NP-MRD: Showing NP-Card for Bis(2-furanylmethyl) disulfide (NP0045504)

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Record Information

Version

2.0

Created at

2022-03-17 19:21:05 UTC

Updated at

2022-03-17 19:21:06 UTC

NP-MRD ID

NP0045504

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bis(2-furanylmethyl) disulfide

Description

Bis(2-furanylmethyl) disulfide, also known as 2-difurfuryl disulfide or 2,2'-(dithiodimethylene)di-furan, 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-furanylmethyl) disulfide is an extremely weak basic (essentially neutral) compound (based on its pKa). Bis(2-furanylmethyl) disulfide is a cabbage, chicken, and coffee tasting compound. Outside of the human body, Bis(2-furanylmethyl) disulfide has been detected, but not quantified in, cereals and cereal products and coffee and coffee products. This could make bis(2-furanylmethyl) disulfide a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652302102020362D          

 14 15  0  0  0  0            999 V2000
    0.5974    1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812    0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1494    0.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2291    1.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099    2.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687   -0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    1.9475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5617   -0.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320    1.1270    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  2  0  0  0  0
  9  3  2  0  0  0  0
  9  7  1  0  0  0  0
 10  4  2  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045504

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C(SSCC1=CC=CO1)C1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O2S2/c1-3-9(11-5-1)7-13-14-8-10-4-2-6-12-10/h1-6H,7-8H2

> <INCHI_KEY>
CBJPZHSWLMJQRI-UHFFFAOYSA-N

> <FORMULA>
C10H10O2S2

> <MOLECULAR_WEIGHT>
226.315

> <EXACT_MASS>
226.012220944

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
23.76669976838184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
2.4106437873333335

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6031880129604117

> <JCHEM_POLAR_SURFACE_AREA>
26.28

> <JCHEM_REFRACTIVITY>
61.3194

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(furan-2-ylmethyl)disulfanyl]methyl}furan

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-20         0                                  
HETATM    1  C   UNK     0       1.115   2.622   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.658   0.816   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.146   1.477   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.628   1.960   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.885   3.955   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.888  -0.518   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.886   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.887   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.552   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.221   1.334   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.392   3.635   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      10.382  -0.198   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       6.220   2.104   0.000  0.00  0.00           S+0
HETATM   14  S   UNK     0       7.553   1.334   0.000  0.00  0.00           S+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    9                                                       
CONECT    4    2   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    9   13                                                       
CONECT    8   10   14                                                       
CONECT    9    3    7   11                                                  
CONECT   10    4    8   12                                                  
CONECT   11    5    9                                                       
CONECT   12    6   10                                                       
CONECT   13    7   14                                                       
CONECT   14    8   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Value	Source
Bis(2-furanylmethyl) disulphide	Generator
2,2'-(Dithiobis(methylene))bis-furan	HMDB
2,2'-(Dithiobis(methylene))bisfuran	HMDB
2,2'-(Dithiodimethylene)di-furan	HMDB
2,2'-(Dithiodimethylene)difuran	HMDB
2,2'-[Dithiobis(methylene)]bis-furan	HMDB
2,2'-[Dithiobis(methylene)]bisfuran	HMDB
2,2'-[Dithiobis(methylene)]bisfuran, 9ci	HMDB
2-([(2-Furylmethyl)disulfanyl]methyl)furan	HMDB
2-Difurfuryl disulfide	HMDB
2-Furfuryl disulfide	HMDB
Bis(2-furfuryl) disulfide	HMDB
Bis(2-furfuryl)disulfide	HMDB
Bis(2-furylmethyl) disulphide	HMDB
Bis(2-furylmethyl)disulfide	HMDB
Bis-(furylmethyl) disulfide	HMDB
Bis-2-furfuryldisulphide	HMDB
Bis-furfuryl disulfide	HMDB
Di-2-furfuryl disulfide	HMDB
Difurfuryl disulfide	HMDB
Difurfuryldisulfide	HMDB
FEMA 3146	HMDB
Furfuryl disulfide	HMDB
2-({[(furan-2-yl)methyl]disulphanyl}methyl)furan	Generator

Chemical Formula

C₁₀H₁₀O₂S₂

Average Mass

226.3150 Da

Monoisotopic Mass

226.01222 Da

IUPAC Name

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

Traditional Name

2-{[(furan-2-ylmethyl)disulfanyl]methyl}furan

CAS Registry Number

4437-20-1

SMILES

C(SSCC1=CC=CO1)C1=CC=CO1

InChI Identifier

InChI=1S/C10H10O2S2/c1-3-9(11-5-1)7-13-14-8-10-4-2-6-12-10/h1-6H,7-8H2

InChI Key

CBJPZHSWLMJQRI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Coffea arabica L.	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephora	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Dialkyldisulfide
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

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.22	ALOGPS
logP	2.41	ChemAxon
logS	-3.7	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	5	ChemAxon
Refractivity	61.32 m³·mol⁻¹	ChemAxon
Polarizability	23.77 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

External Links

HMDB ID

HMDB0029988

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001276

KNApSAcK ID

Not Available

Chemspider ID

19306

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20499

PDB ID

Not Available

ChEBI ID

855724

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Bis(2-furanylmethyl) disulfide (NP0045504)

MOL for NP0045504 (Bis(2-furanylmethyl) disulfide)

3D MOL for NP0045504 (Bis(2-furanylmethyl) disulfide)

3D SDF for NP0045504 (Bis(2-furanylmethyl) disulfide)

3D-SDF for NP0045504 (Bis(2-furanylmethyl) disulfide)

PDB for NP0045504 (Bis(2-furanylmethyl) disulfide)

3D PDB for NP0045504 (Bis(2-furanylmethyl) disulfide)

SMILES for NP0045504 (Bis(2-furanylmethyl) disulfide)

INCHI for NP0045504 (Bis(2-furanylmethyl) disulfide)

Structure for NP0045504 (Bis(2-furanylmethyl) disulfide)

3D Structure for NP0045504 (Bis(2-furanylmethyl) disulfide)