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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:25:51 UTC

Update Date

2022-03-07 02:55:38 UTC

HMDB ID

HMDB0038147

Secondary Accession Numbers

HMDB38147

Metabolite Identification

Common Name

Isogermafurene

Description

Isogermafurene belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on Isogermafurene.

Structure

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

HMDB0038147
     RDKit          3D
Isogermafurene
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.1620   -1.7210   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433   -0.6122   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0627   -0.6011    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1346   -0.8284    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -1.7567   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1497   -1.5790   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -2.4658   -0.8223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -1.9286   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240   -0.6428   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125    0.3785    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425   -0.4170   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619    0.7726    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668    0.6602   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783    1.8715   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.6348   -1.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633    2.2604    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7715   -2.6269    0.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1808   -1.8018   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    0.2476   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830   -0.2951    1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915   -1.9221    1.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -0.6778    2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716   -1.8792   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -2.7240   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468   -2.3956   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    0.9275    1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2601    1.1653   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0592   -0.1529    0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    1.7233   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672    0.8987    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4821   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196    2.3276   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928    3.5370   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7122    1.8831    1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    1.8912    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    3.3666    1.0878 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
 11  6  2  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END


  Mrv0541 05061310152D          

 16 17  0  0  0  0            999 V2000
    4.6951   -1.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6345   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1648   -0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
 10  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038147

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CC2=C(CC1(C)C=C)OC=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O/c1-6-15(5)8-14-12(11(4)9-16-14)7-13(15)10(2)3/h6,9,13H,1-2,7-8H2,3-5H3

> <INCHI_KEY>
HICAMHOOTMOHPA-UHFFFAOYSA-N

> <FORMULA>
C15H20O

> <MOLECULAR_WEIGHT>
216.3187

> <EXACT_MASS>
216.151415262

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.613393239752128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
4.241868537

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5127581292144257

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
68.27080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4H-1-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038147
     RDKit          3D
Isogermafurene
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.1620   -1.7210   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433   -0.6122   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0627   -0.6011    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1346   -0.8284    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -1.7567   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1497   -1.5790   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -2.4658   -0.8223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -1.9286   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240   -0.6428   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125    0.3785    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425   -0.4170   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619    0.7726    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668    0.6602   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783    1.8715   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.6348   -1.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633    2.2604    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7715   -2.6269    0.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1808   -1.8018   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    0.2476   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830   -0.2951    1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915   -1.9221    1.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -0.6778    2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716   -1.8792   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -2.7240   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468   -2.3956   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    0.9275    1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2601    1.1653   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0592   -0.1529    0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    1.7233   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672    0.8987    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4821   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196    2.3276   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928    3.5370   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7122    1.8831    1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    1.8912    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    3.3666    1.0878 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
 11  6  2  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  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       8.764  -2.985   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.591   1.777   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.784  -3.520   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.774  -1.805   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.591   0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.126  -2.549   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   15                                                            
CONECT    6    1   15                                                       
CONECT    7   12   13                                                       
CONECT    8   14   15                                                       
CONECT    9   11   16                                                       
CONECT   10    2    3   13                                                  
CONECT   11    4    9   12                                                  
CONECT   12    7   11   14                                                  
CONECT   13    7   10   15                                                  
CONECT   14    8   12   16                                                  
CONECT   15    5    6    8   13                                             
CONECT   16    9   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0038147
HETATM    1  C1  UNL     1      -3.162  -1.721  -0.436  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.443  -0.612  -0.537  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.063  -0.601   0.004  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.135  -0.828   1.470  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.330  -1.757  -0.630  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.150  -1.579  -0.534  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.109  -2.466  -0.822  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.282  -1.929  -0.608  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.124  -0.643  -0.162  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.112   0.378   0.217  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.742  -0.417  -0.115  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.962   0.773   0.285  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.367   0.660  -0.429  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.178   1.871  -0.270  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.493   2.635  -1.291  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.663   2.260   1.067  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.771  -2.627   0.033  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.181  -1.802  -0.810  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.890   0.248  -1.012  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.983  -0.295   1.943  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.391  -1.922   1.606  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.223  -0.678   2.042  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.572  -1.879  -1.707  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.551  -2.724  -0.094  1.00  0.00           H  
HETATM   25  H9  UNL     1       4.247  -2.396  -0.750  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.818   0.927   1.151  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.260   1.165  -0.552  1.00  0.00           H  
HETATM   28  H12 UNL     1       5.059  -0.153   0.468  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.434   1.723  -0.069  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.867   0.899   1.378  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.089   0.482  -1.513  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.120   2.328  -2.283  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.093   3.537  -1.197  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.712   1.883   1.184  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.009   1.891   1.884  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.748   3.367   1.088  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    5   13
CONECT    4   20   21   22
CONECT    5    6   23   24
CONECT    6    7   11   11
CONECT    7    8
CONECT    8    9    9   25
CONECT    9   10   11
CONECT   10   26   27   28
CONECT   11   12
CONECT   12   13   29   30
CONECT   13   14   31
CONECT   14   15   15   16
CONECT   15   32   33
CONECT   16   34   35   36
END

HMDB0038147
     RDKit          3D
Isogermafurene
 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.1620   -1.7210   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433   -0.6122   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0627   -0.6011    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1346   -0.8284    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -1.7567   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1497   -1.5790   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -2.4658   -0.8223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -1.9286   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240   -0.6428   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125    0.3785    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425   -0.4170   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619    0.7726    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668    0.6602   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783    1.8715   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.6348   -1.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633    2.2604    1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7715   -2.6269    0.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1808   -1.8018   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    0.2476   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830   -0.2951    1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915   -1.9221    1.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -0.6778    2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716   -1.8792   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -2.7240   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468   -2.3956   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    0.9275    1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2601    1.1653   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0592   -0.1529    0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    1.7233   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672    0.8987    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4821   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196    2.3276   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928    3.5370   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7122    1.8831    1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    1.8912    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    3.3666    1.0878 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
 11  6  2  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Curzerene	HMDB
Isofuranogermacrene	HMDB
Isogermafuren	HMDB
Neocurzerene	HMDB

Chemical Formula

C₁₅H₂₀O

Average Molecular Weight

216.3187

Monoisotopic Molecular Weight

216.151415262

IUPAC Name

6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran

Traditional Name

6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4H-1-benzofuran

CAS Registry Number

17910-09-7

SMILES

CC(=C)C1CC2=C(CC1(C)C=C)OC=C2C

InChI Identifier

InChI=1S/C15H20O/c1-6-15(5)8-14-12(11(4)9-16-14)7-13(15)10(2)3/h6,9,13H,1-2,7-8H2,3-5H3

InChI Key

HICAMHOOTMOHPA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Menthofuran monoterpenoid
Bicyclic monoterpenoid
Aromatic monoterpenoid
Benzofuran
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038147)

Source

Endogenous

Endogenous (HMDB: HMDB0038147)

Plant

Plant (HMDB: HMDB0038147)

Animal

Animal (HMDB: HMDB0038147)

Exogenous

Food

Food (HMDB: HMDB0038147)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0038147)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038147)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038147)

Lipid metabolism pathway (HMDB: HMDB0038147)

Cellular process

Cell signaling (HMDB: HMDB0038147)

Biochemical process

Lipid transport (HMDB: HMDB0038147)

Role

Biological role

Energy source (HMDB: HMDB0038147)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	282.79 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.12 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.982 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	4.35	ALOGPS
logP	4.24	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.27 m³·mol⁻¹	ChemAxon
Polarizability	25.61 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]+	148.698	31661259
DarkChem	[M-H]-	148.166	31661259
DeepCCS	[M+H]+	150.642	30932474
DeepCCS	[M-H]-	148.284	30932474
DeepCCS	[M-2H]-	182.098	30932474
DeepCCS	[M+Na]+	156.871	30932474
AllCCS	[M+H]+	147.6	32859911
AllCCS	[M+H-H2O]+	143.6	32859911
AllCCS	[M+NH4]+	151.3	32859911
AllCCS	[M+Na]+	152.4	32859911
AllCCS	[M-H]-	155.6	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	155.8	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.	7.18 minutes	32390414
Predicted by Siyang on May 30, 2022	20.9918 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.65 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2318.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	768.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	284.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	470.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	309.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	669.3 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	1025.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	161.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1745.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	693.9 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	1864.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	600.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	511.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	541.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	619.6 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	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isogermafurene	CC(=C)C1CC2=C(CC1(C)C=C)OC=C2C	1924.6	Standard polar	33892256
Isogermafurene	CC(=C)C1CC2=C(CC1(C)C=C)OC=C2C	1523.9	Standard non polar	33892256
Isogermafurene	CC(=C)C1CC2=C(CC1(C)C=C)OC=C2C	1508.6	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 - Isogermafurene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w4l-7930000000-876c78ed37e0b56ed6ac	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isogermafurene 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 - Isogermafurene 10V, Positive-QTOF	splash10-014i-0290000000-6dc4d823c513098c1aea	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 20V, Positive-QTOF	splash10-0gb9-7930000000-b330c0088dbf855caf66	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 40V, Positive-QTOF	splash10-0uxr-9200000000-0a80a989cb205805708f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 10V, Negative-QTOF	splash10-014i-0090000000-32e45468f9bd723289af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 20V, Negative-QTOF	splash10-014i-0190000000-d1e4a6eed174cfbd0bf6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 40V, Negative-QTOF	splash10-05nk-0900000000-059af7b17c78f271e2fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 10V, Positive-QTOF	splash10-016r-0940000000-84cf3a9415f52363cbd3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 20V, Positive-QTOF	splash10-052b-7920000000-685f9dd7937c879c49fa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 40V, Positive-QTOF	splash10-00kr-9510000000-b034ed8346207fdbd78d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 10V, Negative-QTOF	splash10-014i-0090000000-93c59166c81b3b7c46b8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 20V, Negative-QTOF	splash10-014r-0690000000-38d5eb74939c6a611dcb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogermafurene 40V, Negative-QTOF	splash10-0592-0900000000-a9d7e2fd39c1cfd8393b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB017375

KNApSAcK ID

C00012040

Chemspider ID

497988

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

572766

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1636131

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 Isogermafurene (HMDB0038147)

MOL for HMDB0038147 (Isogermafurene)

3D MOL for HMDB0038147 (Isogermafurene)

3D SDF for HMDB0038147 (Isogermafurene)

3D-SDF for HMDB0038147 (Isogermafurene)

PDB for HMDB0038147 (Isogermafurene)

3D PDB for HMDB0038147 (Isogermafurene)

SMILES for HMDB0038147 (Isogermafurene)

INCHI for HMDB0038147 (Isogermafurene)

Structure for HMDB0038147 (Isogermafurene)

3D Structure for HMDB0038147 (Isogermafurene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra