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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:14:28 UTC

Update Date

2023-02-21 17:26:45 UTC

HMDB ID

HMDB0038892

Secondary Accession Numbers

HMDB38892

Metabolite Identification

Common Name

1-(Methylthio)-1-butene

Description

1-(Methylthio)-1-butene belongs to the class of organic compounds known as thioenol ethers. Thioenol ethers are compounds containing the enol ether functional group, with the formula R3SCR2=CR1. 1-(Methylthio)-1-butene is a sulfurous tasting compound. 1-(Methylthio)-1-butene has been detected, but not quantified in, nuts. This could make 1-(methylthio)-1-butene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-(Methylthio)-1-butene.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1Z)-1-(Methylsulfanyl)-1-butene	HMDB
1-(methylthio)-(e)-1-Butene	HMDB
1-(methylthio)-(Z)-1-Butene	HMDB
1-Buten-1-yl methyl sulfide, 8ci	HMDB
2-Thia-3-hexene	HMDB
FEMA 3820	HMDB
(1E)-1-(Methylsulphanyl)but-1-ene	Generator

Chemical Formula

C₅H₁₀S

Average Molecular Weight

102.198

Monoisotopic Molecular Weight

102.05032101

IUPAC Name

(1E)-1-(methylsulfanyl)but-1-ene

Traditional Name

(1E)-1-(methylsulfanyl)but-1-ene

CAS Registry Number

32951-19-2

SMILES

CC\C=C\SC

InChI Identifier

InChI=1S/C5H10S/c1-3-4-5-6-2/h4-5H,3H2,1-2H3/b5-4+

InChI Key

QOKMHYUWJKXWOV-SNAWJCMRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioenol ethers. Thioenol ethers are compounds containing the enol ether functional group, with the formula R3SCR2=CR1.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Thioenol ethers

Direct Parent

Thioenol ethers

Alternative Parents

Substituents

Thioenolether
Sulfenyl compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Sulfurous

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038892)
Cell membrane (HMDB: HMDB0038892)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038892)

Source

Exogenous

Exogenous (HMDB: HMDB0038892)

Food

Food (HMDB: HMDB0038892)

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0038892)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038892)

Biological role

Nutrient (HMDB: HMDB0038892)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	123.00 to 125.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	874.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.916 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.93 g/L	ALOGPS
logP	2.59	ALOGPS
logP	2.17	ChemAxon
logS	-2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	33.1 m³·mol⁻¹	ChemAxon
Polarizability	12.45 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]+	122.046	31661259
DarkChem	[M-H]-	116.828	31661259
DeepCCS	[M+H]+	127.326	30932474
DeepCCS	[M-H]-	125.431	30932474
DeepCCS	[M-2H]-	160.82	30932474
DeepCCS	[M+Na]+	135.241	30932474
AllCCS	[M+H]+	123.8	32859911
AllCCS	[M+H-H2O]+	119.5	32859911
AllCCS	[M+NH4]+	127.9	32859911
AllCCS	[M+Na]+	129.1	32859911
AllCCS	[M-H]-	138.7	32859911
AllCCS	[M+Na-2H]-	143.4	32859911
AllCCS	[M+HCOO]-	148.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.95 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5562 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.43 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	46.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1704.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	492.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	347.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	194.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	508.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	522.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	195.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1072.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	367.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1166.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	382.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	366.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	530.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	472.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	83.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(Methylthio)-1-butene	CC\C=C\SC	1049.0	Standard polar	33892256
1-(Methylthio)-1-butene	CC\C=C\SC	797.8	Standard non polar	33892256
1-(Methylthio)-1-butene	CC\C=C\SC	809.2	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 - 1-(Methylthio)-1-butene GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9000000000-9bdeb99ad7a6ae52ca6b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(Methylthio)-1-butene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(Methylthio)-1-butene 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 - 1-(Methylthio)-1-butene 10V, Positive-QTOF	splash10-0udi-2900000000-b864e4ef03356565e430	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 20V, Positive-QTOF	splash10-0zfr-9700000000-6f80e138d6a1591d481f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 40V, Positive-QTOF	splash10-052o-9000000000-a29c2a79d0cd5215e54e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 10V, Negative-QTOF	splash10-0udj-9800000000-f7134ac5845152877ba9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 20V, Negative-QTOF	splash10-0002-9100000000-de5e14466e78cb3837a6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 40V, Negative-QTOF	splash10-0002-9000000000-54f50e6a6e8ff4b1009a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 10V, Positive-QTOF	splash10-0zfr-8900000000-7503ff2dfd79b13d0658	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 20V, Positive-QTOF	splash10-08fu-9000000000-d69977034320e4f87d7d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 40V, Positive-QTOF	splash10-0006-9000000000-b6e2fb5c4e91e0c3468d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 10V, Negative-QTOF	splash10-0udi-2900000000-d68a764de6b03dddab56	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 20V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(Methylthio)-1-butene 40V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	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+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB018354

KNApSAcK ID

Not Available

Chemspider ID

4519500

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5368103

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1584041

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 1-(Methylthio)-1-butene (HMDB0038892)

MOL for HMDB0038892 (1-(Methylthio)-1-butene)

3D MOL for HMDB0038892 (1-(Methylthio)-1-butene)

3D SDF for HMDB0038892 (1-(Methylthio)-1-butene)

3D-SDF for HMDB0038892 (1-(Methylthio)-1-butene)

PDB for HMDB0038892 (1-(Methylthio)-1-butene)

3D PDB for HMDB0038892 (1-(Methylthio)-1-butene)

SMILES for HMDB0038892 (1-(Methylthio)-1-butene)

INCHI for HMDB0038892 (1-(Methylthio)-1-butene)

Structure for HMDB0038892 (1-(Methylthio)-1-butene)

3D Structure for HMDB0038892 (1-(Methylthio)-1-butene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra