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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:47:42 UTC

Update Date

2021-09-26 23:02:18 UTC

HMDB ID

HMDB0250693

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cynandione A

Description

1-{2'-acetyl-2,3',6,6'-tetrahydroxy-[1,1'-biphenyl]-3-yl}ethan-1-one belongs to the class of organic compounds known as biphenols. These are organic compounds containing two phenol groups linked together by a C-C bond. 1-{2'-acetyl-2,3',6,6'-tetrahydroxy-[1,1'-biphenyl]-3-yl}ethan-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Cynandione a is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cynandione 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

HMDB0250693
     RDKit          3D
Cynandione A
 36 37  0  0  0  0  0  0  0  0999 V2000
    4.9704    0.1612    0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089   -0.4004    1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4360   -1.2038    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5255   -0.0304    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.8748   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9232    1.2796   -1.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    0.7822   -1.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2974    1.2277   -2.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809   -0.1027   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -0.6116   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -1.7513   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -2.4487   -1.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -2.2172   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -1.5282   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797   -0.3716    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    0.3061    1.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9867    0.1043    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    1.2997    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903    2.0738    1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    1.6809    0.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -0.5222    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -1.4192    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4735   -0.1581    0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8869    1.2815    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -0.1627    1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    1.2734   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138    1.9844   -2.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    1.8743   -3.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8507   -3.2842   -2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.1229   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6919   -1.8617   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494   -0.0649    1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    2.9481    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373    2.4358    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518    1.5185    2.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677   -1.8445    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  9 21  2  0
 21 22  1  0
 21  4  1  0
 17 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 22 36  1  0
M  END


  Mrv1533004161513322D          

 22 23  0  0  0  0            999 V2000
    1.4289   -0.0000    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
    0.7145   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289   -2.4750    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
   -1.0934   -0.8963    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250693

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=CC=C(O)C(=C1O)C1=C(O)C=CC(O)=C1C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-7(17)9-3-4-12(21)15(16(9)22)14-11(20)6-5-10(19)13(14)8(2)18/h3-6,19-22H,1-2H3

> <INCHI_KEY>
DYQDHRLBSZIKEM-UHFFFAOYSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.282

> <EXACT_MASS>
302.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.335814964445667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[3-(2-acetyl-3,6-dihydroxyphenyl)-2,4-dihydroxyphenyl]ethan-1-one

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
2.8215049286666667

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.513535516218019

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.9748069489986735

> <JCHEM_PKA_STRONGEST_BASIC>
-5.42911108281477

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
79.9234

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[3-(2-acetyl-3,6-dihydroxyphenyl)-2,4-dihydroxyphenyl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250693
     RDKit          3D
Cynandione A
 36 37  0  0  0  0  0  0  0  0999 V2000
    4.9704    0.1612    0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089   -0.4004    1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4360   -1.2038    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5255   -0.0304    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.8748   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9232    1.2796   -1.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    0.7822   -1.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2974    1.2277   -2.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809   -0.1027   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -0.6116   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -1.7513   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -2.4487   -1.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -2.2172   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -1.5282   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797   -0.3716    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    0.3061    1.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9867    0.1043    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    1.2997    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903    2.0738    1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    1.6809    0.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -0.5222    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -1.4192    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4735   -0.1581    0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8869    1.2815    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -0.1627    1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    1.2734   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138    1.9844   -2.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    1.8743   -3.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8507   -3.2842   -2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.1229   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6919   -1.8617   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494   -0.0649    1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    2.9481    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373    2.4358    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518    1.5185    2.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677   -1.8445    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  9 21  2  0
 21 22  1  0
 21  4  1  0
 17 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 22 36  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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -2.310   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       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.041  -1.673   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0250693
HETATM    1  C1  UNL     1       4.970   0.161   0.967  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.609  -0.400   1.116  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.436  -1.204   2.055  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.525  -0.030   0.210  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.877   0.875  -0.786  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.923   1.280  -1.684  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.618   0.782  -1.591  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.297   1.228  -2.525  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.281  -0.103  -0.615  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.075  -0.612  -0.529  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.485  -1.751  -1.183  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.549  -2.449  -1.967  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.775  -2.217  -1.088  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.670  -1.528  -0.323  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.280  -0.372   0.349  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.213   0.306   1.119  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.987   0.104   0.260  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.559   1.300   0.947  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.490   2.074   1.782  1.00  0.00           C  
HETATM   20  O5  UNL     1      -0.371   1.681   0.826  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.257  -0.522   0.311  1.00  0.00           C  
HETATM   22  O6  UNL     1       0.886  -1.419   1.288  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.474  -0.158   0.035  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.887   1.281   0.907  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.587  -0.163   1.805  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.897   1.273  -0.872  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.214   1.984  -2.452  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.073   1.874  -3.247  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.851  -3.284  -2.446  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.021  -3.123  -1.633  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.692  -1.862  -0.223  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.149  -0.065   1.165  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.983   2.948   2.261  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.337   2.436   1.129  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.952   1.519   2.611  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.368  -1.845   2.020  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5    5   21
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8    9
CONECT    8   28
CONECT    9   10   21   21
CONECT   10   11   11   17
CONECT   11   12   13
CONECT   12   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   17   17
CONECT   16   32
CONECT   17   18
CONECT   18   19   20   20
CONECT   19   33   34   35
CONECT   21   22
CONECT   22   36
END

HMDB0250693
     RDKit          3D
Cynandione A
 36 37  0  0  0  0  0  0  0  0999 V2000
    4.9704    0.1612    0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6089   -0.4004    1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4360   -1.2038    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5255   -0.0304    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.8748   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9232    1.2796   -1.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    0.7822   -1.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2974    1.2277   -2.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809   -0.1027   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -0.6116   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -1.7513   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -2.4487   -1.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -2.2172   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -1.5282   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797   -0.3716    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    0.3061    1.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9867    0.1043    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    1.2997    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903    2.0738    1.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    1.6809    0.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2567   -0.5222    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -1.4192    1.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4735   -0.1581    0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8869    1.2815    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -0.1627    1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    1.2734   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138    1.9844   -2.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    1.8743   -3.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8507   -3.2842   -2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.1229   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6919   -1.8617   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1494   -0.0649    1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    2.9481    2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3373    2.4358    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518    1.5185    2.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677   -1.8445    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  9 21  2  0
 21 22  1  0
 21  4  1  0
 17 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₆

Average Molecular Weight

302.282

Monoisotopic Molecular Weight

302.079038171

IUPAC Name

1-[3-(2-acetyl-3,6-dihydroxyphenyl)-2,4-dihydroxyphenyl]ethan-1-one

Traditional Name

1-[3-(2-acetyl-3,6-dihydroxyphenyl)-2,4-dihydroxyphenyl]ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)C1=CC=C(O)C(=C1O)C1=C(O)C=CC(O)=C1C(C)=O

InChI Identifier

InChI=1S/C16H14O6/c1-7(17)9-3-4-12(21)15(16(9)22)14-11(20)6-5-10(19)13(14)8(2)18/h3-6,19-22H,1-2H3

InChI Key

DYQDHRLBSZIKEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenols. These are organic compounds containing two phenol groups linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenols

Direct Parent

Biphenols

Alternative Parents

Substituents

Biphenol
Alkyl-phenylketone
Biphenyl
Acetophenone
Phenylketone
Benzoyl
Hydroquinone
Resorcinol
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	2.45	ALOGPS
logP	2.82	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.97	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.92 m³·mol⁻¹	ChemAxon
Polarizability	29.34 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]+	167.313	30932474
DeepCCS	[M-H]-	164.955	30932474
DeepCCS	[M-2H]-	198.771	30932474
DeepCCS	[M+Na]+	173.999	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	165.1	32859911
AllCCS	[M+NH4]+	171.3	32859911
AllCCS	[M+Na]+	172.1	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	166.5	32859911
AllCCS	[M+HCOO]-	166.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cynandione A	CC(=O)C1=CC=C(O)C(=C1O)C1=C(O)C=CC(O)=C1C(C)=O	3736.4	Standard polar	33892256
Cynandione A	CC(=O)C1=CC=C(O)C(=C1O)C1=C(O)C=CC(O)=C1C(C)=O	2259.6	Standard non polar	33892256
Cynandione A	CC(=O)C1=CC=C(O)C(=C1O)C1=C(O)C=CC(O)=C1C(C)=O	2591.2	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 - Cynandione A GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-1090000000-4480dc721d9d293ce7c8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cynandione A GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - Cynandione A 10V, Positive-QTOF	splash10-0udi-0019000000-0ad9add1d5deca9b2c32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cynandione A 20V, Positive-QTOF	splash10-0udi-0359000000-aa2f7dcf56101e03ab0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cynandione A 40V, Positive-QTOF	splash10-014l-3690000000-cc92e15d309648a87664	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cynandione A 10V, Negative-QTOF	splash10-0udi-0009000000-249366f987125f746469	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cynandione A 20V, Negative-QTOF	splash10-0zfr-0098000000-536406549e2dccbd7814	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cynandione A 40V, Negative-QTOF	splash10-02tc-0590000000-98563e5cd9f5b9ac5bc7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10063465

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 Cynandione A (HMDB0250693)

MOL for HMDB0250693 (Cynandione A)

3D MOL for HMDB0250693 (Cynandione A)

3D SDF for HMDB0250693 (Cynandione A)

3D-SDF for HMDB0250693 (Cynandione A)

PDB for HMDB0250693 (Cynandione A)

3D PDB for HMDB0250693 (Cynandione A)

SMILES for HMDB0250693 (Cynandione A)

INCHI for HMDB0250693 (Cynandione A)

Structure for HMDB0250693 (Cynandione A)

3D Structure for HMDB0250693 (Cynandione A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra