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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:52:37 UTC

Update Date

2023-02-21 17:28:11 UTC

HMDB ID

HMDB0040346

Secondary Accession Numbers

HMDB40346

Metabolite Identification

Common Name

Thial-1-Propene-1-thiol S-oxide

Description

Thial-1-Propene-1-thiol S-oxide, also known as thiopropanal S-oxide, belongs to the class of organic compounds known as thioaldehyde s-oxides. Thioaldehyde s-oxides are compounds having the general structure RC(=S=O)H. Thial-1-Propene-1-thiol S-oxide has been detected, but not quantified in, several different foods, such as garden onion (var.), red onion, garden onions (Allium cepa), welsh onions (Allium fistulosum), and onion-family vegetables. This could make thial-1-propene-1-thiol S-oxide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Thial-1-Propene-1-thiol S-oxide.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Thiopropanal S-oxide	Kegg
Propanethial S-oxide	MeSH, HMDB

Chemical Formula

C₃H₆OS

Average Molecular Weight

90.144

Monoisotopic Molecular Weight

90.013935504

IUPAC Name

1-sulfinylidenepropane

Traditional Name

propanethial, S-oxide

CAS Registry Number

32157-29-2

SMILES

CCC=S=O

InChI Identifier

InChI=1S/C3H6OS/c1-2-3-5-4/h3H,2H2,1H3

InChI Key

BAZSXBOAXJLRNH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioaldehyde s-oxides. Thioaldehyde s-oxides are compounds having the general structure RC(=S=O)H.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thiocarbonyl compounds

Sub Class

Thioaldehydes

Direct Parent

Thioaldehyde s-oxides

Alternative Parents

Substituents

Thioaldehyde-s-oxide
Sulfinyl compound
Sulfine
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sulfoxide (CHEBI:8475 )
thiocarbonyl compound (CHEBI:8475 )
an organosulfur compound (CPD-9305 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040346)
Cytoplasm (HMDB: HMDB0040346)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040346)

Source

Exogenous

Exogenous (HMDB: HMDB0040346)

Food

Food (HMDB: HMDB0040346)

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: HMDB0040346)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040346)

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	754900 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	64.2 g/L	ALOGPS
logP	-0.15	ALOGPS
logP	1.15	ChemAxon
logS	-0.15	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	22.16 m³·mol⁻¹	ChemAxon
Polarizability	9.14 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]+	115.223	31661259
DarkChem	[M-H]-	109.871	31661259
DeepCCS	[M+H]+	122.235	30932474
DeepCCS	[M-H]-	120.426	30932474
DeepCCS	[M-2H]-	155.788	30932474
DeepCCS	[M+Na]+	129.464	30932474
AllCCS	[M+H]+	124.2	32859911
AllCCS	[M+H-H2O]+	119.7	32859911
AllCCS	[M+NH4]+	128.4	32859911
AllCCS	[M+Na]+	129.6	32859911
AllCCS	[M-H]-	138.5	32859911
AllCCS	[M+Na-2H]-	144.1	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.9 minutes	32390414
Predicted by Siyang on May 30, 2022	11.6219 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.75 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1578.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	520.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	377.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	470.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	562.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	439.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	984.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	355.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1167.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	357.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	681.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	486.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	199.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thial-1-Propene-1-thiol S-oxide	CCC=S=O	1138.4	Standard polar	33892256
Thial-1-Propene-1-thiol S-oxide	CCC=S=O	740.7	Standard non polar	33892256
Thial-1-Propene-1-thiol S-oxide	CCC=S=O	819.1	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 - Thial-1-Propene-1-thiol S-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-684d5984e1c797e68e67	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thial-1-Propene-1-thiol S-oxide 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 - Thial-1-Propene-1-thiol S-oxide 10V, Positive-QTOF	splash10-0006-9000000000-61d07e03f39567f442f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 20V, Positive-QTOF	splash10-0006-9000000000-c72c6450bd6d7a98b6ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 40V, Positive-QTOF	splash10-0006-9000000000-a9e272846ed832d1b533	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 10V, Negative-QTOF	splash10-000i-9000000000-5cd3ee20d86b210ebe11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 20V, Negative-QTOF	splash10-000b-9000000000-3432c260dda337a78979	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 40V, Negative-QTOF	splash10-0002-9000000000-028e3029a51066273e24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 10V, Negative-QTOF	splash10-000i-9000000000-163365b0223566aa74c4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 20V, Negative-QTOF	splash10-000i-9000000000-10d2aae2329c1290cd58	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 40V, Negative-QTOF	splash10-00di-9000000000-d0057a6e83286151f9a5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 10V, Positive-QTOF	splash10-0006-9000000000-7840326a158455491742	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 20V, Positive-QTOF	splash10-0002-9000000000-71d2aea8e212025aa3d3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thial-1-Propene-1-thiol S-oxide 40V, Positive-QTOF	splash10-006w-9000000000-fa786e94fd9116cdda05	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441491

PDB ID

Not Available

ChEBI ID

8475

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1631681

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 Thial-1-Propene-1-thiol S-oxide (HMDB0040346)

MOL for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

3D MOL for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

3D SDF for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

3D-SDF for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

PDB for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

3D PDB for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

SMILES for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

INCHI for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

Structure for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

3D Structure for HMDB0040346 (Thial-1-Propene-1-thiol S-oxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra