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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:15:40 UTC

Update Date

2023-02-21 17:25:33 UTC

HMDB ID

HMDB0037018

Secondary Accession Numbers

HMDB37018

Metabolite Identification

Common Name

(S)-p-Mentha-1,8-dien-10-yl acetate

Description

(S)-p-Mentha-1,8-dien-10-yl acetate 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 (S)-p-Mentha-1,8-dien-10-yl acetate.

Structure

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

HMDB0037018
     RDKit          3D
(S)-p-Mentha-1,8-dien-10-yl acetate
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.6047    1.2790   -0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9347    0.4959   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882   -0.2102    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668   -0.0003    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463   -0.4625    0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3255   -0.2137    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -1.0978   -0.7735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.3499   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7658    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416    0.9073    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914   -0.0065   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6449    0.1826   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4384   -1.1798   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9438   -1.0445   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6622    1.4263   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    1.8056   -1.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    0.1953    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980   -1.3084    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6045    0.7843   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837   -0.9625   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994   -0.2139    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233    1.0187   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797    1.6871    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -0.0485    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    1.7508    0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7837    0.9522   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0897   -0.7808   -0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2242    0.4791    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7806   -2.0648   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820   -1.4539   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900   -1.6932    0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4795   -1.3386   -1.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
M  END


  Mrv0541 02241216502D          

 14 14  0  0  0  0            999 V2000
   -1.7852    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    2.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733   -2.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037018

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC(=C)C1CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O2/c1-9-4-6-12(7-5-9)10(2)8-14-11(3)13/h4,12H,2,5-8H2,1,3H3

> <INCHI_KEY>
BCTDJPZNMXPMIA-UHFFFAOYSA-N

> <FORMULA>
C12H18O2

> <MOLECULAR_WEIGHT>
194.2701

> <EXACT_MASS>
194.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.76082488035839

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-yl acetate

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
2.3801669053333336

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0050132972227575

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
57.40650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037018
     RDKit          3D
(S)-p-Mentha-1,8-dien-10-yl acetate
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.6047    1.2790   -0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9347    0.4959   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882   -0.2102    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668   -0.0003    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463   -0.4625    0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3255   -0.2137    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -1.0978   -0.7735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.3499   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7658    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416    0.9073    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914   -0.0065   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6449    0.1826   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4384   -1.1798   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9438   -1.0445   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6622    1.4263   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    1.8056   -1.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    0.1953    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980   -1.3084    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6045    0.7843   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837   -0.9625   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994   -0.2139    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233    1.0187   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797    1.6871    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -0.0485    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    1.7508    0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7837    0.9522   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0897   -0.7808   -0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2242    0.4791    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7806   -2.0648   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820   -1.4539   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900   -1.6932    0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4795   -1.3386   -1.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  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  C   UNK     0      -3.332   1.924   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.332   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.998  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.664   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.664   1.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.998   2.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.998   4.230   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.332  -2.696   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.998  -1.924   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.664  -2.696   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.667  -1.924   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.001  -2.691   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.332  -1.919   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.003  -4.230   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    3    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0037018
HETATM    1  C1  UNL     1       1.605   1.279  -0.916  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.935   0.496  -0.098  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.588  -0.210   1.027  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.967  -0.000   1.150  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.846  -0.462   0.208  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.325  -0.214   0.350  1.00  0.00           C  
HETATM    7  O2  UNL     1       3.387  -1.098  -0.774  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.523   0.350  -0.355  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.222   0.766   0.950  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.642   0.907   0.571  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.191  -0.006  -0.184  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.645   0.183  -0.545  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.438  -1.180  -0.668  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.944  -1.045  -0.629  1.00  0.00           C  
HETATM   15  H1  UNL     1       2.662   1.426  -0.780  1.00  0.00           H  
HETATM   16  H2  UNL     1       1.137   1.806  -1.753  1.00  0.00           H  
HETATM   17  H3  UNL     1       1.121   0.195   1.959  1.00  0.00           H  
HETATM   18  H4  UNL     1       1.398  -1.308   0.998  1.00  0.00           H  
HETATM   19  H5  UNL     1       5.605   0.784  -0.048  1.00  0.00           H  
HETATM   20  H6  UNL     1       5.884  -0.963  -0.204  1.00  0.00           H  
HETATM   21  H7  UNL     1       5.599  -0.214   1.436  1.00  0.00           H  
HETATM   22  H8  UNL     1      -0.823   1.019  -1.181  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.780   1.687   1.365  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.025  -0.048   1.662  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.197   1.751   0.919  1.00  0.00           H  
HETATM   26  H12 UNL     1      -4.784   0.952  -1.310  1.00  0.00           H  
HETATM   27  H13 UNL     1      -5.090  -0.781  -0.904  1.00  0.00           H  
HETATM   28  H14 UNL     1      -5.224   0.479   0.368  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.781  -2.065  -0.047  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.782  -1.454  -1.705  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.490  -1.693   0.167  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.480  -1.339  -1.618  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3    8
CONECT    3    4   17   18
CONECT    4    5
CONECT    5    6    7    7
CONECT    6   19   20   21
CONECT    8    9   14   22
CONECT    9   10   23   24
CONECT   10   11   11   25
CONECT   11   12   13
CONECT   12   26   27   28
CONECT   13   14   29   30
CONECT   14   31   32
END

HMDB0037018
     RDKit          3D
(S)-p-Mentha-1,8-dien-10-yl acetate
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.6047    1.2790   -0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9347    0.4959   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882   -0.2102    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668   -0.0003    1.1496 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463   -0.4625    0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3255   -0.2137    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -1.0978   -0.7735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    0.3499   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7658    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416    0.9073    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914   -0.0065   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6449    0.1826   -0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4384   -1.1798   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9438   -1.0445   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6622    1.4263   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    1.8056   -1.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    0.1953    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980   -1.3084    0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6045    0.7843   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8837   -0.9625   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994   -0.2139    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233    1.0187   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797    1.6871    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0248   -0.0485    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    1.7508    0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7837    0.9522   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0897   -0.7808   -0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2242    0.4791    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7806   -2.0648   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820   -1.4539   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900   -1.6932    0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4795   -1.3386   -1.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-p-Mentha-1,8-dien-10-yl acetic acid	Generator
2-(4-Methylcyclohex-3-en-1-yl)prop-2-en-1-yl acetic acid	Generator
(±)-p-mentha-1,8-dien-10-yl acetic acid	Generator

Chemical Formula

C₁₂H₁₈O₂

Average Molecular Weight

194.2701

Monoisotopic Molecular Weight

194.13067982

IUPAC Name

2-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-yl acetate

Traditional Name

2-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-yl acetate

CAS Registry Number

15111-97-4

SMILES

CC(=O)OCC(=C)C1CCC(C)=CC1

InChI Identifier

InChI=1S/C12H18O2/c1-9-4-6-12(7-5-9)10(2)8-14-11(3)13/h4,12H,2,5-8H2,1,3H3

InChI Key

BCTDJPZNMXPMIA-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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037018)
Membrane (HMDB: HMDB0037018)

Peppermint (FooDB: FOOD00113)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Fat and oil

Fats and oils (FooDB: FOOD00864)

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
Water Solubility	0.29 g/L	ALOGPS
logP	3.65	ALOGPS
logP	2.38	ChemAxon
logS	-2.8	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	57.41 m³·mol⁻¹	ChemAxon
Polarizability	22.76 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]+	146.914	31661259
DarkChem	[M-H]-	141.722	31661259
DeepCCS	[M+H]+	143.825	30932474
DeepCCS	[M-H]-	141.353	30932474
DeepCCS	[M-2H]-	176.758	30932474
DeepCCS	[M+Na]+	151.934	30932474
AllCCS	[M+H]+	145.0	32859911
AllCCS	[M+H-H2O]+	141.0	32859911
AllCCS	[M+NH4]+	148.7	32859911
AllCCS	[M+Na]+	149.8	32859911
AllCCS	[M-H]-	149.1	32859911
AllCCS	[M+Na-2H]-	150.1	32859911
AllCCS	[M+HCOO]-	151.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-p-Mentha-1,8-dien-10-yl acetate	CC(=O)OCC(=C)C1CCC(C)=CC1	1861.9	Standard polar	33892256
(S)-p-Mentha-1,8-dien-10-yl acetate	CC(=O)OCC(=C)C1CCC(C)=CC1	1333.0	Standard non polar	33892256
(S)-p-Mentha-1,8-dien-10-yl acetate	CC(=O)OCC(=C)C1CCC(C)=CC1	1421.9	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 - (S)-p-Mentha-1,8-dien-10-yl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-9400000000-db84a4c892348b8d9d78	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl 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 - (S)-p-Mentha-1,8-dien-10-yl acetate 10V, Positive-QTOF	splash10-000b-2900000000-8f48be401718ed4a33d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 20V, Positive-QTOF	splash10-000i-5900000000-2f0d391783baf89bc9c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 40V, Positive-QTOF	splash10-0ldl-9400000000-1bdffb82684a5b3fbf1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 10V, Negative-QTOF	splash10-0006-3900000000-a697b0d5b3bb416b82ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 20V, Negative-QTOF	splash10-052f-9800000000-8686710fe108d2f8cd0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 40V, Negative-QTOF	splash10-052f-9500000000-5cb1991a3fcf78886696	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 10V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 20V, Negative-QTOF	splash10-06di-2900000000-578cf412c3974056039d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 40V, Negative-QTOF	splash10-05mo-9400000000-8d1ba0d205b0186a4574	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 10V, Positive-QTOF	splash10-000i-5900000000-8e7cc91bd29c83fea6f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 20V, Positive-QTOF	splash10-0006-9300000000-5d326d0acec14b4981a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-p-Mentha-1,8-dien-10-yl acetate 40V, Positive-QTOF	splash10-0006-9200000000-822bc9cb03b3e9e6fdbd	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

FDB015996

KNApSAcK ID

Not Available

Chemspider ID

55668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61781

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

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 (S)-p-Mentha-1,8-dien-10-yl acetate (HMDB0037018)

MOL for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

3D MOL for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

3D SDF for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

3D-SDF for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

PDB for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

3D PDB for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

SMILES for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

INCHI for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

Structure for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

3D Structure for HMDB0037018 ((S)-p-Mentha-1,8-dien-10-yl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra