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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:55:58 UTC

Update Date

2022-03-07 03:17:43 UTC

HMDB ID

HMDB0060355

Secondary Accession Numbers

HMDB60355

Metabolite Identification

Common Name

2-Polyprenyl-6-methoxyphenol

Description

2-Polyprenyl-6-methoxyphenol belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. 2-Polyprenyl-6-methoxyphenol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060355
     RDKit          3D
2-Polyprenyl-6-methoxyphenol
 43 43  0  0  0  0  0  0  0  0999 V2000
   -5.5562   -1.8592    1.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -1.7172    1.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242   -0.5993    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1066    0.3590    0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    1.4654   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    1.6088   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    0.6473   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385    0.8607   -1.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2953    1.3123   -1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    0.7223   -1.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.4347   -2.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056    1.2641   -0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4149    0.1003    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    0.4378    1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6462   -0.2161    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7435    0.1204    2.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509   -1.2972    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -0.4275   -0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970   -1.4131   -0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5321   -2.7426    2.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8095   -0.9269    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4139   -1.9903    1.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576    0.2462    0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6541    2.2173   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    2.4759   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461   -0.0790   -2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.5860   -2.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935    2.1748   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991   -1.3854   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916   -0.3867   -3.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -0.4114   -2.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    2.0784    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790    1.5408   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.7737   -0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -0.2513    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    1.2261    2.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5190   -0.6902    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431    1.0411    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    0.2646    3.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061   -1.6600    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6780   -0.8280   -0.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716   -2.1468    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964   -1.5129   -0.6512 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  7 18  2  0
 18 19  1  0
 18  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
M  END


  Mrv0541 05161317552D          

 19 19  0  0  0  0            999 V2000
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  2  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  4  1  0  0  0  0
 19 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060355

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(C\C=C(/C)CCC=C(C)C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O2/c1-13(2)7-5-8-14(3)11-12-15-9-6-10-16(19-4)17(15)18/h6-7,9-11,18H,5,8,12H2,1-4H3/b14-11+

> <INCHI_KEY>
ZNGWNKADFSBHQZ-SDNWHVSQSA-N

> <FORMULA>
C17H24O2

> <MOLECULAR_WEIGHT>
260.3713

> <EXACT_MASS>
260.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
30.91392849261888

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-6-methoxyphenol

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
4.900290503000001

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.7884599250942

> <JCHEM_PKA_STRONGEST_BASIC>
-4.892153646445838

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
82.54749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-6-methoxyphenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060355
     RDKit          3D
2-Polyprenyl-6-methoxyphenol
 43 43  0  0  0  0  0  0  0  0999 V2000
   -5.5562   -1.8592    1.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -1.7172    1.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242   -0.5993    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1066    0.3590    0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    1.4654   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    1.6088   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    0.6473   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385    0.8607   -1.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2953    1.3123   -1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    0.7223   -1.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.4347   -2.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056    1.2641   -0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4149    0.1003    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    0.4378    1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6462   -0.2161    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7435    0.1204    2.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509   -1.2972    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -0.4275   -0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970   -1.4131   -0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5321   -2.7426    2.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8095   -0.9269    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4139   -1.9903    1.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576    0.2462    0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6541    2.2173   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    2.4759   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461   -0.0790   -2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.5860   -2.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935    2.1748   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991   -1.3854   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916   -0.3867   -3.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -0.4114   -2.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    2.0784    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790    1.5408   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.7737   -0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -0.2513    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    1.2261    2.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5190   -0.6902    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431    1.0411    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    0.2646    3.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061   -1.6600    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6780   -0.8280   -0.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716   -2.1468    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964   -1.5129   -0.6512 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  7 18  2  0
 18 19  1  0
 18  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  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      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   19                                                            
CONECT    5    7    8                                                       
CONECT    6    9   10                                                       
CONECT    7    5   13                                                       
CONECT    8    5   14                                                       
CONECT    9    6   15                                                       
CONECT   10    6   16                                                       
CONECT   11   12   14                                                       
CONECT   12   11   15                                                       
CONECT   13    1    2    7                                                  
CONECT   14    3    8   11                                                  
CONECT   15    9   12   17                                                  
CONECT   16   10   17   19                                                  
CONECT   17   15   16   18                                                  
CONECT   18   17                                                            
CONECT   19    4   16                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0060355
HETATM    1  C1  UNL     1      -5.556  -1.859   1.742  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.328  -1.717   1.054  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.124  -0.599   0.257  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.107   0.359   0.139  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.889   1.465  -0.657  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.693   1.609  -1.330  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.681   0.647  -1.224  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.438   0.861  -1.959  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.295   1.312  -1.166  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.880   0.722  -1.251  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.182  -0.435  -2.138  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.006   1.264  -0.380  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.415   0.100   0.496  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.510   0.438   1.423  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.646  -0.216   1.364  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.744   0.120   2.291  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.851  -1.297   0.373  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.924  -0.428  -0.435  1.00  0.00           C  
HETATM   19  O2  UNL     1      -1.997  -1.413  -0.273  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.532  -2.743   2.401  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.809  -0.927   2.325  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.414  -1.990   1.031  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.058   0.246   0.674  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.654   2.217  -0.752  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.509   2.476  -1.960  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.146  -0.079  -2.501  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.634   1.586  -2.806  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.394   2.175  -0.465  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.999  -1.385  -1.631  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.692  -0.387  -3.123  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.292  -0.411  -2.405  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.624   2.078   0.258  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.879   1.541  -0.992  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.706  -0.774  -0.109  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.557  -0.251   1.129  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.368   1.226   2.150  1.00  0.00           H  
HETATM   37  H18 UNL     1       6.519  -0.690   2.332  1.00  0.00           H  
HETATM   38  H19 UNL     1       6.243   1.041   1.950  1.00  0.00           H  
HETATM   39  H20 UNL     1       5.410   0.265   3.330  1.00  0.00           H  
HETATM   40  H21 UNL     1       5.906  -1.660   0.386  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.678  -0.828  -0.635  1.00  0.00           H  
HETATM   42  H23 UNL     1       4.172  -2.147   0.492  1.00  0.00           H  
HETATM   43  H24 UNL     1      -1.096  -1.513  -0.651  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8   18   18
CONECT    8    9   26   27
CONECT    9   10   10   28
CONECT   10   11   12
CONECT   11   29   30   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   15   15   36
CONECT   15   16   17
CONECT   16   37   38   39
CONECT   17   40   41   42
CONECT   18   19
CONECT   19   43
END

HMDB0060355
     RDKit          3D
2-Polyprenyl-6-methoxyphenol
 43 43  0  0  0  0  0  0  0  0999 V2000
   -5.5562   -1.8592    1.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -1.7172    1.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242   -0.5993    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1066    0.3590    0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    1.4654   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930    1.6088   -1.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    0.6473   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385    0.8607   -1.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2953    1.3123   -1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    0.7223   -1.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -0.4347   -2.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056    1.2641   -0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4149    0.1003    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    0.4378    1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6462   -0.2161    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7435    0.1204    2.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509   -1.2972    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -0.4275   -0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970   -1.4131   -0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5321   -2.7426    2.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8095   -0.9269    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4139   -1.9903    1.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576    0.2462    0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6541    2.2173   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    2.4759   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461   -0.0790   -2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339    1.5860   -2.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935    2.1748   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9991   -1.3854   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916   -0.3867   -3.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -0.4114   -2.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    2.0784    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790    1.5408   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.7737   -0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -0.2513    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    1.2261    2.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5190   -0.6902    2.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431    1.0411    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    0.2646    3.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061   -1.6600    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6780   -0.8280   -0.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716   -2.1468    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964   -1.5129   -0.6512 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  7 18  2  0
 18 19  1  0
 18  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₄O₂

Average Molecular Weight

260.3713

Monoisotopic Molecular Weight

260.177630012

IUPAC Name

2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-6-methoxyphenol

Traditional Name

2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-6-methoxyphenol

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(C\C=C(/C)CCC=C(C)C)=C1O

InChI Identifier

InChI=1S/C17H24O2/c1-13(2)7-5-8-14(3)11-12-15-9-6-10-16(19-4)17(15)18/h6-7,9-11,18H,5,8,12H2,1-4H3/b14-11+

InChI Key

ZNGWNKADFSBHQZ-SDNWHVSQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Methoxyphenol
Monocyclic monoterpenoid
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060355)

Source

Exogenous

Exogenous (HMDB: HMDB0060355)

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	0.014 g/L	ALOGPS
logP	5.26	ALOGPS
logP	4.9	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.79	ChemAxon
pKa (Strongest Basic)	-4.9	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	6	ChemAxon
Refractivity	82.55 m³·mol⁻¹	ChemAxon
Polarizability	30.91 Å³	ChemAxon
Number of Rings	1	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]+	163.545	31661259
DarkChem	[M-H]-	164.793	31661259
DeepCCS	[M+H]+	169.263	30932474
DeepCCS	[M-H]-	166.905	30932474
DeepCCS	[M-2H]-	199.858	30932474
DeepCCS	[M+Na]+	175.356	30932474
AllCCS	[M+H]+	164.2	32859911
AllCCS	[M+H-H2O]+	160.6	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	167.1	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	167.6	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.	9.53 minutes	32390414
Predicted by Siyang on May 30, 2022	18.4817 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.42 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2933.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	526.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	233.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	286.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	171.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	767.9 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	749.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1743.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	684.2 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	1219.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	552.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	339.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	468.6 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Polyprenyl-6-methoxyphenol	COC1=CC=CC(C\C=C(/C)CCC=C(C)C)=C1O	3012.4	Standard polar	33892256
2-Polyprenyl-6-methoxyphenol	COC1=CC=CC(C\C=C(/C)CCC=C(C)C)=C1O	1958.5	Standard non polar	33892256
2-Polyprenyl-6-methoxyphenol	COC1=CC=CC(C\C=C(/C)CCC=C(C)C)=C1O	2020.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Polyprenyl-6-methoxyphenol,1TMS,isomer #1	COC1=CC=CC(C/C=C(\C)CCC=C(C)C)=C1O[Si](C)(C)C	2106.6	Semi standard non polar	33892256
2-Polyprenyl-6-methoxyphenol,1TBDMS,isomer #1	COC1=CC=CC(C/C=C(\C)CCC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2344.6	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-Polyprenyl-6-methoxyphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002p-6940000000-f77e77b223707add66a2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Polyprenyl-6-methoxyphenol GC-MS (1 TMS) - 70eV, Positive	splash10-014i-6295000000-1e0625c9fcca39f74556	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Polyprenyl-6-methoxyphenol 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-Polyprenyl-6-methoxyphenol 10V, Positive-QTOF	splash10-03di-0390000000-0caa81647541c71fbe18	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 20V, Positive-QTOF	splash10-07jr-5940000000-3a7173740bfd39297a62	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 40V, Positive-QTOF	splash10-066r-9300000000-80a5c7aacbfb2da4ce77	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 10V, Negative-QTOF	splash10-0a4i-0090000000-430991d78c9034830645	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 20V, Negative-QTOF	splash10-0a4i-0190000000-50dad96272fb0c8a83f3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 40V, Negative-QTOF	splash10-05p6-4950000000-a21bbe50736bb7476adb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 10V, Positive-QTOF	splash10-03ei-4970000000-d461a01c032a87b6cd47	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 20V, Positive-QTOF	splash10-000l-9800000000-7937c1e37a377b209f61	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 40V, Positive-QTOF	splash10-00mx-9600000000-968bba761d82a0465324	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 10V, Negative-QTOF	splash10-0a4i-0090000000-76a43e8100be778197fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 20V, Negative-QTOF	splash10-0ab9-0950000000-5a254aa7a00b03fd73fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Polyprenyl-6-methoxyphenol 40V, Negative-QTOF	splash10-0a4i-3960000000-fc1038934ed32a192c6d	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

C17552

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173939

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

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 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Ubiquinone biosynthesis monooxygenase COQ6

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: COQ6
Uniprot ID:: Q9Y2Z9
Molecular weight:: Not Available

Reactions

2-Polyprenyl-6-methoxyphenol + Oxygen → 2-Polyprenyl-6-methoxy-1,4-benzoquinone + Water	details

Showing metabocard for 2-Polyprenyl-6-methoxyphenol (HMDB0060355)

MOL for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

3D MOL for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

3D SDF for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

3D-SDF for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

PDB for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

3D PDB for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

SMILES for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

INCHI for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

Structure for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

3D Structure for HMDB0060355 (2-Polyprenyl-6-methoxyphenol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions