Showing NP-Card for methyl 2-(methylthio)-butyrate (NP0163997)

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Record Information
Version2.0
Created at2022-09-02 22:47:33 UTC
Updated at2022-09-02 22:47:33 UTC
NP-MRD IDNP0163997
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 2-(methylthio)-butyrate
DescriptionMethyl 2-(methylthio)butyrate, also known as fema 3708, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Methyl 2-(methylthio)butyrate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methyl 2-(methylthio)butyrate is a fruity, green, and musty tasting compound. Outside of the human body, Methyl 2-(methylthio)butyrate has been detected, but not quantified in, milk and milk products. methyl 2-(methylthio)-butyrate is found in Ferula sinkiangensis. This could make methyl 2-(methylthio)butyrate a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0163997 (methyl 2-(methylthio)-butyrate)

  Mrv0541 05061312332D          

  9  8  0  0  0  0            999 V2000
    2.6664   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
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3D MOL for NP0163997 (methyl 2-(methylthio)-butyrate)

     RDKit          3D

 21 20  0  0  0  0  0  0  0  0999 V2000
   -0.9747    2.0967   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3016    0.9558    0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -0.1162   -0.0192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6565   -1.4822    1.1080 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -2.2499    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1197    0.3235    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123    1.4626    0.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911   -0.6503   -0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588   -0.3753    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1654    1.7998   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5761    2.9585   -0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8558    2.3853   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713    1.2880    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761    0.5204   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -0.5197   -1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0163   -2.1080    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164   -3.3410    0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6087   -1.8483   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8521    0.2496   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -1.3611   -0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006    0.0117    0.9967 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  6
  5 16  1  0
  5 17  1  0
  5 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
M  END
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3D SDF for NP0163997 (methyl 2-(methylthio)-butyrate)

  Mrv0541 05061312332D          

  9  8  0  0  0  0            999 V2000
    2.6664   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163997

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(SC)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2S/c1-4-5(9-3)6(7)8-2/h5H,4H2,1-3H3

> <INCHI_KEY>
PBYSEUNXLXTEAN-UHFFFAOYSA-N

> <FORMULA>
C6H12O2S

> <MOLECULAR_WEIGHT>
148.223

> <EXACT_MASS>
148.055800318

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.018841185367002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-(methylsulfanyl)butanoate

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
1.627409610333333

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.186030532120421

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
38.910900000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(methylsulfanyl)butanoate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0163997 (methyl 2-(methylthio)-butyrate)

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PDB for NP0163997 (methyl 2-(methylthio)-butyrate)
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       4.977  -4.414   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   0.976   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.311  -2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644  -3.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.976  -2.104   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.310   0.206   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       4.977  -1.334   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    2    6                                                       
CONECT    9    3    5                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for NP0163997 (methyl 2-(methylthio)-butyrate)
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SMILES for NP0163997 (methyl 2-(methylthio)-butyrate)
CCC(SC)C(=O)OC
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INCHI for NP0163997 (methyl 2-(methylthio)-butyrate)
InChI=1S/C6H12O2S/c1-4-5(9-3)6(7)8-2/h5H,4H2,1-3H3
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Synonyms
ValueSource
Methyl 2-(methylthio)butyric acidGenerator
FEMA 3708HMDB
Chemical FormulaC6H12O2S
Average Mass148.2230 Da
Monoisotopic Mass148.05580 Da
IUPAC Namemethyl 2-(methylsulfanyl)butanoate
Traditional Namemethyl 2-(methylsulfanyl)butanoate
CAS Registry NumberNot Available
SMILES
CCC(SC)C(=O)OC
InChI Identifier
InChI=1S/C6H12O2S/c1-4-5(9-3)6(7)8-2/h5H,4H2,1-3H3
InChI KeyPBYSEUNXLXTEAN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ferula sinkiangensisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid esters  
Alternative Parents
Substituents
  • Fatty acid ester
    • 

  • Methyl ester
    • 

  • Carboxylic acid ester
    • 

  • Dialkylthioether
    • 

  • Sulfenyl compound
    • 

  • Thioether
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP1.66ALOGPS
logP1.63ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity38.91 m³·mol⁻¹ChemAxon
Polarizability16.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0041306  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021225  
KNApSAcK IDNot Available
Chemspider ID487322  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound560572  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]