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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:32:13 UTC

Update Date

2021-09-26 23:08:13 UTC

HMDB ID

HMDB0254305

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Magnolol

Description

Magnolol 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. Magnolol is an extremely weak basic (essentially neutral) compound (based on its pKa). Magnolol is an organic compound that is classified as lignan. It is known to act on the GABAA receptors in rat cells in vitro as well as having antifungal properties. It has anti-periodontal disease activity in a rat model. It is a bioactive compound found in the bark of the Houpu magnolia (Magnolia officinalis) or in M. grandiflora. Magnolol has a number of osteoblast-stimulating and osteoclast-inhibiting activities in cell culture and has been suggested as a candidate for screening for anti-osteoporosis activity. The compound exists at the level of a few percent in the bark of species of magnolia, the extracts of which have been used in traditional Chinese and Japanese medicine. Structural analogues have been studied and found to be strong allosteric modulators of GABAA.Magnolol is also binding in dimeric mode to PPARγ, acting as an agonist of this nuclear receptor. In addition to magnolol, related lignans occur in the extracts including honokiol, which is an isomer of magnolol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Magnolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Magnolol 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

HMDB0254305
     RDKit          3D
Magnolol
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.1752   -0.2446   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722   -0.7113    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -1.1864   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3489    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189    0.2976    1.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    1.0347    2.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    1.1350    1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    1.8652    2.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818    0.4603    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.5368   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.4728    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8636   -0.4332   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7823   -1.5485   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1223   -1.3903   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1825   -1.3431   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832    0.6331   -1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549    1.6231   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    1.6004   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    2.6191   -1.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627   -0.2720   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -0.1710   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1379    0.0769   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -0.7806    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918   -1.1848   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8245   -2.2692    0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744    0.2483    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    1.5483    3.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    2.3444    3.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278   -1.3090    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542   -1.6301    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3100   -2.4949   -0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2637   -1.3126   -1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0896   -1.4168    1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1623   -1.2260   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1603    0.6475   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    2.4692   -2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.3978   -1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899   -0.7914   -1.1910 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  1  0
 13 14  1  0
 14 15  2  3
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  9 20  2  0
 20  4  1  0
 18 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv0541 05041407442D          

 20 21  0  0  0  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    0.0000    2.4750    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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    2.1434    2.0625    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
    2.8579    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
    2.8579    3.3000    0.0000 O   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
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 13  5  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18 10  1  0  0  0  0
 18 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254305

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=C(CC=C)C=C1)C1=C(O)C=CC(CC=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2

> <INCHI_KEY>
VVOAZFWZEDHOOU-UHFFFAOYSA-N

> <FORMULA>
C18H18O2

> <MOLECULAR_WEIGHT>
266.3343

> <EXACT_MASS>
266.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.906336276624707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
5.210482000666667

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.550435594858216

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.690144067387822

> <JCHEM_PKA_STRONGEST_BASIC>
-6.082619348829444

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
83.7306

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
magnolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254305
     RDKit          3D
Magnolol
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.1752   -0.2446   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722   -0.7113    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -1.1864   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3489    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189    0.2976    1.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    1.0347    2.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    1.1350    1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    1.8652    2.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818    0.4603    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.5368   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.4728    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8636   -0.4332   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7823   -1.5485   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1223   -1.3903   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1825   -1.3431   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832    0.6331   -1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549    1.6231   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    1.6004   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    2.6191   -1.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627   -0.2720   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -0.1710   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1379    0.0769   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -0.7806    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918   -1.1848   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8245   -2.2692    0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744    0.2483    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    1.5483    3.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    2.3444    3.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278   -1.3090    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542   -1.6301    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3100   -2.4949   -0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2637   -1.3126   -1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0896   -1.4168    1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1623   -1.2260   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1603    0.6475   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    2.4692   -2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.3978   -1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899   -0.7914   -1.1910 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  1  0
 13 14  1  0
 14 15  2  3
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  9 20  2  0
 20  4  1  0
 18 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   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   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   13                                                       
CONECT    6    4   14                                                       
CONECT    7    9   13                                                       
CONECT    8   10   14                                                       
CONECT    9    7   17                                                       
CONECT   10    8   18                                                       
CONECT   11   13   15                                                       
CONECT   12   14   16                                                       
CONECT   13    5    7   11                                                  
CONECT   14    6    8   12                                                  
CONECT   15   11   16   17                                                  
CONECT   16   12   15   18                                                  
CONECT   17    9   15   19                                                  
CONECT   18   10   16   20                                                  
CONECT   19   17                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0254305
HETATM    1  C1  UNL     1       6.175  -0.245  -0.730  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.272  -0.711   0.102  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.931  -1.186  -0.266  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.896  -0.349   0.387  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.119   0.298   1.581  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.097   1.035   2.166  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.864   1.135   1.582  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.172   1.865   2.144  1.00  0.00           O  
HETATM    9  C8  UNL     1       0.682   0.460   0.369  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.667   0.537  -0.213  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.592  -0.473   0.038  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.864  -0.433  -0.523  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.782  -1.549  -0.223  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.122  -1.390  -0.820  1.00  0.00           C  
HETATM   15  C14 UNL     1      -6.182  -1.343  -0.034  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.183   0.633  -1.333  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.255   1.623  -1.571  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.987   1.600  -1.022  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.044   2.619  -1.268  1.00  0.00           O  
HETATM   20  C18 UNL     1       1.663  -0.272  -0.236  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.999  -0.171  -1.778  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.138   0.077  -0.333  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.514  -0.781   1.181  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.792  -1.185  -1.386  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.825  -2.269   0.009  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.074   0.248   2.079  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.249   1.548   3.093  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.017   2.344   3.018  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.328  -1.309   0.683  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.854  -1.630   0.888  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.310  -2.495  -0.629  1.00  0.00           H  
HETATM   32  H12 UNL     1      -5.264  -1.313  -1.899  1.00  0.00           H  
HETATM   33  H13 UNL     1      -6.090  -1.417   1.036  1.00  0.00           H  
HETATM   34  H14 UNL     1      -7.162  -1.226  -0.463  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.160   0.647  -1.752  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.511   2.469  -2.211  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.266   3.398  -1.855  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.490  -0.791  -1.191  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   23
CONECT    3    4   24   25
CONECT    4    5    5   20
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8    9
CONECT    8   28
CONECT    9   10   20   20
CONECT   10   11   11   18
CONECT   11   12   29
CONECT   12   13   16   16
CONECT   13   14   30   31
CONECT   14   15   15   32
CONECT   15   33   34
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19
CONECT   19   37
CONECT   20   38
END

HMDB0254305
     RDKit          3D
Magnolol
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.1752   -0.2446   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722   -0.7113    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9311   -1.1864   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3489    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189    0.2976    1.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    1.0347    2.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    1.1350    1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    1.8652    2.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818    0.4603    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.5368   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.4728    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8636   -0.4332   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7823   -1.5485   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1223   -1.3903   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1825   -1.3431   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832    0.6331   -1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2549    1.6231   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    1.6004   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    2.6191   -1.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627   -0.2720   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988   -0.1710   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1379    0.0769   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -0.7806    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918   -1.1848   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8245   -2.2692    0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744    0.2483    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    1.5483    3.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    2.3444    3.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278   -1.3090    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542   -1.6301    0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3100   -2.4949   -0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2637   -1.3126   -1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0896   -1.4168    1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1623   -1.2260   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1603    0.6475   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    2.4692   -2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.3978   -1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899   -0.7914   -1.1910 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  1  0
 13 14  1  0
 14 15  2  3
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  9 20  2  0
 20  4  1  0
 18 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,5'-Diallyl-2,2'-dihydroxybiphenyl	MeSH

Chemical Formula

C₁₈H₁₈O₂

Average Molecular Weight

266.3343

Monoisotopic Molecular Weight

266.13067982

IUPAC Name

2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

Traditional Name

magnolol

CAS Registry Number

Not Available

SMILES

OC1=C(C=C(CC=C)C=C1)C1=C(O)C=CC(CC=C)=C1

InChI Identifier

InChI=1S/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2

InChI Key

VVOAZFWZEDHOOU-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
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

biphenyls (CHEBI:6643 )
Neolignans (C10651 )

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	4.72	ALOGPS
logP	5.21	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.73 m³·mol⁻¹	ChemAxon
Polarizability	29.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	170.701	30932474
DeepCCS	[M-H]-	168.343	30932474
DeepCCS	[M-2H]-	201.23	30932474
DeepCCS	[M+Na]+	176.794	30932474
AllCCS	[M+H]+	163.9	32859911
AllCCS	[M+H-H2O]+	160.1	32859911
AllCCS	[M+NH4]+	167.5	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	164.5	32859911
AllCCS	[M+Na-2H]-	164.0	32859911
AllCCS	[M+HCOO]-	163.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.6738 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.29 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2424.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	491.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	293.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	498.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	793.1 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	782.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1565.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	713.8 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	1596.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	553.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	521.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	416.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	208.0 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Magnolol	OC1=C(C=C(CC=C)C=C1)C1=C(O)C=CC(CC=C)=C1	3478.9	Standard polar	33892256
Magnolol	OC1=C(C=C(CC=C)C=C1)C1=C(O)C=CC(CC=C)=C1	2083.2	Standard non polar	33892256
Magnolol	OC1=C(C=C(CC=C)C=C1)C1=C(O)C=CC(CC=C)=C1	2376.2	Semi standard non polar	33892256

Spectra

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

C00000591

Chemspider ID

Not Available

KEGG Compound ID

C10651

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Magnolol

METLIN ID

Not Available

PubChem Compound

72300

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 Magnolol (HMDB0254305)

MOL for HMDB0254305 (Magnolol)

3D MOL for HMDB0254305 (Magnolol)

3D SDF for HMDB0254305 (Magnolol)

3D-SDF for HMDB0254305 (Magnolol)

PDB for HMDB0254305 (Magnolol)

3D PDB for HMDB0254305 (Magnolol)

SMILES for HMDB0254305 (Magnolol)

INCHI for HMDB0254305 (Magnolol)

Structure for HMDB0254305 (Magnolol)

3D Structure for HMDB0254305 (Magnolol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized