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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:53:46 UTC

Update Date

2023-02-21 17:26:57 UTC

HMDB ID

HMDB0039433

Secondary Accession Numbers

HMDB39433

Metabolite Identification

Common Name

1,2,4-Trithiolane

Description

1,2,4-Trithiolane belongs to the class of organic compounds known as trithiolanes. These are organic compounds containing a six-member aliphatic saturated heterocycle made up of three sulfur atoms and two carbon atoms. 1,2,4-Trithiolane has been detected, but not quantified in, several different foods, such as common mushrooms (Agaricus bisporus), green vegetables, mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make 1,2,4-trithiolane a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,2,4-Trithiolane.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,2,4-Trithiacyclopentane	HMDB

Chemical Formula

C₂H₄S₃

Average Molecular Weight

124.248

Monoisotopic Molecular Weight

123.947512198

IUPAC Name

1,2,4-trithiolane

Traditional Name

1,2,4-trithiolane

CAS Registry Number

289-16-7

SMILES

C1SCSS1

InChI Identifier

InChI=1S/C2H4S3/c1-3-2-5-4-1/h1-2H2

InChI Key

QHGFEUAAQKJXDI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trithiolanes. These are organic compounds containing a six-member aliphatic saturated heterocycle made up of three sulfur atoms and two carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Trithiolanes

Sub Class

Not Available

Direct Parent

Trithiolanes

Alternative Parents

Substituents

Trithiolane
Organic disulfide
Dialkylthioether
Thioether
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039433)
Cytoplasm (HMDB: HMDB0039433)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039433)

Source

Exogenous

Exogenous (HMDB: HMDB0039433)

Food

Food (HMDB: HMDB0039433)

Vegetable

Mushroom

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0039433)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039433)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	104.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	224.00 to 226.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	6721 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.689 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.7 g/L	ALOGPS
logP	0.72	ALOGPS
logP	1.47	ChemAxon
logS	-1.7	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	32.33 m³·mol⁻¹	ChemAxon
Polarizability	11.61 Å³	ChemAxon
Number of Rings	1	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]+	121.485	31661259
DarkChem	[M-H]-	115.405	31661259
DeepCCS	[M+H]+	125.542	30932474
DeepCCS	[M-H]-	123.705	30932474
DeepCCS	[M-2H]-	159.124	30932474
DeepCCS	[M+Na]+	133.111	30932474
AllCCS	[M+H]+	121.8	32859911
AllCCS	[M+H-H2O]+	117.0	32859911
AllCCS	[M+NH4]+	126.2	32859911
AllCCS	[M+Na]+	127.5	32859911
AllCCS	[M-H]-	130.2	32859911
AllCCS	[M+Na-2H]-	134.7	32859911
AllCCS	[M+HCOO]-	139.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,2,4-Trithiolane	C1SCSS1	1774.0	Standard polar	33892256
1,2,4-Trithiolane	C1SCSS1	1082.2	Standard non polar	33892256
1,2,4-Trithiolane	C1SCSS1	1134.9	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 - 1,2,4-Trithiolane GC-MS (Non-derivatized) - 70eV, Positive	splash10-024m-9400000000-5c8447a68e0e21a9d27c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2,4-Trithiolane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2,4-Trithiolane 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 - 1,2,4-Trithiolane 10V, Positive-QTOF	splash10-00di-0900000000-5815a85cc7a2570d0b6b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 20V, Positive-QTOF	splash10-00di-2900000000-7fc7d81c7a0b0e1ddf78	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 40V, Positive-QTOF	splash10-00b9-9400000000-71b1c6a4b1a3c310092f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 10V, Negative-QTOF	splash10-004i-9100000000-9af0e8fa9294fd4c3582	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 20V, Negative-QTOF	splash10-004i-9100000000-f9f3c6517d07bc95a095	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 40V, Negative-QTOF	splash10-002g-9000000000-1d4f3cc58bc401bdf7dc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 10V, Negative-QTOF	splash10-004i-9000000000-8137fa596dc94a01a293	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 20V, Negative-QTOF	splash10-004i-9200000000-c1f53e8c319c5a303d0d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 40V, Negative-QTOF	splash10-004i-9000000000-bdd312a20d909ac545a0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 10V, Positive-QTOF	splash10-00di-1900000000-b79ca9c09b6a64a8461d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 20V, Positive-QTOF	splash10-004i-9000000000-6a9ae1822623c22d2f5b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2,4-Trithiolane 40V, Positive-QTOF	splash10-002e-9000000000-9b940f6f6c534aabce37	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)	2021-09-24	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

FDB019028

KNApSAcK ID

C00058067

Chemspider ID

8901

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9258

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1576851

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 1,2,4-Trithiolane (HMDB0039433)

MOL for HMDB0039433 (1,2,4-Trithiolane)

3D MOL for HMDB0039433 (1,2,4-Trithiolane)

3D SDF for HMDB0039433 (1,2,4-Trithiolane)

3D-SDF for HMDB0039433 (1,2,4-Trithiolane)

PDB for HMDB0039433 (1,2,4-Trithiolane)

3D PDB for HMDB0039433 (1,2,4-Trithiolane)

SMILES for HMDB0039433 (1,2,4-Trithiolane)

INCHI for HMDB0039433 (1,2,4-Trithiolane)

Structure for HMDB0039433 (1,2,4-Trithiolane)

3D Structure for HMDB0039433 (1,2,4-Trithiolane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra