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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:32:05 UTC

Update Date

2022-03-07 02:56:05 UTC

HMDB ID

HMDB0039166

Secondary Accession Numbers

HMDB39166

Metabolite Identification

Common Name

Cajaquinone

Description

Cajaquinone belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Cajaquinone has been detected, but not quantified in, pigeon peas (Cajanus cajan) and pulses. This could make cajaquinone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cajaquinone.

Structure

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

HMDB0039166
     RDKit          3D
Cajaquinone
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.2208   -2.1825   -0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9434   -1.6609   -0.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987   -0.4087   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7390    0.4276    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185    1.6584    0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504    2.5177    1.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    2.0371    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639    1.1778    0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -0.0613    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662   -0.9432   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150   -2.0729   -0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367   -0.5864   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686   -1.4355   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930   -1.0931   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427   -1.9611   -0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684    0.1454    0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.5055    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    1.0170    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    0.6668    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    1.5608    0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5934    2.6876    1.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1239   -2.9382   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053   -1.3984   -1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856   -2.6517    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7856    0.1400    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    3.4235    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    3.0168    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557   -2.4066   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -2.8637   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -0.4123    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773    0.7576   -0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    1.3450    1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0081    1.9921    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9  3  1  0
 19 12  1  0
 20  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061310542D          

 21 23  0  0  0  0            999 V2000
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    3.5724    2.0625    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  3  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  5  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  8  1  0  0  0  0
 18 12  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 21  2  1  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039166

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(C)C(O)=C1)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O5/c1-7-3-9-10(6-12(7)18)16(20)14-11(15(9)19)4-8(17)5-13(14)21-2/h3-6,17-18H,1-2H3

> <INCHI_KEY>
LKVVBLXHWZXDHZ-UHFFFAOYSA-N

> <FORMULA>
C16H12O5

> <MOLECULAR_WEIGHT>
284.2635

> <EXACT_MASS>
284.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.685843116328773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dihydroxy-1-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.6673255549999997

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.847105208900866

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.186365981934517

> <JCHEM_PKA_STRONGEST_BASIC>
-4.893276667895237

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
76.6172

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dihydroxy-1-methoxy-6-methylanthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039166
     RDKit          3D
Cajaquinone
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.2208   -2.1825   -0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9434   -1.6609   -0.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987   -0.4087   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7390    0.4276    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185    1.6584    0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504    2.5177    1.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    2.0371    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639    1.1778    0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -0.0613    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662   -0.9432   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150   -2.0729   -0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367   -0.5864   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686   -1.4355   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930   -1.0931   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427   -1.9611   -0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684    0.1454    0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.5055    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    1.0170    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    0.6668    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    1.5608    0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5934    2.6876    1.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1239   -2.9382   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053   -1.3984   -1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856   -2.6517    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7856    0.1400    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    3.4235    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    3.0168    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557   -2.4066   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -2.8637   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -0.4123    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773    0.7576   -0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    1.3450    1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0081    1.9921    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9  3  1  0
 19 12  1  0
 20  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  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      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   21                                                            
CONECT    3    7    9                                                       
CONECT    4    8   11                                                       
CONECT    5    8   13                                                       
CONECT    6   10   12                                                       
CONECT    7    1    3   12                                                  
CONECT    8    4    5   17                                                  
CONECT    9    3   10   15                                                  
CONECT   10    6    9   16                                                  
CONECT   11    4   14   15                                                  
CONECT   12    6    7   18                                                  
CONECT   13    5   14   21                                                  
CONECT   14   11   13   16                                                  
CONECT   15    9   11   19                                                  
CONECT   16   10   14   20                                                  
CONECT   17    8                                                            
CONECT   18   12                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0039166
HETATM    1  C1  UNL     1      -4.221  -2.182  -0.831  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.943  -1.661  -0.583  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.699  -0.409  -0.038  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.739   0.428   0.305  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.418   1.658   0.843  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.450   2.518   1.196  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.089   2.037   1.030  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.064   1.178   0.676  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.370  -0.061   0.136  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.266  -0.943  -0.226  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.515  -2.073  -0.719  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.137  -0.586  -0.047  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.169  -1.436  -0.396  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.493  -1.093  -0.225  1.00  0.00           C  
HETATM   15  O4  UNL     1       4.543  -1.961  -0.581  1.00  0.00           O  
HETATM   16  C12 UNL     1       3.768   0.145   0.315  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.200   0.505   0.496  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.760   1.017   0.674  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.427   0.667   0.499  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.334   1.561   0.866  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.593   2.688   1.358  1.00  0.00           O  
HETATM   22  H1  UNL     1      -4.124  -2.938  -1.641  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.905  -1.398  -1.172  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.686  -2.652   0.075  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.786   0.140   0.163  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.319   3.424   1.590  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.853   3.017   1.457  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.956  -2.407  -0.819  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.367  -2.864  -0.974  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.715  -0.412   0.862  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.677   0.758  -0.471  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.300   1.345   1.215  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.008   1.992   1.100  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   25
CONECT    5    6    7    7
CONECT    6   26
CONECT    7    8   27
CONECT    8    9    9   20
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   19
CONECT   13   14   28
CONECT   14   15   16   16
CONECT   15   29
CONECT   16   17   18
CONECT   17   30   31   32
CONECT   18   19   19   33
CONECT   19   20
CONECT   20   21   21
END

HMDB0039166
     RDKit          3D
Cajaquinone
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.2208   -2.1825   -0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9434   -1.6609   -0.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987   -0.4087   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7390    0.4276    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185    1.6584    0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504    2.5177    1.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    2.0371    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639    1.1778    0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -0.0613    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662   -0.9432   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5150   -2.0729   -0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367   -0.5864   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686   -1.4355   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930   -1.0931   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427   -1.9611   -0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684    0.1454    0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.5055    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    1.0170    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    0.6668    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    1.5608    0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5934    2.6876    1.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1239   -2.9382   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9053   -1.3984   -1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856   -2.6517    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7856    0.1400    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    3.4235    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    3.0168    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557   -2.4066   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -2.8637   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -0.4123    0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773    0.7576   -0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    1.3450    1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0081    1.9921    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9  3  1  0
 19 12  1  0
 20  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,7-Dihydroxy-1-methoxy-6-methylanthraquinone	HMDB

Chemical Formula

C₁₆H₁₂O₅

Average Molecular Weight

284.2635

Monoisotopic Molecular Weight

284.068473494

IUPAC Name

3,7-dihydroxy-1-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

3,7-dihydroxy-1-methoxy-6-methylanthracene-9,10-dione

CAS Registry Number

71241-94-6

SMILES

COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(C)C(O)=C1)C2=O

InChI Identifier

InChI=1S/C16H12O5/c1-7-3-9-10(6-12(7)18)16(20)14-11(15(9)19)4-8(17)5-13(14)21-2/h3-6,17-18H,1-2H3

InChI Key

LKVVBLXHWZXDHZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Aryl ketone
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0039166)

Cellular substructure

Membrane (HMDB: HMDB0039166)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039166)

Source

Exogenous

Food

Food (HMDB: HMDB0039166)

Pulse

Pea

Pigeon pea (FooDB: FOOD00037)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Fabaceae (HMDB: HMDB0039166)

Not Available

Nutrient (HMDB: HMDB0039166)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	204 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11.96 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	0.066 g/L	ALOGPS
logP	2.9	ALOGPS
logP	2.67	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.62 m³·mol⁻¹	ChemAxon
Polarizability	28.69 Å³	ChemAxon
Number of Rings	3	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]+	169.224	31661259
DarkChem	[M-H]-	166.018	31661259
DeepCCS	[M+H]+	168.104	30932474
DeepCCS	[M-H]-	165.746	30932474
DeepCCS	[M-2H]-	199.386	30932474
DeepCCS	[M+Na]+	174.613	30932474
AllCCS	[M+H]+	163.4	32859911
AllCCS	[M+H-H2O]+	159.7	32859911
AllCCS	[M+NH4]+	166.8	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	166.5	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cajaquinone	COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(C)C(O)=C1)C2=O	4064.8	Standard polar	33892256
Cajaquinone	COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(C)C(O)=C1)C2=O	2608.6	Standard non polar	33892256
Cajaquinone	COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(C)C(O)=C1)C2=O	3061.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cajaquinone,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC2=C1C(=O)C1=CC(O)=C(C)C=C1C2=O	2799.0	Semi standard non polar	33892256
Cajaquinone,1TMS,isomer #2	COC1=CC(O)=CC2=C1C(=O)C1=CC(O[Si](C)(C)C)=C(C)C=C1C2=O	2774.3	Semi standard non polar	33892256
Cajaquinone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=CC2=C1C(=O)C1=CC(O[Si](C)(C)C)=C(C)C=C1C2=O	2850.2	Semi standard non polar	33892256
Cajaquinone,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=CC(O)=C(C)C=C1C2=O	3057.3	Semi standard non polar	33892256
Cajaquinone,1TBDMS,isomer #2	COC1=CC(O)=CC2=C1C(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(C)C=C1C2=O	3038.7	Semi standard non polar	33892256
Cajaquinone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(C)C=C1C2=O	3357.7	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 - Cajaquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pb9-0590000000-0cd59a1ecb743b8a56fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cajaquinone GC-MS (2 TMS) - 70eV, Positive	splash10-074i-6189800000-5efa676f0ba0d2d157bb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cajaquinone 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 - Cajaquinone 10V, Positive-QTOF	splash10-000i-0090000000-ace72d9dec3227e467cb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 20V, Positive-QTOF	splash10-000i-0690000000-9c5a9227df1a09117f2c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 40V, Positive-QTOF	splash10-0ktr-3390000000-3bc5b477c59d7c70fc36	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 10V, Negative-QTOF	splash10-001i-0090000000-f8a518b05340bff28922	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 20V, Negative-QTOF	splash10-001i-0090000000-657ff4f592a033eae79c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 40V, Negative-QTOF	splash10-014j-2690000000-868ba04fa20718134e7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 10V, Positive-QTOF	splash10-000i-0090000000-edc9ea273e98ea6aa00a	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 20V, Positive-QTOF	splash10-000i-0090000000-5d7fbbc55b6413eb2a49	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 40V, Positive-QTOF	splash10-067i-1980000000-1b8992242773973658e9	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 10V, Negative-QTOF	splash10-001i-0090000000-549f6b30f75977e8ff35	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 20V, Negative-QTOF	splash10-001i-0090000000-549f6b30f75977e8ff35	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cajaquinone 40V, Negative-QTOF	splash10-0fi0-0190000000-79dd11d1eb8a06183612	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

FDB018693

KNApSAcK ID

C00055311

Chemspider ID

30777333

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85977017

PDB ID

Not Available

ChEBI ID

174710

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1874821

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 Cajaquinone (HMDB0039166)

MOL for HMDB0039166 (Cajaquinone)

3D MOL for HMDB0039166 (Cajaquinone)

3D SDF for HMDB0039166 (Cajaquinone)

3D-SDF for HMDB0039166 (Cajaquinone)

PDB for HMDB0039166 (Cajaquinone)

3D PDB for HMDB0039166 (Cajaquinone)

SMILES for HMDB0039166 (Cajaquinone)

INCHI for HMDB0039166 (Cajaquinone)

Structure for HMDB0039166 (Cajaquinone)

3D Structure for HMDB0039166 (Cajaquinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra