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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:41:48 UTC

Update Date

2023-02-21 17:23:46 UTC

HMDB ID

HMDB0033922

Secondary Accession Numbers

HMDB33922

Metabolite Identification

Common Name

Divinyl sulfide

Description

Divinyl sulfide belongs to the class of organic compounds known as thioenol ethers. Thioenol ethers are compounds containing the enol ether functional group, with the formula R3SCR2=CR1. Divinyl sulfide has been detected, but not quantified in, several different foods, such as onion-family vegetables, garden onion (var.), garden onions (Allium cepa), red onion, and green onion. This could make divinyl sulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Divinyl sulfide.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Divinyl sulphide	Generator
(CH2=ch)2S	HMDB
1,1'-Thiobis-ethene	HMDB
1,1'-Thiobisethene	HMDB
1,1'-Thiobisethene, 9ci	HMDB
1-(Vinylsulfanyl)ethylene	HMDB
3-Thia-1,4-pentadiene	HMDB
Diethenyl sulfide	HMDB
Divinyl thioether	HMDB
Vinyl sulfide	HMDB, MeSH
Vinyl sulfide, 8ci	HMDB
(Ethenylsulphanyl)ethene	Generator
Thiirane	MeSH
Divinyl sulfide	MeSH
Divinylsulfide	MeSH
Ethylene sulfide	MeSH

Chemical Formula

C₄H₆S

Average Molecular Weight

86.155

Monoisotopic Molecular Weight

86.019020882

IUPAC Name

(ethenylsulfanyl)ethene

Traditional Name

1,1'-thiobisethene

CAS Registry Number

627-51-0

SMILES

C=CSC=C

InChI Identifier

InChI=1S/C4H6S/c1-3-5-4-2/h3-4H,1-2H2

InChI Key

UIYCHXAGWOYNNA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioenol ethers. Thioenol ethers are compounds containing the enol ether functional group, with the formula R3SCR2=CR1.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Thioenol ethers

Direct Parent

Thioenol ethers

Alternative Parents

Substituents

Thioenolether
Sulfenyl compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033922)
Cytoplasm (HMDB: HMDB0033922)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033922)

Source

Exogenous

Food

Food (HMDB: HMDB0033922)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Endogenous

Plant

Plant (HMDB: HMDB0033922)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033922)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	20 °C	Not Available
Boiling Point	101.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2840 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.2 g/L	ALOGPS
logP	2	ALOGPS
logP	1.46	ChemAxon
logS	-1.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.76 m³·mol⁻¹	ChemAxon
Polarizability	9.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	115.724	31661259
DarkChem	[M-H]-	110.297	31661259
DeepCCS	[M+H]+	122.497	30932474
DeepCCS	[M-H]-	120.602	30932474
DeepCCS	[M-2H]-	155.937	30932474
DeepCCS	[M+Na]+	130.148	30932474
AllCCS	[M+H]+	121.3	32859911
AllCCS	[M+H-H2O]+	116.9	32859911
AllCCS	[M+NH4]+	125.5	32859911
AllCCS	[M+Na]+	126.7	32859911
AllCCS	[M-H]-	136.4	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	148.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Divinyl sulfide	C=CSC=C	923.7	Standard polar	33892256
Divinyl sulfide	C=CSC=C	653.2	Standard non polar	33892256
Divinyl sulfide	C=CSC=C	687.1	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 - Divinyl sulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-004r-9000000000-ed4c2e667411b42178a8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Divinyl sulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Divinyl sulfide 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 - Divinyl sulfide 10V, Positive-QTOF	splash10-000i-9000000000-dd12d763b5ce3b520468	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 20V, Positive-QTOF	splash10-000i-9000000000-57c9c4a4b464e3ce4cc1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 40V, Positive-QTOF	splash10-056r-9000000000-b44148e0bd3d4a8bc1fc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 10V, Negative-QTOF	splash10-052r-9000000000-eab9920d9d46f35e01e6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 20V, Negative-QTOF	splash10-0a4r-9000000000-a8ce0b47cdd59f9e581f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 40V, Negative-QTOF	splash10-0a4i-9000000000-6e811df72c637d2c7b4d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 10V, Positive-QTOF	splash10-000i-9000000000-17227fbc03dcb4211bab	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 20V, Positive-QTOF	splash10-05fr-9000000000-af3c5d24d9128326392f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 40V, Positive-QTOF	splash10-0a4i-9000000000-2e4d75e76cc2f89d790d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 10V, Negative-QTOF	splash10-0a4i-9000000000-085de81b1efa6490ac13	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 20V, Negative-QTOF	splash10-0a4i-9000000000-b91efacab7cf9a71c295	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Divinyl sulfide 40V, Negative-QTOF	splash10-0a4i-9000000000-2c9f9674551d8a811c8e	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB012121

KNApSAcK ID

C00054049

Chemspider ID

11817

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Divinyl sulfide

METLIN ID

Not Available

PubChem Compound

12321

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1055901

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 Divinyl sulfide (HMDB0033922)

MOL for HMDB0033922 (Divinyl sulfide)

3D MOL for HMDB0033922 (Divinyl sulfide)

3D SDF for HMDB0033922 (Divinyl sulfide)

3D-SDF for HMDB0033922 (Divinyl sulfide)

PDB for HMDB0033922 (Divinyl sulfide)

3D PDB for HMDB0033922 (Divinyl sulfide)

SMILES for HMDB0033922 (Divinyl sulfide)

INCHI for HMDB0033922 (Divinyl sulfide)

Structure for HMDB0033922 (Divinyl sulfide)

3D Structure for HMDB0033922 (Divinyl sulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra