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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:32:08 UTC

Update Date

2022-03-07 02:55:41 UTC

HMDB ID

HMDB0038250

Secondary Accession Numbers

HMDB38250

Metabolite Identification

Common Name

Isobornyl isovalerate

Description

Isobornyl isovalerate belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on Isobornyl isovalerate.

Structure

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

HMDB0038250
     RDKit          3D
Isobornyl isovalerate
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.3342    0.3386    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421   -0.7371   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2591   -1.7427   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872   -1.3555   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7617   -0.3225   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0710    0.8873   -0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3870   -0.5900   -0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    0.4170   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3900    0.2055   -1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7633    0.6040   -1.3769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6921    2.0312   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253    2.0465    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    0.6134    0.5148 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0875    0.1813    1.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7551   -0.1169   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    0.2608    0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -1.5817   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6581    0.2221    1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764    0.3295    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291    1.3559    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027   -0.2756   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493   -2.5125   -0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448   -2.2108    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2299   -1.2156   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6749   -1.7322    0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7078   -2.2131   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303    1.4021   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -0.8920   -2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0332    0.8129   -2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5828    0.3250   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    2.5554   -1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.5628   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1973    2.7726    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    2.2634    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180    0.6325    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059    0.3814    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.9279    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7443   -0.5118    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332    1.1977    0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7569    0.4622    1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2267   -2.0986    0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5103   -1.9243    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172   -1.9003   -1.1710 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 15 17  1  0
 13  8  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  6
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END


  Mrv0541 02241214222D          

 17 18  0  0  0  0            999 V2000
   -1.0902   -1.4732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8046   -1.8857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8046   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -3.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3757   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767   -2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798   -2.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798   -2.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6625   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6625   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  6  0  0  0
  4  8  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038250

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h10-12H,6-9H2,1-5H3/t11-,12-,15+/m0/s1

> <INCHI_KEY>
MPYYVGIJHREDBO-SLEUVZQESA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.42937868683686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
3.862706903

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.045615363243437

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.2423

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038250
     RDKit          3D
Isobornyl isovalerate
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.3342    0.3386    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421   -0.7371   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2591   -1.7427   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872   -1.3555   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7617   -0.3225   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0710    0.8873   -0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3870   -0.5900   -0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    0.4170   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3900    0.2055   -1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7633    0.6040   -1.3769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6921    2.0312   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253    2.0465    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    0.6134    0.5148 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0875    0.1813    1.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7551   -0.1169   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    0.2608    0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -1.5817   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6581    0.2221    1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764    0.3295    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291    1.3559    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027   -0.2756   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493   -2.5125   -0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448   -2.2108    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2299   -1.2156   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6749   -1.7322    0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7078   -2.2131   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303    1.4021   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -0.8920   -2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0332    0.8129   -2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5828    0.3250   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    2.5554   -1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.5628   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1973    2.7726    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    2.2634    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180    0.6325    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059    0.3814    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.9279    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7443   -0.5118    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332    1.1977    0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7569    0.4622    1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2267   -2.0986    0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5103   -1.9243    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172   -1.9003   -1.1710 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 15 17  1  0
 13  8  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  6
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.035  -2.750   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.369  -3.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.369  -5.060   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.035  -5.830   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.701  -5.060   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.701  -3.520   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.035  -1.210   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.637  -4.238   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.149  -3.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.149  -4.636   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.702  -2.750   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -6.036  -3.520   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.370  -2.750   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.036  -5.060   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -8.703  -3.520   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.037  -2.750   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.703  -5.060   0.000  0.00  0.00           C+0
CONECT    1    2    6    7    8                                             
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1                                                            
CONECT    8    1    4    9   10                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0038250
HETATM    1  C1  UNL     1       4.334   0.339   0.688  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.142  -0.737  -0.365  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.259  -1.743  -0.177  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.787  -1.356  -0.263  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.762  -0.322  -0.456  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.071   0.887  -0.672  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.387  -0.590  -0.417  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.554   0.417  -0.606  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.390   0.205  -1.877  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.763   0.604  -1.377  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.692   2.031  -0.941  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.025   2.047   0.437  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.511   0.613   0.515  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.087   0.181   1.844  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.755  -0.117  -0.017  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.973   0.261   0.757  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.532  -1.582  -0.160  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.658   0.222   1.550  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.376   0.329   1.104  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.229   1.356   0.212  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.303  -0.276  -1.376  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.249  -2.512  -0.988  1.00  0.00           H  
HETATM   23  H6  UNL     1       5.245  -2.211   0.818  1.00  0.00           H  
HETATM   24  H7  UNL     1       6.230  -1.216  -0.284  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.675  -1.732   0.789  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.708  -2.213  -0.946  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.030   1.402  -0.780  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.389  -0.892  -2.112  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.033   0.813  -2.711  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.583   0.325  -2.006  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.987   2.555  -1.646  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.644   2.563  -0.941  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.197   2.773   0.475  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.749   2.263   1.241  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.718   0.633   2.623  1.00  0.00           H  
HETATM   36  H19 UNL     1      -0.006   0.381   1.984  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.205  -0.928   1.934  1.00  0.00           H  
HETATM   38  H21 UNL     1      -4.744  -0.512   0.705  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.433   1.198   0.355  1.00  0.00           H  
HETATM   40  H23 UNL     1      -3.757   0.462   1.832  1.00  0.00           H  
HETATM   41  H24 UNL     1      -3.227  -2.099   0.563  1.00  0.00           H  
HETATM   42  H25 UNL     1      -1.510  -1.924   0.021  1.00  0.00           H  
HETATM   43  H26 UNL     1      -2.917  -1.900  -1.171  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   13   27
CONECT    9   10   28   29
CONECT   10   11   15   30
CONECT   11   12   31   32
CONECT   12   13   33   34
CONECT   13   14   15
CONECT   14   35   36   37
CONECT   15   16   17
CONECT   16   38   39   40
CONECT   17   41   42   43
END

HMDB0038250
     RDKit          3D
Isobornyl isovalerate
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.3342    0.3386    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421   -0.7371   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2591   -1.7427   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872   -1.3555   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7617   -0.3225   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0710    0.8873   -0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3870   -0.5900   -0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    0.4170   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3900    0.2055   -1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7633    0.6040   -1.3769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6921    2.0312   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253    2.0465    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112    0.6134    0.5148 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0875    0.1813    1.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7551   -0.1169   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    0.2608    0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -1.5817   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6581    0.2221    1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764    0.3295    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291    1.3559    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027   -0.2756   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493   -2.5125   -0.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448   -2.2108    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2299   -1.2156   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6749   -1.7322    0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7078   -2.2131   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303    1.4021   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -0.8920   -2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0332    0.8129   -2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5828    0.3250   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    2.5554   -1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.5628   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1973    2.7726    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    2.2634    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7180    0.6325    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059    0.3814    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.9279    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7443   -0.5118    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332    1.1977    0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7569    0.4622    1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2267   -2.0986    0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5103   -1.9243    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172   -1.9003   -1.1710 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 15 17  1  0
 13  8  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  6
  9 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isobornyl isovaleric acid	Generator
3-Methyl-(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl esterrel-butanoic acid	HMDB
3-Methyl-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl esterexo-butanoic acid	HMDB
FEMA 2166	HMDB
Gynoval	HMDB
Isobornyl 3-methylbutanoate	HMDB
Isovaleric acid, isobornyl ester (8ci)	HMDB
(1S,2S,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoic acid	Generator
Isobornyl isovalerate	MeSH

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate

Traditional Name

(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate

CAS Registry Number

7779-73-9

SMILES

CC(C)CC(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

InChI Identifier

InChI=1S/C15H26O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h10-12H,6-9H2,1-5H3/t11-,12-,15+/m0/s1

InChI Key

MPYYVGIJHREDBO-SLEUVZQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Bornane 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 homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038250)

Source

Endogenous

Endogenous (HMDB: HMDB0038250)

Animal

Animal (HMDB: HMDB0038250)

Exogenous

Food

Food (HMDB: HMDB0038250)

Exogenous (HMDB: HMDB0038250)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038250)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038250)

Lipid metabolism pathway (HMDB: HMDB0038250)

Cellular process

Cell signaling (HMDB: HMDB0038250)

Biochemical process

Lipid transport (HMDB: HMDB0038250)

Role

Biological role

Energy source (HMDB: HMDB0038250)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038250)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038250)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	151.00 to 152.00 °C. @ 26.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.89 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.889 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0094 g/L	ALOGPS
logP	4.47	ALOGPS
logP	3.86	ChemAxon
logS	-4.4	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	4	ChemAxon
Refractivity	68.24 m³·mol⁻¹	ChemAxon
Polarizability	28.43 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]+	157.04	31661259
DarkChem	[M-H]-	156.721	31661259
DeepCCS	[M+H]+	169.423	30932474
DeepCCS	[M-H]-	167.065	30932474
DeepCCS	[M-2H]-	200.244	30932474
DeepCCS	[M+Na]+	175.517	30932474
AllCCS	[M+H]+	158.3	32859911
AllCCS	[M+H-H2O]+	155.1	32859911
AllCCS	[M+NH4]+	161.4	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	162.8	32859911
AllCCS	[M+Na-2H]-	163.4	32859911
AllCCS	[M+HCOO]-	164.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.69 minutes	32390414
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.94 minutes	32390414
Predicted by Siyang on May 30, 2022	21.0713 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.8 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2848.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	725.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	261.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	405.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	942.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	961.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1614.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	602.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1882.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	605.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	508.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	666.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isobornyl isovalerate	CC(C)CC(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C	1775.9	Standard polar	33892256
Isobornyl isovalerate	CC(C)CC(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C	1478.4	Standard non polar	33892256
Isobornyl isovalerate	CC(C)CC(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C	1466.9	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 - Isobornyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-6910000000-70789f87cdef00f6d884	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isobornyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isobornyl 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 - Isobornyl isovalerate 10V, Positive-QTOF	splash10-000i-4590000000-62c3d63ca1e872b836c6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 20V, Positive-QTOF	splash10-052u-9800000000-f6cafbad7276e075e013	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 40V, Positive-QTOF	splash10-0a4l-9400000000-ebe96c13c62dda3cf07b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 10V, Negative-QTOF	splash10-000i-2590000000-e6787d5f1bcf7d88c4f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 20V, Negative-QTOF	splash10-0udi-3920000000-53d460082506316314a9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 40V, Negative-QTOF	splash10-0fe0-3900000000-9123d30223134c0cdf46	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 10V, Positive-QTOF	splash10-01p9-0940000000-0dc30a286d3964bbff51	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 20V, Positive-QTOF	splash10-06r6-9500000000-b602cf49632cab785a4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 40V, Positive-QTOF	splash10-05mo-9300000000-b6e935ce2050def81c89	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 10V, Negative-QTOF	splash10-000i-0190000000-52af4196d3adf1d49d46	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 20V, Negative-QTOF	splash10-0udi-5920000000-3ba107e31d6b134b22ae	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isovalerate 40V, Negative-QTOF	splash10-01c0-9010000000-2dcd017f016aa720e15c	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

FDB017543

KNApSAcK ID

C00053349

Chemspider ID

30777243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

36690486

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012821

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 Isobornyl isovalerate (HMDB0038250)

MOL for HMDB0038250 (Isobornyl isovalerate)

3D MOL for HMDB0038250 (Isobornyl isovalerate)

3D SDF for HMDB0038250 (Isobornyl isovalerate)

3D-SDF for HMDB0038250 (Isobornyl isovalerate)

PDB for HMDB0038250 (Isobornyl isovalerate)

3D PDB for HMDB0038250 (Isobornyl isovalerate)

SMILES for HMDB0038250 (Isobornyl isovalerate)

INCHI for HMDB0038250 (Isobornyl isovalerate)

Structure for HMDB0038250 (Isobornyl isovalerate)

3D Structure for HMDB0038250 (Isobornyl isovalerate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra