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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:30 UTC

Update Date

2022-03-07 02:53:30 UTC

HMDB ID

HMDB0032890

Secondary Accession Numbers

HMDB32890

Metabolite Identification

Common Name

2,6-Dimethoxy-4-phenanthrenol

Description

2,6-Dimethoxy-4-phenanthrenol 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. 2,6-Dimethoxy-4-phenanthrenol has been detected, but not quantified in, opium poppies (Papaver somniferum). This could make 2,6-dimethoxy-4-phenanthrenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,6-Dimethoxy-4-phenanthrenol.

Structure

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

HMDB0032890
     RDKit          3D
2,6-Dimethoxy-4-phenanthrenol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -5.3170   -0.0973   -0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3350   -1.1106   -0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9983   -0.6771   -0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.6104   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -1.2714   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.2696    0.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3321    0.0536   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3363    1.0299   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997    2.3606   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2965    2.7776    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984    1.8380    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196    2.2170    0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302    1.2943    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258   -0.0417    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -0.9873    0.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -2.3449    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -0.4527    0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    0.4717    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561    0.6469   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3244   -0.4814   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0154    0.5624   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2942    0.4921    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2273   -2.6943   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173   -3.2473    0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    3.1017   -0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931    3.8303    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    3.2874    0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743    1.5930    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -3.0179    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195   -2.5449    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4177   -2.6073   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -1.5024    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362    1.4020   -0.2172 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
  8 19  2  0
 19  3  1  0
 18  7  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  END


  Mrv0541 05061306462D          

 19 21  0  0  0  0            999 V2000
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11  7  2  0  0  0  0
 12  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032890

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O3/c1-18-12-6-5-10-3-4-11-7-13(19-2)9-15(17)16(11)14(10)8-12/h3-9,17H,1-2H3

> <INCHI_KEY>
NTVJURNVFOEVHP-UHFFFAOYSA-N

> <FORMULA>
C16H14O3

> <MOLECULAR_WEIGHT>
254.2806

> <EXACT_MASS>
254.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.552462857870744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dimethoxyphenanthren-4-ol

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.333291476333333

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.898035618199112

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5333088908823616

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
73.86570000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-dimethoxyphenanthren-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032890
     RDKit          3D
2,6-Dimethoxy-4-phenanthrenol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -5.3170   -0.0973   -0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3350   -1.1106   -0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9983   -0.6771   -0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.6104   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -1.2714   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.2696    0.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3321    0.0536   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3363    1.0299   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997    2.3606   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2965    2.7776    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984    1.8380    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196    2.2170    0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302    1.2943    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258   -0.0417    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -0.9873    0.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -2.3449    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -0.4527    0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    0.4717    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561    0.6469   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3244   -0.4814   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0154    0.5624   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2942    0.4921    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2273   -2.6943   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173   -3.2473    0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    3.1017   -0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931    3.8303    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    3.2874    0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743    1.5930    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -3.0179    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195   -2.5449    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4177   -2.6073   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -1.5024    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362    1.4020   -0.2172 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
  8 19  2  0
 19  3  1  0
 18  7  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  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       9.034   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3    4   10                                                       
CONECT    4    3   11                                                       
CONECT    5    6   10                                                       
CONECT    6    5   12                                                       
CONECT    7   11   13                                                       
CONECT    8   12   14                                                       
CONECT    9   13   15                                                       
CONECT   10    3    5   14                                                  
CONECT   11    4    7   16                                                  
CONECT   12    6    8   18                                                  
CONECT   13    7    9   19                                                  
CONECT   14    8   10   16                                                  
CONECT   15    9   16   17                                                  
CONECT   16   11   14   15                                                  
CONECT   17   15                                                            
CONECT   18    1   12                                                       
CONECT   19    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0032890
HETATM    1  C1  UNL     1      -5.317  -0.097  -0.337  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.335  -1.111  -0.271  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.998  -0.677  -0.185  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.011  -1.610  -0.119  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.650  -1.271  -0.031  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.270  -2.270   0.030  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.332   0.054  -0.013  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.336   1.030  -0.080  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.000   2.361  -0.061  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.297   2.778   0.023  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.298   1.838   0.090  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.620   2.217   0.175  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.630   1.294   0.242  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.326  -0.042   0.225  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.373  -0.987   0.294  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.049  -2.345   0.276  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.012  -0.453   0.140  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.010   0.472   0.073  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.656   0.647  -0.165  1.00  0.00           C  
HETATM   20  H1  UNL     1      -6.324  -0.481  -0.487  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.015   0.562  -1.196  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.294   0.492   0.603  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.227  -2.694  -0.132  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.117  -3.247   0.022  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.805   3.102  -0.114  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.593   3.830   0.040  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.852   3.287   0.188  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.674   1.593   0.310  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.903  -3.018   0.326  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.419  -2.545   1.180  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.418  -2.607  -0.618  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.876  -1.502   0.133  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.436   1.402  -0.217  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   23
CONECT    5    6    7    7
CONECT    6   24
CONECT    7    8   18
CONECT    8    9   19   19
CONECT    9   10   10   25
CONECT   10   11   26
CONECT   11   12   12   18
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   17
CONECT   15   16
CONECT   16   29   30   31
CONECT   17   18   18   32
CONECT   19   33
END

HMDB0032890
     RDKit          3D
2,6-Dimethoxy-4-phenanthrenol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -5.3170   -0.0973   -0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3350   -1.1106   -0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9983   -0.6771   -0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.6104   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -1.2714   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.2696    0.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3321    0.0536   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3363    1.0299   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997    2.3606   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2965    2.7776    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2984    1.8380    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196    2.2170    0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302    1.2943    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258   -0.0417    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -0.9873    0.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -2.3449    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -0.4527    0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    0.4717    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6561    0.6469   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3244   -0.4814   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0154    0.5624   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2942    0.4921    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2273   -2.6943   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173   -3.2473    0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    3.1017   -0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931    3.8303    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    3.2874    0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743    1.5930    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -3.0179    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195   -2.5449    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4177   -2.6073   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765   -1.5024    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4362    1.4020   -0.2172 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
  8 19  2  0
 19  3  1  0
 18  7  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,7-Dimethoxy-5-hydroxyphenanthrene	HMDB
4-Hydroxy-2,6-dimethoxyphenanthrene	HMDB

Chemical Formula

C₁₆H₁₄O₃

Average Molecular Weight

254.2806

Monoisotopic Molecular Weight

254.094294314

IUPAC Name

2,6-dimethoxyphenanthren-4-ol

Traditional Name

2,6-dimethoxyphenanthren-4-ol

CAS Registry Number

55806-42-3

SMILES

COC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C21

InChI Identifier

InChI=1S/C16H14O3/c1-18-12-6-5-10-3-4-11-7-13(19-2)9-15(17)16(11)14(10)8-12/h3-9,17H,1-2H3

InChI Key

NTVJURNVFOEVHP-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
1-naphthol
Naphthalene
Anisole
1-hydroxy-4-unsubstituted benzenoid
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

Cell membrane (HMDB: HMDB0032890)

Cellular substructure

Membrane (HMDB: HMDB0032890)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032890)

Source

Exogenous

Food

Food (HMDB: HMDB0032890)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Endogenous

Plant

Plant (HMDB: HMDB0032890)

Not Available

Nutrient (HMDB: HMDB0032890)

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	2.41 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	0.01 g/L	ALOGPS
logP	3.64	ALOGPS
logP	3.33	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.9	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.87 m³·mol⁻¹	ChemAxon
Polarizability	27.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	159.462	31661259
DarkChem	[M-H]-	162.691	31661259
DeepCCS	[M-2H]-	193.701	30932474
DeepCCS	[M+Na]+	169.266	30932474
AllCCS	[M+H]+	157.8	32859911
AllCCS	[M+H-H2O]+	153.9	32859911
AllCCS	[M+NH4]+	161.4	32859911
AllCCS	[M+Na]+	162.5	32859911
AllCCS	[M-H]-	162.8	32859911
AllCCS	[M+Na-2H]-	162.1	32859911
AllCCS	[M+HCOO]-	161.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,6-Dimethoxy-4-phenanthrenol	COC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C21	4100.6	Standard polar	33892256
2,6-Dimethoxy-4-phenanthrenol	COC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C21	2400.9	Standard non polar	33892256
2,6-Dimethoxy-4-phenanthrenol	COC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C21	2690.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,6-Dimethoxy-4-phenanthrenol,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=C1)C=CC1=CC=C(OC)C=C12	2544.3	Semi standard non polar	33892256
2,6-Dimethoxy-4-phenanthrenol,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)C=CC1=CC=C(OC)C=C12	2758.5	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 - 2,6-Dimethoxy-4-phenanthrenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0h2r-0290000000-3631ee866dbdcd03cf88	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol GC-MS (1 TMS) - 70eV, Positive	splash10-0229-4094000000-de09c50bdb43fb2b5f94	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 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 - 2,6-Dimethoxy-4-phenanthrenol 10V, Positive-QTOF	splash10-0a4i-0090000000-b75d3610792d72d62953	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Positive-QTOF	splash10-0a4i-0090000000-162f346646e6c8248b50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Positive-QTOF	splash10-05vp-0970000000-94f9a1d893ce5bd13f89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 10V, Negative-QTOF	splash10-0udi-0090000000-efa4667e90f3be0dbd17	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Negative-QTOF	splash10-0udi-0090000000-dd10f79cef1f8be8d6bc	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Negative-QTOF	splash10-05fv-1790000000-827d35a382feec2666f5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 10V, Positive-QTOF	splash10-0a4i-0090000000-ca5f007522e2c5e41a4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Positive-QTOF	splash10-0a4i-0090000000-8052c1159dfbbfdb28f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Positive-QTOF	splash10-0bta-0890000000-cdb1476ff7f50f208cd6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 10V, Negative-QTOF	splash10-0udi-0090000000-7b53379ea32e3fd23bc3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Negative-QTOF	splash10-0udi-0090000000-7b53379ea32e3fd23bc3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Negative-QTOF	splash10-000t-0920000000-eca7012399df3acd115c	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

FDB010872

KNApSAcK ID

C00015423

Chemspider ID

30776959

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71438453

PDB ID

Not Available

ChEBI ID

174354

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1832351

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 2,6-Dimethoxy-4-phenanthrenol (HMDB0032890)

MOL for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

3D MOL for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

3D SDF for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

3D-SDF for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

PDB for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

3D PDB for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

SMILES for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

INCHI for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

Structure for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

3D Structure for HMDB0032890 (2,6-Dimethoxy-4-phenanthrenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra