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 17:53:35 UTC

Update Date

2022-03-07 02:53:35 UTC

HMDB ID

HMDB0033075

Secondary Accession Numbers

HMDB33075

Metabolite Identification

Common Name

Methyl 1-(methylsulfinyl)propyl disulfide

Description

Methyl 1-(methylsulfinyl)propyl disulfide, also known as 1-methanesulphinyl-1-(methyldisulphanyl)propane, belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H). Methyl 1-(methylsulfinyl)propyl disulfide has been detected, but not quantified in, several different foods, such as welsh onions (Allium fistulosum), red onion, onion-family vegetables, garden onions (Allium cepa), and garden onion (var.). This could make methyl 1-(methylsulfinyl)propyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl 1-(methylsulfinyl)propyl disulfide.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl 1-(methylsulphinyl)propyl disulphide	Generator
1-Methanesulphinyl-1-(methyldisulphanyl)propane	HMDB

Chemical Formula

C₅H₁₂OS₃

Average Molecular Weight

184.343

Monoisotopic Molecular Weight

184.005027076

IUPAC Name

1-methanesulfinyl-1-(methyldisulfanyl)propane

Traditional Name

1-methanesulfinyl-1-(methyldisulfanyl)propane

CAS Registry Number

134018-95-4

SMILES

CCC(SSC)S(C)=O

InChI Identifier

InChI=1S/C5H12OS3/c1-4-5(8-7-2)9(3)6/h5H,4H2,1-3H3

InChI Key

BBBAHSPHKVIDRN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Sulfoxides

Sub Class

Not Available

Direct Parent

Sulfoxides

Alternative Parents

Substituents

Dialkyldisulfide
Sulfoxide
Organic disulfide
Sulfenyl compound
Sulfinyl compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033075)
Cytoplasm (HMDB: HMDB0033075)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033075)

Source

Exogenous

Food

Food (HMDB: HMDB0033075)

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: HMDB0033075)

Not Available

Nutrient (HMDB: HMDB0033075)

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	12550 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	5.32 g/L	ALOGPS
logP	1.28	ALOGPS
logP	0.9	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-6.7	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	50.03 m³·mol⁻¹	ChemAxon
Polarizability	19.01 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]+	139.549	31661259
DarkChem	[M-H]-	134.298	31661259
DeepCCS	[M+H]+	136.106	30932474
DeepCCS	[M-H]-	133.65	30932474
DeepCCS	[M-2H]-	170.042	30932474
DeepCCS	[M+Na]+	144.842	30932474
AllCCS	[M+H]+	137.1	32859911
AllCCS	[M+H-H2O]+	133.5	32859911
AllCCS	[M+NH4]+	140.4	32859911
AllCCS	[M+Na]+	141.4	32859911
AllCCS	[M-H]-	143.6	32859911
AllCCS	[M+Na-2H]-	146.5	32859911
AllCCS	[M+HCOO]-	149.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 1-(methylsulfinyl)propyl disulfide	CCC(SSC)S(C)=O	1910.9	Standard polar	33892256
Methyl 1-(methylsulfinyl)propyl disulfide	CCC(SSC)S(C)=O	1387.7	Standard non polar	33892256
Methyl 1-(methylsulfinyl)propyl disulfide	CCC(SSC)S(C)=O	1382.4	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 - Methyl 1-(methylsulfinyl)propyl disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9300000000-f17ec14d891eec371e8a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 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 - Methyl 1-(methylsulfinyl)propyl disulfide 10V, Positive-QTOF	splash10-00dr-1900000000-7524deaa72908bf3d737	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 20V, Positive-QTOF	splash10-001i-9600000000-ca270ddd25ff80878437	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 40V, Positive-QTOF	splash10-0095-9200000000-3661ae9f49a89ceb0c5b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 10V, Negative-QTOF	splash10-03di-9100000000-0449a04fbcc08be1f172	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 20V, Negative-QTOF	splash10-03di-9000000000-e6ab1449181c635d1f40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 40V, Negative-QTOF	splash10-03dl-9000000000-6f7b0f437448f9fa37b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 10V, Positive-QTOF	splash10-000i-1900000000-fc55a6c4f90acda7d5ee	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 20V, Positive-QTOF	splash10-00tr-6900000000-6661bf86f703b7b2c8cc	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 40V, Positive-QTOF	splash10-00r2-9000000000-2a74c27d17b5e8855b7e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 10V, Negative-QTOF	splash10-01t9-9000000000-ec5a0520b0f6e358221a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 20V, Negative-QTOF	splash10-0002-9000000000-c85f645d244fa8b5edbf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 1-(methylsulfinyl)propyl disulfide 40V, Negative-QTOF	splash10-01t9-9000000000-80abaf15653bf2da6585	2021-09-25	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

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

FDB011070

KNApSAcK ID

Not Available

Chemspider ID

29322212

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14704626

PDB ID

Not Available

ChEBI ID

173878

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1833191

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 Methyl 1-(methylsulfinyl)propyl disulfide (HMDB0033075)

MOL for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

3D MOL for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

3D SDF for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

3D-SDF for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

PDB for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

3D PDB for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

SMILES for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

INCHI for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

Structure for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

3D Structure for HMDB0033075 (Methyl 1-(methylsulfinyl)propyl disulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra