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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:31:54 UTC

Update Date

2022-03-07 02:55:41 UTC

HMDB ID

HMDB0038246

Secondary Accession Numbers

HMDB38246

Metabolite Identification

Common Name

Bornyl butyrate

Description

Bornyl butyrate 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 Bornyl butyrate.

Structure

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

HMDB0038246
     RDKit          3D
Bornyl butyrate
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.8385   -0.4560   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.0610    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.7164   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1771   -0.2279    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885    0.5802    1.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669   -0.6358   -0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -0.1929    0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -1.3221    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -1.0964    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -1.4761   -0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -0.4492   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919    0.5170   -0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905    1.8598   -0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    0.4346    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.9224   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4797    1.1128    1.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4732    0.4396   -0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5735   -0.9845   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177   -1.1065    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -0.2758    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    1.0354   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249   -0.3975   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -1.7928   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    0.5118    1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -2.3192    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1479   -1.3581    2.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3078   -1.4826    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855   -1.3068   -1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1028   -2.5001   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    0.0526   -2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807   -1.0037   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991    2.4644   -0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    1.7998   -1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2043    2.3393    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5017    0.1926   -0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9554    1.9555    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4791    0.9794   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380    2.0725    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    1.3789    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868    0.5126    2.6793 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  2  0
  4  6  1  0
  6  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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 12  7  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061310192D          

 16 17  0  0  0  0            999 V2000
    5.5112   -1.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2526    0.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -0.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7231   -2.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1177   -1.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -1.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411   -2.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297   -1.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470   -2.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -1.1707    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
  8  7  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 10  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  2  0  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038246

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)OC1CC2CCC1(C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O2/c1-5-6-12(15)16-11-9-10-7-8-14(11,4)13(10,2)3/h10-11H,5-9H2,1-4H3

> <INCHI_KEY>
VIPNQHBVIDJXJE-UHFFFAOYSA-N

> <FORMULA>
C14H24O2

> <MOLECULAR_WEIGHT>
224.3392

> <EXACT_MASS>
224.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.512142826252422

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl butanoate

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
3.575687806666666

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.042658082820992

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
63.69370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl butanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038246
     RDKit          3D
Bornyl butyrate
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.8385   -0.4560   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.0610    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.7164   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1771   -0.2279    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885    0.5802    1.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669   -0.6358   -0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -0.1929    0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -1.3221    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -1.0964    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -1.4761   -0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -0.4492   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919    0.5170   -0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905    1.8598   -0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    0.4346    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.9224   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4797    1.1128    1.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4732    0.4396   -0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5735   -0.9845   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177   -1.1065    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -0.2758    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    1.0354   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249   -0.3975   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -1.7928   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    0.5118    1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -2.3192    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1479   -1.3581    2.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3078   -1.4826    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855   -1.3068   -1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1028   -2.5001   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    0.0526   -2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807   -1.0037   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991    2.4644   -0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    1.7998   -1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2043    2.3393    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5017    0.1926   -0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9554    1.9555    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4791    0.9794   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380    2.0725    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    1.3789    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868    0.5126    2.6793 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  2  0
  4  6  1  0
  6  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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 12  7  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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      10.288  -3.367   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.472   0.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.068   0.666   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.544  -0.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.816  -3.822   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.686  -2.776   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.252  -3.846   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.934  -2.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.063  -3.808   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.700  -3.117   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.614  -2.641   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.215  -3.232   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.831  -0.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.129  -1.772   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.874  -4.733   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.085  -2.185   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    1    6                                                       
CONECT    6    5   12                                                       
CONECT    7    8   10                                                       
CONECT    8    7   14                                                       
CONECT    9   10   11                                                       
CONECT   10    7    9   13                                                  
CONECT   11    9   14   16                                                  
CONECT   12    6   15   16                                                  
CONECT   13    2    3   10   14                                             
CONECT   14    4    8   11   13                                             
CONECT   15   12                                                            
CONECT   16   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0038246
HETATM    1  C1  UNL     1       5.839  -0.456  -0.612  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.579  -0.061   0.072  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.344  -0.716  -0.521  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.177  -0.228   0.261  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.289   0.580   1.222  1.00  0.00           O  
HETATM    6  O2  UNL     1       0.867  -0.636  -0.020  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.249  -0.193   0.698  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.114  -1.322   1.215  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.501  -1.096   0.646  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.466  -1.476  -0.799  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.482  -0.449  -1.378  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.192   0.517  -0.235  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.791   1.860  -0.653  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.498   0.435   0.524  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.671   0.922  -0.273  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.480   1.113   1.844  1.00  0.00           C  
HETATM   17  H1  UNL     1       6.473   0.440  -0.782  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.574  -0.984  -1.551  1.00  0.00           H  
HETATM   19  H3  UNL     1       6.418  -1.106   0.084  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.579  -0.276   1.160  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.433   1.035  -0.031  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.225  -0.398  -1.573  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.446  -1.793  -0.376  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.002   0.512   1.511  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.762  -2.319   0.865  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.148  -1.358   2.322  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.308  -1.483   1.233  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.485  -1.307  -1.215  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.103  -2.500  -0.911  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.898   0.053  -2.258  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.581  -1.004  -1.687  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.699   2.464  -0.890  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.124   1.800  -1.535  1.00  0.00           H  
HETATM   34  H18 UNL     1      -0.204   2.339   0.163  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.502   0.193  -0.110  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.955   1.955   0.044  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.479   0.979  -1.361  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.938   2.073   1.744  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.526   1.379   2.114  1.00  0.00           H  
HETATM   40  H24 UNL     1      -2.087   0.513   2.679  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   12   24
CONECT    8    9   25   26
CONECT    9   10   14   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   14
CONECT   13   32   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0038246
     RDKit          3D
Bornyl butyrate
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.8385   -0.4560   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.0610    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.7164   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1771   -0.2279    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885    0.5802    1.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669   -0.6358   -0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -0.1929    0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -1.3221    1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -1.0964    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -1.4761   -0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -0.4492   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919    0.5170   -0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905    1.8598   -0.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    0.4346    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.9224   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4797    1.1128    1.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4732    0.4396   -0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5735   -0.9845   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177   -1.1065    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -0.2758    1.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    1.0354   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249   -0.3975   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -1.7928   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    0.5118    1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -2.3192    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1479   -1.3581    2.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3078   -1.4826    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855   -1.3068   -1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1028   -2.5001   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    0.0526   -2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5807   -1.0037   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991    2.4644   -0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    1.7998   -1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2043    2.3393    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5017    0.1926   -0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9554    1.9555    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4791    0.9794   -1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380    2.0725    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    1.3789    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868    0.5126    2.6793 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  2  0
  4  6  1  0
  6  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
 12 14  1  0
 14 15  1  0
 14 16  1  0
 12  7  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bornyl butyric acid	Generator
1,7,7-trimethylbicyclo[2.2.1]Hept-2-yl butyrate	HMDB
Borneol, butyrate	HMDB
Bornyl butanoate	HMDB
Bornyl ester OF N-butanoic acid	HMDB
Butyric acid, 2-bornyl ester	HMDB
Butyric acid, 2-bornyl ester (8ci)	HMDB
endo-Bornyl butyrate	HMDB
FEMA 3907	HMDB
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl butanoic acid	Generator

Chemical Formula

C₁₄H₂₄O₂

Average Molecular Weight

224.3392

Monoisotopic Molecular Weight

224.177630012

IUPAC Name

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl butanoate

Traditional Name

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl butanoate

CAS Registry Number

13109-70-1

SMILES

CCCC(=O)OC1CC2CCC1(C)C2(C)C

InChI Identifier

InChI=1S/C14H24O2/c1-5-6-12(15)16-11-9-10-7-8-14(11,4)13(10,2)3/h10-11H,5-9H2,1-4H3

InChI Key

VIPNQHBVIDJXJE-UHFFFAOYSA-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

Cytoplasm (HMDB: HMDB0038246)
Cell membrane (HMDB: HMDB0038246)

Cellular substructure

Extracellular (HMDB: HMDB0038246)
Membrane (HMDB: HMDB0038246)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038246)

Source

Endogenous

Endogenous (HMDB: HMDB0038246)

Animal

Animal (HMDB: HMDB0038246)

Exogenous

Food

Food (HMDB: HMDB0038246)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038246)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038246)

Cellular process

Cell signaling (HMDB: HMDB0038246)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038246)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038246)

Nutrient

Nutrient (HMDB: HMDB0038246)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038246)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0038246)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	120.00 to 121.00 °C. @ 10.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	4.535 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	4.35	ALOGPS
logP	3.58	ChemAxon
logS	-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	63.69 m³·mol⁻¹	ChemAxon
Polarizability	26.51 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]+	154.816	31661259
DarkChem	[M-H]-	149.116	31661259
DeepCCS	[M+H]+	156.932	30932474
DeepCCS	[M-H]-	154.574	30932474
DeepCCS	[M-2H]-	188.24	30932474
DeepCCS	[M+Na]+	163.28	30932474
AllCCS	[M+H]+	156.0	32859911
AllCCS	[M+H-H2O]+	152.6	32859911
AllCCS	[M+NH4]+	159.2	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	158.1	32859911
AllCCS	[M+Na-2H]-	158.8	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bornyl butyrate	CCCC(=O)OC1CC2CCC1(C)C2(C)C	1765.0	Standard polar	33892256
Bornyl butyrate	CCCC(=O)OC1CC2CCC1(C)C2(C)C	1441.1	Standard non polar	33892256
Bornyl butyrate	CCCC(=O)OC1CC2CCC1(C)C2(C)C	1450.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Bornyl butyrate EI-B (Non-derivatized)	splash10-006x-9400000000-55433f9b19266384724c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Bornyl butyrate EI-B (Non-derivatized)	splash10-006y-9300000000-da808414063397acc563	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Bornyl butyrate EI-B (Non-derivatized)	splash10-006x-9400000000-55433f9b19266384724c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Bornyl butyrate EI-B (Non-derivatized)	splash10-006y-9300000000-da808414063397acc563	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bornyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5910000000-3c3b593f3075f8e1b7b6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bornyl butyrate 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 - Bornyl butyrate 10V, Positive-QTOF	splash10-004i-4790000000-0406694c85bfa82db746	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 20V, Positive-QTOF	splash10-05br-5910000000-05e78a5fcb09968b39bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 40V, Positive-QTOF	splash10-0ms6-9700000000-ba0dcc75908e6bd041ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 10V, Negative-QTOF	splash10-00di-2590000000-60f4ffc8988e84ce7d88	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 20V, Negative-QTOF	splash10-0udi-4930000000-1e6761193e446076e512	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 40V, Negative-QTOF	splash10-0ukl-3900000000-7ef58efbd20213198113	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 10V, Negative-QTOF	splash10-00di-0390000000-28f58c86652e3103459f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 20V, Negative-QTOF	splash10-00kr-9300000000-e2971ae2e24e2dba6a04	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 40V, Negative-QTOF	splash10-0a4i-9120000000-662ef3b326c5ee0fe93a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 10V, Positive-QTOF	splash10-06vi-0950000000-59a1a56bcf03d21a34ea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 20V, Positive-QTOF	splash10-06r7-9600000000-852d7ae03e983a7083c9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl butyrate 40V, Positive-QTOF	splash10-052f-9300000000-49c7d0d3cfd0ebe7bf84	2021-09-24	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

FDB017538

KNApSAcK ID

Not Available

Chemspider ID

88370

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

97897

PDB ID

Not Available

ChEBI ID

171780

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012621

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 Bornyl butyrate (HMDB0038246)

MOL for HMDB0038246 (Bornyl butyrate)

3D MOL for HMDB0038246 (Bornyl butyrate)

3D SDF for HMDB0038246 (Bornyl butyrate)

3D-SDF for HMDB0038246 (Bornyl butyrate)

PDB for HMDB0038246 (Bornyl butyrate)

3D PDB for HMDB0038246 (Bornyl butyrate)

SMILES for HMDB0038246 (Bornyl butyrate)

INCHI for HMDB0038246 (Bornyl butyrate)

Structure for HMDB0038246 (Bornyl butyrate)

3D Structure for HMDB0038246 (Bornyl butyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra