Showing Compound Methanethiol (FDB011886)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:53 UTC

Update date

2020-09-17 15:35:31 UTC

Primary ID

FDB011886

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methanethiol

Description

Methyl mercaptan also known as Methanethiol, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. The chemical formula for methanethiol is CH3SH. Methyl Mercaptan is a very weakly acidic compound (based on its pKa). Methanethiol is a colorless gas that smells like rotten cabbage. It is a natural substance found in the blood, brain, and other tissues of humans and other animals. It is also one of the main chemicals responsible for bad breath and flatulence in humans. At very high concentrations methanethiol is highly toxic and affects the central nervous system. Methanethiol is a by-product produced by the metabolism of asparagus in 40-50% of people. The ability to detect the presence of methanethiol is also a genetic trait. Methyl mercaptan is responsible for a noticeable change in the odor of urine, as soon as a few hours after eating asparagus. Its acidity makes it reactive with dissolved metals in aqueous solutions. The environmental chemistry of these interactions in seawater or freshwater environments such as lakes has yet to be fully investigated. It has been isolated from higher plants, such as radish (Raphanus sativus). It is also present in orange juice, pineapple, strawberries, asparagus, wheat bread, gruyere cheese, hop oil, coffee, roasted filberts, cooked rice and other foods.

CAS Number

74-93-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Methylmercaptan	ChEBI
CH3SH	HMDB
Mercaptan methylique	HMDB
Mercaptomethane	HMDB
Methanethiole	HMDB
Methanthiol	HMDB
Methvtiolo	HMDB
Methyl mercaptan	HMDB
Methyl sulfhydrate	HMDB
Methyl thioalcohol	HMDB
Methylmercaptaan	HMDB
Metilmercaptano	HMDB
Thiomethane	HMDB
Thiomethanol	HMDB
Methylmercaptan, lead (2+) salt	MeSH, HMDB
Methanethiolate	MeSH, HMDB
Methylmercaptan, sodium salt	MeSH, HMDB
Methylmercaptan, mercury (2+) salt	MeSH, HMDB
ATO	biospider
FEMA 2716	db_source
MEE	biospider
Mercaptan C1	biospider
Methaanthiol	biospider
Methyl mercaptan [UN1064] [Poison gas]	biospider
Methyl-mercaptan	biospider
Methylsulfanium	biospider
Methylsulfide anion	biospider
Methylthioalcohol	biospider
Thiomethyl alcohol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	20 g/L	ALOGPS
logP	0.73	ALOGPS
logP	0.84	ChemAxon
logS	-0.38	ALOGPS
pKa (Strongest Acidic)	10.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	14.24 m³·mol⁻¹	ChemAxon
Polarizability	5.33 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

Chemical Formula

CH4S

IUPAC name

methanethiol

InChI Identifier

InChI=1S/CH4S/c1-2/h2H,1H3

InChI Key

LSDPWZHWYPCBBB-UHFFFAOYSA-N

Isomeric SMILES

Average Molecular Weight

48.107

Monoisotopic Molecular Weight

48.003370818

Classification

Description

Belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thiols

Sub Class

Alkylthiols

Direct Parent

Alkylthiols

Alternative Parents

Hydrocarbon derivatives

Substituents

Alkylthiol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alkanethiol (CHEBI:16007 )
a thiol (CPD-7671 )

Ontology

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Organ and components:

Colon

Cell and elements:

Cell:

Fibroblast

Biofluid and excreta:

Role

Biological role:

Osmolyte

Molecular messenger:

Signaling molecule

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Gas
Physical Description	Not Available
Mass Composition	C 24.97%; H 8.38%; S 66.65%	DFC
Melting Point	Mp -123°	DFC
Boiling Point	Bp 5.95°	DFC
Experimental Water Solubility	15.4 mg/mL at 25 oC	HINE,J & MOOKERJEE,PK (1975)
Experimental logP	Not Available
Experimental pKa	pKa 10.33 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 0.87	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0002-9000000000-53d9f1ccbdb100d7320d	2015-03-01	View Spectrum
Predicted GC-MS	Methanethiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9000000000-8d72d46dca582778b7e5	Spectrum
Predicted GC-MS	Methanethiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - QqQ 7V, positive	splash10-0002-9000000000-d9ea435a547323998051	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-d6688241d1bd9d04eb37	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-d6688241d1bd9d04eb37	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-d6688241d1bd9d04eb37	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-56912dcbda83e96bbb38	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-56912dcbda83e96bbb38	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-56912dcbda83e96bbb38	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-ff79e6fa0d49e599887c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-ff79e6fa0d49e599887c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-ff79e6fa0d49e599887c	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, benzene, 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

External Links

ChemSpider ID

855

ChEMBL ID

Not Available

KEGG Compound ID

C00409

Pubchem Compound ID

878

Pubchem Substance ID

Not Available

ChEBI ID

16007

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB03227

CRC / DFC (Dictionary of Food Compounds) ID

HBN72-N:HBN72-N

EAFUS ID

2385

Dr. Duke ID

METHYL-MERCAPTAN|METHANETHIOL

BIGG ID

Not Available

KNApSAcK ID

C00001258

HET ID

MEE

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

74-93-1

GoodScent ID

rw1008781

SuperScent ID

Not Available

Wikipedia ID

Methanethiol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sulfur	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
gasoline	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
garlic	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
decomposing cabbage	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.