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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:49:24 UTC

Update Date

2022-03-07 02:54:38 UTC

HMDB ID

HMDB0035801

Secondary Accession Numbers

HMDB35801

Metabolite Identification

Common Name

(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate

Description

(2S,4R)-p-Mentha-1(7),5-dien-2-ol 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 (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate.

Structure

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

HMDB0035801
     RDKit          3D
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.8581   -2.3991    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.6522   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4670   -2.1618   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.3347    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465    0.0795    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    0.9788    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    0.5169    1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864    0.9819   -1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0412    0.6015   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601   -0.2811   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.2738    0.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.5859   -0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5368    1.1646    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    0.3627   -1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -3.3794    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -1.9644    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -3.2148   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077   -1.6932    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    0.1871    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947    2.0040    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778    0.4146    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.3241    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8861   -0.4515    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343    1.9777   -1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    0.7830   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    0.2450   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575    1.5938   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4048    0.8209   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913   -0.4121   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168    1.2182    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951    2.2405    0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4682    0.5896    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10  2  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
M  END


  Mrv0541 05061308432D          

 14 14  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
  9  5  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035801

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CC(OC(C)=O)C(=C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5-6,8,11-12H,3,7H2,1-2,4H3

> <INCHI_KEY>
FOSCFYGDBSMRFI-UHFFFAOYSA-N

> <FORMULA>
C12H18O2

> <MOLECULAR_WEIGHT>
194.2701

> <EXACT_MASS>
194.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.336273616251432

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methylidene-5-(propan-2-yl)cyclohex-3-en-1-yl acetate

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.4737848196666663

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.014573604496947

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
57.41390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-isopropyl-2-methylidenecyclohex-3-en-1-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035801
     RDKit          3D
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.8581   -2.3991    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.6522   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4670   -2.1618   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.3347    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465    0.0795    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    0.9788    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    0.5169    1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864    0.9819   -1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0412    0.6015   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601   -0.2811   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.2738    0.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.5859   -0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5368    1.1646    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    0.3627   -1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -3.3794    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -1.9644    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -3.2148   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077   -1.6932    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    0.1871    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947    2.0040    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778    0.4146    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.3241    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8861   -0.4515    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343    1.9777   -1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    0.7830   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    0.2450   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575    1.5938   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4048    0.8209   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913   -0.4121   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168    1.2182    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951    2.2405    0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4682    0.5896    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10  2  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    6    9                                                       
CONECT    6    5   11                                                       
CONECT    7   11   12                                                       
CONECT    8    1    2   11                                                  
CONECT    9    3    5   12                                                  
CONECT   10    4   13   14                                                  
CONECT   11    6    7    8                                                  
CONECT   12    7    9   14                                                  
CONECT   13   10                                                            
CONECT   14   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0035801
HETATM    1  C1  UNL     1       1.858  -2.399   0.495  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.897  -1.652  -0.028  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.467  -2.162  -0.120  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.491  -1.335   0.070  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.147   0.080   0.368  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.359   0.979   0.205  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.456   0.517   1.174  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.886   0.982  -1.197  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.041   0.601  -0.497  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.160  -0.281  -0.537  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.220   0.274   0.196  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.452   0.586  -0.372  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.537   1.165   0.424  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.627   0.363  -1.593  1.00  0.00           O  
HETATM   15  H1  UNL     1       1.723  -3.379   0.870  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.846  -1.964   0.534  1.00  0.00           H  
HETATM   17  H3  UNL     1      -0.608  -3.215  -0.341  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.508  -1.693   0.006  1.00  0.00           H  
HETATM   19  H5  UNL     1      -0.835   0.187   1.443  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.095   2.004   0.537  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.978   0.415   2.169  1.00  0.00           H  
HETATM   22  H8  UNL     1      -4.228   1.324   1.190  1.00  0.00           H  
HETATM   23  H9  UNL     1      -3.886  -0.451   0.854  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.734   1.978  -1.678  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.983   0.783  -1.188  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.341   0.245  -1.819  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.257   1.594  -0.086  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.405   0.821  -1.536  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.491  -0.412  -1.606  1.00  0.00           H  
HETATM   30  H16 UNL     1       4.217   1.218   1.505  1.00  0.00           H  
HETATM   31  H17 UNL     1       4.695   2.240   0.139  1.00  0.00           H  
HETATM   32  H18 UNL     1       5.468   0.590   0.419  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3   10
CONECT    3    4    4   17
CONECT    4    5   18
CONECT    5    6    9   19
CONECT    6    7    8   20
CONECT    7   21   22   23
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11   29
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   30   31   32
END

HMDB0035801
     RDKit          3D
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate
 32 32  0  0  0  0  0  0  0  0999 V2000
    1.8581   -2.3991    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.6522   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4670   -2.1618   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.3347    0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465    0.0795    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3593    0.9788    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    0.5169    1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864    0.9819   -1.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0412    0.6015   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601   -0.2811   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.2738    0.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.5859   -0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5368    1.1646    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266    0.3627   -1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -3.3794    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -1.9644    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -3.2148   -0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077   -1.6932    0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    0.1871    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0947    2.0040    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778    0.4146    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.3241    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8861   -0.4515    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343    1.9777   -1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    0.7830   -1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    0.2450   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2575    1.5938   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4048    0.8209   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913   -0.4121   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168    1.2182    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6951    2.2405    0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4682    0.5896    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10  2  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetic acid	Generator
2-Methylidene-5-(propan-2-yl)cyclohex-3-en-1-yl acetic acid	HMDB

Chemical Formula

C₁₂H₁₈O₂

Average Molecular Weight

194.2701

Monoisotopic Molecular Weight

194.13067982

IUPAC Name

2-methylidene-5-(propan-2-yl)cyclohex-3-en-1-yl acetate

Traditional Name

5-isopropyl-2-methylidenecyclohex-3-en-1-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C)C1CC(OC(C)=O)C(=C)C=C1

InChI Identifier

InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5-6,8,11-12H,3,7H2,1-2,4H3

InChI Key

FOSCFYGDBSMRFI-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

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035801)

Source

Endogenous

Endogenous (HMDB: HMDB0035801)

Plant

Plant (HMDB: HMDB0035801)

Animal

Animal (HMDB: HMDB0035801)

Exogenous

Food

Food (HMDB: HMDB0035801)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0035801)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035801)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035801)

Lipid metabolism pathway (HMDB: HMDB0035801)

Cellular process

Cell signaling (HMDB: HMDB0035801)

Biochemical process

Lipid transport (HMDB: HMDB0035801)

Role

Biological role

Energy source (HMDB: HMDB0035801)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035801)

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	0.12 g/L	ALOGPS
logP	3.24	ALOGPS
logP	2.47	ChemAxon
logS	-3.2	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	3	ChemAxon
Refractivity	57.41 m³·mol⁻¹	ChemAxon
Polarizability	22.34 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]+	146.818	31661259
DarkChem	[M-H]-	145.593	31661259
DeepCCS	[M+H]+	146.967	30932474
DeepCCS	[M-H]-	144.609	30932474
DeepCCS	[M-2H]-	179.617	30932474
DeepCCS	[M+Na]+	154.958	30932474
AllCCS	[M+H]+	144.4	32859911
AllCCS	[M+H-H2O]+	140.3	32859911
AllCCS	[M+NH4]+	148.1	32859911
AllCCS	[M+Na]+	149.2	32859911
AllCCS	[M-H]-	148.1	32859911
AllCCS	[M+Na-2H]-	149.0	32859911
AllCCS	[M+HCOO]-	150.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate	CC(C)C1CC(OC(C)=O)C(=C)C=C1	1722.7	Standard polar	33892256
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate	CC(C)C1CC(OC(C)=O)C(=C)C=C1	1329.8	Standard non polar	33892256
(2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate	CC(C)C1CC(OC(C)=O)C(=C)C=C1	1344.2	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 - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-91ca57f12748b5af89d3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol 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 - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 10V, Positive-QTOF	splash10-0002-1900000000-7150827bf6ec8c5a41c4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 20V, Positive-QTOF	splash10-0f7a-4900000000-d9b0962430716e6468db	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 40V, Positive-QTOF	splash10-0uxr-9200000000-61811261f1fcf3cb8420	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 10V, Negative-QTOF	splash10-0f6x-1900000000-903999197d547254b722	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 20V, Negative-QTOF	splash10-0udl-2900000000-efc168285a8d1827a6a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 40V, Negative-QTOF	splash10-0pbl-6900000000-30336c840e79aae99e4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 10V, Positive-QTOF	splash10-000l-7900000000-5d450ab102ac7b011b2d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 20V, Positive-QTOF	splash10-0006-9400000000-2215d5dbd1af44b7a9ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 40V, Positive-QTOF	splash10-00mo-9200000000-ac65341419fb53f65f31	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 10V, Negative-QTOF	splash10-0a4i-9500000000-831763e4dd4c33d510bd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-9a6aa504e75e94ff5b1b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate 40V, Negative-QTOF	splash10-052f-9000000000-91545f233d6bc755c516	2021-09-22	Wishart 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

FDB014553

KNApSAcK ID

Not Available

Chemspider ID

35014023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101413668

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 (2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate (HMDB0035801)

MOL for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

3D MOL for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

3D SDF for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

3D-SDF for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

PDB for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

3D PDB for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

SMILES for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

INCHI for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

Structure for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

3D Structure for HMDB0035801 ((2S,4R)-p-Mentha-1(7),5-dien-2-ol acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra