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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:08:49 UTC

Update Date

2022-03-07 02:54:24 UTC

HMDB ID

HMDB0035198

Secondary Accession Numbers

HMDB35198

Metabolite Identification

Common Name

Sesquithujene

Description

Sesquithujene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Sesquithujene.

Structure

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

HMDB0035198
     RDKit          3D
Sesquithujene
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.4292   -0.4883   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -0.3099    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9525    0.7528    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641   -1.0657   -0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246   -0.9346    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -0.5926   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462   -0.4907   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -1.8070    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7685   -0.0127   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    1.3070   -1.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    2.0840   -1.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    1.3579   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8353    1.8900    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -0.0173   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723   -0.9103   -1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0577    0.4175   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9863   -1.2999   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3613   -0.8301   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    0.3687    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472    1.1024    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    1.5884    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -1.8148   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.9149    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846   -0.1830    1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    0.4017   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -1.3530   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4747    0.2598    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598   -2.1024    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -2.6532    0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -1.8322    1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769    1.2069   -2.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254    1.8113   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660    3.1558   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228    2.2792   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3740    1.1062    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644    2.6709    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -0.4887    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.6638   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547   -1.9953   -1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  9  1  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 05061308172D          

 15 16  0  0  0  0            999 V2000
   -2.0102    3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -0.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073    2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0337    2.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897    3.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035198

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC=C(C)C)C12CC1C(C)=CC2

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,8,13-14H,5,7,9-10H2,1-4H3

> <INCHI_KEY>
UCQHFDKBUHCAFR-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.66168767627724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
4.461375721333334

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
68.5249

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035198
     RDKit          3D
Sesquithujene
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.4292   -0.4883   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -0.3099    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9525    0.7528    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641   -1.0657   -0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246   -0.9346    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -0.5926   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462   -0.4907   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -1.8070    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7685   -0.0127   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    1.3070   -1.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    2.0840   -1.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    1.3579   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8353    1.8900    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -0.0173   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723   -0.9103   -1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0577    0.4175   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9863   -1.2999   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3613   -0.8301   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    0.3687    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472    1.1024    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    1.5884    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -1.8148   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.9149    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846   -0.1830    1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    0.4017   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -1.3530   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4747    0.2598    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598   -2.1024    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -2.6532    0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -1.8322    1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769    1.2069   -2.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254    1.8113   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660    3.1558   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228    2.2792   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3740    1.1062    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644    2.6709    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -0.4887    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.6638   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547   -1.9953   -1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  9  1  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  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      -3.752   7.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.316   8.213   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.662  -1.056   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.000   5.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.063   5.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.595   5.560   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564   3.992   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.091   1.654   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.186   2.900   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.388   1.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.221   6.967   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.186   0.408   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.095   3.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.721   0.884   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.721   2.424   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   13                                                       
CONECT    8    9   12                                                       
CONECT    9    8   15                                                       
CONECT   10   14   15                                                       
CONECT   11    1    2    6                                                  
CONECT   12    3    8   14                                                  
CONECT   13    4    7   15                                                  
CONECT   14   10   12   15                                                  
CONECT   15    9   10   13   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0035198
HETATM    1  C1  UNL     1       5.429  -0.488  -0.561  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.092  -0.310   0.069  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.953   0.753   1.117  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.064  -1.066  -0.287  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.725  -0.935   0.300  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.665  -0.593  -0.757  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.646  -0.491  -0.015  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.916  -1.807   0.633  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.768  -0.013  -0.894  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.712   1.307  -1.566  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.824   2.084  -1.053  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.612   1.358  -0.293  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.835   1.890   0.371  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.134  -0.017  -0.187  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.872  -0.910  -1.309  1.00  0.00           C  
HETATM   16  H1  UNL     1       6.058   0.418  -0.469  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.986  -1.300  -0.010  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.361  -0.830  -1.615  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.427   0.369   2.015  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.947   1.102   1.441  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.393   1.588   0.636  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.230  -1.815  -1.049  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.450  -1.915   0.777  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.685  -0.183   1.114  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.984   0.402  -1.167  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.663  -1.353  -1.541  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.475   0.260   0.809  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.960  -2.102   0.700  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.383  -2.653   0.108  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.500  -1.832   1.679  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.877   1.207  -2.683  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.725   1.811  -1.499  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.966   3.156  -1.288  1.00  0.00           H  
HETATM   34  H19 UNL     1      -5.523   2.279  -0.383  1.00  0.00           H  
HETATM   35  H20 UNL     1      -5.374   1.106   0.945  1.00  0.00           H  
HETATM   36  H21 UNL     1      -4.564   2.671   1.140  1.00  0.00           H  
HETATM   37  H22 UNL     1      -3.199  -0.489   0.816  1.00  0.00           H  
HETATM   38  H23 UNL     1      -3.391  -0.664  -2.278  1.00  0.00           H  
HETATM   39  H24 UNL     1      -2.855  -1.995  -1.129  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    4
CONECT    3   19   20   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    9   27
CONECT    8   28   29   30
CONECT    9   10   14   15
CONECT   10   11   31   32
CONECT   11   12   12   33
CONECT   12   13   14
CONECT   13   34   35   36
CONECT   14   15   37
CONECT   15   38   39
END

HMDB0035198
     RDKit          3D
Sesquithujene
 39 40  0  0  0  0  0  0  0  0999 V2000
    5.4292   -0.4883   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -0.3099    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9525    0.7528    1.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641   -1.0657   -0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246   -0.9346    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -0.5926   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462   -0.4907   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -1.8070    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7685   -0.0127   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    1.3070   -1.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    2.0840   -1.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    1.3579   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8353    1.8900    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -0.0173   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723   -0.9103   -1.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0577    0.4175   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9863   -1.2999   -0.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3613   -0.8301   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    0.3687    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472    1.1024    1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    1.5884    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299   -1.8148   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.9149    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846   -0.1830    1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    0.4017   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6631   -1.3530   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4747    0.2598    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598   -2.1024    0.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -2.6532    0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -1.8322    1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769    1.2069   -2.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254    1.8113   -1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660    3.1558   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228    2.2792   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3740    1.1062    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644    2.6709    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991   -0.4887    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.6638   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547   -1.9953   -1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  9  1  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Epi-sesquithujene	HMDB

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene

Traditional Name

2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene

CAS Registry Number

58319-06-5

SMILES

CC(CCC=C(C)C)C12CC1C(C)=CC2

InChI Identifier

InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,8,13-14H,5,7,9-10H2,1-4H3

InChI Key

UCQHFDKBUHCAFR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquisabinane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sesquiterpenoid (CPD-13875 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035198)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035198)

Source

Endogenous

Endogenous (HMDB: HMDB0035198)

Plant

Plant (HMDB: HMDB0035198)

Animal

Animal (HMDB: HMDB0035198)

Exogenous

Food

Food (HMDB: HMDB0035198)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Herb

Sweet basil (FooDB: FOOD00119)

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035198)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035198)

Cellular process

Cell signaling (HMDB: HMDB0035198)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035198)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035198)

Nutrient

Nutrient (HMDB: HMDB0035198)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035198)

Emulsifier (HMDB: HMDB0035198)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	257.20 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.015 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.290 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.007 g/L	ALOGPS
logP	5.33	ALOGPS
logP	4.46	ChemAxon
logS	-4.5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.52 m³·mol⁻¹	ChemAxon
Polarizability	26.66 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.517	31661259
DarkChem	[M-H]-	147.24	31661259
DeepCCS	[M-2H]-	186.79	30932474
DeepCCS	[M+Na]+	162.493	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	145.6	32859911
AllCCS	[M+NH4]+	153.0	32859911
AllCCS	[M+Na]+	154.0	32859911
AllCCS	[M-H]-	158.4	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sesquithujene	CC(CCC=C(C)C)C12CC1C(C)=CC2	1628.6	Standard polar	33892256
Sesquithujene	CC(CCC=C(C)C)C12CC1C(C)=CC2	1406.5	Standard non polar	33892256
Sesquithujene	CC(CCC=C(C)C)C12CC1C(C)=CC2	1397.7	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 - Sesquithujene GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9700000000-74ff094653c7b3b6e1eb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sesquithujene 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 - Sesquithujene 10V, Positive-QTOF	splash10-0a4i-2590000000-b5384d5fb7dc6e968910	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 20V, Positive-QTOF	splash10-0aor-7930000000-f1378f0391ae7d043579	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 40V, Positive-QTOF	splash10-0uxr-9300000000-a578d4a5bd4fd24da80c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 10V, Negative-QTOF	splash10-0udi-0090000000-15a8edaa8d996225e1d9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 20V, Negative-QTOF	splash10-0udi-0190000000-7db8a06fcb9bbdda2033	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 40V, Negative-QTOF	splash10-0079-4910000000-1d2a9e38ce673660af6f	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 10V, Positive-QTOF	splash10-0006-9000000000-4583fbec1365012a3599	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 20V, Positive-QTOF	splash10-0006-9100000000-7fb6841aa689fc1e1005	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 40V, Positive-QTOF	splash10-0006-9000000000-f4d65e18fafd9c982587	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquithujene 40V, Negative-QTOF	splash10-0udv-9350000000-a9b5b9fc08a8aea793e5	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013844

KNApSAcK ID

C00011967

Chemspider ID

26537483

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53439065

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1122921

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 Sesquithujene (HMDB0035198)

MOL for HMDB0035198 (Sesquithujene)

3D MOL for HMDB0035198 (Sesquithujene)

3D SDF for HMDB0035198 (Sesquithujene)

3D-SDF for HMDB0035198 (Sesquithujene)

PDB for HMDB0035198 (Sesquithujene)

3D PDB for HMDB0035198 (Sesquithujene)

SMILES for HMDB0035198 (Sesquithujene)

INCHI for HMDB0035198 (Sesquithujene)

Structure for HMDB0035198 (Sesquithujene)

3D Structure for HMDB0035198 (Sesquithujene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra