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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:20:00 UTC

Update Date

2021-09-26 22:59:21 UTC

HMDB ID

HMDB0248849

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bakuchiol

Description

Bakuchiol belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review very few articles have been published on Bakuchiol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bakuchiol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bakuchiol 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

HMDB0248849
     RDKit          3D
Bakuchiol
 43 43  0  0  0  0  0  0  0  0999 V2000
    0.7410   -3.0522   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -2.7903    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1660   -1.4028    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -1.4668    2.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1769   -0.7859    0.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3634    0.3685    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668    0.9715    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    2.2058   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9232    2.8607   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0919    2.2693   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2973    2.9195   -0.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618    1.0601    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.4268    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507   -0.5996    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -1.2420    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7456   -0.6580   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    0.3458   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3755    0.6470   -1.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9295    1.2547   -1.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617   -4.0454   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378   -2.2618   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -3.5971    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465   -1.6456    3.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719   -0.4573    2.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300   -2.2676    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.3022    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869    0.8762   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    2.6900   -1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    3.8074   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8509    2.7585   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9876    0.5855    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8637   -0.5319    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -0.4690   -0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    0.4059    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -2.3211    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601   -1.2480    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -1.2388    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0486   -0.1781   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.5097   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4042    1.0060   -2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    0.7109   -2.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    2.0889   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    1.7927   -0.7144 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
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13  7  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

  Mrv1533004171501542D          

 19 19  0  0  0  0            999 V2000
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    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    4.5375    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    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  6  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248849

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC(C)(C=C)C=CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3

> <INCHI_KEY>
LFYJSSARVMHQJB-UHFFFAOYSA-N

> <FORMULA>
C18H24O

> <MOLECULAR_WEIGHT>
256.389

> <EXACT_MASS>
256.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.523645909508673

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl)phenol

> <ALOGPS_LOGP>
6.06

> <JCHEM_LOGP>
5.624947392

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.528192746886448

> <JCHEM_PKA_STRONGEST_BASIC>
-5.947957449317028

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
85.4711

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl)phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0248849
     RDKit          3D
Bakuchiol
 43 43  0  0  0  0  0  0  0  0999 V2000
    0.7410   -3.0522   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -2.7903    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1660   -1.4028    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -1.4668    2.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1769   -0.7859    0.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3634    0.3685    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668    0.9715    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    2.2058   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9232    2.8607   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0919    2.2693   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2973    2.9195   -0.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618    1.0601    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.4268    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507   -0.5996    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -1.2420    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7456   -0.6580   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    0.3458   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3755    0.6470   -1.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9295    1.2547   -1.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617   -4.0454   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378   -2.2618   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -3.5971    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465   -1.6456    3.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719   -0.4573    2.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300   -2.2676    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.3022    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869    0.8762   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    2.6900   -1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    3.8074   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8509    2.7585   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9876    0.5855    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8637   -0.5319    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -0.4690   -0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    0.4059    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -2.3211    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601   -1.2480    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -1.2388    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0486   -0.1781   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.5097   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4042    1.0060   -2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    0.7109   -2.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    2.0889   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    1.7927   -0.7144 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
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13  7  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.127   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.207   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.977   4.826   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+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   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   10                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19    2                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0248849
HETATM    1  C1  UNL     1       0.741  -3.052  -0.549  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.081  -2.790   0.446  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.166  -1.403   0.961  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.470  -1.467   2.437  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.177  -0.786   0.780  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.363   0.369   0.179  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.667   0.971   0.001  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.739   2.206  -0.656  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.923   2.861  -0.875  1.00  0.00           C  
HETATM   10  C10 UNL     1       5.092   2.269  -0.425  1.00  0.00           C  
HETATM   11  O1  UNL     1       6.297   2.919  -0.639  1.00  0.00           O  
HETATM   12  C11 UNL     1       5.062   1.060   0.223  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.852   0.427   0.428  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.251  -0.600   0.244  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.566  -1.242   0.436  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.746  -0.658  -0.175  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.956   0.346  -0.946  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.376   0.647  -1.384  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.930   1.255  -1.472  1.00  0.00           C  
HETATM   20  H1  UNL     1       0.862  -4.045  -0.984  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.338  -2.262  -0.975  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.669  -3.597   0.858  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.447  -1.646   3.032  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.872  -0.457   2.727  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.230  -2.268   2.615  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.054  -1.302   1.156  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.487   0.876  -0.193  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.832   2.690  -1.019  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.929   3.807  -1.384  1.00  0.00           H  
HETATM   30  H11 UNL     1       6.851   2.759  -1.489  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.988   0.586   0.583  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.864  -0.532   0.945  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.904  -0.469  -0.790  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.230   0.406   0.754  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.509  -2.321   0.087  1.00  0.00           H  
HETATM   36  H17 UNL     1      -2.760  -1.248   1.558  1.00  0.00           H  
HETATM   37  H18 UNL     1      -4.693  -1.239   0.106  1.00  0.00           H  
HETATM   38  H19 UNL     1      -6.049  -0.178  -1.159  1.00  0.00           H  
HETATM   39  H20 UNL     1      -5.686   1.510  -0.737  1.00  0.00           H  
HETATM   40  H21 UNL     1      -5.404   1.006  -2.415  1.00  0.00           H  
HETATM   41  H22 UNL     1      -2.303   0.711  -2.229  1.00  0.00           H  
HETATM   42  H23 UNL     1      -3.380   2.089  -2.087  1.00  0.00           H  
HETATM   43  H24 UNL     1      -2.333   1.793  -0.714  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4    5   14
CONECT    4   23   24   25
CONECT    5    6    6   26
CONECT    6    7   27
CONECT    7    8    8   13
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   11   30
CONECT   12   13   13   31
CONECT   13   32
CONECT   14   15   33   34
CONECT   15   16   35   36
CONECT   16   17   17   37
CONECT   17   18   19
CONECT   18   38   39   40
CONECT   19   41   42   43
END

HMDB0248849
     RDKit          3D
Bakuchiol
 43 43  0  0  0  0  0  0  0  0999 V2000
    0.7410   -3.0522   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -2.7903    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1660   -1.4028    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -1.4668    2.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1769   -0.7859    0.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3634    0.3685    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668    0.9715    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    2.2058   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9232    2.8607   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0919    2.2693   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2973    2.9195   -0.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618    1.0601    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.4268    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507   -0.5996    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -1.2420    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7456   -0.6580   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561    0.3458   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3755    0.6470   -1.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9295    1.2547   -1.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617   -4.0454   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378   -2.2618   -0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -3.5971    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4465   -1.6456    3.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719   -0.4573    2.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300   -2.2676    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.3022    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869    0.8762   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    2.6900   -1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    3.8074   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8509    2.7585   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9876    0.5855    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8637   -0.5319    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -0.4690   -0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297    0.4059    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -2.3211    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601   -1.2480    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -1.2388    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0486   -0.1781   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.5097   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4042    1.0060   -2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    0.7109   -2.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    2.0889   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    1.7927   -0.7144 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
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
 13  7  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₄O

Average Molecular Weight

256.389

Monoisotopic Molecular Weight

256.182715393

IUPAC Name

4-(3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl)phenol

Traditional Name

4-(3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl)phenol

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)(C=C)C=CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3

InChI Key

LFYJSSARVMHQJB-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Aromatic monoterpenoid
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
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 (HMDB: HMDB0248849)

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	6.06	ALOGPS
logP	5.62	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.53	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85.47 m³·mol⁻¹	ChemAxon
Polarizability	31.52 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	168.133	30932474
DeepCCS	[M-H]-	165.776	30932474
DeepCCS	[M-2H]-	198.662	30932474
DeepCCS	[M+Na]+	174.227	30932474
AllCCS	[M+H]+	163.7	32859911
AllCCS	[M+H-H2O]+	160.1	32859911
AllCCS	[M+NH4]+	167.1	32859911
AllCCS	[M+Na]+	168.1	32859911
AllCCS	[M-H]-	166.4	32859911
AllCCS	[M+Na-2H]-	166.4	32859911
AllCCS	[M+HCOO]-	166.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bakuchiol	CC(C)=CCCC(C)(C=C)C=CC1=CC=C(O)C=C1	2991.8	Standard polar	33892256
Bakuchiol	CC(C)=CCCC(C)(C=C)C=CC1=CC=C(O)C=C1	1983.4	Standard non polar	33892256
Bakuchiol	CC(C)=CCCC(C)(C=C)C=CC1=CC=C(O)C=C1	2110.9	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 - Bakuchiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mo-9640000000-540171871923515e7b8c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bakuchiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bakuchiol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bakuchiol 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 - Bakuchiol 10V, Positive-QTOF	splash10-066r-5950000000-eb18d2c86c4a886b7ad1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakuchiol 20V, Positive-QTOF	splash10-05o0-9800000000-fec506d8d80409140053	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakuchiol 40V, Positive-QTOF	splash10-0693-9700000000-49c5a6c29991de2b26d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakuchiol 10V, Negative-QTOF	splash10-0aor-0890000000-5a373eebf3dfb7873bec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakuchiol 20V, Negative-QTOF	splash10-0a4i-1490000000-596b03b3b90e748a4d29	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakuchiol 40V, Negative-QTOF	splash10-014i-2900000000-b7acaaa9e3bdd9687c79	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

C00029787

Chemspider ID

437610

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bakuchiol

METLIN ID

Not Available

PubChem Compound

500216

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 Bakuchiol (HMDB0248849)

MOL for HMDB0248849 (Bakuchiol)

3D MOL for HMDB0248849 (Bakuchiol)

3D SDF for HMDB0248849 (Bakuchiol)

3D-SDF for HMDB0248849 (Bakuchiol)

PDB for HMDB0248849 (Bakuchiol)

3D PDB for HMDB0248849 (Bakuchiol)

SMILES for HMDB0248849 (Bakuchiol)

INCHI for HMDB0248849 (Bakuchiol)

Structure for HMDB0248849 (Bakuchiol)

3D Structure for HMDB0248849 (Bakuchiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra