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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:08:27 UTC

Update Date

2021-09-26 23:03:51 UTC

HMDB ID

HMDB0251689

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Echinochrome A

Description

6-ethyl-2,3,5,7,8-pentahydroxy-1,4-dihydronaphthalene-1,4-dione belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Based on a literature review very few articles have been published on 6-ethyl-2,3,5,7,8-pentahydroxy-1,4-dihydronaphthalene-1,4-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). Echinochrome a is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Echinochrome A is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251689
     RDKit          3D
Echinochrome A
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.8604   -0.5655    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -0.3298    1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -0.0266    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276    1.2550    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.1898    0.1333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    1.6644   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0441    2.9277   -0.8243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522    0.7400   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7462   -0.5435    0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839   -0.9500    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763   -2.2001    1.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -1.5020    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438   -2.6692    0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408   -1.0851   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1655   -2.0462   -0.3785 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3683    0.1141   -0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    0.4238   -1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.0822   -0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    2.2209   -1.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -1.6386    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    0.0215    0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5306   -0.2607   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8152   -1.2067    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2370    0.5088    1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2563    3.1197   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722    3.4335   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574   -2.6573    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -3.0287   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    1.0086   -0.8584 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  3  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  5 25  1  0
  7 26  1  0
 11 27  1  0
 15 28  1  0
 17 29  1  0
M  END

  Mrv1533004161513592D          

 19 20  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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    0.8250    0.0000 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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
    2.8579   -2.4750    0.0000 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  2  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251689

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=C(O)C(O)=C2C(=O)C(O)=C(O)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O7/c1-2-3-6(13)4-5(8(15)7(3)14)10(17)12(19)11(18)9(4)16/h13-15,18-19H,2H2,1H3

> <INCHI_KEY>
DNRFNICCPHGYAX-UHFFFAOYSA-N

> <FORMULA>
C12H10O7

> <MOLECULAR_WEIGHT>
266.205

> <EXACT_MASS>
266.042652662

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.08124952514877

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethyl-2,3,5,7,8-pentahydroxy-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
1.8042966773333333

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.212181349357282

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.240910434279525

> <JCHEM_PKA_STRONGEST_BASIC>
-5.730381096297834

> <JCHEM_POLAR_SURFACE_AREA>
135.29000000000002

> <JCHEM_REFRACTIVITY>
65.70290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-ethyl-2,3,5,7,8-pentahydroxynaphthalene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251689
     RDKit          3D
Echinochrome A
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.8604   -0.5655    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -0.3298    1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -0.0266    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276    1.2550    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.1898    0.1333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    1.6644   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0441    2.9277   -0.8243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522    0.7400   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7462   -0.5435    0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839   -0.9500    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763   -2.2001    1.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -1.5020    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438   -2.6692    0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408   -1.0851   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1655   -2.0462   -0.3785 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3683    0.1141   -0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    0.4238   -1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.0822   -0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    2.2209   -1.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -1.6386    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    0.0215    0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5306   -0.2607   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8152   -1.2067    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2370    0.5088    1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2563    3.1197   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722    3.4335   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574   -2.6573    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -3.0287   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    1.0086   -0.8584 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  3  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  5 25  1  0
  7 26  1  0
 11 27  1  0
 15 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -0.770   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  -3.080   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   19                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8   17                                                  
CONECT   17   16    3   18                                                  
CONECT   18   17                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0251689
HETATM    1  C1  UNL     1      -3.860  -0.565   0.056  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.860  -0.330   1.127  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.501  -0.027   0.623  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.328   1.255   0.142  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.355   2.190   0.133  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.081   1.664  -0.364  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.044   2.928  -0.824  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.952   0.740  -0.360  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.746  -0.543   0.132  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.484  -0.950   0.632  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.676  -2.200   1.107  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.849  -1.502   0.126  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.644  -2.669   0.578  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.141  -1.085  -0.397  1.00  0.00           C  
HETATM   15  O5  UNL     1       4.165  -2.046  -0.379  1.00  0.00           O  
HETATM   16  C11 UNL     1       3.368   0.114  -0.866  1.00  0.00           C  
HETATM   17  O6  UNL     1       4.640   0.424  -1.346  1.00  0.00           O  
HETATM   18  C12 UNL     1       2.275   1.082  -0.866  1.00  0.00           C  
HETATM   19  O7  UNL     1       2.541   2.221  -1.326  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.203  -1.639   0.064  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.773   0.022   0.275  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.531  -0.261  -0.957  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.815  -1.207   1.786  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.237   0.509   1.782  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.256   3.120  -0.210  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.772   3.433  -1.209  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.457  -2.657   1.487  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.992  -3.029  -0.489  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.288   1.009  -0.858  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    5   25
CONECT    6    7    8    8
CONECT    7   26
CONECT    8    9   18
CONECT    9   10   10   12
CONECT   10   11
CONECT   11   27
CONECT   12   13   13   14
CONECT   14   15   16   16
CONECT   15   28
CONECT   16   17   18
CONECT   17   29
CONECT   18   19   19
END

HMDB0251689
     RDKit          3D
Echinochrome A
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.8604   -0.5655    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -0.3298    1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -0.0266    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276    1.2550    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.1898    0.1333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    1.6644   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0441    2.9277   -0.8243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522    0.7400   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7462   -0.5435    0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839   -0.9500    0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763   -2.2001    1.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -1.5020    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438   -2.6692    0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408   -1.0851   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1655   -2.0462   -0.3785 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3683    0.1141   -0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    0.4238   -1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.0822   -0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    2.2209   -1.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -1.6386    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7734    0.0215    0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5306   -0.2607   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8152   -1.2067    1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2370    0.5088    1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2563    3.1197   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722    3.4335   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574   -2.6573    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -3.0287   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    1.0086   -0.8584 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
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  3  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  5 25  1  0
  7 26  1  0
 11 27  1  0
 15 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,5,6,8-Pentahydroxy-7-ethyl-1,4-naphthoquinone	MeSH
2-Ethyl-3,6,7-trihydroxynaphthazarin	MeSH
Echinochrom	MeSH

Chemical Formula

C₁₂H₁₀O₇

Average Molecular Weight

266.205

Monoisotopic Molecular Weight

266.042652662

IUPAC Name

6-ethyl-2,3,5,7,8-pentahydroxy-1,4-dihydronaphthalene-1,4-dione

Traditional Name

6-ethyl-2,3,5,7,8-pentahydroxynaphthalene-1,4-dione

CAS Registry Number

Not Available

SMILES

CCC1=C(O)C(O)=C2C(=O)C(O)=C(O)C(=O)C2=C1O

InChI Identifier

InChI=1S/C12H10O7/c1-2-3-6(13)4-5(8(15)7(3)14)10(17)12(19)11(18)9(4)16/h13-15,18-19H,2H2,1H3

InChI Key

DNRFNICCPHGYAX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Aryl ketone
Quinone
Vinylogous acid
Ketone
Enediol
Polyol
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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	0.64	ALOGPS
logP	1.8	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	65.7 m³·mol⁻¹	ChemAxon
Polarizability	24.08 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
DeepCCS	[M+H]+	157.274	30932474
DeepCCS	[M-H]-	154.917	30932474
DeepCCS	[M-2H]-	188.504	30932474
DeepCCS	[M+Na]+	163.745	30932474
AllCCS	[M+H]+	158.5	32859911
AllCCS	[M+H-H2O]+	155.0	32859911
AllCCS	[M+NH4]+	161.8	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	155.8	32859911
AllCCS	[M+Na-2H]-	155.5	32859911
AllCCS	[M+HCOO]-	155.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Echinochrome A	CCC1=C(O)C(O)=C2C(=O)C(O)=C(O)C(=O)C2=C1O	3878.2	Standard polar	33892256
Echinochrome A	CCC1=C(O)C(O)=C2C(=O)C(O)=C(O)C(=O)C2=C1O	2122.1	Standard non polar	33892256
Echinochrome A	CCC1=C(O)C(O)=C2C(=O)C(O)=C(O)C(=O)C2=C1O	2204.7	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 - Echinochrome A GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-0290000000-83375c22d3f5576dc298	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Echinochrome A GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-04	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 - Echinochrome A 10V, Positive-QTOF	splash10-014i-0090000000-f7adfa90c8b282f9114c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Echinochrome A 20V, Positive-QTOF	splash10-014i-0090000000-907f5b5c5681eeefb862	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Echinochrome A 40V, Positive-QTOF	splash10-0zna-3940000000-36db55bb98fb109b7fc1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Echinochrome A 10V, Negative-QTOF	splash10-014i-0090000000-eff651d850a812cf2de9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Echinochrome A 20V, Negative-QTOF	splash10-014i-0090000000-d47be27d6dd5f02cb8fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Echinochrome A 40V, Negative-QTOF	splash10-0pbi-2940000000-ab35461b0c41fb25a81d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13474075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135457951

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Echinochrome A (HMDB0251689)

MOL for HMDB0251689 (Echinochrome A)

3D MOL for HMDB0251689 (Echinochrome A)

3D SDF for HMDB0251689 (Echinochrome A)

3D-SDF for HMDB0251689 (Echinochrome A)

PDB for HMDB0251689 (Echinochrome A)

3D PDB for HMDB0251689 (Echinochrome A)

SMILES for HMDB0251689 (Echinochrome A)

INCHI for HMDB0251689 (Echinochrome A)

Structure for HMDB0251689 (Echinochrome A)

3D Structure for HMDB0251689 (Echinochrome A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra