Showing Compound 4-(Methylthio)-1-butanol (FDB021551)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:46 UTC

Update date

2019-11-26 03:20:33 UTC

Primary ID

FDB021551

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-(Methylthio)-1-butanol

Description

4-(Methylthio)-1-butanol 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. 4-(Methylthio)-1-butanol is a cabbage, garlic, and green tasting compound. 4-(Methylthio)-1-butanol has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 4-(methylthio)-1-butanol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-(Methylthio)-1-butanol.

CAS Number

20582-85-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Butanol, 4-methylthio	HMDB
4-(Methylsulfanyl)-1-butanol	HMDB
4-(methylthio)-1-Butanol, 9ci	HMDB
4-(methylthio)-1-Butanol, polymer-bound	HMDB
4-(methylthio)Butanol	HMDB
4-Methylthiobutan-1-ol	HMDB
FEMA 3600	HMDB
1-Butanol, 4-(methylthio)-	biospider
4-(Methylthio)-1-butanol, 9CI	db_source
4-(Methylthio)-1-butanol, polymer-bound	biospider
4-(Methylthio)butanol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	9.78 g/L	ALOGPS
logP	0.82	ALOGPS
logP	1.01	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	15.97	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	34.74 m³·mol⁻¹	ChemAxon
Polarizability	14.33 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

C5H12OS

IUPAC name

4-(methylsulfanyl)butan-1-ol

InChI Identifier

InChI=1S/C5H12OS/c1-7-5-3-2-4-6/h6H,2-5H2,1H3

InChI Key

JNTVUHZXIJFHAU-UHFFFAOYSA-N

Isomeric SMILES

CSCCCCO

Average Molecular Weight

120.21

Monoisotopic Molecular Weight

120.06088618

Classification

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
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Coffea

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 49.96%; H 10.06%; O 13.31%; S 26.67%	DFC
Melting Point	Not Available
Boiling Point	Bp3 81-85°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d22 1	DFC
Refractive Index	n23D 1.4856	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4-(Methylthio)-1-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01ot-9000000000-deebb8e8fa57ccdf804e	Spectrum
Predicted GC-MS	4-(Methylthio)-1-butanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fr-9400000000-f8b9d40165b6c8b6e9e1	Spectrum
Predicted GC-MS	4-(Methylthio)-1-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	4-(Methylthio)-1-butanol, 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	splash10-0fk9-2900000000-ccd0bd4345ebe031a335	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zmi-8900000000-c7e1e4a5541571199559	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-9aeef69c43dba669c9bb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014j-9700000000-b9b3731bdb1407fccfbb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9100000000-9cc2aa41216ea6328b48	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-99e0654698ecd10334b4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-3900000000-18180f41b2982a3be3f6	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-7900000000-5fa166ca95cffebfb402	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bt9-9100000000-9296f09316ce48c89127	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dj-9000000000-9f63702ff2714f1dc28c	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

453403

ChEMBL ID

CHEMBL117865

KEGG Compound ID

Not Available

Pubchem Compound ID

519793

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41562

CRC / DFC (Dictionary of Food Compounds) ID

MFS19-G:NZZ49-T

EAFUS ID

2519

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

rw1037011

SuperScent ID

519793

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
cabbage	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 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.
sulfury	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
potato	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vegetable	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.