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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:34:19 UTC

Update Date

2021-09-26 22:55:43 UTC

HMDB ID

HMDB0246556

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-O-Methylhonokiol

Description

4-O-Methylhonokiol belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Based on a literature review very few articles have been published on 4-O-Methylhonokiol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-o-methylhonokiol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-O-Methylhonokiol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246556
     RDKit          3D
4-O-Methylhonokiol
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.4266    1.0807    1.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0396   -0.0522    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -0.9420    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -0.3741   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329    0.4613   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    1.0000   -2.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.7072   -2.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    1.3066   -2.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472   -0.1294   -0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -0.4397   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557   -1.7534   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502   -2.0509   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544   -1.0049    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1479   -1.3430    0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375   -2.6860    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4472    0.3057   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3887    1.4237    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6521    1.6701    1.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591    2.8504    2.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    0.5464   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063   -0.6515   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7511    1.6818    2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    1.4522    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8601   -0.3833    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -1.9463    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5413   -1.0131   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723    0.7013   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.6707   -3.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    1.1701   -2.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.5228   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -3.0853   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3040   -3.2411   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0094   -3.2157    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6419   -2.7133    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116    2.3663   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3630    1.2401   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.9106    2.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5350    3.0842    3.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    3.6494    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    1.5798   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.3102    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 16 20  2  0
  9 21  2  0
 21  4  1  0
 20 10  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  END


  Mrv1533004191522582D          

 21 22  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
   -1.4289   -1.6500    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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 12  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  2  0  0  0  0
 14 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246556

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1CC=C)C1=CC(CC=C)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O2/c1-4-6-14-8-10-18(20)17(12-14)15-9-11-19(21-3)16(13-15)7-5-2/h4-5,8-13,20H,1-2,6-7H2,3H3

> <INCHI_KEY>
OQFHJKZVOALSPV-UHFFFAOYSA-N

> <FORMULA>
C19H20O2

> <MOLECULAR_WEIGHT>
280.367

> <EXACT_MASS>
280.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.289180678068945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-methoxy-3-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
5.356376056666667

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.227950216027835

> <JCHEM_PKA_STRONGEST_BASIC>
-4.838266243690769

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
88.21289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[4-methoxy-3-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246556
     RDKit          3D
4-O-Methylhonokiol
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.4266    1.0807    1.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0396   -0.0522    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -0.9420    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -0.3741   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329    0.4613   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    1.0000   -2.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.7072   -2.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    1.3066   -2.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472   -0.1294   -0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -0.4397   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557   -1.7534   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502   -2.0509   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544   -1.0049    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1479   -1.3430    0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375   -2.6860    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4472    0.3057   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3887    1.4237    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6521    1.6701    1.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591    2.8504    2.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    0.5464   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063   -0.6515   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7511    1.6818    2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    1.4522    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8601   -0.3833    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -1.9463    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5413   -1.0131   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723    0.7013   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.6707   -3.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    1.1701   -2.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.5228   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -3.0853   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3040   -3.2411   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0094   -3.2157    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6419   -2.7133    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116    2.3663   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3630    1.2401   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.9106    2.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5350    3.0842    3.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    3.6494    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    1.5798   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.3102    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 16 20  2  0
  9 21  2  0
 21  4  1  0
 20 10  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   12   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0246556
HETATM    1  C1  UNL     1       4.427   1.081   1.604  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.040  -0.052   1.346  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.657  -0.942   0.208  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.523  -0.374  -0.566  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.833   0.461  -1.610  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.806   1.000  -2.343  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.472   0.707  -2.037  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.529   1.307  -2.850  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.147  -0.129  -0.991  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.225  -0.440  -0.625  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.656  -1.753  -0.483  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.950  -2.051  -0.123  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.854  -1.005   0.106  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.148  -1.343   0.466  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.538  -2.686   0.597  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.447   0.306  -0.030  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.389   1.424   0.204  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.652   1.670   1.624  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.359   2.850   2.151  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.152   0.546  -0.389  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.206  -0.652  -0.278  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.751   1.682   2.444  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.596   1.452   1.005  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.860  -0.383   1.964  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.416  -1.946   0.608  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.541  -1.013  -0.453  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.872   0.701  -1.864  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.047   1.671  -3.183  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.455   1.170  -2.747  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.090  -2.523  -0.673  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.234  -3.085  -0.026  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.304  -3.241  -0.349  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.009  -3.216   1.403  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.642  -2.713   0.707  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.012   2.366  -0.265  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.363   1.240  -0.345  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.078   0.911   2.241  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.535   3.084   3.199  1.00  0.00           H  
HETATM   39  H18 UNL     1      -2.921   3.649   1.540  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.857   1.580  -0.477  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.966  -1.310   0.545  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   24
CONECT    3    4   25   26
CONECT    4    5    5   21
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8    9
CONECT    8   29
CONECT    9   10   21   21
CONECT   10   11   11   20
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   16
CONECT   14   15
CONECT   15   32   33   34
CONECT   16   17   20   20
CONECT   17   18   35   36
CONECT   18   19   19   37
CONECT   19   38   39
CONECT   20   40
CONECT   21   41
END

HMDB0246556
     RDKit          3D
4-O-Methylhonokiol
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.4266    1.0807    1.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0396   -0.0522    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -0.9420    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -0.3741   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329    0.4613   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    1.0000   -2.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.7072   -2.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    1.3066   -2.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472   -0.1294   -0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -0.4397   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557   -1.7534   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502   -2.0509   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544   -1.0049    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1479   -1.3430    0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375   -2.6860    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4472    0.3057   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3887    1.4237    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6521    1.6701    1.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591    2.8504    2.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    0.5464   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063   -0.6515   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7511    1.6818    2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    1.4522    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8601   -0.3833    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -1.9463    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5413   -1.0131   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723    0.7013   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466    1.6707   -3.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4552    1.1701   -2.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.5228   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -3.0853   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3040   -3.2411   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0094   -3.2157    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6419   -2.7133    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116    2.3663   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3630    1.2401   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778    0.9106    2.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5350    3.0842    3.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9210    3.6494    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8567    1.5798   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.3102    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 16 20  2  0
  9 21  2  0
 21  4  1  0
 20 10  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Methoxyhonokiol	ChEMBL
4'-O-Methylhonokiol	ChEMBL
4-O-Methylhonokiol	ChEMBL

Chemical Formula

C₁₉H₂₀O₂

Average Molecular Weight

280.367

Monoisotopic Molecular Weight

280.146329884

IUPAC Name

2-[4-methoxy-3-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

Traditional Name

2-[4-methoxy-3-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1CC=C)C1=CC(CC=C)=CC=C1O

InChI Identifier

InChI=1S/C19H20O2/c1-4-6-14-8-10-18(20)17(12-14)15-9-11-19(21-3)16(13-15)7-5-2/h4-5,8-13,20H,1-2,6-7H2,3H3

InChI Key

OQFHJKZVOALSPV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	5.26	ALOGPS
logP	5.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.23	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	6	ChemAxon
Refractivity	88.21 m³·mol⁻¹	ChemAxon
Polarizability	32.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	164.417	30932474
DeepCCS	[M-H]-	162.059	30932474
DeepCCS	[M-2H]-	195.116	30932474
DeepCCS	[M+Na]+	170.51	30932474
AllCCS	[M+H]+	169.1	32859911
AllCCS	[M+H-H2O]+	165.7	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.1	32859911
AllCCS	[M-H]-	171.0	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	19.5519 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.51 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2712.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	587.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	252.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	345.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	511.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	801.8 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	843.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1778.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	728.5 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	1622.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	597.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	538.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	447.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	317.0 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-O-Methylhonokiol	COC1=CC=C(C=C1CC=C)C1=CC(CC=C)=CC=C1O	3170.8	Standard polar	33892256
4-O-Methylhonokiol	COC1=CC=C(C=C1CC=C)C1=CC(CC=C)=CC=C1O	2272.1	Standard non polar	33892256
4-O-Methylhonokiol	COC1=CC=C(C=C1CC=C)C1=CC(CC=C)=CC=C1O	2417.0	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 - 4-O-Methylhonokiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uy0-1090000000-4b2b48f3e0b1200f4665	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Methylhonokiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Methylhonokiol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-O-Methylhonokiol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - 4-O-Methylhonokiol 10V, Positive-QTOF	splash10-001i-0090000000-026190d2b909d12443bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylhonokiol 20V, Positive-QTOF	splash10-0nud-0190000000-ba1f07a79e87a3e48f15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylhonokiol 40V, Positive-QTOF	splash10-00bi-0290000000-9747e0371d4e11438b35	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylhonokiol 10V, Negative-QTOF	splash10-004i-0090000000-006d3533a979a1f55882	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylhonokiol 20V, Negative-QTOF	splash10-004i-0090000000-9061f50ea7ba6589ff03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-O-Methylhonokiol 40V, Negative-QTOF	splash10-00ei-0090000000-cfeafc0a6fdd9d5abe05	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

136692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4-O-Methylhonokiol

METLIN ID

Not Available

PubChem Compound

155160

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 4-O-Methylhonokiol (HMDB0246556)

MOL for HMDB0246556 (4-O-Methylhonokiol)

3D MOL for HMDB0246556 (4-O-Methylhonokiol)

3D SDF for HMDB0246556 (4-O-Methylhonokiol)

3D-SDF for HMDB0246556 (4-O-Methylhonokiol)

PDB for HMDB0246556 (4-O-Methylhonokiol)

3D PDB for HMDB0246556 (4-O-Methylhonokiol)

SMILES for HMDB0246556 (4-O-Methylhonokiol)

INCHI for HMDB0246556 (4-O-Methylhonokiol)

Structure for HMDB0246556 (4-O-Methylhonokiol)

3D Structure for HMDB0246556 (4-O-Methylhonokiol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra