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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:18:10 UTC

Update Date

2023-02-21 17:28:26 UTC

HMDB ID

HMDB0040725

Secondary Accession Numbers

HMDB40725

Metabolite Identification

Common Name

Fenchyl acetate

Description

Fenchyl 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 Fenchyl acetate.

Structure

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

HMDB0040725
     RDKit          3D
Fenchyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.7980    0.0627   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4358    0.1966   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2044    0.4989   -2.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479   -0.0143   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.0899   -0.6608 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6791    1.1304    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058    2.0092    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5424    1.9842   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    0.3224    1.1119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7326   -0.6332    1.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560   -1.6648    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -1.2119   -0.3045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6983   -2.2138   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723   -0.7009    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    0.1540    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4888    0.8564   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2737   -0.9119   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    0.3549   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    2.5589    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191    1.4576    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2709    2.7718    1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    1.5230   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    2.9905   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    2.1297   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.8397    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4796   -1.1784    2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0349   -0.1268    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.5703    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -2.6897    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767   -2.8773   -1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418   -2.7637   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7995   -1.6944   -2.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620   -1.4678    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.2117   -0.7577 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
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 12  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  6
  7 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  1
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv1652307301920052D          

 14 15  0  0  1  0            999 V2000
    3.0214    2.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -1.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6717    0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780   -0.6957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5925    0.5418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5925   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780    0.9543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5925    2.1918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069    0.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  1  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12  4  1  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  1  0  0  0
 10 12  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10 14  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0040725

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)O[C@H]1[C@@]2(C)CC[C@H](C2)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O2/c1-8(13)14-10-11(2,3)9-5-6-12(10,4)7-9/h9-10H,5-7H2,1-4H3/t9-,10-,12+/m1/s1

> <INCHI_KEY>
JUWUWIGZUVEFQB-FOGDFJRCSA-N

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.286

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
22.47589984250941

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
2.5864907546666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0049844092082

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
54.3118

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040725
     RDKit          3D
Fenchyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.7980    0.0627   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4358    0.1966   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2044    0.4989   -2.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479   -0.0143   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.0899   -0.6608 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6791    1.1304    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058    2.0092    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5424    1.9842   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    0.3224    1.1119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7326   -0.6332    1.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560   -1.6648    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -1.2119   -0.3045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6983   -2.2138   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723   -0.7009    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    0.1540    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4888    0.8564   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2737   -0.9119   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    0.3549   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    2.5589    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191    1.4576    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2709    2.7718    1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    1.5230   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    2.9905   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    2.1297   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.8397    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4796   -1.1784    2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0349   -0.1268    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.5703    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -2.6897    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767   -2.8773   -1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418   -2.7637   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7995   -1.6944   -2.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620   -1.4678    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.2117   -0.7577 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
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 12  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  6
  7 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  1
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0       5.640   4.091   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.499  -1.976   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.489  -0.261   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.639   3.321   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.305  -0.529   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.305   1.011   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.254   0.241   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.306   3.321   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.639  -1.299   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.973   1.011   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.973  -0.529   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.639   1.781   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.973   4.091   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.306   1.781   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    6    9                                                       
CONECT    6    5   12                                                       
CONECT    7    9   12                                                       
CONECT    8    1   13   14                                                  
CONECT    9    5    7   11                                                  
CONECT   10   11   12   14                                                  
CONECT   11    2    3    9   10                                             
CONECT   12    4    6    7   10                                             
CONECT   13    8                                                            
CONECT   14    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0040725
HETATM    1  C1  UNL     1       3.798   0.063  -0.493  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.436   0.197  -1.045  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.204   0.499  -2.246  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.348  -0.014  -0.227  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.008   0.090  -0.661  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.679   1.130   0.207  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.306   2.009   0.924  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.542   1.984  -0.665  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.546   0.322   1.112  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.733  -0.633   1.985  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.156  -1.665   1.015  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.675  -1.212  -0.304  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.698  -2.214  -1.377  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.072  -0.701   0.086  1.00  0.00           C  
HETATM   15  H1  UNL     1       3.761   0.154   0.605  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.489   0.856  -0.878  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.274  -0.912  -0.806  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.091   0.355  -1.712  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.880   2.559   0.143  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.019   1.458   1.551  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.271   2.772   1.474  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.748   1.523  -1.645  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.109   2.991  -0.841  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.554   2.130  -0.187  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.328   0.840   1.634  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.480  -1.178   2.608  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.035  -0.127   2.567  1.00  0.00           H  
HETATM   28  H14 UNL     1       0.952  -1.570   1.093  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.468  -2.690   1.268  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.577  -2.877  -1.247  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.242  -2.764  -1.404  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.800  -1.694  -2.359  1.00  0.00           H  
HETATM   33  H19 UNL     1      -2.662  -1.468   0.584  1.00  0.00           H  
HETATM   34  H20 UNL     1      -2.563  -0.212  -0.758  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   12   18
CONECT    6    7    8    9
CONECT    7   19   20   21
CONECT    8   22   23   24
CONECT    9   10   14   25
CONECT   10   11   26   27
CONECT   11   12   28   29
CONECT   12   13   14
CONECT   13   30   31   32
CONECT   14   33   34
END

HMDB0040725
     RDKit          3D
Fenchyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.7980    0.0627   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4358    0.1966   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2044    0.4989   -2.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479   -0.0143   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.0899   -0.6608 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6791    1.1304    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058    2.0092    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5424    1.9842   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    0.3224    1.1119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7326   -0.6332    1.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560   -1.6648    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -1.2119   -0.3045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6983   -2.2138   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723   -0.7009    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    0.1540    0.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4888    0.8564   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2737   -0.9119   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    0.3549   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    2.5589    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191    1.4576    1.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2709    2.7718    1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    1.5230   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    2.9905   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    2.1297   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.8397    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4796   -1.1784    2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0349   -0.1268    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.5703    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -2.6897    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767   -2.8773   -1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418   -2.7637   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7995   -1.6944   -2.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620   -1.4678    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -0.2117   -0.7577 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
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 12  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  6
  7 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  1
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fenchyl acetic acid	Generator
(+)-Borneol acetate	HMDB
(+)-Bornyl acetate	HMDB
(1R,2S,4R)-(+)-Bornyl acetate	HMDB
1,7,7-Trimethyl-acetate(1R-endo)-bicyclo[2.2.1]heptan-2-ol	HMDB
2-Bornanol, acetate, (1R,2S,4R)-(+)- (8ci)	HMDB
D-Bornyl acetate	HMDB
FEMA 3390	HMDB
(1S,2S,4R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-yl acetic acid	Generator
(-)-a-Fenchyl acetate	Generator
(-)-a-Fenchyl acetic acid	Generator
(-)-alpha-Fenchyl acetic acid	Generator
(-)-Α-fenchyl acetate	Generator
(-)-Α-fenchyl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl acetate

Traditional Name

(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl acetate

CAS Registry Number

20347-65-3

SMILES

CC(=O)O[C@H]1[C@@]2(C)CC[C@H](C2)C1(C)C

InChI Identifier

InChI=1S/C12H20O2/c1-8(13)14-10-11(2,3)9-5-6-12(10,4)7-9/h9-10H,5-7H2,1-4H3/t9-,10-,12+/m1/s1

InChI Key

JUWUWIGZUVEFQB-FOGDFJRCSA-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

Fenchane monoterpenoid
Bicyclic 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

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040725)

Sweet basil (FooDB: FOOD00119)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	29.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	225.00 to 226.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	9.72 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.602 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.074 g/L	ALOGPS
logP	2.59	ChemAxon
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	54.31 m³·mol⁻¹	ChemAxon
Polarizability	22.48 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]+	146.646	31661259
DarkChem	[M-H]-	141.432	31661259
DeepCCS	[M+H]+	153.874	30932474
DeepCCS	[M-H]-	151.478	30932474
DeepCCS	[M-2H]-	184.363	30932474
DeepCCS	[M+Na]+	159.899	30932474
AllCCS	[M+H]+	144.7	32859911
AllCCS	[M+H-H2O]+	140.8	32859911
AllCCS	[M+NH4]+	148.2	32859911
AllCCS	[M+Na]+	149.2	32859911
AllCCS	[M-H]-	149.8	32859911
AllCCS	[M+Na-2H]-	150.6	32859911
AllCCS	[M+HCOO]-	151.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenchyl acetate	CC(=O)O[C@H]1[C@@]2(C)CC[C@H](C2)C1(C)C	1597.6	Standard polar	33892256
Fenchyl acetate	CC(=O)O[C@H]1[C@@]2(C)CC[C@H](C2)C1(C)C	1267.1	Standard non polar	33892256
Fenchyl acetate	CC(=O)O[C@H]1[C@@]2(C)CC[C@H](C2)C1(C)C	1245.2	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 - Fenchyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001u-9500000000-4960043075834517e193	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenchyl 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 - Fenchyl acetate 10V, Positive-QTOF	splash10-0002-0900000000-c77c6bc690bbb156743b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 20V, Positive-QTOF	splash10-052r-5900000000-70eae9ccca5bb252d91d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 40V, Positive-QTOF	splash10-0a7i-9300000000-5fefe11da16ccfe182f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 10V, Negative-QTOF	splash10-0f6t-0900000000-851fadf15e411a74fab9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 20V, Negative-QTOF	splash10-0udj-2900000000-fe69537f22740a2ff1ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 40V, Negative-QTOF	splash10-0fe3-3900000000-42cae221691198679cbc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 10V, Positive-QTOF	splash10-053b-4900000000-6f8844865a20d968be54	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 20V, Positive-QTOF	splash10-0ac1-9600000000-27b9c6ee8cbb0fb3ffd9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 40V, Positive-QTOF	splash10-0a7i-9600000000-da9bf946c5642147c5ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 10V, Negative-QTOF	splash10-0a4i-9300000000-26c5b8df2e85b570f3f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-700fe81627f7318bc6ac	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenchyl acetate 40V, Negative-QTOF	splash10-052f-9400000000-fa248fcb378703e64e0a	2021-09-23	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

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14019266

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1106101

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 Fenchyl acetate (HMDB0040725)

MOL for HMDB0040725 (Fenchyl acetate)

3D MOL for HMDB0040725 (Fenchyl acetate)

3D SDF for HMDB0040725 (Fenchyl acetate)

3D-SDF for HMDB0040725 (Fenchyl acetate)

PDB for HMDB0040725 (Fenchyl acetate)

3D PDB for HMDB0040725 (Fenchyl acetate)

SMILES for HMDB0040725 (Fenchyl acetate)

INCHI for HMDB0040725 (Fenchyl acetate)

Structure for HMDB0040725 (Fenchyl acetate)

3D Structure for HMDB0040725 (Fenchyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra