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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 00:06:29 UTC

Update Date

2021-09-24 00:06:29 UTC

HMDB ID

HMDB0303194

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bornyl acetate

Description

Bornyl acetate, also known as bornyl acetic acid, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Bornyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Bornyl acetate is a camphor, cedar, and herbal tasting compound and can be found in a number of food items such as nutmeg, rosemary, spearmint, and sunflower, which makes bornyl acetate a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303194
     RDKit          3D
Bornyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.3562   -0.1322   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459    0.5093   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8712    1.3770   -1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687    0.1081    0.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    0.6538   -0.0151 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1773    1.2722    1.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297    0.5820    1.6082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8115   -0.7992    2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1684   -1.4497    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -0.4474   -0.2490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3686   -0.9958   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6162    0.2622    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752   -0.6761    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    1.4953   -0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001   -1.1828   -0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895    0.3873   -0.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -0.0806    0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    1.4055   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.3577    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    1.0697    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    1.1479    2.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7235   -1.3866    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0824   -0.8031    2.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9148   -1.5853    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -2.4260    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512   -1.0514   -2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512   -2.0443   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -0.4406   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -0.5557    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -0.3632   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -1.7244    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    1.6516   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    1.4395   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5083    2.4257   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 12 14  1  0
 10  5  1  0
 12  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  6
  6 19  1  0
  6 20  1  0
  7 21  1  1
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv1652309272007272D          

 14 15  0  0  0  0            999 V2000
 9999.854610000.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4260 9999.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7116 9998.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9952 9999.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7116 9997.9632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8297 9999.1997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.5439 9998.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5439 9997.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8297 9997.5507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.1156 9997.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1156 9998.7869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0062 9997.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2947 9998.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0140 9998.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6 13  1  6  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 13  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1  6  1  0  0  0  0
 11  2  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0303194

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10+,12+/m0/s1

> <INCHI_KEY>
KGEKLUUHTZCSIP-HOSYDEDBSA-N

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.286

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
22.597079480888894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.430583294666666

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0038392074467

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
54.4658

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.01e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303194
     RDKit          3D
Bornyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.3562   -0.1322   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459    0.5093   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8712    1.3770   -1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687    0.1081    0.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    0.6538   -0.0151 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1773    1.2722    1.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297    0.5820    1.6082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8115   -0.7992    2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1684   -1.4497    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -0.4474   -0.2490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3686   -0.9958   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6162    0.2622    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752   -0.6761    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    1.4953   -0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001   -1.1828   -0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895    0.3873   -0.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -0.0806    0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    1.4055   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.3577    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    1.0697    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    1.1479    2.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7235   -1.3866    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0824   -0.8031    2.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9148   -1.5853    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -2.4260    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512   -1.0514   -2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512   -2.0443   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -0.4406   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -0.5557    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -0.3632   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -1.7244    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    1.6516   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    1.4395   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5083    2.4257   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 12 14  1  0
 10  5  1  0
 12  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  6
  6 19  1  0
  6 20  1  0
  7 21  1  1
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.3958666.714   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8663.7298665.174   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8662.3958664.405   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8661.0588665.174   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8662.3958662.865   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8666.3498665.173   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8667.6828664.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.6828662.866   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.3498662.095   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.0168662.866   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.0168664.402   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.5458662.851   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.2178663.636   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.5598664.392   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    3   11                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6   13    7   11    1                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   13   10                                                  
CONECT   10    9   11                                                       
CONECT   11    6   10    2                                                  
CONECT   12   13                                                            
CONECT   13    6    9   12   14                                             
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0303194
HETATM    1  C1  UNL     1       4.356  -0.132  -0.357  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.046   0.509  -0.624  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.871   1.377  -1.501  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.969   0.108   0.155  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.676   0.654  -0.015  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.177   1.272   1.297  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.130   0.582   1.608  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.812  -0.799   2.095  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.168  -1.450   0.865  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.323  -0.447  -0.249  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.369  -0.996  -1.600  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.616   0.262   0.184  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.775  -0.676   0.230  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.871   1.495  -0.611  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.300  -1.183  -0.705  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.190   0.387  -0.873  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.550  -0.081   0.730  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.637   1.405  -0.811  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.034   2.358   1.186  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.939   1.070   2.074  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.831   1.148   2.185  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.724  -1.387   2.318  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.082  -0.803   2.920  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.915  -1.585   1.056  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.639  -2.426   0.636  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.651  -1.051  -2.031  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.751  -2.044  -1.588  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.999  -0.441  -2.314  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.289  -0.556   1.213  1.00  0.00           H  
HETATM   30  H16 UNL     1      -3.520  -0.363  -0.533  1.00  0.00           H  
HETATM   31  H17 UNL     1      -2.497  -1.724   0.086  1.00  0.00           H  
HETATM   32  H18 UNL     1      -2.974   1.652  -0.790  1.00  0.00           H  
HETATM   33  H19 UNL     1      -1.434   1.439  -1.644  1.00  0.00           H  
HETATM   34  H20 UNL     1      -1.508   2.426  -0.150  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   10   18
CONECT    6    7   19   20
CONECT    7    8   12   21
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   11   12
CONECT   11   26   27   28
CONECT   12   13   14
CONECT   13   29   30   31
CONECT   14   32   33   34
END

HMDB0303194
     RDKit          3D
Bornyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.3562   -0.1322   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459    0.5093   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8712    1.3770   -1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687    0.1081    0.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    0.6538   -0.0151 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1773    1.2722    1.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297    0.5820    1.6082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8115   -0.7992    2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1684   -1.4497    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -0.4474   -0.2490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3686   -0.9958   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6162    0.2622    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752   -0.6761    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    1.4953   -0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001   -1.1828   -0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895    0.3873   -0.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -0.0806    0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    1.4055   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    2.3577    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    1.0697    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    1.1479    2.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7235   -1.3866    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0824   -0.8031    2.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9148   -1.5853    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -2.4260    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512   -1.0514   -2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512   -2.0443   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -0.4406   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -0.5557    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204   -0.3632   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -1.7244    0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    1.6516   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4338    1.4395   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5083    2.4257   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 12 14  1  0
 10  5  1  0
 12  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  6
  6 19  1  0
  6 20  1  0
  7 21  1  1
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Bornyl acetic acid	Generator
Bornyl acetate	MeSH
Bornyl acetic acid	Generator
(-)-Borneol acetate	PhytoBank
(-)-Bornyl acetate	PhytoBank
(1S)-1,7,7-Trimethylbicyclo[2.2.1]-2-heptanol acetate	PhytoBank
(1S-endo)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl acetate	PhytoBank
1S-endo-Bornyl acetate	PhytoBank
l-Bornyl acetate	PhytoBank
levo-Bornyl acetate	PhytoBank
(±)-Bornyl acetate	PhytoBank
Borneyl acetate	PhytoBank
Bornyl acetic ester	PhytoBank
Bornyl ethanoate	PhytoBank
dl-Bornyl acetate	PhytoBank
endo-Bornyl acetate	PhytoBank

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

Traditional Name

(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10+,12+/m0/s1

InChI Key

KGEKLUUHTZCSIP-HOSYDEDBSA-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
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

Exogenous (HMDB: HMDB0303194)

Food

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Sunflower (FooDB: FOOD00086)

Fruit

Tropical fruit

Common persimmon (FooDB: FOOD00429)

Process

Not Available

Role

Biological role

Industrial application

Antiviral agent (HMDB: HMDB0303194)

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Expectorant (HMDB: HMDB0303194)
Sedative (HMDB: HMDB0303194)

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0303194)

Agriculture

Pesticide (HMDB: HMDB0303194)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.5	ALOGPS
logP	2.43	ChemAxon
logS	-3.5	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	2	ChemAxon
Refractivity	54.47 m³·mol⁻¹	ChemAxon
Polarizability	22.6 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
AllCCS	[M+H]+	145.254	32859911
AllCCS	[M+H-H2O]+	141.46	32859911
AllCCS	[M+Na]+	149.798	32859911
AllCCS	[M+NH4]+	148.782	32859911
AllCCS	[M-H]-	149.213	32859911
AllCCS	[M+Na-2H]-	149.987	32859911
AllCCS	[M+HCOO]-	150.921	32859911
DeepCCS	[M+H]+	149.648	30932474
DeepCCS	[M-H]-	147.253	30932474
DeepCCS	[M-2H]-	180.278	30932474
DeepCCS	[M+Na]+	155.561	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.2665 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.79 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2221.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	625.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	231.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	372.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	315.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	705.3 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	869.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	136.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1463.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	505.6 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	1567.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	466.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	551.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	526.0 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	14.0 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 10V, Positive-QTOF	splash10-0002-0900000000-6dc74fd91a8e34db7f66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 20V, Positive-QTOF	splash10-052r-0900000000-d4d6c0813a5442a8e684	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 40V, Positive-QTOF	splash10-0079-5900000000-9e65abc757b4af1cec14	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 10V, Negative-QTOF	splash10-0f6t-0900000000-ab03ff73b57a294a2477	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 20V, Negative-QTOF	splash10-0udj-2900000000-f31d3c48da45d615cb70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 40V, Negative-QTOF	splash10-0fe3-3900000000-ed9bf6bb85c9f2090b36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 10V, Positive-QTOF	splash10-052b-0900000000-73e2701708e78c334521	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 20V, Positive-QTOF	splash10-0006-9500000000-78318871a02428b4ab6a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 40V, Positive-QTOF	splash10-052f-9300000000-3211d127891893f8556c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 10V, Negative-QTOF	splash10-0a4i-9100000000-5211481d03d8b7400840	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-588ee6697087d4260422	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

DBSALT002203

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009029

KNApSAcK ID

C00052447

Chemspider ID

83962

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

93009

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Bornyl acetate (HMDB0303194)

MOL for HMDB0303194 (Bornyl acetate)

3D MOL for HMDB0303194 (Bornyl acetate)

3D SDF for HMDB0303194 (Bornyl acetate)

3D-SDF for HMDB0303194 (Bornyl acetate)

PDB for HMDB0303194 (Bornyl acetate)

3D PDB for HMDB0303194 (Bornyl acetate)

SMILES for HMDB0303194 (Bornyl acetate)

INCHI for HMDB0303194 (Bornyl acetate)

Structure for HMDB0303194 (Bornyl acetate)

3D Structure for HMDB0303194 (Bornyl acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra