Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:03 UTC

Update Date

2022-03-07 02:53:25 UTC

HMDB ID

HMDB0032660

Secondary Accession Numbers

HMDB32660

Metabolite Identification

Common Name

(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene

Description

(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. Based on a literature review very few articles have been published on (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene.

Structure

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

HMDB0032660
     RDKit          3D
(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.4504    1.3328   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452    0.1703   -0.9109 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901   -1.1458    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -1.6897    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -1.1991   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -0.7880   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5552   -0.2785   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.1863   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8067   -0.5757    0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0582   -0.3642    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636    0.1862   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914   -0.6000   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713    0.4436   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174    1.4737    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    1.4820    0.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213    0.2713   -1.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    1.9477   -1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3107    0.8301    0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0218    2.0164    0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9995   -1.5109    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8532   -2.5045    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5949    0.0426   -2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130   -0.9866    1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762   -0.5684    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2188   -1.4117    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.0078   -1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1517    0.8837   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357    0.0790   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209    2.4836    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169    1.1745    1.5391 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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 16  1  0
 16  8  1  0
 15 11  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
  9 23  1  0
 10 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
M  END


  Mrv0541 02241208092D          

 16 17  0  0  0  0            999 V2000
    1.7318    0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562    0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4741    0.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318    1.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1540    0.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2468    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2468    0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7318    0.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4741   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5562   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968   -1.4018    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1547   -1.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    1.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  3  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032660

> <DATABASE_NAME>
hmdb

> <SMILES>
CS\C=C/C#C\C=C1\OC2(CCCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O2S/c1-16-11-4-2-3-6-12-7-9-13(15-12)8-5-10-14-13/h4,6-7,9,11H,5,8,10H2,1H3/b11-4-,12-6+

> <INCHI_KEY>
SOSDBVUESBQTDG-QFQHGIJPSA-N

> <FORMULA>
C13H14O2S

> <MOLECULAR_WEIGHT>
234.314

> <EXACT_MASS>
234.071450382

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.83596377834562

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-ylidene]-1,6-dioxaspiro[4.4]non-3-ene

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.6252173166666664

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.272632403848648

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
71.396

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-ylidene]-1,6-dioxaspiro[4.4]non-3-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032660
     RDKit          3D
(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.4504    1.3328   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452    0.1703   -0.9109 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901   -1.1458    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -1.6897    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -1.1991   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -0.7880   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5552   -0.2785   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.1863   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8067   -0.5757    0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0582   -0.3642    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636    0.1862   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914   -0.6000   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713    0.4436   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174    1.4737    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    1.4820    0.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213    0.2713   -1.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    1.9477   -1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3107    0.8301    0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0218    2.0164    0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9995   -1.5109    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8532   -2.5045    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5949    0.0426   -2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130   -0.9866    1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762   -0.5684    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2188   -1.4117    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.0078   -1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1517    0.8837   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357    0.0790   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209    2.4836    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169    1.1745    1.5391 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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 16  1  0
 16  8  1  0
 15 11  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
  9 23  1  0
 10 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       3.233   0.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.772   0.309   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.618   1.847   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.233   2.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.154   0.923   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.077  -0.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.461   0.156   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.461   1.693   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.693   2.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.078   2.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.233   0.463   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.618  -0.153   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.772  -1.693   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      -3.541  -2.617   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0      -2.155  -2.154   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.077   2.155   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4    6   16                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    5    8                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0032660
HETATM    1  C1  UNL     1       6.450   1.333  -0.418  1.00  0.00           C  
HETATM    2  S1  UNL     1       5.145   0.170  -0.911  1.00  0.00           S  
HETATM    3  C2  UNL     1       5.090  -1.146   0.289  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.923  -1.690   0.582  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.749  -1.199  -0.077  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.743  -0.788  -0.626  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.555  -0.278  -1.267  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.603  -0.186  -0.632  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.807  -0.576   0.743  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.058  -0.364   1.080  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.764   0.186  -0.071  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.991  -0.600  -0.452  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.071   0.444  -0.489  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.517   1.474   0.489  1.00  0.00           C  
HETATM   15  O1  UNL     1      -3.173   1.482   0.226  1.00  0.00           O  
HETATM   16  O2  UNL     1      -1.821   0.271  -1.086  1.00  0.00           O  
HETATM   17  H1  UNL     1       6.801   1.948  -1.262  1.00  0.00           H  
HETATM   18  H2  UNL     1       7.311   0.830   0.049  1.00  0.00           H  
HETATM   19  H3  UNL     1       6.022   2.016   0.370  1.00  0.00           H  
HETATM   20  H4  UNL     1       6.000  -1.511   0.786  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.853  -2.504   1.318  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.595   0.043  -2.298  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.013  -0.987   1.390  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.476  -0.568   2.049  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.219  -1.412   0.270  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.898  -1.008  -1.485  1.00  0.00           H  
HETATM   27  H11 UNL     1      -5.152   0.884  -1.485  1.00  0.00           H  
HETATM   28  H12 UNL     1      -6.036   0.079  -0.076  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.921   2.484   0.264  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.717   1.175   1.539  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    8   22
CONECT    8    9   16
CONECT    9   10   10   23
CONECT   10   11   24
CONECT   11   12   15   16
CONECT   12   13   25   26
CONECT   13   14   27   28
CONECT   14   15   29   30
END

HMDB0032660
     RDKit          3D
(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.4504    1.3328   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452    0.1703   -0.9109 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901   -1.1458    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -1.6897    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -1.1991   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -0.7880   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5552   -0.2785   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.1863   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8067   -0.5757    0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0582   -0.3642    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636    0.1862   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914   -0.6000   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713    0.4436   -0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174    1.4737    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    1.4820    0.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213    0.2713   -1.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    1.9477   -1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3107    0.8301    0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0218    2.0164    0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9995   -1.5109    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8532   -2.5045    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5949    0.0426   -2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130   -0.9866    1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762   -0.5684    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2188   -1.4117    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.0078   -1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1517    0.8837   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357    0.0790   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209    2.4836    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169    1.1745    1.5391 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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 16  1  0
 16  8  1  0
 15 11  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
  9 23  1  0
 10 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E)-2-[(4Z)-5-(Methylsulphanyl)pent-4-en-2-yn-1-ylidene]-1,6-dioxaspiro[4.4]non-3-ene	HMDB

Chemical Formula

C₁₃H₁₄O₂S

Average Molecular Weight

234.314

Monoisotopic Molecular Weight

234.071450382

IUPAC Name

(2E)-2-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-ylidene]-1,6-dioxaspiro[4.4]non-3-ene

Traditional Name

(2E)-2-[(4Z)-5-(methylsulfanyl)pent-4-en-2-yn-1-ylidene]-1,6-dioxaspiro[4.4]non-3-ene

CAS Registry Number

Not Available

SMILES

CS\C=C/C#C\C=C1\OC2(CCCO2)C=C1

InChI Identifier

InChI=1S/C13H14O2S/c1-16-11-4-2-3-6-12-7-9-13(15-12)8-5-10-14-13/h4,6-7,9,11H,5,8,10H2,1H3/b11-4-,12-6+

InChI Key

SOSDBVUESBQTDG-QFQHGIJPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Tetrahydrofuran
Dihydrofuran
Thioenolether
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Hydrocarbon derivative
Organosulfur compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032660)
Cell membrane (HMDB: HMDB0032660)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032660)

Source

Exogenous

Food

Food (HMDB: HMDB0032660)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0032660)

Endogenous

Plant

Plant (HMDB: HMDB0032660)

Endogenous (HMDB: HMDB0032660)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.63	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.4 m³·mol⁻¹	ChemAxon
Polarizability	25.84 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]+	158.191	31661259
DarkChem	[M-H]-	155.689	31661259
DeepCCS	[M+H]+	154.843	30932474
DeepCCS	[M-H]-	152.485	30932474
DeepCCS	[M-2H]-	185.407	30932474
DeepCCS	[M+Na]+	160.937	30932474
AllCCS	[M+H]+	154.3	32859911
AllCCS	[M+H-H2O]+	150.4	32859911
AllCCS	[M+NH4]+	158.0	32859911
AllCCS	[M+Na]+	159.1	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	161.2	32859911
AllCCS	[M+HCOO]-	161.7	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.	7.16 minutes	32390414
Predicted by Siyang on May 30, 2022	16.753 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.58 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2179.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	504.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	366.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	733.1 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	506.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1529.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	474.1 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	1301.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	397.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	426.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	560.1 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	12.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene	CS\C=C/C#C\C=C1\OC2(CCCO2)C=C1	2925.9	Standard polar	33892256
(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene	CS\C=C/C#C\C=C1\OC2(CCCO2)C=C1	1983.1	Standard non polar	33892256
(2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene	CS\C=C/C#C\C=C1\OC2(CCCO2)C=C1	2189.8	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 - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9430000000-2d03ac968a6592fff1ff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 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 - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 10V, Positive-QTOF	splash10-000i-3490000000-bf25a9079d18a617ffe8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 20V, Positive-QTOF	splash10-000l-9840000000-adc72d71509178425135	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 40V, Positive-QTOF	splash10-0f6y-9300000000-da02f9744cbf28363be3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 10V, Negative-QTOF	splash10-001j-9370000000-175ed9f48141ab07847d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 20V, Negative-QTOF	splash10-0002-9110000000-a5d84a5958c656bc2f42	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 40V, Negative-QTOF	splash10-0002-9000000000-632d907527968de1d77b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 10V, Negative-QTOF	splash10-001i-0090000000-6084191e328977256cd8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 20V, Negative-QTOF	splash10-000t-9270000000-a5e3518d31e3f705b6e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 40V, Negative-QTOF	splash10-0292-9710000000-9db25e523f41c63117ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 10V, Positive-QTOF	splash10-000i-0390000000-85ee23587e026e949721	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 20V, Positive-QTOF	splash10-004i-1920000000-e72c77acbf3fa48c4133	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene 40V, Positive-QTOF	splash10-004r-5900000000-d86d52de576d083d2e6d	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

FDB010623

KNApSAcK ID

Not Available

Chemspider ID

10275812

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14540699

PDB ID

Not Available

ChEBI ID

174196

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

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

Showing metabocard for (2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene (HMDB0032660)

MOL for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

3D MOL for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

3D SDF for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

3D-SDF for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

PDB for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

3D PDB for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

SMILES for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

INCHI for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

Structure for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

3D Structure for HMDB0032660 ((2Z,4'Z)-2-(5-Methylthio-4-penten-2-ynylidene)-1,6-dioxaspiro[4.4]non-3-ene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra