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Showing metabocard for (-)-Isopulegol (HMDB0036078)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:08:52 UTC
Update Date2023-02-21 17:25:03 UTC
HMDB IDHMDB0036078
Secondary Accession Numbers
  • HMDB36078
Metabolite Identification
Common Name(-)-Isopulegol
Description(-)-Isopulegol 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 (-)-Isopulegol.
Structure
Data?1677000303
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036078 ((-)-Isopulegol)


  Mrv0541 02241219452D          

 11 11  0  0  0  0            999 V2000
   -3.3295   -3.7419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0439   -4.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -4.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -5.3920    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6150   -4.9795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6150   -4.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -5.3920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -6.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -6.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -6.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  1  0  0  0
  5  8  1  1  0  0  0
  4  9  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
Download

3D MOL for HMDB0036078 ((-)-Isopulegol)

HMDB0036078
     RDKit          3D
(-)-Isopulegol
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.8149   -0.9582    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0892    0.0611    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204    1.3147   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.0290    0.1894 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0634   -1.3566    0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813   -1.4958    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -0.2705   -0.1695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7900    0.4446    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381    0.7242   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0736    0.2277   -1.1848 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7634    1.1590   -1.9108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -0.9395    0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359   -1.8841    0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    1.6580    0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4845    1.0947   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695    2.1416   -0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    0.7436    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6088   -2.1392    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413   -1.5975    1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225   -1.8755    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -2.3279   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.6155   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308   -0.2558    1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.1629    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5838    1.0873    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583    1.6913   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064    0.9553   -1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0161   -0.7445   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854    2.0238   -1.9717 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  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  6
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
M  END
Download

3D SDF for HMDB0036078 ((-)-Isopulegol)


  Mrv0541 02241219452D          

 11 11  0  0  0  0            999 V2000
   -3.3295   -3.7419    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0439   -4.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -4.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -5.3920    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6150   -4.9795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6150   -4.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -5.3920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3295   -6.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -6.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -6.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  1  0  0  0
  5  8  1  1  0  0  0
  4  9  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036078

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1

> <INCHI_KEY>
ZYTMANIQRDEHIO-KXUCPTDWSA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.2493

> <EXACT_MASS>
154.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
18.941624764523382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
2.316627336

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.465337368746848

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8456614349101289

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
47.22279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0036078 ((-)-Isopulegol)

HMDB0036078
     RDKit          3D
(-)-Isopulegol
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.8149   -0.9582    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0892    0.0611    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204    1.3147   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.0290    0.1894 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0634   -1.3566    0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813   -1.4958    0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -0.2705   -0.1695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7900    0.4446    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381    0.7242   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0736    0.2277   -1.1848 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7634    1.1590   -1.9108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -0.9395    0.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359   -1.8841    0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    1.6580    0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4845    1.0947   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695    2.1416   -0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    0.7436    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6088   -2.1392    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413   -1.5975    1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225   -1.8755    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -2.3279   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.6155   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308   -0.2558    1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.1629    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5838    1.0873    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583    1.6913   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064    0.9553   -1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0161   -0.7445   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854    2.0238   -1.9717 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  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  6
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
M  END
Download

PDB for HMDB0036078 ((-)-Isopulegol)

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      -6.215  -6.985   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.549  -7.755   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.549  -9.295   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.215 -10.065   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.881  -9.295   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.881  -7.755   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.215  -5.445   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.548 -10.065   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.215 -11.605   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.881 -12.375   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.549 -12.375   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1                                                       
CONECT    7    1                                                            
CONECT    8    5                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0036078 ((-)-Isopulegol)

COMPND    HMDB0036078
HETATM    1  C1  UNL     1       2.815  -0.958   0.702  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.089   0.061   0.300  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.820   1.315  -0.045  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.644  -0.029   0.189  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.063  -1.357   0.619  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.381  -1.496   0.261  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.089  -0.271  -0.170  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.790   0.445   0.974  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.338   0.724  -0.969  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.074   0.228  -1.185  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.763   1.159  -1.911  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.902  -0.939   0.797  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.336  -1.884   0.967  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.461   1.658   0.792  1.00  0.00           H  
HETATM   15  H4  UNL     1       3.484   1.095  -0.909  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.169   2.142  -0.323  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.204   0.744   0.883  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.609  -2.139   0.015  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.241  -1.598   1.672  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.923  -1.875   1.179  1.00  0.00           H  
HETATM   21  H10 UNL     1      -1.543  -2.328  -0.479  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.947  -0.616  -0.831  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.231  -0.256   1.692  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.087   1.163   1.432  1.00  0.00           H  
HETATM   25  H14 UNL     1      -3.584   1.087   0.493  1.00  0.00           H  
HETATM   26  H15 UNL     1      -1.258   1.691  -0.404  1.00  0.00           H  
HETATM   27  H16 UNL     1      -1.806   0.955  -1.953  1.00  0.00           H  
HETATM   28  H17 UNL     1       0.016  -0.744  -1.727  1.00  0.00           H  
HETATM   29  H18 UNL     1       0.285   2.024  -1.972  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3    4
CONECT    3   14   15   16
CONECT    4    5   10   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8    9   22
CONECT    8   23   24   25
CONECT    9   10   26   27
CONECT   10   11   28
CONECT   11   29
END
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SMILES for HMDB0036078 ((-)-Isopulegol)

C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C
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INCHI for HMDB0036078 ((-)-Isopulegol)

InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(-)-L-IsopulegolHMDB
(1R,3R,4S)-(-)-P-Menth-8-en-3-olHMDB
5-Methyl-2-(1-methylethenyl)-(1R,2S,5R)-cyclohexanolHMDB
L-IsopulegolHMDB
IsopulegolMeSH
Chemical FormulaC10H18O
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
IUPAC Name(1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol
Traditional Name(1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-ol
CAS Registry Number89-79-2
SMILES
C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C
InChI Identifier
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
InChI KeyZYTMANIQRDEHIO-KXUCPTDWSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Cyclohexanol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point78 °CNot Available
Boiling Point216.00 to 218.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility308.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.724 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.28 g/LALOGPS
logP2.69ALOGPS
logP2.32ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)19.47ChemAxon
pKa (Strongest Basic)-0.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.22 m³·mol⁻¹ChemAxon
Polarizability18.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.21931661259
DarkChem[M-H]-134.44431661259
DeepCCS[M+H]+143.13130932474
DeepCCS[M-H]-140.76930932474
DeepCCS[M-2H]-174.35730932474
DeepCCS[M+Na]+149.04430932474
AllCCS[M+H]+135.032859911
AllCCS[M+H-H2O]+130.632859911
AllCCS[M+NH4]+139.132859911
AllCCS[M+Na]+140.332859911
AllCCS[M-H]-138.632859911
AllCCS[M+Na-2H]-140.232859911
AllCCS[M+HCOO]-142.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-IsopulegolC[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C1593.0Standard polar33892256
(-)-IsopulegolC[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C1166.7Standard non polar33892256
(-)-IsopulegolC[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C1181.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-Isopulegol,1TMS,isomer #1C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O[Si](C)(C)C1256.2Semi standard non polar33892256
(-)-Isopulegol,1TBDMS,isomer #1C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O[Si](C)(C)C(C)(C)C1487.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol EI-B (Non-derivatized)splash10-066u-9100000000-b05fac870c7dbc59229b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol EI-B (Non-derivatized)splash10-015c-9100000000-48d93dc21b89adaab4522017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol EI-B (Non-derivatized)splash10-06di-9200000000-2ce50fb75d3deb9eb8e72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol EI-B (Non-derivatized)splash10-066u-9100000000-b05fac870c7dbc59229b2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol EI-B (Non-derivatized)splash10-015c-9100000000-48d93dc21b89adaab4522018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol EI-B (Non-derivatized)splash10-06di-9200000000-2ce50fb75d3deb9eb8e72018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Isopulegol GC-EI-Q (Non-derivatized)splash10-01bc-9200000000-ad4eceffb3f590ef24262020-07-08HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Isopulegol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4r-9400000000-488f8682a6cd647ab0062017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Isopulegol GC-MS (1 TMS) - 70eV, Positivesplash10-08mu-9620000000-8ac174806e5dc19696e42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Isopulegol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 10V, Negative-QTOFsplash10-0udi-0900000000-13767d8f01d3cbb7cc972017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 20V, Negative-QTOFsplash10-0udi-0900000000-b47c5c16777566ad4c5a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 40V, Negative-QTOFsplash10-08fs-6900000000-1d5990268c4a20c74c152017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 10V, Negative-QTOFsplash10-0udi-0900000000-e9de8c42355b9a8b0cd02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 20V, Negative-QTOFsplash10-0udi-0900000000-e9f66794fa59715924fe2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 40V, Negative-QTOFsplash10-0159-2900000000-2710d4b6c4ccaf8079dc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 10V, Positive-QTOFsplash10-052r-0900000000-b784ae5f8c92cdff077a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 20V, Positive-QTOFsplash10-05n1-8900000000-4ca9df3290f613ad81582017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 40V, Positive-QTOFsplash10-0aor-9000000000-f9df6d8c024d2913e8652017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 10V, Positive-QTOFsplash10-01ot-9500000000-064bca782f04398c7d602021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 20V, Positive-QTOFsplash10-00lv-9200000000-7f08745e9bf166d9ce232021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopulegol 40V, Positive-QTOFsplash10-05mo-9000000000-700d21150758cfc08b712021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014912
KNApSAcK IDC00010938
Chemspider ID149356
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound170833
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1014351
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.