Jump To Section:

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 17:51:34 UTC

Update Date

2023-02-21 17:22:38 UTC

HMDB ID

HMDB0032751

Secondary Accession Numbers

HMDB32751

Metabolite Identification

Common Name

S-1-Propenyl 2-propenesulfinothioate

Description

S-1-Propenyl 2-propenesulfinothioate, also known as trans-1-propenyl allyl thiosulfinic acid, 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-1-Propenyl 2-propenesulfinothioate has been detected, but not quantified in, soft-necked garlics (Allium sativum L. var. sativum). This could make S-1-propenyl 2-propenesulfinothioate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on S-1-Propenyl 2-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-1-Propenyl 2-propenesulfinothioic acid	Generator
S-1-Propenyl 2-propenesulphinothioate	Generator
S-1-Propenyl 2-propenesulphinothioic acid	Generator
(1E)-1-[(Prop-2-ene-1-sulphinyl)sulphanyl]prop-1-ene	HMDB
trans-1-Propenyl allyl thiosulfinic acid	HMDB
trans-1-Propenyl allyl thiosulphinate	HMDB
trans-1-Propenyl allyl thiosulphinic acid	HMDB

Chemical Formula

C₆H₁₀OS₂

Average Molecular Weight

162.273

Monoisotopic Molecular Weight

162.017306322

IUPAC Name

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

Traditional Name

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

CAS Registry Number

134568-42-6

SMILES

C\C=C\SS(=O)CC=C

InChI Identifier

InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-5H,2,6H2,1H3/b5-3+

InChI Key

UALJWNWDDJRJTL-HWKANZROSA-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

Cytoplasm (FooDB: )
Extracellular (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Exogenous

Food

Food (FooDB: )

Herb and spice

Herb

Soft-necked garlic (FooDB: FOOD00850)

Endogenous

Plant

Plant (FooDB: )

Process

Not Available

Role

Biological role

Nutrient (FooDB: )

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	1975 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	12 g/L	ALOGPS
logP	1.47	ALOGPS
logP	2.17	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Basic)	-5.8	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	45.17 m³·mol⁻¹	ChemAxon
Polarizability	16.59 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]+	134.141	31661259
DarkChem	[M-H]-	133.384	31661259
DeepCCS	[M+H]+	137.967	30932474
DeepCCS	[M-H]-	135.735	30932474
DeepCCS	[M-2H]-	171.804	30932474
DeepCCS	[M+Na]+	146.795	30932474
AllCCS	[M+H]+	134.2	32859911
AllCCS	[M+H-H2O]+	130.4	32859911
AllCCS	[M+NH4]+	137.7	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-1-Propenyl 2-propenesulfinothioate	C\C=C\SS(=O)CC=C	1754.1	Standard polar	33892256
S-1-Propenyl 2-propenesulfinothioate	C\C=C\SS(=O)CC=C	1259.0	Standard non polar	33892256
S-1-Propenyl 2-propenesulfinothioate	C\C=C\SS(=O)CC=C	1212.7	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-1-Propenyl 2-propenesulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-9200000000-f125c73a07a42a86f45b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-1-Propenyl 2-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-1-Propenyl 2-propenesulfinothioate 10V, Positive-QTOF	splash10-03mi-9600000000-01601f0d32a2ea4d551f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 20V, Positive-QTOF	splash10-00dl-9300000000-36394afa4bb8f28e417b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 40V, Positive-QTOF	splash10-006x-9000000000-721386c8d3e6215eaa7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 10V, Negative-QTOF	splash10-03k9-0900000000-26f70480d9e901faf39b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 20V, Negative-QTOF	splash10-00di-6900000000-244c928c482dd568eff8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 40V, Negative-QTOF	splash10-00rm-9200000000-3b6905bebab90a14375b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 10V, Positive-QTOF	splash10-00di-9000000000-353d4c0034e243b0a45a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 20V, Positive-QTOF	splash10-00di-9000000000-d3f9d08994f839b81cbe	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 40V, Positive-QTOF	splash10-00di-9000000000-e8d74272ba04d21f627f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 10V, Negative-QTOF	splash10-00di-9000000000-1af3f0b0e71af07efb3c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 20V, Negative-QTOF	splash10-00di-9000000000-1aab9bf64eafa64beef7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-1-Propenyl 2-propenesulfinothioate 40V, Negative-QTOF	splash10-00di-9000000000-932ecd5c8b5366a91696	2021-09-24	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

FDB003723

KNApSAcK ID

Not Available

Chemspider ID

8734337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10558949

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1831311

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-1-Propenyl 2-propenesulfinothioate (HMDB0032751)

MOL for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

3D MOL for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

3D SDF for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

3D-SDF for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

PDB for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

3D PDB for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

SMILES for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

INCHI for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

Structure for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

3D Structure for HMDB0032751 (S-1-Propenyl 2-propenesulfinothioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra