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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:26:29 UTC

Update Date

2021-09-26 23:06:18 UTC

HMDB ID

HMDB0253212

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Honokiol

Description

Honokiol 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. Honokiol is an extremely weak basic (essentially neutral) compound (based on its pKa). Honokiol induces caspase-dependent apoptosis in a TRAIL-mediated manner, and potentiates the pro-apoptotic effects of doxorubicin and other etoposides. This compound has been identified in human blood as reported by (PMID: 31557052 ). Honokiol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Honokiol 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

HMDB0253212
     RDKit          3D
Honokiol
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.9016    2.0929   -0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2141    2.1461    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8486    1.0484    1.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251   -0.0323    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8208   -1.0783    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -2.0892   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7889   -2.0296   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081   -3.0336   -0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -1.0070    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -0.9331    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -2.0628    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -2.0575    0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2261   -0.8809    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5892   -0.8168   -0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    0.2365   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850    1.5306   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    1.5717   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838    1.8312   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.2296   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.0129    0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1897    2.9193   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3753    1.2616   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455    2.9886    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675    0.6435    2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1669    1.4704    2.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -1.0582    0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7469   -2.9031   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6089   -3.8047   -1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6335   -2.9724    0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -2.9191    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -1.6237    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140    1.8857   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    2.2827    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0153    1.3932    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621    1.8616   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618    2.0213   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797    1.1106   -0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817    0.7898    1.3438 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 15 19  2  0
  9 20  2  0
 20  4  1  0
 19 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
 12 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv1533004251517012D          

 20 21  0  0  0  0            999 V2000
    0.0000    0.8250    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
    0.7145   -0.4125    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
    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   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   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
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253212

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
FVYXIJYOAGAUQK-UHFFFAOYSA-N

> <FORMULA>
C18H18O2

> <MOLECULAR_WEIGHT>
266.34

> <EXACT_MASS>
266.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.16982615531196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
5.210482000666667

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.53958689318358

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.839819945738014

> <JCHEM_PKA_STRONGEST_BASIC>
-6.026182953638078

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
83.73060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
honokiol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253212
     RDKit          3D
Honokiol
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.9016    2.0929   -0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2141    2.1461    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8486    1.0484    1.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251   -0.0323    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8208   -1.0783    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -2.0892   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7889   -2.0296   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081   -3.0336   -0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -1.0070    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -0.9331    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -2.0628    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -2.0575    0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2261   -0.8809    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5892   -0.8168   -0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    0.2365   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850    1.5306   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    1.5717   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838    1.8312   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.2296   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.0129    0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1897    2.9193   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3753    1.2616   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455    2.9886    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675    0.6435    2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1669    1.4704    2.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -1.0582    0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7469   -2.9031   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6089   -3.8047   -1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6335   -2.9724    0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -2.9191    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -1.6237    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140    1.8857   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    2.2827    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0153    1.3932    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621    1.8616   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618    2.0213   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797    1.1106   -0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817    0.7898    1.3438 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 15 19  2  0
  9 20  2  0
 20  4  1  0
 19 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
 12 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   1.540   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       1.334  -0.770   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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7                                                            
CONECT   11    6   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0253212
HETATM    1  C1  UNL     1      -3.902   2.093  -0.465  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.214   2.146   0.821  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.849   1.048   1.745  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.125  -0.032   1.023  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.821  -1.078   0.454  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.167  -2.089  -0.217  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.789  -2.030  -0.307  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.108  -3.034  -0.977  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.054  -1.007   0.245  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.409  -0.933   0.157  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.167  -2.063   0.401  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.544  -2.058   0.336  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.226  -0.881   0.014  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.589  -0.817  -0.066  1.00  0.00           O  
HETATM   15  C13 UNL     1       2.471   0.237  -0.227  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.085   1.531  -0.570  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.549   1.572  -0.452  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.284   1.831  -1.510  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.077   0.230  -0.161  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.754  -0.013   0.910  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.190   2.919  -1.103  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.375   1.262  -0.893  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.746   2.989   1.243  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.767   0.644   2.230  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.167   1.470   2.526  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.891  -1.058   0.564  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.747  -2.903  -0.656  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.609  -3.805  -1.397  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.633  -2.972   0.650  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.150  -2.919   0.520  1.00  0.00           H  
HETATM   31  H11 UNL     1       5.150  -1.624   0.107  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.714   1.886  -1.554  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.687   2.283   0.174  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.015   1.393   0.495  1.00  0.00           H  
HETATM   35  H15 UNL     1       6.362   1.862  -1.424  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.862   2.021  -2.491  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.480   1.111  -0.351  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.182   0.790   1.344  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   19
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   15
CONECT   14   31
CONECT   15   16   19   19
CONECT   16   17   32   33
CONECT   17   18   18   34
CONECT   18   35   36
CONECT   19   37
CONECT   20   38
END

HMDB0253212
     RDKit          3D
Honokiol
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.9016    2.0929   -0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2141    2.1461    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8486    1.0484    1.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251   -0.0323    1.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8208   -1.0783    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -2.0892   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7889   -2.0296   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081   -3.0336   -0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -1.0070    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -0.9331    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -2.0628    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -2.0575    0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2261   -0.8809    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5892   -0.8168   -0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    0.2365   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850    1.5306   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    1.5717   -0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838    1.8312   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.2296   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -0.0129    0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1897    2.9193   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3753    1.2616   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7455    2.9886    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675    0.6435    2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1669    1.4704    2.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -1.0582    0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7469   -2.9031   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6089   -3.8047   -1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6335   -2.9724    0.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -2.9191    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -1.6237    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140    1.8857   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    2.2827    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0153    1.3932    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3621    1.8616   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618    2.0213   -2.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797    1.1106   -0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817    0.7898    1.3438 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 15 19  2  0
  9 20  2  0
 20  4  1  0
 19 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
 12 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₂

Average Molecular Weight

266.34

Monoisotopic Molecular Weight

266.13067982

IUPAC Name

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

Traditional Name

honokiol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

FVYXIJYOAGAUQK-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:5759 )
Neolignans (C10630 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	4.7	ALOGPS
logP	5.21	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-6	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	30.17 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]+	169.144	30932474
DeepCCS	[M-H]-	166.786	30932474
DeepCCS	[M-2H]-	199.672	30932474
DeepCCS	[M+Na]+	175.237	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Honokiol	OC1=C(CC=C)C=C(C=C1)C1=C(O)C=CC(CC=C)=C1	3610.9	Standard polar	33892256
Honokiol	OC1=C(CC=C)C=C(C=C1)C1=C(O)C=CC(CC=C)=C1	2245.8	Standard non polar	33892256
Honokiol	OC1=C(CC=C)C=C(C=C1)C1=C(O)C=CC(CC=C)=C1	2455.8	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 - Honokiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002r-0090000000-d21034f533dcc0cc4201	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Honokiol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Positive-QTOF	splash10-014i-0490000000-a93db94aa7cc0f1eca67	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Positive-QTOF	splash10-014i-0090000000-45baa6bd1ec2da6ec7be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Negative-QTOF	splash10-014i-0090000000-f144732517e114cd4bff	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 50V, Negative-QTOF	splash10-00dj-0890000000-a13969d1af5965ff5f44	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Negative-QTOF	splash10-014i-0090000000-b30550d3bb50bab86dfd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 30V, Negative-QTOF	splash10-00di-0190000000-a2cfaa7a3e04201a9f70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 50V, Positive-QTOF	splash10-0uxu-0910000000-f0d77694f8eb15f271cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 30V, Positive-QTOF	splash10-052b-0940000000-c14721478c821cb46709	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 35V, Negative-QTOF	splash10-01b9-0090000000-93436b56def77ef80c45	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 50V, Negative-QTOF	splash10-00e9-1890000000-6969b61c744590d23394	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 6V, Negative-QTOF	splash10-014i-0090000000-de203782d6744284030e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 30V, Negative-QTOF	splash10-00di-0190000000-07c1bcd75722df2481bb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Negative-QTOF	splash10-014i-0090000000-d6300c7cf03b6ed3dfc5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 30V, Negative-QTOF	splash10-00di-0190000000-031c834fe696a9b4ad30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 50V, Negative-QTOF	splash10-00ea-0950000000-2eab0a2b980af8a68bc3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 6V, Positive-QTOF	splash10-014i-0090000000-5b8b475ecc29254db72f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 6V, Positive-QTOF	splash10-00di-0190000000-b1ddcde9d0c01c6b6dbc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Positive-QTOF	splash10-014i-0090000000-c825886f22a9b93dbafb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 10V, Positive-QTOF	splash10-014r-0390000000-721b2a72e28ca5589650	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 6V, Positive-QTOF	splash10-00di-0190000000-3bbcc0035d4b0ca55163	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 6V, Positive-QTOF	splash10-0uxu-0910000000-fc83f570f8cf2306bb41	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 30V, Positive-QTOF	splash10-0002-0940000000-7313e9b043fe2f269298	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 50V, Positive-QTOF	splash10-01si-0910000000-6ca3fada5d3b0e5ead60	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 6V, Positive-QTOF	splash10-00di-0190000000-e6cab5e7127cc8d42aef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Honokiol 50V, Positive-QTOF	splash10-016r-0900000000-0cb6b87ca15b6c7b3a9a	2021-09-20	HMDB team, MONA	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

C00002609

Chemspider ID

Not Available

KEGG Compound ID

C10630

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Honokiol

METLIN ID

Not Available

PubChem Compound

72303

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 Honokiol (HMDB0253212)

MOL for HMDB0253212 (Honokiol)

3D MOL for HMDB0253212 (Honokiol)

3D SDF for HMDB0253212 (Honokiol)

3D-SDF for HMDB0253212 (Honokiol)

PDB for HMDB0253212 (Honokiol)

3D PDB for HMDB0253212 (Honokiol)

SMILES for HMDB0253212 (Honokiol)

INCHI for HMDB0253212 (Honokiol)

Structure for HMDB0253212 (Honokiol)

3D Structure for HMDB0253212 (Honokiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra