Hmdb loader

Showing metabocard for Ethyl 3-(methylthio)propanoate (HMDB0040413)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:57:11 UTC
Update Date2023-02-21 17:28:14 UTC
HMDB IDHMDB0040413
Secondary Accession Numbers
  • HMDB40413
Metabolite Identification
Common NameEthyl 3-(methylthio)propanoate
DescriptionEthyl 3-(methylthio)propanoate, also known as ethyl methyl mercaptopropionate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl 3-(methylthio)propanoate is a fruity, metallic, and pineapple tasting compound. Ethyl 3-(methylthio)propanoate is found, on average, in the highest concentration within pineapples (Ananas comosus). Ethyl 3-(methylthio)propanoate has also been detected, but not quantified in, several different foods, such as alcoholic beverages, asian pears (Pyrus pyrifolia), fruits, and milk and milk products. This could make ethyl 3-(methylthio)propanoate a potential biomarker for the consumption of these foods. Ethyl 3-(methylthio)propanoate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Ethyl 3-(methylthio)propanoate.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

  Mrv0541 05061311492D          

  9  8  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

HMDB0040413
     RDKit          3D
Ethyl 3-(methylthio)propanoate
 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.2316    1.0279    0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -0.2047    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3102   -0.4565    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7240   -0.6079   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894   -0.5079   -1.3246 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6961   -0.8736   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    0.4331   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768    0.2283   -1.4264 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -0.1667    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680    1.7225    1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750    1.5981   -0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194    0.8478    0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -1.0758    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114   -0.2871    2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083   -1.6376   -1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562   -1.2498    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435    1.2002   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183    0.7922   -1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5512    0.2924    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0688    0.1834    0.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0385   -1.2582    0.2269 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  2  0
  4  6  1  0
  6  7  1  0
  7  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
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
M  END
Download

3D SDF for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

  Mrv0541 05061311492D          

  9  8  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040413

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)CCSC

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2S/c1-3-8-6(7)4-5-9-2/h3-5H2,1-2H3

> <INCHI_KEY>
YSNWHRKJEKWJNY-UHFFFAOYSA-N

> <FORMULA>
C6H12O2S

> <MOLECULAR_WEIGHT>
148.223

> <EXACT_MASS>
148.055800318

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.38137288738547

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl 3-(methylsulfanyl)propanoate

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.3374995926666668

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0412154028358716

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
39.242599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 3-(methylsulfanyl)propanoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

HMDB0040413
     RDKit          3D
Ethyl 3-(methylthio)propanoate
 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.2316    1.0279    0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -0.2047    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3102   -0.4565    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7240   -0.6079   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4894   -0.5079   -1.3246 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6961   -0.8736   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3169    0.4331   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768    0.2283   -1.4264 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -0.1667    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680    1.7225    1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750    1.5981   -0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194    0.8478    0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -1.0758    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114   -0.2871    2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083   -1.6376   -1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562   -1.2498    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435    1.2002   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183    0.7922   -1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5512    0.2924    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0688    0.1834    0.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0385   -1.2582    0.2269 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  2  0
  4  6  1  0
  6  7  1  0
  7  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
  6 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
M  END
Download

PDB for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

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       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.954   4.977   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.620   2.667   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       9.955   2.667   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    9                                                            
CONECT    3    1    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4    9                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    3    6                                                       
CONECT    9    2    5                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
Download

3D PDB for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

COMPND    HMDB0040413
HETATM    1  C1  UNL     1      -3.232   1.028   0.577  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.659  -0.205   1.137  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.310  -0.457   0.884  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.724  -0.608  -0.330  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.489  -0.508  -1.325  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.696  -0.874  -0.605  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.317   0.433  -1.055  1.00  0.00           C  
HETATM    8  S1  UNL     1       3.077   0.228  -1.426  1.00  0.00           S  
HETATM    9  C6  UNL     1       4.022  -0.167   0.071  1.00  0.00           C  
HETATM   10  H1  UNL     1      -3.468   1.722   1.412  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.575   1.598  -0.108  1.00  0.00           H  
HETATM   12  H3  UNL     1      -4.219   0.848   0.064  1.00  0.00           H  
HETATM   13  H4  UNL     1      -3.210  -1.076   0.663  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.911  -0.287   2.215  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.808  -1.638  -1.407  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.256  -1.250   0.270  1.00  0.00           H  
HETATM   17  H8  UNL     1       1.144   1.200  -0.277  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.818   0.792  -1.979  1.00  0.00           H  
HETATM   19  H10 UNL     1       3.551   0.292   0.969  1.00  0.00           H  
HETATM   20  H11 UNL     1       5.069   0.183   0.022  1.00  0.00           H  
HETATM   21  H12 UNL     1       4.039  -1.258   0.227  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   16
CONECT    7    8   17   18
CONECT    8    9
CONECT    9   19   20   21
END
Download

SMILES for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

CCOC(=O)CCSC
Download

INCHI for HMDB0040413 (Ethyl 3-(methylthio)propanoate)

InChI=1S/C6H12O2S/c1-3-8-6(7)4-5-9-2/h3-5H2,1-2H3
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC6H12O2S
Average Molecular Weight148.223
Monoisotopic Molecular Weight148.055800318
IUPAC Nameethyl 3-(methylsulfanyl)propanoate
Traditional Nameethyl 3-(methylsulfanyl)propanoate
CAS Registry Number13327-56-5
SMILES
CCOC(=O)CCSC
InChI Identifier
InChI=1S/C6H12O2S/c1-3-8-6(7)4-5-9-2/h3-5H2,1-2H3
InChI KeyYSNWHRKJEKWJNY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point196.00 to 197.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility4534 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.352 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020145
KNApSAcK IDNot Available
Chemspider ID55501
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61592
PDB IDNot Available
ChEBI ID87503
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1008241
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .