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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:15:20 UTC

Update Date

2023-02-21 17:28:48 UTC

HMDB ID

HMDB0041562

Secondary Accession Numbers

HMDB41562

Metabolite Identification

Common 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.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	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

Chemical Formula

C₅H₁₂OS

Average Molecular Weight

120.21

Monoisotopic Molecular Weight

120.06088618

IUPAC Name

4-(methylsulfanyl)butan-1-ol

Traditional Name

4-(methylsulfanyl)butan-1-ol

CAS Registry Number

20582-85-8

SMILES

CSCCCCO

InChI Identifier

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

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0041562)
Cytoplasm (HMDB: HMDB0041562)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041562)

Source

Exogenous

Exogenous (HMDB: HMDB0041562)

Food

Food (HMDB: HMDB0041562)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0041562)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0041562)

Biological role

Nutrient (HMDB: HMDB0041562)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	95.00 to 98.00 °C. @ 20.00 mm Hg	The Good Scents Company Information System
Water Solubility	16170 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.787 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	124.761	31661259
DarkChem	[M-H]-	119.927	31661259
DeepCCS	[M+H]+	130.102	30932474
DeepCCS	[M-H]-	128.097	30932474
DeepCCS	[M-2H]-	163.866	30932474
DeepCCS	[M+Na]+	138.366	30932474
AllCCS	[M+H]+	127.1	32859911
AllCCS	[M+H-H2O]+	123.0	32859911
AllCCS	[M+NH4]+	131.0	32859911
AllCCS	[M+Na]+	132.1	32859911
AllCCS	[M-H]-	138.1	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	146.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(Methylthio)-1-butanol	CSCCCCO	1852.0	Standard polar	33892256
4-(Methylthio)-1-butanol	CSCCCCO	1028.5	Standard non polar	33892256
4-(Methylthio)-1-butanol	CSCCCCO	1080.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(Methylthio)-1-butanol,1TMS,isomer #1	CSCCCCO[Si](C)(C)C	1172.4	Semi standard non polar	33892256
4-(Methylthio)-1-butanol,1TBDMS,isomer #1	CSCCCCO[Si](C)(C)C(C)(C)C	1384.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Methylthio)-1-butanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-9000000000-deebb8e8fa57ccdf804e	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Methylthio)-1-butanol GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9400000000-f8b9d40165b6c8b6e9e1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Methylthio)-1-butanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Methylthio)-1-butanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 10V, Positive-QTOF	splash10-0fk9-2900000000-ccd0bd4345ebe031a335	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 20V, Positive-QTOF	splash10-0zmi-8900000000-c7e1e4a5541571199559	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 40V, Positive-QTOF	splash10-0a4l-9000000000-9aeef69c43dba669c9bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 10V, Negative-QTOF	splash10-014j-9700000000-b9b3731bdb1407fccfbb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 20V, Negative-QTOF	splash10-0002-9100000000-9cc2aa41216ea6328b48	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 40V, Negative-QTOF	splash10-0002-9000000000-99e0654698ecd10334b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 10V, Negative-QTOF	splash10-014i-3900000000-18180f41b2982a3be3f6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 20V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 40V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 10V, Positive-QTOF	splash10-0fk9-7900000000-5fa166ca95cffebfb402	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 20V, Positive-QTOF	splash10-0bt9-9100000000-9296f09316ce48c89127	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Methylthio)-1-butanol 40V, Positive-QTOF	splash10-03dj-9000000000-9f63702ff2714f1dc28c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021551

KNApSAcK ID

Not Available

Chemspider ID

453403

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

519793

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037011

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 4-(Methylthio)-1-butanol (HMDB0041562)

MOL for HMDB0041562 (4-(Methylthio)-1-butanol)

3D MOL for HMDB0041562 (4-(Methylthio)-1-butanol)

3D SDF for HMDB0041562 (4-(Methylthio)-1-butanol)

3D-SDF for HMDB0041562 (4-(Methylthio)-1-butanol)

PDB for HMDB0041562 (4-(Methylthio)-1-butanol)

3D PDB for HMDB0041562 (4-(Methylthio)-1-butanol)

SMILES for HMDB0041562 (4-(Methylthio)-1-butanol)

INCHI for HMDB0041562 (4-(Methylthio)-1-butanol)

Structure for HMDB0041562 (4-(Methylthio)-1-butanol)

3D Structure for HMDB0041562 (4-(Methylthio)-1-butanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra