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Showing metabocard for S-Isopropyl 3-methylbut-2-enethioate (HMDB0032354)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:21 UTC
Update Date2023-02-21 17:21:58 UTC
HMDB IDHMDB0032354
Secondary Accession Numbers
  • HMDB32354
Metabolite Identification
Common NameS-Isopropyl 3-methylbut-2-enethioate
DescriptionS-Isopropyl 3-methylbut-2-enethioate, also known as S-1-methylethyl 3-methylbut-2-enethioate or S-isopropyl 3-methylthiocrotonate, 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-Isopropyl 3-methylbut-2-enethioate.
Structure
Data?1677000118
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

  Mrv0541 05061306282D          

 10  9  0  0  0  0            999 V2000
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    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
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

HMDB0032354
     RDKit          3D
S-Isopropyl 3-methylbut-2-enethioate
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.8741   -0.3403    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2643   -0.3360   -0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364   -0.6684   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919   -0.0370   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -0.0038   -1.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9685   -0.2774   -2.5014 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039    0.3927   -1.6671 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2300    0.7620   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.5130    0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6476    1.2121   -0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -0.7976    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8291   -0.8803    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825    0.6970    1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -0.8602   -0.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7562   -1.5867   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1985    0.1531   -1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    0.2005    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404    1.5029    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0596   -0.2944    1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623   -0.9668    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146   -1.2442    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1958    0.4835   -0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290    1.1515    0.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7364    2.2507   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  8 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
M  END
Download

3D SDF for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

  Mrv0541 05061306282D          

 10  9  0  0  0  0            999 V2000
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    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
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032354

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H14OS/c1-6(2)5-8(9)10-7(3)4/h5,7H,1-4H3

> <INCHI_KEY>
IZVXTRDVESJRTA-UHFFFAOYSA-N

> <FORMULA>
C8H14OS

> <MOLECULAR_WEIGHT>
158.261

> <EXACT_MASS>
158.07653576

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
18.04361254908102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-1-(propan-2-ylsulfanyl)but-2-en-1-one

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.862627506

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.926493017356856

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
47.57750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(isopropylsulfanyl)-3-methylbut-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

HMDB0032354
     RDKit          3D
S-Isopropyl 3-methylbut-2-enethioate
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.8741   -0.3403    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2643   -0.3360   -0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364   -0.6684   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919   -0.0370   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -0.0038   -1.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9685   -0.2774   -2.5014 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039    0.3927   -1.6671 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2300    0.7620   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.5130    0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6476    1.2121   -0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -0.7976    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8291   -0.8803    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0825    0.6970    1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -0.8602   -0.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7562   -1.5867   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1985    0.1531   -1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    0.2005    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404    1.5029    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0596   -0.2944    1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623   -0.9668    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146   -1.2442    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1958    0.4835   -0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290    1.1515    0.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7364    2.2507   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  8 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
M  END
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PDB for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

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      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       1.540   2.667   0.000  0.00  0.00           S+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    7                                                            
CONECT    5    6    8                                                       
CONECT    6    1    2    5                                                  
CONECT    7    3    4   10                                                  
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

COMPND    HMDB0032354
HETATM    1  C1  UNL     1      -2.874  -0.340   1.283  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.264  -0.336  -0.082  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.136  -0.668  -1.224  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.992  -0.037  -0.190  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.299  -0.004  -1.473  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.968  -0.277  -2.501  1.00  0.00           O  
HETATM    7  S1  UNL     1       1.404   0.393  -1.667  1.00  0.00           S  
HETATM    8  C6  UNL     1       2.230   0.762  -0.108  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.253  -0.513   0.706  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.648   1.212  -0.289  1.00  0.00           C  
HETATM   11  H1  UNL     1      -2.115  -0.798   1.948  1.00  0.00           H  
HETATM   12  H2  UNL     1      -3.829  -0.880   1.319  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.082   0.697   1.636  1.00  0.00           H  
HETATM   14  H4  UNL     1      -4.162  -0.860  -0.858  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.756  -1.587  -1.759  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.198   0.153  -1.967  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.394   0.201   0.677  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.640   1.503   0.491  1.00  0.00           H  
HETATM   19  H9  UNL     1       2.060  -0.294   1.780  1.00  0.00           H  
HETATM   20  H10 UNL     1       3.262  -0.967   0.660  1.00  0.00           H  
HETATM   21  H11 UNL     1       1.515  -1.244   0.319  1.00  0.00           H  
HETATM   22  H12 UNL     1       4.196   0.484  -0.915  1.00  0.00           H  
HETATM   23  H13 UNL     1       4.129   1.151   0.727  1.00  0.00           H  
HETATM   24  H14 UNL     1       3.736   2.251  -0.667  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    4    4
CONECT    3   14   15   16
CONECT    4    5   17
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   10   18
CONECT    9   19   20   21
CONECT   10   22   23   24
END
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SMILES for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

CC(C)SC(=O)C=C(C)C
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INCHI for HMDB0032354 (S-Isopropyl 3-methylbut-2-enethioate)

InChI=1S/C8H14OS/c1-6(2)5-8(9)10-7(3)4/h5,7H,1-4H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
S-Isopropyl 3-methylbut-2-enethioic acidGenerator
2-Butenethioic acid, 3-methyl-, S-(1-methylethyl) esterHMDB
S-1-Methylethyl 3-methylbut-2-enethioateHMDB
S-Isopropyl 3-methylthiocrotonateHMDB
3-Methyl-1-(propan-2-ylsulphanyl)but-2-en-1-oneHMDB
Chemical FormulaC8H14OS
Average Molecular Weight158.261
Monoisotopic Molecular Weight158.07653576
IUPAC Name3-methyl-1-(propan-2-ylsulfanyl)but-2-en-1-one
Traditional Name1-(isopropylsulfanyl)-3-methylbut-2-en-1-one
CAS Registry Number34365-79-2
SMILES
CC(C)SC(=O)C=C(C)C
InChI Identifier
InChI=1S/C8H14OS/c1-6(2)5-8(9)10-7(3)4/h5,7H,1-4H3
InChI KeyIZVXTRDVESJRTA-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 role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point236.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP2.709 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • 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 IDFDB009654
KNApSAcK IDNot Available
Chemspider ID106035
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound118658
PDB IDNot Available
ChEBI ID152031
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1505261
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. (). EAFUS: Everything Added to Food in the United States.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.