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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:07:15 UTC

Update Date

2023-02-21 17:24:39 UTC

HMDB ID

HMDB0035171

Secondary Accession Numbers

HMDB35171

Metabolite Identification

Common Name

2-Mercapto-3-pentanone

Description

2-Mercapto-3-pentanone 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. 2-Mercapto-3-pentanone is a meat, roasted, and roasted meat tasting compound. Based on a literature review very few articles have been published on 2-Mercapto-3-pentanone.

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-Pentanone, 2-mercapto	HMDB
2-Sulphanylpentan-3-one	Generator

Chemical Formula

C₅H₁₀OS

Average Molecular Weight

118.197

Monoisotopic Molecular Weight

118.045235632

IUPAC Name

2-sulfanylpentan-3-one

Traditional Name

2-sulfanylpentan-3-one

CAS Registry Number

17042-24-9

SMILES

CCC(=O)C(C)S

InChI Identifier

InChI=1S/C5H10OS/c1-3-5(6)4(2)7/h4,7H,3H2,1-2H3

InChI Key

TWOGJUHCCNLYPC-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

Cellular substructure

Extracellular (HMDB: HMDB0035171)
Cytoplasm (HMDB: HMDB0035171)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035171)

Source

Exogenous

Exogenous (HMDB: HMDB0035171)

Food

Food (HMDB: HMDB0035171)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035171)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	157.00 to 159.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	30260 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.383 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.5 g/L	ALOGPS
logP	1.76	ALOGPS
logP	1.6	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-7.6	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	2	ChemAxon
Refractivity	33.14 m³·mol⁻¹	ChemAxon
Polarizability	13 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]+	124.462	31661259
DarkChem	[M-H]-	120.197	31661259
DeepCCS	[M+H]+	128.714	30932474
DeepCCS	[M-H]-	126.527	30932474
DeepCCS	[M-2H]-	162.226	30932474
DeepCCS	[M+Na]+	137.062	30932474
AllCCS	[M+H]+	128.4	32859911
AllCCS	[M+H-H2O]+	124.1	32859911
AllCCS	[M+NH4]+	132.3	32859911
AllCCS	[M+Na]+	133.4	32859911
AllCCS	[M-H]-	133.3	32859911
AllCCS	[M+Na-2H]-	137.3	32859911
AllCCS	[M+HCOO]-	141.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Mercapto-3-pentanone	CCC(=O)C(C)S	1346.6	Standard polar	33892256
2-Mercapto-3-pentanone	CCC(=O)C(C)S	872.1	Standard non polar	33892256
2-Mercapto-3-pentanone	CCC(=O)C(C)S	892.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Mercapto-3-pentanone,1TMS,isomer #1	CCC(=O)C(C)S[Si](C)(C)C	1126.3	Semi standard non polar	33892256
2-Mercapto-3-pentanone,1TMS,isomer #1	CCC(=O)C(C)S[Si](C)(C)C	1112.6	Standard non polar	33892256
2-Mercapto-3-pentanone,1TMS,isomer #2	CCC(O[Si](C)(C)C)=C(C)S	1207.2	Semi standard non polar	33892256
2-Mercapto-3-pentanone,1TMS,isomer #2	CCC(O[Si](C)(C)C)=C(C)S	1146.3	Standard non polar	33892256
2-Mercapto-3-pentanone,1TMS,isomer #3	CC=C(O[Si](C)(C)C)C(C)S	1074.5	Semi standard non polar	33892256
2-Mercapto-3-pentanone,1TMS,isomer #3	CC=C(O[Si](C)(C)C)C(C)S	1095.7	Standard non polar	33892256
2-Mercapto-3-pentanone,2TMS,isomer #1	CCC(O[Si](C)(C)C)=C(C)S[Si](C)(C)C	1339.7	Semi standard non polar	33892256
2-Mercapto-3-pentanone,2TMS,isomer #1	CCC(O[Si](C)(C)C)=C(C)S[Si](C)(C)C	1257.2	Standard non polar	33892256
2-Mercapto-3-pentanone,2TMS,isomer #2	CC=C(O[Si](C)(C)C)C(C)S[Si](C)(C)C	1283.0	Semi standard non polar	33892256
2-Mercapto-3-pentanone,2TMS,isomer #2	CC=C(O[Si](C)(C)C)C(C)S[Si](C)(C)C	1281.2	Standard non polar	33892256
2-Mercapto-3-pentanone,1TBDMS,isomer #1	CCC(=O)C(C)S[Si](C)(C)C(C)(C)C	1362.8	Semi standard non polar	33892256
2-Mercapto-3-pentanone,1TBDMS,isomer #1	CCC(=O)C(C)S[Si](C)(C)C(C)(C)C	1346.6	Standard non polar	33892256
2-Mercapto-3-pentanone,1TBDMS,isomer #2	CCC(O[Si](C)(C)C(C)(C)C)=C(C)S	1439.7	Semi standard non polar	33892256
2-Mercapto-3-pentanone,1TBDMS,isomer #2	CCC(O[Si](C)(C)C(C)(C)C)=C(C)S	1352.9	Standard non polar	33892256
2-Mercapto-3-pentanone,1TBDMS,isomer #3	CC=C(O[Si](C)(C)C(C)(C)C)C(C)S	1313.5	Semi standard non polar	33892256
2-Mercapto-3-pentanone,1TBDMS,isomer #3	CC=C(O[Si](C)(C)C(C)(C)C)C(C)S	1313.7	Standard non polar	33892256
2-Mercapto-3-pentanone,2TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)=C(C)S[Si](C)(C)C(C)(C)C	1761.4	Semi standard non polar	33892256
2-Mercapto-3-pentanone,2TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)=C(C)S[Si](C)(C)C(C)(C)C	1667.9	Standard non polar	33892256
2-Mercapto-3-pentanone,2TBDMS,isomer #2	CC=C(O[Si](C)(C)C(C)(C)C)C(C)S[Si](C)(C)C(C)(C)C	1717.0	Semi standard non polar	33892256
2-Mercapto-3-pentanone,2TBDMS,isomer #2	CC=C(O[Si](C)(C)C(C)(C)C)C(C)S[Si](C)(C)C(C)(C)C	1718.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Mercapto-3-pentanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bvr-9000000000-afc93636bf88095539e9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Mercapto-3-pentanone 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 - 2-Mercapto-3-pentanone 10V, Positive-QTOF	splash10-014i-2900000000-f5e8f5913085f1caf60f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 20V, Positive-QTOF	splash10-014i-4900000000-56da80623cc91eab7712	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 40V, Positive-QTOF	splash10-0mii-9100000000-5b5a275c07108780863a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 10V, Negative-QTOF	splash10-014i-3900000000-300e49e1b4506ea34768	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 20V, Negative-QTOF	splash10-0159-9500000000-eb8d955553355cdb1e3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 40V, Negative-QTOF	splash10-001i-9100000000-402e272e6b468124a768	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 10V, Negative-QTOF	splash10-0159-8900000000-db2f3d364331e820a444	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 20V, Negative-QTOF	splash10-001i-9000000000-e2220966a99e6f3f9f60	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 40V, Negative-QTOF	splash10-001i-9000000000-3cedc2ff9dbc19e4f847	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 10V, Positive-QTOF	splash10-014r-9500000000-f24ef9f646c710a3cb15	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 20V, Positive-QTOF	splash10-03di-9200000000-fc55a4261b48ce7719e5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Mercapto-3-pentanone 40V, Positive-QTOF	splash10-0bti-9000000000-78cc0496d10b1033d9c8	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB013811

KNApSAcK ID

Not Available

Chemspider ID

461501

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

529635

PDB ID

Not Available

ChEBI ID

173444

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1551731

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 2-Mercapto-3-pentanone (HMDB0035171)

MOL for HMDB0035171 (2-Mercapto-3-pentanone)

3D MOL for HMDB0035171 (2-Mercapto-3-pentanone)

3D SDF for HMDB0035171 (2-Mercapto-3-pentanone)

3D-SDF for HMDB0035171 (2-Mercapto-3-pentanone)

PDB for HMDB0035171 (2-Mercapto-3-pentanone)

3D PDB for HMDB0035171 (2-Mercapto-3-pentanone)

SMILES for HMDB0035171 (2-Mercapto-3-pentanone)

INCHI for HMDB0035171 (2-Mercapto-3-pentanone)

Structure for HMDB0035171 (2-Mercapto-3-pentanone)

3D Structure for HMDB0035171 (2-Mercapto-3-pentanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra