Showing Compound Phenylmethanethiol (FDB000803)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:43 UTC

Update date

2015-07-20 21:34:36 UTC

Primary ID

FDB000803

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Phenylmethanethiol

Description

Phenylmethanethiol, also known as alpha-mercaptotoluene or alpha-toluenethiol, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Phenylmethanethiol is an alliaceous, coffee, and garlic tasting compound. Based on a literature review a significant number of articles have been published on Phenylmethanethiol.

CAS Number

100-53-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(Mercaptomethyl)benzene	ChEBI
alpha-Mercaptotoluene	ChEBI
alpha-Toluenethiol	ChEBI
alpha-Toluolthiol	ChEBI
Benzenemethanethiol	ChEBI
Benzyl hydrosulfide	ChEBI
Benzyl mercaptan	ChEBI
Benzylthiol	ChEBI
Phenylmethyl mercaptan	ChEBI
Thiobenzyl alcohol	ChEBI
Toluene-alpha-thiol	ChEBI
a-Mercaptotoluene	Generator
Α-mercaptotoluene	Generator
a-Toluenethiol	Generator
Α-toluenethiol	Generator
a-Toluolthiol	Generator
Α-toluolthiol	Generator
Benzyl hydrosulphide	Generator
Toluene-a-thiol	Generator
Toluene-α-thiol	Generator
(Mercaptomethyl)polystyrene	HMDB
(Thiomethyl)benzene	HMDB
a-Toluenethiol, 8ci	HMDB
alpha -Mercaptotoluene	HMDB
alpha -Toluenethiol	HMDB
alpha -Toluolthiol	HMDB
alpha -Tolyl mercaptan	HMDB
alpha-mercapto-Toluene	HMDB
alpha-Tolyl mercaptan	HMDB
Benzenemethanethiol, 9ci	HMDB
Benzyl thiol	HMDB
Benzylhydrosulfide	HMDB
Dodeoyl benzyl mercaptan	HMDB
FEMA 2147	HMDB
Mercaptomethyl, polymer-bound	HMDB
Phenyl-methanethiol	HMDB
Thiol, polymer-bound	HMDB
Phenylmethanethiol	ChEBI
(mercaptomethyl)polystyrene	biospider
α-mercaptotoluene	biospider
α-toluenethiol	biospider
α-toluolthiol	biospider
α-tolyl mercaptan	biospider
a-Toluenethiol, 8CI	db_source
alpha-Mercapto-toluene	HMDB
Alpha-mercaptotoluene	biospider
Alpha-toluenethiol	biospider
Alpha-toluolthiol	biospider
Alpha-tolyl mercaptan	biospider
Benzenemethanethiol, 9CI	db_source
Methanethiol, phenyl-	biospider
Toluene, alpha-mercapto-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	2.33	ALOGPS
logP	2.46	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	-9.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.9 m³·mol⁻¹	ChemAxon
Polarizability	13.79 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

Chemical Formula

C7H8S

IUPAC name

phenylmethanethiol

InChI Identifier

InChI=1S/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2

InChI Key

UENWRTRMUIOCKN-UHFFFAOYSA-N

Isomeric SMILES

SCC1=CC=CC=C1

Average Molecular Weight

124.203

Monoisotopic Molecular Weight

124.034670946

Classification

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Alkylthiol
Hydrocarbon derivative
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 67.69%; H 6.49%; S 25.82%	DFC
Melting Point	-30 oC
Boiling Point	Bp 194-195°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	pKa1 9.43 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d20 1.06	DFC
Refractive Index	n20D 1.5748	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Phenylmethanethiol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-b022260ca59a5bfe044e	Spectrum
GC-MS	Phenylmethanethiol, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-b022260ca59a5bfe044e	Spectrum
Predicted GC-MS	Phenylmethanethiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9200000000-f3c0ab92f2cebca14f24	Spectrum
Predicted GC-MS	Phenylmethanethiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-4900000000-788383f89b350e4638b5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004l-9700000000-c9f80d63c016e421d3f6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-398e7c5956a713ca1940	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-9600000000-6143e7db76514c4195a8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dr-7900000000-4a22e0720f1335eae484	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003r-9000000000-3b683c73deb60e585565	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9300000000-ea60b74b66ff2abaf402	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-b9bcbc146483c194410f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-016u-9000000000-032c4ac5cb84f269b2e1	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-4900000000-12ac39a56c42097f5059	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-3900000000-cac231255cf333527059	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ee3d463a081060f9e849	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

13851383

ChEMBL ID

CHEMBL1224557

KEGG Compound ID

Not Available

Pubchem Compound ID

7509

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB29633

CRC / DFC (Dictionary of Food Compounds) ID

BHV62-A:BHV62-A

EAFUS ID

327

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1017561

SuperScent ID

Not Available

Wikipedia ID

Not Available

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
sharp	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
alliaceous	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
onion	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sulfurous	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
garlic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
horseradish	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mint	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coffee	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.