MiMeDB: Showing metabocard for 2-methyl-3-sulfanylbutan-1-ol (MMDBc0054177)

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:57:27 UTC

Update Date

2025-10-07 16:08:24 UTC

Metabolite ID

MMDBc0054177

Metabolite Identification

Common Name

2-methyl-3-sulfanylbutan-1-ol

Description

2-methyl-3-sulfanylbutan-1-ol is a volatile thiol, a class of compounds characterized by the presence of sulfur and alcohol functional groups. Its chemical structure features a butanol backbone with a methyl group at the second carbon and a sulfanyl group at the third carbon, contributing to its distinctive aroma. This compound has been identified in various contexts, notably in Sauternes wines, where it is produced through the fermentation of Botrytis-infected grapes, highlighting its role in the flavor profile of these wines (PMID:20103162 , PMID:17249683 ). Additionally, 2-methyl-3-sulfanylbutan-1-ol has been detected in human axilla secretions, suggesting its involvement in human scent and potentially influencing social and biological interactions (PMID:17191898 ). The pathways associated with this metabolite may involve sulfur metabolism and the enzymatic conversion of precursors during fermentation or microbial processes, contributing to its presence in both food and biological systems (PMID:31659900 ). Overall, 2-methyl-3-sulfanylbutan-1-ol exemplifies the intersection of chemistry and biology, showcasing how specific metabolites can influence sensory experiences in both environmental and physiological contexts.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methyl-3-mercapto-1-butanol	ChEBI
3-Mercapto-2-methyl-1-butanol	ChEBI
2-Methyl-3-sulphanylbutan-1-ol	Generator

Molecular Formula

C₅H₁₂OS

Average Mass

120.21

Monoisotopic Mass

120.06088618

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C5H12OS/c1-4(3-6)5(2)7/h4-7H,3H2,1-2H3

InChI Key

RFMHFOPFUZZBAD-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	412.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	34.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	340.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	497.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	407.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	386.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1655.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	183.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	588.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	357.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	375.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	230.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	117.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	82.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	432.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	71.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	285.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1100.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	784.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-methyl-3-sulfanylbutan-1-ol_TMS_1	CC(S)C(C)CO[Si](C)(C)C	standard non polar	2025-10-24	2059.06
Gas Chromatography	2-methyl-3-sulfanylbutan-1-ol_TMS_2	CC(CO)C(C)S[Si](C)(C)C	standard non polar	2025-10-24	2139.13
Gas Chromatography	2-methyl-3-sulfanylbutan-1-ol_TMS_3	CC(CO[Si](C)(C)C)C(C)S[Si](C)(C)C	standard non polar	2025-10-24	2179.99
Gas Chromatography	2-methyl-3-sulfanylbutan-1-ol_TMS_1	CC(S)C(C)CO[Si](C)(C)C	standard polar	2025-10-24	1856.58
Gas Chromatography	2-methyl-3-sulfanylbutan-1-ol_TMS_2	CC(CO)C(C)S[Si](C)(C)C	standard polar	2025-10-24	2089.89
Gas Chromatography	2-methyl-3-sulfanylbutan-1-ol_TMS_3	CC(CO[Si](C)(C)C)C(C)S[Si](C)(C)C	standard polar	2025-10-24	1934.47

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Actinobacteria	1	Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-21110

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

156147

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2-methyl-3-sulfanylbutan-1-ol (MMDBc0054177)

MOL for #<Metabolite:0x00007f2e19e0a490>

3D MOL for #<Metabolite:0x00007f2e19e0a490>

3D SDF for #<Metabolite:0x00007f2e19e0a490>

3D-SDF for #<Metabolite:0x00007f2e19e0a490>

PDB for #<Metabolite:0x00007f2e19e0a490>

3D PDB for #<Metabolite:0x00007f2e19e0a490>

SMILES for #<Metabolite:0x00007f2e19e0a490>

INCHI for #<Metabolite:0x00007f2e19e0a490>

Structure for #<Metabolite:0x00007f2e19e0a490>

3D Structure for #<Metabolite:0x00007f2e19e0a490>