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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:53:37 UTC

Update Date

2022-03-07 02:54:17 UTC

HMDB ID

HMDB0034959

Secondary Accession Numbers

HMDB34959

Metabolite Identification

Common Name

Edulan I

Description

Edulan I belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Edulan I has been detected, but not quantified in, fruits. This could make edulan I a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Edulan I.

Structure

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

HMDB0034959
     RDKit          3D
Edulan I
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.3313   -1.2309   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.5404    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6470   -1.5799    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991   -1.4197    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -0.2431    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012   -0.0769   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -0.6877   -1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6064   -0.7496    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1056    1.3817   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135    2.2057   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1634    1.9749   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.8962    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7761    1.5455    1.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144    0.5274   -0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422   -1.1364   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.5751   -1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -2.2545   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -0.2672    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -1.5806    1.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9259   -2.6255    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543   -2.2925    0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0632   -0.3077   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.7933   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2771   -0.4900   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226   -0.2759    1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409   -1.8328    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -0.5192    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926    1.7868    0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1104    1.4481   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4780    2.9820   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601    2.5977   -1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.8012    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    2.4161    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    1.9158    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 12 13  1  0
 12 14  1  0
 14  2  1  0
 12  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END


  Mrv0541 05061308102D          

 14 15  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  2  0  0  0  0
 10  1  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034959

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC=C2C(C)(C)CC=CC2(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O/c1-10-6-7-11-12(2,3)8-5-9-13(11,4)14-10/h5,7,9-10H,6,8H2,1-4H3

> <INCHI_KEY>
HUXGOQHTDHIKSS-UHFFFAOYSA-N

> <FORMULA>
C13H20O

> <MOLECULAR_WEIGHT>
192.2973

> <EXACT_MASS>
192.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.095009112341334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5,5,8a-tetramethyl-3,5,6,8a-tetrahydro-2H-1-benzopyran

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
3.0104065363333326

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.243623608495808

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
61.184000000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5,5,8a-tetramethyl-3,6-dihydro-2H-1-benzopyran

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034959
     RDKit          3D
Edulan I
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.3313   -1.2309   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.5404    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6470   -1.5799    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991   -1.4197    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -0.2431    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012   -0.0769   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -0.6877   -1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6064   -0.7496    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1056    1.3817   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135    2.2057   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1634    1.9749   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.8962    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7761    1.5455    1.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144    0.5274   -0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422   -1.1364   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.5751   -1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -2.2545   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -0.2672    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -1.5806    1.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9259   -2.6255    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543   -2.2925    0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0632   -0.3077   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.7933   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2771   -0.4900   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226   -0.2759    1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409   -1.8328    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -0.5192    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926    1.7868    0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1104    1.4481   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4780    2.9820   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601    2.5977   -1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.8012    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    2.4161    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    1.9158    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 12 13  1  0
 12 14  1  0
 14  2  1  0
 12  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.011   3.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.991   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    8    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8    5   12                                                       
CONECT    9    5   13                                                       
CONECT   10    1    6   14                                                  
CONECT   11    7   12   13                                                  
CONECT   12    2    3    8   11                                             
CONECT   13    4    9   11   14                                             
CONECT   14   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0034959
HETATM    1  C1  UNL     1       3.331  -1.231  -0.904  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.526  -0.540   0.211  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.647  -1.580   0.808  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.199  -1.420   0.476  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.281  -0.243   0.148  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.701  -0.077  -0.180  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.076  -0.688  -1.518  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.606  -0.750   0.858  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.106   1.382  -0.221  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.113   2.206  -0.953  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.163   1.975  -0.786  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.701   0.896   0.129  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.776   1.546   1.497  1.00  0.00           C  
HETATM   14  O1  UNL     1       1.914   0.527  -0.376  1.00  0.00           O  
HETATM   15  H1  UNL     1       2.742  -1.136  -1.846  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.237  -0.575  -1.050  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.595  -2.255  -0.641  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.289  -0.267   0.972  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.716  -1.581   1.913  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.926  -2.625   0.496  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.454  -2.293   0.510  1.00  0.00           H  
HETATM   22  H8  UNL     1      -3.063  -0.308  -1.834  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.190  -1.793  -1.333  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.277  -0.490  -2.276  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.423  -0.276   1.852  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.441  -1.833   0.849  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.649  -0.519   0.547  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.193   1.787   0.804  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.110   1.448  -0.696  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.478   2.982  -1.612  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.860   2.598  -1.337  1.00  0.00           H  
HETATM   32  H18 UNL     1       0.603   0.801   2.311  1.00  0.00           H  
HETATM   33  H19 UNL     1       0.104   2.416   1.581  1.00  0.00           H  
HETATM   34  H20 UNL     1       1.831   1.916   1.600  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   14   18
CONECT    3    4   19   20
CONECT    4    5    5   21
CONECT    5    6   12
CONECT    6    7    8    9
CONECT    7   22   23   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   11   30
CONECT   11   12   31
CONECT   12   13   14
CONECT   13   32   33   34
END

HMDB0034959
     RDKit          3D
Edulan I
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.3313   -1.2309   -0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.5404    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6470   -1.5799    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991   -1.4197    0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -0.2431    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012   -0.0769   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0762   -0.6877   -1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6064   -0.7496    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1056    1.3817   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135    2.2057   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1634    1.9749   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.8962    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7761    1.5455    1.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144    0.5274   -0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422   -1.1364   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.5751   -1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -2.2545   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -0.2672    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -1.5806    1.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9259   -2.6255    0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543   -2.2925    0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0632   -0.3077   -1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.7933   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2771   -0.4900   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226   -0.2759    1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409   -1.8328    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -0.5192    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926    1.7868    0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1104    1.4481   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4780    2.9820   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601    2.5977   -1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    0.8012    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    2.4161    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    1.9158    1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 12 13  1  0
 12 14  1  0
 14  2  1  0
 12  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
trans-Edulan	HMDB

Chemical Formula

C₁₃H₂₀O

Average Molecular Weight

192.2973

Monoisotopic Molecular Weight

192.151415262

IUPAC Name

2,5,5,8a-tetramethyl-3,5,6,8a-tetrahydro-2H-1-benzopyran

Traditional Name

2,5,5,8a-tetramethyl-3,6-dihydro-2H-1-benzopyran

CAS Registry Number

41678-29-9

SMILES

CC1CC=C2C(C)(C)CC=CC2(C)O1

InChI Identifier

InChI=1S/C13H20O/c1-10-6-7-11-12(2,3)8-5-9-13(11,4)14-10/h5,7,9-10H,6,8H2,1-4H3

InChI Key

HUXGOQHTDHIKSS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Pyran
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034959)
Cell membrane (HMDB: HMDB0034959)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034959)

Source

Exogenous

Exogenous (HMDB: HMDB0034959)

Food

Food (HMDB: HMDB0034959)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0034959)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034959)

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	11.62 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	0.062 g/L	ALOGPS
logP	4.47	ALOGPS
logP	3.01	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	61.18 m³·mol⁻¹	ChemAxon
Polarizability	23.1 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]+	145.984	31661259
DarkChem	[M-H]-	141.789	31661259
DeepCCS	[M+H]+	148.517	30932474
DeepCCS	[M-H]-	146.159	30932474
DeepCCS	[M-2H]-	181.054	30932474
DeepCCS	[M+Na]+	156.363	30932474
AllCCS	[M+H]+	141.9	32859911
AllCCS	[M+H-H2O]+	137.7	32859911
AllCCS	[M+NH4]+	145.9	32859911
AllCCS	[M+Na]+	147.0	32859911
AllCCS	[M-H]-	150.6	32859911
AllCCS	[M+Na-2H]-	151.3	32859911
AllCCS	[M+HCOO]-	152.0	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.	5.99 minutes	32390414
Predicted by Siyang on May 30, 2022	17.1286 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.2 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2610.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	514.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	304.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	133.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	747.9 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	766.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1383.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	470.0 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	1403.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	529.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	487.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	574.6 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	9.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Edulan I	CC1CC=C2C(C)(C)CC=CC2(C)O1	1524.9	Standard polar	33892256
Edulan I	CC1CC=C2C(C)(C)CC=CC2(C)O1	1133.0	Standard non polar	33892256
Edulan I	CC1CC=C2C(C)(C)CC=CC2(C)O1	1292.8	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 - Edulan I GC-MS (Non-derivatized) - 70eV, Positive	splash10-02l0-1900000000-30be7be6ff36791ff5ba	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Edulan I GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 10V, Positive-QTOF	splash10-0006-0900000000-eaefc3e262efdbf77cd6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 20V, Positive-QTOF	splash10-0006-4900000000-d72ef614ebb6e9c052af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 40V, Positive-QTOF	splash10-0frx-9300000000-c230697bbc05cb3bdd4f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 10V, Negative-QTOF	splash10-0006-0900000000-c11c90ebaea589e48847	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 20V, Negative-QTOF	splash10-0006-1900000000-16642198f8e18f97e8a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 40V, Negative-QTOF	splash10-0570-3900000000-465344f44dedd1d523c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 10V, Positive-QTOF	splash10-0006-0900000000-bf658fdf6dfce9f074e1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 20V, Positive-QTOF	splash10-03di-4900000000-6f68b61fd8c22f5e5615	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 40V, Positive-QTOF	splash10-03fu-9700000000-3d686903d169a681ec9d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 10V, Negative-QTOF	splash10-0006-0900000000-14436e4d9ff8d032db54	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 20V, Negative-QTOF	splash10-0006-0900000000-af4f1939137126c6d66d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulan I 40V, Negative-QTOF	splash10-000x-0900000000-6f978c2c05d769de471a	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

FDB013553

KNApSAcK ID

C00035586

Chemspider ID

454506

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

521066

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1637171

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Edulan I (HMDB0034959)

MOL for HMDB0034959 (Edulan I)

3D MOL for HMDB0034959 (Edulan I)

3D SDF for HMDB0034959 (Edulan I)

3D-SDF for HMDB0034959 (Edulan I)

PDB for HMDB0034959 (Edulan I)

3D PDB for HMDB0034959 (Edulan I)

SMILES for HMDB0034959 (Edulan I)

INCHI for HMDB0034959 (Edulan I)

Structure for HMDB0034959 (Edulan I)

3D Structure for HMDB0034959 (Edulan I)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra