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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:56:09 UTC

Update Date

2022-09-22 17:44:20 UTC

HMDB ID

HMDB0246912

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,2,4-Trimethoxy-5-propenylbenzene

Description

asarone belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. asarone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on asarone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,2,4-trimethoxy-5-propenylbenzene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,2,4-Trimethoxy-5-propenylbenzene 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

HMDB0246912
     RDKit          3D
1,2,4-Trimethoxy-5-propenylbenzene
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5050   -1.1264    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964   -0.3844    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992   -1.0674    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -0.5732    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283   -1.4693    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -1.0590    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -1.9355    0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -3.3290    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398    0.2966    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2565    0.7354    0.0893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171    2.1247    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817    1.1802    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.7443    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.7452    0.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    3.1162    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.2666    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2510   -0.5896   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -2.1302   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    0.6895    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -2.1717    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -2.5491    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -3.6914   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -3.7453    1.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5916   -3.7238   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    2.5441   -0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865    2.5626    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161    2.2435    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1086    2.2398    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725    3.6659   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849    3.4928    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4113    3.4309   -0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END


  Mrv1533004161523412D          

 15 15  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.0000   -1.6500    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246912

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(C=CC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3

> <INCHI_KEY>
RKFAZBXYICVSKP-UHFFFAOYSA-N

> <FORMULA>
C12H16O3

> <MOLECULAR_WEIGHT>
208.257

> <EXACT_MASS>
208.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.22904079430595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2,4-trimethoxy-5-(prop-1-en-1-yl)benzene

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
2.623569081666666

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.395374135558071

> <JCHEM_POLAR_SURFACE_AREA>
27.69

> <JCHEM_REFRACTIVITY>
60.8074

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
asarone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246912
     RDKit          3D
1,2,4-Trimethoxy-5-propenylbenzene
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5050   -1.1264    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964   -0.3844    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992   -1.0674    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -0.5732    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283   -1.4693    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -1.0590    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -1.9355    0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -3.3290    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398    0.2966    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2565    0.7354    0.0893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171    2.1247    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817    1.1802    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.7443    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.7452    0.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    3.1162    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.2666    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2510   -0.5896   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -2.1302   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    0.6895    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -2.1717    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -2.5491    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -3.6914   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -3.7453    1.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5916   -3.7238   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    2.5441   -0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865    2.5626    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161    2.2435    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1086    2.2398    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725    3.6659   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849    3.4928    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4113    3.4309   -0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0249103
HETATM    1  C1  UNL     1       4.277   1.781   0.326  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.794   1.573   0.145  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.249   0.385   0.263  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.830   0.186   0.090  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.056   1.192  -0.206  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.424   0.912  -0.358  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.297   1.937  -0.655  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.816   3.247  -0.802  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.900  -0.383  -0.213  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.262  -0.632  -0.369  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.733  -1.957  -0.218  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.009  -1.392   0.084  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.326  -1.110   0.231  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.233  -2.109   0.529  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.746  -3.427   0.677  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.636   2.585  -0.335  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.469   2.107   1.366  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.736   0.799   0.104  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.250   2.473  -0.083  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.909  -0.431   0.494  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.301   2.206  -0.322  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.951   3.351  -1.455  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.628   3.708   0.192  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.642   3.843  -1.259  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.633  -2.346   0.802  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.769  -2.058  -0.604  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.091  -2.596  -0.879  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.354  -2.419   0.205  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.135  -3.768  -0.165  1.00  0.00           H  
HETATM   30  H15 UNL     1       0.103  -3.507   1.597  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.572  -4.150   0.815  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   19
CONECT    3    4   20
CONECT    4    5    5   13
CONECT    5    6   21
CONECT    6    7    9    9
CONECT    7    8
CONECT    8   22   23   24
CONECT    9   10   12
CONECT   10   11
CONECT   11   25   26   27
CONECT   12   13   13   28
CONECT   13   14
CONECT   14   15
CONECT   15   29   30   31
END

HMDB0246912
     RDKit          3D
1,2,4-Trimethoxy-5-propenylbenzene
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5050   -1.1264    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964   -0.3844    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992   -1.0674    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -0.5732    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283   -1.4693    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -1.0590    0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -1.9355    0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -3.3290    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398    0.2966    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2565    0.7354    0.0893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171    2.1247    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817    1.1802    0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.7443    0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896    1.7452    0.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    3.1162    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.2666    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2510   -0.5896   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -2.1302   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3100    0.6895    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -2.1717    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -2.5491    0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -3.6914   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -3.7453    1.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5916   -3.7238   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0719    2.5441   -0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865    2.5626    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161    2.2435    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1086    2.2398    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725    3.6659   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849    3.4928    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4113    3.4309   -0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4,5-Trimethoxy-1-propenylbenzene	ChEBI
(e)-Asarone	MeSH
(Z)-Asarone	MeSH
Asarone, (e)-isomer	MeSH
cis-Isoelemicin	MeSH
gamma-Asarone	MeSH
Isoasarone	MeSH
beta-Asarone	MeSH
cis-beta-Asarone	MeSH
2,4,5-Trimethoxypropen-1-ylbenzene	MeSH
alpha-Asarone	MeSH
Asarone	MeSH
Asarone, (Z)-isomer	MeSH
cis-Isoasarone	MeSH
trans-Asarone	MeSH

Chemical Formula

C₁₂H₁₆O₃

Average Molecular Weight

208.257

Monoisotopic Molecular Weight

208.109944375

IUPAC Name

1,2,4-trimethoxy-5-(prop-1-en-1-yl)benzene

Traditional Name

asarone

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(C=CC)C=C1OC

InChI Identifier

InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3

InChI Key

RKFAZBXYICVSKP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Methoxybenzene
Styrene
Anisole
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylpropanoid (CHEBI:78308 )
methoxybenzene (CHEBI:78308 )

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	3.35	ALOGPS
logP	2.62	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.81 m³·mol⁻¹	ChemAxon
Polarizability	23.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	144.03	30932474
DeepCCS	[M-H]-	141.286	30932474
DeepCCS	[M-2H]-	177.36	30932474
DeepCCS	[M+Na]+	152.898	30932474
AllCCS	[M+H]+	147.8	32859911
AllCCS	[M+H-H2O]+	143.9	32859911
AllCCS	[M+NH4]+	151.4	32859911
AllCCS	[M+Na]+	152.5	32859911
AllCCS	[M-H]-	149.5	32859911
AllCCS	[M+Na-2H]-	150.2	32859911
AllCCS	[M+HCOO]-	151.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.0807 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.48 minutes	32390414

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,2,4-Trimethoxy-5-propenylbenzene	COC1=CC(OC)=C(C=CC)C=C1OC	1702.3	Semi standard non polar	33892256
1,2,4-Trimethoxy-5-propenylbenzene	COC1=CC(OC)=C(C=CC)C=C1OC	1702.4	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 - 1,2,4-Trimethoxy-5-propenylbenzene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mo-1910000000-311a6eeb6d6e7b8cbd71	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 10V, Positive-QTOF	splash10-0a4i-0090000000-48e778bb33693fbfbece	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 20V, Positive-QTOF	splash10-0a4i-0390000000-20df49cd5d736b546ff7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 40V, Positive-QTOF	splash10-014i-9500000000-cb4f4e739e22509440dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 10V, Negative-QTOF	splash10-0a4i-0090000000-65fdf834be31e8e78310	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 20V, Negative-QTOF	splash10-0a4i-0980000000-1b5b7322afb6d52db845	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trimethoxy-5-propenylbenzene 40V, Negative-QTOF	splash10-0a4i-8900000000-4428ce94cd47e6a5c986	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

C00002715

Chemspider ID

16911

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Asarone

METLIN ID

Not Available

PubChem Compound

17903

PDB ID

Not Available

ChEBI ID

78308

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 1,2,4-Trimethoxy-5-propenylbenzene (HMDB0246912)

MOL for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

3D MOL for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

3D SDF for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

3D-SDF for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

PDB for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

3D PDB for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

SMILES for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

INCHI for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

Structure for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

3D Structure for HMDB0246912 (1,2,4-Trimethoxy-5-propenylbenzene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra