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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:35:16 UTC

Update Date

2021-09-24 04:35:16 UTC

HMDB ID

HMDB0303781

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-beta-Fenchyl acetate

Description

(+)-beta-fenchyl acetate, also known as (+)-beta-fenchyl 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 (+)-beta-fenchyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-beta-fenchyl acetate can be found in fennel, which makes (+)-beta-fenchyl acetate a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303781
     RDKit          3D
(+)-beta-Fenchyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.0906   -0.2075   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700   -0.1058    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -0.0895    1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -0.0209   -0.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    0.0747    0.3205 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5953   -1.0961   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050   -1.8659    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287   -2.0058   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -0.4567   -0.6285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5915    0.2194    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    1.3623    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4774    1.2677   -0.0616 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2575    2.5201   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    0.7597   -1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819    0.4046   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570    0.1717    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -1.2756   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    0.0742    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9525   -1.2030    2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0238   -2.2989    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240   -2.7382    1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -2.0785   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -1.6435   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -3.0100   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4008   -1.0785   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822   -0.4118    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5079    0.7083    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116    2.3422    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036    1.1992    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262    3.1720   -0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994    3.0851    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2354    2.3257   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.4656   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    0.4336   -2.0882 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  1
  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  6
 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


  Mrv0541 09131208072D          

 14 15  0  0  0  0            999 V2000
    0.2062    0.5598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5082    0.1473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5082   -0.6777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2062   -1.0902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9207   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2227    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -0.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082   -1.5027    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  1  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  1  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  0  0  0  0
  1 12  1  1  0  0  0
  4 12  1  1  0  0  0
  3 13  1  0  0  0  0
  3 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303781

> <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+/m0/s1

> <INCHI_KEY>
JUWUWIGZUVEFQB-HOSYDEDBSA-N

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.286

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.477659190942553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
2.5864907546666664

> <ALOGPS_LOGS>
-3.42

> <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

> <ALOGPS_SOLUBILITY>
7.40e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303781
     RDKit          3D
(+)-beta-Fenchyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.0906   -0.2075   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700   -0.1058    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -0.0895    1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -0.0209   -0.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    0.0747    0.3205 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5953   -1.0961   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050   -1.8659    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287   -2.0058   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -0.4567   -0.6285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5915    0.2194    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    1.3623    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4774    1.2677   -0.0616 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2575    2.5201   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    0.7597   -1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819    0.4046   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570    0.1717    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -1.2756   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    0.0742    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9525   -1.2030    2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0238   -2.2989    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240   -2.7382    1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -2.0785   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -1.6435   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -3.0100   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4008   -1.0785   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822   -0.4118    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5079    0.7083    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116    2.3422    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036    1.1992    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262    3.1720   -0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994    3.0851    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2354    2.3257   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.4656   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    0.4336   -2.0882 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  1
  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  6
 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                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       0.385   1.045   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.949   0.275   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.949  -1.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.385  -2.035   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.719  -1.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.719   0.275   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.282   1.045   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.616   0.275   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.950   1.045   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.616  -1.265   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.385   2.585   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.784  -0.442   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.255  -2.184   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.949  -2.805   0.000  0.00  0.00           C+0
CONECT    1    2    6   11   12                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4   13   14                                             
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                                                       
CONECT   13    3                                                            
CONECT   14    3                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0303781
HETATM    1  C1  UNL     1       4.091  -0.207  -0.232  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.770  -0.106   0.428  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.646  -0.090   1.686  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.570  -0.021  -0.303  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.328   0.075   0.320  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.595  -1.096  -0.041  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.005  -1.866   1.171  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.029  -2.006  -1.056  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.837  -0.457  -0.628  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.592   0.219   0.469  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.654   1.362   0.889  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.477   1.268  -0.062  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.257   2.520  -0.265  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.197   0.760  -1.321  1.00  0.00           C  
HETATM   15  H1  UNL     1       4.182   0.405  -1.130  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.857   0.172   0.496  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.390  -1.276  -0.419  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.419   0.074   1.439  1.00  0.00           H  
HETATM   19  H5  UNL     1      -0.953  -1.203   2.080  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.024  -2.299   1.055  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.324  -2.738   1.327  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.134  -2.078  -0.950  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.206  -1.643  -2.070  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.461  -3.010  -0.947  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.401  -1.078  -1.295  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.782  -0.412   1.343  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.508   0.708   0.061  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.112   2.342   0.750  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.304   1.199   1.936  1.00  0.00           H  
HETATM   30  H16 UNL     1      -0.326   3.172  -0.968  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.299   3.085   0.688  1.00  0.00           H  
HETATM   32  H18 UNL     1       1.235   2.326  -0.708  1.00  0.00           H  
HETATM   33  H19 UNL     1      -1.963   1.466  -1.657  1.00  0.00           H  
HETATM   34  H20 UNL     1      -0.487   0.434  -2.088  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

HMDB0303781
     RDKit          3D
(+)-beta-Fenchyl acetate
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.0906   -0.2075   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700   -0.1058    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -0.0895    1.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -0.0209   -0.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    0.0747    0.3205 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5953   -1.0961   -0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050   -1.8659    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287   -2.0058   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372   -0.4567   -0.6285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5915    0.2194    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543    1.3623    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4774    1.2677   -0.0616 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2575    2.5201   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    0.7597   -1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1819    0.4046   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570    0.1717    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -1.2756   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    0.0742    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9525   -1.2030    2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0238   -2.2989    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240   -2.7382    1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -2.0785   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -1.6435   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -3.0100   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4008   -1.0785   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822   -0.4118    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5079    0.7083    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116    2.3422    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036    1.1992    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262    3.1720   -0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994    3.0851    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2354    2.3257   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.4656   -1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    0.4336   -2.0882 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  1
  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  6
 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
(1R,2S,4S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-yl acetic acid	Generator
(+)-b-Fenchyl acetate	Generator
(+)-b-Fenchyl acetic acid	Generator
(+)-beta-Fenchyl acetic acid	Generator
(+)-Β-fenchyl acetate	Generator
(+)-Β-fenchyl acetic acid	Generator

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

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+/m0/s1

InChI Key

JUWUWIGZUVEFQB-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

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

Not Available

Exogenous (HMDB: HMDB0303781)

Food

Herb and spice

Herb

Fennel (FooDB: FOOD00082)

Process

Not Available

Role

Not Available

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	3.42	ALOGPS
logP	2.59	ChemAxon
logS	-3.4	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	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
AllCCS	[M+H]+	144.659	32859911
AllCCS	[M+H-H2O]+	140.834	32859911
AllCCS	[M+Na]+	149.239	32859911
AllCCS	[M+NH4]+	148.215	32859911
AllCCS	[M-H]-	149.823	32859911
AllCCS	[M+Na-2H]-	150.572	32859911
AllCCS	[M+HCOO]-	151.482	32859911
DeepCCS	[M+H]+	153.357	30932474
DeepCCS	[M-H]-	150.961	30932474
DeepCCS	[M-2H]-	183.846	30932474
DeepCCS	[M+Na]+	159.344	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.0646 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.89 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2466.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	565.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	209.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	335.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	713.0 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	841.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	139.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1383.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	526.1 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	1588.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	473.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	512.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	516.5 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	20.2 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 - (+)-beta-Fenchyl acetate 10V, Positive-QTOF	splash10-0002-0900000000-c77c6bc690bbb156743b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 20V, Positive-QTOF	splash10-052r-5900000000-70eae9ccca5bb252d91d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 40V, Positive-QTOF	splash10-0a7i-9300000000-5fefe11da16ccfe182f9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 10V, Negative-QTOF	splash10-0f6t-0900000000-851fadf15e411a74fab9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 20V, Negative-QTOF	splash10-0udj-2900000000-fe69537f22740a2ff1ea	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 40V, Negative-QTOF	splash10-0fe3-3900000000-42cae221691198679cbc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 10V, Positive-QTOF	splash10-053b-4900000000-6f8844865a20d968be54	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 20V, Positive-QTOF	splash10-0ac1-9600000000-27b9c6ee8cbb0fb3ffd9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 40V, Positive-QTOF	splash10-0a7i-9600000000-da9bf946c5642147c5ac	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 10V, Negative-QTOF	splash10-0a4i-9300000000-26c5b8df2e85b570f3f1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-700fe81627f7318bc6ac	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-beta-Fenchyl acetate 40V, Negative-QTOF	splash10-052f-9400000000-fa248fcb378703e64e0a	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021669

KNApSAcK ID

Not Available

Chemspider ID

5848866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7530874

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 (+)-beta-Fenchyl acetate (HMDB0303781)

MOL for HMDB0303781 ((+)-beta-Fenchyl acetate)

3D MOL for HMDB0303781 ((+)-beta-Fenchyl acetate)

3D SDF for HMDB0303781 ((+)-beta-Fenchyl acetate)

3D-SDF for HMDB0303781 ((+)-beta-Fenchyl acetate)

PDB for HMDB0303781 ((+)-beta-Fenchyl acetate)

3D PDB for HMDB0303781 ((+)-beta-Fenchyl acetate)

SMILES for HMDB0303781 ((+)-beta-Fenchyl acetate)

INCHI for HMDB0303781 ((+)-beta-Fenchyl acetate)

Structure for HMDB0303781 ((+)-beta-Fenchyl acetate)

3D Structure for HMDB0303781 ((+)-beta-Fenchyl acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra