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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:00 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030949

Secondary Accession Numbers

HMDB30949

Metabolite Identification

Common Name

Wyerone epoxide

Description

Wyerone epoxide 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 epoxide.

Structure

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

HMDB0030949
     RDKit          3D
Wyerone epoxide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -6.0953   -1.0593   -0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5171   -0.3369    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3575    1.1436    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4450    1.3761   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    1.8032    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    1.0516    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    0.4389    1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103   -0.2686    1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043   -1.1105    2.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -0.0225    1.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8487    0.8684    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.7712    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6848   -0.1430    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9748   -0.6919    1.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018   -0.8078    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161   -0.4516   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2855   -0.0061   -1.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975   -0.6403   -1.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6242   -0.3147   -2.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.5825    1.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697   -1.9081   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1346   -1.4106   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386   -0.3448   -1.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -0.7610    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2362   -0.3960    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2686    1.7329   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0612    2.9065    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.5013   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076    1.4148   -0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765   -1.0468    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9084   -1.2591    1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865    0.0895   -2.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9864   -1.1807   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3714    0.5025   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 13 20  1  0
  5  3  1  0
 20 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
M  END


  Mrv0541 05061305372D          

 20 21  0  0  0  0            999 V2000
    4.6972   -3.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9838    1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6972   -2.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270    2.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1021    0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -0.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8065    3.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625    2.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702    0.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827   -2.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    1.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216    2.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847    1.2204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6571    1.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4989    2.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7695    2.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -2.3816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  6  3  0  0  0  0
  9  5  2  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  3  1  0  0  0  0
 13  7  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16 11  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 10  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030949

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1OC1C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O5/c1-3-12-14(20-12)8-6-11(16)13-7-4-10(19-13)5-9-15(17)18-2/h4-5,7,9,12,14H,3H2,1-2H3/b9-5-

> <INCHI_KEY>
FRIBCHAVILXSND-UITAMQMPSA-N

> <FORMULA>
C15H14O5

> <MOLECULAR_WEIGHT>
274.2687

> <EXACT_MASS>
274.084123558

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.001609552018465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.4846493696666667

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.508246585496206

> <JCHEM_PKA_STRONGEST_BASIC>
-4.024818541255091

> <JCHEM_POLAR_SURFACE_AREA>
69.04

> <JCHEM_REFRACTIVITY>
72.31119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.63e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030949
     RDKit          3D
Wyerone epoxide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -6.0953   -1.0593   -0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5171   -0.3369    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3575    1.1436    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4450    1.3761   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    1.8032    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    1.0516    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    0.4389    1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103   -0.2686    1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043   -1.1105    2.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -0.0225    1.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8487    0.8684    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.7712    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6848   -0.1430    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9748   -0.6919    1.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018   -0.8078    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161   -0.4516   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2855   -0.0061   -1.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975   -0.6403   -1.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6242   -0.3147   -2.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.5825    1.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697   -1.9081   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1346   -1.4106   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386   -0.3448   -1.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -0.7610    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2362   -0.3960    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2686    1.7329   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0612    2.9065    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.5013   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076    1.4148   -0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765   -1.0468    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9084   -1.2591    1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865    0.0895   -2.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9864   -1.1807   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3714    0.5025   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 13 20  1  0
  5  3  1  0
 20 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  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       8.768  -6.756   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.836   3.367   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.768  -5.216   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.893   2.796   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.037   5.537   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.664  -0.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.924   1.652   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.664  -1.572   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.505   5.698   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.663   4.130   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.664   1.508   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.434  -4.446   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.331   2.278   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.664  -3.112   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.600   4.452   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.998   2.278   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.227   3.045   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.931   4.613   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.170   3.810   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.894  -4.446   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   18                                                            
CONECT    3    1   12                                                       
CONECT    4    7   10                                                       
CONECT    5    9   10                                                       
CONECT    6    8   11                                                       
CONECT    7    4   13                                                       
CONECT    8    6   14                                                       
CONECT    9    5   15                                                       
CONECT   10    4    5   19                                                  
CONECT   11    6   13   16                                                  
CONECT   12    3   14   20                                                  
CONECT   13    7   11   19                                                  
CONECT   14    8   12   20                                                  
CONECT   15    9   17   18                                                  
CONECT   16   11                                                            
CONECT   17   15                                                            
CONECT   18    2   15                                                       
CONECT   19   10   13                                                       
CONECT   20   12   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0030949
HETATM    1  C1  UNL     1      -6.095  -1.059  -0.888  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.517  -0.337   0.331  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.357   1.144   0.018  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.445   1.376  -1.133  1.00  0.00           O  
HETATM    5  C4  UNL     1      -4.048   1.803   0.110  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.929   1.052   0.685  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.996   0.439   1.181  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.910  -0.269   1.780  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.104  -1.110   2.684  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.488  -0.023   1.345  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.849   0.868   0.369  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.247   0.771   0.292  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.685  -0.143   1.186  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.975  -0.692   1.569  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.002  -0.808   0.820  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.116  -0.452  -0.538  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.286  -0.006  -1.296  1.00  0.00           O  
HETATM   18  O4  UNL     1       6.398  -0.640  -1.115  1.00  0.00           O  
HETATM   19  C15 UNL     1       6.624  -0.315  -2.474  1.00  0.00           C  
HETATM   20  O5  UNL     1       1.555  -0.583   1.792  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.470  -1.908  -1.163  1.00  0.00           H  
HETATM   22  H2  UNL     1      -7.135  -1.411  -0.679  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.139  -0.345  -1.746  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.555  -0.761   0.648  1.00  0.00           H  
HETATM   25  H5  UNL     1      -6.236  -0.396   1.170  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.269   1.733  -0.150  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.061   2.907   0.236  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.206   1.501  -0.211  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.808   1.415  -0.368  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.076  -1.047   2.649  1.00  0.00           H  
HETATM   31  H11 UNL     1       5.908  -1.259   1.362  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.687   0.089  -2.940  1.00  0.00           H  
HETATM   33  H13 UNL     1       6.986  -1.181  -3.037  1.00  0.00           H  
HETATM   34  H14 UNL     1       7.371   0.502  -2.490  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    5   26
CONECT    4    5
CONECT    5    6   27
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   11   20
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   20
CONECT   14   15   15   30
CONECT   15   16   31
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   32   33   34
END

HMDB0030949
     RDKit          3D
Wyerone epoxide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -6.0953   -1.0593   -0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5171   -0.3369    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3575    1.1436    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4450    1.3761   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    1.8032    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    1.0516    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    0.4389    1.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103   -0.2686    1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043   -1.1105    2.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -0.0225    1.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8487    0.8684    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.7712    0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6848   -0.1430    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9748   -0.6919    1.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018   -0.8078    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161   -0.4516   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2855   -0.0061   -1.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975   -0.6403   -1.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6242   -0.3147   -2.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.5825    1.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697   -1.9081   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1346   -1.4106   -0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386   -0.3448   -1.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -0.7610    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2362   -0.3960    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2686    1.7329   -0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0612    2.9065    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    1.5013   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076    1.4148   -0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0765   -1.0468    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9084   -1.2591    1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865    0.0895   -2.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9864   -1.1807   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3714    0.5025   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 13 20  1  0
  5  3  1  0
 20 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₅H₁₄O₅

Average Molecular Weight

274.2687

Monoisotopic Molecular Weight

274.084123558

IUPAC Name

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

Traditional Name

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

CAS Registry Number

60375-16-8

SMILES

CCC1OC1C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC

InChI Identifier

InChI=1S/C15H14O5/c1-3-12-14(20-12)8-6-11(16)13-7-4-10(19-13)5-9-15(17)18-2/h4-5,7,9,12,14H,3H2,1-2H3/b9-5-

InChI Key

FRIBCHAVILXSND-UITAMQMPSA-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
Heteroaromatic compound
Furan
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030949)
Adiposome (HMDB: HMDB0030949)

Biofluid or Excreta

Urine (HMDB: HMDB0030949)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030949)

Source

Endogenous

Endogenous (HMDB: HMDB0030949)

Plant

Fabaceae (HMDB: HMDB0030949)

Animal

Animal (HMDB: HMDB0030949)

Exogenous

Food

Food (HMDB: HMDB0030949)

Pulse

Bean

Broad bean (FooDB: FOOD00197)

Pulses (FooDB: FOOD00867)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030949)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030949)

Cellular process

Cell signaling (HMDB: HMDB0030949)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030949)

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

fungicide (HMDB: HMDB0030949)

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030949)

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0030949)

Emulsifier (HMDB: HMDB0030949)

Biological role

Nutrient

Nutrient (HMDB: HMDB0030949)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	74 - 76 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1137 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	0.046 g/L	ALOGPS
logP	2.26	ALOGPS
logP	2.48	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	18.51	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.04 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	72.31 m³·mol⁻¹	ChemAxon
Polarizability	28 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.176	30932474
DeepCCS	[M-H]-	165.818	30932474
DeepCCS	[M-2H]-	198.704	30932474
DeepCCS	[M+Na]+	174.269	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	162.5	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.8	32859911
AllCCS	[M-H]-	166.5	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wyerone epoxide	CCC1OC1C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC	3421.9	Standard polar	33892256
Wyerone epoxide	CCC1OC1C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC	2184.5	Standard non polar	33892256
Wyerone epoxide	CCC1OC1C#CC(=O)C1=CC=C(O1)\C=C/C(=O)OC	2366.3	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 epoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bc-9760000000-74f876827875f38b427d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wyerone epoxide 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 epoxide 10V, Positive-QTOF	splash10-004l-1090000000-f748990bd6cd5fe98478	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 20V, Positive-QTOF	splash10-0f6y-9450000000-167cdbedc54f660323fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 40V, Positive-QTOF	splash10-0006-9500000000-ee00e21e5c2e45f11ab5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 10V, Negative-QTOF	splash10-00di-1190000000-04ef9b44f82a27d65a94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 20V, Negative-QTOF	splash10-006w-8980000000-9d04d118fed0eef94d6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 40V, Negative-QTOF	splash10-066v-8920000000-b51922c1c04581fd3ae5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 10V, Negative-QTOF	splash10-00di-0090000000-0e2bfb9005403ee300ff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 20V, Negative-QTOF	splash10-06dl-7390000000-6c4cebdc11a8ed4c8ef4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 40V, Negative-QTOF	splash10-014i-9300000000-2b901fb3f093dbd0d983	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 10V, Positive-QTOF	splash10-004i-0190000000-a62642256fca5388f6a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 20V, Positive-QTOF	splash10-066r-4690000000-a0647dea083601a5f1a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wyerone epoxide 40V, Positive-QTOF	splash10-00r2-4900000000-57a3908b3e8b59c75ef2	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB002926

KNApSAcK ID

C00058143

Chemspider ID

35013292

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751106

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823851

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 epoxide (HMDB0030949)

MOL for HMDB0030949 (Wyerone epoxide)

3D MOL for HMDB0030949 (Wyerone epoxide)

3D SDF for HMDB0030949 (Wyerone epoxide)

3D-SDF for HMDB0030949 (Wyerone epoxide)

PDB for HMDB0030949 (Wyerone epoxide)

3D PDB for HMDB0030949 (Wyerone epoxide)

SMILES for HMDB0030949 (Wyerone epoxide)

INCHI for HMDB0030949 (Wyerone epoxide)

Structure for HMDB0030949 (Wyerone epoxide)

3D Structure for HMDB0030949 (Wyerone epoxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra