MiMeDB: Showing metabocard for bis-(2-methyl-3-furyl) disulfide (MMDBc0033480)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:50:25 UTC

Update Date

2024-09-29 12:20:59 UTC

Metabolite ID

MMDBc0033480

Metabolite Identification

Common Name

bis-(2-methyl-3-furyl) disulfide

Description

3,3'-Dithiobis[2-methylfuran], also known as bis(2-methyl-3-furyl) disulfide or 3,3'-dithio-2,2'-dimethyldifuran, 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. 3,3'-Dithiobis[2-methylfuran] is a meaty, onion, and roasted tasting compound. 3,3'-dithiobis[2-methylfuran] has been detected, but not quantified, in tea. This could make 3,3'-dithiobis[2-methylfuran] a potential biomarker for the consumption of this food.

Structure

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


  Mrv1652305261923582D          

 14 15  0  0  0  0            999 V2000
   -2.6563    3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0688    1.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7610    2.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    1.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5860    2.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    2.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237    2.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5061    2.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889    2.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8410    2.0465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1084    2.3436    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7215    1.7916    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
 14 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033480

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(SSC2=C(C)OC=C2)C=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O2S2/c1-7-9(3-5-11-7)13-14-10-4-6-12-8(10)2/h3-6H,1-2H3

> <INCHI_KEY>
OHDFENKFSKIFBJ-UHFFFAOYSA-N

> <FORMULA>
C10H10O2S2

> <MOLECULAR_WEIGHT>
226.315

> <EXACT_MASS>
226.012220944

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
22.256614296825838

> <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]furan

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
3.253358637333333

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5545969375585726

> <JCHEM_POLAR_SURFACE_AREA>
26.28

> <JCHEM_REFRACTIVITY>
57.78640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.01e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -4.958   6.344   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.524   1.375   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.728   2.434   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.754   5.285   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.188   2.434   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.294   5.285   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.958   4.804   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.524   2.915   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.204   3.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.278   3.820   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.713   3.899   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0     -12.770   3.820   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0      -7.669   4.375   0.000  0.00  0.00           S+0
HETATM   14  S   UNK     0      -8.813   3.344   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   14                                                       
CONECT   14   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
1,2-Bis(2-methylfuran-3-yl)disulfane	ChEBI
2-Methyl-3-[(2-methylfuran-3-yl)disulfanyl]furan	ChEBI
3,3'-Dithio-2,2'-dimethyldifuran	ChEBI
3,3'-Dithiobis(2-methylfuran)	ChEBI
Bis(2-methyl-3-furanyl) disulfide	ChEBI
Bis(2-methyl-3-furyl) disulfide	ChEBI
Bis(2-methyl-3-furyl)disulphide	ChEBI
FEMA 3259	ChEBI
1,2-Bis(2-methylfuran-3-yl)disulphane	Generator
2-Methyl-3-[(2-methylfuran-3-yl)disulphanyl]furan	Generator
Bis(2-methyl-3-furanyl) disulphide	Generator
Bis(2-methyl-3-furyl) disulphide	Generator
Bis(2-methyl-3-furyl)disulfide	Generator
2-Methyl-3-furyl disulfide	HMDB
3,3'-Dithiobis(2-methyl-furan	HMDB
3,3'-Dithiobis[2-methyl-furan	HMDB
Bis(2-methyl-3-furyi)-disulfide	HMDB
Bis(2-methylfuryl) disulfide	HMDB
Bis-(2-methyl-3-furyl)-disulphide	HMDB
Bis-(2-methylfuryl-3-) disulfide	HMDB
Bis-[(2-methylfuryl-3)] disulfide	HMDB

Molecular Formula

C₁₀H₁₀O₂S₂

Average Mass

226.315

Monoisotopic Mass

226.012220944

IUPAC Name

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

Traditional Name

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

CAS Registry Number

28588-75-2

SMILES

CC1=C(SSC2=C(C)OC=C2)C=CO1

InChI Identifier

InChI=1S/C10H10O2S2/c1-7-9(3-5-11-7)13-14-10-4-6-12-8(10)2/h3-6H,1-2H3

InChI Key

OHDFENKFSKIFBJ-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
Organic disulfide
Oxacycle
Sulfenyl compound
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3.81	ALOGPS
logP	3.25	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-2.6	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	3	ChemAxon
Refractivity	57.79 m³·mol⁻¹	ChemAxon
Polarizability	22.26 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-2910000000-cdb4efbaa82b9b108b49	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0290000000-0dc77ae1e33b5f290c53	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0490000000-32873febf58206c30575	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-044r-9400000000-46d9a0378ccfe9acc998	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-c4dd5de4fdc36365c566	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-2920000000-3f3cbd8e03c0bc7e3e55	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-0900000000-9e29374b2b2440aa28b9	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03xr-0910000000-95917524accec18b6393	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03xr-3900000000-0cfc6df2cbe67dc0f058	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-6900000000-505d9ee1f301e572bdfa	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2900000000-b593a34adf581c3d9d54	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dl-9700000000-6bf8cd06aa54ed8a9187	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03dl-9500000000-ed12606a67618ad88e93	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		2016-09-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, CDCl₃, experimental)		2016-09-19	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Tea		FooDB	31437929
Plant	Tea	Camellia sinensis	FooDB	31437929
Plant	Tea		FooDB	31437929
Plant	Tea		FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0040201

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019913

KNApSAcK ID

Not Available

Chemspider ID

459081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

526624

PDB ID

Not Available

ChEBI ID

172109

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Mahadevan K, Farmer L: Key odor impact compounds in three yeast extract pastes. J Agric Food Chem. 2006 Sep 20;54(19):7242-50. doi: 10.1021/jf061102x. [PubMed:16968089 ]
Ramirez-Gaona M, Marcu A, Pon A, Guo AC, Sajed T, Wishart NA, Karu N, Djoumbou Feunang Y, Arndt D, Wishart DS: YMDB 2.0: a significantly expanded version of the yeast metabolome database. Nucleic Acids Res. 2017 Jan 4;45(D1):D440-D445. doi: 10.1093/nar/gkw1058. Epub 2016 Nov 28. [PubMed:27899612 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for bis-(2-methyl-3-furyl) disulfide (MMDBc0033480)

MOL for #<Metabolite:0x00007f46bb3644b8>

3D MOL for #<Metabolite:0x00007f46bb3644b8>

3D SDF for #<Metabolite:0x00007f46bb3644b8>

3D-SDF for #<Metabolite:0x00007f46bb3644b8>

PDB for #<Metabolite:0x00007f46bb3644b8>

3D PDB for #<Metabolite:0x00007f46bb3644b8>

SMILES for #<Metabolite:0x00007f46bb3644b8>

INCHI for #<Metabolite:0x00007f46bb3644b8>

Structure for #<Metabolite:0x00007f46bb3644b8>

3D Structure for #<Metabolite:0x00007f46bb3644b8>