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Showing metabocard for S-Methyl 3-methylthiobutyrate (HMDB0039843)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 01:22:51 UTC
Update Date2023-02-21 17:27:15 UTC
HMDB IDHMDB0039843
Secondary Accession Numbers
  • HMDB39843
Metabolite Identification
Common NameS-Methyl 3-methylthiobutyrate
DescriptionS-Methyl 3-methylthiobutyrate belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain. Based on a literature review a small amount of articles have been published on S-Methyl 3-methylthiobutyrate.
Structure
Data?1677000435
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

  Mrv0541 05061311262D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    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
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    1.9520    1.9520    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
  5  1  1  0  0  0  0
  5  2  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
M  END
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3D MOL for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

HMDB0039843
     RDKit          3D
S-Methyl 3-methylthiobutyrate
 20 19  0  0  0  0  0  0  0  0999 V2000
    3.9589   -0.4438    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4810   -0.5169    1.0488 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.0048    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161    0.3184   -1.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    0.0323    0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431    0.4813   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249   -0.3519   -1.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    0.5564    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778   -1.2093    0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4126    0.5788    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -0.6985   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2919    0.7232    1.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5852   -0.9596    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1281    1.5287   -0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916    0.2065   -2.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -0.6852   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950   -1.2652   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794    1.5624    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6756   -0.1764    1.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    0.3236   -0.1463 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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3D SDF for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

  Mrv0541 05061311262D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    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
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    1.9520    1.9520    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
  5  1  1  0  0  0  0
  5  2  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
M  END
> <DATABASE_ID>
HMDB0039843

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C6H12OS/c1-5(2)4-6(7)8-3/h5H,4H2,1-3H3

> <INCHI_KEY>
MPLWTJZAFOVXKP-UHFFFAOYSA-N

> <FORMULA>
C6H12OS

> <MOLECULAR_WEIGHT>
132.224

> <EXACT_MASS>
132.060885696

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
14.94591201906679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-1-(methylsulfanyl)butan-1-one

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
2.109301457

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.046044382822029

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
37.485

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-1-(methylsulfanyl)butan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

HMDB0039843
     RDKit          3D
S-Methyl 3-methylthiobutyrate
 20 19  0  0  0  0  0  0  0  0999 V2000
    3.9589   -0.4438    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4810   -0.5169    1.0488 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.0048    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161    0.3184   -1.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    0.0323    0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431    0.4813   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249   -0.3519   -1.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    0.5564    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778   -1.2093    0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4126    0.5788    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -0.6985   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2919    0.7232    1.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5852   -0.9596    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1281    1.5287   -0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916    0.2065   -2.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -0.6852   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950   -1.2652   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794    1.5624    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6756   -0.1764    1.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    0.3236   -0.1463 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
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PDB for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

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      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   3.644   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       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0       4.977   1.334   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    8                                                            
CONECT    4    5    6                                                       
CONECT    5    1    2    4                                                  
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    3    6                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

COMPND    HMDB0039843
HETATM    1  C1  UNL     1       3.959  -0.444   0.010  1.00  0.00           C  
HETATM    2  S1  UNL     1       2.481  -0.517   1.049  1.00  0.00           S  
HETATM    3  C2  UNL     1       1.072  -0.005   0.087  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.216   0.318  -1.074  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.270   0.032   0.681  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.343   0.481  -0.249  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.525  -0.352  -1.462  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.646   0.556   0.541  1.00  0.00           C  
HETATM    9  H1  UNL     1       4.678  -1.209   0.345  1.00  0.00           H  
HETATM   10  H2  UNL     1       4.413   0.579   0.045  1.00  0.00           H  
HETATM   11  H3  UNL     1       3.684  -0.698  -1.049  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.292   0.723   1.567  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.585  -0.960   1.099  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.128   1.529  -0.580  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.292   0.206  -2.410  1.00  0.00           H  
HETATM   16  H8  UNL     1      -2.569  -0.685  -1.535  1.00  0.00           H  
HETATM   17  H9  UNL     1      -0.895  -1.265  -1.489  1.00  0.00           H  
HETATM   18  H10 UNL     1      -2.779   1.562   1.001  1.00  0.00           H  
HETATM   19  H11 UNL     1      -2.676  -0.176   1.365  1.00  0.00           H  
HETATM   20  H12 UNL     1      -3.502   0.324  -0.146  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   12   13
CONECT    6    7    8   14
CONECT    7   15   16   17
CONECT    8   18   19   20
END
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SMILES for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

CSC(=O)CC(C)C
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INCHI for HMDB0039843 (S-Methyl 3-methylthiobutyrate)

InChI=1S/C6H12OS/c1-5(2)4-6(7)8-3/h5H,4H2,1-3H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
S-Methyl 3-methylthiobutyric acidGenerator
Butanethioic acid, 3-methyl-, S-methyl esterHMDB
FEMA 3864HMDB
Methanethiol isovalerateHMDB
S-Methyl thio-3-methylbutyrateHMDB
S-Methyl thioisovalerateHMDB
3-Methyl-1-(methylsulphanyl)butan-1-oneGenerator
Chemical FormulaC6H12OS
Average Molecular Weight132.224
Monoisotopic Molecular Weight132.060885696
IUPAC Name3-methyl-1-(methylsulfanyl)butan-1-one
Traditional Name3-methyl-1-(methylsulfanyl)butan-1-one
CAS Registry Number23747-45-7
SMILES
CSC(=O)CC(C)C
InChI Identifier
InChI=1S/C6H12OS/c1-5(2)4-6(7)8-3/h5H,4H2,1-3H3
InChI KeyMPLWTJZAFOVXKP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl thioesters
Direct ParentFatty acyl thioesters
Alternative Parents
Substituents
  • Fatty acyl thioester
  • Carbothioic s-ester
  • Thiocarboxylic acid ester
  • Sulfenyl compound
  • Thiocarboxylic 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
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point157.00 to 158.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility3701 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.232 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Crohn's disease		 details
Associated Disorders and Diseases
Disease References
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Crohn's disease
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019497
KNApSAcK IDNot Available
Chemspider ID81472
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound90246
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1476981
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.