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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:33:32 UTC

Update Date

2022-03-07 02:54:55 UTC

HMDB ID

HMDB0036421

Secondary Accession Numbers

HMDB36421

Metabolite Identification

Common Name

(-)-Valeranone

Description

(-)-Valeranone 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 (-)-Valeranone.

Structure

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

HMDB0036421
     RDKit          3D
(-)-Valeranone
 42 43  0  0  0  0  0  0  0  0999 V2000
    3.9087    0.2745   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    0.5981    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -0.1444    1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3794   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -1.0148   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.4921   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.3474   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9449    0.3314   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5439   -0.9257   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2241   -1.1966    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9194   -0.2609    1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    0.0565    1.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -0.1315    2.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    0.6093    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    1.8963    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5019    0.9403    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931    0.0570   -0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331    1.1999   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.5765   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308    1.6997    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -1.1969    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.4135    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2450   -0.1718    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585    1.0468   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -1.7585   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.1210   -1.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948   -2.0197    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -2.2260   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    0.2581   -2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307   -0.1289   -2.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134    1.4452   -1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197   -0.2735   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.8919   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3289   -1.1871    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885   -2.2349    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -0.7500    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    0.6532    1.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    1.7166   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0575    2.3216    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574    2.6533   -0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    2.0602    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.6312    1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16  4  1  0
 14  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

  Mrv0541 02241218432D          

 16 17  0  0  0  0            999 V2000
   -1.4839   -0.6595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595   -1.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418   -0.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -1.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016   -0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839    0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418    0.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1650    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595    0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016    2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036421

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC2(C)CCCC(=O)C2(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-11(2)12-7-9-14(3)8-5-6-13(16)15(14,4)10-12/h11-12H,5-10H2,1-4H3

> <INCHI_KEY>
HDVXJTYHXDVWQO-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.37148871241986

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4a,8a-dimethyl-7-(propan-2-yl)-decahydronaphthalen-1-one

> <ALOGPS_LOGP>
4.66

> <JCHEM_LOGP>
4.618279346333333

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.4804186061537745

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
67.4446

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-isopropyl-4a,8a-dimethyl-hexahydro-2H-naphthalen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036421
     RDKit          3D
(-)-Valeranone
 42 43  0  0  0  0  0  0  0  0999 V2000
    3.9087    0.2745   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    0.5981    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -0.1444    1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3794   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -1.0148   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.4921   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.3474   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9449    0.3314   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5439   -0.9257   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2241   -1.1966    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9194   -0.2609    1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    0.0565    1.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -0.1315    2.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    0.6093    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    1.8963    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5019    0.9403    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931    0.0570   -0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331    1.1999   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.5765   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308    1.6997    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -1.1969    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.4135    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2450   -0.1718    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585    1.0468   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -1.7585   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.1210   -1.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948   -2.0197    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -2.2260   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    0.2581   -2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307   -0.1289   -2.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134    1.4452   -1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197   -0.2735   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.8919   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3289   -1.1871    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885   -2.2349    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -0.7500    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    0.6532    1.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    1.7166   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0575    2.3216    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574    2.6533   -0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    2.0602    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.6312    1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16  4  1  0
 14  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  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  O   UNK     0      -2.770  -1.231   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.231  -1.693   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.231  -3.232   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.001  -3.848   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.385  -3.079   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.385  -1.538   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.770  -2.154   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.616  -0.615   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.770   0.924   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.385   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.308   0.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.001  -0.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.231   0.308   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.001   3.848   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.385   3.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.616   3.848   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   12                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12    2    6   11   13                                             
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15   10   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0036421
HETATM    1  C1  UNL     1       3.909   0.275  -0.815  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.871   0.598   0.220  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.127  -0.144   1.486  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.479   0.379  -0.336  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.223  -1.015  -0.775  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.178  -1.492  -0.573  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.193  -0.347  -0.698  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.945   0.331  -2.036  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.544  -0.926  -0.714  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.224  -1.197   0.555  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.919  -0.261   1.686  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.487   0.056   1.668  1.00  0.00           C  
HETATM   13  O1  UNL     1      -0.806  -0.132   2.644  1.00  0.00           O  
HETATM   14  C13 UNL     1      -0.916   0.609   0.423  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.697   1.896   0.127  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.502   0.940   0.634  1.00  0.00           C  
HETATM   17  H1  UNL     1       4.893   0.057  -0.360  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.033   1.200  -1.449  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.570  -0.577  -1.446  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.931   1.700   0.458  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.806  -1.197   1.477  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.751   0.413   2.380  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.245  -0.172   1.627  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.459   1.047  -1.248  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.898  -1.758  -0.262  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.493  -1.121  -1.867  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.295  -2.020   0.386  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.419  -2.226  -1.390  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.854   0.258  -2.705  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.131  -0.129  -2.607  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.813   1.445  -1.907  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.220  -0.274  -1.346  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.503  -1.892  -1.303  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.329  -1.187   0.420  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.989  -2.235   0.929  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.185  -0.750   2.636  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.532   0.653   1.551  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.507   1.717  -0.586  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.057   2.322   1.082  1.00  0.00           H  
HETATM   40  H24 UNL     1      -0.957   2.653  -0.268  1.00  0.00           H  
HETATM   41  H25 UNL     1       0.660   2.060   0.640  1.00  0.00           H  
HETATM   42  H26 UNL     1       0.851   0.631   1.664  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5   16   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9   14
CONECT    8   29   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   13   14
CONECT   14   15   16
CONECT   15   38   39   40
CONECT   16   41   42
END

HMDB0036421
     RDKit          3D
(-)-Valeranone
 42 43  0  0  0  0  0  0  0  0999 V2000
    3.9087    0.2745   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    0.5981    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -0.1444    1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3794   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -1.0148   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.4921   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.3474   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9449    0.3314   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5439   -0.9257   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2241   -1.1966    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9194   -0.2609    1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    0.0565    1.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -0.1315    2.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    0.6093    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    1.8963    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5019    0.9403    0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931    0.0570   -0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331    1.1999   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.5765   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308    1.6997    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -1.1969    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.4135    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2450   -0.1718    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585    1.0468   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -1.7585   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.1210   -1.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2948   -2.0197    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -2.2260   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    0.2581   -2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1307   -0.1289   -2.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134    1.4452   -1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197   -0.2735   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.8919   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3289   -1.1871    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885   -2.2349    0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -0.7500    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    0.6532    1.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072    1.7166   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0575    2.3216    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574    2.6533   -0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    2.0602    0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.6312    1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16  4  1  0
 14  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Jatamansone	HMDB
Valeranone	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

4a,8a-dimethyl-7-(propan-2-yl)-decahydronaphthalen-1-one

Traditional Name

7-isopropyl-4a,8a-dimethyl-hexahydro-2H-naphthalen-1-one

CAS Registry Number

5090-54-0

SMILES

CC(C)C1CCC2(C)CCCC(=O)C2(C)C1

InChI Identifier

InChI=1S/C15H26O/c1-11(2)12-7-9-14(3)8-5-6-13(16)15(14,4)10-12/h11-12H,5-10H2,1-4H3

InChI Key

HDVXJTYHXDVWQO-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

Valerane sequiterpene
Sesquiterpenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036421)

Source

Endogenous

Endogenous (HMDB: HMDB0036421)

Plant

Plant (HMDB: HMDB0036421)

Animal

Animal (HMDB: HMDB0036421)

Exogenous

Food

Food (HMDB: HMDB0036421)

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036421)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036421)

Lipid metabolism pathway (HMDB: HMDB0036421)

Cellular process

Cell signaling (HMDB: HMDB0036421)

Biochemical process

Lipid transport (HMDB: HMDB0036421)

Role

Biological role

Energy source (HMDB: HMDB0036421)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036421)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	287.00 to 288.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	3.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.640	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0025 g/L	ALOGPS
logP	4.66	ALOGPS
logP	4.62	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	-7.5	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	1	ChemAxon
Refractivity	67.44 m³·mol⁻¹	ChemAxon
Polarizability	27.37 Å³	ChemAxon
Number of Rings	2	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]+	153.359	31661259
DarkChem	[M-H]-	150.666	31661259
DeepCCS	[M+H]+	159.667	30932474
DeepCCS	[M-H]-	157.309	30932474
DeepCCS	[M-2H]-	191.249	30932474
DeepCCS	[M+Na]+	167.075	30932474
AllCCS	[M+H]+	153.7	32859911
AllCCS	[M+H-H2O]+	150.0	32859911
AllCCS	[M+NH4]+	157.2	32859911
AllCCS	[M+Na]+	158.2	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	163.0	32859911
AllCCS	[M+HCOO]-	163.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Valeranone	CC(C)C1CCC2(C)CCCC(=O)C2(C)C1	2145.7	Standard polar	33892256
(-)-Valeranone	CC(C)C1CCC2(C)CCCC(=O)C2(C)C1	1662.0	Standard non polar	33892256
(-)-Valeranone	CC(C)C1CCC2(C)CCCC(=O)C2(C)C1	1696.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Valeranone,1TMS,isomer #1	CC(C)C1CCC2(C)CCC=C(O[Si](C)(C)C)C2(C)C1	1778.6	Semi standard non polar	33892256
(-)-Valeranone,1TMS,isomer #1	CC(C)C1CCC2(C)CCC=C(O[Si](C)(C)C)C2(C)C1	1698.1	Standard non polar	33892256
(-)-Valeranone,1TBDMS,isomer #1	CC(C)C1CCC2(C)CCC=C(O[Si](C)(C)C(C)(C)C)C2(C)C1	2032.8	Semi standard non polar	33892256
(-)-Valeranone,1TBDMS,isomer #1	CC(C)C1CCC2(C)CCC=C(O[Si](C)(C)C(C)(C)C)C2(C)C1	1842.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Valeranone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5c-3910000000-ba492f23cb5c99ebe16e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Valeranone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Valeranone 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 - (-)-Valeranone 10V, Positive-QTOF	splash10-00di-0290000000-d29a0b145616c275ffa0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 20V, Positive-QTOF	splash10-05gi-4940000000-8461d0e65d91e987933e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 40V, Positive-QTOF	splash10-0ldi-9610000000-d7b121afa6a61773ea9c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 10V, Negative-QTOF	splash10-00di-0090000000-d630622d33e516756367	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 20V, Negative-QTOF	splash10-00di-0090000000-7bfb8f687d440f07c0b5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 40V, Negative-QTOF	splash10-052f-3940000000-c44660493ea4750f4a84	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 10V, Positive-QTOF	splash10-00di-0390000000-5b3a06021c8f0c204e58	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 20V, Positive-QTOF	splash10-0a4s-2910000000-6622b339a98a4650470e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 40V, Positive-QTOF	splash10-0axu-9310000000-781eeb983a65ef623f3f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Valeranone 40V, Negative-QTOF	splash10-00di-0390000000-92da11da855e08703f9d	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

FDB015305

KNApSAcK ID

C00017515

Chemspider ID

459718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

527498

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1522151

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 (-)-Valeranone (HMDB0036421)

MOL for HMDB0036421 ((-)-Valeranone)

3D MOL for HMDB0036421 ((-)-Valeranone)

3D SDF for HMDB0036421 ((-)-Valeranone)

3D-SDF for HMDB0036421 ((-)-Valeranone)

PDB for HMDB0036421 ((-)-Valeranone)

3D PDB for HMDB0036421 ((-)-Valeranone)

SMILES for HMDB0036421 ((-)-Valeranone)

INCHI for HMDB0036421 ((-)-Valeranone)

Structure for HMDB0036421 ((-)-Valeranone)

3D Structure for HMDB0036421 ((-)-Valeranone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra