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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:34 UTC

Update Date

2023-02-21 17:22:37 UTC

HMDB ID

HMDB0032750

Secondary Accession Numbers

HMDB32750

Metabolite Identification

Common Name

S-2-Propenyl 1-propenesulfinothioate

Description

S-2-Propenyl 1-propenesulfinothioate 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 1-propenesulfinothioate has been detected, but not quantified in, several different foods, such as soft-necked garlics (Allium sativum L. var. sativum), garden onion (var.), welsh onions (Allium fistulosum), garden onions (Allium cepa), and red onion. This could make S-2-propenyl 1-propenesulfinothioate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on S-2-Propenyl 1-propenesulfinothioate.

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 1-propenesulfinothioic acid	Generator
S-2-Propenyl 1-propenesulphinothioate	Generator
S-2-Propenyl 1-propenesulphinothioic acid	Generator
3-{[(1E)-prop-1-ene-1-sulphinyl]sulphanyl}prop-1-ene	HMDB

Chemical Formula

C₆H₁₀OS₂

Average Molecular Weight

162.273

Monoisotopic Molecular Weight

162.017306322

IUPAC Name

3-{[(1E)-prop-1-ene-1-sulfinyl]sulfanyl}prop-1-ene

Traditional Name

3-{[(1E)-prop-1-ene-1-sulfinyl]sulfanyl}prop-1-ene

CAS Registry Number

134595-70-3

SMILES

C\C=C\S(=O)SCC=C

InChI Identifier

InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4,6H,1,5H2,2H3/b6-4+

InChI Key

MMTFXWIIILIGFN-GQCTYLIASA-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: HMDB0032750)
Cytoplasm (HMDB: HMDB0032750)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032750)

Source

Exogenous

Food

Food (HMDB: HMDB0032750)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)
Soft-necked garlic (FooDB: FOOD00850)

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: HMDB0032750)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032750)
Anti septic (HMDB: HMDB0032750)

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	11.3 g/L	ALOGPS
logP	1.61	ALOGPS
logP	2.37	ChemAxon
logS	-1.2	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	4	ChemAxon
Refractivity	45.06 m³·mol⁻¹	ChemAxon
Polarizability	16.72 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]+	134.17	31661259
DarkChem	[M-H]-	133.572	31661259
DeepCCS	[M+H]+	133.93	30932474
DeepCCS	[M-H]-	131.708	30932474
DeepCCS	[M-2H]-	167.717	30932474
DeepCCS	[M+Na]+	142.572	30932474
AllCCS	[M+H]+	134.3	32859911
AllCCS	[M+H-H2O]+	130.5	32859911
AllCCS	[M+NH4]+	137.8	32859911
AllCCS	[M+Na]+	138.8	32859911
AllCCS	[M-H]-	137.8	32859911
AllCCS	[M+Na-2H]-	140.6	32859911
AllCCS	[M+HCOO]-	143.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-2-Propenyl 1-propenesulfinothioate	C\C=C\S(=O)SCC=C	1782.3	Standard polar	33892256
S-2-Propenyl 1-propenesulfinothioate	C\C=C\S(=O)SCC=C	1297.9	Standard non polar	33892256
S-2-Propenyl 1-propenesulfinothioate	C\C=C\S(=O)SCC=C	1228.4	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 1-propenesulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-9200000000-c96bb7120cb553290d1b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-2-Propenyl 1-propenesulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 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 1-propenesulfinothioate 10V, Positive-QTOF	splash10-03di-9800000000-268ee53adc805a629ad7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 20V, Positive-QTOF	splash10-00di-9400000000-4d496f9035f96840660a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 40V, Positive-QTOF	splash10-0096-9000000000-03c5183ddbe426998caa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 10V, Negative-QTOF	splash10-0229-1900000000-125aa255d285fdca6d38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 20V, Negative-QTOF	splash10-00dr-9600000000-d5dc21c3e74e7e23c8f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 40V, Negative-QTOF	splash10-007d-9100000000-efa9277202636a52ff61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 10V, Positive-QTOF	splash10-00di-9100000000-a87b4eec6152714c89e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 20V, Positive-QTOF	splash10-00di-9100000000-282b06cef1b0281a362d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 40V, Positive-QTOF	splash10-0076-9000000000-ff18f2bcdb0a6d2bcde1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 10V, Negative-QTOF	splash10-00dr-9000000000-8fbb709af51db1fa916d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 20V, Negative-QTOF	splash10-00dr-9000000000-b9259bb1b997a0155744	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-2-Propenyl 1-propenesulfinothioate 40V, Negative-QTOF	splash10-0079-9000000000-d45fb324063e08cb8d1d	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

FDB010716

KNApSAcK ID

Not Available

Chemspider ID

35013482

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

58219317

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 1-propenesulfinothioate (HMDB0032750)

MOL for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

3D MOL for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

3D SDF for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

3D-SDF for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

PDB for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

3D PDB for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

SMILES for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

INCHI for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

Structure for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

3D Structure for HMDB0032750 (S-2-Propenyl 1-propenesulfinothioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra