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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:19:46 UTC

Update Date

2022-03-07 02:55:36 UTC

HMDB ID

HMDB0038047

Secondary Accession Numbers

HMDB38047

Metabolite Identification

Common Name

Carvyl propionate

Description

Carvyl propionate belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a small amount of articles have been published on Carvyl propionate.

Structure

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

HMDB0038047
     RDKit          3D
Carvyl propionate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.0932    0.5635   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    1.0496   -0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    2.5065   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    0.2041    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4270   -1.1731    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -2.0670    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -1.7379    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9904   -2.7030    1.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -0.4415    0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -0.4299   -0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    0.3330    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    1.0404    1.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043    0.2954   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782    1.5059   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    0.0984   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3460   -0.4648   -0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053    1.1553   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    2.8448   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0486    2.6256   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569    3.0481   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    0.6467    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018   -1.6653   -0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -1.1275    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6035   -3.0186    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9217   -2.4960    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814   -2.5681    2.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.7503    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    0.2717    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2342   -0.5956   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8472    0.1786    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    1.9376   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    2.2344   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474    1.2227   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    1.1025   -1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6801   -0.6260   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  9 15  1  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

  Mrv0541 02241215522D          

 15 15  0  0  0  0            999 V2000
   -1.9715   -3.5892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860   -4.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004   -3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149   -4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1150   -4.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -5.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4005   -6.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861   -6.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1150   -6.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860   -4.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004   -2.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2570   -4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425   -3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1719   -4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2570   -4.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  6 10  1  0  0  0  0
  2 10  1  0  0  0  0
  3 11  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038047

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)OC1CC(CC=C1C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O2/c1-5-13(14)15-12-8-11(9(2)3)7-6-10(12)4/h6,11-12H,2,5,7-8H2,1,3-4H3

> <INCHI_KEY>
DFVXNZOMAOGTBL-UHFFFAOYSA-N

> <FORMULA>
C13H20O2

> <MOLECULAR_WEIGHT>
208.2967

> <EXACT_MASS>
208.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.36025484677713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propanoate

> <ALOGPS_LOGP>
4.13

> <JCHEM_LOGP>
3.1306628420000004

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.049759207155638

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
61.7742

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038047
     RDKit          3D
Carvyl propionate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.0932    0.5635   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    1.0496   -0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    2.5065   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    0.2041    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4270   -1.1731    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -2.0670    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -1.7379    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9904   -2.7030    1.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -0.4415    0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -0.4299   -0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    0.3330    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    1.0404    1.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043    0.2954   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782    1.5059   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    0.0984   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3460   -0.4648   -0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053    1.1553   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    2.8448   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0486    2.6256   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569    3.0481   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    0.6467    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018   -1.6653   -0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -1.1275    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6035   -3.0186    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9217   -2.4960    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814   -2.5681    2.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.7503    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    0.2717    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2342   -0.5956   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8472    0.1786    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    1.9376   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    2.2344   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474    1.2227   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    1.1025   -1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6801   -0.6260   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  9 15  1  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -3.680  -6.700   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.014  -7.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.347  -6.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.681  -7.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.681  -9.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.348  -9.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.348 -11.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.014 -12.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.681 -12.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.014  -9.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.347  -5.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.346  -7.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.013  -6.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.321  -7.470   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.346  -9.010   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6    2                                                       
CONECT   11    3                                                            
CONECT   12    1   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0038047
HETATM    1  C1  UNL     1      -4.093   0.563  -0.804  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.909   1.050  -0.485  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.719   2.507  -0.789  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.897   0.204   0.104  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.427  -1.173   0.399  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.314  -2.067   0.873  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.041  -1.738   0.830  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.990  -2.703   1.327  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.396  -0.442   0.312  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.725  -0.430  -0.139  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.721   0.333   0.437  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.376   1.040   1.416  1.00  0.00           O  
HETATM   13  C11 UNL     1       4.104   0.295  -0.094  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.478   1.506  -0.879  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.589   0.098  -0.676  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.346  -0.465  -0.633  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.905   1.155  -1.261  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.692   2.845  -0.642  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.049   2.626  -1.861  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.457   3.048  -0.155  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.613   0.647   1.102  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.802  -1.665  -0.531  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.247  -1.127   1.116  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.603  -3.019   1.261  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.922  -2.496   0.772  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.081  -2.568   2.410  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.713  -3.750   1.081  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.363   0.272   1.190  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.234  -0.596  -0.739  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.847   0.179   0.744  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.565   1.938  -1.345  1.00  0.00           H  
HETATM   32  H17 UNL     1       4.964   2.234  -0.182  1.00  0.00           H  
HETATM   33  H18 UNL     1       5.247   1.223  -1.627  1.00  0.00           H  
HETATM   34  H19 UNL     1      -0.342   1.103  -1.028  1.00  0.00           H  
HETATM   35  H20 UNL     1      -0.680  -0.626  -1.505  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3    4
CONECT    3   18   19   20
CONECT    4    5   15   21
CONECT    5    6   22   23
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   25   26   27
CONECT    9   10   15   28
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   29   30
CONECT   14   31   32   33
CONECT   15   34   35
END

HMDB0038047
     RDKit          3D
Carvyl propionate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.0932    0.5635   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    1.0496   -0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    2.5065   -0.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    0.2041    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4270   -1.1731    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -2.0670    0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -1.7379    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9904   -2.7030    1.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -0.4415    0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -0.4299   -0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208    0.3330    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    1.0404    1.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043    0.2954   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782    1.5059   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    0.0984   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3460   -0.4648   -0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053    1.1553   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    2.8448   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0486    2.6256   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4569    3.0481   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6128    0.6467    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018   -1.6653   -0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474   -1.1275    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6035   -3.0186    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9217   -2.4960    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0814   -2.5681    2.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.7503    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    0.2717    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2342   -0.5956   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8472    0.1786    0.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    1.9376   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    2.2344   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474    1.2227   -1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    1.1025   -1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6801   -0.6260   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  9 15  1  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Carvyl propionic acid	Generator
2-Methyl-5-(1-methylethenyl)-2-cyclohexenyl propanoate	HMDB
5-Isopropenyl-2-methyl-2-cyclohexen-1-yl propionate	HMDB
Carveol propionate	HMDB
FEMA 2251	HMDB
P-Mentha-1(6),8-dien-2-yl propionate	HMDB
P-Mentha-6,8-dien-2-ol, propionate	HMDB
P-Mentha-6,8-dien-2-yl propionate	HMDB
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propanoic acid	Generator

Chemical Formula

C₁₃H₂₀O₂

Average Molecular Weight

208.2967

Monoisotopic Molecular Weight

208.146329884

IUPAC Name

2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propanoate

Traditional Name

2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propanoate

CAS Registry Number

97-45-0

SMILES

CCC(=O)OC1CC(CC=C1C)C(C)=C

InChI Identifier

InChI=1S/C13H20O2/c1-5-13(14)15-12-8-11(9(2)3)7-6-10(12)4/h6,11-12H,2,5,7-8H2,1,3-4H3

InChI Key

DFVXNZOMAOGTBL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038047)

Source

Endogenous

Endogenous (HMDB: HMDB0038047)

Animal

Animal (HMDB: HMDB0038047)

Exogenous

Food

Food (HMDB: HMDB0038047)

Exogenous (HMDB: HMDB0038047)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038047)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038047)

Lipid metabolism pathway (HMDB: HMDB0038047)

Cellular process

Cell signaling (HMDB: HMDB0038047)

Biochemical process

Lipid transport (HMDB: HMDB0038047)

Role

Biological role

Energy source (HMDB: HMDB0038047)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038047)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038047)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	78.00 to 80.00 °C. @ 0.20 mm Hg	The Good Scents Company Information System
Water Solubility	3.24 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.868 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	4.13	ALOGPS
logP	3.13	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	61.77 m³·mol⁻¹	ChemAxon
Polarizability	24.36 Å³	ChemAxon
Number of Rings	1	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]+	150.988	31661259
DarkChem	[M-H]-	149.412	31661259
DeepCCS	[M+H]+	147.941	30932474
DeepCCS	[M-H]-	145.583	30932474
DeepCCS	[M-2H]-	180.579	30932474
DeepCCS	[M+Na]+	155.45	30932474
AllCCS	[M+H]+	149.8	32859911
AllCCS	[M+H-H2O]+	145.9	32859911
AllCCS	[M+NH4]+	153.4	32859911
AllCCS	[M+Na]+	154.5	32859911
AllCCS	[M-H]-	153.1	32859911
AllCCS	[M+Na-2H]-	153.9	32859911
AllCCS	[M+HCOO]-	154.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carvyl propionate	CCC(=O)OC1CC(CC=C1C)C(C)=C	1777.4	Standard polar	33892256
Carvyl propionate	CCC(=O)OC1CC(CC=C1C)C(C)=C	1425.3	Standard non polar	33892256
Carvyl propionate	CCC(=O)OC1CC(CC=C1C)C(C)=C	1456.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Carvyl propionate EI-B (Non-derivatized)	splash10-0a6u-9400000000-79a6d0ea4ebd40345e30	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Carvyl propionate EI-B (Non-derivatized)	splash10-0a6u-9400000000-79a6d0ea4ebd40345e30	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carvyl propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0553-9500000000-b0ddbe198692b9662a61	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carvyl propionate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carvyl propionate 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 - Carvyl propionate 10V, Positive-QTOF	splash10-0a4i-6970000000-bf15d6d512f316e2143e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 20V, Positive-QTOF	splash10-0a4r-9700000000-96eb6f792a5e655c6fec	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 40V, Positive-QTOF	splash10-0pvi-9200000000-accfed4565f0c0a6a240	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 10V, Negative-QTOF	splash10-0a4i-1590000000-22107eb11eb3da001536	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 20V, Negative-QTOF	splash10-0zfr-4920000000-a0ebc4755cbb805018f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 40V, Negative-QTOF	splash10-0pbi-6900000000-b994bca3c26e57fd37b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 10V, Positive-QTOF	splash10-03di-1910000000-beca69dc2989a6475592	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 20V, Positive-QTOF	splash10-000g-9800000000-2da6226c0e17368edda1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 40V, Positive-QTOF	splash10-000x-9400000000-1ef02e897d13a68c59b6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 10V, Negative-QTOF	splash10-0zmi-6940000000-7b9f18e8f845d4da65e5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 20V, Negative-QTOF	splash10-0fl0-4900000000-f68e56ca90d4d46903f8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carvyl propionate 40V, Negative-QTOF	splash10-000i-4900000000-dc923829a86d3fdf5a64	2021-09-24	Wishart 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

FDB017257

KNApSAcK ID

Not Available

Chemspider ID

7059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7336

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1014731

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 Carvyl propionate (HMDB0038047)

MOL for HMDB0038047 (Carvyl propionate)

3D MOL for HMDB0038047 (Carvyl propionate)

3D SDF for HMDB0038047 (Carvyl propionate)

3D-SDF for HMDB0038047 (Carvyl propionate)

PDB for HMDB0038047 (Carvyl propionate)

3D PDB for HMDB0038047 (Carvyl propionate)

SMILES for HMDB0038047 (Carvyl propionate)

INCHI for HMDB0038047 (Carvyl propionate)

Structure for HMDB0038047 (Carvyl propionate)

3D Structure for HMDB0038047 (Carvyl propionate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra