Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:27:04 UTC

Update Date

2021-09-26 23:06:19 UTC

HMDB ID

HMDB0253220

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-O-Hexyl-2,3,5-trimethylhydroquinone

Description

HX-1171, also known as HTHQ-2,3,5, belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring. HX-1171 is an extremely weak basic (essentially neutral) compound (based on its pKa). Hx 1171 is under investigation in clinical trial NCT01548391 (A Phase I Clinical Study Study of the Safety, Tolerability, and Pharmacokinetics of HX-1171 in Healthy Male Subjects). This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-o-hexyl-2,3,5-trimethylhydroquinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-O-Hexyl-2,3,5-trimethylhydroquinone 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

HMDB0253220
     RDKit          3D
1-O-Hexyl-2,3,5-trimethylhydroquinone
 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.2738   -0.8218    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0545   -0.0972   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5796    1.3099   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    1.4095    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    0.6944   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8795    0.8133    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0972    0.1480   -0.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146   -0.0007   -0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    0.5064    1.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492    0.3257    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9877    0.8730    2.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.3858    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706   -0.5864    0.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.9108   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -1.6822   -1.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172   -0.7125   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161   -1.2733   -2.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3336   -0.7592    1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6574   -0.4842    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646   -1.9021    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490   -0.6600   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0343   -0.0287   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753    1.8315    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    1.8488   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0076    2.4911    0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    1.0474    1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4561   -0.3698   -0.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617    1.1435   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381    1.8772    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0280    0.3638    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760    1.0584    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7146    1.6715    2.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1953    1.2495    3.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5583    0.0378    3.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9318   -0.2344    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -2.4075   -2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -0.9545   -2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458   -2.2948   -1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266   -0.8092   -2.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880   -2.3675   -2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -0.9584   -3.0079 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv1572004221603042D          

 17 17  0  0  0  0            999 V2000
   -3.5724    3.7125    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
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    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
   -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
    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
    1.4289    4.9500    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
    3.5724    5.3625    0.0000 O   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
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11 10  1  0  0  0  0
 12  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17  9  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253220

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCOC1=CC(C)=C(O)C(C)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-5-6-7-8-9-17-14-10-11(2)15(16)13(4)12(14)3/h10,16H,5-9H2,1-4H3

> <INCHI_KEY>
ATMNQRRJNBCQJO-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.355

> <EXACT_MASS>
236.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.373719805892296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(hexyloxy)-2,3,6-trimethylphenol

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
5.265309741333333

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.754615823467843

> <JCHEM_PKA_STRONGEST_BASIC>
-4.823289025604564

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
72.7013

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(hexyloxy)-2,3,6-trimethylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253220
     RDKit          3D
1-O-Hexyl-2,3,5-trimethylhydroquinone
 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.2738   -0.8218    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0545   -0.0972   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5796    1.3099   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    1.4095    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    0.6944   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8795    0.8133    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0972    0.1480   -0.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146   -0.0007   -0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    0.5064    1.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492    0.3257    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9877    0.8730    2.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.3858    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706   -0.5864    0.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.9108   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -1.6822   -1.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172   -0.7125   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161   -1.2733   -2.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3336   -0.7592    1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6574   -0.4842    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646   -1.9021    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490   -0.6600   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0343   -0.0287   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753    1.8315    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    1.8488   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0076    2.4911    0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    1.0474    1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4561   -0.3698   -0.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617    1.1435   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381    1.8772    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0280    0.3638    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760    1.0584    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7146    1.6715    2.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1953    1.2495    3.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5583    0.0378    3.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9318   -0.2344    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -2.4075   -2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -0.9545   -2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458   -2.2948   -1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266   -0.8092   -2.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880   -2.3675   -2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -0.9584   -3.0079 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   7.700   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  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668  10.010   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   17                                                       
CONECT   10   11   14                                                       
CONECT   11    2   10   15                                                  
CONECT   12    3   13   14                                                  
CONECT   13    4   12   15                                                  
CONECT   14   10   12   17                                                  
CONECT   15   11   13   16                                                  
CONECT   16   15                                                            
CONECT   17    9   14                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0253220
HETATM    1  C1  UNL     1      -5.274  -0.822   0.709  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.054  -0.097  -0.588  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.580   1.310  -0.365  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.288   1.409   0.378  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.191   0.694  -0.386  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.880   0.813   0.399  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.097   0.148  -0.331  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.415  -0.001  -0.010  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.005   0.506   1.135  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.349   0.326   1.412  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.988   0.873   2.648  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.109  -0.386   0.505  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.471  -0.586   0.755  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.566  -0.911  -0.650  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.375  -1.682  -1.639  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.217  -0.712  -0.898  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.616  -1.273  -2.142  1.00  0.00           C  
HETATM   18  H1  UNL     1      -6.334  -0.759   1.033  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.657  -0.484   1.542  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.065  -1.902   0.560  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.349  -0.660  -1.235  1.00  0.00           H  
HETATM   22  H5  UNL     1      -6.034  -0.029  -1.114  1.00  0.00           H  
HETATM   23  H6  UNL     1      -5.375   1.832   0.244  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.464   1.849  -1.322  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.008   2.491   0.399  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.322   1.047   1.418  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.456  -0.370  -0.532  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.062   1.144  -1.379  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.638   1.877   0.518  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.028   0.364   1.405  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.376   1.058   1.821  1.00  0.00           H  
HETATM   32  H15 UNL     1       4.715   1.672   2.427  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.195   1.249   3.325  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.558   0.038   3.104  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.932  -0.234   1.573  1.00  0.00           H  
HETATM   36  H19 UNL     1       3.676  -2.407  -2.143  1.00  0.00           H  
HETATM   37  H20 UNL     1       4.771  -0.955  -2.373  1.00  0.00           H  
HETATM   38  H21 UNL     1       5.146  -2.295  -1.156  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.627  -0.809  -2.322  1.00  0.00           H  
HETATM   40  H23 UNL     1       1.588  -2.368  -2.149  1.00  0.00           H  
HETATM   41  H24 UNL     1       2.266  -0.958  -3.008  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8
CONECT    8    9    9   16
CONECT    9   10   31
CONECT   10   11   12   12
CONECT   11   32   33   34
CONECT   12   13   14
CONECT   13   35
CONECT   14   15   16   16
CONECT   15   36   37   38
CONECT   16   17
CONECT   17   39   40   41
END

HMDB0253220
     RDKit          3D
1-O-Hexyl-2,3,5-trimethylhydroquinone
 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.2738   -0.8218    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0545   -0.0972   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5796    1.3099   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    1.4095    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908    0.6944   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8795    0.8133    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0972    0.1480   -0.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146   -0.0007   -0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    0.5064    1.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492    0.3257    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9877    0.8730    2.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1088   -0.3858    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706   -0.5864    0.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.9108   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750   -1.6822   -1.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172   -0.7125   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161   -1.2733   -2.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3336   -0.7592    1.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6574   -0.4842    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646   -1.9021    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490   -0.6600   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0343   -0.0287   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753    1.8315    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640    1.8488   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0076    2.4911    0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    1.0474    1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4561   -0.3698   -0.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617    1.1435   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381    1.8772    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0280    0.3638    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760    1.0584    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7146    1.6715    2.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1953    1.2495    3.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5583    0.0378    3.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9318   -0.2344    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -2.4075   -2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -0.9545   -2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458   -2.2948   -1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266   -0.8092   -2.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880   -2.3675   -2.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -0.9584   -3.0079 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-O-Hexyl-2,3,5-trimethylhydroquinone	MeSH
HTHQ-2,3,5	MeSH

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.355

Monoisotopic Molecular Weight

236.177630013

IUPAC Name

4-(hexyloxy)-2,3,6-trimethylphenol

Traditional Name

4-(hexyloxy)-2,3,6-trimethylphenol

CAS Registry Number

Not Available

SMILES

CCCCCCOC1=CC(C)=C(O)C(C)=C1C

InChI Identifier

InChI=1S/C15H24O2/c1-5-6-7-8-9-17-14-10-11(2)15(16)13(4)12(14)3/h10,16H,5-9H2,1-4H3

InChI Key

ATMNQRRJNBCQJO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-alkoxyphenol
Phenoxy compound
Phenol ether
O-cresol
M-cresol
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

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	4.6	ALOGPS
logP	5.27	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.75	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.7 m³·mol⁻¹	ChemAxon
Polarizability	29.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	166.604	30932474
DeepCCS	[M-H]-	164.246	30932474
DeepCCS	[M-2H]-	198.162	30932474
DeepCCS	[M+Na]+	174.452	30932474
AllCCS	[M+H]+	158.2	32859911
AllCCS	[M+H-H2O]+	154.7	32859911
AllCCS	[M+NH4]+	161.5	32859911
AllCCS	[M+Na]+	162.4	32859911
AllCCS	[M-H]-	163.0	32859911
AllCCS	[M+Na-2H]-	163.8	32859911
AllCCS	[M+HCOO]-	164.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-O-Hexyl-2,3,5-trimethylhydroquinone	CCCCCCOC1=CC(C)=C(O)C(C)=C1C	2603.1	Standard polar	33892256
1-O-Hexyl-2,3,5-trimethylhydroquinone	CCCCCCOC1=CC(C)=C(O)C(C)=C1C	1850.3	Standard non polar	33892256
1-O-Hexyl-2,3,5-trimethylhydroquinone	CCCCCCOC1=CC(C)=C(O)C(C)=C1C	1916.8	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 - 1-O-Hexyl-2,3,5-trimethylhydroquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-9810000000-2391aae88e2cda70eb54	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 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 - 1-O-Hexyl-2,3,5-trimethylhydroquinone 10V, Negative-QTOF	splash10-000i-0490000000-31499f0df13d92ed85b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 20V, Negative-QTOF	splash10-0udr-0930000000-ecd99cfc5b5a7d831dd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 40V, Negative-QTOF	splash10-0f7a-4900000000-cc2dd9859938d4787c13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 10V, Negative-QTOF	splash10-000i-0390000000-1a1edde0004eb0d8758b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 20V, Negative-QTOF	splash10-000i-0950000000-4953b46620672bf1286e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 40V, Negative-QTOF	splash10-000t-1900000000-21384cf24e569948a413	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 10V, Positive-QTOF	splash10-000i-2290000000-4aa26b1b5e0612f9b1cc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 20V, Positive-QTOF	splash10-000i-9650000000-5c68892cc9489677495b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 40V, Positive-QTOF	splash10-052o-9200000000-741815534d24ffd9b261	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 10V, Positive-QTOF	splash10-0f79-2930000000-7b95f728c66fecb4e9d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 20V, Positive-QTOF	splash10-0f79-3910000000-2a46d62370241dec89c4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-O-Hexyl-2,3,5-trimethylhydroquinone 40V, Positive-QTOF	splash10-052f-7900000000-69a82528629b47bc14c2	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

DB12162

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

119193

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 1-O-Hexyl-2,3,5-trimethylhydroquinone (HMDB0253220)

MOL for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

3D MOL for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

3D SDF for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

3D-SDF for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

PDB for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

3D PDB for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

SMILES for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

INCHI for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

Structure for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

3D Structure for HMDB0253220 (1-O-Hexyl-2,3,5-trimethylhydroquinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra