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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:33 UTC

Update Date

2023-02-21 17:22:37 UTC

HMDB ID

HMDB0032747

Secondary Accession Numbers

HMDB32747

Metabolite Identification

Common Name

(Z)-S-1-Propenyl methanesulfinothioate

Description

(Z)-S-1-Propenyl methanesulfinothioate, also known as (1Z)-1-(methanesulphinylsulphanyl)prop-1-ene, 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) (Z)-S-1-Propenyl methanesulfinothioate has been detected, but not quantified in, several different foods, such as welsh onions (Allium fistulosum), green onion, garden onions (Allium cepa), onion-family vegetables, and red onion. This could make (Z)-S-1-propenyl methanesulfinothioate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (Z)-S-1-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
(Z)-S-1-Propenyl methanesulfinothioic acid	Generator
(Z)-S-1-Propenyl methanesulphinothioate	Generator
(Z)-S-1-Propenyl methanesulphinothioic acid	Generator
S-1-Propenyl methanesulfinothioate	HMDB
(1Z)-1-(Methanesulphinylsulphanyl)prop-1-ene	HMDB

Chemical Formula

C₄H₈OS₂

Average Molecular Weight

136.236

Monoisotopic Molecular Weight

136.001656258

IUPAC Name

(1Z)-1-(methanesulfinylsulfanyl)prop-1-ene

Traditional Name

(1Z)-1-(methanesulfinylsulfanyl)prop-1-ene

CAS Registry Number

119052-99-2

SMILES

C\C=C/SS(C)=O

InChI Identifier

InChI=1S/C4H8OS2/c1-3-4-6-7(2)5/h3-4H,1-2H3/b4-3-

InChI Key

FCQZRAVPZFRUNA-ARJAWSKDSA-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
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

Not Available

Exogenous (HMDB: HMDB0032747)

Food

Herb and spice

Herb

Garlic (FooDB: FOOD00008)
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)

Process

Not Available

Role

Not Available

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	18.4 g/L	ALOGPS
logP	0.74	ALOGPS
logP	1.31	ChemAxon
logS	-0.87	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	2	ChemAxon
Refractivity	36.09 m³·mol⁻¹	ChemAxon
Polarizability	13.35 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]+	129.597	31661259
DarkChem	[M-H]-	122.85	31661259
DeepCCS	[M+H]+	132.756	30932474
DeepCCS	[M-H]-	130.536	30932474
DeepCCS	[M-2H]-	166.684	30932474
DeepCCS	[M+Na]+	141.397	30932474
AllCCS	[M+H]+	127.6	32859911
AllCCS	[M+H-H2O]+	123.6	32859911
AllCCS	[M+NH4]+	131.3	32859911
AllCCS	[M+Na]+	132.4	32859911
AllCCS	[M-H]-	138.7	32859911
AllCCS	[M+Na-2H]-	142.6	32859911
AllCCS	[M+HCOO]-	146.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(Z)-S-1-Propenyl methanesulfinothioate	C\C=C/SS(C)=O	1506.2	Standard polar	33892256
(Z)-S-1-Propenyl methanesulfinothioate	C\C=C/SS(C)=O	1075.5	Standard non polar	33892256
(Z)-S-1-Propenyl methanesulfinothioate	C\C=C/SS(C)=O	1044.6	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 - (Z)-S-1-Propenyl methanesulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0096-9000000000-b0dc0ae70ff9e823d2ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-S-1-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 - (Z)-S-1-Propenyl methanesulfinothioate 10V, Positive-QTOF	splash10-000i-6900000000-dfcef9a6b004815c5864	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 20V, Positive-QTOF	splash10-00fu-9100000000-9c857cc2e2bcd78a5d36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 40V, Positive-QTOF	splash10-0006-9000000000-b8eac7dc4808a1d9f711	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 10V, Negative-QTOF	splash10-001i-3900000000-31f6768232f21f3e4e00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 20V, Negative-QTOF	splash10-03di-9100000000-9fdf642ae20f35970582	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 40V, Negative-QTOF	splash10-0229-9000000000-c83f430beb4a3987f659	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 10V, Negative-QTOF	splash10-03k9-9000000000-ac1c7b8840c3aaf0fd33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 20V, Negative-QTOF	splash10-00di-9000000000-dfb74ad2df42dc3d2682	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 40V, Negative-QTOF	splash10-05fr-9000000000-4dda77f947191339482e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 10V, Positive-QTOF	splash10-00di-9100000000-c9672a765b39071d5388	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 20V, Positive-QTOF	splash10-00di-9000000000-a890ff5751a31a7fd1c3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-S-1-Propenyl methanesulfinothioate 40V, Positive-QTOF	splash10-00du-9000000000-a76910952a97d6129dbb	2021-09-24	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

FDB010711

KNApSAcK ID

C00056914

Chemspider ID

10291382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14412546

PDB ID

Not Available

ChEBI ID

173567

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 (Z)-S-1-Propenyl methanesulfinothioate (HMDB0032747)

MOL for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

3D MOL for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

3D SDF for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

3D-SDF for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

PDB for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

3D PDB for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

SMILES for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

INCHI for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

Structure for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

3D Structure for HMDB0032747 ((Z)-S-1-Propenyl methanesulfinothioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra