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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:15 UTC

Update Date

2022-03-07 02:53:29 UTC

HMDB ID

HMDB0032848

Secondary Accession Numbers

HMDB32848

Metabolite Identification

Common Name

2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one

Description

2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group. 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one has been detected, but not quantified in, fruits. This could make 2,3-dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one.

Structure

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

HMDB0032848
     RDKit          3D
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one
 37 40  0  0  0  0  0  0  0  0999 V2000
   -3.9338   -1.9279    0.4958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9632   -1.1641    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822    0.1966    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790    0.8783   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    2.1659   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9460    2.7519   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265    2.0845   -0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5583    2.7352   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047    2.0505   -0.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6234    0.7293   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    0.1104   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -0.1612    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747   -0.7602    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4422   -1.1088    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865   -1.7104    0.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312   -0.8399   -1.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7048   -0.2481   -1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557    0.1144   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7800    0.7813   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.3052    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -1.8979    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975   -1.5247    1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374   -2.8527    1.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1039    0.3834    0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0953    2.7002   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968    3.7638   -1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903    3.7397   -1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5501    2.5107   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633    0.1018    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0953   -0.9808    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5291   -1.1515    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -1.1151   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -0.0402   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087   -1.8923   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4876   -2.8739    0.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -0.8349    2.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -3.4083    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 10 18  2  0
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 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  2  1  0
 19  3  2  0
 19  7  1  0
 17 11  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
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 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
M  END


  Mrv0541 05061306452D          

 23 26  0  0  0  0            999 V2000
    2.1434    1.2375    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
    2.8579    0.8250    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -3.7125    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
    1.4289   -2.4750    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   -4.1250    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
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    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
    1.4289   -4.9500    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
    2.8579   -2.4750    0.0000 O   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  1  2  0  0  0  0
  3  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
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 21 17  2  0  0  0  0
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 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032848

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C2=C(C=CC3=C2C(=CC=C3)C1=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O4/c20-12-7-4-10(5-8-12)13-9-6-11-2-1-3-14-15(11)16(13)18(22)19(23)17(14)21/h1-9,18-20,22-23H

> <INCHI_KEY>
OVOZGVQCKWVCQO-UHFFFAOYSA-N

> <FORMULA>
C19H14O4

> <MOLECULAR_WEIGHT>
306.3121

> <EXACT_MASS>
306.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.478162964371087

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-4-(4-hydroxyphenyl)-2,3-dihydro-1H-phenalen-1-one

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.3796307326666666

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.159453301226613

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.420999510978067

> <JCHEM_PKA_STRONGEST_BASIC>
-3.483040539722488

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
85.99269999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-4-(4-hydroxyphenyl)-2,3-dihydrophenalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032848
     RDKit          3D
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one
 37 40  0  0  0  0  0  0  0  0999 V2000
   -3.9338   -1.9279    0.4958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9632   -1.1641    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822    0.1966    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790    0.8783   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    2.1659   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9460    2.7519   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265    2.0845   -0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5583    2.7352   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047    2.0505   -0.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6234    0.7293   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    0.1104   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -0.1612    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747   -0.7602    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4422   -1.1088    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865   -1.7104    0.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312   -0.8399   -1.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7048   -0.2481   -1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557    0.1144   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7800    0.7813   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.3052    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -1.8979    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975   -1.5247    1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374   -2.8527    1.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1039    0.3834    0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0953    2.7002   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968    3.7638   -1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903    3.7397   -1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5501    2.5107   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633    0.1018    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0953   -0.9808    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5291   -1.1515    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -1.1151   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -0.0402   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087   -1.8923   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4876   -2.8739    0.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -0.8349    2.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -3.4083    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  2  1  0
 19  3  2  0
 19  7  1  0
 17 11  1  0
  4 24  1  0
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  6 26  1  0
  8 27  1  0
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 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   11                                                       
CONECT    3    1   14                                                       
CONECT    4    7   10                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7    4   12                                                       
CONECT    8    5   12                                                       
CONECT    9    6   13                                                       
CONECT   10    4    5   13                                                  
CONECT   11    2    6   15                                                  
CONECT   12    7    8   20                                                  
CONECT   13    9   10   16                                                  
CONECT   14    3   15   17                                                  
CONECT   15   11   14   16                                                  
CONECT   16   13   15   18                                                  
CONECT   17   14   19   21                                                  
CONECT   18   16   19   22                                                  
CONECT   19   17   18   23                                                  
CONECT   20   12                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0032848
HETATM    1  O1  UNL     1      -3.934  -1.928   0.496  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.963  -1.164   0.631  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.982   0.197   0.093  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.179   0.878  -0.061  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.148   2.166  -0.547  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.946   2.752  -0.870  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.726   2.084  -0.724  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.558   2.735  -1.045  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.605   2.051  -0.865  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.623   0.729  -0.373  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.917   0.110  -0.154  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.434  -0.161   1.093  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.675  -0.760   1.227  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.442  -1.109   0.134  1.00  0.00           C  
HETATM   15  O2  UNL     1       5.687  -1.710   0.315  1.00  0.00           O  
HETATM   16  C14 UNL     1       3.931  -0.840  -1.119  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.705  -0.248  -1.247  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.556   0.114  -0.069  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.780   0.781  -0.233  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.604  -1.305   0.315  1.00  0.00           C  
HETATM   21  O3  UNL     1       0.575  -1.898   0.660  1.00  0.00           O  
HETATM   22  C19 UNL     1      -1.697  -1.525   1.338  1.00  0.00           C  
HETATM   23  O4  UNL     1      -1.737  -2.853   1.766  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.104   0.383   0.202  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.095   2.700  -0.667  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.897   3.764  -1.252  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.590   3.740  -1.419  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.550   2.511  -1.098  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.863   0.102   1.988  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.095  -0.981   2.215  1.00  0.00           H  
HETATM   31  H8  UNL     1       6.529  -1.151   0.398  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.538  -1.115  -1.990  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.310  -0.040  -2.220  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.009  -1.892  -0.605  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.488  -2.874   0.528  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.577  -0.835   2.190  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.882  -3.408   0.973  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4   19   19
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8   19
CONECT    8    9    9   27
CONECT    9   10   28
CONECT   10   11   18   18
CONECT   11   12   12   17
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   16
CONECT   15   31
CONECT   16   17   17   32
CONECT   17   33
CONECT   18   19   20
CONECT   20   21   22   34
CONECT   21   35
CONECT   22   23   36
CONECT   23   37
END

HMDB0032848
     RDKit          3D
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one
 37 40  0  0  0  0  0  0  0  0999 V2000
   -3.9338   -1.9279    0.4958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9632   -1.1641    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822    0.1966    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790    0.8783   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    2.1659   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9460    2.7519   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265    2.0845   -0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5583    2.7352   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047    2.0505   -0.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6234    0.7293   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9167    0.1104   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -0.1612    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747   -0.7602    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4422   -1.1088    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865   -1.7104    0.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312   -0.8399   -1.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7048   -0.2481   -1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557    0.1144   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7800    0.7813   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.3052    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749   -1.8979    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975   -1.5247    1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374   -2.8527    1.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1039    0.3834    0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0953    2.7002   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8968    3.7638   -1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903    3.7397   -1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5501    2.5107   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633    0.1018    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0953   -0.9808    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5291   -1.1515    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -1.1151   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -0.0402   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087   -1.8923   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4876   -2.8739    0.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -0.8349    2.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -3.4083    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  2  1  0
 19  3  2  0
 19  7  1  0
 17 11  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₄O₄

Average Molecular Weight

306.3121

Monoisotopic Molecular Weight

306.089208936

IUPAC Name

2,3-dihydroxy-4-(4-hydroxyphenyl)-2,3-dihydro-1H-phenalen-1-one

Traditional Name

2,3-dihydroxy-4-(4-hydroxyphenyl)-2,3-dihydrophenalen-1-one

CAS Registry Number

Not Available

SMILES

OC1C(O)C2=C(C=CC3=C2C(=CC=C3)C1=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C19H14O4/c20-12-7-4-10(5-8-12)13-9-6-11-2-1-3-14-15(11)16(13)18(22)19(23)17(14)21/h1-9,18-20,22-23H

InChI Key

OVOZGVQCKWVCQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenylnaphthalene
Phenalane
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
1,2-diol
Ketone
Secondary alcohol
Organooxygen compound
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032848)
Cytoplasm (HMDB: HMDB0032848)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032848)

Source

Exogenous

Exogenous (HMDB: HMDB0032848)

Food

Food (HMDB: HMDB0032848)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0032848)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032848)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.38	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.99 m³·mol⁻¹	ChemAxon
Polarizability	31.48 Å³	ChemAxon
Number of Rings	4	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]+	170.12	31661259
DarkChem	[M-H]-	168.958	31661259
DeepCCS	[M+H]+	179.631	30932474
DeepCCS	[M-H]-	177.273	30932474
DeepCCS	[M-2H]-	211.484	30932474
DeepCCS	[M+Na]+	186.727	30932474
AllCCS	[M+H]+	173.1	32859911
AllCCS	[M+H-H2O]+	169.7	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one	OC1C(O)C2=C(C=CC3=C2C(=CC=C3)C1=O)C1=CC=C(O)C=C1	4513.7	Standard polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one	OC1C(O)C2=C(C=CC3=C2C(=CC=C3)C1=O)C1=CC=C(O)C=C1	3189.9	Standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one	OC1C(O)C2=C(C=CC3=C2C(=CC=C3)C1=O)C1=CC=C(O)C=C1	3228.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,1TMS,isomer #1	C[Si](C)(C)OC1C(=O)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1O	3329.5	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,1TMS,isomer #2	C[Si](C)(C)OC1C2=C3C(=CC=CC3=CC=C2C2=CC=C(O)C=C2)C(=O)C1O	3352.6	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O)C(O)C2=C43)C=C1	3330.3	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O[Si](C)(C)C)C(O)C2=C43)C=C1	3249.7	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,2TMS,isomer #2	C[Si](C)(C)OC1C(=O)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1O[Si](C)(C)C	3245.1	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O)C(O[Si](C)(C)C)C2=C43)C=C1	3261.6	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2=C43)C=C1	3152.3	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(=O)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1O	3561.1	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2=C3C(=CC=CC3=CC=C2C2=CC=C(O)C=C2)C(=O)C1O	3579.3	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O)C(O)C2=C43)C=C1	3569.4	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O[Si](C)(C)C(C)(C)C)C(O)C2=C43)C=C1	3725.2	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(=O)C2=C3C(=C(C4=CC=C(O)C=C4)C=CC3=CC=C2)C1O[Si](C)(C)C(C)(C)C	3704.2	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O)C(O[Si](C)(C)C(C)(C)C)C2=C43)C=C1	3738.8	Semi standard non polar	33892256
2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C3C=CC=C4C(=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2=C43)C=C1	3830.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-0090000000-742652bb00340b728c4b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one GC-MS (3 TMS) - 70eV, Positive	splash10-05di-5001940000-21e012a20d165bcd9122	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 10V, Positive-QTOF	splash10-0a4i-0039000000-237d9c384d18c23e116a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 20V, Positive-QTOF	splash10-0a4r-1093000000-e9f2a9e0e73dac19f806	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 40V, Positive-QTOF	splash10-067s-0190000000-e527d2db85c8a6cba732	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 10V, Negative-QTOF	splash10-0a4i-0009000000-478fbdfe64b7c7f46812	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 20V, Negative-QTOF	splash10-0a4i-0049000000-5022cc24f95cf317cb53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 40V, Negative-QTOF	splash10-00kb-0090000000-60e02a5c34869410fe7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 10V, Positive-QTOF	splash10-0a4i-0029000000-c4cc12519ecfbd6f4b25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 20V, Positive-QTOF	splash10-0a4i-0039000000-4090768d7f44f5b4db92	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 40V, Positive-QTOF	splash10-000t-0090000000-71fe84eeb0a9ea363564	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 10V, Negative-QTOF	splash10-0a4i-0009000000-42ed0a7901a822b9c40e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 20V, Negative-QTOF	splash10-0a4i-0049000000-bf4c409aac2e0b93480d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one 40V, Negative-QTOF	splash10-014j-0090000000-58a6e5d6e1985cd6f010	2021-09-23	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

FDB010825

KNApSAcK ID

Not Available

Chemspider ID

35013505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73121825

PDB ID

Not Available

ChEBI ID

174926

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one (HMDB0032848)

MOL for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

3D MOL for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

3D SDF for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

3D-SDF for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

PDB for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

3D PDB for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

SMILES for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

INCHI for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

Structure for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

3D Structure for HMDB0032848 (2,3-Dihydro-2,3-dihydroxy-4-(4-hydroxyphenyl)-1H-phenalen-1-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra