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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

HMDB0032744

Secondary Accession Numbers

HMDB32744

Metabolite Identification

Common Name

S-Methyl 2-propene-1-sulfinothioate

Description

S-Methyl 2-propene-1-sulfinothioate, also known as alls(O)sme, 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-Methyl 2-propene-1-sulfinothioate has been detected, but not quantified in, several different foods, such as onion-family vegetables, garden onion (var.), green onion, welsh onions (Allium fistulosum), and red onion. This could make S-methyl 2-propene-1-sulfinothioate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on S-Methyl 2-propene-1-sulfinothioate.

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-Methyl 2-propene-1-sulfinothioic acid	Generator
S-Methyl 2-propene-1-sulphinothioate	Generator
S-Methyl 2-propene-1-sulphinothioic acid	Generator
[(Prop-2-ene-1-sulphinyl)sulphanyl]methane	HMDB
2-Propenesulfinothioic acid S-methyl ester	HMDB
AllS(O)sme	HMDB

Chemical Formula

C₄H₈OS₂

Average Molecular Weight

136.236

Monoisotopic Molecular Weight

136.001656258

IUPAC Name

[(prop-2-ene-1-sulfinyl)sulfanyl]methane

Traditional Name

[(prop-2-ene-1-sulfinyl)sulfanyl]methane

CAS Registry Number

3736-98-9

SMILES

CSS(=O)CC=C

InChI Identifier

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

InChI Key

ZIMQNNOENLFVMT-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: HMDB0032744)
Cytoplasm (HMDB: HMDB0032744)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032744)

Source

Exogenous

Exogenous (HMDB: HMDB0032744)

Food

Food (HMDB: HMDB0032744)

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: HMDB0032744)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032744)

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	25.3 g/L	ALOGPS
logP	0.22	ALOGPS
logP	1.32	ChemAxon
logS	-0.73	ALOGPS
pKa (Strongest Basic)	-5.7	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	35.8 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]+	128.077	31661259
DarkChem	[M-H]-	122.724	31661259
DeepCCS	[M+H]+	129.961	30932474
DeepCCS	[M-H]-	128.066	30932474
DeepCCS	[M-2H]-	163.594	30932474
DeepCCS	[M+Na]+	138.051	30932474
AllCCS	[M+H]+	127.4	32859911
AllCCS	[M+H-H2O]+	123.4	32859911
AllCCS	[M+NH4]+	131.1	32859911
AllCCS	[M+Na]+	132.2	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-Methyl 2-propene-1-sulfinothioate	CSS(=O)CC=C	1554.2	Standard polar	33892256
S-Methyl 2-propene-1-sulfinothioate	CSS(=O)CC=C	1064.9	Standard non polar	33892256
S-Methyl 2-propene-1-sulfinothioate	CSS(=O)CC=C	1036.6	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-Methyl 2-propene-1-sulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-b9b41274d017c8affa40	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 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-Methyl 2-propene-1-sulfinothioate 10V, Positive-QTOF	splash10-000i-6900000000-0ba55ab4c2d332d3e9ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 20V, Positive-QTOF	splash10-000f-9100000000-fc7690d491a2e988e8f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 40V, Positive-QTOF	splash10-0007-9000000000-abb82489204417124806	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 10V, Negative-QTOF	splash10-001l-8900000000-f4435f883e2d5464dfbf	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 20V, Negative-QTOF	splash10-0007-9000000000-030bef90b573757f8766	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 40V, Negative-QTOF	splash10-000b-9000000000-b78b811550f1c472f1f9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 10V, Positive-QTOF	splash10-000f-9000000000-fea6e4fd728d95eb682d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 20V, Positive-QTOF	splash10-0006-9000000000-0855d0a709711a236284	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 40V, Positive-QTOF	splash10-0002-9000000000-ebda9cf89af2401adc2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 10V, Negative-QTOF	splash10-0002-9000000000-3e6c0ba9dcb968b76f44	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 20V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl 2-propene-1-sulfinothioate 40V, Negative-QTOF	splash10-0002-9000000000-a28a2f90407598c39e34	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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

FDB010706

KNApSAcK ID

Not Available

Chemspider ID

4477793

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319504

PDB ID

Not Available

ChEBI ID

169722

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-Methyl 2-propene-1-sulfinothioate (HMDB0032744)

MOL for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

3D MOL for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

3D SDF for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

3D-SDF for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

PDB for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

3D PDB for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

SMILES for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

INCHI for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

Structure for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

3D Structure for HMDB0032744 (S-Methyl 2-propene-1-sulfinothioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra