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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:48:27 UTC

Update Date

2022-03-07 02:56:32 UTC

HMDB ID

HMDB0040273

Secondary Accession Numbers

HMDB40273

Metabolite Identification

Common Name

Terpenyl isovalerate

Description

Terpenyl isovalerate belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on Terpenyl isovalerate.

Structure

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

HMDB0040273
     RDKit          3D
Terpenyl isovalerate
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.5481    1.8680    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3059    1.0803    0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    0.9112    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    0.1605    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0992   -0.4566   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1148   -1.5462   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -2.6769    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809   -2.2066   -2.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2177   -1.2323   -0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -0.7303   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -0.4764    1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586   -0.4336   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9493    0.9740   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7964    1.3902    1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.9665   -1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.8467   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    0.4845   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    2.4717    1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    1.1834    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7524    2.5265   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793    1.3810    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593   -0.5724    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    0.9939    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.3932   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -3.6062   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460   -2.4477    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4670   -2.8528    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -2.7182   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3235   -2.8876   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.3791   -2.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1819   -1.1070    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -0.6947   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0599    1.0369   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3515    0.6548    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687    2.3594    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590    1.5620    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    1.5083   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473    2.4374   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9957    2.7788   -1.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.2607   -2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -1.4426   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    0.2983   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8004    1.1536   -1.8718 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END


  Mrv0541 05061311432D          

 17 17  0  0  0  0            999 V2000
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    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
   -0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11 10  1  0  0  0  0
 12  3  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040273

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC(C)(C)C1CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-11(2)10-14(16)17-15(4,5)13-8-6-12(3)7-9-13/h6,11,13H,7-10H2,1-5H3

> <INCHI_KEY>
XRADSECIALQFFY-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.908650556283618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoate

> <ALOGPS_LOGP>
4.90

> <JCHEM_LOGP>
4.047546526333331

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.052551938687857

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
71.3899

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040273
     RDKit          3D
Terpenyl isovalerate
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.5481    1.8680    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3059    1.0803    0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    0.9112    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    0.1605    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0992   -0.4566   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1148   -1.5462   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -2.6769    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809   -2.2066   -2.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2177   -1.2323   -0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -0.7303   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -0.4764    1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586   -0.4336   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9493    0.9740   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7964    1.3902    1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.9665   -1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.8467   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    0.4845   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    2.4717    1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    1.1834    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7524    2.5265   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793    1.3810    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593   -0.5724    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    0.9939    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.3932   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -3.6062   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460   -2.4477    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4670   -2.8528    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -2.7182   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3235   -2.8876   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.3791   -2.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1819   -1.1070    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -0.6947   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0599    1.0369   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3515    0.6548    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687    2.3594    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590    1.5620    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    1.5083   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473    2.4374   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9957    2.7788   -1.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.2607   -2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -1.4426   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    0.2983   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8004    1.1536   -1.8718 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  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      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.206   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   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       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   15                                                            
CONECT    5   15                                                            
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   13                                                       
CONECT    9    7   13                                                       
CONECT   10   11   14                                                       
CONECT   11    1    2   10                                                  
CONECT   12    3    6    7                                                  
CONECT   13    8    9   15                                                  
CONECT   14   10   16   17                                                  
CONECT   15    4    5   13   17                                             
CONECT   16   14                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0040273
HETATM    1  C1  UNL     1       4.548   1.868   0.608  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.306   1.080   0.236  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.325   0.911   1.076  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.083   0.160   0.791  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.099  -0.457  -0.557  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.115  -1.546  -0.822  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.373  -2.677   0.177  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.481  -2.207  -2.172  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.218  -1.232  -0.931  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.142  -0.730  -0.098  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.792  -0.476   1.080  1.00  0.00           O  
HETATM   12  C10 UNL     1      -3.559  -0.434  -0.427  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.949   0.974  -0.132  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.796   1.390   1.301  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.290   1.967  -1.073  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.501  -0.847  -1.007  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.265   0.485  -1.145  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.355   2.472   1.515  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.413   1.183   0.710  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.752   2.527  -0.259  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.479   1.381   2.070  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.859  -0.572   1.608  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.293   0.994   0.790  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.839   0.393  -1.277  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.101  -3.606  -0.160  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.046  -2.448   1.190  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.467  -2.853   0.168  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.443  -2.718  -2.512  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.324  -2.888  -2.047  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.660  -1.379  -2.875  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.182  -1.107   0.223  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.801  -0.695  -1.470  1.00  0.00           H  
HETATM   33  H16 UNL     1      -5.060   1.037  -0.354  1.00  0.00           H  
HETATM   34  H17 UNL     1      -4.351   0.655   1.931  1.00  0.00           H  
HETATM   35  H18 UNL     1      -4.369   2.359   1.408  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.759   1.562   1.617  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.975   1.508  -2.027  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.447   2.437  -0.510  1.00  0.00           H  
HETATM   39  H22 UNL     1      -3.996   2.779  -1.340  1.00  0.00           H  
HETATM   40  H23 UNL     1       2.474  -1.261  -2.007  1.00  0.00           H  
HETATM   41  H24 UNL     1       3.057  -1.443  -0.295  1.00  0.00           H  
HETATM   42  H25 UNL     1       4.315   0.298  -1.434  1.00  0.00           H  
HETATM   43  H26 UNL     1       2.800   1.154  -1.872  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   17
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   16   24
CONECT    6    7    8    9
CONECT    7   25   26   27
CONECT    8   28   29   30
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   31   32
CONECT   13   14   15   33
CONECT   14   34   35   36
CONECT   15   37   38   39
CONECT   16   17   40   41
CONECT   17   42   43
END

HMDB0040273
     RDKit          3D
Terpenyl isovalerate
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.5481    1.8680    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3059    1.0803    0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    0.9112    1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    0.1605    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0992   -0.4566   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1148   -1.5462   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -2.6769    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809   -2.2066   -2.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2177   -1.2323   -0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -0.7303   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -0.4764    1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586   -0.4336   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9493    0.9740   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7964    1.3902    1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903    1.9665   -1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.8467   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    0.4845   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    2.4717    1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    1.1834    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7524    2.5265   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793    1.3810    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593   -0.5724    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    0.9939    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.3932   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -3.6062   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460   -2.4477    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4670   -2.8528    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -2.7182   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3235   -2.8876   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.3791   -2.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1819   -1.1070    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -0.6947   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0599    1.0369   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3515    0.6548    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687    2.3594    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590    1.5620    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752    1.5083   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473    2.4374   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9957    2.7788   -1.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.2607   -2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -1.4426   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    0.2983   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8004    1.1536   -1.8718 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  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Terpenyl isovaleric acid	Generator
alpha -Terpenyl isovalerate	HMDB
alpha -Terpinyl isopentanoate	HMDB
alpha-Terpinyl isovalerate	HMDB
FEMA 3054	HMDB
Isovaleric acid, P-menth-1-en-8-yl ester	HMDB
N-Terpinenyl ester OF isopentanoic acid	HMDB
P-Menth-1-en-8-yl 3-methylbutanoate	HMDB
P-Menth-1-en-8-yl 3-methylbutyrate	HMDB
P-Menth-1-en-8-yl beta-methylbutyrate	HMDB
P-Menth-1-en-8-yl isopentanoate	HMDB
P-Menth-1-en-8-yl isovalerate	HMDB
Terpinyl iso-valerate	HMDB
Terpinyl isopentanoate	HMDB
Terpinyl isovalerate	HMDB
Terpinyl isovalerianate	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoic acid	Generator
a-Terpinyl isovalerate	Generator
a-Terpinyl isovaleric acid	Generator
alpha-Terpinyl isovaleric acid	Generator
Α-terpinyl isovalerate	Generator
Α-terpinyl isovaleric acid	Generator

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoate

Traditional Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 3-methylbutanoate

CAS Registry Number

1142-85-4

SMILES

CC(C)CC(=O)OC(C)(C)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C15H26O2/c1-11(2)10-14(16)17-15(4,5)13-8-6-12(3)7-9-13/h6,11,13H,7-10H2,1-5H3

InChI Key

XRADSECIALQFFY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cytoplasm (HMDB: HMDB0040273)
Cell membrane (HMDB: HMDB0040273)

Cellular substructure

Extracellular (HMDB: HMDB0040273)
Membrane (HMDB: HMDB0040273)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040273)

Source

Endogenous

Endogenous (HMDB: HMDB0040273)

Animal

Animal (HMDB: HMDB0040273)

Exogenous

Food

Food (HMDB: HMDB0040273)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0040273)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0040273)

Cellular process

Cell signaling (HMDB: HMDB0040273)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0040273)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0040273)

Nutrient

Nutrient (HMDB: HMDB0040273)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040273)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0040273)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	248.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	5.081 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	4.9	ALOGPS
logP	4.05	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.39 m³·mol⁻¹	ChemAxon
Polarizability	28.91 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]+	158.32	31661259
DarkChem	[M-H]-	156.497	31661259
DeepCCS	[M+H]+	164.666	30932474
DeepCCS	[M-H]-	162.308	30932474
DeepCCS	[M-2H]-	195.497	30932474
DeepCCS	[M+Na]+	171.085	30932474
AllCCS	[M+H]+	159.2	32859911
AllCCS	[M+H-H2O]+	155.7	32859911
AllCCS	[M+NH4]+	162.4	32859911
AllCCS	[M+Na]+	163.3	32859911
AllCCS	[M-H]-	164.5	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Terpenyl isovalerate	CC(C)CC(=O)OC(C)(C)C1CCC(C)=CC1	1823.5	Standard polar	33892256
Terpenyl isovalerate	CC(C)CC(=O)OC(C)(C)C1CCC(C)=CC1	1503.6	Standard non polar	33892256
Terpenyl isovalerate	CC(C)CC(=O)OC(C)(C)C1CCC(C)=CC1	1514.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Terpenyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052v-9300000000-c39d5095f4468178f896	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terpenyl isovalerate 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 - Terpenyl isovalerate 10V, Positive-QTOF	splash10-000i-7690000000-01f632881061c9e7bfc0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Positive-QTOF	splash10-052v-9300000000-0753b84ae7b60cb22f4a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Positive-QTOF	splash10-05mo-9100000000-df4a8badc0cc511b3be7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 10V, Negative-QTOF	splash10-000i-2590000000-4b9afcc6adcd82f0c40c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Negative-QTOF	splash10-0udi-4920000000-d725a7a4b1cb7d2f794c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Negative-QTOF	splash10-0f79-8900000000-3e5099ebb17ee2d0aa8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 10V, Positive-QTOF	splash10-000i-7900000000-802e8db9c5132a78f8a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Positive-QTOF	splash10-001c-9400000000-fb9281009e4ad4e8987a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Positive-QTOF	splash10-052f-9100000000-5de95e9f6516777ca41f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 10V, Negative-QTOF	splash10-000i-0390000000-3ef6f251a648181c83f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 20V, Negative-QTOF	splash10-0f79-5950000000-19bbe6bfa2aef7759064	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terpenyl isovalerate 40V, Negative-QTOF	splash10-0rti-4900000000-cf88806d7d8a53a56566	2021-09-23	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

FDB019991

KNApSAcK ID

Not Available

Chemspider ID

509295

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

585911

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1034871

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 Terpenyl isovalerate (HMDB0040273)

MOL for HMDB0040273 (Terpenyl isovalerate)

3D MOL for HMDB0040273 (Terpenyl isovalerate)

3D SDF for HMDB0040273 (Terpenyl isovalerate)

3D-SDF for HMDB0040273 (Terpenyl isovalerate)

PDB for HMDB0040273 (Terpenyl isovalerate)

3D PDB for HMDB0040273 (Terpenyl isovalerate)

SMILES for HMDB0040273 (Terpenyl isovalerate)

INCHI for HMDB0040273 (Terpenyl isovalerate)

Structure for HMDB0040273 (Terpenyl isovalerate)

3D Structure for HMDB0040273 (Terpenyl isovalerate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra