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Showing NP-Card for 5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal (NP0048898)

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Record Information
Version2.0
Created at2022-03-17 21:03:55 UTC
Updated at2022-03-17 21:03:55 UTC
NP-MRD IDNP0048898
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal
Description5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal, also known as 2,8-dithianon-4-en-4-carboxaldehyde or 2-methylthiomethyl-5-methylthiopent-2-enal, belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. 5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal has been detected, but not quantified in, garden tomato. This could make 5-(methylthio)-2-[(methylthio)methyl]-2-pentenal a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)


  Mrv0541 02241218372D          

 11 10  0  0  0  0            999 V2000
   -2.8584    0.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.4154    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -0.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.4084    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584    0.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
M  END
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3D MOL for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)

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3D SDF for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)

  Mrv0541 02241218372D          

 11 10  0  0  0  0            999 V2000
   -2.8584    0.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.4154    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -0.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.4084    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584    0.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048898

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSCC\C=C(\CSC)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14OS2/c1-10-5-3-4-8(6-9)7-11-2/h4,6H,3,5,7H2,1-2H3/b8-4+

> <INCHI_KEY>
VVZWQNGEMWJSTM-XBXARRHUSA-N

> <FORMULA>
C8H14OS2

> <MOLECULAR_WEIGHT>
190.326

> <EXACT_MASS>
190.04860645

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.78736552659952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-5-(methylsulfanyl)-2-[(methylsulfanyl)methyl]pent-2-enal

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.1603926280000003

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.802979333266821

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
56.0602

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-5-(methylsulfanyl)-2-[(methylsulfanyl)methyl]pent-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)
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PDB for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)
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  C   UNK     0      -5.336   1.545   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -4.001   0.775   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -2.666   1.545   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   0.773   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.001   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.333   0.768   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.668   1.535   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.331  -0.773   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.663  -1.545   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       4.001   0.762   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       5.336   1.530   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6   10                                                       
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)
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SMILES for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)
CSCC\C=C(\CSC)C=O
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INCHI for NP0048898 (5-(Methylthio)-2-[(methylthio)methyl]-2-pentenal)
InChI=1S/C8H14OS2/c1-10-5-3-4-8(6-9)7-11-2/h4,6H,3,5,7H2,1-2H3/b8-4+
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Synonyms
ValueSource
2,8-Dithianon-4-en-4-carboxaldehydeHMDB
2,8-Dithianon-4-en-4-carboxaldhydeHMDB
2,8-Dithianon-4-ene-4-carboxaldehydeHMDB
2-Methylthiomethyl-5-methylthiopent-2-enalHMDB
2-[(Methylthio)methyl]-5-(methylthio)-2-pentenalHMDB
4-Formyl-2,8-dithianon-4-eneHMDB
5-(Methylthio)-2-((methylthio)methyl)-2-pentenalHMDB
5-(Methylthio)-2-((methylthio)methyl)pent-2-enalHMDB
5-(Methylthio)-2-(methylthio)methylpent-2-en-1-alHMDB
FEMA 3483HMDB
MethialdolHMDB
(2E)-5-(Methylsulphanyl)-2-[(methylsulphanyl)methyl]pent-2-enalGenerator
Chemical FormulaC8H14OS2
Average Mass190.3260 Da
Monoisotopic Mass190.04861 Da
IUPAC Name(2E)-5-(methylsulfanyl)-2-[(methylsulfanyl)methyl]pent-2-enal
Traditional Name(2E)-5-(methylsulfanyl)-2-[(methylsulfanyl)methyl]pent-2-enal
CAS Registry Number59902-01-1
SMILES
CSCC\C=C(\CSC)C=O
InChI Identifier
InChI=1S/C8H14OS2/c1-10-5-3-4-8(6-9)7-11-2/h4,6H,3,5,7H2,1-2H3/b8-4+
InChI KeyVVZWQNGEMWJSTM-XBXARRHUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Solanum lycopersicumFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentEnals  
Alternative Parents
Substituents
  • Enal
    • 

  • Dialkylthioether
    • 

  • Sulfenyl compound
    • 

  • Thioether
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organosulfur compound
    • 

  • Aldehyde
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.88ALOGPS
logP2.16ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity56.06 m³·mol⁻¹ChemAxon
Polarizability21.79 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037815  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016960  
KNApSAcK IDNot Available
Chemspider ID15308088  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20381861  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available