Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:45:09 UTC

Update Date

2022-03-07 02:54:36 UTC

HMDB ID

HMDB0035736

Secondary Accession Numbers

HMDB35736

Metabolite Identification

Common Name

11,12-Dihydrolactaroviolin

Description

11,12-Dihydrolactaroviolin 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 11,12-Dihydrolactaroviolin.

Structure

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

HMDB0035736
     RDKit          3D
11,12-Dihydrolactaroviolin
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.5466   -2.9262   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -1.8882   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2429   -2.3481    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.6364    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -0.3179    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    0.0756    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946    1.0962    1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    0.6936   -0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    0.7206    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    0.6110   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063    1.7039   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.1015   -0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529    3.9713   -0.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736    1.2127   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1189   -0.1512   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517   -0.5735   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -3.9188   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -2.9215    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1143   -2.6089   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2104   -3.4244    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7463   -2.2272    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.8322    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    1.0174    2.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504    2.0989    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8741    0.8710    2.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9244    1.4572   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532   -0.1228   -1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.1636   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    1.7339    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3978    3.3810   -0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9654    1.7966   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629   -0.8088   -0.7564 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 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
 12 30  1  0
 14 31  1  0
 15 32  1  0
M  END


  Mrv0541 05061308412D          

 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  1  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  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035736

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC2=C(C=O)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/h4-10H,1-3H3

> <INCHI_KEY>
VAMFCHMEVQNLHP-UHFFFAOYSA-N

> <FORMULA>
C15H16O

> <MOLECULAR_WEIGHT>
212.2869

> <EXACT_MASS>
212.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.135619401657493

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-7-(propan-2-yl)azulene-1-carbaldehyde

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
4.433655457333333

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.161115406543182

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
68.32419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-isopropyl-4-methylazulene-1-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035736
     RDKit          3D
11,12-Dihydrolactaroviolin
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.5466   -2.9262   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -1.8882   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2429   -2.3481    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.6364    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -0.3179    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    0.0756    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946    1.0962    1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    0.6936   -0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    0.7206    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    0.6110   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063    1.7039   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.1015   -0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529    3.9713   -0.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736    1.2127   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1189   -0.1512   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517   -0.5735   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -3.9188   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -2.9215    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1143   -2.6089   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2104   -3.4244    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7463   -2.2272    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.8322    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    1.0174    2.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504    2.0989    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8741    0.8710    2.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9244    1.4572   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532   -0.1228   -1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.1636   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    1.7339    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3978    3.3810   -0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9654    1.7966   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629   -0.8088   -0.7564 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 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
 12 30  1  0
 14 31  1  0
 15 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    HMDB0035736
HETATM    1  C1  UNL     1      -2.547  -2.926  -0.282  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.478  -1.888  -0.059  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.243  -2.348   0.337  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.932  -1.636   0.588  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.230  -0.318   0.394  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.659   0.076   0.479  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.895   1.096   1.569  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.142   0.694  -0.819  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.352   0.721   0.122  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.989   0.611  -0.187  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.806   1.704  -0.488  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.413   3.101  -0.531  1.00  0.00           C  
HETATM   13  O1  UNL     1      -2.253   3.971  -0.816  1.00  0.00           O  
HETATM   14  C13 UNL     1      -3.074   1.213  -0.742  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.119  -0.151  -0.620  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.852  -0.574  -0.277  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.102  -3.919  -0.406  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.258  -2.921   0.577  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.114  -2.609  -1.205  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.210  -3.424   0.463  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.746  -2.227   1.007  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.242  -0.832   0.698  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.142   1.017   2.384  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.950   2.099   1.142  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.874   0.871   2.036  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.924   1.457  -0.627  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.653  -0.123  -1.404  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.333   1.164  -1.391  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.710   1.734   0.142  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.398   3.381  -0.317  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.965   1.797  -1.012  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.963  -0.809  -0.756  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    5   21
CONECT    5    6    9
CONECT    6    7    8   22
CONECT    7   23   24   25
CONECT    8   26   27   28
CONECT    9   10   10   29
CONECT   10   11   16
CONECT   11   12   14   14
CONECT   12   13   13   30
CONECT   14   15   31
CONECT   15   16   16   32
END

HMDB0035736
     RDKit          3D
11,12-Dihydrolactaroviolin
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.5466   -2.9262   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -1.8882   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2429   -2.3481    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.6364    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -0.3179    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586    0.0756    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946    1.0962    1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    0.6936   -0.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    0.7206    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886    0.6110   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8063    1.7039   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.1015   -0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529    3.9713   -0.8163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736    1.2127   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1189   -0.1512   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517   -0.5735   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -3.9188   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -2.9215    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1143   -2.6089   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2104   -3.4244    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7463   -2.2272    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.8322    0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    1.0174    2.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504    2.0989    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8741    0.8710    2.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9244    1.4572   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532   -0.1228   -1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.1636   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    1.7339    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3978    3.3810   -0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9654    1.7966   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629   -0.8088   -0.7564 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 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
 12 30  1  0
 14 31  1  0
 15 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Formyl-7-isopropyl-4-methylazulene	HMDB
7-Isopropyl-4-methyl-1-azulenecarbaldehyde	HMDB

Chemical Formula

C₁₅H₁₆O

Average Molecular Weight

212.2869

Monoisotopic Molecular Weight

212.120115134

IUPAC Name

4-methyl-7-(propan-2-yl)azulene-1-carbaldehyde

Traditional Name

7-isopropyl-4-methylazulene-1-carbaldehyde

CAS Registry Number

24687-70-5

SMILES

CC(C)C1=CC2=C(C=O)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/h4-10H,1-3H3

InChI Key

VAMFCHMEVQNLHP-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
Aryl-aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
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: HMDB0035736)

Source

Endogenous

Endogenous (HMDB: HMDB0035736)

Plant

Plant (HMDB: HMDB0035736)

Animal

Animal (HMDB: HMDB0035736)

Exogenous

Food

Food (HMDB: HMDB0035736)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0035736)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035736)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035736)

Lipid metabolism pathway (HMDB: HMDB0035736)

Cellular process

Cell signaling (HMDB: HMDB0035736)

Biochemical process

Lipid transport (HMDB: HMDB0035736)

Role

Biological role

Energy source (HMDB: HMDB0035736)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035736)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	59 - 60 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	6.08 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	0.1 g/L	ALOGPS
logP	3.89	ALOGPS
logP	4.43	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.32 m³·mol⁻¹	ChemAxon
Polarizability	25.14 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]+	148.814	31661259
DarkChem	[M-H]-	148.274	31661259
DeepCCS	[M+H]+	157.38	30932474
DeepCCS	[M-H]-	155.022	30932474
DeepCCS	[M-2H]-	187.908	30932474
DeepCCS	[M+Na]+	163.473	30932474
AllCCS	[M+H]+	145.7	32859911
AllCCS	[M+H-H2O]+	141.5	32859911
AllCCS	[M+NH4]+	149.5	32859911
AllCCS	[M+Na]+	150.6	32859911
AllCCS	[M-H]-	152.9	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	152.9	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.	8.64 minutes	32390414
Predicted by Siyang on May 30, 2022	17.7145 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2124.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	578.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	335.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	328.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	742.9 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	818.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	130.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1502.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	579.5 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	1595.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	502.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	441.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	407.8 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	11.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11,12-Dihydrolactaroviolin	CC(C)C1=CC2=C(C=O)C=CC2=C(C)C=C1	2654.0	Standard polar	33892256
11,12-Dihydrolactaroviolin	CC(C)C1=CC2=C(C=O)C=CC2=C(C)C=C1	1937.0	Standard non polar	33892256
11,12-Dihydrolactaroviolin	CC(C)C1=CC2=C(C=O)C=CC2=C(C)C=C1	2012.8	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 - 11,12-Dihydrolactaroviolin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0292-0910000000-d4161b9f845064c307ea	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12-Dihydrolactaroviolin 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 - 11,12-Dihydrolactaroviolin 10V, Positive-QTOF	splash10-03di-0290000000-aa68f8a1fcf95ed28257	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 20V, Positive-QTOF	splash10-03di-1970000000-b2074a02b007254eac94	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 40V, Positive-QTOF	splash10-05nb-1900000000-c6aefe240a95f64a9c4b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 10V, Negative-QTOF	splash10-03di-0090000000-caac1842f168b20cb6fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 20V, Negative-QTOF	splash10-03di-0390000000-e876db5b64a8f7f31ca9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 40V, Negative-QTOF	splash10-029t-1910000000-03c4348be324087ac526	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 10V, Positive-QTOF	splash10-03di-0090000000-3ef3dd923be8365316c3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 20V, Positive-QTOF	splash10-03di-0960000000-c09cb74a83a6b2c21002	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 40V, Positive-QTOF	splash10-015c-1900000000-eea0ebac90f3d9e3a648	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 10V, Negative-QTOF	splash10-03di-0290000000-4af45f3412249b5a546c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 20V, Negative-QTOF	splash10-01q9-0950000000-75c12bfde20ec0c25762	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydrolactaroviolin 40V, Negative-QTOF	splash10-00kf-0900000000-820ad635dbe2952e7d2d	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

FDB014465

KNApSAcK ID

C00020420

Chemspider ID

9292496

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11117364

PDB ID

Not Available

ChEBI ID

168837

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1851311

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 11,12-Dihydrolactaroviolin (HMDB0035736)

MOL for HMDB0035736 (11,12-Dihydrolactaroviolin)

3D MOL for HMDB0035736 (11,12-Dihydrolactaroviolin)

3D SDF for HMDB0035736 (11,12-Dihydrolactaroviolin)

3D-SDF for HMDB0035736 (11,12-Dihydrolactaroviolin)

PDB for HMDB0035736 (11,12-Dihydrolactaroviolin)

3D PDB for HMDB0035736 (11,12-Dihydrolactaroviolin)

SMILES for HMDB0035736 (11,12-Dihydrolactaroviolin)

INCHI for HMDB0035736 (11,12-Dihydrolactaroviolin)

Structure for HMDB0035736 (11,12-Dihydrolactaroviolin)

3D Structure for HMDB0035736 (11,12-Dihydrolactaroviolin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra