Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:43:37 UTC

Update Date

2022-03-07 02:56:29 UTC

HMDB ID

HMDB0040185

Secondary Accession Numbers

HMDB40185

Metabolite Identification

Common Name

3-Mercapto-2-butanol

Description

3-Mercapto-2-butanol belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 3-Mercapto-2-butanol is a sulfurous tasting compound. Based on a literature review very few articles have been published on 3-Mercapto-2-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
2-Hydroxy-3-butanethiol	HMDB
2-mercapto-3-Butanol	HMDB
3-Hydroxy-2-butanethiol	HMDB
3-mercapto-2-Butanol, mixture OF isomers	HMDB
FEMA 3502	HMDB
3-Sulphanylbutan-2-ol	Generator

Chemical Formula

C₄H₁₀OS

Average Molecular Weight

106.187

Monoisotopic Molecular Weight

106.045235632

IUPAC Name

3-sulfanylbutan-2-ol

Traditional Name

3-sulfanylbutan-2-ol

CAS Registry Number

54812-86-1

SMILES

CC(O)C(C)S

InChI Identifier

InChI=1S/C4H10OS/c1-3(5)4(2)6/h3-6H,1-2H3

InChI Key

MJQWABQELVFQJL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Substituents

Secondary alcohol
Alkylthiol
Hydrocarbon derivative
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

sulfurous

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040185)
Cytoplasm (HMDB: HMDB0040185)

Source

Exogenous

Food

Food (HMDB: HMDB0040185)

Not Available

Nutrient (HMDB: HMDB0040185)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0040185)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	162.00 to 163.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	31950 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.477 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	11.7 g/L	ALOGPS
logP	1.06	ALOGPS
logP	0.69	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	9.84	ChemAxon
pKa (Strongest Basic)	-2.8	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	1	ChemAxon
Refractivity	29.55 m³·mol⁻¹	ChemAxon
Polarizability	11.79 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]+	119.894	31661259
DarkChem	[M-H]-	115.692	31661259
DeepCCS	[M+H]+	126.193	30932474
DeepCCS	[M-H]-	124.107	30932474
DeepCCS	[M-2H]-	159.678	30932474
DeepCCS	[M+Na]+	134.411	30932474
AllCCS	[M+H]+	127.4	32859911
AllCCS	[M+H-H2O]+	123.2	32859911
AllCCS	[M+NH4]+	131.4	32859911
AllCCS	[M+Na]+	132.5	32859911
AllCCS	[M-H]-	135.1	32859911
AllCCS	[M+Na-2H]-	139.9	32859911
AllCCS	[M+HCOO]-	145.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Mercapto-2-butanol	CC(O)C(C)S	1549.9	Standard polar	33892256
3-Mercapto-2-butanol	CC(O)C(C)S	860.0	Standard non polar	33892256
3-Mercapto-2-butanol	CC(O)C(C)S	867.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Mercapto-2-butanol,1TMS,isomer #1	CC(S)C(C)O[Si](C)(C)C	985.6	Semi standard non polar	33892256
3-Mercapto-2-butanol,1TMS,isomer #2	CC(O)C(C)S[Si](C)(C)C	1054.0	Semi standard non polar	33892256
3-Mercapto-2-butanol,2TMS,isomer #1	CC(O[Si](C)(C)C)C(C)S[Si](C)(C)C	1200.1	Semi standard non polar	33892256
3-Mercapto-2-butanol,2TMS,isomer #1	CC(O[Si](C)(C)C)C(C)S[Si](C)(C)C	1174.3	Standard non polar	33892256
3-Mercapto-2-butanol,1TBDMS,isomer #1	CC(S)C(C)O[Si](C)(C)C(C)(C)C	1202.8	Semi standard non polar	33892256
3-Mercapto-2-butanol,1TBDMS,isomer #2	CC(O)C(C)S[Si](C)(C)C(C)(C)C	1290.8	Semi standard non polar	33892256
3-Mercapto-2-butanol,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C(C)S[Si](C)(C)C(C)(C)C	1627.0	Semi standard non polar	33892256
3-Mercapto-2-butanol,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C(C)S[Si](C)(C)C(C)(C)C	1635.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-butanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-9000000000-bee6da51dbbd05e2d142	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-butanol GC-MS (1 TMS) - 70eV, Positive	splash10-02p0-9600000000-aad246f5bd7e3b74d750	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-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 - 3-Mercapto-2-butanol 10V, Positive-QTOF	splash10-0a4r-9300000000-d6d1a2e047ac0c7e9093	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 20V, Positive-QTOF	splash10-0a4r-9500000000-b653d02b3bb37d9f7800	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 40V, Positive-QTOF	splash10-0a4i-9000000000-bedf748fd3a5509d4ad2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 10V, Negative-QTOF	splash10-0a4i-4900000000-e8652442a2e299a33560	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 20V, Negative-QTOF	splash10-0abi-9400000000-68db8fd806d304be9219	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 40V, Negative-QTOF	splash10-00ei-9000000000-75fb51b0f7ea388a66c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 10V, Negative-QTOF	splash10-0a4i-0900000000-eb55bbeec12d01961039	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 20V, Negative-QTOF	splash10-001i-9100000000-70a166fe676538c8fa27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 40V, Negative-QTOF	splash10-001i-9000000000-942ac689538269d6ca7b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 10V, Positive-QTOF	splash10-052r-9000000000-1517693ee69807dbba10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 20V, Positive-QTOF	splash10-0a4j-9000000000-7aee06e0c188462a7523	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanol 40V, Positive-QTOF	splash10-08fr-9000000000-804ed92b9f121a90f888	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

FDB019897

KNApSAcK ID

Not Available

Chemspider ID

55924

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62087

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1191151

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 3-Mercapto-2-butanol (HMDB0040185)

MOL for HMDB0040185 (3-Mercapto-2-butanol)

3D MOL for HMDB0040185 (3-Mercapto-2-butanol)

3D SDF for HMDB0040185 (3-Mercapto-2-butanol)

3D-SDF for HMDB0040185 (3-Mercapto-2-butanol)

PDB for HMDB0040185 (3-Mercapto-2-butanol)

3D PDB for HMDB0040185 (3-Mercapto-2-butanol)

SMILES for HMDB0040185 (3-Mercapto-2-butanol)

INCHI for HMDB0040185 (3-Mercapto-2-butanol)

Structure for HMDB0040185 (3-Mercapto-2-butanol)

3D Structure for HMDB0040185 (3-Mercapto-2-butanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra