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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:00 UTC

Update Date

2023-02-21 17:21:27 UTC

HMDB ID

HMDB0031982

Secondary Accession Numbers

HMDB31982

Metabolite Identification

Common Name

3-Mercapto-2-butanone

Description

3-Mercapto-2-butanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 3-Mercapto-2-butanone is a gassy, meaty, and onion tasting compound. Based on a literature review a significant number of articles have been published on 3-Mercapto-2-butanone.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Sulphanylbutan-2-one	Generator

Chemical Formula

C₄H₈OS

Average Molecular Weight

104.171

Monoisotopic Molecular Weight

104.029585568

IUPAC Name

3-sulfanylbutan-2-one

Traditional Name

2-butanone, 3-mercapto-

CAS Registry Number

Not Available

SMILES

CC(S)C(C)=O

InChI Identifier

InChI=1S/C4H8OS/c1-3(5)4(2)6/h4,6H,1-2H3

InChI Key

XLMPYCGSRHSSSX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Alkylthiol
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0031982)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.41 g/L	ALOGPS
logP	1.2	ALOGPS
logP	0.9	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	28.52 m³·mol⁻¹	ChemAxon
Polarizability	11 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]+	120.124	31661259
DarkChem	[M-H]-	113.88	31661259
DeepCCS	[M+H]+	129.098	30932474
DeepCCS	[M-H]-	127.202	30932474
DeepCCS	[M-2H]-	162.867	30932474
DeepCCS	[M+Na]+	137.273	30932474
AllCCS	[M+H]+	125.7	32859911
AllCCS	[M+H-H2O]+	121.5	32859911
AllCCS	[M+NH4]+	129.7	32859911
AllCCS	[M+Na]+	130.9	32859911
AllCCS	[M-H]-	133.3	32859911
AllCCS	[M+Na-2H]-	138.0	32859911
AllCCS	[M+HCOO]-	143.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Mercapto-2-butanone	CC(S)C(C)=O	1321.7	Standard polar	33892256
3-Mercapto-2-butanone	CC(S)C(C)=O	797.1	Standard non polar	33892256
3-Mercapto-2-butanone	CC(S)C(C)=O	807.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Mercapto-2-butanone,1TMS,isomer #1	CC(=O)C(C)S[Si](C)(C)C	1032.1	Semi standard non polar	33892256
3-Mercapto-2-butanone,1TMS,isomer #1	CC(=O)C(C)S[Si](C)(C)C	1019.3	Standard non polar	33892256
3-Mercapto-2-butanone,1TMS,isomer #2	CC(S)=C(C)O[Si](C)(C)C	1152.3	Semi standard non polar	33892256
3-Mercapto-2-butanone,1TMS,isomer #2	CC(S)=C(C)O[Si](C)(C)C	1059.1	Standard non polar	33892256
3-Mercapto-2-butanone,1TMS,isomer #3	C=C(O[Si](C)(C)C)C(C)S	973.2	Semi standard non polar	33892256
3-Mercapto-2-butanone,1TMS,isomer #3	C=C(O[Si](C)(C)C)C(C)S	1020.6	Standard non polar	33892256
3-Mercapto-2-butanone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C(C)S[Si](C)(C)C	1280.0	Semi standard non polar	33892256
3-Mercapto-2-butanone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C(C)S[Si](C)(C)C	1189.0	Standard non polar	33892256
3-Mercapto-2-butanone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C(C)S[Si](C)(C)C	1177.0	Semi standard non polar	33892256
3-Mercapto-2-butanone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C(C)S[Si](C)(C)C	1203.1	Standard non polar	33892256
3-Mercapto-2-butanone,1TBDMS,isomer #1	CC(=O)C(C)S[Si](C)(C)C(C)(C)C	1284.0	Semi standard non polar	33892256
3-Mercapto-2-butanone,1TBDMS,isomer #1	CC(=O)C(C)S[Si](C)(C)C(C)(C)C	1272.8	Standard non polar	33892256
3-Mercapto-2-butanone,1TBDMS,isomer #2	CC(S)=C(C)O[Si](C)(C)C(C)(C)C	1357.2	Semi standard non polar	33892256
3-Mercapto-2-butanone,1TBDMS,isomer #2	CC(S)=C(C)O[Si](C)(C)C(C)(C)C	1281.7	Standard non polar	33892256
3-Mercapto-2-butanone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(C)S	1203.4	Semi standard non polar	33892256
3-Mercapto-2-butanone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(C)S	1217.1	Standard non polar	33892256
3-Mercapto-2-butanone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C(C)S[Si](C)(C)C(C)(C)C	1706.1	Semi standard non polar	33892256
3-Mercapto-2-butanone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C(C)S[Si](C)(C)C(C)(C)C	1615.0	Standard non polar	33892256
3-Mercapto-2-butanone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(C)S[Si](C)(C)C(C)(C)C	1622.9	Semi standard non polar	33892256
3-Mercapto-2-butanone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(C)S[Si](C)(C)C(C)(C)C	1636.2	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-butanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-7cffe2fca691cc44d855	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Mercapto-2-butanone 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-butanone 10V, Positive-QTOF	splash10-0a4r-9800000000-64ff80c92f47a32ab256	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 20V, Positive-QTOF	splash10-0a4i-7900000000-6843913ef2fa7ac209ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 40V, Positive-QTOF	splash10-0udr-9000000000-a8f67ac566b925023208	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 10V, Negative-QTOF	splash10-0udi-4900000000-07b04e004f5ed6a8b116	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 20V, Negative-QTOF	splash10-0uxr-9600000000-d1dac4eac7efda520370	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 40V, Negative-QTOF	splash10-00li-9000000000-6348642794985b31a8d3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 10V, Negative-QTOF	splash10-0udi-1900000000-b77c6be4f8b4d6dfed00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 20V, Negative-QTOF	splash10-0f89-9400000000-c1ff74389d8ed837049a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 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-butanone 10V, Positive-QTOF	splash10-0ab9-9500000000-e0d997511935f730cb99	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 20V, Positive-QTOF	splash10-03di-9000000000-7e57e85f0f1803dbe65d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Mercapto-2-butanone 40V, Positive-QTOF	splash10-0006-9000000000-189ffca5c140774051a4	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

FDB021545

KNApSAcK ID

Not Available

Chemspider ID

35442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38679

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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-butanone (HMDB0031982)

MOL for HMDB0031982 (3-Mercapto-2-butanone)

3D MOL for HMDB0031982 (3-Mercapto-2-butanone)

3D SDF for HMDB0031982 (3-Mercapto-2-butanone)

3D-SDF for HMDB0031982 (3-Mercapto-2-butanone)

PDB for HMDB0031982 (3-Mercapto-2-butanone)

3D PDB for HMDB0031982 (3-Mercapto-2-butanone)

SMILES for HMDB0031982 (3-Mercapto-2-butanone)

INCHI for HMDB0031982 (3-Mercapto-2-butanone)

Structure for HMDB0031982 (3-Mercapto-2-butanone)

3D Structure for HMDB0031982 (3-Mercapto-2-butanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra