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Showing metabocard for Methyl methanethiosulfonate (HMDB0031832)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:45 UTC
Update Date2023-02-21 17:21:20 UTC
HMDB IDHMDB0031832
Secondary Accession Numbers
  • HMDB31832
Metabolite Identification
Common NameMethyl methanethiosulfonate
DescriptionMethyl methanethiosulfonate, also known as MMTS, belongs to the class of organic compounds known as sulfonyls. Sulfonyls are compounds containing the sulfonyl group, with the general structure RS(=O)2R' ( R,R' must not be H). Methyl methanethiosulfonate exists in all living organisms, ranging from bacteria to humans. Methyl methanethiosulfonate is a pungent, roasted, and sulfurous tasting compound. Methyl methanethiosulfonate has been detected, but not quantified in, several different foods, such as red onion, welsh onions (Allium fistulosum), garden onions (Allium cepa), green onion, and garden onion (var.). This could make methyl methanethiosulfonate a potential biomarker for the consumption of these foods. Methyl methanethiosulfonate 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 Methyl methanethiosulfonate.
Structure
Data?1677000080
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031832 (Methyl methanethiosulfonate)

Structure #1
  Mrv0541 02241207342D          

  6  5  0  0  0  0            999 V2000
    1.2375   -0.7145    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  6  2  0  0  0  0
  4  6  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for HMDB0031832 (Methyl methanethiosulfonate)

HMDB0031832
     RDKit          3D
Methyl methanethiosulfonate
 12 11  0  0  0  0  0  0  0  0999 V2000
    2.2617   -0.3780    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -0.9877    0.4170 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.3546    0.6192 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8590   -0.0100   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3706   -0.0045    1.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096    1.8038    0.6217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892   -0.2523   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119    0.6647    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.9717    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353    0.7868   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -0.0528   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4170   -0.9530   -0.5329 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
  3  5  2  0
  3  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  0
  4 11  1  0
  4 12  1  0
M  END
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3D SDF for HMDB0031832 (Methyl methanethiosulfonate)

Structure #1
  Mrv0541 02241207342D          

  6  5  0  0  0  0            999 V2000
    1.2375   -0.7145    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  6  2  0  0  0  0
  4  6  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031832

> <DATABASE_NAME>
hmdb

> <SMILES>
CSS(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3

> <INCHI_KEY>
XYONNSVDNIRXKZ-UHFFFAOYSA-N

> <FORMULA>
C2H6O2S2

> <MOLECULAR_WEIGHT>
126.198

> <EXACT_MASS>
125.980920816

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
11.301463231272763

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(methanesulfonylsulfanyl)methane

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-0.06164452933333317

> <ALOGPS_LOGS>
-0.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.12292413651124

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
27.5405

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl methanethiosulfonate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0031832 (Methyl methanethiosulfonate)

HMDB0031832
     RDKit          3D
Methyl methanethiosulfonate
 12 11  0  0  0  0  0  0  0  0999 V2000
    2.2617   -0.3780    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -0.9877    0.4170 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.3546    0.6192 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.8590   -0.0100   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3706   -0.0045    1.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096    1.8038    0.6217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892   -0.2523   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119    0.6647    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.9717    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353    0.7868   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -0.0528   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4170   -0.9530   -0.5329 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
  3  5  2  0
  3  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  0
  4 11  1  0
  4 12  1  0
M  END
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PDB for HMDB0031832 (Methyl methanethiosulfonate)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM    5  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM    6  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    6                                                            
CONECT    4    6                                                            
CONECT    5    1    6                                                       
CONECT    6    2    3    4    5                                             
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0031832 (Methyl methanethiosulfonate)

COMPND    HMDB0031832
HETATM    1  C1  UNL     1       2.262  -0.378   0.100  1.00  0.00           C  
HETATM    2  S1  UNL     1       0.700  -0.988   0.417  1.00  0.00           S  
HETATM    3  S2  UNL     1      -0.807   0.355   0.619  1.00  0.00           S  
HETATM    4  C2  UNL     1      -1.859  -0.010  -0.746  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.371  -0.004   1.949  1.00  0.00           O  
HETATM    6  O2  UNL     1      -0.610   1.804   0.622  1.00  0.00           O  
HETATM    7  H1  UNL     1       2.489  -0.252  -0.996  1.00  0.00           H  
HETATM    8  H2  UNL     1       2.412   0.665   0.514  1.00  0.00           H  
HETATM    9  H3  UNL     1       3.086  -0.972   0.594  1.00  0.00           H  
HETATM   10  H4  UNL     1      -2.635   0.787  -0.801  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.250  -0.053  -1.654  1.00  0.00           H  
HETATM   12  H6  UNL     1      -2.417  -0.953  -0.533  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3
CONECT    3    4    5    5    6
CONECT    3    6
CONECT    4   10   11   12
END
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SMILES for HMDB0031832 (Methyl methanethiosulfonate)

CSS(C)(=O)=O
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INCHI for HMDB0031832 (Methyl methanethiosulfonate)

InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Methyl methanethiolsulfonateChEBI
Methyl methanethiolsulfonic acidGenerator
Methyl methanethiolsulphonateGenerator
Methyl methanethiolsulphonic acidGenerator
Methyl methanethiosulfonic acidGenerator
Methyl methanethiosulphonateGenerator
Methyl methanethiosulphonic acidGenerator
MMTSMeSH
Methyl methanesulfonothioateMeSH
Dimethyl thiosulfonateHMDB
Methanesulfonic acid, thio-, S-methyl esterHMDB
Methanesulfonothioic acid, S-methyl esterHMDB
Methanethiosulfonic acid, S-methyl esterHMDB
Methyl methanethio-sulfonateHMDB
MethylmethanethiosulfonateHMDB
S-Methyl methanesulfonothioateHMDB
S-Methyl methanethiosulfonateHMDB
S-Methyl methanethiosulphonateHMDB, Generator
S-Methyl methylthiosulfonateHMDB
S-Methyl thiomethanesulfonateHMDB
S-Methyl methanethiosulfonic acidGenerator
S-Methyl methanethiosulphonic acidGenerator
Methyl methanethiosulfonateMeSH
Chemical FormulaC2H6O2S2
Average Molecular Weight126.198
Monoisotopic Molecular Weight125.980920816
IUPAC Name(methanesulfonylsulfanyl)methane
Traditional Namemethyl methanethiosulfonate
CAS Registry Number2949-92-0
SMILES
CSS(C)(=O)=O
InChI Identifier
InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3
InChI KeyXYONNSVDNIRXKZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfonyls. Sulfonyls are compounds containing the sulfonyl group, with the general structure RS(=O)2R' ( R,R' must not be H).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassSulfonyls
Sub ClassNot Available
Direct ParentSulfonyls
Alternative Parents
Substituents
  • Sulfonyl
  • Sulfenyl compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point266.00 to 267.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP0.247 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility34.3 g/LALOGPS
logP-0.4ALOGPS
logP-0.062ChemAxon
logS-0.57ALOGPS
pKa (Strongest Basic)-9.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity27.54 m³·mol⁻¹ChemAxon
Polarizability11.3 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+124.44631661259
DarkChem[M-H]-119.17331661259
DeepCCS[M+H]+131.42730932474
DeepCCS[M-H]-128.62730932474
DeepCCS[M-2H]-164.81130932474
DeepCCS[M+Na]+139.34530932474
AllCCS[M+H]+124.132859911
AllCCS[M+H-H2O]+120.332859911
AllCCS[M+NH4]+127.732859911
AllCCS[M+Na]+128.732859911
AllCCS[M-H]-137.232859911
AllCCS[M+Na-2H]-141.932859911
AllCCS[M+HCOO]-147.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl methanethiosulfonateCSS(C)(=O)=O1624.3Standard polar33892256
Methyl methanethiosulfonateCSS(C)(=O)=O1060.9Standard non polar33892256
Methyl methanethiosulfonateCSS(C)(=O)=O1111.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl methanethiosulfonate GC-MS (Non-derivatized) - 70eV, Positivesplash10-002b-9100000000-db7d9bd8360545f328502017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl methanethiosulfonate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl methanethiosulfonate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 10V, Positive-QTOFsplash10-004i-1900000000-1873b4844b5c916b8b5b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 20V, Positive-QTOFsplash10-0002-9100000000-cffd49d2b68280331eb22016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 40V, Positive-QTOFsplash10-002b-9500000000-d601946140118a63d25a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 10V, Negative-QTOFsplash10-00b9-9600000000-a98d65ac507d0f78a11e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 20V, Negative-QTOFsplash10-004i-9000000000-0e4291ac7f10f4b16b722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 40V, Negative-QTOFsplash10-004i-9000000000-d629237e84256c7ac3f22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 10V, Positive-QTOFsplash10-004i-9300000000-6de4b526c6103bc2b7052021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 20V, Positive-QTOFsplash10-004i-9100000000-d1e8da8fcb1cc25dbad32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 40V, Positive-QTOFsplash10-03dj-9000000000-678915a2646f1fd4ffbd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 10V, Negative-QTOFsplash10-004i-9000000000-0a937d8c2100236270562021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 20V, Negative-QTOFsplash10-004j-9000000000-c64c3d33444e4c8abdab2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl methanethiosulfonate 40V, Negative-QTOFsplash10-004i-9000000000-ea9924b7c3b58cd439812021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB008510
KNApSAcK IDNot Available
Chemspider ID17065
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18064
PDB IDNot Available
ChEBI ID74357
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1260071
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Jensen PE, Shanbhag VP, Stigbrand T: Methanethiolation of the liberated cysteine residues of human alpha 2-macroglobulin treated with methylamine generates a derivative with similar functional characteristics as native alpha 2-macroglobulin. Eur J Biochem. 1995 Feb 1;227(3):612-6. [PubMed:7532583 ]
  2. Alvear M, Jabalquinto AM, Cardemil E: Inactivation of chicken liver mevalonate 5-diphosphate decarboxylase by sulfhydryl-directed reagents: evidence of a functional dithiol. Biochim Biophys Acta. 1989 Jan 19;994(1):7-11. [PubMed:2909257 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .