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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:07:14 UTC

Update Date

2021-09-26 23:05:55 UTC

HMDB ID

HMDB0252966

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Guaiol

Description

Guaiol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Guaiol is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Guaiol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Guaiol 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

HMDB0252966
     RDKit          3D
Guaiol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.3678    2.5959    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915    1.9529   -0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376    2.2902    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871    1.4874   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515    0.4033    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524   -0.5907   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6919    0.0222   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -1.6040    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -1.2303   -1.1911 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -0.2873    1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7865   -0.4302    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514    0.4867   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585   -0.1504   -1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256   -1.5658   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -1.7481    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048   -1.8688    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    3.7074    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    2.3409    0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    2.3861    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615    2.4226   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1935    3.3954    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    2.1162    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317    1.0673   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9629    2.1828   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1467    0.9110    1.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239    0.3056    0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2078   -0.7457   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    0.8766   -1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.1907    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649   -1.8610    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605   -2.5244    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -1.9588   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.2244    2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -1.2849    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589   -0.2071   -0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995    0.3366   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -1.6225   -1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -2.2932   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -2.5943    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -2.8202    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -1.9507    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8516   -0.9822    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12  2  1  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv0541 02241216282D          

 16 17  0  0  0  0            999 V2000
    0.2426   -1.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804   -1.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286   -0.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804    0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286   -0.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383   -0.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9432   -0.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    0.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6998    1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7809    1.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2138    1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6475    1.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9432    0.7687    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
  2  8  1  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
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252966

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2=C1CC(CCC2C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3

> <INCHI_KEY>
TWVJWDMOZJXUID-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.675551355739366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-ol

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.417108399333333

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.369380173649528

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8876331120456963

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.2409

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252966
     RDKit          3D
Guaiol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.3678    2.5959    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915    1.9529   -0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376    2.2902    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871    1.4874   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515    0.4033    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524   -0.5907   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6919    0.0222   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -1.6040    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -1.2303   -1.1911 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -0.2873    1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7865   -0.4302    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514    0.4867   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585   -0.1504   -1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256   -1.5658   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -1.7481    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048   -1.8688    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    3.7074    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    2.3409    0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    2.3861    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615    2.4226   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1935    3.3954    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    2.1162    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317    1.0673   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9629    2.1828   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1467    0.9110    1.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239    0.3056    0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2078   -0.7457   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    0.8766   -1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.1907    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649   -1.8610    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605   -2.5244    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -1.9588   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.2244    2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -1.2849    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589   -0.2071   -0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995    0.3366   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -1.6225   -1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -2.2932   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -2.5943    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -2.8202    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -1.9507    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8516   -0.9822    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12  2  1  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.453  -3.551   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.150  -2.039   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.360  -1.587   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.964  -0.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.360   1.134   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.150   1.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.360   0.379   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.360  -1.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.871  -1.587   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.627  -0.226   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.720   0.982   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.173   2.342   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.324   3.551   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.266   2.342   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.209   3.401   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.627   1.435   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    7   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    5   13   15   16                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0252966
HETATM    1  C1  UNL     1      -2.368   2.596   0.522  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.291   1.953  -0.323  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.038   2.290   0.272  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.087   1.487  -0.476  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.551   0.403   0.471  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.452  -0.591  -0.205  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.692   0.022  -0.771  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.884  -1.604   0.856  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.736  -1.230  -1.191  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.402  -0.287   1.156  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.787  -0.430   0.306  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.451   0.487  -0.376  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.458  -0.150  -1.275  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.926  -1.566  -1.356  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.453  -1.748   0.085  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.705  -1.869   0.933  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.237   3.707   0.398  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.379   2.341   0.158  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.203   2.386   1.585  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.361   2.423  -1.330  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.193   3.395   0.098  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.085   2.116   1.367  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.732   1.067  -1.413  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.963   2.183  -0.595  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.147   0.911   1.258  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.424   0.306   0.026  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.208  -0.746  -1.384  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.494   0.877  -1.447  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.785  -1.191   1.878  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.965  -1.861   0.723  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.261  -2.524   0.817  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.220  -1.959  -1.638  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.121   0.224   2.124  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.787  -1.285   1.486  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.459  -0.207  -0.825  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.500   0.337  -2.268  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.031  -1.623  -1.985  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.707  -2.293  -1.622  1.00  0.00           H  
HETATM   39  H23 UNL     1      -0.775  -2.594   0.194  1.00  0.00           H  
HETATM   40  H24 UNL     1      -2.659  -2.820   1.526  1.00  0.00           H  
HETATM   41  H25 UNL     1      -3.626  -1.951   0.321  1.00  0.00           H  
HETATM   42  H26 UNL     1      -2.852  -0.982   1.587  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   12   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   10   25
CONECT    6    7    8    9
CONECT    7   26   27   28
CONECT    8   29   30   31
CONECT    9   32
CONECT   10   11   33   34
CONECT   11   12   12   15
CONECT   12   13
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   39
CONECT   16   40   41   42
END

HMDB0252966
     RDKit          3D
Guaiol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.3678    2.5959    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915    1.9529   -0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376    2.2902    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871    1.4874   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515    0.4033    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524   -0.5907   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6919    0.0222   -0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -1.6040    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -1.2303   -1.1911 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -0.2873    1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7865   -0.4302    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514    0.4867   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585   -0.1504   -1.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256   -1.5658   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533   -1.7481    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048   -1.8688    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    3.7074    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    2.3409    0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    2.3861    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615    2.4226   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1935    3.3954    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    2.1162    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317    1.0673   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9629    2.1828   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1467    0.9110    1.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239    0.3056    0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2078   -0.7457   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    0.8766   -1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854   -1.1907    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649   -1.8610    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605   -2.5244    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -1.9588   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.2244    2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -1.2849    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589   -0.2071   -0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995    0.3366   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308   -1.6225   -1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -2.2932   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -2.5943    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -2.8202    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -1.9507    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8516   -0.9822    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12  2  1  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-ol

Traditional Name

2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-ol

CAS Registry Number

Not Available

SMILES

CC1CCC2=C1CC(CCC2C)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3

InChI Key

TWVJWDMOZJXUID-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0252966)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Industrial application

Fragrance (HMDB: HMDB0252966)

Agriculture

Pesticide (HMDB: HMDB0252966)

Pesticide

Termitifuge (HMDB: HMDB0252966)

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	4.48	ALOGPS
logP	3.42	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	19.37	ChemAxon
pKa (Strongest Basic)	-0.89	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	1	ChemAxon
Refractivity	69.24 m³·mol⁻¹	ChemAxon
Polarizability	27.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.914	30932474
DeepCCS	[M-H]-	154.556	30932474
DeepCCS	[M-2H]-	188.75	30932474
DeepCCS	[M+Na]+	163.766	30932474
AllCCS	[M+H]+	152.9	32859911
AllCCS	[M+H-H2O]+	149.2	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.4	32859911
AllCCS	[M-H]-	160.9	32859911
AllCCS	[M+Na-2H]-	161.5	32859911
AllCCS	[M+HCOO]-	162.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	19.0841 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2483.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	637.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	234.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	311.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	319.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	871.5 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	912.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	151.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1445.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	507.5 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	1493.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	572.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	512.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	682.3 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
Guaiol	CC1CCC2=C1CC(CCC2C)C(C)(C)O	2109.7	Standard polar	33892256
Guaiol	CC1CCC2=C1CC(CCC2C)C(C)(C)O	1580.8	Standard non polar	33892256
Guaiol	CC1CCC2=C1CC(CCC2C)C(C)(C)O	1608.9	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 - Guaiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5920000000-b1998e8ca3576afc9c11	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guaiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guaiol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guaiol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Guaiol 10V, Positive-QTOF	splash10-0ab9-0290000000-61375dc316dc2219e112	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 20V, Positive-QTOF	splash10-0ck9-1960000000-e759121787c962ebeb23	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 40V, Positive-QTOF	splash10-0k9j-7900000000-ecaf7c0558717a19f053	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 10V, Negative-QTOF	splash10-00di-0090000000-7141419fafebe20ba6b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 20V, Negative-QTOF	splash10-0229-0490000000-8376d2e7d98faa2bfbad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 40V, Negative-QTOF	splash10-0c04-2920000000-037f21a9bfa03adaccd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 10V, Positive-QTOF	splash10-0ab9-1490000000-8a99f36da68e1f1dcd48	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 20V, Positive-QTOF	splash10-0600-5940000000-12e277a0b115464a78a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 40V, Positive-QTOF	splash10-004i-9200000000-7248db8af22b47ee88aa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guaiol 40V, Negative-QTOF	splash10-014j-0590000000-0ef00443a792b18059fd	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

FDB014357

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Guaiol

METLIN ID

Not Available

PubChem Compound

521245

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 Guaiol (HMDB0252966)

MOL for HMDB0252966 (Guaiol)

3D MOL for HMDB0252966 (Guaiol)

3D SDF for HMDB0252966 (Guaiol)

3D-SDF for HMDB0252966 (Guaiol)

PDB for HMDB0252966 (Guaiol)

3D PDB for HMDB0252966 (Guaiol)

SMILES for HMDB0252966 (Guaiol)

INCHI for HMDB0252966 (Guaiol)

Structure for HMDB0252966 (Guaiol)

3D Structure for HMDB0252966 (Guaiol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra