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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:29:31 UTC

Update Date

2022-03-07 02:55:40 UTC

HMDB ID

HMDB0038212

Secondary Accession Numbers

HMDB38212

Metabolite Identification

Common Name

Humulenol II

Description

Humulenol II 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 II.

Structure

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

HMDB0038212
     RDKit          3D
Humulenol II
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.4157   -2.7898   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -1.9497   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -1.6840    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0966   -2.2385   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004   -1.4651   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169   -0.0062   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    0.4634   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925    0.4630    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0082    0.6924   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667    1.8529   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929    1.9609   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674    3.2109    0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877    0.9648   -0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144    0.2221    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408   -1.2395    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449   -1.8250    1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231   -3.2865   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -3.0303   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -2.2539    1.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145   -0.6442    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145   -3.3300   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -2.0439   -1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3429    1.5263   -1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769    0.3736   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -0.1194   -1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170    1.2180    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.4127    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.9874    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -0.1004   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    1.0853   -2.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401    2.6530   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    3.7399   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278    3.8619    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7973    2.9375    1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6174    0.2241   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948    1.5346   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335    0.3689    1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    0.6296    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4420   -1.4037   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.1478    2.3869 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 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
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 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
    3.4464   -0.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -1.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811    1.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8710   -1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0215    0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152    1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8401   -0.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -1.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833   -1.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424    0.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -2.3911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  2  2  0  0  0  0
 13  6  1  0  0  0  0
 14  8  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>
HMDB0038212

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C1=C\CC(C)(C)\C=C/CC(=C)C(O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-12-7-8-14(16)13(2)6-5-10-15(3,4)11-9-12/h5,9-10,14,16H,2,6-8,11H2,1,3-4H3/b10-5-,12-9-

> <INCHI_KEY>
ZHCPVYWHSOILQL-CGBKSYCJSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.3505

> <EXACT_MASS>
220.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.755273363182656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z,8Z)-6,6,9-trimethyl-2-methylidenecycloundeca-4,8-dien-1-ol

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
3.705401708

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.449383402974217

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2900396995390775

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
71.99149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,8Z)-6,6,9-trimethyl-2-methylidenecycloundeca-4,8-dien-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038212
     RDKit          3D
Humulenol II
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.4157   -2.7898   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -1.9497   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -1.6840    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0966   -2.2385   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004   -1.4651   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169   -0.0062   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    0.4634   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925    0.4630    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0082    0.6924   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667    1.8529   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929    1.9609   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674    3.2109    0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877    0.9648   -0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144    0.2221    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408   -1.2395    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449   -1.8250    1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231   -3.2865   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -3.0303   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -2.2539    1.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145   -0.6442    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145   -3.3300   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -2.0439   -1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3429    1.5263   -1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769    0.3736   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -0.1194   -1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170    1.2180    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.4127    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.9874    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -0.1004   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    1.0853   -2.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401    2.6530   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    3.7399   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278    3.8619    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7973    2.9375    1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6174    0.2241   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948    1.5346   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335    0.3689    1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    0.6296    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4420   -1.4037   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.1478    2.3869 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 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
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 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       6.433  -1.587   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.570  -2.406   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.391   3.034   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.611   2.928   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.436   1.085   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.189  -0.258   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.831  -1.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.493  -2.503   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.640   0.959   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.480   2.217   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.508   2.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.302  -0.543   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.890  -1.917   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.022  -2.961   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.879   1.573   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.684  -4.463   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    6   10                                                       
CONECT    6    5   13                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9   11   12                                                       
CONECT   10    5   15                                                       
CONECT   11    9   15                                                       
CONECT   12    1    7    9                                                  
CONECT   13    2    6   14                                                  
CONECT   14    8   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    HMDB0038212
HETATM    1  C1  UNL     1      -1.416  -2.790  -1.074  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.367  -1.950  -0.058  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.049  -1.684   0.618  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.097  -2.238  -0.076  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.100  -1.465  -0.523  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.117  -0.006  -0.346  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.432   0.463  -1.009  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.192   0.463   1.065  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.008   0.692  -1.148  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.467   1.853  -0.469  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.793   1.961  -0.179  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.267   3.211   0.533  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.788   0.965  -0.490  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.314   0.222   0.739  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.541  -1.240   0.469  1.00  0.00           C  
HETATM   16  O1  UNL     1      -2.845  -1.825   1.717  1.00  0.00           O  
HETATM   17  H1  UNL     1      -0.523  -3.287  -1.425  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.328  -3.030  -1.610  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.140  -2.254   1.596  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.015  -0.644   0.902  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.114  -3.330  -0.224  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.896  -2.044  -1.030  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.343   1.526  -1.290  1.00  0.00           H  
HETATM   24  H8  UNL     1       4.277   0.374  -0.305  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.604  -0.119  -1.947  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.417   1.218   1.343  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.196  -0.413   1.779  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.163   0.987   1.324  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.349  -0.100  -1.454  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.417   1.085  -2.134  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.140   2.653  -0.196  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.927   3.740  -0.170  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.428   3.862   0.809  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.797   2.938   1.471  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.617   0.224  -1.250  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.695   1.535  -0.873  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.633   0.369   1.600  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.301   0.630   1.084  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.442  -1.404  -0.155  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.105  -1.148   2.387  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   15
CONECT    3    4   19   20
CONECT    4    5    5   21
CONECT    5    6   22
CONECT    6    7    8    9
CONECT    7   23   24   25
CONECT    8   26   27   28
CONECT    9   10   29   30
CONECT   10   11   11   31
CONECT   11   12   13
CONECT   12   32   33   34
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   39
CONECT   16   40
END

HMDB0038212
     RDKit          3D
Humulenol II
 40 40  0  0  0  0  0  0  0  0999 V2000
   -1.4157   -2.7898   -1.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -1.9497   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -1.6840    0.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0966   -2.2385   -0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004   -1.4651   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169   -0.0062   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    0.4634   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925    0.4630    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0082    0.6924   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667    1.8529   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7929    1.9609   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674    3.2109    0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877    0.9648   -0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144    0.2221    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408   -1.2395    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8449   -1.8250    1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231   -3.2865   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -3.0303   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -2.2539    1.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145   -0.6442    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145   -3.3300   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -2.0439   -1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3429    1.5263   -1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769    0.3736   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -0.1194   -1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170    1.2180    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.4127    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.9874    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -0.1004   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    1.0853   -2.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401    2.6530   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    3.7399   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278    3.8619    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7973    2.9375    1.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6174    0.2241   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948    1.5346   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335    0.3689    1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    0.6296    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4420   -1.4037   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.1478    2.3869 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 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
  5 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 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 II	HMDB
Humulenol	HMDB
Nonpeptidic biaryl nitrile compound, 49	HMDB

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.3505

Monoisotopic Molecular Weight

220.18271539

IUPAC Name

(4Z,8Z)-6,6,9-trimethyl-2-methylidenecycloundeca-4,8-dien-1-ol

Traditional Name

(4Z,8Z)-6,6,9-trimethyl-2-methylidenecycloundeca-4,8-dien-1-ol

CAS Registry Number

19888-00-7

SMILES

C\C1=C\CC(C)(C)\C=C/CC(=C)C(O)CC1

InChI Identifier

InChI=1S/C15H24O/c1-12-7-8-14(16)13(2)6-5-10-15(3,4)11-9-12/h5,9-10,14,16H,2,6-8,11H2,1,3-4H3/b10-5-,12-9-

InChI Key

ZHCPVYWHSOILQL-CGBKSYCJSA-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: HMDB0038212)
Cell membrane (HMDB: HMDB0038212)

Cellular substructure

Extracellular (HMDB: HMDB0038212)
Membrane (HMDB: HMDB0038212)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038212)

Source

Endogenous

Endogenous (HMDB: HMDB0038212)

Plant

Plant (HMDB: HMDB0038212)

Animal

Animal (HMDB: HMDB0038212)

Exogenous

Food

Food (HMDB: HMDB0038212)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038212)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038212)

Cellular process

Cell signaling (HMDB: HMDB0038212)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038212)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038212)

Nutrient

Nutrient (HMDB: HMDB0038212)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038212)

Emulsifier (HMDB: HMDB0038212)

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	2.26 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	0.033 g/L	ALOGPS
logP	4.6	ALOGPS
logP	3.71	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	18.45	ChemAxon
pKa (Strongest Basic)	-1.3	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	26.76 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]+	155.031	31661259
DarkChem	[M-H]-	149.346	31661259
DeepCCS	[M+H]+	161.501	30932474
DeepCCS	[M-H]-	159.143	30932474
DeepCCS	[M-2H]-	192.029	30932474
DeepCCS	[M+Na]+	167.594	30932474
AllCCS	[M+H]+	152.8	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	158.0	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Humulenol II	C\C1=C\CC(C)(C)\C=C/CC(=C)C(O)CC1	2319.5	Standard polar	33892256
Humulenol II	C\C1=C\CC(C)(C)\C=C/CC(=C)C(O)CC1	1608.7	Standard non polar	33892256
Humulenol II	C\C1=C\CC(C)(C)\C=C/CC(=C)C(O)CC1	1640.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Humulenol II,1TMS,isomer #1	C=C1C/C=C\C(C)(C)C/C=C(/C)CCC1O[Si](C)(C)C	1725.0	Semi standard non polar	33892256
Humulenol II,1TBDMS,isomer #1	C=C1C/C=C\C(C)(C)C/C=C(/C)CCC1O[Si](C)(C)C(C)(C)C	1966.9	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 - Humulenol II 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 II GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-9070000000-31fd4ff45abc92245274	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulenol II 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 II 10V, Positive-QTOF	splash10-0uk9-0090000000-49a75a72f86b05322901	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 20V, Positive-QTOF	splash10-0uk9-3890000000-7b539d56569fd0aab7b8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 40V, Positive-QTOF	splash10-014i-9600000000-0b4690e272bcf850eec1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 10V, Negative-QTOF	splash10-014i-0090000000-e0dd7f7779d6c922644e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 20V, Negative-QTOF	splash10-014i-0290000000-7c58c9b138ca92be01a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 40V, Negative-QTOF	splash10-0f96-2920000000-48ae6d0ccaf92d7225aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 20V, Negative-QTOF	splash10-014i-0090000000-bdc662250e2d23afb55d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 40V, Negative-QTOF	splash10-0udi-0290000000-a47f07b168ae098e841c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 10V, Positive-QTOF	splash10-00di-0090000000-9a964dc8699b47913bbd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 20V, Positive-QTOF	splash10-0udi-0090000000-a4325c50184ec1e3d3fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulenol II 40V, Positive-QTOF	splash10-0f79-0940000000-08df794bdffaf5d9e3b5	2021-09-22	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

FDB017454

KNApSAcK ID

C00012463

Chemspider ID

35014538

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102115341

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1126951

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 II (HMDB0038212)

MOL for HMDB0038212 (Humulenol II)

3D MOL for HMDB0038212 (Humulenol II)

3D SDF for HMDB0038212 (Humulenol II)

3D-SDF for HMDB0038212 (Humulenol II)

PDB for HMDB0038212 (Humulenol II)

3D PDB for HMDB0038212 (Humulenol II)

SMILES for HMDB0038212 (Humulenol II)

INCHI for HMDB0038212 (Humulenol II)

Structure for HMDB0038212 (Humulenol II)

3D Structure for HMDB0038212 (Humulenol II)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra