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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:59 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030947

Secondary Accession Numbers

HMDB30947

Metabolite Identification

Common Name

Wyerone

Description

Wyerone belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid. Based on a literature review a small amount of articles have been published on Wyerone.

Structure

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

HMDB0030947
     RDKit          3D
Wyerone
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.9416   -0.5063    0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7751   -0.0639   -0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1885    0.7337   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9439    1.1300   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    0.8385   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    0.6092    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.3172    1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3379    0.3711    2.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -0.0408    0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3363   -0.3412    1.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064   -0.6176    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.4793   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -0.5965   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -0.4276   -2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391   -0.0427   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9974    0.0266   -1.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    0.2645    0.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053    0.6353    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.1307   -0.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6098    0.3380    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1715   -1.2130    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5723   -1.1179    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3946   -0.9171   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003    0.5824    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9074    1.0195   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    1.7289   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3322   -0.3578    2.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.9296    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -0.8975   -2.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121   -0.5923   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925    0.4633    1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8828   -0.0088    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928    1.6864    0.7052 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  3  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061305372D          

 19 19  0  0  0  0            999 V2000
    4.1401    1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -2.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113   -0.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -2.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  3  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  2  0  0  0  0
 17 15  2  0  0  0  0
 18  2  1  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030947

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c1-3-4-5-6-7-13(16)14-10-8-12(19-14)9-11-15(17)18-2/h4-5,8-11H,3H2,1-2H3/b5-4-,11-9-

> <INCHI_KEY>
NQZCQIDFBYCBAU-JXWPTCDWSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.2693

> <EXACT_MASS>
258.089208936

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.15221738003092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoate

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.2667388146666667

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3598160261357695

> <JCHEM_POLAR_SURFACE_AREA>
56.510000000000005

> <JCHEM_REFRACTIVITY>
74.06089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030947
     RDKit          3D
Wyerone
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.9416   -0.5063    0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7751   -0.0639   -0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1885    0.7337   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9439    1.1300   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    0.8385   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    0.6092    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.3172    1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3379    0.3711    2.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -0.0408    0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3363   -0.3412    1.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064   -0.6176    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.4793   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -0.5965   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -0.4276   -2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391   -0.0427   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9974    0.0266   -1.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    0.2645    0.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053    0.6353    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.1307   -0.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6098    0.3380    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1715   -1.2130    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5723   -1.1179    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3946   -0.9171   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003    0.5824    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9074    1.0195   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    1.7289   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3322   -0.3578    2.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.9296    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -0.8975   -2.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121   -0.5923   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925    0.4633    1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8828   -0.0088    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928    1.6864    0.7052 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  3  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  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       7.728   2.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.700  -4.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.394   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.394   5.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.727   5.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.543  -3.104   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.448  -1.858   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.169  -4.510   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   18                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   13                                                       
CONECT    8   10   12                                                       
CONECT    9   11   12                                                       
CONECT   10    8   14                                                       
CONECT   11    9   15                                                       
CONECT   12    8    9   19                                                  
CONECT   13    7   14   16                                                  
CONECT   14   10   13   19                                                  
CONECT   15   11   17   18                                                  
CONECT   16   13                                                            
CONECT   17   15                                                            
CONECT   18    2   15                                                       
CONECT   19   12   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0030947
HETATM    1  C1  UNL     1      -4.942  -0.506   0.964  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.775  -0.064  -0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.188   0.734  -1.232  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.944   1.130  -1.307  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.952   0.839  -0.349  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.087   0.609   0.445  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.068   0.317   1.399  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.338   0.371   2.615  1.00  0.00           O  
HETATM    9  C8  UNL     1       0.280  -0.041   0.903  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.336  -0.341   1.725  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.406  -0.618   0.857  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.985  -0.479  -0.408  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.568  -0.596  -1.716  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.778  -0.428  -2.105  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.839  -0.043  -1.221  1.00  0.00           C  
HETATM   16  O2  UNL     1       5.997   0.027  -1.817  1.00  0.00           O  
HETATM   17  O3  UNL     1       4.868   0.264   0.090  1.00  0.00           O  
HETATM   18  C15 UNL     1       6.005   0.635   0.817  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.686  -0.131  -0.299  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.610   0.338   1.570  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.171  -1.213   0.644  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.572  -1.118   1.710  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.395  -0.917  -0.603  1.00  0.00           H  
HETATM   24  H5  UNL     1      -6.600   0.582   0.291  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.907   1.019  -2.052  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.708   1.729  -2.200  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.332  -0.358   2.806  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.333  -0.930   1.275  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.864  -0.897  -2.560  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.012  -0.592  -3.206  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.792   0.463   1.904  1.00  0.00           H  
HETATM   32  H13 UNL     1       6.883  -0.009   0.525  1.00  0.00           H  
HETATM   33  H14 UNL     1       6.293   1.686   0.705  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6    6
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   19
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   19
CONECT   13   14   14   29
CONECT   14   15   30
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   31   32   33
END

HMDB0030947
     RDKit          3D
Wyerone
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.9416   -0.5063    0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7751   -0.0639   -0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1885    0.7337   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9439    1.1300   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    0.8385   -0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    0.6092    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.3172    1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3379    0.3711    2.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798   -0.0408    0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3363   -0.3412    1.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064   -0.6176    0.8575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -0.4793   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -0.5965   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -0.4276   -2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391   -0.0427   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9974    0.0266   -1.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    0.2645    0.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053    0.6353    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -0.1307   -0.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6098    0.3380    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1715   -1.2130    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5723   -1.1179    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3946   -0.9171   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003    0.5824    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9074    1.0195   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    1.7289   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3322   -0.3578    2.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.9296    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -0.8975   -2.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121   -0.5923   -3.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925    0.4633    1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8828   -0.0088    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928    1.6864    0.7052 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  3  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl (2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoic acid	HMDB

Chemical Formula

C₁₅H₁₄O₄

Average Molecular Weight

258.2693

Monoisotopic Molecular Weight

258.089208936

IUPAC Name

methyl (2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoate

Traditional Name

methyl (2Z)-3-{5-[(4Z)-hept-4-en-2-ynoyl]furan-2-yl}prop-2-enoate

CAS Registry Number

20079-30-5

SMILES

CC\C=C/C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC

InChI Identifier

InChI=1S/C15H14O4/c1-3-4-5-6-7-13(16)14-10-8-12(19-14)9-11-15(17)18-2/h4-5,8-11H,3H2,1-2H3/b5-4-,11-9-

InChI Key

NQZCQIDFBYCBAU-JXWPTCDWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Aryl ketone
Fatty acid ester
Furan
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Alpha,beta-unsaturated ketone
Heteroaromatic compound
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (HMDB: HMDB0030947)

Cellular substructure

Extracellular (HMDB: HMDB0030947)
Membrane (HMDB: HMDB0030947)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030947)

Source

Endogenous

Endogenous (HMDB: HMDB0030947)

Plant

Fabaceae (HMDB: HMDB0030947)

Animal

Animal (HMDB: HMDB0030947)

Exogenous

Food

Food (HMDB: HMDB0030947)

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Bean

Broad bean (FooDB: FOOD00197)

Pulses (FooDB: FOOD00867)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030947)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030947)

Cellular process

Cell signaling (HMDB: HMDB0030947)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030947)

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

fungicide (HMDB: HMDB0030947)

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030947)

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0030947)

Emulsifier (HMDB: HMDB0030947)

Biological role

Nutrient

Nutrient (HMDB: HMDB0030947)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	63.5 - 64 °C	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
Water Solubility	0.02 g/L	ALOGPS
logP	3.33	ALOGPS
logP	3.27	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	56.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.06 m³·mol⁻¹	ChemAxon
Polarizability	27.15 Å³	ChemAxon
Number of Rings	1	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]+	164.396	30932474
DeepCCS	[M-H]-	162.038	30932474
DeepCCS	[M-2H]-	194.925	30932474
DeepCCS	[M+Na]+	170.489	30932474
AllCCS	[M+H]+	161.6	32859911
AllCCS	[M+H-H2O]+	157.9	32859911
AllCCS	[M+NH4]+	165.2	32859911
AllCCS	[M+Na]+	166.2	32859911
AllCCS	[M-H]-	160.8	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	161.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wyerone	CC\C=C/C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC	3310.7	Standard polar	33892256
Wyerone	CC\C=C/C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC	2148.0	Standard non polar	33892256
Wyerone	CC\C=C/C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC	2218.7	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 - Wyerone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fu-3950000000-c0ff059e609d4260ac75	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wyerone 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 - Wyerone 10V, Positive-QTOF	splash10-0a6r-0090000000-51ff3f3bd6991a704016	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 20V, Positive-QTOF	splash10-003i-6920000000-d44903e40ce982306886	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 40V, Positive-QTOF	splash10-0ufr-9500000000-2a34fe5d94e4004a9fa7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 10V, Negative-QTOF	splash10-0a4i-1290000000-9405380e0883fe739ba7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 20V, Negative-QTOF	splash10-056r-5970000000-130e028aed39bf558473	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 40V, Negative-QTOF	splash10-0aov-5900000000-c4ff0233332f35228ddb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 10V, Positive-QTOF	splash10-0a4i-0390000000-45982d9297ca6ebc69ba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 20V, Positive-QTOF	splash10-0ap0-3960000000-0e43aa3878653f263edf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 40V, Positive-QTOF	splash10-002b-9300000000-f3ad2f2153b4df5c2017	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 10V, Negative-QTOF	splash10-0a4i-0390000000-d0b9b61131bd4c9bffe3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 20V, Negative-QTOF	splash10-00kv-9720000000-dd17177e05fe704a47b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone 40V, Negative-QTOF	splash10-0006-9200000000-ca6798fd9418319e8e60	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB002924

KNApSAcK ID

C00001299

Chemspider ID

30776869

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751104

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Wyerone (HMDB0030947)

MOL for HMDB0030947 (Wyerone)

3D MOL for HMDB0030947 (Wyerone)

3D SDF for HMDB0030947 (Wyerone)

3D-SDF for HMDB0030947 (Wyerone)

PDB for HMDB0030947 (Wyerone)

3D PDB for HMDB0030947 (Wyerone)

SMILES for HMDB0030947 (Wyerone)

INCHI for HMDB0030947 (Wyerone)

Structure for HMDB0030947 (Wyerone)

3D Structure for HMDB0030947 (Wyerone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra