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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 00:14:41 UTC

Update Date

2023-02-21 17:26:46 UTC

HMDB ID

HMDB0038896

Secondary Accession Numbers

HMDB38896

Metabolite Identification

Common Name

Ethyl 2-(methyldithio)propionate

Description

Ethyl 2-(methyldithio)propionate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl 2-(methyldithio)propionate is a fruity and sulfury tasting compound. Based on a literature review very few articles have been published on Ethyl 2-(methyldithio)propionate.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 2-(methyldithio)propionic acid	Generator
FEMA 3834	HMDB
Propanoic acid, 2-(methyldithio)-, ethyl ester	HMDB
Ethyl 2-(methyldisulfanyl)propanoic acid	Generator
Ethyl 2-(methyldisulphanyl)propanoate	Generator
Ethyl 2-(methyldisulphanyl)propanoic acid	Generator

Chemical Formula

C₆H₁₂O₂S₂

Average Molecular Weight

180.288

Monoisotopic Molecular Weight

180.027871008

IUPAC Name

ethyl 2-(methyldisulfanyl)propanoate

Traditional Name

ethyl 2-(methyldisulfanyl)propanoate

CAS Registry Number

23747-43-5

SMILES

CCOC(=O)C(C)SSC

InChI Identifier

InChI=1S/C6H12O2S2/c1-4-8-6(7)5(2)10-9-3/h5H,4H2,1-3H3

InChI Key

DZOQRCWJNNRVPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Dialkyldisulfide
Organic disulfide
Carboxylic acid ester
Sulfenyl compound
Monocarboxylic acid or derivatives
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

Cellular substructure

Extracellular (HMDB: HMDB0038896)
Cytoplasm (HMDB: HMDB0038896)

Source

Exogenous

Exogenous (HMDB: HMDB0038896)

Food

Food (HMDB: HMDB0038896)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038896)

Biological role

Nutrient (HMDB: HMDB0038896)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	105.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	2.758 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.76 g/L	ALOGPS
logP	2.23	ALOGPS
logP	1.82	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.16 m³·mol⁻¹	ChemAxon
Polarizability	18.52 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	140.237	31661259
DarkChem	[M-H]-	134.449	31661259
DeepCCS	[M+H]+	148.486	30932474
DeepCCS	[M-H]-	145.72	30932474
DeepCCS	[M-2H]-	182.007	30932474
DeepCCS	[M+Na]+	157.371	30932474
AllCCS	[M+H]+	137.6	32859911
AllCCS	[M+H-H2O]+	134.0	32859911
AllCCS	[M+NH4]+	140.9	32859911
AllCCS	[M+Na]+	141.9	32859911
AllCCS	[M-H]-	140.5	32859911
AllCCS	[M+Na-2H]-	143.0	32859911
AllCCS	[M+HCOO]-	145.7	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.	4.78 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3482 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1843.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	440.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	151.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	275.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	88.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	466.8 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	485.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	125.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1012.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	400.0 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	1273.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	451.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	424.4 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	86.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 2-(methyldithio)propionate	CCOC(=O)C(C)SSC	1713.7	Standard polar	33892256
Ethyl 2-(methyldithio)propionate	CCOC(=O)C(C)SSC	1262.0	Standard non polar	33892256
Ethyl 2-(methyldithio)propionate	CCOC(=O)C(C)SSC	1285.9	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 - Ethyl 2-(methyldithio)propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9800000000-c1ca5131118de6b69ee6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 2-(methyldithio)propionate 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 - Ethyl 2-(methyldithio)propionate 10V, Positive-QTOF	splash10-001i-0900000000-653a10fab75d9cdccd94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 20V, Positive-QTOF	splash10-053r-9800000000-2b856cf961470e77e36a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 40V, Positive-QTOF	splash10-0a4j-9400000000-427528af7a4cee7a4fac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 10V, Negative-QTOF	splash10-0059-4900000000-a403d7b91bc8cf42df2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 20V, Negative-QTOF	splash10-0007-9200000000-37e99ed818a7a9bad828	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 40V, Negative-QTOF	splash10-0a70-9300000000-ab2cd7990eedaba9ef4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 10V, Positive-QTOF	splash10-0pc9-3900000000-84088c3e41399695af37	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 20V, Positive-QTOF	splash10-052r-9500000000-f0cca1e230ef3a7ee132	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 40V, Positive-QTOF	splash10-0002-9000000000-216eb41118648c6436b7	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 10V, Negative-QTOF	splash10-0udr-7900000000-41432e15226c8850434f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 20V, Negative-QTOF	splash10-0002-9000000000-96f0963c2db5ecd74430	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methyldithio)propionate 40V, Negative-QTOF	splash10-0a6r-9000000000-1e57aef44210b1546504	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

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

FDB018359

KNApSAcK ID

Not Available

Chemspider ID

82153

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90972

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1043771

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 Ethyl 2-(methyldithio)propionate (HMDB0038896)

MOL for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

3D MOL for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

3D SDF for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

3D-SDF for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

PDB for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

3D PDB for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

SMILES for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

INCHI for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

Structure for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

3D Structure for HMDB0038896 (Ethyl 2-(methyldithio)propionate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra