2.5641   -0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8916   -0.8908    0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.0929    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723    0.1638   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918   -0.0603   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    1.3457   -1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    2.1905   -0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    1.2340    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702    1.3122    1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538    1.4580   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2401    2.6538   -0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943    1.9091    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4000    0.6686    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6667    0.1228    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6469    1.9079    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190   -1.4051    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674   -1.5325   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223    0.1302   -0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.4971    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923   -2.1804    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -1.9963   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431   -3.0583   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8320   -3.3499   -0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.1329    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -1.9003   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508   -1.4037    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.5749   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252   -0.5613   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.6879   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8733    1.3432   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6768    1.6969   -2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302    2.9240   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    2.6753    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
M  END


  Mrv0541 02241218312D          

 16 16  0  0  0  0            999 V2000
   -3.5258   -0.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3122   -1.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -1.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1936   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356    0.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    1.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4787    0.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7638   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0490    0.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810    0.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    0.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0490    0.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    0.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036192

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC1CCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-12(2)6-4-7-13(3)10-11-14-8-5-9-15(14)16/h6,10,14H,4-5,7-9,11H2,1-3H3/b13-10+

> <INCHI_KEY>
ZNSALEJHPSBXDK-JLHYYAGUSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.434719706252707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopentan-1-one

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
4.4614717630000005

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.416819276971891

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
71.2251

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopentan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036192
     RDKit          3D
Apritone
 40 40  0  0  0  0  0  0  0  0999 V2000
   -3.6246    1.7580   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970    0.6371    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5686    0.8526    1.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7542   -0.5763    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647   -0.8080   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -1.2918    0.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453   -1.5687    0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1565   -2.5641   -0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8916   -0.8908    0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.0929    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723    0.1638   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918   -0.0603   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    1.3457   -1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    2.1905   -0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    1.2340    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702    1.3122    1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538    1.4580   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2401    2.6538   -0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943    1.9091    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4000    0.6686    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6667    0.1228    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6469    1.9079    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190   -1.4051    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674   -1.5325   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223    0.1302   -0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.4971    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923   -2.1804    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -1.9963   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431   -3.0583   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8320   -3.3499   -0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.1329    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -1.9003   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508   -1.4037    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.5749   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252   -0.5613   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.6879   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8733    1.3432   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6768    1.6969   -2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302    2.9240   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    2.6753    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.581  -0.399   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.183  -1.890   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.645  -1.973   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.095  -0.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.293   0.432   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.211   1.973   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.760   0.234   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.426  -0.535   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.091   0.234   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.243  -0.535   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.578   0.234   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.912  -0.535   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.247   0.234   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.581  -0.535   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.091   1.777   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.247   1.777   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13                                                            
CONECT   15    9                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0036192
HETATM    1  C1  UNL     1      -3.625   1.758  -0.377  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.297   0.637   0.328  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.569   0.853   1.037  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.754  -0.576   0.326  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.465  -0.808  -0.389  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.472  -1.292   0.637  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.145  -1.569   0.098  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.157  -2.564  -0.966  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.892  -0.891   0.578  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.276  -1.093   0.103  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.872   0.164  -0.479  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.292  -0.060  -0.964  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.823   1.346  -1.077  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.019   2.190  -0.092  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.074   1.234   0.513  1.00  0.00           C  
HETATM   16  O1  UNL     1       2.570   1.312   1.598  1.00  0.00           O  
HETATM   17  H1  UNL     1      -3.554   1.458  -1.455  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.240   2.654  -0.277  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.594   1.909   0.049  1.00  0.00           H  
HETATM   20  H4  UNL     1      -6.400   0.669   0.335  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.667   0.123   1.866  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.647   1.908   1.383  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.219  -1.405   0.828  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.667  -1.533  -1.186  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.122   0.130  -0.865  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.399  -0.497   1.404  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.892  -2.180   1.194  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.606  -1.996  -1.810  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.743  -3.058  -1.365  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.832  -3.350  -0.586  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.755  -0.133   1.370  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.335  -1.900  -0.654  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.951  -1.404   0.940  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.269   0.575  -1.309  1.00  0.00           H  
HETATM   35  H19 UNL     1       4.225  -0.561  -1.948  1.00  0.00           H  
HETATM   36  H20 UNL     1       4.863  -0.688  -0.253  1.00  0.00           H  
HETATM   37  H21 UNL     1       5.873   1.343  -0.745  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.677   1.697  -2.100  1.00  0.00           H  
HETATM   39  H23 UNL     1       3.430   2.924  -0.677  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.682   2.675   0.653  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9    9
CONECT    8   28   29   30
CONECT    9   10   31
CONECT   10   11   32   33
CONECT   11   12   15   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   16
END

HMDB0036192
     RDKit          3D
Apritone
 40 40  0  0  0  0  0  0  0  0999 V2000
   -3.6246    1.7580   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970    0.6371    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5686    0.8526    1.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7542   -0.5763    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647   -0.8080   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -1.2918    0.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1453   -1.5687    0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1565   -2.5641   -0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8916   -0.8908    0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.0929    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723    0.1638   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918   -0.0603   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    1.3457   -1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    2.1905   -0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    1.2340    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702    1.3122    1.5984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538    1.4580   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2401    2.6538   -0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943    1.9091    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4000    0.6686    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6667    0.1228    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6469    1.9079    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190   -1.4051    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674   -1.5325   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223    0.1302   -0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.4971    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923   -2.1804    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -1.9963   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431   -3.0583   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8320   -3.3499   -0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.1329    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -1.9003   -0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508   -1.4037    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.5749   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252   -0.5613   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.6879   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8733    1.3432   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6768    1.6969   -2.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302    2.9240   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    2.6753    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,7-Dimethyl-6-octenylidene)-(e)-cyclopentanone	HMDB
Decenyl cyclopentanone	HMDB
FEMA 3829	HMDB
Geranylcyclopentanone	HMDB
2-(3,7-Dimethyl-2,6-octadienyl)cyclopentanone	MeSH

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopentan-1-one

Traditional Name

2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopentan-1-one

CAS Registry Number

74016-19-6

SMILES

CC(C)=CCC\C(C)=C\CC1CCCC1=O

InChI Identifier

InChI=1S/C15H24O/c1-12(2)6-4-7-13(3)10-11-14-8-5-9-15(14)16/h6,10,14H,4-5,7-9,11H2,1-3H3/b13-10+

InChI Key

ZNSALEJHPSBXDK-JLHYYAGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
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

Cytoplasm (HMDB: HMDB0036192)
Cell membrane (HMDB: HMDB0036192)

Cellular substructure

Extracellular (HMDB: HMDB0036192)
Membrane (HMDB: HMDB0036192)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036192)

Source

Endogenous

Endogenous (HMDB: HMDB0036192)

Animal

Animal (HMDB: HMDB0036192)

Exogenous

Food

Food (HMDB: HMDB0036192)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036192)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036192)

Cellular process

Cell signaling (HMDB: HMDB0036192)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036192)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036192)

Nutrient

Nutrient (HMDB: HMDB0036192)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036192)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0036192)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	312.00 to 313.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.08 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.108 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	5.32	ALOGPS
logP	4.46	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-7.4	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	5	ChemAxon
Refractivity	71.23 m³·mol⁻¹	ChemAxon
Polarizability	27.43 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]+	156.609	31661259
DarkChem	[M-H]-	155.163	31661259
DeepCCS	[M+H]+	154.011	30932474
DeepCCS	[M-H]-	151.259	30932474
DeepCCS	[M-2H]-	187.009	30932474
DeepCCS	[M+Na]+	162.547	30932474
AllCCS	[M+H]+	155.7	32859911
AllCCS	[M+H-H2O]+	151.9	32859911
AllCCS	[M+NH4]+	159.1	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	160.8	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apritone	CC(C)=CCC\C(C)=C\CC1CCCC1=O	2169.3	Standard polar	33892256
Apritone	CC(C)=CCC\C(C)=C\CC1CCCC1=O	1717.5	Standard non polar	33892256
Apritone	CC(C)=CCC\C(C)=C\CC1CCCC1=O	1712.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Apritone,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)CCC1	1863.2	Semi standard non polar	33892256
Apritone,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)CCC1	1826.3	Standard non polar	33892256
Apritone,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C	1827.9	Semi standard non polar	33892256
Apritone,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C	1822.2	Standard non polar	33892256
Apritone,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)CCC1	2091.3	Semi standard non polar	33892256
Apritone,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)CCC1	1990.1	Standard non polar	33892256
Apritone,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C(C)(C)C	2075.0	Semi standard non polar	33892256
Apritone,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C(C)(C)C	1943.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Apritone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-5910000000-2d41041cb374dce86460	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apritone 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 - Apritone 10V, Positive-QTOF	splash10-00di-1590000000-50cfbe291b229ab75d4b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 20V, Positive-QTOF	splash10-00xs-6910000000-703bdfdaa8c42ef21bd0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 40V, Positive-QTOF	splash10-014i-9200000000-4849d42a72f1b1b667b4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 10V, Negative-QTOF	splash10-014i-0090000000-dbef1a881ce6e52db160	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 20V, Negative-QTOF	splash10-014i-1290000000-86042127e48c708f30c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 40V, Negative-QTOF	splash10-001l-9510000000-67c303efedcfb87227b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 20V, Negative-QTOF	splash10-014i-1490000000-f7cc9cca26df02cef714	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 40V, Negative-QTOF	splash10-01ba-9500000000-6ec560110a644c9c463e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 10V, Positive-QTOF	splash10-01c0-9320000000-57c4bdb894b3d9fc4e8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 20V, Positive-QTOF	splash10-05o3-9100000000-662171108be3e2a1f636	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apritone 40V, Positive-QTOF	splash10-00mo-9100000000-25784815cd31fa5ef027	2021-09-22	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

FDB015047

KNApSAcK ID

Not Available

Chemspider ID

4941987

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6437428

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1429601

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 Apritone (HMDB0036192)

MOL for HMDB0036192 (Apritone)

3D MOL for HMDB0036192 (Apritone)

3D SDF for HMDB0036192 (Apritone)

3D-SDF for HMDB0036192 (Apritone)

PDB for HMDB0036192 (Apritone)

3D PDB for HMDB0036192 (Apritone)

SMILES for HMDB0036192 (Apritone)

INCHI for HMDB0036192 (Apritone)

Structure for HMDB0036192 (Apritone)

3D Structure for HMDB0036192 (Apritone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra