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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 11:42:10 UTC

Update Date

2021-09-24 11:42:10 UTC

HMDB ID

HMDB0304691

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Humulene-alpha

Description

(1Z,4Z,8Z)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on (1Z,4Z,8Z)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene.

Structure

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

HMDB0304691
     RDKit          3D
Humulene-alpha
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.4367   -1.3034    0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102   -0.5689    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483    0.4680   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7675    1.1764   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6668    1.9775   -1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    2.0721    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    3.0372    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0993    1.3086    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642    0.2926   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8532   -1.0901   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616   -0.9936    1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -1.5957   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9348   -2.1690   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4165   -2.2435    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -0.9216    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628   -1.2502    1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -0.7940    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -2.3383    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8360    0.7376   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    0.4566   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236    1.8154   -2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    1.9417   -1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    3.0882   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3145    3.9021    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    2.6033    2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    3.3111    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940    1.4114    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    0.6957   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    0.4348   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113   -0.2660    1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -0.5793    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091   -1.9569    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -0.8664   -0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -1.8350   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -2.5574   -0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -3.1844   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953   -3.1271    0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097   -0.5699    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -0.5198   -0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv1652307312018372D          

 19 19  0  0  0  0            999 V2000
    3.4006   -0.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   -0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707    2.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8066    1.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2815   -1.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7095    0.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8681   -0.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2335   -0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1854    0.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900    0.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790   -0.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100   -0.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424    1.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5311    0.4696    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4486   -2.3010    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350    1.0170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8400    1.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  1  1  0  0  0  0
 13  7  2  0  0  0  0
 13  9  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304691

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C1=C([H])\C(C)(C)C\C([H])=C(C)/CC\C([H])=C(C)/C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6-,13-7-,14-10-

> <INCHI_KEY>
FAMPSKZZVDUYOS-KXWHQPPKSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.181371631336706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z,4Z,8Z)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene

> <ALOGPS_LOGP>
6.07

> <JCHEM_LOGP>
4.8782791046666665

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
71.54850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
humulene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0304691
     RDKit          3D
Humulene-alpha
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.4367   -1.3034    0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102   -0.5689    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483    0.4680   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7675    1.1764   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6668    1.9775   -1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    2.0721    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    3.0372    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0993    1.3086    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642    0.2926   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8532   -1.0901   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616   -0.9936    1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -1.5957   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9348   -2.1690   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4165   -2.2435    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -0.9216    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628   -1.2502    1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -0.7940    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -2.3383    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8360    0.7376   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    0.4566   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236    1.8154   -2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    1.9417   -1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    3.0882   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3145    3.9021    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    2.6033    2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    3.3111    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940    1.4114    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    0.6957   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    0.4348   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113   -0.2660    1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -0.5793    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091   -1.9569    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -0.8664   -0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -1.8350   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -2.5574   -0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -3.1844   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953   -3.1271    0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097   -0.5699    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -0.5198   -0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 31-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-JUL-20         0                                  
HETATM    1  C   UNK     0       6.348  -1.779   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.118  -1.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.305   4.036   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.506   3.253   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.392  -2.756   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.058   1.017   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.926  -2.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.620  -1.258   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.169  -0.241   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.346   0.883   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.413   2.416   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.848   1.223   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.814  -1.639   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.205  -0.650   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.879   2.556   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       6.591   0.877   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       4.571  -4.295   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.812   1.898   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       5.301   3.673   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    7    8                                                       
CONECT    6    9   11   16                                                  
CONECT    7    5   13   17                                                  
CONECT    8    5   14                                                       
CONECT    9    6   13                                                       
CONECT   10   12   14   18                                                  
CONECT   11    6   15   19                                                  
CONECT   12   10   15                                                       
CONECT   13    1    7    9                                                  
CONECT   14    2    8   10                                                  
CONECT   15    3    4   11   12                                             
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0304691
HETATM    1  C1  UNL     1       3.437  -1.303   0.853  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.410  -0.569   0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.748   0.468  -0.741  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.767   1.176  -1.546  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.667   1.977  -1.127  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.024   2.072   0.120  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.372   3.037   1.219  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.099   1.309   0.448  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.664   0.293  -0.463  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.853  -1.090  -0.012  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.462  -0.994   1.410  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.063  -1.596  -0.853  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.935  -2.169  -0.000  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.416  -2.244   0.027  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.035  -0.922   0.050  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.163  -1.250   1.922  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.423  -0.794   0.717  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.556  -2.338   0.510  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.836   0.738  -0.705  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.416   0.457  -2.379  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.424   1.815  -2.259  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.128   1.942  -1.957  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.955   3.088  -1.307  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.315   3.902   1.106  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.186   2.603   2.216  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.436   3.311   1.127  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.594   1.411   1.407  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.744   0.696  -0.525  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.420   0.435  -1.546  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.311  -0.266   1.325  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.746  -0.579   2.120  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.909  -1.957   1.698  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.869  -0.866  -0.850  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.690  -1.835  -1.881  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.346  -2.557  -0.382  1.00  0.00           H  
HETATM   36  H21 UNL     1      -1.399  -3.184  -0.000  1.00  0.00           H  
HETATM   37  H22 UNL     1       0.995  -3.127   0.032  1.00  0.00           H  
HETATM   38  H23 UNL     1       0.710  -0.570   1.056  1.00  0.00           H  
HETATM   39  H24 UNL     1       0.618  -0.520  -0.851  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   15
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    8    8
CONECT    7   24   25   26
CONECT    8    9   27
CONECT    9   10   28   29
CONECT   10   11   12   13
CONECT   11   30   31   32
CONECT   12   33   34   35
CONECT   13   14   14   36
CONECT   14   15   37
CONECT   15   38   39
END

HMDB0304691
     RDKit          3D
Humulene-alpha
 39 39  0  0  0  0  0  0  0  0999 V2000
    3.4367   -1.3034    0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102   -0.5689    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483    0.4680   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7675    1.1764   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6668    1.9775   -1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    2.0721    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    3.0372    1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0993    1.3086    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642    0.2926   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8532   -1.0901   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616   -0.9936    1.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -1.5957   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9348   -2.1690   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4165   -2.2435    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -0.9216    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628   -1.2502    1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -0.7940    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -2.3383    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8360    0.7376   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    0.4566   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236    1.8154   -2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    1.9417   -1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    3.0882   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3145    3.9021    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    2.6033    2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    3.3111    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940    1.4114    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    0.6957   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    0.4348   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113   -0.2660    1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -0.5793    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091   -1.9569    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -0.8664   -0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -1.8350   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -2.5574   -0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -3.1844   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953   -3.1271    0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097   -0.5699    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -0.5198   -0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 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
(1E,4E,8E)-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene	HMDB
(1E,4E,8E)-2,6,6,9-Tetramethylcycloundeca-1,4,8-triene	HMDB
(1E,4E,8E)-alpha-Humulene	HMDB
(1E,4E,8E)-Humula-1(11),4,8-triene	HMDB
(e,e,e)-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene	HMDB
2,6,6,9-Tetramethyl-(1E,4E,8E)-1,4,8-cycloundecatriene	HMDB
2,6,6,9-Tetramethyl-(e,e,e)-1,4,8-cycloundecatriene	HMDB
2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene	HMDB
2,6,6,9-Tetramethyl-cycloundeca-1,4,8-triene	HMDB
3,7,10-Humulatriene	HMDB
a-Caryophyllene (obsol.)	HMDB
a-Humulene	HMDB, Generator
alpha -Humulen	HMDB
alpha -Humulene	HMDB
alpha -Humulene (alpha -caryophyllene)	HMDB
alpha -Humulenen	HMDB
alpha-Caryophyllene	HMDB
Humulene	HMDB
alpha-Humulene	MeSH
Α-humulene	Generator

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

(1Z,4Z,8Z)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene

Traditional Name

humulene

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])\C(C)(C)C\C([H])=C(C)/CC\C([H])=C(C)/C1

InChI Identifier

InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6-,13-7-,14-10-

InChI Key

FAMPSKZZVDUYOS-KXWHQPPKSA-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

Humulane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Grape (FooDB: FOOD00369)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	6.07	ALOGPS
logP	4.88	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	71.55 m³·mol⁻¹	ChemAxon
Polarizability	26.18 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]+	145.747	32859911
AllCCS	[M+H-H2O]+	141.721	32859911
AllCCS	[M+Na]+	150.577	32859911
AllCCS	[M+NH4]+	149.497	32859911
AllCCS	[M-H]-	153.429	32859911
AllCCS	[M+Na-2H]-	154.021	32859911
AllCCS	[M+HCOO]-	154.769	32859911
DeepCCS	[M+H]+	176.61	30932474
DeepCCS	[M-H]-	174.252	30932474
DeepCCS	[M-2H]-	208.587	30932474
DeepCCS	[M+Na]+	183.735	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Humulene-alpha GC-EI-Q (Non-derivatized)	splash10-0006-9300000000-96e2ddad1a99d808b4dd	2020-07-08	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulene-alpha GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0920000000-3e5845e9275b1b3231fa	2017-09-01	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 - Humulene-alpha 10V, Positive-QTOF	splash10-0a4i-0290000000-d1375940e9b7ed7922b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 20V, Positive-QTOF	splash10-0a4i-2930000000-cdb29a58477970796a70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 40V, Positive-QTOF	splash10-00kr-4900000000-788e8bfc0021846819ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 10V, Negative-QTOF	splash10-0udi-0090000000-8ecbabe7146ad2762752	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 20V, Negative-QTOF	splash10-0udi-0390000000-984bd28446d79854bd71	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 40V, Negative-QTOF	splash10-01ri-1900000000-139cbaab33ea7f90de6c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 40V, Negative-QTOF	splash10-0079-0920000000-90d0407fa9aa4598cee3	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 10V, Positive-QTOF	splash10-0a4i-0090000000-c084f3d998cc56a199d6	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 20V, Positive-QTOF	splash10-0a4i-0190000000-0612dd5822c06422c9bb	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulene-alpha 40V, Positive-QTOF	splash10-0079-0900000000-358d2a7dc14a6841b1df	2021-10-22	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

FDB015360

KNApSAcK ID

Not Available

Chemspider ID

5006149

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6508206

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 Humulene-alpha (HMDB0304691)

MOL for HMDB0304691 (Humulene-alpha)

3D MOL for HMDB0304691 (Humulene-alpha)

3D SDF for HMDB0304691 (Humulene-alpha)

3D-SDF for HMDB0304691 (Humulene-alpha)

PDB for HMDB0304691 (Humulene-alpha)

3D PDB for HMDB0304691 (Humulene-alpha)

SMILES for HMDB0304691 (Humulene-alpha)

INCHI for HMDB0304691 (Humulene-alpha)

Structure for HMDB0304691 (Humulene-alpha)

3D Structure for HMDB0304691 (Humulene-alpha)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra