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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:08:51 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041460

Secondary Accession Numbers

HMDB41460

Metabolite Identification

Common Name

Deterrol

Description

Deterrol belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Based on a literature review a small amount of articles have been published on Deterrol.

Structure

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

HMDB0041460
     RDKit          3D
Deterrol
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.6796   -1.3871    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -0.3727    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.9551    0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -0.5014   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -1.6991   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0206   -2.3979   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538   -1.8479   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3697   -2.8221   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.5271   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8605   -0.0062   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    1.3593   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924    1.7642    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9903    3.1523    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893    4.0108    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7039    0.6441   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    0.6023   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822   -2.3530    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6710   -1.2684    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.6871    0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2941    0.8745    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893    1.3522    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -2.2175   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -3.4615   -0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9461   -3.8061   -0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601   -2.9572   -1.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022   -2.4456    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -0.6307   -0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    1.9948    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308    3.2293    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472    3.4159   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    4.0982   -0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1592    1.5615    0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16  4  1  0
 15  9  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
M  END


  Mrv0541 05061312412D          

 16 17  0  0  0  0            999 V2000
    4.5208    3.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036    3.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    1.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    1.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    2.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863    0.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906    2.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566    2.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    2.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053    3.4247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15  8  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041460

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O/c1-10(2)12-5-4-11(3)14-7-6-13(9-16)15(14)8-12/h4-8,16H,1,9H2,2-3H3

> <INCHI_KEY>
UELYVRHCROBZCL-UHFFFAOYSA-N

> <FORMULA>
C15H16O

> <MOLECULAR_WEIGHT>
212.2869

> <EXACT_MASS>
212.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.276928910676382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[4-methyl-7-(prop-1-en-2-yl)azulen-1-yl]methanol

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
3.7448908676666663

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.127008770211386

> <JCHEM_PKA_STRONGEST_BASIC>
-2.743246363909539

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.3336

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-methyl-7-(prop-1-en-2-yl)azulen-1-yl]methanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041460
     RDKit          3D
Deterrol
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.6796   -1.3871    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -0.3727    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.9551    0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -0.5014   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -1.6991   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0206   -2.3979   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538   -1.8479   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3697   -2.8221   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.5271   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8605   -0.0062   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    1.3593   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924    1.7642    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9903    3.1523    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893    4.0108    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7039    0.6441   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    0.6023   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822   -2.3530    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6710   -1.2684    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.6871    0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2941    0.8745    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893    1.3522    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -2.2175   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -3.4615   -0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9461   -3.8061   -0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601   -2.9572   -1.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022   -2.4456    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -0.6307   -0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    1.9948    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308    3.2293    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472    3.4159   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    4.0982   -0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1592    1.5615    0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16  4  1  0
 15  9  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  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       8.439   5.724   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.353   7.387   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.112   0.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.956   1.975   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.624   3.362   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.881   3.362   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.786   2.116   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.454   5.092   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.310   6.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.916   5.954   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.454   1.632   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.956   4.750   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.786   4.608   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.250   2.592   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.250   4.132   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.197   6.393   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    7   13                                                       
CONECT    7    6   14                                                       
CONECT    8   12   15                                                       
CONECT    9   13   16                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    4   14                                                  
CONECT   12    5    8   10                                                  
CONECT   13    6    9   15                                                  
CONECT   14    7   11   15                                                  
CONECT   15    8   13   14                                                  
CONECT   16    9                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0041460
HETATM    1  C1  UNL     1       3.680  -1.387   0.414  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.863  -0.373   0.374  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.327   0.955   0.877  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.520  -0.501  -0.155  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.184  -1.699  -0.741  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.021  -2.398  -0.750  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.254  -1.848  -0.495  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.370  -2.822  -0.447  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.580  -0.527  -0.282  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.861  -0.006  -0.234  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.807   1.359  -0.002  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.492   1.764   0.107  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.990   3.152   0.357  1.00  0.00           C  
HETATM   14  O1  UNL     1      -2.089   4.011   0.468  1.00  0.00           O  
HETATM   15  C14 UNL     1      -0.704   0.644  -0.057  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.681   0.602  -0.020  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.382  -2.353   0.062  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.671  -1.268   0.802  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.450   1.687   0.070  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.294   0.874   1.405  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.589   1.352   1.591  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.958  -2.218  -1.301  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.036  -3.461  -0.978  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.946  -3.806  -0.147  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.860  -2.957  -1.434  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.102  -2.446   0.310  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.740  -0.631  -0.367  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.680   1.995   0.078  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.431   3.229   1.300  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.347   3.416  -0.519  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.520   4.098  -0.422  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.159   1.561   0.135  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    4
CONECT    3   19   20   21
CONECT    4    5    5   16
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    8   24   25   26
CONECT    9   10   10   15
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   15
CONECT   13   14   29   30
CONECT   14   31
CONECT   15   16   16
CONECT   16   32
END

HMDB0041460
     RDKit          3D
Deterrol
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.6796   -1.3871    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -0.3727    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.9551    0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -0.5014   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843   -1.6991   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0206   -2.3979   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538   -1.8479   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3697   -2.8221   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -0.5271   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8605   -0.0062   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    1.3593   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924    1.7642    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9903    3.1523    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893    4.0108    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7039    0.6441   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    0.6023   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3822   -2.3530    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6710   -1.2684    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.6871    0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2941    0.8745    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893    1.3522    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -2.2175   -1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -3.4615   -0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9461   -3.8061   -0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601   -2.9572   -1.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022   -2.4456    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -0.6307   -0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804    1.9948    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308    3.2293    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472    3.4159   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    4.0982   -0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1592    1.5615    0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16  4  1  0
 15  9  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Methyl-7-(1-methylethenyl)-1-azulenemethanol	HMDB
4-Methyl-7-(1-methylethenyl)-1-azulenemethanol, 9ci	HMDB
7-Isopropenyl-4-methyl-1-azulenemethanol	HMDB

Chemical Formula

C₁₅H₁₆O

Average Molecular Weight

212.2869

Monoisotopic Molecular Weight

212.120115134

IUPAC Name

[4-methyl-7-(prop-1-en-2-yl)azulen-1-yl]methanol

Traditional Name

[4-methyl-7-(prop-1-en-2-yl)azulen-1-yl]methanol

CAS Registry Number

113393-59-2

SMILES

CC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C1

InChI Identifier

InChI=1S/C15H16O/c1-10(2)12-5-4-11(3)14-7-6-13(9-16)15(14)8-12/h4-8,16H,1,9H2,2-3H3

InChI Key

UELYVRHCROBZCL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Azulene
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041460)

Source

Endogenous

Endogenous (HMDB: HMDB0041460)

Plant

Plant (HMDB: HMDB0041460)

Animal

Animal (HMDB: HMDB0041460)

Exogenous

Food

Food (HMDB: HMDB0041460)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0041460)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041460)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041460)

Lipid metabolism pathway (HMDB: HMDB0041460)

Cellular process

Cell signaling (HMDB: HMDB0041460)

Biochemical process

Lipid transport (HMDB: HMDB0041460)

Role

Biological role

Energy source (HMDB: HMDB0041460)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041460)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	100 - 101 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	28.81 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	0.27 g/L	ALOGPS
logP	3.32	ALOGPS
logP	3.74	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	15.13	ChemAxon
pKa (Strongest Basic)	-2.7	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	2	ChemAxon
Refractivity	68.33 m³·mol⁻¹	ChemAxon
Polarizability	25.28 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	149.232	31661259
DarkChem	[M-H]-	149.214	31661259
DeepCCS	[M+H]+	155.07	30932474
DeepCCS	[M-H]-	152.675	30932474
DeepCCS	[M-2H]-	185.64	30932474
DeepCCS	[M+Na]+	161.116	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	141.1	32859911
AllCCS	[M+NH4]+	149.1	32859911
AllCCS	[M+Na]+	150.2	32859911
AllCCS	[M-H]-	151.8	32859911
AllCCS	[M+Na-2H]-	151.7	32859911
AllCCS	[M+HCOO]-	151.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.04 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5293 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.03 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2250.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	521.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	295.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	375.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	638.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	735.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	151.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1464.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	554.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1558.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	498.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	433.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	425.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	351.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	16.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deterrol	CC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C1	2965.8	Standard polar	33892256
Deterrol	CC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C1	1988.7	Standard non polar	33892256
Deterrol	CC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C1	2101.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Deterrol,1TMS,isomer #1	C=C(C)C1=CC=C(C)C2=CC=C(CO[Si](C)(C)C)C2=C1	2044.5	Semi standard non polar	33892256
Deterrol,1TBDMS,isomer #1	C=C(C)C1=CC=C(C)C2=CC=C(CO[Si](C)(C)C(C)(C)C)C2=C1	2286.2	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 - Deterrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-0910000000-e86bd70c2e80420692c6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deterrol GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-9370000000-327621261fb354a447ec	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deterrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deterrol 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 - Deterrol 10V, Positive-QTOF	splash10-03dj-0970000000-e0d375b7ad91d68c9817	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 20V, Positive-QTOF	splash10-0002-0910000000-46960f1d5388d4cebc0e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 40V, Positive-QTOF	splash10-0002-0900000000-382a205bc4912d7a0387	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 10V, Negative-QTOF	splash10-03di-0390000000-8a2a1d6781dbaf1516d8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 20V, Negative-QTOF	splash10-03e9-0950000000-799be260ab1ca7586f1c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 40V, Negative-QTOF	splash10-001i-0900000000-1782f63f00ab2e55b607	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 10V, Positive-QTOF	splash10-03di-0390000000-4dff8fa992bcef203c70	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 20V, Positive-QTOF	splash10-01ot-0940000000-c2265d9aa42c8bd2f115	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 40V, Positive-QTOF	splash10-014i-0900000000-3af82ae61317afbf388a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 10V, Negative-QTOF	splash10-001i-0900000000-3dd5fdc5006a76977fa2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 20V, Negative-QTOF	splash10-001i-0910000000-07e3e2a3444d60a953a6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deterrol 40V, Negative-QTOF	splash10-014i-0900000000-3346e56487f36dd7bf58	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

FDB021417

KNApSAcK ID

C00054577

Chemspider ID

135863

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154186

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1465671

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 Deterrol (HMDB0041460)

MOL for HMDB0041460 (Deterrol)

3D MOL for HMDB0041460 (Deterrol)

3D SDF for HMDB0041460 (Deterrol)

3D-SDF for HMDB0041460 (Deterrol)

PDB for HMDB0041460 (Deterrol)

3D PDB for HMDB0041460 (Deterrol)

SMILES for HMDB0041460 (Deterrol)

INCHI for HMDB0041460 (Deterrol)

Structure for HMDB0041460 (Deterrol)

3D Structure for HMDB0041460 (Deterrol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra