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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:29 UTC

Update Date

2022-03-07 02:53:13 UTC

HMDB ID

HMDB0032054

Secondary Accession Numbers

HMDB32054

Metabolite Identification

Common Name

alpha-Terpinyl pentanoate

Description

alpha-Terpinyl pentanoate, also known as a-terpinyl pentanoic acid, 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 alpha-Terpinyl pentanoate.

Structure

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

HMDB0032054
     RDKit          3D
alpha-Terpinyl pentanoate
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.9074    0.9716   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    0.0791   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516    0.7309    1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108    1.4580    0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389    0.5614   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    0.7311   -1.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679   -0.4588    0.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470   -1.3181   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4110   -2.0644   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809   -2.4634    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5413   -0.8320   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -0.5010    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380    0.4906    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7725    0.9208   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8766    1.9208    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    0.3935   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293    0.2930   -1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375    0.6066   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122    0.9019   -2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0678    2.0172   -0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -0.7007   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -0.5267    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339    1.4069    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584   -0.0477    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9151    1.8801    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960    2.3414   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218   -1.4912   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246   -2.3887   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -2.9695   -1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209   -3.2043    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791   -1.9676    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -2.8684    1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056   -1.6645   -0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.0558    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794   -1.3810    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    0.8831    2.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957    1.5026    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1786    2.2088   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6028    2.8225    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5038    1.1181   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6970   -0.6106   -1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    1.2690   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064    0.0054   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 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 05061306192D          

 17 17  0  0  0  0            999 V2000
   -1.4289    5.7750    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
   -0.7145    5.3625    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
    0.0000    4.1250    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
    0.7145   -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
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  2  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 15  3  1  0  0  0  0
 15  4  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>
HMDB0032054

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-5-6-7-14(16)17-15(3,4)13-10-8-12(2)9-11-13/h8,13H,5-7,9-11H2,1-4H3

> <INCHI_KEY>
GIHNOWFSKYCHNL-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.767966275318788

> <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 pentanoate

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.205096094999999

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0497005645253825

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
71.44229999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032054
     RDKit          3D
alpha-Terpinyl pentanoate
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.9074    0.9716   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    0.0791   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516    0.7309    1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108    1.4580    0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389    0.5614   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    0.7311   -1.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679   -0.4588    0.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470   -1.3181   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4110   -2.0644   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809   -2.4634    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5413   -0.8320   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -0.5010    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380    0.4906    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7725    0.9208   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8766    1.9208    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    0.3935   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293    0.2930   -1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375    0.6066   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122    0.9019   -2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0678    2.0172   -0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -0.7007   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -0.5267    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339    1.4069    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584   -0.0477    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9151    1.8801    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960    2.3414   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218   -1.4912   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246   -2.3887   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -2.9695   -1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209   -3.2043    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791   -1.9676    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -2.8684    1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056   -1.6645   -0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.0558    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794   -1.3810    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    0.8831    2.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957    1.5026    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1786    2.2088   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6028    2.8225    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5038    1.1181   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6970   -0.6106   -1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    1.2690   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064    0.0054   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 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      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -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    5                                                            
CONECT    2   12                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   14                                                       
CONECT    8   10   12                                                       
CONECT    9   11   12                                                       
CONECT   10    8   13                                                       
CONECT   11    9   13                                                       
CONECT   12    2    8    9                                                  
CONECT   13   10   11   15                                                  
CONECT   14    7   16   17                                                  
CONECT   15    3    4   13   17                                             
CONECT   16   14                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0032054
HETATM    1  C1  UNL     1       4.907   0.972  -1.158  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.405   0.079  -0.078  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.652   0.731   1.023  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.411   1.458   0.639  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.439   0.561  -0.033  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.201   0.731  -1.260  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.768  -0.459   0.582  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.147  -1.318  -0.009  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.411  -2.064  -1.205  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.281  -2.463   1.051  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.541  -0.832  -0.180  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.134  -0.501   1.172  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.238   0.491   1.055  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.773   0.921  -0.066  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.877   1.921   0.022  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.257   0.394  -1.353  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.729   0.293  -1.163  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.938   0.607  -1.455  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.312   0.902  -2.100  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.068   2.017  -0.832  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.760  -0.701  -0.590  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.251  -0.527   0.360  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.334   1.407   1.581  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.358  -0.048   1.763  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.915   1.880   1.535  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.596   2.341  -0.026  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.322  -1.491  -2.139  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.425  -2.389  -0.962  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.214  -2.969  -1.336  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.021  -3.204   0.715  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.679  -1.968   1.957  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.742  -2.868   1.203  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.206  -1.664  -0.575  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.399  -0.056   1.868  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.579  -1.381   1.677  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.622   0.883   2.004  1.00  0.00           H  
HETATM   37  H20 UNL     1      -5.796   1.503   0.503  1.00  0.00           H  
HETATM   38  H21 UNL     1      -5.179   2.209  -1.002  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.603   2.823   0.618  1.00  0.00           H  
HETATM   40  H23 UNL     1      -3.504   1.118  -2.161  1.00  0.00           H  
HETATM   41  H24 UNL     1      -3.697  -0.611  -1.554  1.00  0.00           H  
HETATM   42  H25 UNL     1      -1.433   1.269  -0.766  1.00  0.00           H  
HETATM   43  H26 UNL     1      -1.306   0.005  -2.122  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   10   11
CONECT    9   27   28   29
CONECT   10   30   31   32
CONECT   11   12   17   33
CONECT   12   13   34   35
CONECT   13   14   14   36
CONECT   14   15   16
CONECT   15   37   38   39
CONECT   16   17   40   41
CONECT   17   42   43
END

HMDB0032054
     RDKit          3D
alpha-Terpinyl pentanoate
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.9074    0.9716   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    0.0791   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516    0.7309    1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108    1.4580    0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389    0.5614   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    0.7311   -1.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679   -0.4588    0.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470   -1.3181   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4110   -2.0644   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809   -2.4634    1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5413   -0.8320   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344   -0.5010    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380    0.4906    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7725    0.9208   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8766    1.9208    0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    0.3935   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293    0.2930   -1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375    0.6066   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122    0.9019   -2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0678    2.0172   -0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -0.7007   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -0.5267    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339    1.4069    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584   -0.0477    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9151    1.8801    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960    2.3414   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218   -1.4912   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246   -2.3887   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -2.9695   -1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209   -3.2043    0.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791   -1.9676    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -2.8684    1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056   -1.6645   -0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.0558    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794   -1.3810    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    0.8831    2.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957    1.5026    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1786    2.2088   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6028    2.8225    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5038    1.1181   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6970   -0.6106   -1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    1.2690   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064    0.0054   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 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
a-Terpinyl pentanoate	Generator
a-Terpinyl pentanoic acid	Generator
alpha-Terpinyl pentanoic acid	Generator
Α-terpinyl pentanoate	Generator
Α-terpinyl pentanoic acid	Generator
1-Methyl-1-(4-methylcyclohex-3-enyl)ethyl valerate	HMDB
Terpenyl pentanoate	HMDB
Terpinyl valerate	HMDB
Valeric acid, P-menth-1-en-8-yl ester	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl pentanoic 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 pentanoate

Traditional Name

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

CAS Registry Number

14481-55-1

SMILES

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

InChI Identifier

InChI=1S/C15H26O2/c1-5-6-7-14(16)17-15(3,4)13-10-8-12(2)9-11-13/h8,13H,5-7,9-11H2,1-4H3

InChI Key

GIHNOWFSKYCHNL-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: HMDB0032054)
Cell membrane (HMDB: HMDB0032054)

Cellular substructure

Extracellular (HMDB: HMDB0032054)
Membrane (HMDB: HMDB0032054)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032054)

Source

Endogenous

Endogenous (HMDB: HMDB0032054)

Animal

Animal (HMDB: HMDB0032054)

Exogenous

Food

Food (HMDB: HMDB0032054)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032054)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032054)

Cellular process

Cell signaling (HMDB: HMDB0032054)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032054)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032054)

Nutrient

Nutrient (HMDB: HMDB0032054)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032054)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0032054)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	295.00 to 296.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.264 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	4.93	ALOGPS
logP	4.21	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-7	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	6	ChemAxon
Refractivity	71.44 m³·mol⁻¹	ChemAxon
Polarizability	28.77 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]+	158.398	31661259
DarkChem	[M-H]-	156.366	31661259
DeepCCS	[M+H]+	163.503	30932474
DeepCCS	[M-H]-	161.145	30932474
DeepCCS	[M-2H]-	194.387	30932474
DeepCCS	[M+Na]+	170.001	30932474
AllCCS	[M+H]+	162.0	32859911
AllCCS	[M+H-H2O]+	158.5	32859911
AllCCS	[M+NH4]+	165.1	32859911
AllCCS	[M+Na]+	166.1	32859911
AllCCS	[M-H]-	164.0	32859911
AllCCS	[M+Na-2H]-	165.0	32859911
AllCCS	[M+HCOO]-	166.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Terpinyl pentanoate	CCCCC(=O)OC(C)(C)C1CCC(C)=CC1	1910.0	Standard polar	33892256
alpha-Terpinyl pentanoate	CCCCC(=O)OC(C)(C)C1CCC(C)=CC1	1559.7	Standard non polar	33892256
alpha-Terpinyl pentanoate	CCCCC(=O)OC(C)(C)C1CCC(C)=CC1	1575.0	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 - alpha-Terpinyl pentanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9410000000-a134396c63154742d551	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Terpinyl pentanoate 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 - alpha-Terpinyl pentanoate 10V, Positive-QTOF	splash10-000i-6690000000-2bb7befd29e04fd0e958	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 20V, Positive-QTOF	splash10-052r-9410000000-74015d897bdc1ee9b4d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 40V, Positive-QTOF	splash10-05mo-9100000000-ed1ced8bd2d3e3b54e94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 10V, Negative-QTOF	splash10-000i-1590000000-7da3959ca6ae6c220355	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 20V, Negative-QTOF	splash10-0udi-3920000000-de5463712264c7d4067a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 40V, Negative-QTOF	splash10-0f79-6900000000-afab90f51c2068067b10	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 10V, Positive-QTOF	splash10-000i-6900000000-932b379f9c3cbb709abe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 20V, Positive-QTOF	splash10-001d-9400000000-92d2eca71d5f6b9e1dfc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 40V, Positive-QTOF	splash10-052f-9200000000-4a0d0dc862016588d105	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 10V, Negative-QTOF	splash10-000i-3790000000-e3ccfd3595021bab7a82	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 20V, Negative-QTOF	splash10-000i-1910000000-88fb88901a6d86398493	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl pentanoate 40V, Negative-QTOF	splash10-0i0r-4900000000-340bd75c736cf6586f90	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

FDB008759

KNApSAcK ID

Not Available

Chemspider ID

77332

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85741

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1050701

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 alpha-Terpinyl pentanoate (HMDB0032054)

MOL for HMDB0032054 (alpha-Terpinyl pentanoate)

3D MOL for HMDB0032054 (alpha-Terpinyl pentanoate)

3D SDF for HMDB0032054 (alpha-Terpinyl pentanoate)

3D-SDF for HMDB0032054 (alpha-Terpinyl pentanoate)

PDB for HMDB0032054 (alpha-Terpinyl pentanoate)

3D PDB for HMDB0032054 (alpha-Terpinyl pentanoate)

SMILES for HMDB0032054 (alpha-Terpinyl pentanoate)

INCHI for HMDB0032054 (alpha-Terpinyl pentanoate)

Structure for HMDB0032054 (alpha-Terpinyl pentanoate)

3D Structure for HMDB0032054 (alpha-Terpinyl pentanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra