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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:22 UTC

Update Date

2022-03-07 02:53:03 UTC

HMDB ID

HMDB0031612

Secondary Accession Numbers

HMDB31612

Metabolite Identification

Common Name

3,5-Dimethoxy-2,7-phenanthrenediol

Description

3,5-Dimethoxy-2,7-phenanthrenediol, also known as 2,7-dihydroxy-4,6-dimethoxyphenanthrene, belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. Based on a literature review very few articles have been published on 3,5-Dimethoxy-2,7-phenanthrenediol.

Structure

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

HMDB0031612
     RDKit          3D
3,5-Dimethoxy-2,7-phenanthrenediol
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.9836    1.8141   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920    0.4151   -2.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -0.3929   -1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524    0.1128   -0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2840   -0.7752   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -2.1405   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -3.0426    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4679   -2.6156    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -1.2588    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8360   -0.8098    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    0.5338    1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.9391    2.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747    1.4565    1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.9951    0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.9393    0.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143    3.3050    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8365   -0.3447    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065   -2.6170   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905   -1.7638   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -2.2875   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8221    2.1831   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0415    2.0406   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581    2.3095   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    1.1580   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -4.1015    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -3.2797    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.5684    2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438    1.1052    3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312    2.5176    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    3.5645   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    3.6661    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1000    3.9079   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7686   -3.7016   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -3.2635   -2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  1  0
 17  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 18 33  1  0
 20 34  1  0
M  END

  Mrv0541 05061306022D          

 20 22  0  0  0  0            999 V2000
    6.9829   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
  4  3  2  0  0  0  0
  9  3  1  0  0  0  0
  9  6  2  0  0  0  0
 10  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15  7  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19  1  1  0  0  0  0
 19 14  1  0  0  0  0
 20  2  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031612

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O4/c1-19-14-8-12-9(6-13(14)18)3-4-10-5-11(17)7-15(20-2)16(10)12/h3-8,17-18H,1-2H3

> <INCHI_KEY>
YKFWCNBTQYCJQV-UHFFFAOYSA-N

> <FORMULA>
C16H14O4

> <MOLECULAR_WEIGHT>
270.28

> <EXACT_MASS>
270.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.270211725796532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dimethoxyphenanthrene-2,7-diol

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
3.0297261546666663

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.85057408915108

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.126844341835454

> <JCHEM_PKA_STRONGEST_BASIC>
-4.577975105702154

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
75.84660000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dimethoxyphenanthrene-2,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031612
     RDKit          3D
3,5-Dimethoxy-2,7-phenanthrenediol
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.9836    1.8141   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920    0.4151   -2.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -0.3929   -1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524    0.1128   -0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2840   -0.7752   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -2.1405   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -3.0426    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4679   -2.6156    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -1.2588    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8360   -0.8098    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    0.5338    1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.9391    2.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747    1.4565    1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.9951    0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.9393    0.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143    3.3050    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8365   -0.3447    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065   -2.6170   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905   -1.7638   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -2.2875   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8221    2.1831   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0415    2.0406   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581    2.3095   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    1.1580   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -4.1015    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -3.2797    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.5684    2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438    1.1052    3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312    2.5176    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    3.5645   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    3.6661    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1000    3.9079   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7686   -3.7016   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -3.2635   -2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  1  0
 17  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 18 33  1  0
 20 34  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      13.035  -4.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.415  -4.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      13.035  -1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.495  -4.207   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.875  -4.207   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5   10   11                                                       
CONECT    6    9   13                                                       
CONECT    7   11   15                                                       
CONECT    8   12   14                                                       
CONECT    9    3    6   12                                                  
CONECT   10    4    5   16                                                  
CONECT   11    5    7   17                                                  
CONECT   12    8    9   16                                                  
CONECT   13    6   14   18                                                  
CONECT   14    8   13   19                                                  
CONECT   15    7   16   20                                                  
CONECT   16   10   12   15                                                  
CONECT   17   11                                                            
CONECT   18   13                                                            
CONECT   19    1   14                                                       
CONECT   20    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0031612
HETATM    1  C1  UNL     1       2.984   1.814  -1.975  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.192   0.415  -2.038  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.254  -0.393  -1.414  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.152   0.113  -0.751  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.284  -0.775  -0.167  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.512  -2.141  -0.244  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.352  -3.043   0.339  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.468  -2.616   1.014  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.718  -1.259   1.104  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.836  -0.810   1.780  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.101   0.534   1.880  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.258   0.939   2.582  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.275   1.456   1.321  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.137   0.995   0.633  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.305   1.939   0.069  1.00  0.00           O  
HETATM   16  C13 UNL     1      -0.614   3.305   0.196  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.836  -0.345   0.511  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.606  -2.617  -0.903  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.491  -1.764  -1.495  1.00  0.00           C  
HETATM   20  O4  UNL     1       3.589  -2.287  -2.155  1.00  0.00           O  
HETATM   21  H1  UNL     1       2.822   2.183  -0.949  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.041   2.041  -2.538  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.858   2.310  -2.452  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.064   1.158  -0.746  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.152  -4.101   0.265  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.173  -3.280   1.485  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.480  -1.568   2.218  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.144   1.105   3.577  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.431   2.518   1.367  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.625   3.565  -0.188  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.551   3.666   1.241  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.100   3.908  -0.412  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.769  -3.702  -0.952  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.740  -3.263  -2.202  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6    6   17
CONECT    6    7   18
CONECT    7    8    8   25
CONECT    8    9   26
CONECT    9   10   10   17
CONECT   10   11   27
CONECT   11   12   13   13
CONECT   12   28
CONECT   13   14   29
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   30   31   32
CONECT   18   19   19   33
CONECT   19   20
CONECT   20   34
END

HMDB0031612
     RDKit          3D
3,5-Dimethoxy-2,7-phenanthrenediol
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.9836    1.8141   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920    0.4151   -2.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -0.3929   -1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524    0.1128   -0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2840   -0.7752   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -2.1405   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -3.0426    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4679   -2.6156    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -1.2588    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8360   -0.8098    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    0.5338    1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.9391    2.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2747    1.4565    1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367    0.9951    0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.9393    0.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143    3.3050    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8365   -0.3447    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065   -2.6170   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905   -1.7638   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -2.2875   -2.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8221    2.1831   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0415    2.0406   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581    2.3095   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0637    1.1580   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -4.1015    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -3.2797    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.5684    2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438    1.1052    3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4312    2.5176    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    3.5645   -0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    3.6661    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1000    3.9079   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7686   -3.7016   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -3.2635   -2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  1  0
 17  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 18 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,7-Dihydroxy-3,5-dimethoxyphenanthrene	HMDB
2,7-Dihydroxy-4,6-dimethoxyphenanthrene	HMDB

Chemical Formula

C₁₆H₁₄O₄

Average Molecular Weight

270.28

Monoisotopic Molecular Weight

270.089208936

IUPAC Name

3,5-dimethoxyphenanthrene-2,7-diol

Traditional Name

3,5-dimethoxyphenanthrene-2,7-diol

CAS Registry Number

108352-70-1

SMILES

COC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C1

InChI Identifier

InChI=1S/C16H14O4/c1-19-14-8-12-9(6-13(14)18)3-4-10-5-11(17)7-15(20-2)16(10)12/h3-8,17-18H,1-2H3

InChI Key

YKFWCNBTQYCJQV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
2-naphthol
Naphthalene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Ether
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

Membrane (HMDB: HMDB0031612)
Cell membrane (HMDB: HMDB0031612)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031612)

Source

Endogenous

Endogenous (HMDB: HMDB0031612)

Plant

Plant (HMDB: HMDB0031612)

Exogenous

Food

Food (HMDB: HMDB0031612)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0031612)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	193 - 194 °C	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	0.034 g/L	ALOGPS
logP	3.3	ALOGPS
logP	3.03	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.13	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.85 m³·mol⁻¹	ChemAxon
Polarizability	28.27 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]+	162.864	31661259
DarkChem	[M-H]-	164.471	31661259
DeepCCS	[M+H]+	167.748	30932474
DeepCCS	[M-H]-	165.39	30932474
DeepCCS	[M-2H]-	198.276	30932474
DeepCCS	[M+Na]+	173.842	30932474
AllCCS	[M+H]+	161.0	32859911
AllCCS	[M+H-H2O]+	157.2	32859911
AllCCS	[M+NH4]+	164.5	32859911
AllCCS	[M+Na]+	165.6	32859911
AllCCS	[M-H]-	164.9	32859911
AllCCS	[M+Na-2H]-	164.2	32859911
AllCCS	[M+HCOO]-	163.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5-Dimethoxy-2,7-phenanthrenediol	COC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C1	4688.7	Standard polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol	COC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C1	2627.0	Standard non polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol	COC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C1	2897.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5-Dimethoxy-2,7-phenanthrenediol,1TMS,isomer #1	COC1=CC2=C(C=CC3=CC(O)=CC(OC)=C32)C=C1O[Si](C)(C)C	2728.4	Semi standard non polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol,1TMS,isomer #2	COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C)=CC(OC)=C32)C=C1O	2834.7	Semi standard non polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol,2TMS,isomer #1	COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C)=CC(OC)=C32)C=C1O[Si](C)(C)C	2750.2	Semi standard non polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol,1TBDMS,isomer #1	COC1=CC2=C(C=CC3=CC(O)=CC(OC)=C32)C=C1O[Si](C)(C)C(C)(C)C	2961.2	Semi standard non polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol,1TBDMS,isomer #2	COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C32)C=C1O	3049.9	Semi standard non polar	33892256
3,5-Dimethoxy-2,7-phenanthrenediol,2TBDMS,isomer #1	COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C32)C=C1O[Si](C)(C)C(C)(C)C	3195.4	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 - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0096-0190000000-630749d9f36dcb2192a5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (2 TMS) - 70eV, Positive	splash10-006w-2009100000-afdfb6cf084f1746ef13	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 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 - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Negative-QTOF	splash10-014i-0090000000-bfbc158113bd228329bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Negative-QTOF	splash10-014i-0090000000-1514fc20e13588a38794	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Negative-QTOF	splash10-0fk9-0290000000-a58df782b7bd13b509e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Negative-QTOF	splash10-014i-0090000000-6871b36f9793cdefd019	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Negative-QTOF	splash10-014i-0090000000-b0e49f6aa181ba867ddd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Negative-QTOF	splash10-00ba-0490000000-b81b210e41cbf7bc62d3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Positive-QTOF	splash10-00di-0090000000-b2c90776aa66c4d03a02	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Positive-QTOF	splash10-00di-0090000000-3a2ceec9e2795dba1a7e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Positive-QTOF	splash10-0550-0190000000-ae8dacad63979771f174	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Positive-QTOF	splash10-00di-0090000000-cfedaa36beb953194222	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Positive-QTOF	splash10-00di-0090000000-df6efa421a3f7dc96fd0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Positive-QTOF	splash10-000i-0970000000-1751a14849398586c78b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008248

KNApSAcK ID

C00015260

Chemspider ID

24713345

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44572330

PDB ID

Not Available

ChEBI ID

174552

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 3,5-Dimethoxy-2,7-phenanthrenediol (HMDB0031612)

MOL for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

3D MOL for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

3D SDF for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

3D-SDF for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

PDB for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

3D PDB for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

SMILES for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

INCHI for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

Structure for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

3D Structure for HMDB0031612 (3,5-Dimethoxy-2,7-phenanthrenediol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra