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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:55:36 UTC

Update Date

2023-02-21 17:28:13 UTC

HMDB ID

HMDB0040397

Secondary Accession Numbers

HMDB40397

Metabolite Identification

Common Name

(-)-Bornyl acetate

Description

(-)-Bornyl acetate 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 acetate.

Structure

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

HMDB0040397
     RDKit          3D
(-)-Bornyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.3181   -0.4264   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    0.3379   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867    1.2122   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203    0.0591    0.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    0.7169   -0.1795 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0697    1.3114    1.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599    0.6231    1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749   -0.7809    1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358   -1.4024    0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -0.3607   -0.5465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1902   -0.8783   -1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    0.3203   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734   -0.5996   -0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384    1.5581   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784   -0.4974   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.4670    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    0.0251    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    1.4549   -0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077    2.4025    1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986    1.0189    1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    1.1595    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330   -0.6924    2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9180   -1.3368    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -1.4841    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505   -2.3673    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1800   -1.2515   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1276   -0.0694   -2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857   -1.6619   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -1.6653   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6172   -0.2903    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392   -0.5312   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945    2.2716   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838    1.2691   -2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722    2.0221   -0.6646 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  0
  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

  Mrv0541 11261206242D          

 14 15  0  0  0  0            999 V2000
    0.2062   -0.9208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5082   -0.5083    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5082    0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207   -0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2227   -0.9208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372   -0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -0.9208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372    0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -0.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -0.1171    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
  2  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  1 11  1  1  0  0  0
  1 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040397

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)O[C@@H]1CC2CC[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-/m1/s1

> <INCHI_KEY>
KGEKLUUHTZCSIP-GTFYECCDSA-N

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.286

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.60156417334381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R)-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>
54.465799999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.01e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040397
     RDKit          3D
(-)-Bornyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.3181   -0.4264   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    0.3379   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867    1.2122   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203    0.0591    0.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    0.7169   -0.1795 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0697    1.3114    1.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599    0.6231    1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749   -0.7809    1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358   -1.4024    0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -0.3607   -0.5465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1902   -0.8783   -1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    0.3203   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734   -0.5996   -0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384    1.5581   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784   -0.4974   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.4670    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    0.0251    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    1.4549   -0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077    2.4025    1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986    1.0189    1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    1.1595    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330   -0.6924    2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9180   -1.3368    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -1.4841    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505   -2.3673    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1800   -1.2515   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1276   -0.0694   -2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857   -1.6619   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -1.6653   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6172   -0.2903    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392   -0.5312   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945    2.2716   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838    1.2691   -2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722    2.0221   -0.6646 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  0
  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                                 26-NOV-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-NOV-12         0                                  
HETATM    1  C   UNK     0       0.385  -1.719   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.949  -0.949   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.949   0.591   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.385   1.361   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.719   0.591   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.719  -0.949   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.282  -1.719   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.616  -0.949   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.950  -1.719   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.616   0.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.385  -3.259   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.784  -0.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.323  -0.244   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.756  -0.219   0.000  0.00  0.00           C+0
CONECT    1    2    6   11   12                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    1                                                            
CONECT   12    1    4   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0040397
HETATM    1  C1  UNL     1       4.318  -0.426  -0.011  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.121   0.338  -0.449  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.187   1.212  -1.333  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.920   0.059   0.147  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.699   0.717  -0.180  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.070   1.311   1.081  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.260   0.623   1.243  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.975  -0.781   1.741  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.236  -1.402   0.550  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.289  -0.361  -0.547  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.190  -0.878  -1.912  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.607   0.320  -0.212  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.773  -0.600  -0.350  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.838   1.558  -1.008  1.00  0.00           C  
HETATM   15  H1  UNL     1       5.078  -0.497  -0.811  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.997  -1.467   0.232  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.769   0.025   0.911  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.874   1.455  -0.957  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.008   2.403   1.034  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.699   1.019   1.942  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.011   1.160   1.780  1.00  0.00           H  
HETATM   22  H8  UNL     1      -0.333  -0.692   2.624  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.918  -1.337   1.952  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.829  -1.484   0.856  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.650  -2.367   0.264  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.180  -1.252  -2.247  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.128  -0.069  -2.598  1.00  0.00           H  
HETATM   28  H14 UNL     1       0.586  -1.662  -1.967  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.514  -1.665  -0.182  1.00  0.00           H  
HETATM   30  H16 UNL     1      -3.617  -0.290   0.304  1.00  0.00           H  
HETATM   31  H17 UNL     1      -3.139  -0.531  -1.396  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.995   2.272  -0.987  1.00  0.00           H  
HETATM   33  H19 UNL     1      -1.984   1.269  -2.061  1.00  0.00           H  
HETATM   34  H20 UNL     1      -2.772   2.022  -0.665  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

HMDB0040397
     RDKit          3D
(-)-Bornyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.3181   -0.4264   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    0.3379   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1867    1.2122   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203    0.0591    0.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6993    0.7169   -0.1795 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0697    1.3114    1.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599    0.6231    1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749   -0.7809    1.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358   -1.4024    0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -0.3607   -0.5465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1902   -0.8783   -1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    0.3203   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734   -0.5996   -0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384    1.5581   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784   -0.4974   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.4670    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    0.0251    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    1.4549   -0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077    2.4025    1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986    1.0189    1.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107    1.1595    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330   -0.6924    2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9180   -1.3368    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -1.4841    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505   -2.3673    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1800   -1.2515   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1276   -0.0694   -2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857   -1.6619   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -1.6653   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6172   -0.2903    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392   -0.5312   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945    2.2716   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838    1.2691   -2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7722    2.0221   -0.6646 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  0
  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
(1S,2R,4S)-(-)-Bornyl acetate	HMDB
endo-(1S)-1,7,7-trimethylbicyclo[2.2.1]Hept-2-yl acetate	HMDB
FEMA 2159	HMDB
L-alpha-Bornyl acetate	HMDB
L-Born-2-yl acetate	HMDB
L-Bornyl acetate	HMDB
levo-Bornyl acetate	HMDB
(1S,2R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

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

Traditional Name

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

CAS Registry Number

5655-61-8

SMILES

CC(=O)O[C@@H]1CC2CC[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-/m1/s1

InChI Key

KGEKLUUHTZCSIP-GTFYECCDSA-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

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040397)

Source

Endogenous

Endogenous (HMDB: HMDB0040397)

Animal

Animal (HMDB: HMDB0040397)

Exogenous

Food

Food (HMDB: HMDB0040397)

Exogenous (HMDB: HMDB0040397)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040397)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040397)

Lipid metabolism pathway (HMDB: HMDB0040397)

Cellular process

Cell signaling (HMDB: HMDB0040397)

Biochemical process

Lipid transport (HMDB: HMDB0040397)

Role

Biological role

Energy source (HMDB: HMDB0040397)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040397)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040397)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	27.00 to 29.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	103.00 °C. @ 14.00 mm Hg	The Good Scents Company Information System
Water Solubility	9.72 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.600	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.06 g/L	ALOGPS
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
DarkChem	[M+H]+	146.408	31661259
DarkChem	[M-H]-	141.509	31661259
DeepCCS	[M+H]+	148.629	30932474
DeepCCS	[M-H]-	146.233	30932474
DeepCCS	[M-2H]-	179.486	30932474
DeepCCS	[M+Na]+	154.541	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	141.5	32859911
AllCCS	[M+NH4]+	148.8	32859911
AllCCS	[M+Na]+	149.8	32859911
AllCCS	[M-H]-	149.2	32859911
AllCCS	[M+Na-2H]-	150.0	32859911
AllCCS	[M+HCOO]-	150.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Bornyl acetate	CC(=O)O[C@@H]1CC2CC[C@@]1(C)C2(C)C	1600.2	Standard polar	33892256
(-)-Bornyl acetate	CC(=O)O[C@@H]1CC2CC[C@@]1(C)C2(C)C	1268.0	Standard non polar	33892256
(-)-Bornyl acetate	CC(=O)O[C@@H]1CC2CC[C@@]1(C)C2(C)C	1286.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Bornyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-3900000000-7bb4b11fe1b3a802a894	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Bornyl acetate 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 acetate 10V, Positive-QTOF	splash10-0002-0900000000-623f9b5c19da9b67beb8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 20V, Positive-QTOF	splash10-052r-0900000000-5e0169db64a4f852cfdd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 40V, Positive-QTOF	splash10-0kjr-9800000000-5a4c9ebc49e24a868bb4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 10V, Negative-QTOF	splash10-0f6t-0900000000-4a9d69126f92956f13e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 20V, Negative-QTOF	splash10-0udj-2900000000-531d14c032b5672cd01d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 40V, Negative-QTOF	splash10-0kgc-3900000000-fac8aa963e01235f8da8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 10V, Negative-QTOF	splash10-0a4i-9100000000-5211481d03d8b7400840	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-588ee6697087d4260422	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 10V, Positive-QTOF	splash10-052b-0900000000-73e2701708e78c334521	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 20V, Positive-QTOF	splash10-0006-9500000000-78318871a02428b4ab6a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Bornyl acetate 40V, Positive-QTOF	splash10-052f-9300000000-3211d127891893f8556c	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB020129

KNApSAcK ID

C00052447

Chemspider ID

35014943

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6448

PDB ID

Not Available

ChEBI ID

167343

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1007342

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 acetate (HMDB0040397)

MOL for HMDB0040397 ((-)-Bornyl acetate)

3D MOL for HMDB0040397 ((-)-Bornyl acetate)

3D SDF for HMDB0040397 ((-)-Bornyl acetate)

3D-SDF for HMDB0040397 ((-)-Bornyl acetate)

PDB for HMDB0040397 ((-)-Bornyl acetate)

3D PDB for HMDB0040397 ((-)-Bornyl acetate)

SMILES for HMDB0040397 ((-)-Bornyl acetate)

INCHI for HMDB0040397 ((-)-Bornyl acetate)

Structure for HMDB0040397 ((-)-Bornyl acetate)

3D Structure for HMDB0040397 ((-)-Bornyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra