Cannabis Compound Database: Showing Compound Card for Dimethylsulfide (CDB000595)

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Record Information

Version

1.0

Created at

2020-03-19 00:45:42 UTC

Updated at

2020-12-07 19:07:33 UTC

CannabisDB ID

CDB000595

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Dimethylsulfide

Description

Dimethylsulfide, also known as methyl thioether or 2-thiapropane, belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups. Dimethylsulfide is a sulfur containing organic chemical compound with a disagreeable odor. It is produced in its vapor form while cooking certain vegetables, notably corn, cabbage, and seafood. It is also an indication of bacterial infection in malt production and brewing. Dimethylsulfide is a breakdown product of dimethylsulfoniopropionate and is also produced by the bacterial metabolism of methanethiol. Dimethylsulfide flammable liquid with a boiling point of 37 ¬∞C. It can also be found as a microbial metabolite from bacteria from the genera Bradyrhizobium, Cyanothece, Escherichia, Pseudomonas and Rhizobiaceae (PMID: 25807229 ). Dimethylsulfide is the most abundant biological sulfur compound emitted to the atmosphere. Emission occurs over the oceans by phytoplankton. Dimethyl sulfide, dimethyl disulfide, and dimethyl trisulfide have been found among the volatiles given off by the fly-attracting plant known as dead-horse arum (Helicodiceros muscivorus). Dimethyl sulfide has also been detected in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(METHYLsulfanyl)methane	ChEBI
2-Thiapropane	ChEBI
[SMe2]	ChEBI
Dimethyl sulphide	ChEBI
DMS	ChEBI
Methyl sulfide	ChEBI
Methyl thioether	ChEBI
(METHYLsulphanyl)methane	Generator
Dimethyl sulfide	Generator
Methyl sulphide	Generator
Dimethylsulphide	Generator
Dimethyl sulfoxide(reduced)	HMDB
Methylthiomethane	HMDB
2-Thiopropane	HMDB
Dimethyl monosulfide	HMDB
Dimethyl sulfide (natural)	HMDB
Dimethyl thioether	HMDB
Dimethylsulfid	HMDB
Methanethiomethane	HMDB
Methyl monosulfide	HMDB
Methylthiomethyl radical	HMDB
MSM	HMDB
Reduced-dmso	HMDB
Thiobis-methane	HMDB
Thiopropane	HMDB

Chemical Formula

C₂H₆S

Average Molecular Weight

62.13

Monoisotopic Molecular Weight

62.019

IUPAC Name

(methylsulfanyl)methane

Traditional Name

dimethyl sulfide

CAS Registry Number

75-18-3

SMILES

CSC

InChI Identifier

InChI=1S/C2H6S/c1-3-2/h1-2H3

InChI Key

QMMFVYPAHWMCMS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Dialkylthioethers

Direct Parent

Dialkylthioethers

Alternative Parents

Substituents

Dialkylthioether
Sulfenyl compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aliphatic sulfide (CHEBI:17437 )
an organosulfur compound (CPD-7670 )

Ontology

Physiological effect

Health effect:

Health condition:

Dimethyl sulfide poisoning

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Microbe:

Cyanothece

Rhizobiaceae:

Rhizobium leguminosarum

Pseudomonas:

Pseudomonas deceptionensis

Bradyrhizobium:

Bradyrhizobium diazoefficiens

Escherichia:

Escherichia coli

Biological location:

Tissue and substructures:

Adipose tissue

Organ and components:

Subcellular:

Cytoplasm

Biofluid and excreta:

Role

Industrial application:

Agriculture:

Insect attractant

Biological role:

Molecular messenger:

Signaling molecule

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-98.3 °C	Not Available
Boiling Point	35 to 41 °C	Wikipedia
Water Solubility	22 mg/mL at 25 °C	Not Available
logP	0.977	Wikipedia

Predicted Properties

Property	Value	Source
logP	0.59	ALOGPS
logP	1.22	ChemAxon
logS	-0.53	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	18.89 m³·mol⁻¹	ChemAxon
Polarizability	7.24 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-01ot-9000000000-3da3b740e54dd0695ac8	2015-03-01	View Spectrum
GC-MS	Dimethylsulfide, non-derivatized, GC-MS Spectrum	splash10-01ot-9000000000-8ed5810ef2a492b40ae1	Spectrum
GC-MS	Dimethylsulfide, non-derivatized, GC-MS Spectrum	splash10-01ot-9000000000-aab0fb854ed08a99a142	Spectrum
GC-MS	Dimethylsulfide, non-derivatized, GC-MS Spectrum	splash10-01ot-9000000000-b8e506cefc1462c55765	Spectrum
GC-MS	Dimethylsulfide, non-derivatized, GC-MS Spectrum	splash10-01ot-9000000000-8ed5810ef2a492b40ae1	Spectrum
GC-MS	Dimethylsulfide, non-derivatized, GC-MS Spectrum	splash10-01ot-9000000000-aab0fb854ed08a99a142	Spectrum
GC-MS	Dimethylsulfide, non-derivatized, GC-MS Spectrum	splash10-01ot-9000000000-b8e506cefc1462c55765	Spectrum
Predicted GC-MS	Dimethylsulfide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03dj-9000000000-452048d3bfa7a40636c4	Spectrum
Predicted GC-MS	Dimethylsulfide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-01ot-9000000000-8ed5810ef2a492b40ae1	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-01ot-9000000000-360d47e40fcfcf205bf3	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-01ot-9000000000-b8e506cefc1462c55765	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-ae1ff184cb043d43cd3a	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-189f32d3eb2bb107bad1	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-5579d822eaf64cbda3b3	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-9000000000-45a7990a4b612cb72664	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-9000000000-3bb7835f1011f708503e	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ox-9000000000-d5b5c0545e3e2ec5e98e	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-9000000000-6fc9e9a3cbf6090ab8d5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-9000000000-6fc9e9a3cbf6090ab8d5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-9000000000-6fc9e9a3cbf6090ab8d5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-f865abc3930f083f5ea2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-f865abc3930f083f5ea2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-efaeb46b008ef59dd3de	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, cyclohexane, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Indolethylamine N-methyltransferase	INMT	7p14.3	O95050	details

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0002303

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Dimethyl_sulfide

METLIN ID

6603

PubChem Compound

1068

PDB ID

Not Available

ChEBI ID

17437

References

General References

Carrion O, Curson ARJ, Kumaresan D, Fu Y, Lang AS, Mercade E, Todd JD: A novel pathway producing dimethylsulphide in bacteria is widespread in soil environments. Nat Commun. 2015 Mar 25;6:6579. doi: 10.1038/ncomms7579. [PubMed:25807229 ]
Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Enzymes

Enzyme Details

1. Indolethylamine N-methyltransferase

General function:: Involved in methyltransferase activity
Specific function:: Functions as thioether S-methyltransferase and is active with a variety of thioethers and the corresponding selenium and tellurium compounds, including 3-methylthiopropionaldehyde, dimethyl selenide, dimethyl telluride, 2-methylthioethylamine, 2-methylthioethanol, methyl-n-propyl sulfide and diethyl sulfide. Plays an important role in the detoxification of selenium compounds (By similarity). Catalyzes the N-methylation of tryptamine and structurally related compounds.
Gene Name:: INMT
Uniprot ID:: O95050
Molecular weight:: 28833.695

Showing Compound Card for Dimethylsulfide (CDB000595)

Structure for CDB000595 (Dimethylsulfide)

Enzymes