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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:33:15 UTC

Update Date

2022-03-07 02:54:55 UTC

HMDB ID

HMDB0036416

Secondary Accession Numbers

HMDB36416

Metabolite Identification

Common Name

beta-Spathulene

Description

beta-Spathulene, also known as β-spathulene, belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Based on a literature review a small amount of articles have been published on beta-Spathulene.

Structure

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

HMDB0036416
     RDKit          3D
beta-Spathulene
 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.7744   -1.6669    1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268   -1.6383    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -2.6381    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -2.0067    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.6598   -0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.2990    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531    0.6934   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6413    1.4957    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    2.7237    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    0.9789    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -0.2336   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -0.6355   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296    0.5569   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3294    1.6645   -0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.3124    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -1.0060    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755   -2.3620    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -3.1177    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1905   -3.4294   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -2.6806   -0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608   -1.9138    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183   -0.6514   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3279   -0.0790    1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    1.1233   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707    2.6098    1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    3.5927    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0166    2.7867    1.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455    1.4172    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051   -0.0124   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -0.9990   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211   -1.0182   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    1.3468   -1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    2.6065   -0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181    1.8191   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261   -0.1922    1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    1.2795    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -0.3653    0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
 13  5  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END


  Mrv0541 05061309072D          

 15 17  0  0  0  0            999 V2000
    3.8892    1.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378   -1.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -0.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684   -1.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4142   -0.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246    1.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654    0.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225    1.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    1.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -0.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671    0.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7234    0.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -0.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5033   -0.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  2  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036416

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CCC2C1C1C(CCC2=C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h5,11-14H,1,6-8H2,2-4H3

> <INCHI_KEY>
HDUMORZKKNOYSS-UHFFFAOYSA-N

> <FORMULA>
C15H22

> <MOLECULAR_WEIGHT>
202.3352

> <EXACT_MASS>
202.172150704

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.301652917536263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1,2-trimethyl-5-methylidene-1H,1aH,1bH,4H,4aH,5H,6H,7H,7aH-cyclopropa[e]azulene

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.7404843516666677

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
65.5454

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,1,2-trimethyl-5-methylidene-1aH,1bH,4H,4aH,6H,7H,7aH-cyclopropa[e]azulene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036416
     RDKit          3D
beta-Spathulene
 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.7744   -1.6669    1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268   -1.6383    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -2.6381    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -2.0067    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.6598   -0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.2990    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531    0.6934   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6413    1.4957    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    2.7237    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    0.9789    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -0.2336   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -0.6355   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296    0.5569   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3294    1.6645   -0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.3124    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -1.0060    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755   -2.3620    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -3.1177    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1905   -3.4294   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -2.6806   -0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608   -1.9138    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183   -0.6514   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3279   -0.0790    1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    1.1233   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707    2.6098    1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    3.5927    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0166    2.7867    1.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455    1.4172    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051   -0.0124   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -0.9990   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211   -1.0182   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    1.3468   -1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    2.6065   -0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181    1.8191   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261   -0.1922    1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    1.2795    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -0.3653    0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
 13  5  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  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       7.260   3.641   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.417  -2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.273  -0.593   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.928  -2.275   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.240  -0.823   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.713   3.081   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.149   0.715   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.402   2.273   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.162   2.561   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.806  -1.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.659   1.103   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.217   0.744   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.829  -0.194   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.297  -0.354   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.806  -0.740   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    7   10                                                       
CONECT    6    8    9                                                       
CONECT    7    5   11                                                       
CONECT    8    6   12                                                       
CONECT    9    1    6   11                                                  
CONECT   10    2    5   13                                                  
CONECT   11    7    9   13                                                  
CONECT   12    8   14   15                                                  
CONECT   13   10   11   14                                                  
CONECT   14   12   13   15                                                  
CONECT   15    3    4   12   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0036416
HETATM    1  C1  UNL     1      -1.774  -1.667   1.409  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.027  -1.638   0.331  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.084  -2.638   0.348  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.423  -2.007   0.068  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.332  -0.660  -0.574  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.562   0.299   0.359  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.653   0.693  -0.426  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.641   1.496   0.306  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.294   2.724   1.103  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.853   0.979   0.155  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.821  -0.234  -0.697  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.394  -0.636  -0.691  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.930   0.557  -0.008  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.329   1.664  -0.960  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.976   0.312   1.074  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.605  -1.006   1.533  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.575  -2.362   2.211  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.158  -3.118   1.340  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.190  -3.429  -0.375  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.963  -2.681  -0.630  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.061  -1.914   0.971  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.118  -0.651  -1.644  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.328  -0.079   1.380  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.436   1.123  -1.405  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.271   2.610   1.534  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.329   3.593   0.441  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.017   2.787   1.922  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.745   1.417   0.617  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.205  -0.012  -1.729  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.495  -0.999  -0.235  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.121  -1.018  -1.695  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.307   1.347  -1.413  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.562   2.606  -0.409  1.00  0.00           H  
HETATM   34  H19 UNL     1       1.618   1.819  -1.776  1.00  0.00           H  
HETATM   35  H20 UNL     1       2.526  -0.192   1.966  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.392   1.280   1.451  1.00  0.00           H  
HETATM   37  H22 UNL     1       3.779  -0.365   0.707  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   12
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   13   22
CONECT    6    7   13   23
CONECT    7    8   12   24
CONECT    8    9   10   10
CONECT    9   25   26   27
CONECT   10   11   28
CONECT   11   12   29   30
CONECT   12   31
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   35   36   37
END

HMDB0036416
     RDKit          3D
beta-Spathulene
 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.7744   -1.6669    1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268   -1.6383    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -2.6381    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -2.0067    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.6598   -0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.2990    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531    0.6934   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6413    1.4957    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2935    2.7237    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    0.9789    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -0.2336   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942   -0.6355   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296    0.5569   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3294    1.6645   -0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.3124    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -1.0060    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755   -2.3620    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -3.1177    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1905   -3.4294   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -2.6806   -0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608   -1.9138    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183   -0.6514   -1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3279   -0.0790    1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    1.1233   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707    2.6098    1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287    3.5927    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0166    2.7867    1.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455    1.4172    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051   -0.0124   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4952   -0.9990   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211   -1.0182   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    1.3468   -1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    2.6065   -0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181    1.8191   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261   -0.1922    1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    1.2795    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793   -0.3653    0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 13 15  1  0
 12  2  1  0
 13  5  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Spathulene	Generator
Β-spathulene	Generator

Chemical Formula

C₁₅H₂₂

Average Molecular Weight

202.3352

Monoisotopic Molecular Weight

202.172150704

IUPAC Name

1,1,2-trimethyl-5-methylidene-1H,1aH,1bH,4H,4aH,5H,6H,7H,7aH-cyclopropa[e]azulene

Traditional Name

1,1,2-trimethyl-5-methylidene-1aH,1bH,4H,4aH,6H,7H,7aH-cyclopropa[e]azulene

CAS Registry Number

53526-64-0

SMILES

CC1=CCC2C1C1C(CCC2=C)C1(C)C

InChI Identifier

InChI=1S/C15H22/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h5,11-14H,1,6-8H2,2-4H3

InChI Key

HDUMORZKKNOYSS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

5,10-cycloaromadendrane sesquiterpenoids

Alternative Parents

Substituents

5,10-cycloaromadendrane sesquiterpenoid
Guaiane 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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036416)
Cell membrane (HMDB: HMDB0036416)

Cellular substructure

Extracellular (HMDB: HMDB0036416)
Membrane (HMDB: HMDB0036416)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036416)

Source

Endogenous

Endogenous (HMDB: HMDB0036416)

Plant

Plant (HMDB: HMDB0036416)

Animal

Animal (HMDB: HMDB0036416)

Exogenous

Food

Food (HMDB: HMDB0036416)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036416)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036416)

Cellular process

Cell signaling (HMDB: HMDB0036416)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036416)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036416)

Nutrient

Nutrient (HMDB: HMDB0036416)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036416)

Emulsifier (HMDB: HMDB0036416)

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	0.085 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0098 g/L	ALOGPS
logP	3.94	ALOGPS
logP	3.74	ChemAxon
logS	-4.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.55 m³·mol⁻¹	ChemAxon
Polarizability	25.3 Å³	ChemAxon
Number of Rings	3	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]+	149.804	31661259
DarkChem	[M-H]-	143.539	31661259
DeepCCS	[M+H]+	151.737	30932474
DeepCCS	[M-H]-	149.379	30932474
DeepCCS	[M-2H]-	183.624	30932474
DeepCCS	[M+Na]+	158.284	30932474
AllCCS	[M+H]+	146.1	32859911
AllCCS	[M+H-H2O]+	142.1	32859911
AllCCS	[M+NH4]+	149.8	32859911
AllCCS	[M+Na]+	150.9	32859911
AllCCS	[M-H]-	156.5	32859911
AllCCS	[M+Na-2H]-	156.7	32859911
AllCCS	[M+HCOO]-	157.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Spathulene	CC1=CCC2C1C1C(CCC2=C)C1(C)C	1706.3	Standard polar	33892256
beta-Spathulene	CC1=CCC2C1C1C(CCC2=C)C1(C)C	1445.8	Standard non polar	33892256
beta-Spathulene	CC1=CCC2C1C1C(CCC2=C)C1(C)C	1429.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Spathulene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bvr-3900000000-c17bde3e019b90306cca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Spathulene 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 - beta-Spathulene 10V, Positive-QTOF	splash10-0udi-0290000000-e8353147e1eaf568e23a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 20V, Positive-QTOF	splash10-0udi-2980000000-b75ebc534fc5d6d50c72	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 40V, Positive-QTOF	splash10-0udi-9800000000-fe2af5ed04b24b5d3c62	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 10V, Negative-QTOF	splash10-0udi-0090000000-1b7563b54fc7d0a0590b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 20V, Negative-QTOF	splash10-0udi-0190000000-42931f1e17f0610af86e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 40V, Negative-QTOF	splash10-000i-3900000000-a0365add1e3bcbe3c6a4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 10V, Positive-QTOF	splash10-0udi-5290000000-44f0210e5e34b269ca64	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 20V, Positive-QTOF	splash10-005c-9200000000-affb01bd53484358278b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 40V, Positive-QTOF	splash10-004i-9100000000-d06f8e0954a45d6c667a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 10V, Negative-QTOF	splash10-0udi-0090000000-0b1ac00c3b3c6c0a73b9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 20V, Negative-QTOF	splash10-0udi-0090000000-0b1ac00c3b3c6c0a73b9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Spathulene 40V, Negative-QTOF	splash10-0udi-0590000000-658d7329b9b0f3fbdb34	2021-09-25	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

FDB015298

KNApSAcK ID

C00021205

Chemspider ID

35014144

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15923778

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1560451

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 beta-Spathulene (HMDB0036416)

MOL for HMDB0036416 (beta-Spathulene)

3D MOL for HMDB0036416 (beta-Spathulene)

3D SDF for HMDB0036416 (beta-Spathulene)

3D-SDF for HMDB0036416 (beta-Spathulene)

PDB for HMDB0036416 (beta-Spathulene)

3D PDB for HMDB0036416 (beta-Spathulene)

SMILES for HMDB0036416 (beta-Spathulene)

INCHI for HMDB0036416 (beta-Spathulene)

Structure for HMDB0036416 (beta-Spathulene)

3D Structure for HMDB0036416 (beta-Spathulene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra