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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:42:43 UTC

Update Date

2021-09-26 23:10:59 UTC

HMDB ID

HMDB0255836

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol

Description

5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol, also known as O-1602 compound, 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 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-methyl-4-((1r,6r)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol 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

HMDB0255836
     RDKit          3D
5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benze...
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.2640   -3.0651   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6085   -1.8840    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -1.9984    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -0.5318    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110    0.1798   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    1.5873    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635    2.2297   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    3.6950   -0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2401    1.4982   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394    0.0132   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2416   -0.4173   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485    0.3171    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893    1.4452    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    0.0026    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621   -1.0165   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283   -1.3226    0.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816   -1.7307   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -1.4405   -1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1571   -2.2464   -2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803   -3.4098   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.9269    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6501   -2.0042    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931   -2.9071    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429   -1.1253    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -0.0619    1.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.2621   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -0.3744   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3806    2.1756   -0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    1.5825    1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161    3.8793   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6523    4.2496    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    4.1497   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    1.9904   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4415   -0.3157   -1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5822    1.4445    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029    2.4492    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    1.5270    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    0.5768    1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8819   -0.7993    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -2.5619   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2145   -2.1152   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 10  4  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
M  END

  Mrv1652309112117432D          

 19 20  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8079   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
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 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 12 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255836

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC(C)=CC1C1=C(O)C=C(O)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O2/c1-10(2)14-6-5-11(3)7-15(14)17-12(4)8-13(18)9-16(17)19/h7-9,14-15,18-19H,1,5-6H2,2-4H3

> <INCHI_KEY>
KDZOUSULXZNDJH-UHFFFAOYSA-N

> <FORMULA>
C17H22O2

> <MOLECULAR_WEIGHT>
258.361

> <EXACT_MASS>
258.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.535379643173375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-4-[3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
4.546926466666667

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.718955012583857

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.246807681536353

> <JCHEM_PKA_STRONGEST_BASIC>
-5.665494026012092

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
80.12689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-4-[3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255836
     RDKit          3D
5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benze...
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.2640   -3.0651   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6085   -1.8840    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -1.9984    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -0.5318    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110    0.1798   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    1.5873    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635    2.2297   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    3.6950   -0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2401    1.4982   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394    0.0132   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2416   -0.4173   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485    0.3171    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893    1.4452    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    0.0026    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621   -1.0165   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283   -1.3226    0.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816   -1.7307   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -1.4405   -1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1571   -2.2464   -2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803   -3.4098   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.9269    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6501   -2.0042    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931   -2.9071    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429   -1.1253    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -0.0619    1.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.2621   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -0.3744   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3806    2.1756   -0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    1.5825    1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161    3.8793   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6523    4.2496    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    4.1497   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    1.9904   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4415   -0.3157   -1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5822    1.4445    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029    2.4492    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    1.5270    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    0.5768    1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8819   -0.7993    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -2.5619   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2145   -2.1152   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 10  4  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   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       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.375  -8.337   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    4   12   16                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   14                                                            
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0255836
HETATM    1  C1  UNL     1      -1.264  -3.065  -0.037  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.608  -1.884   0.389  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.702  -1.998   1.504  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.210  -0.532   0.152  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.511   0.180  -0.357  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.468   1.587   0.199  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.263   2.230  -0.424  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.276   3.695  -0.617  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.240   1.498  -0.795  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.139   0.013  -0.653  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.242  -0.417  -0.469  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.048   0.317   0.404  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.589   1.445   1.216  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.405   0.003   0.564  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.962  -1.017  -0.124  1.00  0.00           C  
HETATM   16  O1  UNL     1       5.328  -1.323   0.048  1.00  0.00           O  
HETATM   17  C16 UNL     1       3.182  -1.731  -0.980  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.824  -1.440  -1.162  1.00  0.00           C  
HETATM   19  O2  UNL     1       1.157  -2.246  -2.095  1.00  0.00           O  
HETATM   20  H1  UNL     1      -0.580  -3.410  -0.761  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.823  -3.927   0.481  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.650  -2.004   0.963  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.493  -2.907   2.109  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.643  -1.125   2.168  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.186  -0.062   1.219  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.402   0.262  -1.470  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.395  -0.374  -0.058  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.381   2.176  -0.010  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.299   1.583   1.292  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.816   3.879  -1.634  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.652   4.250   0.136  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.264   4.150  -0.613  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.618   1.990  -1.266  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.441  -0.316  -1.746  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.582   1.444   1.583  1.00  0.00           H  
HETATM   36  H17 UNL     1       1.803   2.449   0.722  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.232   1.527   2.155  1.00  0.00           H  
HETATM   38  H19 UNL     1       4.046   0.577   1.240  1.00  0.00           H  
HETATM   39  H20 UNL     1       5.882  -0.799   0.675  1.00  0.00           H  
HETATM   40  H21 UNL     1       3.595  -2.562  -1.549  1.00  0.00           H  
HETATM   41  H22 UNL     1       0.214  -2.115  -2.400  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3    4
CONECT    3   22   23   24
CONECT    4    5   10   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8    9    9
CONECT    8   30   31   32
CONECT    9   10   33
CONECT   10   11   34
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   35   36   37
CONECT   14   15   15   38
CONECT   15   16   17
CONECT   16   39
CONECT   17   18   18   40
CONECT   18   19
CONECT   19   41
END

HMDB0255836
     RDKit          3D
5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benze...
 41 42  0  0  0  0  0  0  0  0999 V2000
   -1.2640   -3.0651   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6085   -1.8840    0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -1.9984    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -0.5318    0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110    0.1798   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    1.5873    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635    2.2297   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    3.6950   -0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2401    1.4982   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394    0.0132   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2416   -0.4173   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0485    0.3171    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5893    1.4452    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    0.0026    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621   -1.0165   -0.1237 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283   -1.3226    0.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816   -1.7307   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -1.4405   -1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1571   -2.2464   -2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803   -3.4098   -0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.9269    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6501   -2.0042    0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931   -2.9071    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429   -1.1253    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -0.0619    1.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.2621   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -0.3744   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3806    2.1756   -0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    1.5825    1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161    3.8793   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6523    4.2496    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    4.1497   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    1.9904   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4415   -0.3157   -1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5822    1.4445    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029    2.4492    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    1.5270    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    0.5768    1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8819   -0.7993    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -2.5619   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2145   -2.1152   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 10  4  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
O-1602 Compound	HMDB

Chemical Formula

C₁₇H₂₂O₂

Average Molecular Weight

258.361

Monoisotopic Molecular Weight

258.161979948

IUPAC Name

5-methyl-4-[3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]benzene-1,3-diol

Traditional Name

5-methyl-4-[3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

CC(=C)C1CCC(C)=CC1C1=C(O)C=C(O)C=C1C

InChI Identifier

InChI=1S/C17H22O2/c1-10(2)14-6-5-11(3)7-15(14)17-12(4)8-13(18)9-16(17)19/h7-9,14-15,18-19H,1,5-6H2,2-4H3

InChI Key

KDZOUSULXZNDJH-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

P-menthane monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Resorcinol
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
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 (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.12	ALOGPS
logP	4.55	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.25	ChemAxon
pKa (Strongest Basic)	-5.7	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	2	ChemAxon
Refractivity	80.13 m³·mol⁻¹	ChemAxon
Polarizability	29.54 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	164.285	30932474
DeepCCS	[M-H]-	161.927	30932474
DeepCCS	[M-2H]-	194.813	30932474
DeepCCS	[M+Na]+	170.378	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol	CC(=C)C1CCC(C)=CC1C1=C(O)C=C(O)C=C1C	3014.8	Standard polar	33892256
5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol	CC(=C)C1CCC(C)=CC1C1=C(O)C=C(O)C=C1C	2123.7	Standard non polar	33892256
5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol	CC(=C)C1CCC(C)=CC1C1=C(O)C=C(O)C=C1C	2214.6	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 - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-4960000000-355cfa07288a68cd0567	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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

Not Available

Chemspider ID

9754529

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11579763

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 5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol (HMDB0255836)

MOL for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

3D MOL for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

3D SDF for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

3D-SDF for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

PDB for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

3D PDB for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

SMILES for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

INCHI for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

Structure for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

3D Structure for HMDB0255836 (5-Methyl-4-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra