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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:13:51 UTC

Update Date

2023-02-21 17:24:12 UTC

HMDB ID

HMDB0034394

Secondary Accession Numbers

HMDB34394

Metabolite Identification

Common Name

S-Propyl 1-propanesulfinothioate

Description

S-Propyl 1-propanesulfinothioate, also known as S-propyl propane-1-thiosulfinate or propyl propylthiosulfinic 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-Propyl 1-propanesulfinothioate has been detected, but not quantified in, several different foods, such as garden onions (Allium cepa), garden onion (var.), welsh onions (Allium fistulosum), green onion, and red onion. This could make S-propyl 1-propanesulfinothioate a potential biomarker for the consumption of these foods. S-Propyl 1-propanesulfinothioate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on S-Propyl 1-propanesulfinothioate.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Propanesulfinothioic acid, S-propyl ester	ChEBI
Dipropyl thiosulfinate	ChEBI
Propyl propanethiosulfinate	ChEBI
Propyl propylthiosulfinate	ChEBI
S-Propyl propane-1-thiosulfinate	ChEBI
1-Propanesulfinothioate, S-propyl ester	Generator
1-Propanesulphinothioate, S-propyl ester	Generator
1-Propanesulphinothioic acid, S-propyl ester	Generator
Dipropyl thiosulfinic acid	Generator
Dipropyl thiosulphinate	Generator
Dipropyl thiosulphinic acid	Generator
Propyl propanethiosulfinic acid	Generator
Propyl propanethiosulphinate	Generator
Propyl propanethiosulphinic acid	Generator
Propyl propylthiosulfinic acid	Generator
Propyl propylthiosulphinate	Generator
Propyl propylthiosulphinic acid	Generator
S-Propyl propane-1-thiosulfinic acid	Generator
S-Propyl propane-1-thiosulphinate	Generator
S-Propyl propane-1-thiosulphinic acid	Generator
S-Propyl 1-propanesulfinothioic acid	Generator
S-Propyl 1-propanesulphinothioate	Generator
S-Propyl 1-propanesulphinothioic acid	Generator
O-Benzoylthiamine	HMDB
S-Propyl 1-propanesulfinothioate, 9ci	HMDB
S-Propyl 1-propanesulfinothioate	ChEBI
S-Propyl propanethiosulfinic acid	Generator
S-Propyl propanethiosulphinate	Generator
S-Propyl propanethiosulphinic acid	Generator

Chemical Formula

C₆H₁₄OS₂

Average Molecular Weight

166.305

Monoisotopic Molecular Weight

166.04860645

IUPAC Name

1-[(propane-1-sulfinyl)sulfanyl]propane

Traditional Name

1-[(propane-1-sulfinyl)sulfanyl]propane

CAS Registry Number

1948-52-3

SMILES

CCCSS(=O)CCC

InChI Identifier

InChI=1S/C6H14OS2/c1-3-5-8-9(7)6-4-2/h3-6H2,1-2H3

InChI Key

XPRZAEWSYWTDSQ-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
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: HMDB0034394)
Cytoplasm (HMDB: HMDB0034394)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034394)

Source

Exogenous

Food

Food (HMDB: HMDB0034394)

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: HMDB0034394)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034394)

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	20 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.19 g/L	ALOGPS
logP	1.61	ALOGPS
logP	2.16	ChemAxon
logS	-1.3	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	5	ChemAxon
Refractivity	45.15 m³·mol⁻¹	ChemAxon
Polarizability	18.65 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	134.184	31661259
DarkChem	[M-H]-	132.035	31661259
DeepCCS	[M+H]+	137.209	30932474
DeepCCS	[M-H]-	134.97	30932474
DeepCCS	[M-2H]-	171.233	30932474
DeepCCS	[M+Na]+	146.162	30932474
AllCCS	[M+H]+	135.6	32859911
AllCCS	[M+H-H2O]+	131.9	32859911
AllCCS	[M+NH4]+	139.0	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	142.5	32859911
AllCCS	[M+Na-2H]-	145.5	32859911
AllCCS	[M+HCOO]-	148.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-Propyl 1-propanesulfinothioate	CCCSS(=O)CCC	1693.1	Standard polar	33892256
S-Propyl 1-propanesulfinothioate	CCCSS(=O)CCC	1264.0	Standard non polar	33892256
S-Propyl 1-propanesulfinothioate	CCCSS(=O)CCC	1221.7	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-Propyl 1-propanesulfinothioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-37690ceb5acce975e461	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Propyl 1-propanesulfinothioate 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 6V, Positive-QTOF	splash10-0100-7900000000-2990d7589563e9b87111	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 10V, Positive-QTOF	splash10-00or-9700000000-ea39fe8792ca9f4260ec	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 20V, Positive-QTOF	splash10-002f-9400000000-18bcdb07e91d82b27536	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 40V, Positive-QTOF	splash10-002f-9000000000-a400404fbf5684b4db1f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 10V, Negative-QTOF	splash10-00xr-1900000000-e1135702d7a884763c3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 20V, Negative-QTOF	splash10-00di-8900000000-0eecf68659fed5e309dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 40V, Negative-QTOF	splash10-000f-9100000000-e50e5e6fbdd9842dc23e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 10V, Positive-QTOF	splash10-004l-9000000000-389c3770ec59dc8c0f89	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 20V, Positive-QTOF	splash10-004l-9000000000-71cb4f9c5a3aac35e186	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 40V, Positive-QTOF	splash10-004l-9000000000-46be7d5b24cc81a41524	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 10V, Negative-QTOF	splash10-004i-9000000000-b3e89e9c1c3deff6c889	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 20V, Negative-QTOF	splash10-00fr-9000000000-302547d587657a4e490f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Propyl 1-propanesulfinothioate 40V, Negative-QTOF	splash10-00dj-9000000000-67ce4c6fb9cf7b7ec301	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

FDB012782

KNApSAcK ID

Not Available

Chemspider ID

67333

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74761

PDB ID

Not Available

ChEBI ID

91021

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1632071

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-Propyl 1-propanesulfinothioate (HMDB0034394)

MOL for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

3D MOL for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

3D SDF for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

3D-SDF for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

PDB for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

3D PDB for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

SMILES for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

INCHI for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

Structure for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

3D Structure for HMDB0034394 (S-Propyl 1-propanesulfinothioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra