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Showing metabocard for 2-Methyl-5-(methylthio)furan (HMDB0041566)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 03:15:34 UTC
Update Date2023-02-21 17:28:49 UTC
HMDB IDHMDB0041566
Secondary Accession Numbers
  • HMDB41566
Metabolite Identification
Common Name2-Methyl-5-(methylthio)furan
Description2-Methyl-5-(methylthio)furan, also known as fema 3366 or methyl 5-methylfuryl sulfide, belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group. 2-Methyl-5-(methylthio)furan is a coffee, garlic, and horseradish tasting compound. 2-Methyl-5-(methylthio)furan has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2-methyl-5-(methylthio)furan a potential biomarker for the consumption of these foods. 2-Methyl-5-(methylthio)furan 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 2-Methyl-5-(methylthio)furan.
Structure
Data?1677000529
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041566 (2-Methyl-5-(methylthio)furan)


  Mrv1652307201900082D          

  8  8  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  3  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0041566 (2-Methyl-5-(methylthio)furan)

HMDB0041566
     RDKit          3D
2-Methyl-5-(methylthio)furan
 16 16  0  0  0  0  0  0  0  0999 V2000
    3.1876    0.8450   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -0.3172   -1.3030 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.4653   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -1.3656    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219   -1.1143    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805   -0.0624   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8344    0.5906   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729    0.2903   -0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468    1.1898    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156    0.2829   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581    1.6934   -1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7960   -2.1397    0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7388   -1.6196    1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3620    0.1454   -0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3529    0.3615    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7398    1.6850   -0.1831 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  3  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  7 14  1  0
  7 15  1  0
  7 16  1  0
M  END
Download

3D SDF for HMDB0041566 (2-Methyl-5-(methylthio)furan)


  Mrv1652307201900082D          

  8  8  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  3  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041566

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC1=CC=C(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C6H8OS/c1-5-3-4-6(7-5)8-2/h3-4H,1-2H3

> <INCHI_KEY>
RESBOJMQOGJOMW-UHFFFAOYSA-N

> <FORMULA>
C6H8OS

> <MOLECULAR_WEIGHT>
128.19

> <EXACT_MASS>
128.029586052

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
14.03140181278253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-5-(methylsulfanyl)furan

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.0305608063333334

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8649525484545797

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
35.7333

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-(methylsulfanyl)furan

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0041566 (2-Methyl-5-(methylthio)furan)

HMDB0041566
     RDKit          3D
2-Methyl-5-(methylthio)furan
 16 16  0  0  0  0  0  0  0  0999 V2000
    3.1876    0.8450   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -0.3172   -1.3030 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.4653   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -1.3656    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219   -1.1143    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805   -0.0624   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8344    0.5906   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729    0.2903   -0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468    1.1898    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156    0.2829   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581    1.6934   -1.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7960   -2.1397    0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7388   -1.6196    1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3620    0.1454   -0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3529    0.3615    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7398    1.6850   -0.1831 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  3  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  7 14  1  0
  7 15  1  0
  7 16  1  0
M  END
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PDB for HMDB0041566 (2-Methyl-5-(methylthio)furan)

HEADER    PROTEIN                                 20-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUL-19         0                                  
HETATM    1  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       1.060   3.620   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    3                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0041566 (2-Methyl-5-(methylthio)furan)

COMPND    HMDB0041566
HETATM    1  C1  UNL     1       3.188   0.845  -0.337  1.00  0.00           C  
HETATM    2  S1  UNL     1       2.154  -0.317  -1.303  1.00  0.00           S  
HETATM    3  C2  UNL     1       0.559  -0.465  -0.503  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.186  -1.366   0.470  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.122  -1.114   0.788  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.480  -0.062  -0.017  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.834   0.591  -0.044  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.473   0.290  -0.758  1.00  0.00           O  
HETATM    9  H1  UNL     1       2.647   1.190   0.577  1.00  0.00           H  
HETATM   10  H2  UNL     1       4.116   0.283  -0.093  1.00  0.00           H  
HETATM   11  H3  UNL     1       3.458   1.693  -1.009  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.796  -2.140   0.917  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.739  -1.620   1.504  1.00  0.00           H  
HETATM   14  H6  UNL     1      -3.362   0.145  -0.914  1.00  0.00           H  
HETATM   15  H7  UNL     1      -3.353   0.362   0.906  1.00  0.00           H  
HETATM   16  H8  UNL     1      -2.740   1.685  -0.183  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   12
CONECT    5    6    6   13
CONECT    6    7    8
CONECT    7   14   15   16
END
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SMILES for HMDB0041566 (2-Methyl-5-(methylthio)furan)

CSC1=CC=C(C)O1
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INCHI for HMDB0041566 (2-Methyl-5-(methylthio)furan)

InChI=1S/C6H8OS/c1-5-3-4-6(7-5)8-2/h3-4H,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Methyl 5-(methyl thio) furanChEBI
2-Methyl-5-(methylmercapto)furanChEBI
2-Methyl-5-(methylthio)-furanChEBI
2-Methyl-5-methylthiofuranChEBI
5-Methyl-2-(methylthio)furanChEBI
FEMA 3366ChEBI
Methyl 5-methylfuryl sulfideChEBI
Methyl 5-methylfuryl sulphideGenerator
2-Methyl-5-(methylsulfanyl)furanHMDB
2-Methyl-5-(methylthio)furan, 9ciHMDB
Chemical FormulaC6H8OS
Average Molecular Weight128.19
Monoisotopic Molecular Weight128.029586052
IUPAC Name2-methyl-5-(methylsulfanyl)furan
Traditional Name2-methyl-5-(methylsulfanyl)furan
CAS Registry Number13678-59-6
SMILES
CSC1=CC=C(C)O1
InChI Identifier
InChI=1S/C6H8OS/c1-5-3-4-6(7-5)8-2/h3-4H,1-2H3
InChI KeyRESBOJMQOGJOMW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassAryl thioethers
Direct ParentAryl thioethers
Alternative Parents
Substituents
  • Aryl thioether
  • Alkylarylthioether
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Sulfenyl compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point66.00 to 67.00 °C. @ 23.00 mm HgThe Good Scents Company Information System
Water Solubility670.5 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.259 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.76 g/LALOGPS
logP2.16ALOGPS
logP2.03ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area13.14 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.73 m³·mol⁻¹ChemAxon
Polarizability14.03 ųChemAxon
Number of Rings1ChemAxon
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]+125.38231661259
DarkChem[M-H]-122.8331661259
DeepCCS[M+H]+131.12830932474
DeepCCS[M-H]-129.06330932474
DeepCCS[M-2H]-164.96330932474
DeepCCS[M+Na]+139.67330932474
AllCCS[M+H]+123.032859911
AllCCS[M+H-H2O]+118.232859911
AllCCS[M+NH4]+127.532859911
AllCCS[M+Na]+128.732859911
AllCCS[M-H]-125.832859911
AllCCS[M+Na-2H]-128.332859911
AllCCS[M+HCOO]-131.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methyl-5-(methylthio)furanCSC1=CC=C(C)O11473.1Standard polar33892256
2-Methyl-5-(methylthio)furanCSC1=CC=C(C)O11019.3Standard non polar33892256
2-Methyl-5-(methylthio)furanCSC1=CC=C(C)O1990.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-5-(methylthio)furan GC-MS (Non-derivatized) - 70eV, Positivesplash10-0h00-9600000000-3167f0686d2db83767842017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-5-(methylthio)furan GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-5-(methylthio)furan 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 - 2-Methyl-5-(methylthio)furan 10V, Positive-QTOFsplash10-004i-1900000000-7832fdba10c511e54c5a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 20V, Positive-QTOFsplash10-003r-9800000000-688ba44e7e4fa4d115d42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 40V, Positive-QTOFsplash10-0udj-9000000000-67a5d7fde336902e26802016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 10V, Negative-QTOFsplash10-002b-9500000000-c7a8db3aa7f3613166142016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 20V, Negative-QTOFsplash10-004i-9000000000-09f7d5dfacb4928524772016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 40V, Negative-QTOFsplash10-0002-9000000000-76d311994a7992a4faa52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 10V, Negative-QTOFsplash10-0a4i-1900000000-08922a4033e4d51d523e2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 20V, Negative-QTOFsplash10-054o-9700000000-24ee32c5c5c11d9f47c32021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 40V, Negative-QTOFsplash10-0f6t-9000000000-dccdd9561f2a9915f5792021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 10V, Positive-QTOFsplash10-03e9-9300000000-1ed29791617d25500ce82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 20V, Positive-QTOFsplash10-0019-9000000000-d9fce2f5994898ccbd732021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-(methylthio)furan 40V, Positive-QTOFsplash10-000i-9000000000-e5594e4612de019a0d132021-09-25Wishart 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 Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021556
KNApSAcK IDNot Available
Chemspider ID55562
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61657
PDB IDNot Available
ChEBI ID89286
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035961
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.. .