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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 17:51:32 UTC

Update Date

2023-02-21 17:22:36 UTC

HMDB ID

HMDB0032745

Secondary Accession Numbers

HMDB32745

Metabolite Identification

Common Name

S-2-Propenyl methanesulfinothioate

Description

S-2-Propenyl methanesulfinothioate belongs to the class of organic compounds known as thiosulfinic acid esters. These are organic compounds containing an ester of thiosulfinic acid with the general structure RS(=S)OR' (R, R'=alkyl, aryl). S-2-Propenyl methanesulfinothioate has been detected, but not quantified in, several different foods, such as garden onion (var.), welsh onions (Allium fistulosum), garlics (Allium sativum), onion-family vegetables, and garden onions (Allium cepa). This could make S-2-propenyl methanesulfinothioate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on S-2-Propenyl methanesulfinothioate.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
S-2-Propenyl methanesulfinothioic acid	Generator
S-2-Propenyl methanesulphinothioate	Generator
S-2-Propenyl methanesulphinothioic acid	Generator
Allyl methanethiosulfinate	HMDB
3-(Methanesulphinylsulphanyl)prop-1-ene	Generator

Chemical Formula

C₄H₈OS₂

Average Molecular Weight

136.236

Monoisotopic Molecular Weight

136.001656258

IUPAC Name

3-(methanesulfinylsulfanyl)prop-1-ene

Traditional Name

3-(methanesulfinylsulfanyl)prop-1-ene

CAS Registry Number

104228-49-1

SMILES

CS(=O)SCC=C

InChI Identifier

InChI=1S/C4H8OS2/c1-3-4-6-7(2)5/h3H,1,4H2,2H3

InChI Key

BBZQGJLFMJHRSD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiosulfinic acid esters. These are organic compounds containing an ester of thiosulfinic acid with the general structure RS(=S)OR' (R, R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Thiosulfinic acid esters

Sub Class

Not Available

Direct Parent

Thiosulfinic acid esters

Alternative Parents

Substituents

Thiosulfinic acid ester
Allyl sulfur compound
Sulfenyl compound
Sulfinyl compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032745)
Cytoplasm (HMDB: HMDB0032745)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032745)

Source

Exogenous

Food

Food (HMDB: HMDB0032745)

Herb and spice

Herb

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: HMDB0032745)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032745)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	24 g/L	ALOGPS
logP	0.5	ALOGPS
logP	1.16	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	35.85 m³·mol⁻¹	ChemAxon
Polarizability	13.64 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]+	127.699	31661259
DarkChem	[M-H]-	119.978	31661259
DeepCCS	[M+H]+	125.378	30932474
DeepCCS	[M-H]-	123.382	30932474
DeepCCS	[M-2H]-	158.91	30932474
DeepCCS	[M+Na]+	133.553	30932474
AllCCS	[M+H]+	126.8	32859911
AllCCS	[M+H-H2O]+	122.8	32859911
AllCCS	[M+NH4]+	130.5	32859911
AllCCS	[M+Na]+	131.6	32859911
AllCCS	[M-H]-	137.9	32859911
AllCCS	[M+Na-2H]-	141.7	32859911
AllCCS	[M+HCOO]-	146.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-2-Propenyl methanesulfinothioate	CS(=O)SCC=C	1534.4	Standard polar	33892256
S-2-Propenyl methanesulfinothioate	CS(=O)SCC=C	1081.7	Standard non polar	33892256
S-2-Propenyl methanesulfinothioate	CS(=O)SCC=C	1046.7	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 - S-2-Propenyl methanesulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-f898beffb694e7ad7886	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-2-Propenyl methanesulfinothioate 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 - S-2-Propenyl methanesulfinothioate 10V, Positive-QTOF	splash10-000i-6900000000-80818aea46e8e6c31ec7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 20V, Positive-QTOF	splash10-00fv-9100000000-c60d25adbe758904766e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 40V, Positive-QTOF	splash10-002f-9000000000-34a2565605b482692315	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 10V, Negative-QTOF	splash10-001i-6900000000-31ce5cbae864cf5f9554	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 20V, Negative-QTOF	splash10-03di-9100000000-e7f2bd4785f6bf64d2ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 40V, Negative-QTOF	splash10-022i-9000000000-362449a76f44259069fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 10V, Positive-QTOF	splash10-00di-9100000000-b8276a4aae8aab902761	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 20V, Positive-QTOF	splash10-00di-9000000000-1fca80e45c6ac8927b66	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 40V, Positive-QTOF	splash10-000i-9000000000-142dea7e6927a7104626	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 10V, Negative-QTOF	splash10-03di-9000000000-0c4d33ae5fc4a6f0d0c5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 20V, Negative-QTOF	splash10-03di-9000000000-ecb1c456df57f7ff8c1e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl methanesulfinothioate 40V, Negative-QTOF	splash10-01wf-9000000000-7759e59484c618e39c81	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

FDB010707

KNApSAcK ID

C00054137

Chemspider ID

14860559

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20216915

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 S-2-Propenyl methanesulfinothioate (HMDB0032745)

MOL for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

3D MOL for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

3D SDF for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

3D-SDF for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

PDB for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

3D PDB for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

SMILES for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

INCHI for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

Structure for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

3D Structure for HMDB0032745 (S-2-Propenyl methanesulfinothioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra