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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:44 UTC

Update Date

2022-03-07 02:53:04 UTC

HMDB ID

HMDB0031668

Secondary Accession Numbers

HMDB31668

Metabolite Identification

Common Name

Dihydrodeoxy-8-epiaustdiol

Description

Dihydrodeoxy-8-epiaustdiol, also known as aks-bbb/456, belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center. Based on a literature review very few articles have been published on Dihydrodeoxy-8-epiaustdiol.

Structure

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

HMDB0031668
     RDKit          3D
Dihydrodeoxy-8-epiaustdiol
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.3092    0.6629    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    0.5878    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179   -0.3680   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.3624   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0718   -1.3147   -0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5779   -2.3971   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077   -1.2277   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137   -2.2501   -0.7311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090   -0.0041   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -0.2891    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4510    0.7617   -1.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    0.8347    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7131    2.2033    0.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0616    0.7067    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    1.6406    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    1.6138    1.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678    0.6694    1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7196   -0.1386   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756    1.6783   -0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298   -1.1330   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -3.1309   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -2.9205   -0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -2.0115   -2.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4959   -0.8741    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2506   -0.7359   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980    0.7041    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171    1.5952   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    0.5940    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    2.4518   -0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    2.4533    1.8072 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
M  END


  Mrv0541 05061306032D          

 16 17  0  0  0  0            999 V2000
    0.0000    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
    3.8545   -2.0127    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    2.1434   -0.4125    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  2  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031668

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C)C(=O)C(C)(O)C(O)C2=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-6-4-8-7(2)10(13)12(3,15)11(14)9(8)5-16-6/h4-5,11,14-15H,1-3H3

> <INCHI_KEY>
JVUYBLROBHJEJN-UHFFFAOYSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.2372

> <EXACT_MASS>
222.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.563861609990028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,8-dihydroxy-3,5,7-trimethyl-7,8-dihydro-6H-isochromen-6-one

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
-0.15979292399999911

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.932773280954034

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.175247615667411

> <JCHEM_PKA_STRONGEST_BASIC>
-3.627604117874543

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
60.6284

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,8-dihydroxy-3,5,7-trimethyl-8H-isochromen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031668
     RDKit          3D
Dihydrodeoxy-8-epiaustdiol
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.3092    0.6629    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    0.5878    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179   -0.3680   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.3624   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0718   -1.3147   -0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5779   -2.3971   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077   -1.2277   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137   -2.2501   -0.7311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090   -0.0041   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -0.2891    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4510    0.7617   -1.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    0.8347    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7131    2.2033    0.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0616    0.7067    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    1.6406    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    1.6138    1.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678    0.6694    1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7196   -0.1386   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756    1.6783   -0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298   -1.1330   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -3.1309   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -2.9205   -0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -2.0115   -2.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4959   -0.8741    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2506   -0.7359   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980    0.7041    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171    1.5952   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    0.5940    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    2.4518   -0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    2.4533    1.8072 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.195  -3.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.185  -2.043   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   12                                                            
CONECT    4    6    8                                                       
CONECT    5    9   16                                                       
CONECT    6    1    4   16                                                  
CONECT    7    2    8   10                                                  
CONECT    8    4    7    9                                                  
CONECT    9    5    8   11                                                  
CONECT   10    7   12   13                                                  
CONECT   11    9   12   14                                                  
CONECT   12    3   10   11   15                                             
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15   12                                                            
CONECT   16    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0031668
HETATM    1  C1  UNL     1       4.309   0.663   0.256  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.815   0.588   0.337  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.118  -0.368  -0.248  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.659  -0.362  -0.116  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.072  -1.315  -0.696  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.578  -2.397  -1.483  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.508  -1.228  -0.511  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.214  -2.250  -0.731  1.00  0.00           O  
HETATM    9  C8  UNL     1      -2.209  -0.004  -0.077  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.543  -0.289   0.537  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.451   0.762  -1.236  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.402   0.835   0.872  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.713   2.203   0.700  1.00  0.00           O  
HETATM   14  C11 UNL     1       0.062   0.707   0.658  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.829   1.641   1.221  1.00  0.00           C  
HETATM   16  O4  UNL     1       2.210   1.614   1.082  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.668   0.669   1.307  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.720  -0.139  -0.355  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.576   1.678  -0.149  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.630  -1.133  -0.809  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.227  -3.131  -1.738  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.367  -2.921  -0.945  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.927  -2.011  -2.483  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.496  -0.874   1.467  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.251  -0.736  -0.218  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.998   0.704   0.801  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.917   1.595  -1.013  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.607   0.594   1.933  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.264   2.452  -0.170  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.406   2.453   1.807  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    5   14
CONECT    5    6    7
CONECT    6   21   22   23
CONECT    7    8    8    9
CONECT    9   10   11   12
CONECT   10   24   25   26
CONECT   11   27
CONECT   12   13   14   28
CONECT   13   29
CONECT   14   15   15
CONECT   15   16   30
END

HMDB0031668
     RDKit          3D
Dihydrodeoxy-8-epiaustdiol
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.3092    0.6629    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    0.5878    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179   -0.3680   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.3624   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0718   -1.3147   -0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5779   -2.3971   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077   -1.2277   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137   -2.2501   -0.7311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090   -0.0041   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -0.2891    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4510    0.7617   -1.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    0.8347    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7131    2.2033    0.6996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0616    0.7067    0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    1.6406    1.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    1.6138    1.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678    0.6694    1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7196   -0.1386   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756    1.6783   -0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298   -1.1330   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -3.1309   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -2.9205   -0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -2.0115   -2.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4959   -0.8741    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2506   -0.7359   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980    0.7041    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171    1.5952   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073    0.5940    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    2.4518   -0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064    2.4533    1.8072 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16  2  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
AKS-bbb/456	HMDB

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Weight

222.2372

Monoisotopic Molecular Weight

222.089208936

IUPAC Name

7,8-dihydroxy-3,5,7-trimethyl-7,8-dihydro-6H-isochromen-6-one

Traditional Name

7,8-dihydroxy-3,5,7-trimethyl-8H-isochromen-6-one

CAS Registry Number

58957-07-6

SMILES

CC1=CC2=C(C)C(=O)C(C)(O)C(O)C2=CO1

InChI Identifier

InChI=1S/C12H14O4/c1-6-4-8-7(2)10(13)12(3,15)11(14)9(8)5-16-6/h4-5,11,14-15H,1-3H3

InChI Key

JVUYBLROBHJEJN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaphilones

Sub Class

Not Available

Direct Parent

Azaphilones

Alternative Parents

Substituents

Azaphilone
Cyclohexenone
Acyloin
Pyran
Tertiary alcohol
1,2-diol
Ketone
Cyclic ketone
Secondary alcohol
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031668)
Cytoplasm (HMDB: HMDB0031668)

Source

Endogenous

Endogenous (HMDB: HMDB0031668)

Exogenous

Food

Food (HMDB: HMDB0031668)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 - 210 °C	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	5.79 g/L	ALOGPS
logP	0.43	ALOGPS
logP	-0.16	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.63 m³·mol⁻¹	ChemAxon
Polarizability	22.56 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]+	153.169	31661259
DarkChem	[M-H]-	147.421	31661259
DeepCCS	[M+H]+	151.826	30932474
DeepCCS	[M-H]-	149.435	30932474
DeepCCS	[M-2H]-	182.923	30932474
DeepCCS	[M+Na]+	157.886	30932474
AllCCS	[M+H]+	149.5	32859911
AllCCS	[M+H-H2O]+	145.4	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.4	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	152.2	32859911
AllCCS	[M+HCOO]-	152.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrodeoxy-8-epiaustdiol	CC1=CC2=C(C)C(=O)C(C)(O)C(O)C2=CO1	2967.3	Standard polar	33892256
Dihydrodeoxy-8-epiaustdiol	CC1=CC2=C(C)C(=O)C(C)(O)C(O)C2=CO1	1739.2	Standard non polar	33892256
Dihydrodeoxy-8-epiaustdiol	CC1=CC2=C(C)C(=O)C(C)(O)C(O)C2=CO1	1799.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrodeoxy-8-epiaustdiol,1TMS,isomer #1	CC1=CC2=C(C)C(=O)C(C)(O[Si](C)(C)C)C(O)C2=CO1	1991.4	Semi standard non polar	33892256
Dihydrodeoxy-8-epiaustdiol,1TMS,isomer #2	CC1=CC2=C(C)C(=O)C(C)(O)C(O[Si](C)(C)C)C2=CO1	1963.7	Semi standard non polar	33892256
Dihydrodeoxy-8-epiaustdiol,2TMS,isomer #1	CC1=CC2=C(C)C(=O)C(C)(O[Si](C)(C)C)C(O[Si](C)(C)C)C2=CO1	2025.6	Semi standard non polar	33892256
Dihydrodeoxy-8-epiaustdiol,1TBDMS,isomer #1	CC1=CC2=C(C)C(=O)C(C)(O[Si](C)(C)C(C)(C)C)C(O)C2=CO1	2226.6	Semi standard non polar	33892256
Dihydrodeoxy-8-epiaustdiol,1TBDMS,isomer #2	CC1=CC2=C(C)C(=O)C(C)(O)C(O[Si](C)(C)C(C)(C)C)C2=CO1	2193.1	Semi standard non polar	33892256
Dihydrodeoxy-8-epiaustdiol,2TBDMS,isomer #1	CC1=CC2=C(C)C(=O)C(C)(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2=CO1	2460.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrodeoxy-8-epiaustdiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-1900000000-6100be6a894f0f40e5b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrodeoxy-8-epiaustdiol GC-MS (2 TMS) - 70eV, Positive	splash10-11di-9348000000-c07b6adb0638d1c5aa49	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrodeoxy-8-epiaustdiol 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 - Dihydrodeoxy-8-epiaustdiol 10V, Positive-QTOF	splash10-00di-0290000000-112ae8a390ba0ea40502	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 20V, Positive-QTOF	splash10-05fr-0690000000-fe722a6c0b9d0976e53c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 40V, Positive-QTOF	splash10-0005-9600000000-b3d3e49f4e15317cda36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 10V, Negative-QTOF	splash10-00di-0190000000-1033eeb8da9a78802d94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 20V, Negative-QTOF	splash10-00di-1690000000-74d7e742bcc64c2e5f12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 40V, Negative-QTOF	splash10-01bc-4900000000-3563ab9cda8bd90993a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 10V, Negative-QTOF	splash10-00di-0090000000-e696c56af8179794e7ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 20V, Negative-QTOF	splash10-00r5-2910000000-ac0920e8cc4d81467898	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 40V, Negative-QTOF	splash10-014i-2920000000-fddc57f75d16be69fad5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 10V, Positive-QTOF	splash10-00di-0190000000-4c2442cf74409376f6e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 20V, Positive-QTOF	splash10-0abi-0960000000-2af572facaea27fe7f30	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrodeoxy-8-epiaustdiol 40V, Positive-QTOF	splash10-05ai-6900000000-b1e0ecd0b7b8b36e3e71	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008328

KNApSAcK ID

C00055306

Chemspider ID

35013376

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76551322

PDB ID

Not Available

ChEBI ID

168623

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 Dihydrodeoxy-8-epiaustdiol (HMDB0031668)

MOL for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

3D MOL for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

3D SDF for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

3D-SDF for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

PDB for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

3D PDB for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

SMILES for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

INCHI for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

Structure for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

3D Structure for HMDB0031668 (Dihydrodeoxy-8-epiaustdiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra