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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:51:10 UTC

Update Date

2023-02-21 17:25:27 UTC

HMDB ID

HMDB0036686

Secondary Accession Numbers

HMDB36686

Metabolite Identification

Common Name

2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol

Description

2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol has been detected, but not quantified in, fruits and quinces (Cydonia oblonga). This could make 2,2,6,7-tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol.

Structure

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

HMDB0036686
     RDKit          3D
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol
 35 36  0  0  0  0  0  0  0  0999 V2000
   -2.3604    0.5923    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    0.2016   -0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604    1.0993   -1.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911   -1.2188   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -2.0062   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4364   -1.7754   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -0.6258    0.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1220   -1.0604    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2672    0.4369   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    1.4636   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987    1.2402   -0.4922 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4573    2.2897    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.0581    0.2390 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2527    0.2755    1.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9243   -0.9173   -0.2755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    1.4035    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -0.2332    1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    1.0479    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474    0.6693   -2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    1.2686   -1.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803    2.1008   -1.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125   -1.7505   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596   -1.2586   -1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.8608   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621   -2.3781   -1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -0.3047    2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -1.4552    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744   -1.9398    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    2.4093   -1.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736    1.0871   -1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699    2.4157   -0.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    0.6248    1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -0.5988    2.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081    1.0923    2.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213   -1.2767    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  6
  9  2  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
M  END

  Mrv0541 01101309462D          

 15 16  0  0  0  0            999 V2000
   -4.3607    6.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    4.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607    4.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8616    6.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    4.9696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8616    4.7147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3767    5.3821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3607    7.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    6.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    4.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517    5.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6067    3.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647    4.5012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
  1  6  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  7 12  1  1  0  0  0
  9 13  1  1  0  0  0
  8 14  1  1  0  0  0
  8 15  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0036686

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O2/c1-11(2)6-5-7-12(3)9(11)8-10(14)13(12,4)15/h5,7-8,10,14-15H,6H2,1-4H3/t10-,12-,13+/m1/s1

> <INCHI_KEY>
SKBCVUCDJRKPAH-RTXFEEFZSA-N

> <FORMULA>
C13H20O2

> <MOLECULAR_WEIGHT>
208.2967

> <EXACT_MASS>
208.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.616406457065644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-indene-1,2-diol

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
1.472674597666666

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.614344168587095

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.217406605431606

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4186716183174415

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
62.3286

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,5-dihydroindene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036686
     RDKit          3D
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol
 35 36  0  0  0  0  0  0  0  0999 V2000
   -2.3604    0.5923    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    0.2016   -0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604    1.0993   -1.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911   -1.2188   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -2.0062   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4364   -1.7754   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -0.6258    0.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1220   -1.0604    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2672    0.4369   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    1.4636   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987    1.2402   -0.4922 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4573    2.2897    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.0581    0.2390 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2527    0.2755    1.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9243   -0.9173   -0.2755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    1.4035    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -0.2332    1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    1.0479    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474    0.6693   -2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    1.2686   -1.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803    2.1008   -1.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125   -1.7505   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596   -1.2586   -1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.8608   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621   -2.3781   -1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -0.3047    2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -1.4552    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744   -1.9398    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    2.4093   -1.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736    1.0871   -1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699    2.4157   -0.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    0.6248    1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -0.5988    2.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081    1.0923    2.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213   -1.2767    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  6
  9  2  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 10-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JAN-13         0                                  
HETATM    1  C   UNK     0      -8.140  11.587   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.474  10.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.474   9.277   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.140   8.507   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.342  11.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.806  10.817   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.806   9.277   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.342   8.801   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.437  10.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.140  13.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.474  12.357   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.645   7.745   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.897  10.047   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.866   7.336   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.854   8.402   0.000  0.00  0.00           O+0
CONECT    1    2    6   10   11                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    1    5    7                                                  
CONECT    7    4    8    6   12                                             
CONECT    8    7    9   14   15                                             
CONECT    9    8    5   13                                                  
CONECT   10    1                                                            
CONECT   11    1                                                            
CONECT   12    7                                                            
CONECT   13    9                                                            
CONECT   14    8                                                            
CONECT   15    8                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0036686
HETATM    1  C1  UNL     1      -2.360   0.592   0.792  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.734   0.202  -0.517  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.360   1.099  -1.589  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.991  -1.219  -0.894  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.786  -2.006  -1.259  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.436  -1.775  -0.803  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.584  -0.626   0.151  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.122  -1.060   1.527  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.267   0.437  -0.424  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.472   1.464  -0.777  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.899   1.240  -0.492  1.00  0.00           C  
HETATM   12  O1  UNL     1       2.457   2.290   0.248  1.00  0.00           O  
HETATM   13  C12 UNL     1       1.935  -0.058   0.239  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.253   0.275   1.691  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.924  -0.917  -0.275  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.134   1.403   0.650  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.935  -0.233   1.260  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.610   1.048   1.455  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.247   0.669  -2.598  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.437   1.269  -1.383  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.880   2.101  -1.545  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.612  -1.751  -0.117  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.660  -1.259  -1.805  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.877  -2.861  -1.966  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.262  -2.378  -1.102  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.173  -0.305   2.297  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.894  -1.455   1.494  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.774  -1.940   1.804  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.134   2.409  -1.234  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.474   1.087  -1.440  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.370   2.416  -0.082  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.313   0.625   1.791  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.177  -0.599   2.358  1.00  0.00           H  
HETATM   34  H19 UNL     1       1.608   1.092   2.058  1.00  0.00           H  
HETATM   35  H20 UNL     1       3.421  -1.277   0.487  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    9
CONECT    3   19   20   21
CONECT    4    5   22   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    9   13
CONECT    8   26   27   28
CONECT    9   10   10
CONECT   10   11   29
CONECT   11   12   13   30
CONECT   12   31
CONECT   13   14   15
CONECT   14   32   33   34
CONECT   15   35
END

HMDB0036686
     RDKit          3D
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol
 35 36  0  0  0  0  0  0  0  0999 V2000
   -2.3604    0.5923    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    0.2016   -0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604    1.0993   -1.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911   -1.2188   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -2.0062   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4364   -1.7754   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -0.6258    0.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1220   -1.0604    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2672    0.4369   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    1.4636   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987    1.2402   -0.4922 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4573    2.2897    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.0581    0.2390 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2527    0.2755    1.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9243   -0.9173   -0.2755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    1.4035    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -0.2332    1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    1.0479    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474    0.6693   -2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    1.2686   -1.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803    2.1008   -1.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6125   -1.7505   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596   -1.2586   -1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773   -2.8608   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621   -2.3781   -1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -0.3047    2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -1.4552    1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744   -1.9398    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    2.4093   -1.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736    1.0871   -1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699    2.4157   -0.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126    0.6248    1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -0.5988    2.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081    1.0923    2.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213   -1.2767    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  6
  9  2  1  0
 13  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4,5,7a-tetrahydro-1,4,4,7a-Tetramethyl-1H-indene-1,2-diol, 9ci	HMDB

Chemical Formula

C₁₃H₂₀O₂

Average Molecular Weight

208.2967

Monoisotopic Molecular Weight

208.146329884

IUPAC Name

(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-indene-1,2-diol

Traditional Name

(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,5-dihydroindene-1,2-diol

CAS Registry Number

99901-24-3

SMILES

C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C

InChI Identifier

InChI=1S/C13H20O2/c1-11(2)6-5-7-12(3)9(11)8-10(14)13(12,4)15/h5,7-8,10,14-15H,6H2,1-4H3/t10-,12-,13+/m1/s1

InChI Key

SKBCVUCDJRKPAH-RTXFEEFZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Tertiary alcohol
Secondary alcohol
1,2-diol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036686)

Source

Endogenous

Endogenous (HMDB: HMDB0036686)

Plant

Plant (HMDB: HMDB0036686)

Exogenous

Food

Food (HMDB: HMDB0036686)

Fruit

Pome

Quince (FooDB: FOOD00069)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036686)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036686)

Role

Biological role

Energy source (HMDB: HMDB0036686)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036686)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.29 g/L	ALOGPS
logP	2.52	ALOGPS
logP	1.47	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.22	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	62.33 m³·mol⁻¹	ChemAxon
Polarizability	23.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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]-	144.598	31661259
DeepCCS	[M+H]+	150.697	30932474
DeepCCS	[M-H]-	148.301	30932474
DeepCCS	[M-2H]-	181.833	30932474
DeepCCS	[M+Na]+	156.662	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.4	32859911
AllCCS	[M+NH4]+	150.1	32859911
AllCCS	[M+Na]+	151.2	32859911
AllCCS	[M-H]-	152.1	32859911
AllCCS	[M+Na-2H]-	152.7	32859911
AllCCS	[M+HCOO]-	153.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol	C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C	2367.6	Standard polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol	C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C	1500.1	Standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol	C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C	1567.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol,1TMS,isomer #1	CC1(C)CC=C[C@]2(C)C1=C[C@@H](O)[C@]2(C)O[Si](C)(C)C	1618.5	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol,1TMS,isomer #2	CC1(C)CC=C[C@]2(C)C1=C[C@@H](O[Si](C)(C)C)[C@]2(C)O	1631.9	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol,2TMS,isomer #1	CC1(C)CC=C[C@]2(C)C1=C[C@@H](O[Si](C)(C)C)[C@]2(C)O[Si](C)(C)C	1719.3	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol,1TBDMS,isomer #1	CC1(C)CC=C[C@]2(C)C1=C[C@@H](O)[C@]2(C)O[Si](C)(C)C(C)(C)C	1862.4	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol,1TBDMS,isomer #2	CC1(C)CC=C[C@]2(C)C1=C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]2(C)O	1876.6	Semi standard non polar	33892256
2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol,2TBDMS,isomer #1	CC1(C)CC=C[C@]2(C)C1=C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]2(C)O[Si](C)(C)C(C)(C)C	2205.7	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 - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ec-1900000000-e29a1ed46664b9b4b5b7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol GC-MS (2 TMS) - 70eV, Positive	splash10-000i-6597000000-22bac81928592f9df301	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 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 - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 10V, Positive-QTOF	splash10-0a4i-0390000000-91e5ac39efa42fa6db39	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 20V, Positive-QTOF	splash10-0a4i-3940000000-bfd3df43a2af31991423	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 40V, Positive-QTOF	splash10-066u-9300000000-f54e516e856156507ee7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 10V, Negative-QTOF	splash10-0a4i-0090000000-257b1cecacd941da8a86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 20V, Negative-QTOF	splash10-0a4i-0290000000-dd0a20b250e8ac1b6201	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 40V, Negative-QTOF	splash10-01qc-1900000000-159868352ebb9bbb6ecf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 10V, Negative-QTOF	splash10-0a4i-0090000000-43a9bdbf7663e467c30d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 20V, Negative-QTOF	splash10-0a4i-3790000000-c20d7ef12e8fce538c49	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 40V, Negative-QTOF	splash10-0a4l-7390000000-5c4f03bb4b2b766a3df1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 10V, Positive-QTOF	splash10-0a4i-0690000000-87f4585a838ff9638023	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 20V, Positive-QTOF	splash10-0a4i-6910000000-95b4e7c4a8e26376634d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol 40V, Positive-QTOF	splash10-092l-9300000000-4c8c25cd01b8b1f1b7ef	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB015616

KNApSAcK ID

C00021959

Chemspider ID

30777167

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752035

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol (HMDB0036686)

MOL for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D MOL for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D SDF for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D-SDF for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

PDB for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D PDB for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

SMILES for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

INCHI for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

Structure for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D Structure for HMDB0036686 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra