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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:04 UTC

Update Date

2022-03-07 02:52:15 UTC

HMDB ID

HMDB0029687

Secondary Accession Numbers

HMDB29687

Metabolite Identification

Common Name

3,6-Dimethoxy-4-phenanthrenol

Description

3,6-Dimethoxy-4-phenanthrenol, also known as alpha-thebaol, 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 3,6-Dimethoxy-4-phenanthrenol.

Structure

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

HMDB0029687
     RDKit          3D
3,6-Dimethoxy-4-phenanthrenol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.6371    2.5290   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    2.2860   -0.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108    1.0323   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5248   -0.0631   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -1.3179   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -1.4816   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -2.7687    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -2.8785    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -1.7990    0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -2.0218    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -0.9394    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    0.3365    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860    1.4081    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0772    1.1907    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5825    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    1.8855    0.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5007    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801   -0.3464   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.9079   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281    2.4374   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828    3.5739    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    1.8661    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    0.0212   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -2.2219   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671   -3.6016   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6991   -3.8727    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -3.0336    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3930   -1.0544    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3705    0.6472    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4113    0.5567   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5695    2.1827    0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.6502    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812    1.8076   -0.0633 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  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 18  6  1  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 16 32  1  0
 19 33  1  0
M  END


  Mrv0541 02241220132D          

 19 21  0  0  0  0            999 V2000
   -2.0623    0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6499    1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8249    1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0623    0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0623   -1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623   -1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6499   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8249   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -1.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6499   -1.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 14  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  2  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029687

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C=CC1=C2C(O)=C(OC)C=C1

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

> <INCHI_KEY>
GKDSKCYMUUXQLA-UHFFFAOYSA-N

> <FORMULA>
C16H14O3

> <MOLECULAR_WEIGHT>
254.2806

> <EXACT_MASS>
254.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.35752733259887

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,6-dimethoxyphenanthren-4-ol

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
3.333291476333333

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.4277241625233

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5597038905552285

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
73.8657

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-dimethoxyphenanthren-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029687
     RDKit          3D
3,6-Dimethoxy-4-phenanthrenol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.6371    2.5290   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    2.2860   -0.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108    1.0323   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5248   -0.0631   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -1.3179   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -1.4816   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -2.7687    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -2.8785    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -1.7990    0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -2.0218    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -0.9394    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    0.3365    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860    1.4081    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0772    1.1907    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5825    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    1.8855    0.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5007    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801   -0.3464   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.9079   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281    2.4374   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828    3.5739    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    1.8661    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    0.0212   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -2.2219   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671   -3.6016   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6991   -3.8727    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -3.0336    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3930   -1.0544    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3705    0.6472    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4113    0.5567   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5695    2.1827    0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.6502    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812    1.8076   -0.0633 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  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 18  6  1  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 16 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.850   0.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080   2.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.540   2.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   3.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770   3.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   2.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080   2.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.850   0.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -0.665   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.850  -1.999   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.850  -1.999   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.080  -0.665   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.540  -0.665   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770   0.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.770   0.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540  -0.665   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.770  -1.999   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.080  -3.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.080  -3.334   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   18                                                       
CONECT   11   12   19                                                       
CONECT   12    1   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14    3   13   15                                                  
CONECT   15    6   14   16                                                  
CONECT   16    9   15   17                                                  
CONECT   17   16                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0029687
HETATM    1  C1  UNL     1      -4.637   2.529  -0.263  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.253   2.286  -0.192  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.711   1.032  -0.144  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.525  -0.063  -0.164  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.970  -1.318  -0.115  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.594  -1.482  -0.046  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.082  -2.769   0.002  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.272  -2.879   0.069  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.112  -1.799   0.091  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.471  -2.022   0.161  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.313  -0.939   0.183  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.806   0.336   0.137  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.686   1.408   0.161  1.00  0.00           O  
HETATM   14  C12 UNL     1       5.077   1.191   0.232  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.432   0.582   0.066  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.036   1.886   0.024  1.00  0.00           O  
HETATM   17  C14 UNL     1       0.596  -0.501   0.044  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.780  -0.346  -0.026  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.318   0.908  -0.074  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.028   2.437  -1.306  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.883   3.574   0.066  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.243   1.866   0.369  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.601   0.021  -0.218  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.602  -2.222  -0.130  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.767  -3.602  -0.017  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.699  -3.873   0.107  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.853  -3.034   0.197  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.393  -1.054   0.238  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.371   0.647   1.164  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.411   0.557  -0.636  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.569   2.183   0.164  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.679   2.650   0.042  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.781   1.808  -0.063  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    6   24
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   12   28
CONECT   12   13   15
CONECT   13   14
CONECT   14   29   30   31
CONECT   15   16   17   17
CONECT   16   32
CONECT   17   18
CONECT   18   19   19
CONECT   19   33
END

HMDB0029687
     RDKit          3D
3,6-Dimethoxy-4-phenanthrenol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.6371    2.5290   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    2.2860   -0.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108    1.0323   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5248   -0.0631   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702   -1.3179   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -1.4816   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -2.7687    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -2.8785    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -1.7990    0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712   -2.0218    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -0.9394    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    0.3365    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860    1.4081    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0772    1.1907    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5825    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    1.8855    0.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5007    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801   -0.3464   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.9079   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281    2.4374   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828    3.5739    0.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2433    1.8661    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    0.0212   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -2.2219   -0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671   -3.6016   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6991   -3.8727    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -3.0336    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3930   -1.0544    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3705    0.6472    1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4113    0.5567   -0.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5695    2.1827    0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.6502    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812    1.8076   -0.0633 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  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 18  6  1  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 16 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,6-Dimethoxy-4-hydroxyphenanthrene	HMDB
3,6-Dimethoxy-4-phenanthrenol, 9ci	HMDB
3,6-Dimethoxy-4-phenanthrol	HMDB
alpha-Thebaol	HMDB
Thebaol	HMDB

Chemical Formula

C₁₆H₁₄O₃

Average Molecular Weight

254.2806

Monoisotopic Molecular Weight

254.094294314

IUPAC Name

3,6-dimethoxyphenanthren-4-ol

Traditional Name

3,6-dimethoxyphenanthren-4-ol

CAS Registry Number

481-81-2

SMILES

COC1=CC2=C(C=C1)C=CC1=C2C(O)=C(OC)C=C1

InChI Identifier

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

InChI Key

GKDSKCYMUUXQLA-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
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: HMDB0029687)

Cellular substructure

Membrane (HMDB: HMDB0029687)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029687)

Source

Endogenous

Endogenous (HMDB: HMDB0029687)

Plant

Plant (HMDB: HMDB0029687)

Exogenous

Food

Food (HMDB: HMDB0029687)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 °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	0.012 g/L	ALOGPS
logP	3.53	ALOGPS
logP	3.33	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	-4.6	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	27.36 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]+	158.816	31661259
DarkChem	[M-H]-	162.183	31661259
DeepCCS	[M+H]+	163.139	30932474
DeepCCS	[M-H]-	160.781	30932474
DeepCCS	[M-2H]-	193.667	30932474
DeepCCS	[M+Na]+	169.232	30932474
AllCCS	[M+H]+	157.2	32859911
AllCCS	[M+H-H2O]+	153.3	32859911
AllCCS	[M+NH4]+	160.9	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	162.1	32859911
AllCCS	[M+Na-2H]-	161.4	32859911
AllCCS	[M+HCOO]-	160.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,6-Dimethoxy-4-phenanthrenol	COC1=CC2=C(C=C1)C=CC1=C2C(O)=C(OC)C=C1	3970.8	Standard polar	33892256
3,6-Dimethoxy-4-phenanthrenol	COC1=CC2=C(C=C1)C=CC1=C2C(O)=C(OC)C=C1	2435.0	Standard non polar	33892256
3,6-Dimethoxy-4-phenanthrenol	COC1=CC2=C(C=C1)C=CC1=C2C(O)=C(OC)C=C1	2610.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,6-Dimethoxy-4-phenanthrenol,1TMS,isomer #1	COC1=CC=C2C=CC3=CC=C(OC)C(O[Si](C)(C)C)=C3C2=C1	2514.7	Semi standard non polar	33892256
3,6-Dimethoxy-4-phenanthrenol,1TBDMS,isomer #1	COC1=CC=C2C=CC3=CC=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3C2=C1	2730.3	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 - 3,6-Dimethoxy-4-phenanthrenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0h50-0290000000-bdfe9c6f26228c1f3c80	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol GC-MS (1 TMS) - 70eV, Positive	splash10-0259-2093000000-44aab520d5265f7cb6bd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,6-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 - 3,6-Dimethoxy-4-phenanthrenol 10V, Positive-QTOF	splash10-0a4i-0090000000-194f6c8284dd1376bf2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 20V, Positive-QTOF	splash10-0a4i-0090000000-97da2526dc440484f0e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 40V, Positive-QTOF	splash10-0560-0960000000-c63bc4581dde4d6bc2af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 10V, Negative-QTOF	splash10-0udi-0090000000-e503b53f24666fda0f7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 20V, Negative-QTOF	splash10-0udi-0090000000-38fefabe2934065280a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 40V, Negative-QTOF	splash10-0a4r-0490000000-ad7f8e0bc7cf1e5cbaa8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 10V, Negative-QTOF	splash10-0udi-0090000000-7b53379ea32e3fd23bc3	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 20V, Negative-QTOF	splash10-0udi-0090000000-b3e85d43c931b0783533	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 40V, Negative-QTOF	splash10-0a59-0690000000-e6b46bccf41948bee584	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 10V, Positive-QTOF	splash10-0a4i-0090000000-ca5f007522e2c5e41a4a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 20V, Positive-QTOF	splash10-0a4i-0090000000-73499e53449966417bbb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,6-Dimethoxy-4-phenanthrenol 40V, Positive-QTOF	splash10-001i-0960000000-114beb8efcdd3e1ae474	2021-09-25	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

FDB000873

KNApSAcK ID

C00015402

Chemspider ID

536624

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

617472

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 3,6-Dimethoxy-4-phenanthrenol (HMDB0029687)

MOL for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

3D MOL for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

3D SDF for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

3D-SDF for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

PDB for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

3D PDB for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

SMILES for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

INCHI for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

Structure for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

3D Structure for HMDB0029687 (3,6-Dimethoxy-4-phenanthrenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra