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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:53:36 UTC

Update Date

2022-03-07 02:56:12 UTC

HMDB ID

HMDB0039430

Secondary Accession Numbers

HMDB39430

Metabolite Identification

Common Name

9,10-Dihydro-2,3,5,7-Phenanthrenetetrol

Description

9,10-Dihydro-2,3,5,7-Phenanthrenetetrol belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol has been detected, but not quantified in, root vegetables. This could make 9,10-dihydro-2,3,5,7-phenanthrenetetrol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol.

Structure

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

HMDB0039430
     RDKit          3D
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.9334    0.8234    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443    0.6274    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    1.6741   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2807    1.5412   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226    2.6569   -0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7453    0.2881    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -0.7835    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9924   -0.6190    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807   -2.1368    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -2.3511   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849   -1.1973   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.4031   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275   -0.3619   -0.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278   -0.5739   -0.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099    0.9127   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    1.9868   -0.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5580    1.1684   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    0.0935   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.9965    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0876    2.6671   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    3.5954   -0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -1.4573    0.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -2.8212   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834   -2.4104    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675   -3.1738    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -2.6719   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -2.4454   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961    0.2576   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003    2.9464   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595    2.1713   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  2  1  0
 18 11  1  0
 18  6  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv0541 05061311082D          

 18 20  0  0  0  0            999 V2000
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  7  1  1  0  0  0  0
  7  4  2  0  0  0  0
  8  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039430

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C2C(CCC3=CC(O)=C(O)C=C23)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O4/c15-9-3-8-2-1-7-4-11(16)12(17)6-10(7)14(8)13(18)5-9/h3-6,15-18H,1-2H2

> <INCHI_KEY>
NIGUICNPKCJLJQ-UHFFFAOYSA-N

> <FORMULA>
C14H12O4

> <MOLECULAR_WEIGHT>
244.2427

> <EXACT_MASS>
244.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.942593310101444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10-dihydrophenanthrene-2,3,5,7-tetrol

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
2.9693267673333334

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.574537682420557

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.92498431563987

> <JCHEM_PKA_STRONGEST_BASIC>
-5.657146181168007

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
67.39800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10-dihydrophenanthrene-2,3,5,7-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039430
     RDKit          3D
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.9334    0.8234    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443    0.6274    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    1.6741   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2807    1.5412   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226    2.6569   -0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7453    0.2881    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -0.7835    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9924   -0.6190    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807   -2.1368    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -2.3511   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849   -1.1973   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.4031   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275   -0.3619   -0.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278   -0.5739   -0.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099    0.9127   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    1.9868   -0.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5580    1.1684   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    0.0935   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.9965    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0876    2.6671   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    3.5954   -0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -1.4573    0.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -2.8212   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834   -2.4104    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675   -3.1738    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -2.6719   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -2.4454   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961    0.2576   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003    2.9464   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595    2.1713   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  2  1  0
 18 11  1  0
 18  6  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      13.035  -1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.495  -4.207   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.875  -4.207   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    8                                                       
CONECT    3    8    9                                                       
CONECT    4    7   11                                                       
CONECT    5    9   13                                                       
CONECT    6   10   12                                                       
CONECT    7    1    4   10                                                  
CONECT    8    2    3   14                                                  
CONECT    9    3    5   15                                                  
CONECT   10    6    7   14                                                  
CONECT   11    4   12   16                                                  
CONECT   12    6   11   17                                                  
CONECT   13    5   14   18                                                  
CONECT   14    8   10   13                                                  
CONECT   15    9                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0039430
HETATM    1  O1  UNL     1       4.933   0.823   0.066  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.544   0.627   0.050  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.687   1.674  -0.103  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.281   1.541  -0.128  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.523   2.657  -0.289  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.745   0.288   0.010  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.612  -0.784   0.170  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.992  -0.619   0.189  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.081  -2.137   0.411  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.281  -2.351  -0.107  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.185  -1.197  -0.065  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.561  -1.403  -0.070  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.427  -0.362  -0.115  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.828  -0.574  -0.120  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.910   0.913  -0.156  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.823   1.987  -0.204  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.558   1.168  -0.151  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.696   0.093  -0.104  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.328   0.997   0.992  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.088   2.667  -0.214  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.847   3.595  -0.395  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.676  -1.457   0.311  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.774  -2.821  -0.179  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.183  -2.410   1.501  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.768  -3.174   0.488  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.190  -2.672  -1.181  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.912  -2.445  -0.036  1.00  0.00           H  
HETATM   28  H10 UNL     1      -5.396   0.258  -0.155  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.500   2.946  -0.235  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.259   2.171  -0.178  1.00  0.00           H  
CONECT    1    2   19
CONECT    2    3    3    8
CONECT    3    4   20
CONECT    4    5    6    6
CONECT    5   21
CONECT    6    7   18
CONECT    7    8    8    9
CONECT    8   22
CONECT    9   10   23   24
CONECT   10   11   25   26
CONECT   11   12   12   18
CONECT   12   13   27
CONECT   13   14   15   15
CONECT   14   28
CONECT   15   16   17
CONECT   16   29
CONECT   17   18   18   30
END

HMDB0039430
     RDKit          3D
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.9334    0.8234    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443    0.6274    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    1.6741   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2807    1.5412   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226    2.6569   -0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7453    0.2881    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -0.7835    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9924   -0.6190    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807   -2.1368    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2808   -2.3511   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849   -1.1973   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -1.4031   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275   -0.3619   -0.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278   -0.5739   -0.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099    0.9127   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    1.9868   -0.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5580    1.1684   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    0.0935   -0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.9965    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0876    2.6671   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465    3.5954   -0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -1.4573    0.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -2.8212   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834   -2.4104    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675   -3.1738    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904   -2.6719   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -2.4454   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961    0.2576   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003    2.9464   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595    2.1713   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8  2  1  0
 18 11  1  0
 18  6  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,5,7-Tetrahydroxy-9,10-dihydrophenanthrene	HMDB
2,4,6,7-Tetrahydroxy-9-10-dihydrophenanthrene	HMDB

Chemical Formula

C₁₄H₁₂O₄

Average Molecular Weight

244.2427

Monoisotopic Molecular Weight

244.073558872

IUPAC Name

9,10-dihydrophenanthrene-2,3,5,7-tetrol

Traditional Name

9,10-dihydrophenanthrene-2,3,5,7-tetrol

CAS Registry Number

22318-82-7

SMILES

OC1=CC(O)=C2C(CCC3=CC(O)=C(O)C=C23)=C1

InChI Identifier

InChI=1S/C14H12O4/c15-9-3-8-2-1-7-4-11(16)12(17)6-10(7)14(8)13(18)5-9/h3-6,15-18H,1-2H2

InChI Key

NIGUICNPKCJLJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
1-naphthol
2-naphthol
Naphthalene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039430)
Cytoplasm (HMDB: HMDB0039430)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039430)

Source

Exogenous

Exogenous (HMDB: HMDB0039430)

Food

Food (HMDB: HMDB0039430)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0039430)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039430)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	291 - 292 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	29.43 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	1.63	ALOGPS
logP	2.97	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.92	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.4 m³·mol⁻¹	ChemAxon
Polarizability	24.94 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	157.635	31661259
DarkChem	[M-H]-	154.996	31661259
DeepCCS	[M-2H]-	195.139	30932474
DeepCCS	[M+Na]+	170.703	30932474
AllCCS	[M+H]+	155.3	32859911
AllCCS	[M+H-H2O]+	151.4	32859911
AllCCS	[M+NH4]+	159.0	32859911
AllCCS	[M+Na]+	160.0	32859911
AllCCS	[M-H]-	157.0	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	155.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	4.67 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1219 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.94 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	49.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1100.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	268.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	104.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	149.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	129.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	471.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	306.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	517.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	684.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	326.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1042.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	228.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	251.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	516.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	362.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	156.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol	OC1=CC(O)=C2C(CCC3=CC(O)=C(O)C=C23)=C1	4382.6	Standard polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol	OC1=CC(O)=C2C(CCC3=CC(O)=C(O)C=C23)=C1	2682.1	Standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol	OC1=CC(O)=C2C(CCC3=CC(O)=C(O)C=C23)=C1	2840.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O)=C(O)C=C12	2721.7	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C1=CC(O)=C(O)C=C1CC2	2722.3	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TMS,isomer #3	C[Si](C)(C)OC1=CC2=C(C=C1O)C1=C(O)C=C(O)C=C1CC2	2748.4	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)CCC1=CC(O)=CC(O)=C12	2694.8	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1=CC(O)=C(O)C=C1CC2	2599.0	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O[Si](C)(C)C)=C(O)C=C12	2615.6	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O)=C(O[Si](C)(C)C)C=C12	2572.7	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O)CCC1=CC(O)=CC(O[Si](C)(C)C)=C12	2598.9	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C=C1O)C1=C(C=C(O)C=C1O[Si](C)(C)C)CC2	2612.2	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1=C(O)C=C(O)C=C1CC2	2614.1	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1=CC(O[Si](C)(C)C)=C(O)C=C1CC2	2556.8	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1=CC(O)=C(O[Si](C)(C)C)C=C1CC2	2556.6	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C12	2522.1	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1=C(C=C(O)C=C1O[Si](C)(C)C)CC2	2536.0	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C1CC2	2566.9	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O)=C(O)C=C12	3033.5	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C1=CC(O)=C(O)C=C1CC2	3026.0	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1=C(O)C=C(O)C=C1CC2	3067.5	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CCC1=CC(O)=CC(O)=C12	3049.4	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1=CC(O)=C(O)C=C1CC2	3150.1	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C12	3187.6	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C12	3149.5	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C12	3155.5	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)C1=C(C=C(O)C=C1O[Si](C)(C)C(C)(C)C)CC2	3168.5	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1=C(O)C=C(O)C=C1CC2	3204.8	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C1CC2	3298.4	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C1CC2	3317.7	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=C1)CCC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C12	3276.7	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1=C(C=C(O)C=C1O[Si](C)(C)C(C)(C)C)CC2	3259.3	Semi standard non polar	33892256
9,10-Dihydro-2,3,5,7-Phenanthrenetetrol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C1CC2	3451.5	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 - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-02bf-0490000000-c2d25f7ef83195cf8f20	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol GC-MS (4 TMS) - 70eV, Positive	splash10-01b9-4100950000-88be188bc247f1ea1e71	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 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 - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 10V, Positive-QTOF	splash10-0002-0090000000-b49c64be5e1257f225a5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 20V, Positive-QTOF	splash10-0002-0390000000-26c87646a5c5074b9d99	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 40V, Positive-QTOF	splash10-0pei-3930000000-ed89bee74800fa5c71b6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 10V, Negative-QTOF	splash10-0006-0090000000-4cbae9c93685b3ade45e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 20V, Negative-QTOF	splash10-0006-0090000000-dac20baef7634d6b1da9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 40V, Negative-QTOF	splash10-0gxy-1890000000-a43e9255ed3fb56b9613	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 10V, Positive-QTOF	splash10-0002-0090000000-5665d475819ffb7ca28c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 20V, Positive-QTOF	splash10-0002-0090000000-a18b7be383e6295ca94a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 40V, Positive-QTOF	splash10-00fr-0930000000-7c35e47f4ad20c21e7b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 10V, Negative-QTOF	splash10-0006-0090000000-c3ceff739ebba19f299c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 20V, Negative-QTOF	splash10-0006-0190000000-1f42f64306ea437e1f9c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol 40V, Negative-QTOF	splash10-05g0-0910000000-712fd5d6c730a0b9a5c5	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

FDB019025

KNApSAcK ID

C00015202

Chemspider ID

15356228

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22753774

PDB ID

Not Available

ChEBI ID

174259

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1877311

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 9,10-Dihydro-2,3,5,7-Phenanthrenetetrol (HMDB0039430)

MOL for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

3D MOL for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

3D SDF for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

3D-SDF for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

PDB for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

3D PDB for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

SMILES for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

INCHI for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

Structure for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

3D Structure for HMDB0039430 (9,10-Dihydro-2,3,5,7-Phenanthrenetetrol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra