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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:58:27 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041304

Secondary Accession Numbers

HMDB41304

Metabolite Identification

Common Name

Asparenyol

Description

Asparenyol belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Asparenyol has been detected, but not quantified in, green vegetables. This could make asparenyol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Asparenyol.

Structure

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

HMDB0041304
     RDKit          3D
Asparenyol
 37 38  0  0  0  0  0  0  0  0999 V2000
   -7.4028   -0.1655    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5387    0.0842   -0.6832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    0.1235   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391   -0.0903    0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550   -0.0528    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    0.1911   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0647    0.2435   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923    0.0605    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -1.3081    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8404   -2.0492    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.4712    0.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -0.9962    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452   -0.4308   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -1.1572   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2269   -0.6048   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779    0.7017   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337    1.2718   -1.7605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7451    1.4278   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5979    0.8761    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0202    0.4018   -1.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610    0.3724   -1.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0676   -1.0545    0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4357    0.7521    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4141   -0.4086    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2649   -0.2875    1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285   -0.2033    1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5323    0.7581    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606    0.3362    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -1.7566    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -3.0627    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -2.1675   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8685   -1.2084   -2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6266    1.2289   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377    2.4656   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9662    1.4979    0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    0.5941   -2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7786    0.5424   -2.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END


  Mrv0541 05061312332D          

 21 22  0  0  0  0            999 V2000
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    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
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  3  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 13  1  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041304

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O3/c1-20-17-10-12-18(13-11-17)21-14-4-2-3-5-15-6-8-16(19)9-7-15/h2,4,6-13,19H,14H2,1H3/b4-2-

> <INCHI_KEY>
MYCBDFJVVJREPO-RQOWECAXSA-N

> <FORMULA>
C18H16O3

> <MOLECULAR_WEIGHT>
280.3178

> <EXACT_MASS>
280.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.614068985723254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
4.079870748333333

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.59385388057587

> <JCHEM_PKA_STRONGEST_BASIC>
-4.527431746303858

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
81.5284

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041304
     RDKit          3D
Asparenyol
 37 38  0  0  0  0  0  0  0  0999 V2000
   -7.4028   -0.1655    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5387    0.0842   -0.6832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    0.1235   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391   -0.0903    0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550   -0.0528    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    0.1911   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0647    0.2435   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923    0.0605    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -1.3081    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8404   -2.0492    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.4712    0.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -0.9962    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452   -0.4308   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -1.1572   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2269   -0.6048   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779    0.7017   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337    1.2718   -1.7605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7451    1.4278   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5979    0.8761    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0202    0.4018   -1.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610    0.3724   -1.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0676   -1.0545    0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4357    0.7521    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4141   -0.4086    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2649   -0.2875    1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285   -0.2033    1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5323    0.7581    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606    0.3362    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -1.7566    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -3.0627    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -2.1675   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8685   -1.2084   -2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6266    1.2289   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377    2.4656   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9662    1.4979    0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    0.5941   -2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7786    0.5424   -2.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -8.470   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      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   14                                                       
CONECT    5    3   15                                                       
CONECT    6    8   15                                                       
CONECT    7    9   15                                                       
CONECT    8    6   16                                                       
CONECT    9    7   16                                                       
CONECT   10   12   17                                                       
CONECT   11   13   17                                                       
CONECT   12   10   18                                                       
CONECT   13   11   18                                                       
CONECT   14    4   21                                                       
CONECT   15    5    6    7                                                  
CONECT   16    8    9   19                                                  
CONECT   17   10   11   20                                                  
CONECT   18   12   13   21                                                  
CONECT   19   16                                                            
CONECT   20    1   17                                                       
CONECT   21   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0041304
HETATM    1  C1  UNL     1      -7.403  -0.166   0.401  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.539   0.084  -0.683  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.161   0.123  -0.529  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.639  -0.090   0.729  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.255  -0.053   0.894  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.424   0.191  -0.172  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.065   0.244  -0.109  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.192   0.060   0.953  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.268  -1.308   1.499  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.840  -2.049   1.479  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.029  -1.471   0.929  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.055  -0.996   0.461  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.245  -0.431  -0.109  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.084  -1.157  -0.939  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.227  -0.605  -1.482  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.578   0.702  -1.216  1.00  0.00           C  
HETATM   17  O3  UNL     1       7.734   1.272  -1.760  1.00  0.00           O  
HETATM   18  C15 UNL     1       5.745   1.428  -0.390  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.598   0.876   0.157  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.020   0.402  -1.431  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.361   0.372  -1.626  1.00  0.00           C  
HETATM   22  H1  UNL     1      -7.068  -1.054   0.977  1.00  0.00           H  
HETATM   23  H2  UNL     1      -7.436   0.752   1.055  1.00  0.00           H  
HETATM   24  H3  UNL     1      -8.414  -0.409   0.012  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.265  -0.287   1.600  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.828  -0.203   1.876  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.532   0.758   1.783  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.861   0.336   0.704  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.139  -1.757   1.911  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.854  -3.063   1.865  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.814  -2.167  -1.146  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.868  -1.208  -2.135  1.00  0.00           H  
HETATM   33  H12 UNL     1       8.627   1.229  -1.284  1.00  0.00           H  
HETATM   34  H13 UNL     1       6.038   2.466  -0.187  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.966   1.498   0.810  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.376   0.594  -2.272  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.779   0.542  -2.625  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   20
CONECT    7    8
CONECT    8    9   27   28
CONECT    9   10   10   29
CONECT   10   11   30
CONECT   11   12   12   12
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   18
CONECT   17   33
CONECT   18   19   19   34
CONECT   19   35
CONECT   20   21   21   36
CONECT   21   37
END

HMDB0041304
     RDKit          3D
Asparenyol
 37 38  0  0  0  0  0  0  0  0999 V2000
   -7.4028   -0.1655    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5387    0.0842   -0.6832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    0.1235   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391   -0.0903    0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550   -0.0528    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    0.1911   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0647    0.2435   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923    0.0605    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677   -1.3081    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8404   -2.0492    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291   -1.4712    0.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -0.9962    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452   -0.4308   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -1.1572   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2269   -0.6048   -1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779    0.7017   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337    1.2718   -1.7605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7451    1.4278   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5979    0.8761    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0202    0.4018   -1.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610    0.3724   -1.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0676   -1.0545    0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4357    0.7521    1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4141   -0.4086    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2649   -0.2875    1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285   -0.2033    1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5323    0.7581    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606    0.3362    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -1.7566    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8544   -3.0627    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144   -2.1675   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8685   -1.2084   -2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6266    1.2289   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377    2.4656   -0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9662    1.4979    0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3764    0.5941   -2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7786    0.5424   -2.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-[5-(4-Methoxyphenoxy)-3-penten-1-ynyl]phenol	HMDB

Chemical Formula

C₁₈H₁₆O₃

Average Molecular Weight

280.3178

Monoisotopic Molecular Weight

280.109944378

IUPAC Name

4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

Traditional Name

4-[(3Z)-5-(4-methoxyphenoxy)pent-3-en-1-yn-1-yl]phenol

CAS Registry Number

166762-97-6

SMILES

COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C18H16O3/c1-20-17-10-12-18(13-11-17)21-14-4-2-3-5-15-6-8-16(19)9-7-15/h2,4,6-13,19H,14H2,1H3/b4-2-

InChI Key

MYCBDFJVVJREPO-RQOWECAXSA-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
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041304)
Cell membrane (HMDB: HMDB0041304)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041304)

Source

Exogenous

Exogenous (HMDB: HMDB0041304)

Food

Food (HMDB: HMDB0041304)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0041304)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041304)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	140 - 140.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10.26 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0061 g/L	ALOGPS
logP	4.12	ALOGPS
logP	4.08	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.53 m³·mol⁻¹	ChemAxon
Polarizability	30.61 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	170.749	31661259
DarkChem	[M-H]-	168.56	31661259
DeepCCS	[M+H]+	168.087	30932474
DeepCCS	[M-H]-	165.729	30932474
DeepCCS	[M-2H]-	198.615	30932474
DeepCCS	[M+Na]+	174.18	30932474
AllCCS	[M+H]+	166.8	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	170.3	32859911
AllCCS	[M+Na]+	171.3	32859911
AllCCS	[M-H]-	170.1	32859911
AllCCS	[M+Na-2H]-	169.5	32859911
AllCCS	[M+HCOO]-	168.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.84 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7652 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.86 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2506.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	481.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	218.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	273.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	395.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	785.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	637.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1582.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	560.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1377.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	517.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	469.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	461.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	307.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Asparenyol	COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1	4140.4	Standard polar	33892256
Asparenyol	COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1	2630.4	Standard non polar	33892256
Asparenyol	COC1=CC=C(OC\C=C/C#CC2=CC=C(O)C=C2)C=C1	2768.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Asparenyol,1TMS,isomer #1	COC1=CC=C(OC/C=C\C#CC2=CC=C(O[Si](C)(C)C)C=C2)C=C1	2654.9	Semi standard non polar	33892256
Asparenyol,1TBDMS,isomer #1	COC1=CC=C(OC/C=C\C#CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1	2920.9	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 - Asparenyol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05gj-2920000000-0ea36c1854628d14f7f2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asparenyol GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9887000000-79802e7899de46f70d5f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asparenyol 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 - Asparenyol 10V, Positive-QTOF	splash10-001i-0490000000-5182eaffd9559d910e3e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 20V, Positive-QTOF	splash10-0a4i-1920000000-ac216fe0fdc78bd6b9d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 40V, Positive-QTOF	splash10-0a4i-7900000000-bcc7206d6eda02a15750	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 10V, Negative-QTOF	splash10-004i-0390000000-73341a293bb799445c65	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 20V, Negative-QTOF	splash10-05fr-1920000000-7b913b1d9d12fa4f6657	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 40V, Negative-QTOF	splash10-0a4i-4900000000-9798c039e599cbfef3e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 10V, Negative-QTOF	splash10-004i-0190000000-7b32040280a095bd14d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 20V, Negative-QTOF	splash10-0a6r-1940000000-1717e778dcbd56dd563e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 40V, Negative-QTOF	splash10-0a4l-4910000000-55397ce80a5b61739644	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 10V, Positive-QTOF	splash10-001i-0590000000-5d4de333e96503da65e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 20V, Positive-QTOF	splash10-0a59-0900000000-9c3eac49755e87f3a4d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asparenyol 40V, Positive-QTOF	splash10-0a4i-0910000000-a24ce6d0fb4ce7db2edb	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021223

KNApSAcK ID

C00055374

Chemspider ID

30777553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753100

PDB ID

Not Available

ChEBI ID

174667

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1891281

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Asparenyol (HMDB0041304)

MOL for HMDB0041304 (Asparenyol)

3D MOL for HMDB0041304 (Asparenyol)

3D SDF for HMDB0041304 (Asparenyol)

3D-SDF for HMDB0041304 (Asparenyol)

PDB for HMDB0041304 (Asparenyol)

3D PDB for HMDB0041304 (Asparenyol)

SMILES for HMDB0041304 (Asparenyol)

INCHI for HMDB0041304 (Asparenyol)

Structure for HMDB0041304 (Asparenyol)

3D Structure for HMDB0041304 (Asparenyol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra