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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:53:30 UTC

Update Date

2022-03-07 03:17:43 UTC

HMDB ID

HMDB0060321

Secondary Accession Numbers

HMDB60321

Metabolite Identification

Common Name

1-Hydroxy-6-methoxypyrene

Description

1-Hydroxy-6-methoxypyrene, also known as 6-methoxy-1-pyrenol, belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. 1-Hydroxy-6-methoxypyrene is an extremely weak basic (essentially neutral) compound (based on its pKa). 1-Hydroxy-6-methoxypyrene exists in all living organisms, ranging from bacteria to humans. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Structure

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

HMDB0060321
     RDKit          3D
1-Hydroxy-6-methoxypyrene
 31 34  0  0  0  0  0  0  0  0999 V2000
    4.8453   -0.4691    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -0.8711    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382   -0.0169    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234    1.3363   -0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5285    2.1789   -0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342    1.6651   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    2.4739   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706    1.9807   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    0.6181   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    0.1200   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244    0.9421   -0.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7409   -1.2532   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520   -2.0890   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -1.5736   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853   -2.4258    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -1.8868    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630   -0.5377    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0555    0.3026   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.2067   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4048   -1.2362    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    0.4893    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -0.3444   -0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327    1.7212   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6471    3.2477   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    3.5360   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153    2.6462   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6332    0.5174   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406   -1.6888   -0.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7519   -3.1638    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009   -3.5039    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496   -2.5085    0.2849 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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 17  3  1  0
 18  6  1  0
 19  9  1  0
 19 14  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
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
M  END


  Mrv0541 05161317532D          

 19 22  0  0  0  0            999 V2000
   -1.6500    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  2  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  2  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  2  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060321

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C=CC3=C4C(C=CC(C=C1)=C24)=C(O)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O2/c1-19-15-9-5-11-2-6-12-14(18)8-4-10-3-7-13(15)17(11)16(10)12/h2-9,18H,1H3

> <INCHI_KEY>
BVDKRJLKWHAGMW-UHFFFAOYSA-N

> <FORMULA>
C17H12O2

> <MOLECULAR_WEIGHT>
248.276

> <EXACT_MASS>
248.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.842891596035948

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methoxypyren-1-ol

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
3.8226908933333323

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.495197901172915

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8490357810555835

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
75.1667

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.79e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methoxypyren-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060321
     RDKit          3D
1-Hydroxy-6-methoxypyrene
 31 34  0  0  0  0  0  0  0  0999 V2000
    4.8453   -0.4691    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -0.8711    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382   -0.0169    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234    1.3363   -0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5285    2.1789   -0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342    1.6651   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    2.4739   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706    1.9807   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    0.6181   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    0.1200   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244    0.9421   -0.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7409   -1.2532   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520   -2.0890   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -1.5736   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853   -2.4258    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -1.8868    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630   -0.5377    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0555    0.3026   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.2067   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4048   -1.2362    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    0.4893    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -0.3444   -0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327    1.7212   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6471    3.2477   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    3.5360   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153    2.6462   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6332    0.5174   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406   -1.6888   -0.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7519   -3.1638    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009   -3.5039    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496   -2.5085    0.2849 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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 17  3  1  0
 18  6  1  0
 19  9  1  0
 19 14  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
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.080   5.747   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.413   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080   5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.390   4.414   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770   1.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.080   0.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   5.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.540   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   4.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.770   1.746   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.746   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.770   4.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.390   1.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.770   4.414   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.160   0.413   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.540   5.747   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    6   11                                                       
CONECT    3    7   10                                                       
CONECT    4    8   10                                                       
CONECT    5    9   11                                                       
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   14                                                       
CONECT    9    5   15                                                       
CONECT   10    3    4   16                                                  
CONECT   11    2    5   17                                                  
CONECT   12    6   14   16                                                  
CONECT   13    7   15   17                                                  
CONECT   14    8   12   18                                                  
CONECT   15    9   13   19                                                  
CONECT   16   10   12   17                                                  
CONECT   17   11   13   16                                                  
CONECT   18   14                                                            
CONECT   19    1   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0060321
HETATM    1  C1  UNL     1       4.845  -0.469   0.282  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.513  -0.871   0.230  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.438  -0.017   0.066  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.623   1.336  -0.063  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.528   2.179  -0.228  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.234   1.665  -0.265  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.873   2.474  -0.427  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.171   1.981  -0.466  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.332   0.618  -0.335  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.618   0.120  -0.373  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.724   0.942  -0.537  1.00  0.00           O  
HETATM   12  C10 UNL     1      -3.741  -1.253  -0.238  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.652  -2.089  -0.075  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.354  -1.574  -0.038  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.285  -2.426   0.127  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.973  -1.887   0.158  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.163  -0.538   0.031  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.055   0.303  -0.135  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.227  -0.207  -0.172  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.405  -1.236   0.881  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.003   0.489   0.843  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.303  -0.344  -0.722  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.633   1.721  -0.032  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.647   3.248  -0.331  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.695   3.536  -0.526  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.015   2.646  -0.595  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.633   0.517  -0.556  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.741  -1.689  -0.263  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.752  -3.164   0.031  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.401  -3.504   0.231  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.850  -2.508   0.285  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   17
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   19
CONECT   10   11   12
CONECT   11   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   18   19   19
END

HMDB0060321
     RDKit          3D
1-Hydroxy-6-methoxypyrene
 31 34  0  0  0  0  0  0  0  0999 V2000
    4.8453   -0.4691    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -0.8711    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382   -0.0169    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234    1.3363   -0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5285    2.1789   -0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342    1.6651   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731    2.4739   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706    1.9807   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    0.6181   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    0.1200   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244    0.9421   -0.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7409   -1.2532   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520   -2.0890   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -1.5736   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853   -2.4258    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -1.8868    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630   -0.5377    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0555    0.3026   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265   -0.2067   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4048   -1.2362    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    0.4893    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -0.3444   -0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327    1.7212   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6471    3.2477   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    3.5360   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153    2.6462   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6332    0.5174   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406   -1.6888   -0.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7519   -3.1638    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009   -3.5039    0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496   -2.5085    0.2849 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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 17  3  1  0
 18  6  1  0
 19  9  1  0
 19 14  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
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Methoxy-1-pyrenol	Kegg

Chemical Formula

C₁₇H₁₂O₂

Average Molecular Weight

248.276

Monoisotopic Molecular Weight

248.083729628

IUPAC Name

6-methoxypyren-1-ol

Traditional Name

6-methoxypyren-1-ol

CAS Registry Number

Not Available

SMILES

COC1=C2C=CC3=C4C(C=CC(C=C1)=C24)=C(O)C=C3

InChI Identifier

InChI=1S/C17H12O2/c1-19-15-9-5-11-2-6-12-14(18)8-4-10-3-7-13(15)17(11)16(10)12/h2-9,18H,1H3

InChI Key

BVDKRJLKWHAGMW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Pyrenes

Sub Class

Not Available

Direct Parent

Pyrenes

Alternative Parents

Substituents

Pyrene
Phenanthrol
Phenanthrene
1-naphthol
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

pyrenes (CHEBI:81612 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060321)

Source

Exogenous

Exogenous (HMDB: HMDB0060321)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00078 g/L	ALOGPS
logP	4.54	ALOGPS
logP	3.82	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.17 m³·mol⁻¹	ChemAxon
Polarizability	26.84 Å³	ChemAxon
Number of Rings	4	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]+	157.897	31661259
DarkChem	[M-H]-	159.852	31661259
DeepCCS	[M-2H]-	203.746	30932474
DeepCCS	[M+Na]+	179.018	30932474
AllCCS	[M+H]+	155.7	32859911
AllCCS	[M+H-H2O]+	151.8	32859911
AllCCS	[M+NH4]+	159.4	32859911
AllCCS	[M+Na]+	160.5	32859911
AllCCS	[M-H]-	161.4	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	159.2	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. Predicted by Afia on May 17, 2022.	7.04 minutes	32390414
Predicted by Siyang on May 30, 2022	18.5202 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.33 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2588.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	600.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	251.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	351.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	852.0 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	884.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1330.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	714.1 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	2043.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	520.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	626.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	685.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	411.8 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	55.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-6-methoxypyrene	COC1=C2C=CC3=C4C(C=CC(C=C1)=C24)=C(O)C=C3	3892.2	Standard polar	33892256
1-Hydroxy-6-methoxypyrene	COC1=C2C=CC3=C4C(C=CC(C=C1)=C24)=C(O)C=C3	2516.1	Standard non polar	33892256
1-Hydroxy-6-methoxypyrene	COC1=C2C=CC3=C4C(C=CC(C=C1)=C24)=C(O)C=C3	2843.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-6-methoxypyrene,1TMS,isomer #1	COC1=CC=C2C=CC3=C(O[Si](C)(C)C)C=CC4=CC=C1C2=C43	2757.3	Semi standard non polar	33892256
1-Hydroxy-6-methoxypyrene,1TBDMS,isomer #1	COC1=CC=C2C=CC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=CC=C1C2=C43	2951.7	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 - 1-Hydroxy-6-methoxypyrene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0090000000-eb02c22c97c0fe1a6fac	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-6-methoxypyrene GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-7097000000-3b7255be860c427cf333	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-6-methoxypyrene 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 - 1-Hydroxy-6-methoxypyrene 10V, Positive-QTOF	splash10-0002-0090000000-0f66aea215535c89d7c3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 20V, Positive-QTOF	splash10-0002-0090000000-7deac0c2053ae68b4196	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 40V, Positive-QTOF	splash10-05rr-0980000000-79fa863d9ccd7312b98d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 10V, Negative-QTOF	splash10-0002-0090000000-722a11e7f3b16ebf4c12	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 20V, Negative-QTOF	splash10-0002-0090000000-f0cfe0759cf8c35d5d90	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 40V, Negative-QTOF	splash10-0f89-0090000000-161f16a0c77b411d756e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 10V, Positive-QTOF	splash10-0002-0090000000-140d8cc4609091d4d3fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 20V, Positive-QTOF	splash10-0002-0090000000-140d8cc4609091d4d3fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 40V, Positive-QTOF	splash10-014i-0090000000-9f96bf051188564614f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 10V, Negative-QTOF	splash10-0002-0090000000-f260cc0b3e8f99c0fbe0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 20V, Negative-QTOF	splash10-0002-0090000000-6b0d15ecfee785f4d1a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-6-methoxypyrene 40V, Negative-QTOF	splash10-017i-0690000000-34343ad682e6ef3b7382	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18261

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9543292

PDB ID

Not Available

ChEBI ID

81612

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. HemK methyltransferase family member 1

General function:: Not Available
Specific function:: N5-glutamine methyltransferase responsible for the methylation of the GGQ triplet of the mitochondrial translation release factor MTRF1L.
Gene Name:: HEMK1
Uniprot ID:: Q9Y5R4
Molecular weight:: Not Available

Reactions

1-Hydroxy-6-methoxypyrene + CH3-R → 1,6-Dimethoxypyrene + R	details

Enzyme Details

2. Methyltransferase-like protein 2B

General function:: Not Available
Specific function:: Probable methyltransferase (By similarity).
Gene Name:: METTL2B
Uniprot ID:: Q6P1Q9
Molecular weight:: Not Available

Reactions

1-Hydroxy-6-methoxypyrene + CH3-R → 1,6-Dimethoxypyrene + R	details

Enzyme Details

3. Methyltransferase-like protein 6

General function:: Not Available
Specific function:: Probable methyltransferase (By similarity).
Gene Name:: METTL6
Uniprot ID:: Q8TCB7
Molecular weight:: Not Available

Reactions

1-Hydroxy-6-methoxypyrene + CH3-R → 1,6-Dimethoxypyrene + R	details

Enzyme Details

4. Uncharacterized methyltransferase WBSCR22

General function:: Not Available
Specific function:: Methyltransferase that may act on DNA.
Gene Name:: WBSCR22
Uniprot ID:: O43709
Molecular weight:: Not Available

Reactions

1-Hydroxy-6-methoxypyrene + CH3-R → 1,6-Dimethoxypyrene + R	details

Showing metabocard for 1-Hydroxy-6-methoxypyrene (HMDB0060321)

MOL for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

3D MOL for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

3D SDF for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

3D-SDF for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

PDB for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

3D PDB for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

SMILES for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

INCHI for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

Structure for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

3D Structure for HMDB0060321 (1-Hydroxy-6-methoxypyrene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions