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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:29:28 UTC

Update Date

2022-03-07 02:55:40 UTC

HMDB ID

HMDB0038211

Secondary Accession Numbers

HMDB38211

Metabolite Identification

Common Name

Humulenol I

Description

Humulenol I 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 Humulenol I.

Structure

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

HMDB0038211
     RDKit          3D
Humulenol I
 40 40  0  0  0  0  0  0  0  0999 V2000
   -0.5562    3.1630    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    2.1099   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112    1.4228   -0.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.9258    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973   -0.4598    0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0991   -1.5135    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6540   -2.9174    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291   -1.2798    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -1.5215   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1541   -1.0733   -0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -0.3044   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2472   -0.9941    1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4168   -0.3150   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    1.1401    0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    1.6918   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541    0.8566   -2.0644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    3.5173    0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3407    3.7353    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4820    2.2109   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387    0.6518   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522    1.5617    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    1.1805    1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755   -0.7081    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8940   -3.5555    1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615   -3.2385   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5650   -2.9670    1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -0.3124    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -2.1054    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -2.0875   -1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -1.3177   -1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -2.0886    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.5261    2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -0.8690    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5441   -1.3485   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    0.4441   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1656   -0.0613    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    1.7625    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.3412    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361    2.6460   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.2029   -2.8869 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061310182D          

 16 16  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
    2.2335   -0.1289    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
    2.3640    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
    0.1854    0.4731    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
   -0.4350    1.0170    0.0000 O   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  5  1  0  0  0  0
 10  6  2  0  0  0  0
 12  1  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  2  2  0  0  0  0
 13  9  1  0  0  0  0
 14 11  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 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038211

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C1=C\CCC(=C)C(O)CC(C)(C)\C=C/C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-12-7-5-9-13(2)14(16)11-15(3,4)10-6-8-12/h6-7,10,14,16H,2,5,8-9,11H2,1,3-4H3/b10-6-,12-7-

> <INCHI_KEY>
NMGJCQNNUTYSJJ-XDPIJNQUSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.773692747036467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z,7Z)-3,3,7-trimethyl-11-methylidenecycloundeca-4,7-dien-1-ol

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
3.705401708

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.064231708627513

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0211050506463248

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
71.99149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7Z)-3,3,7-trimethyl-11-methylidenecycloundeca-4,7-dien-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038211
     RDKit          3D
Humulenol I
 40 40  0  0  0  0  0  0  0  0999 V2000
   -0.5562    3.1630    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    2.1099   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112    1.4228   -0.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.9258    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973   -0.4598    0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0991   -1.5135    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6540   -2.9174    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291   -1.2798    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -1.5215   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1541   -1.0733   -0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -0.3044   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2472   -0.9941    1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4168   -0.3150   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    1.1401    0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    1.6918   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541    0.8566   -2.0644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    3.5173    0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3407    3.7353    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4820    2.2109   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387    0.6518   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522    1.5617    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    1.1805    1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755   -0.7081    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8940   -3.5555    1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615   -3.2385   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5650   -2.9670    1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -0.3124    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -2.1054    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -2.0875   -1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -1.3177   -1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -2.0886    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.5261    2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -0.8690    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5441   -1.3485   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    0.4441   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1656   -0.0613    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    1.7625    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.3412    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361    2.6460   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.2029   -2.8869 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  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       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       4.169  -0.241   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.620  -1.258   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.413   2.416   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.848   1.223   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.814  -1.639   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.205  -0.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.346   0.883   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  O   UNK     0      -0.812   1.898   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    7    9                                                       
CONECT    6    8   10                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   15                                                       
CONECT   11   14   15                                                       
CONECT   12    1    7    8                                                  
CONECT   13    2    9   14                                                  
CONECT   14   11   13   16                                                  
CONECT   15    3    4   10   11                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0038211
HETATM    1  C1  UNL     1      -0.556   3.163   0.364  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.543   2.110  -0.426  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.811   1.423  -0.721  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.434   0.926   0.559  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.897  -0.460   0.522  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.099  -1.513   0.583  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.654  -2.917   0.539  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.629  -1.280   0.693  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.048  -1.521  -0.636  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.154  -1.073  -0.955  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.014  -0.304  -0.034  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.247  -0.994   1.304  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.417  -0.315  -0.689  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.652   1.140   0.124  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.782   1.692  -0.968  1.00  0.00           C  
HETATM   16  O1  UNL     1       0.654   0.857  -2.064  1.00  0.00           O  
HETATM   17  H1  UNL     1      -1.476   3.517   0.788  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.341   3.735   0.638  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.482   2.211  -1.180  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.739   0.652  -1.509  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.352   1.562   0.772  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.784   1.181   1.444  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.975  -0.708   0.438  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.894  -3.555   1.033  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.861  -3.238  -0.490  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.565  -2.967   1.196  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.485  -0.312   1.136  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.264  -2.105   1.365  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.603  -2.088  -1.408  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.486  -1.318  -1.987  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.123  -2.089   1.220  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.672  -0.526   2.120  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.321  -0.869   1.644  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.544  -1.349  -1.065  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.449   0.444  -1.505  1.00  0.00           H  
HETATM   36  H20 UNL     1       4.166  -0.061   0.095  1.00  0.00           H  
HETATM   37  H21 UNL     1       2.599   1.763   0.170  1.00  0.00           H  
HETATM   38  H22 UNL     1       1.223   1.341   1.152  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.236   2.646  -1.374  1.00  0.00           H  
HETATM   40  H24 UNL     1       1.071   1.203  -2.887  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   15
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6    6   23
CONECT    6    7    8
CONECT    7   24   25   26
CONECT    8    9   27   28
CONECT    9   10   10   29
CONECT   10   11   30
CONECT   11   12   13   14
CONECT   12   31   32   33
CONECT   13   34   35   36
CONECT   14   15   37   38
CONECT   15   16   39
CONECT   16   40
END

HMDB0038211
     RDKit          3D
Humulenol I
 40 40  0  0  0  0  0  0  0  0999 V2000
   -0.5562    3.1630    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    2.1099   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112    1.4228   -0.7214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.9258    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973   -0.4598    0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0991   -1.5135    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6540   -2.9174    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291   -1.2798    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -1.5215   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1541   -1.0733   -0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -0.3044   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2472   -0.9941    1.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4168   -0.3150   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    1.1401    0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    1.6918   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541    0.8566   -2.0644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    3.5173    0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3407    3.7353    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4820    2.2109   -1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387    0.6518   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522    1.5617    0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    1.1805    1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755   -0.7081    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8940   -3.5555    1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615   -3.2385   -0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5650   -2.9670    1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -0.3124    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -2.1054    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -2.0875   -1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -1.3177   -1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -2.0886    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.5261    2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -0.8690    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5441   -1.3485   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    0.4441   -1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1656   -0.0613    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    1.7625    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.3412    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361    2.6460   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.2029   -2.8869 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15  2  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Humulenol I	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(4Z,7Z)-3,3,7-trimethyl-11-methylidenecycloundeca-4,7-dien-1-ol

Traditional Name

(4Z,7Z)-3,3,7-trimethyl-11-methylidenecycloundeca-4,7-dien-1-ol

CAS Registry Number

19888-01-8

SMILES

C\C1=C\CCC(=C)C(O)CC(C)(C)\C=C/C1

InChI Identifier

InChI=1S/C15H24O/c1-12-7-5-9-13(2)14(16)11-15(3,4)10-6-8-12/h6-7,10,14,16H,2,5,8-9,11H2,1,3-4H3/b10-6-,12-7-

InChI Key

NMGJCQNNUTYSJJ-XDPIJNQUSA-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
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0038211)
Cell membrane (HMDB: HMDB0038211)

Cellular substructure

Extracellular (HMDB: HMDB0038211)
Membrane (HMDB: HMDB0038211)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038211)

Source

Endogenous

Endogenous (HMDB: HMDB0038211)

Plant

Plant (HMDB: HMDB0038211)

Animal

Animal (HMDB: HMDB0038211)

Exogenous

Food

Food (HMDB: HMDB0038211)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038211)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038211)

Cellular process

Cell signaling (HMDB: HMDB0038211)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038211)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038211)

Nutrient

Nutrient (HMDB: HMDB0038211)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038211)

Emulsifier (HMDB: HMDB0038211)

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
Water Solubility	0.039 g/L	ALOGPS
logP	4.57	ALOGPS
logP	3.71	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.06	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	71.99 m³·mol⁻¹	ChemAxon
Polarizability	26.77 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
DarkChem	[M+H]+	150.381	31661259
DarkChem	[M-H]-	149.114	31661259
DeepCCS	[M+H]+	159.245	30932474
DeepCCS	[M-H]-	156.887	30932474
DeepCCS	[M-2H]-	189.773	30932474
DeepCCS	[M+Na]+	165.338	30932474
AllCCS	[M+H]+	152.7	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	158.6	32859911
AllCCS	[M+HCOO]-	159.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Humulenol I	C\C1=C\CCC(=C)C(O)CC(C)(C)\C=C/C1	2315.5	Standard polar	33892256
Humulenol I	C\C1=C\CCC(=C)C(O)CC(C)(C)\C=C/C1	1609.8	Standard non polar	33892256
Humulenol I	C\C1=C\CCC(=C)C(O)CC(C)(C)\C=C/C1	1588.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Humulenol I,1TMS,isomer #1	C=C1CC/C=C(/C)C/C=C\C(C)(C)CC1O[Si](C)(C)C	1722.1	Semi standard non polar	33892256
Humulenol I,1TBDMS,isomer #1	C=C1CC/C=C(/C)C/C=C\C(C)(C)CC1O[Si](C)(C)C(C)(C)C	1951.2	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 - Humulenol I GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zg0-0390000000-2267c96034f46fce63e3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulenol I GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-9070000000-629aa688d5e818f233b0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulenol I 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 - Humulenol I 10V, Positive-QTOF	splash10-0uk9-0090000000-65f98be7b622d528aa11	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 20V, Positive-QTOF	splash10-0uk9-2790000000-6ac677531fbd7d3d1073	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 40V, Positive-QTOF	splash10-0gj0-9800000000-2660ea39d841bcd0fed8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 10V, Negative-QTOF	splash10-014i-0090000000-3a967001729fbda28588	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 20V, Negative-QTOF	splash10-014i-0190000000-a62e00d7e3cfd3b87ea7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 40V, Negative-QTOF	splash10-0f9f-2920000000-7188a2941206c009ab3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 10V, Positive-QTOF	splash10-0uk9-0090000000-b7def8e32c7fa266ec13	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 20V, Positive-QTOF	splash10-0uk9-0090000000-8e8d6f64116dc09f9447	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 40V, Positive-QTOF	splash10-0f79-0950000000-91e93c315694e91030c6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 20V, Negative-QTOF	splash10-0gb9-0090000000-d7460b456bcd0b779053	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol I 40V, Negative-QTOF	splash10-014i-0290000000-2e5614011b077d98d363	2021-09-24	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

FDB017453

KNApSAcK ID

C00012464

Chemspider ID

35014537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101417891

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1027231

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 Humulenol I (HMDB0038211)

MOL for HMDB0038211 (Humulenol I)

3D MOL for HMDB0038211 (Humulenol I)

3D SDF for HMDB0038211 (Humulenol I)

3D-SDF for HMDB0038211 (Humulenol I)

PDB for HMDB0038211 (Humulenol I)

3D PDB for HMDB0038211 (Humulenol I)

SMILES for HMDB0038211 (Humulenol I)

INCHI for HMDB0038211 (Humulenol I)

Structure for HMDB0038211 (Humulenol I)

3D Structure for HMDB0038211 (Humulenol I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra