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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:54 UTC

Update Date

2023-02-21 17:21:12 UTC

HMDB ID

HMDB0031698

Secondary Accession Numbers

HMDB31698

Metabolite Identification

Common Name

S-(3-Methyl-2-butenyl) ethanethioate

Description

S-(3-Methyl-2-butenyl) ethanethioate belongs to the class of organic compounds known as thioesters. These are organic compounds containing an ester of thiocarboxylic acid, with the general structure RC(=S)XR' (R=H, alkyl, aryl; R'=alkyl, aryl; X=O,S). Based on a literature review very few articles have been published on S-(3-Methyl-2-butenyl) ethanethioate.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
S-(3-Methyl-2-butenyl) ethanethioic acid	Generator
3-Methyl-2-butenyl acetothioate	HMDB
Prenyl thioacetate	HMDB
S-Prenyl thioacetate	HMDB
1-[(3-Methylbut-2-en-1-yl)sulphanyl]ethan-1-one	Generator

Chemical Formula

C₇H₁₂OS

Average Molecular Weight

144.235

Monoisotopic Molecular Weight

144.060885696

IUPAC Name

1-[(3-methylbut-2-en-1-yl)sulfanyl]ethan-1-one

Traditional Name

1-[(3-methylbut-2-en-1-yl)sulfanyl]ethanone

CAS Registry Number

33049-93-3

SMILES

CC(C)=CCSC(C)=O

InChI Identifier

InChI=1S/C7H12OS/c1-6(2)4-5-9-7(3)8/h4H,5H2,1-3H3

InChI Key

HYSBJYIGYSBFQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioesters. These are organic compounds containing an ester of thiocarboxylic acid, with the general structure RC(=S)XR' (R=H, alkyl, aryl; R'=alkyl, aryl; X=O,S).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Thiocarboxylic acids and derivatives

Sub Class

Thioesters

Direct Parent

Thioesters

Alternative Parents

Substituents

Carbothioic s-ester
Thiocarboxylic acid ester
Sulfenyl compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031698)
Cytoplasm (HMDB: HMDB0031698)

Source

Endogenous

Endogenous (HMDB: HMDB0031698)

Exogenous

Food

Food (HMDB: HMDB0031698)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031698)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	67.00 to 68.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1486 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.628 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.57 g/L	ALOGPS
logP	2.01	ALOGPS
logP	1.93	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	42.88 m³·mol⁻¹	ChemAxon
Polarizability	16.55 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]+	133.213	31661259
DarkChem	[M-H]-	127.055	31661259
DeepCCS	[M+H]+	133.188	30932474
DeepCCS	[M-H]-	130.865	30932474
DeepCCS	[M-2H]-	167.072	30932474
DeepCCS	[M+Na]+	141.949	30932474
AllCCS	[M+H]+	129.4	32859911
AllCCS	[M+H-H2O]+	125.5	32859911
AllCCS	[M+NH4]+	133.1	32859911
AllCCS	[M+Na]+	134.2	32859911
AllCCS	[M-H]-	133.0	32859911
AllCCS	[M+Na-2H]-	135.8	32859911
AllCCS	[M+HCOO]-	138.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-(3-Methyl-2-butenyl) ethanethioate	CC(C)=CCSC(C)=O	1553.8	Standard polar	33892256
S-(3-Methyl-2-butenyl) ethanethioate	CC(C)=CCSC(C)=O	1094.7	Standard non polar	33892256
S-(3-Methyl-2-butenyl) ethanethioate	CC(C)=CCSC(C)=O	1122.5	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 - S-(3-Methyl-2-butenyl) ethanethioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-b8fefc3ca75189ebdcc7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 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 - S-(3-Methyl-2-butenyl) ethanethioate 10V, Positive-QTOF	splash10-0udj-4900000000-a02faa262c2e80d537e9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 20V, Positive-QTOF	splash10-014i-9400000000-fb995b3d3aa745c08512	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 40V, Positive-QTOF	splash10-0gb9-9000000000-22b3e2f6558b348caaa2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 10V, Negative-QTOF	splash10-0udl-2900000000-5bfe94065fbfbeb9c3cc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 20V, Negative-QTOF	splash10-0udl-6900000000-0e159cfb885b8344fba6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 40V, Negative-QTOF	splash10-0006-9000000000-5278fd29ceac01778aec	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 10V, Positive-QTOF	splash10-014i-9300000000-66f8cfae9db5fed8433a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 20V, Positive-QTOF	splash10-014l-9100000000-19c1a8cbe40ecadde01e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 40V, Positive-QTOF	splash10-0006-9000000000-f7559747f2fd5f0937cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 10V, Negative-QTOF	splash10-00di-9200000000-579667579f4a20d9112a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 20V, Negative-QTOF	splash10-00dl-9000000000-f80d51dc50efeeee7eab	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-(3-Methyl-2-butenyl) ethanethioate 40V, Negative-QTOF	splash10-00di-9000000000-02774e33d812dddedccf	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

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+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

FDB008361

KNApSAcK ID

Not Available

Chemspider ID

2341612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3084571

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1583161

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 S-(3-Methyl-2-butenyl) ethanethioate (HMDB0031698)

MOL for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

3D MOL for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

3D SDF for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

3D-SDF for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

PDB for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

3D PDB for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

SMILES for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

INCHI for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

Structure for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

3D Structure for HMDB0031698 (S-(3-Methyl-2-butenyl) ethanethioate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra