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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:32 UTC

Update Date

2023-02-21 17:22:21 UTC

HMDB ID

HMDB0032567

Secondary Accession Numbers

HMDB32567

Metabolite Identification

Common Name

Hexylresorcinol

Description

Hexylresorcinol, also known as adrover or antascarin, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. The agent also demonstrates mild antiseptic activity as well as an apparent anti-inflammatory, demulcent action . Moreover, such studies have also shown that hexylresorcinol is seemingly capable of dose-dependent induction of SCC-9 cell apoptosis as well as the inhibition of transglutaminase-2 enzyme activity which can facilitate chemotherapy resistance . Hexylresorcinol is a potentially toxic compound. Hexylresorcinol belongs to the family of Resorcinols. Regarding the metabolism of hexylresorcinol, it has been reported that excretion of the compound in the urine is largely in the form of an ethereal sulfate conjugate. Ultimately, it is also reported that glutathione depletion increases tyrosinase activity in human melanoma cells, which makes hexylresorcinol's effects on tyrosinase desirable . Nevertheless, it is useful for hexylresorcinol to have both anesthetic and certain antiseptic actions for its use in treating various relatively self-limiting scrapes and sore throats that are treated by the over-the-counter products that feature the compound. It is proposed that hexylresorcinol can bind to tyrosinase directly and inhibits its enzyme activity . It can be found in topical applications for minor skin infections and in oral solutions or throat lozenges for pain relief and first aid antiseptic.

Structure

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

HMDB0032567
     RDKit          3D
Hexylresorcinol
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.6193    1.1575   -0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506    0.8234    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0921   -0.6830    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.0906    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5603   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -1.0475    0.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9012   -0.6302   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -1.4894   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8392   -1.0284   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2765    0.2837   -1.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4465    0.7421   -1.7615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069    1.1295   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306    0.6661    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5735    1.5763    0.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998    2.1827   -0.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5422    1.1313   -1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    0.3976   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111    1.2997   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1466    1.2708    1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8803   -1.0651    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034   -1.1322   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508   -0.6839    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -2.1884    0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    0.5451   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683   -0.9799   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6342   -0.6304    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -2.1552    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -2.5380   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848   -1.6791   -1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7352    1.6804   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8030    2.1656   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766    2.5294    1.0222 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
M  END

  Mrv1652305271900152D          

 14 14  0  0  0  0            999 V2000
   -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
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 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
    2.8579    4.1250    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
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032567

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC1=C(O)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3

> <INCHI_KEY>
WFJIVOKAWHGMBH-UHFFFAOYSA-N

> <FORMULA>
C12H18O2

> <MOLECULAR_WEIGHT>
194.2701

> <EXACT_MASS>
194.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.978834395187228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hexylbenzene-1,3-diol

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
4.102379887

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.910620947081043

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.552104799647893

> <JCHEM_PKA_STRONGEST_BASIC>
-5.620601061009045

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
58.06600000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxana

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032567
     RDKit          3D
Hexylresorcinol
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.6193    1.1575   -0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506    0.8234    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0921   -0.6830    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.0906    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5603   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -1.0475    0.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9012   -0.6302   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -1.4894   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8392   -1.0284   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2765    0.2837   -1.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4465    0.7421   -1.7615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069    1.1295   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306    0.6661    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5735    1.5763    0.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998    2.1827   -0.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5422    1.1313   -1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    0.3976   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111    1.2997   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1466    1.2708    1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8803   -1.0651    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034   -1.1322   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508   -0.6839    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -2.1884    0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    0.5451   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683   -0.9799   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6342   -0.6304    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -2.1552    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -2.5380   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848   -1.6791   -1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7352    1.6804   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8030    2.1656   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766    2.5294    1.0222 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668  10.010   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334  10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   10                                                       
CONECT    7    8   10                                                       
CONECT    8    7   11                                                       
CONECT    9   11   12                                                       
CONECT   10    6    7   12                                                  
CONECT   11    8    9   13                                                  
CONECT   12    9   10   14                                                  
CONECT   13   11                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0032567
HETATM    1  C1  UNL     1       4.619   1.157  -0.520  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.251   0.823   0.081  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.092  -0.683   0.128  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.774  -1.091   0.708  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.596  -0.560  -0.087  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.648  -1.047   0.610  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.901  -0.630  -0.026  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.671  -1.489  -0.782  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.839  -1.028  -1.351  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.277   0.284  -1.191  1.00  0.00           C  
HETATM   11  O1  UNL     1      -5.447   0.742  -1.762  1.00  0.00           O  
HETATM   12  C11 UNL     1      -3.507   1.130  -0.440  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.331   0.666   0.133  1.00  0.00           C  
HETATM   14  O2  UNL     1      -1.574   1.576   0.898  1.00  0.00           O  
HETATM   15  H1  UNL     1       4.900   2.183  -0.214  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.542   1.131  -1.618  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.357   0.398  -0.138  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.511   1.300  -0.587  1.00  0.00           H  
HETATM   19  H5  UNL     1       3.147   1.271   1.081  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.880  -1.065   0.824  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.203  -1.132  -0.857  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.751  -0.684   1.760  1.00  0.00           H  
HETATM   23  H9  UNL     1       1.698  -2.188   0.833  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.664   0.545  -0.112  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.668  -0.980  -1.111  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.634  -0.630   1.643  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.560  -2.155   0.683  1.00  0.00           H  
HETATM   28  H14 UNL     1      -2.366  -2.538  -0.937  1.00  0.00           H  
HETATM   29  H15 UNL     1      -4.485  -1.679  -1.961  1.00  0.00           H  
HETATM   30  H16 UNL     1      -5.735   1.680  -1.632  1.00  0.00           H  
HETATM   31  H17 UNL     1      -3.803   2.166  -0.283  1.00  0.00           H  
HETATM   32  H18 UNL     1      -1.877   2.529   1.022  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   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   14
CONECT   14   32
END

HMDB0032567
     RDKit          3D
Hexylresorcinol
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.6193    1.1575   -0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506    0.8234    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0921   -0.6830    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -1.0906    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5603   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -1.0475    0.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9012   -0.6302   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707   -1.4894   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8392   -1.0284   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2765    0.2837   -1.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4465    0.7421   -1.7615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069    1.1295   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306    0.6661    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5735    1.5763    0.8978 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998    2.1827   -0.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5422    1.1313   -1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    0.3976   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111    1.2997   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1466    1.2708    1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8803   -1.0651    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2034   -1.1322   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508   -0.6839    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -2.1884    0.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    0.5451   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683   -0.9799   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6342   -0.6304    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -2.1552    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -2.5380   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848   -1.6791   -1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7352    1.6804   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8030    2.1656   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766    2.5294    1.0222 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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Dihydroxy-4-hexylbenzene	HMDB
1,3-Dihydroxy-4-N-hexylbenzene	HMDB
1-(2',4'-Dihydroxyphenyl)hexane	HMDB
1-(2,4-Dihydroxyphenyl)hexane	HMDB
4-(1-Hexyl)resorcinol	HMDB
4-Hexyl-1,3-dihydroxybenzene	HMDB
4-Hexyl-benzenediol	HMDB
4-Hexylbenzene-1,3-diol	HMDB
4-Hexylresorcine	HMDB
4-Hexylresorcinol, 8ci	HMDB
4-N-Hexylresorcinol	HMDB
Adrover	HMDB
Antascarin	HMDB
Ascaricid	HMDB
Ascarinol	HMDB
Ascaryl	HMDB
Caprokol	HMDB
Everfresh	HMDB
Gelovermin	HMDB
Hexylresorcin	HMDB
Hexylresorcinol, ban, usan	HMDB
Hidesol	HMDB
Mycoderm	HMDB
Oxana	HMDB
p-Hexylresorcinol	HMDB
Prensol	HMDB
4 Hexylresorcinol	HMDB
4-Hexylresorcinol	HMDB

Chemical Formula

C₁₂H₁₈O₂

Average Molecular Weight

194.2701

Monoisotopic Molecular Weight

194.13067982

IUPAC Name

4-hexylbenzene-1,3-diol

Traditional Name

oxana

CAS Registry Number

136-77-6

SMILES

CCCCCCC1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3

InChI Key

WFJIVOKAWHGMBH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted 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

Cellular substructure

Membrane (HMDB: HMDB0032567)
Cell membrane (HMDB: HMDB0032567)

Source

Exogenous

Exogenous (HMDB: HMDB0032567)

Food

Food (HMDB: HMDB0032567)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0032567)

Endogenous

Endogenous (HMDB: HMDB0032567)

Process

Not Available

Role

Industrial application

Personal care product

Personal care product (HMDB: HMDB0032567)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0032567)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	68 - 70 °C	Not Available
Boiling Point	334.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.5 mg/mL at 18 °C	Not Available
LogP	3.45	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	128.958	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000801

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.45 g/L	ALOGPS
logP	3.77	ALOGPS
logP	4.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.55	ChemAxon
pKa (Strongest Basic)	-5.6	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	58.07 m³·mol⁻¹	ChemAxon
Polarizability	22.98 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DarkChem	[M+H]+	146.76	31661259
DarkChem	[M-H]-	144.585	31661259
DeepCCS	[M+H]+	153.928	30932474
DeepCCS	[M-H]-	149.952	30932474
DeepCCS	[M-2H]-	187.632	30932474
DeepCCS	[M+Na]+	163.296	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.3	32859911
AllCCS	[M+NH4]+	150.2	32859911
AllCCS	[M+Na]+	151.3	32859911
AllCCS	[M-H]-	150.4	32859911
AllCCS	[M+Na-2H]-	151.3	32859911
AllCCS	[M+HCOO]-	152.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexylresorcinol	CCCCCCC1=C(O)C=C(O)C=C1	2871.0	Standard polar	33892256
Hexylresorcinol	CCCCCCC1=C(O)C=C(O)C=C1	1772.1	Standard non polar	33892256
Hexylresorcinol	CCCCCCC1=C(O)C=C(O)C=C1	1817.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexylresorcinol,1TMS,isomer #1	CCCCCCC1=CC=C(O)C=C1O[Si](C)(C)C	1826.9	Semi standard non polar	33892256
Hexylresorcinol,1TMS,isomer #2	CCCCCCC1=CC=C(O[Si](C)(C)C)C=C1O	1788.4	Semi standard non polar	33892256
Hexylresorcinol,2TMS,isomer #1	CCCCCCC1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	1795.8	Semi standard non polar	33892256
Hexylresorcinol,1TBDMS,isomer #1	CCCCCCC1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C	2058.7	Semi standard non polar	33892256
Hexylresorcinol,1TBDMS,isomer #2	CCCCCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O	2030.3	Semi standard non polar	33892256
Hexylresorcinol,2TBDMS,isomer #1	CCCCCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2233.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Hexylresorcinol EI-B (Non-derivatized)	splash10-00di-0900000000-5e9f9f102fe32a7d43f9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexylresorcinol EI-B (Non-derivatized)	splash10-00di-0900000000-5e9f9f102fe32a7d43f9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexylresorcinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-8900000000-4e5e556980dc8bd1d331	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexylresorcinol GC-MS (2 TMS) - 70eV, Positive	splash10-00di-9063000000-e620b81ff9d94583eec6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexylresorcinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexylresorcinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-2900000000-6308ed79d3b6955a1373	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylresorcinol 35V, Negative-QTOF	splash10-14i6-0900000000-c198964a68f1b56248da	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylresorcinol 35V, Positive-QTOF	splash10-0002-9000000000-d36cf7a7468f9e76e6e1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 10V, Positive-QTOF	splash10-0002-1900000000-9a35ebd6833ce2968b47	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 20V, Positive-QTOF	splash10-0072-7900000000-522c1354d3d77b67c31d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 40V, Positive-QTOF	splash10-052f-9200000000-f486405347cf920b4e5e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 10V, Negative-QTOF	splash10-0006-0900000000-612668985599fd39beb2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 20V, Negative-QTOF	splash10-0006-0900000000-d7919e3ebc3d7719ce21	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 40V, Negative-QTOF	splash10-0kbg-2900000000-2bbd947a73a6eefa38dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 10V, Positive-QTOF	splash10-0002-1900000000-4841661590c59d22ff70	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 20V, Positive-QTOF	splash10-0a4i-9800000000-d3590da385e2c8d3b0c3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 40V, Positive-QTOF	splash10-0a4j-9600000000-7757ef22e7b09fee1d6f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 10V, Negative-QTOF	splash10-0006-0900000000-c3ede4c1eb6b090e0d1d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 20V, Negative-QTOF	splash10-0006-0900000000-137be053bab13327ef16	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylresorcinol 40V, Negative-QTOF	splash10-00di-5900000000-7818041f3fe4d4d0ea70	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11254

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010499

KNApSAcK ID

C00003550

Chemspider ID

21106121

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexylresorcinol

METLIN ID

Not Available

PubChem Compound

3610

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1203351

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Hexylresorcinol (HMDB0032567)

MOL for HMDB0032567 (Hexylresorcinol)

3D MOL for HMDB0032567 (Hexylresorcinol)

3D SDF for HMDB0032567 (Hexylresorcinol)

3D-SDF for HMDB0032567 (Hexylresorcinol)

PDB for HMDB0032567 (Hexylresorcinol)

3D PDB for HMDB0032567 (Hexylresorcinol)

SMILES for HMDB0032567 (Hexylresorcinol)

INCHI for HMDB0032567 (Hexylresorcinol)

Structure for HMDB0032567 (Hexylresorcinol)

3D Structure for HMDB0032567 (Hexylresorcinol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra