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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:47 UTC

Update Date

2022-03-07 02:52:48 UTC

HMDB ID

HMDB0031070

Secondary Accession Numbers

HMDB31070

Metabolite Identification

Common Name

(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein

Description

(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 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 (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein.

Structure

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

HMDB0031070
     RDKit          3D
(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein
 28 28  0  0  0  0  0  0  0  0999 V2000
    5.5816   -0.4471    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701    0.1933   -0.4257 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    1.7854    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192    1.9511    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238    0.8332    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9447   -0.1091    1.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0338   -1.2493    1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -1.2180    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601   -1.8245   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8752   -1.5754   -1.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7336   -0.8062   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168   -0.3712   -1.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8876    0.3484   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788    0.8070    0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219    0.6337    1.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084   -0.6613    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -1.3718   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395   -0.5595    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3724    0.3506    0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    2.6005    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3719    2.9160    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5040   -1.2463    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6370   -2.1932    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -2.3891   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0322   -1.9247   -2.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295   -0.6382   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8422    0.6258   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4943    1.4112    0.9146 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 16  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END


  Mrv0541 05061305422D          

 16 16  0  0  0  0            999 V2000
    2.8029   -2.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415   -2.3300    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
    0.6770   -3.0837    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
   -0.3297   -0.8227    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
    0.9803   -0.1553    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
    1.9967    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -3.1700    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    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    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
    1.9824   -2.5025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  3  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  2  0  0  0  0
 12  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031070

> <DATABASE_NAME>
hmdb

> <SMILES>
CS\C=C/C#CCC1=CC=C(O1)\C=C/C=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O2S/c1-16-11-4-2-3-6-12-8-9-13(15-12)7-5-10-14/h4-5,7-11H,6H2,1H3/b7-5-,11-4-

> <INCHI_KEY>
UGVHOJSVUOERFS-QXOCYMRCSA-N

> <FORMULA>
C13H12O2S

> <MOLECULAR_WEIGHT>
232.298

> <EXACT_MASS>
232.055800318

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.05508201163127

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-{5-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-yl]furan-2-yl}prop-2-enal

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.607631172

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.311051748681096

> <JCHEM_POLAR_SURFACE_AREA>
30.21

> <JCHEM_REFRACTIVITY>
70.2567

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-{5-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-yl]furan-2-yl}prop-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031070
     RDKit          3D
(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein
 28 28  0  0  0  0  0  0  0  0999 V2000
    5.5816   -0.4471    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701    0.1933   -0.4257 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    1.7854    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192    1.9511    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238    0.8332    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9447   -0.1091    1.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0338   -1.2493    1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -1.2180    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601   -1.8245   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8752   -1.5754   -1.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7336   -0.8062   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168   -0.3712   -1.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8876    0.3484   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788    0.8070    0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219    0.6337    1.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084   -0.6613    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -1.3718   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395   -0.5595    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3724    0.3506    0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    2.6005    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3719    2.9160    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5040   -1.2463    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6370   -2.1932    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -2.3891   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0322   -1.9247   -2.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295   -0.6382   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8422    0.6258   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4943    1.4112    0.9146 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 16  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  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       5.232  -4.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.637  -4.349   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.264  -5.756   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.060   3.620   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       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.727   3.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.795  -5.917   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   2.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.061   4.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       3.700  -4.671   0.000  0.00  0.00           S+0
CONECT    1   16                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2   11                                                       
CONECT    5    7   10                                                       
CONECT    6    3   12                                                       
CONECT    7    5   13                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10    5   14                                                       
CONECT   11    4   16                                                       
CONECT   12    6    8   15                                                  
CONECT   13    7    9   15                                                  
CONECT   14   10                                                            
CONECT   15   12   13                                                       
CONECT   16    1   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0031070
HETATM    1  C1  UNL     1       5.582  -0.447   0.383  1.00  0.00           C  
HETATM    2  S1  UNL     1       4.070   0.193  -0.426  1.00  0.00           S  
HETATM    3  C2  UNL     1       3.744   1.785   0.308  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.619   1.951   0.979  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.724   0.833   1.075  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.945  -0.109   1.170  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.034  -1.249   1.280  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.948  -1.218   0.160  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.760  -1.824  -1.063  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.875  -1.575  -1.824  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.734  -0.806  -1.029  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.017  -0.371  -1.550  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.888   0.348  -0.889  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.679   0.807   0.462  1.00  0.00           C  
HETATM   15  O1  UNL     1      -3.722   0.634   1.212  1.00  0.00           O  
HETATM   16  O2  UNL     1      -2.108  -0.661   0.079  1.00  0.00           O  
HETATM   17  H1  UNL     1       5.919  -1.372  -0.096  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.339  -0.560   1.464  1.00  0.00           H  
HETATM   19  H3  UNL     1       6.372   0.351   0.345  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.456   2.600   0.205  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.372   2.916   1.450  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.504  -1.246   2.266  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.637  -2.193   1.276  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.119  -2.389  -1.344  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.032  -1.925  -2.851  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.329  -0.638  -2.569  1.00  0.00           H  
HETATM   27  H11 UNL     1      -5.842   0.626  -1.387  1.00  0.00           H  
HETATM   28  H12 UNL     1      -5.494   1.411   0.915  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   21
CONECT    5    6    6    6
CONECT    6    7
CONECT    7    8   22   23
CONECT    8    9    9   16
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   16
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15   28
END

HMDB0031070
     RDKit          3D
(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein
 28 28  0  0  0  0  0  0  0  0999 V2000
    5.5816   -0.4471    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701    0.1933   -0.4257 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441    1.7854    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192    1.9511    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238    0.8332    1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9447   -0.1091    1.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0338   -1.2493    1.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9476   -1.2180    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601   -1.8245   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8752   -1.5754   -1.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7336   -0.8062   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168   -0.3712   -1.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8876    0.3484   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788    0.8070    0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219    0.6337    1.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084   -0.6613    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -1.3718   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395   -0.5595    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3724    0.3506    0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563    2.6005    0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3719    2.9160    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5040   -1.2463    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6370   -2.1932    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -2.3891   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0322   -1.9247   -2.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295   -0.6382   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8422    0.6258   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4943    1.4112    0.9146 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 16  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2Z)-3-{5-[(4Z)-5-(methylsulphanyl)pent-4-en-2-yn-1-yl]furan-2-yl}prop-2-enal	HMDB

Chemical Formula

C₁₃H₁₂O₂S

Average Molecular Weight

232.298

Monoisotopic Molecular Weight

232.055800318

IUPAC Name

(2Z)-3-{5-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-yl]furan-2-yl}prop-2-enal

Traditional Name

(2Z)-3-{5-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-yl]furan-2-yl}prop-2-enal

CAS Registry Number

24948-23-0

SMILES

CS\C=C/C#CCC1=CC=C(O1)\C=C/C=O

InChI Identifier

InChI=1S/C13H12O2S/c1-16-11-4-2-3-6-12-8-9-13(15-12)7-5-10-14/h4-5,7-11H,6H2,1H3/b7-5-,11-4-

InChI Key

UGVHOJSVUOERFS-QXOCYMRCSA-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
Alpha,beta-unsaturated aldehyde
Enal
Heteroaromatic compound
Furan
Thioenolether
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Organooxygen compound
Aldehyde
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organosulfur compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0031070)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031070)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031070)

Source

Endogenous

Endogenous (HMDB: HMDB0031070)

Plant

Plant (HMDB: HMDB0031070)

Animal

Animal (HMDB: HMDB0031070)

Exogenous

Food

Food (HMDB: HMDB0031070)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031070)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031070)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031070)

Lipid metabolism pathway (HMDB: HMDB0031070)

Biochemical process

Lipid transport (HMDB: HMDB0031070)

Role

Biological role

Energy source (HMDB: HMDB0031070)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	41.5 °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	0.015 g/L	ALOGPS
logP	3.5	ALOGPS
logP	2.61	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	70.26 m³·mol⁻¹	ChemAxon
Polarizability	25.06 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
DarkChem	[M+H]+	156.943	31661259
DarkChem	[M-H]-	151.426	31661259
DeepCCS	[M+H]+	150.201	30932474
DeepCCS	[M-H]-	147.843	30932474
DeepCCS	[M-2H]-	181.205	30932474
DeepCCS	[M+Na]+	156.294	30932474
AllCCS	[M+H]+	152.1	32859911
AllCCS	[M+H-H2O]+	148.2	32859911
AllCCS	[M+NH4]+	155.7	32859911
AllCCS	[M+Na]+	156.7	32859911
AllCCS	[M-H]-	154.9	32859911
AllCCS	[M+Na-2H]-	155.2	32859911
AllCCS	[M+HCOO]-	155.7	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.	6.71 minutes	32390414
Predicted by Siyang on May 30, 2022	15.1202 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2030.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	479.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	190.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	306.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	610.2 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	696.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	152.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1422.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	446.7 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	1413.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	430.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	463.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	539.8 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	17.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein	CS\C=C/C#CCC1=CC=C(O1)\C=C/C=O	3014.3	Standard polar	33892256
(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein	CS\C=C/C#CCC1=CC=C(O1)\C=C/C=O	2060.7	Standard non polar	33892256
(2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein	CS\C=C/C#CCC1=CC=C(O1)\C=C/C=O	2193.7	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 - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lj-4950000000-87fde86838f243782928	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 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 - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 10V, Positive-QTOF	splash10-001i-1290000000-8757c1ab720959ddab26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 20V, Positive-QTOF	splash10-00lj-5950000000-baf768d9638b60d95e90	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 40V, Positive-QTOF	splash10-0595-9600000000-1fcf3a5a6c31d613b559	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 10V, Negative-QTOF	splash10-001j-8390000000-9b0e6bf040de477249c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 20V, Negative-QTOF	splash10-0002-9210000000-e6690fc673a5f9e30837	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 40V, Negative-QTOF	splash10-0002-9000000000-b179c9a6b37df05f1874	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 10V, Negative-QTOF	splash10-001i-0090000000-a669a0550481933a933e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 20V, Negative-QTOF	splash10-001j-4890000000-0bd6aaae4036fccf6754	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 40V, Negative-QTOF	splash10-066v-8900000000-fffe7b2c919680dbbf96	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 10V, Positive-QTOF	splash10-001i-1590000000-1f425cfeac79c1073c51	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 20V, Positive-QTOF	splash10-0540-3930000000-7f79329306343dc8ecb1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein 40V, Positive-QTOF	splash10-0cgm-9800000000-cb14fed8ddad007b1f96	2021-09-25	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

FDB003072

KNApSAcK ID

Not Available

Chemspider ID

30776881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751128

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 (2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein (HMDB0031070)

MOL for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

3D MOL for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

3D SDF for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

3D-SDF for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

PDB for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

3D PDB for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

SMILES for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

INCHI for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

Structure for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

3D Structure for HMDB0031070 ((2E,11Z)-5-[5-(Methylthio)-4-penten-2-ynyl]-2-furanacrolein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra