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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:13:50 UTC

Update Date

2022-03-07 02:54:48 UTC

HMDB ID

HMDB0036168

Secondary Accession Numbers

HMDB36168

Metabolite Identification

Common Name

Bis(2-methyl-3-furanyl)tetrasulfide

Description

Bis(2-methyl-3-furanyl)tetrasulfide belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. Bis(2-methyl-3-furanyl)tetrasulfide is a meaty and sulfury tasting compound. Based on a literature review very few articles have been published on Bis(2-methyl-3-furanyl)tetrasulfide.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061308552D          

 16 17  0  0  0  0            999 V2000
   -4.4427    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801    2.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037    2.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411    0.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4107    2.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481    0.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2712    1.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085    1.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175    1.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    1.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232    1.7368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    0.7693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8030    1.0468    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    1.4593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.4593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3741    1.0468    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  7  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036168

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(SSSSC2=C(C)OC=C2)C=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O2S4/c1-7-9(3-5-11-7)13-15-16-14-10-4-6-12-8(10)2/h3-6H,1-2H3

> <INCHI_KEY>
WCQMHJWTXQMUQE-UHFFFAOYSA-N

> <FORMULA>
C10H10O2S4

> <MOLECULAR_WEIGHT>
290.445

> <EXACT_MASS>
289.956362324

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
27.978362083901807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-3-{[(2-methylfuran-3-yl)disulfanyl]disulfanyl}furan

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
4.442155724666666

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.745806827887257

> <JCHEM_POLAR_SURFACE_AREA>
26.28

> <JCHEM_REFRACTIVITY>
69.298

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-3-{[(2-methylfuran-3-yl)disulfanyl]disulfanyl}furan

> <JCHEM_VEBER_RULE>
1

$$$$

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      -8.293   0.591   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830   4.087   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.727   4.256   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.263   0.422   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.233   4.576   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.770   0.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.973   2.098   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.509   2.580   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.566   2.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.102   1.954   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -9.003   3.242   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.540   1.436   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0      -5.232   1.954   0.000  0.00  0.00           S+0
HETATM   14  S   UNK     0      -1.231   2.724   0.000  0.00  0.00           S+0
HETATM   15  S   UNK     0      -3.899   2.724   0.000  0.00  0.00           S+0
HETATM   16  S   UNK     0      -2.565   1.954   0.000  0.00  0.00           S+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    5    9                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   12                                                       
CONECT    7    1    9   11                                                  
CONECT    8    2   10   12                                                  
CONECT    9    3    7   13                                                  
CONECT   10    4    8   14                                                  
CONECT   11    5    7                                                       
CONECT   12    6    8                                                       
CONECT   13    9   15                                                       
CONECT   14   10   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0036168
HETATM    1  C1  UNL     1      -5.296   1.396  -0.550  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.848   0.159   0.149  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.601  -0.879   0.424  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.933  -1.810   1.041  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.640  -1.352   1.186  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.583  -0.101   0.620  1.00  0.00           C  
HETATM    7  S1  UNL     1      -2.223   1.004   0.483  1.00  0.00           S  
HETATM    8  S2  UNL     1      -0.435   0.306   1.303  1.00  0.00           S  
HETATM    9  S3  UNL     1       0.779  -0.786  -0.014  1.00  0.00           S  
HETATM   10  S4  UNL     1       2.138   0.420  -1.096  1.00  0.00           S  
HETATM   11  C6  UNL     1       3.685   0.616  -0.243  1.00  0.00           C  
HETATM   12  C7  UNL     1       4.041   1.596   0.668  1.00  0.00           C  
HETATM   13  C8  UNL     1       5.337   1.295   1.028  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.721   0.221   0.381  1.00  0.00           O  
HETATM   15  C9  UNL     1       4.764  -0.229  -0.398  1.00  0.00           C  
HETATM   16  C10 UNL     1       4.805  -1.416  -1.287  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.540   1.770  -1.256  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.505   2.149   0.252  1.00  0.00           H  
HETATM   19  H3  UNL     1      -6.228   1.199  -1.139  1.00  0.00           H  
HETATM   20  H4  UNL     1      -5.361  -2.757   1.363  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.838  -1.872   1.650  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.398   2.390   0.983  1.00  0.00           H  
HETATM   23  H7  UNL     1       5.933   1.865   1.734  1.00  0.00           H  
HETATM   24  H8  UNL     1       5.352  -1.181  -2.200  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.782  -1.770  -1.506  1.00  0.00           H  
HETATM   26  H10 UNL     1       5.295  -2.233  -0.685  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    6    6
CONECT    3    4
CONECT    4    5    5   20
CONECT    5    6   21
CONECT    6    7
CONECT    7    8
CONECT    8    9
CONECT    9   10
CONECT   10   11
CONECT   11   12   15   15
CONECT   12   13   13   22
CONECT   13   14   23
CONECT   14   15
CONECT   15   16
CONECT   16   24   25   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bis(2-methyl-3-furanyl)tetrasulphide	Generator
2-Methyl-3-furyl tetrasulfide	HMDB
3,3'-Tetrathiobis(2-methyl-furan	HMDB
3,3'-Tetrathiobis(2-methylfuran)	HMDB
3,3'-Tetrathiobis[2-methylfuran], 9ci, 8ci	HMDB
Bis(2-methyl-3-furyl) tetrasulfide	HMDB
Bis(2-methyl-3-furyl)-tetrasulfide	HMDB
FEMA 3260	HMDB
2-Methyl-3-{[(2-methylfuran-3-yl)disulphanyl]disulphanyl}furan	Generator

Chemical Formula

C₁₀H₁₀O₂S₄

Average Molecular Weight

290.445

Monoisotopic Molecular Weight

289.956362324

IUPAC Name

2-methyl-3-{[(2-methylfuran-3-yl)disulfanyl]disulfanyl}furan

Traditional Name

2-methyl-3-{[(2-methylfuran-3-yl)disulfanyl]disulfanyl}furan

CAS Registry Number

28588-76-3

SMILES

CC1=C(SSSSC2=C(C)OC=C2)C=CO1

InChI Identifier

InChI=1S/C10H10O2S4/c1-7-9(3-5-11-7)13-15-16-14-10-4-6-12-8(10)2/h3-6H,1-2H3

InChI Key

WCQMHJWTXQMUQE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Oxacycle
Sulfenyl compound
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cell membrane (HMDB: HMDB0036168)

Cellular substructure

Membrane (HMDB: HMDB0036168)

Source

Exogenous

Food

Food (HMDB: HMDB0036168)

Not Available

Nutrient (HMDB: HMDB0036168)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0036168)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	142.00 to 147.00 °C. @ 0.80 mm Hg	The Good Scents Company Information System
Water Solubility	4.06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.708 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3.55	ALOGPS
logP	4.44	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	69.3 m³·mol⁻¹	ChemAxon
Polarizability	27.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.762	31661259
DarkChem	[M-H]-	158.828	31661259
DeepCCS	[M+H]+	154.004	30932474
DeepCCS	[M-H]-	151.646	30932474
DeepCCS	[M-2H]-	186.242	30932474
DeepCCS	[M+Na]+	161.637	30932474
AllCCS	[M+H]+	157.9	32859911
AllCCS	[M+H-H2O]+	154.4	32859911
AllCCS	[M+NH4]+	161.2	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	145.2	32859911
AllCCS	[M+Na-2H]-	144.8	32859911
AllCCS	[M+HCOO]-	144.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bis(2-methyl-3-furanyl)tetrasulfide	CC1=C(SSSSC2=C(C)OC=C2)C=CO1	2480.6	Standard polar	33892256
Bis(2-methyl-3-furanyl)tetrasulfide	CC1=C(SSSSC2=C(C)OC=C2)C=CO1	2071.3	Standard non polar	33892256
Bis(2-methyl-3-furanyl)tetrasulfide	CC1=C(SSSSC2=C(C)OC=C2)C=CO1	2039.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9810000000-48358a76c0c055cf7163	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 10V, Positive-QTOF	splash10-0006-0290000000-36f60e02452d5ac60025	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 20V, Positive-QTOF	splash10-0006-0290000000-a6fd1b1ebb934d11b286	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 40V, Positive-QTOF	splash10-03k9-9600000000-ca13a4bdd174db581085	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 10V, Negative-QTOF	splash10-000i-0090000000-c59d2677c7b5e0d9af4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 20V, Negative-QTOF	splash10-000i-0290000000-d7c3b6fecf16480f5849	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 40V, Negative-QTOF	splash10-056r-0290000000-b463472e65c4790522be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 10V, Negative-QTOF	splash10-03fr-5900000000-a3f01bf78c61339a8e20	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 20V, Negative-QTOF	splash10-03di-9000000000-bda92f13cfa445b06160	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 40V, Negative-QTOF	splash10-03di-8900000000-b6c823470ff39e58d60b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 10V, Positive-QTOF	splash10-0296-0920000000-88fdf996bb3cfacf765e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 20V, Positive-QTOF	splash10-03di-1900000000-4093dd28c8a738d20e7c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-methyl-3-furanyl)tetrasulfide 40V, Positive-QTOF	splash10-03di-3900000000-bb03613848cbbc040bd9	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015022

KNApSAcK ID

Not Available

Chemspider ID

21242874

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24832089

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012481

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Bis(2-methyl-3-furanyl)tetrasulfide (HMDB0036168)

MOL for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

3D MOL for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

3D SDF for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

3D-SDF for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

PDB for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

3D PDB for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

SMILES for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

INCHI for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

Structure for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

3D Structure for HMDB0036168 (Bis(2-methyl-3-furanyl)tetrasulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra