Showing Compound 3-Mercapto-3-methyl-1-butanol (FDB015000)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:35 UTC

Update date

2019-11-26 03:11:05 UTC

Primary ID

FDB015000

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Mercapto-3-methyl-1-butanol

Description

3-Mercapto-3-methyl-1-butanol, also known as 3-methyl-3-sulfanyl-1-butanol, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. 3-Mercapto-3-methyl-1-butanol is a sweet, meat broth, and roasted tasting compound. 3-Mercapto-3-methyl-1-butanol has been detected, but not quantified in, several different foods, such as alcoholic beverages, arabica coffees (Coffea arabica), coffee and coffee products, fruits, and robusta coffees (Coffea canephora). This could make 3-mercapto-3-methyl-1-butanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3-Mercapto-3-methyl-1-butanol.

CAS Number

34300-94-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3-Mercapto-3-methyl-butan-1-ol	ChEBI
3-Mercapto-3-methylbutanol	ChEBI
3-Methyl-3-sulfanyl-1-butanol	ChEBI
3-Methyl-3-sulphanyl-1-butanol	Generator
3-mercapto-3-Methylbutan-1-ol	HMDB
3-Methyl-3-sulfanylbutan-1-ol	HMDB
3-Methyl-3-sulfanylbutanol-1-ol	HMDB
FEMA 3854	HMDB
3-Methyl-3-sulphanylbutan-1-ol	Generator
3-Mercapto-3-methylbutan-1-ol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	5.16 g/L	ALOGPS
logP	1.36	ALOGPS
logP	0.59	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	34.6 m³·mol⁻¹	ChemAxon
Polarizability	13.66 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

3-methyl-3-sulfanylbutan-1-ol

InChI Identifier

InChI=1S/C5H12OS/c1-5(2,7)3-4-6/h6-7H,3-4H2,1-2H3

InChI Key

GBCGIJAYTBMFHI-UHFFFAOYSA-N

Isomeric SMILES

CC(C)(S)CCO

Average Molecular Weight

120.213

Monoisotopic Molecular Weight

120.060885696

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

Substituents

Alkylthiol
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

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	Bp17 85-90°	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	d20 0.999	DFC
Refractive Index	n20D 1.4725	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	3-Mercapto-3-methyl-1-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-9100000000-35f9851813bd5b6c0cf3	Spectrum
Predicted GC-MS	3-Mercapto-3-methyl-1-butanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00b9-9500000000-9ac3a5e01203ee5300f8	Spectrum
Predicted GC-MS	3-Mercapto-3-methyl-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	splash10-0fk9-5900000000-795258b8b5f88bb27329	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fr2-9400000000-1719898115ac1f9fce4f	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-62dba77a6827af86e304	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014r-9700000000-32b08ee8f2ed460302e9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-9400000000-622c93cc077f20c59807	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9000000000-00ab08b1fb1f4aa5498c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014u-9100000000-e3b38c56277fcf4e1cc9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kg-9000000000-d9960401ad646de38058	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-9000000000-d88f32c398047bfe73de	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2900000000-ea21a94c5c98220828ce	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-2900000000-8dd34d57286e657ca064	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-1569edf230d07c2be28f	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

454169

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

520682

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36149

CRC / DFC (Dictionary of Food Compounds) ID

JXV14-F:JXV14-F

EAFUS ID

2176

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

34300-94-2

GoodScent ID

rw1545891

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
meat broth	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
roasted	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	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.
meatbroth	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