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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

2012-09-11 22:48:15 UTC

Update Date

2023-02-21 17:25:51 UTC

HMDB ID

HMDB0037553

Secondary Accession Numbers

HMDB37553

Metabolite Identification

Common Name

S,S'-Ethylidene dithioacetate

Description

S,S'-Ethylidene dithioacetate belongs to the class of organic compounds known as dithioacetals. Dithioacetals are compounds containing a dithioacetal functional group with the general structure R2C(SR')2. S,S'-Ethylidene dithioacetate has been detected, but not quantified in, citrus. This could make S,s'-ethylidene dithioacetate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on S,S'-Ethylidene dithioacetate.

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,S'-ethylidene dithioacetic acid	Generator
1-{[1-(acetylsulphanyl)ethyl]sulphanyl}ethan-1-one	HMDB

Chemical Formula

C₆H₁₀O₂S₂

Average Molecular Weight

178.272

Monoisotopic Molecular Weight

178.012220944

IUPAC Name

1-{[1-(acetylsulfanyl)ethyl]sulfanyl}ethan-1-one

Traditional Name

1-{[1-(acetylsulfanyl)ethyl]sulfanyl}ethanone

CAS Registry Number

20266-80-2

SMILES

CC(SC(C)=O)SC(C)=O

InChI Identifier

InChI=1S/C6H10O2S2/c1-4(7)9-6(3)10-5(2)8/h6H,1-3H3

InChI Key

LYDNSJZGZJIMLH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dithioacetals. Dithioacetals are compounds containing a dithioacetal functional group with the general structure R2C(SR')2.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioacetals

Sub Class

Dithioacetals

Direct Parent

Dithioacetals

Alternative Parents

Substituents

Thioacetal
Carbothioic s-ester
Thiocarboxylic acid ester
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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: HMDB0037553)
Cytoplasm (HMDB: HMDB0037553)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037553)

Source

Exogenous

Exogenous (HMDB: HMDB0037553)

Food

Food (HMDB: HMDB0037553)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0037553)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037553)

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	52690 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.86 g/L	ALOGPS
logP	1.43	ALOGPS
logP	0.93	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	45.44 m³·mol⁻¹	ChemAxon
Polarizability	17.91 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]+	139.245	31661259
DarkChem	[M-H]-	135.078	31661259
DeepCCS	[M+H]+	138.744	30932474
DeepCCS	[M-H]-	135.559	30932474
DeepCCS	[M-2H]-	172.648	30932474
DeepCCS	[M+Na]+	147.717	30932474
AllCCS	[M+H]+	132.4	32859911
AllCCS	[M+H-H2O]+	128.9	32859911
AllCCS	[M+NH4]+	135.6	32859911
AllCCS	[M+Na]+	136.6	32859911
AllCCS	[M-H]-	137.9	32859911
AllCCS	[M+Na-2H]-	140.4	32859911
AllCCS	[M+HCOO]-	143.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S,S'-Ethylidene dithioacetate	CC(SC(C)=O)SC(C)=O	1937.3	Standard polar	33892256
S,S'-Ethylidene dithioacetate	CC(SC(C)=O)SC(C)=O	1325.3	Standard non polar	33892256
S,S'-Ethylidene dithioacetate	CC(SC(C)=O)SC(C)=O	1326.4	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,S'-Ethylidene dithioacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-cfbd1e02a7ddd5be7aca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S,S'-Ethylidene dithioacetate 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,S'-Ethylidene dithioacetate 10V, Positive-QTOF	splash10-004r-6900000000-5dab2ee2318d0518a4cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 20V, Positive-QTOF	splash10-0fb9-8900000000-b191fa282adad6b26281	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 40V, Positive-QTOF	splash10-004l-9000000000-1096e0da11b1fe39016a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 10V, Negative-QTOF	splash10-003r-1900000000-fb55755f59f66e0f1399	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 20V, Negative-QTOF	splash10-003u-5900000000-44ed8506e5a7d81d562e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 40V, Negative-QTOF	splash10-0006-9000000000-9f2a02ad784955bc06f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 10V, Negative-QTOF	splash10-00di-9100000000-2d23c397bb39bc12d5ca	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 20V, Negative-QTOF	splash10-0006-9000000000-b50666742802a71d9e41	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 40V, Negative-QTOF	splash10-00di-9000000000-5380d10c7f38b4819930	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 10V, Positive-QTOF	splash10-0udl-7900000000-76a3fa4f149455d27779	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 20V, Positive-QTOF	splash10-002f-9100000000-cf4534e9b1d5b803269a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S,S'-Ethylidene dithioacetate 40V, Positive-QTOF	splash10-0a4l-9000000000-d9122b51683831fadfe9	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)	2021-09-25	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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

FDB016635

KNApSAcK ID

Not Available

Chemspider ID

30777191

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12453928

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1631951

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,S'-Ethylidene dithioacetate (HMDB0037553)

MOL for HMDB0037553 (S,S'-Ethylidene dithioacetate)

3D MOL for HMDB0037553 (S,S'-Ethylidene dithioacetate)

3D SDF for HMDB0037553 (S,S'-Ethylidene dithioacetate)

3D-SDF for HMDB0037553 (S,S'-Ethylidene dithioacetate)

PDB for HMDB0037553 (S,S'-Ethylidene dithioacetate)

3D PDB for HMDB0037553 (S,S'-Ethylidene dithioacetate)

SMILES for HMDB0037553 (S,S'-Ethylidene dithioacetate)

INCHI for HMDB0037553 (S,S'-Ethylidene dithioacetate)

Structure for HMDB0037553 (S,S'-Ethylidene dithioacetate)

3D Structure for HMDB0037553 (S,S'-Ethylidene dithioacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra