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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:23:06 UTC

Update Date

2021-09-24 05:23:06 UTC

HMDB ID

HMDB0303885

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(E)-p-mentha-1(7),8-dien-2-hydroperoxide

Description

(1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexane-1-peroxol 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 very few articles have been published on (1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexane-1-peroxol.

Structure

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

HMDB0303885
     RDKit          3D
(E)-p-mentha-1(7),8-dien-2-hydroperoxide
 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.8407   -1.3583   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815   -0.5327    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172    0.4327    1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6053   -0.4674    0.4976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0596   -1.4985   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -1.3800   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9248   -0.0112   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517    0.2482   -1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257    1.1197   -0.0532 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7201    1.2767    1.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433    2.4537    1.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543    0.9365    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014   -1.3436    0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -2.0534   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    1.4420    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602    0.1129    1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    0.4472    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -0.6698    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929   -1.3996   -1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -2.5017   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -1.9380    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -1.8855   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366   -0.5067   -1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4653    1.2572   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    2.0758   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412    3.0228    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.0763   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    1.6449    0.7927 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  1  0
  7  8  2  3
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  1
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  6
 11 26  1  0
 12 27  1  0
 12 28  1  0
M  END


  Mrv1533007131514002D          

 14 14  0  0  1  0            999 V2000
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    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
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    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
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  1  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 10 12  1  6  0  0  0
 12 11  1  0  0  0  0
  9 13  1  6  0  0  0
 10 14  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0303885

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CCC(=C)[C@@]([H])(C1)OO)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)10(6-9)12-11/h9-11H,1,3-6H2,2H3/t9-,10+/m0/s1

> <INCHI_KEY>
CSOZFPOODGAASP-VHSXEESVSA-N

> <FORMULA>
C10H16O2

> <MOLECULAR_WEIGHT>
168.236

> <EXACT_MASS>
168.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
18.811914027056602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexane-1-peroxol

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.4962706323333332

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.71123461346712

> <JCHEM_PKA_STRONGEST_BASIC>
-4.237305980069498

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
48.2735

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexane-1-peroxol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303885
     RDKit          3D
(E)-p-mentha-1(7),8-dien-2-hydroperoxide
 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.8407   -1.3583   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815   -0.5327    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172    0.4327    1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6053   -0.4674    0.4976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0596   -1.4985   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -1.3800   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9248   -0.0112   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517    0.2482   -1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257    1.1197   -0.0532 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7201    1.2767    1.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433    2.4537    1.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543    0.9365    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014   -1.3436    0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -2.0534   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    1.4420    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602    0.1129    1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    0.4472    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -0.6698    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929   -1.3996   -1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -2.5017   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -1.9380    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -1.8855   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366   -0.5067   -1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4653    1.2572   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    2.0758   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412    3.0228    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.0763   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    1.6449    0.7927 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  1  0
  7  8  2  3
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  1
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  6
 11 26  1  0
 12 27  1  0
 12 28  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    9   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3    4   10                                                  
CONECT    9    5    6    7   13                                             
CONECT   10    6    8   12   14                                             
CONECT   11   12                                                            
CONECT   12   10   11                                                       
CONECT   13    9                                                            
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0303885
HETATM    1  C1  UNL     1      -2.841  -1.358  -0.079  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.081  -0.533   0.596  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.717   0.433   1.550  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.605  -0.467   0.498  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.060  -1.499  -0.460  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.407  -1.380  -0.670  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.925  -0.011  -0.713  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.052   0.248  -1.355  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.226   1.120  -0.053  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.720   1.277   1.258  1.00  0.00           O  
HETATM   11  O2  UNL     1       2.243   2.454   1.434  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.254   0.936   0.034  1.00  0.00           C  
HETATM   13  H1  UNL     1      -3.901  -1.344   0.048  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.400  -2.053  -0.764  1.00  0.00           H  
HETATM   15  H3  UNL     1      -2.788   1.442   1.083  1.00  0.00           H  
HETATM   16  H4  UNL     1      -3.760   0.113   1.793  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.078   0.447   2.461  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.190  -0.670   1.501  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.593  -1.400  -1.448  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.281  -2.502  -0.042  1.00  0.00           H  
HETATM   21  H9  UNL     1       2.004  -1.938   0.105  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.672  -1.886  -1.638  1.00  0.00           H  
HETATM   23  H11 UNL     1       3.637  -0.507  -1.869  1.00  0.00           H  
HETATM   24  H12 UNL     1       3.465   1.257  -1.406  1.00  0.00           H  
HETATM   25  H13 UNL     1       1.426   2.076  -0.591  1.00  0.00           H  
HETATM   26  H14 UNL     1       2.141   3.023   0.617  1.00  0.00           H  
HETATM   27  H15 UNL     1      -0.720   1.076  -0.945  1.00  0.00           H  
HETATM   28  H16 UNL     1      -0.648   1.645   0.793  1.00  0.00           H  
CONECT    1    2    2   13   14
CONECT    2    3    4
CONECT    3   15   16   17
CONECT    4    5   12   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    8    9
CONECT    8   23   24
CONECT    9   10   12   25
CONECT   10   11
CONECT   11   26
CONECT   12   27   28
END

HMDB0303885
     RDKit          3D
(E)-p-mentha-1(7),8-dien-2-hydroperoxide
 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.8407   -1.3583   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815   -0.5327    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172    0.4327    1.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6053   -0.4674    0.4976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0596   -1.4985   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -1.3800   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9248   -0.0112   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517    0.2482   -1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257    1.1197   -0.0532 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7201    1.2767    1.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2433    2.4537    1.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543    0.9365    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014   -1.3436    0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -2.0534   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    1.4420    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602    0.1129    1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    0.4472    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -0.6698    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929   -1.3996   -1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -2.5017   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -1.9380    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723   -1.8855   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366   -0.5067   -1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4653    1.2572   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    2.0758   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412    3.0228    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.0763   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    1.6449    0.7927 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  1  0
  7  8  2  3
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  1
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  6
 11 26  1  0
 12 27  1  0
 12 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.236

Monoisotopic Molecular Weight

168.115029755

IUPAC Name

(1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexane-1-peroxol

Traditional Name

(1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexane-1-peroxol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CCC(=C)[C@@]([H])(C1)OO)C(C)=C

InChI Identifier

InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)10(6-9)12-11/h9-11H,1,3-6H2,2H3/t9-,10+/m0/s1

InChI Key

CSOZFPOODGAASP-VHSXEESVSA-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
Hydroperoxide
Alkyl hydroperoxide
Peroxol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Turpentine

Disposition

Source

Exogenous

Exogenous (HMDB: HMDB0303885)

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	2.66	ALOGPS
logP	2.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.27 m³·mol⁻¹	ChemAxon
Polarizability	18.81 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
AllCCS	[M+H]+	138.226	32859911
AllCCS	[M+H-H2O]+	133.957	32859911
AllCCS	[M+Na]+	143.351	32859911
AllCCS	[M+NH4]+	142.204	32859911
AllCCS	[M-H]-	138.255	32859911
AllCCS	[M+Na-2H]-	139.482	32859911
AllCCS	[M+HCOO]-	140.906	32859911
DeepCCS	[M+H]+	138.563	30932474
DeepCCS	[M-H]-	136.325	30932474
DeepCCS	[M-2H]-	170.139	30932474
DeepCCS	[M+Na]+	144.479	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	16.8855 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2068.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	488.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	176.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	270.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	188.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	540.7 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	647.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	157.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1193.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	412.6 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	1381.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	475.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	495.0 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	39.1 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 - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 10V, Positive-QTOF	splash10-014i-0900000000-b0bf5deed5c531ba97f6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 20V, Positive-QTOF	splash10-067r-8900000000-78580186e3df9e40e211	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 40V, Positive-QTOF	splash10-0le9-9000000000-ac9418e12b9d49b771a1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 10V, Negative-QTOF	splash10-014i-0900000000-52d7db350054264a9a6d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 20V, Negative-QTOF	splash10-014j-0900000000-1a14777b61cce1ccd92c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 40V, Negative-QTOF	splash10-00l2-4900000000-e731a58e7fff4498d49b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 10V, Positive-QTOF	splash10-000m-8900000000-c62db936d4b0c28d240a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 20V, Positive-QTOF	splash10-0007-9300000000-f017c1d9ac4019062a5d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 40V, Positive-QTOF	splash10-000x-9100000000-c09decc564865b9f3a6a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 10V, Negative-QTOF	splash10-014i-0900000000-5159505b32f2320e87db	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 20V, Negative-QTOF	splash10-001i-0900000000-d95cb6937fc72073537a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-p-mentha-1(7),8-dien-2-hydroperoxide 40V, Negative-QTOF	splash10-001j-1900000000-3825ac24a92a946723c6	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

FDB029725

KNApSAcK ID

Not Available

Chemspider ID

8279075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10103548

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 (E)-p-mentha-1(7),8-dien-2-hydroperoxide (HMDB0303885)

MOL for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

3D MOL for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

3D SDF for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

3D-SDF for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

PDB for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

3D PDB for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

SMILES for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

INCHI for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

Structure for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

3D Structure for HMDB0303885 ((E)-p-mentha-1(7),8-dien-2-hydroperoxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra