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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:14:43 UTC

Update Date

2021-09-26 22:55:07 UTC

HMDB ID

HMDB0246209

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(4-Methylbenzylidene)camphor

Description

1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review very few articles have been published on 1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(4-methylbenzylidene)camphor is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(4-Methylbenzylidene)camphor 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

HMDB0251830
     RDKit          3D
Enzacamene
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.7691   -0.4037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905    0.1504    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086    1.1989   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8256    1.7314   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8337    1.1595    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087    1.7129    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.9559    0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    1.4918   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013    2.6532    0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7420    0.3372   -0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1819    0.4434   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -0.0309   -1.8804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614   -0.6641   -1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -0.4843   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.7603    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149   -2.1373   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645   -0.5191    1.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0994    0.1095    1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932   -0.3866    1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720   -1.3116    1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -0.6495   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4283    0.4037    0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    1.6573   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257    2.5666   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4227    2.7841    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3733    0.5672    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6025    1.2800   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776   -0.4786   -0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.6717   -2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    0.9358   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -1.7419   -1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.2168   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974   -1.1478    0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723   -2.8369    0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -2.4078    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8212   -2.2324   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179   -0.6104    2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3560    2.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    0.4740    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829   -0.3586    1.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229   -1.2068    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 14  7  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

  Mrv1652306031609402D          

 19 21  0  0  0  0            999 V2000
    2.0510   -3.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5722    1.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3695   -0.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0106    1.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8701   -2.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4466   -2.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417   -1.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5181   -1.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223   -0.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223    0.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408   -0.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226   -3.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657   -1.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -0.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512    0.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430    0.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3290    1.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 11 13  1  4  0  0  0
 14 11  2  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17 15  1  0  0  0  0
 18  4  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246209

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(C=C2C3CCC(C)(C2=O)C3(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3

> <INCHI_KEY>
HEOCBCNFKCOKBX-UHFFFAOYSA-N

> <FORMULA>
C18H22O

> <MOLECULAR_WEIGHT>
254.373

> <EXACT_MASS>
254.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.502270992429377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one

> <ALOGPS_LOGP>
5.09

> <JCHEM_LOGP>
5.120853596

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.193062107361733

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
79.67959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-methylbenzylidene)camphor

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251830
     RDKit          3D
Enzacamene
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.7691   -0.4037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905    0.1504    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086    1.1989   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8256    1.7314   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8337    1.1595    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087    1.7129    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.9559    0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    1.4918   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013    2.6532    0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7420    0.3372   -0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1819    0.4434   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -0.0309   -1.8804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614   -0.6641   -1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -0.4843   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.7603    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149   -2.1373   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645   -0.5191    1.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0994    0.1095    1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932   -0.3866    1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720   -1.3116    1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -0.6495   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4283    0.4037    0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    1.6573   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257    2.5666   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4227    2.7841    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3733    0.5672    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6025    1.2800   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776   -0.4786   -0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.6717   -2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    0.9358   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -1.7419   -1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.2168   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974   -1.1478    0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723   -2.8369    0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -2.4078    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8212   -2.2324   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179   -0.6104    2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3560    2.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    0.4740    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829   -0.3586    1.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229   -1.2068    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 14  7  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       3.829  -7.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.068   2.110   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.690  -1.166   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.886   3.614   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.358  -5.122   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.700  -4.891   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.491  -3.588   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.834  -3.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.228  -0.395   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.228   1.145   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.370  -1.094   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.962  -5.774   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.229  -2.705   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.896  -0.395   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.562  -1.165   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.896   1.145   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.947   0.375   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.562   1.915   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.347   1.949   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5    7   12                                                       
CONECT    6    8   12                                                       
CONECT    7    5   13                                                       
CONECT    8    6   13                                                       
CONECT    9   10   15                                                       
CONECT   10    9   18                                                       
CONECT   11   13   14                                                       
CONECT   12    1    5    6                                                  
CONECT   13    7    8   11                                                  
CONECT   14   11   15   16                                                  
CONECT   15    9   14   17                                                  
CONECT   16   14   18   19                                                  
CONECT   17    2    3   15   18                                             
CONECT   18    4   10   16   17                                             
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0246209
HETATM    1  C1  UNL     1       5.751   0.647  -1.416  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.479   0.397  -0.714  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.241   0.995   0.503  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.056   0.759   1.156  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.062  -0.066   0.648  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.836  -0.273   1.402  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.346  -0.343   0.855  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.587  -0.555   1.640  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.664  -0.700   2.883  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.700  -0.560   0.664  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.021  -0.258   1.215  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.586  -1.828  -0.126  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.325  -1.598  -0.968  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.817  -0.243  -0.540  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.167   0.467  -0.317  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.956   0.545  -1.575  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.961   1.819   0.269  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.322  -0.652  -0.568  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.505  -0.429  -1.240  1.00  0.00           C  
HETATM   20  H1  UNL     1       6.382   1.335  -0.821  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.531   1.119  -2.396  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.328  -0.294  -1.559  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.002   1.638   0.913  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.854   1.221   2.113  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.953  -0.373   2.492  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.945   0.617   1.888  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.348  -1.105   1.851  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.729  -0.059   0.384  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.458  -2.072  -0.737  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.419  -2.654   0.607  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.547  -1.672  -2.043  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.582  -2.349  -0.662  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.190   0.275  -1.239  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.420   1.223  -2.270  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.162  -0.429  -2.046  1.00  0.00           H  
HETATM   36  H17 UNL     1      -3.920   1.036  -1.337  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.610   2.579  -0.225  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.912   2.186   0.130  1.00  0.00           H  
HETATM   39  H20 UNL     1      -2.171   1.881   1.351  1.00  0.00           H  
HETATM   40  H21 UNL     1       1.557  -1.315  -0.990  1.00  0.00           H  
HETATM   41  H22 UNL     1       3.681  -0.914  -2.214  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   19
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   18
CONECT    6    7    7   25
CONECT    7    8   14
CONECT    8    9    9   10
CONECT   10   11   12   15
CONECT   11   26   27   28
CONECT   12   13   29   30
CONECT   13   14   31   32
CONECT   14   15   33
CONECT   15   16   17
CONECT   16   34   35   36
CONECT   17   37   38   39
CONECT   18   19   19   40
CONECT   19   41
END

HMDB0251830
     RDKit          3D
Enzacamene
 41 43  0  0  0  0  0  0  0  0999 V2000
    5.7691   -0.4037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905    0.1504    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086    1.1989   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8256    1.7314   -0.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8337    1.1595    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087    1.7129    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.9559    0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    1.4918   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013    2.6532    0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7420    0.3372   -0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1819    0.4434   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278   -0.0309   -1.8804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9614   -0.6641   -1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6500   -0.4843   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.7603    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149   -2.1373   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645   -0.5191    1.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0994    0.1095    1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932   -0.3866    1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720   -1.3116    1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -0.6495   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4283    0.4037    0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    1.6573   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257    2.5666   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4227    2.7841    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3733    0.5672    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6025    1.2800   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776   -0.4786   -0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.6717   -2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    0.9358   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -1.7419   -1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.2168   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974   -1.1478    0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723   -2.8369    0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -2.4078    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8212   -2.2324   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179   -0.6104    2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3560    2.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    0.4740    2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829   -0.3586    1.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229   -1.2068    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 14  7  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-MBC CPD	MeSH, HMDB
3-(4-Methylbenzylidene)camphor	MeSH
3-(4'-Methylbenzylidene)camphor	MeSH, HMDB
Eusolex 6300	MeSH, HMDB
Enzacamene	MeSH, HMDB
Eusolex-6300	MeSH, HMDB

Chemical Formula

C₁₈H₂₂O

Average Molecular Weight

254.373

Monoisotopic Molecular Weight

254.167065328

IUPAC Name

1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one

Traditional Name

3-(4-methylbenzylidene)camphor

CAS Registry Number

Not Available

SMILES

CC1=CC=C(C=C2C3CCC(C)(C2=O)C3(C)C)C=C1

InChI Identifier

InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3

InChI Key

HEOCBCNFKCOKBX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Bornane monoterpenoid
Aromatic monoterpenoid
Toluene
Benzenoid
Monocyclic benzene moiety
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.09	ALOGPS
logP	5.12	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.68 m³·mol⁻¹	ChemAxon
Polarizability	30.5 Å³	ChemAxon
Number of Rings	3	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]+	172.458	30932474
DeepCCS	[M-H]-	170.1	30932474
DeepCCS	[M-2H]-	202.986	30932474
DeepCCS	[M+Na]+	178.551	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(4-Methylbenzylidene)camphor	CC1=CC=C(C=C2C3CCC(C)(C2=O)C3(C)C)C=C1	2059.9	Standard non polar	33892256
3-(4-Methylbenzylidene)camphor	CC1=CC=C(C=C2C3CCC(C)(C2=O)C3(C)C)C=C1	2083.8	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 - 3-(4-Methylbenzylidene)camphor GC-MS (Non-derivatized) - 70eV, Positive	splash10-004r-2790000000-8c84a11d22dd63d2beca	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Methylbenzylidene)camphor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Methylbenzylidene)camphor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Methylbenzylidene)camphor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 40V, Positive-QTOF	splash10-054o-0900000000-8613c54a2451be48b4bf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 30V, Positive-QTOF	splash10-06xt-0920000000-4b3612aff2383bdc6585	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 10V, Positive-QTOF	splash10-0a4i-0090000000-e6614fb57be161bad70b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 20V, Positive-QTOF	splash10-0bt9-0980000000-1cb8531c7e66c4d89666	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 50V, Positive-QTOF	splash10-004l-0900000000-5ed74994a1ccb39c67ea	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 20V, Positive-QTOF	splash10-0bt9-0980000000-26481269d0e3f43f9cf3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 40V, Positive-QTOF	splash10-054o-0900000000-3229327a8df64c2418a7	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 10V, Positive-QTOF	splash10-0a4i-0490000000-b595fa7641db29dfb4f5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 20V, Positive-QTOF	splash10-0pba-0930000000-904e995bbf6f48c036b8	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 40V, Positive-QTOF	splash10-0pb9-4900000000-ba212f90523da720b718	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 10V, Negative-QTOF	splash10-0udi-0090000000-e02b0e0c4ce497fb68f5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 20V, Negative-QTOF	splash10-0udi-0090000000-1de334d8be61a5d1874b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 40V, Negative-QTOF	splash10-0uki-1970000000-2c93208175640cd59f92	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 10V, Positive-QTOF	splash10-0a4i-0090000000-b7e43afdc2de509d75e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 20V, Positive-QTOF	splash10-07dn-2910000000-0091cee3dddf7317f69a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 40V, Positive-QTOF	splash10-0kdi-2980000000-0c3855732a0c69ef4a96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 10V, Negative-QTOF	splash10-0udi-0090000000-0070966609ae97118630	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 20V, Negative-QTOF	splash10-0udi-0090000000-0070966609ae97118630	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methylbenzylidene)camphor 40V, Negative-QTOF	splash10-0uxr-0690000000-b32ed4609ca4ecb07331	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21230038

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

37563

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 3-(4-Methylbenzylidene)camphor (HMDB0246209)

MOL for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

3D MOL for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

3D SDF for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

3D-SDF for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

PDB for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

3D PDB for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

SMILES for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

INCHI for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

Structure for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

3D Structure for HMDB0246209 (3-(4-Methylbenzylidene)camphor)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra