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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:46:00 UTC

Update Date

2023-02-21 17:27:59 UTC

HMDB ID

HMDB0040230

Secondary Accession Numbers

HMDB40230

Metabolite Identification

Common Name

3-Acetyl-1,2-dithiolane

Description

3-Acetyl-1,2-dithiolane belongs to the class of organic compounds known as 1,2-dithiolanes. These are organic compounds containing a 1,2-dithiolane ring. 1,2-dithiolane moiety is a 5-membered saturated aliphatic ring with three carbon atoms, and two sulfur atoms at the 1- and 2- ring positions. Based on a literature review very few articles have been published on 3-Acetyl-1,2-dithiolane.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,2-Dithiolane, 3-acetyl	HMDB
1-(1,2-Dithian-3-yl)ethanone	HMDB

Chemical Formula

C₅H₈OS₂

Average Molecular Weight

148.246

Monoisotopic Molecular Weight

148.001656258

IUPAC Name

1-(1,2-dithiolan-3-yl)ethan-1-one

Traditional Name

1-(1,2-dithiolan-3-yl)ethanone

CAS Registry Number

89712-89-0

SMILES

CC(=O)C1CCSS1

InChI Identifier

InChI=1S/C5H8OS2/c1-4(6)5-2-3-7-8-5/h5H,2-3H2,1H3

InChI Key

OEBJHVCWENCTLE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-dithiolanes. These are organic compounds containing a 1,2-dithiolane ring. 1,2-Dithiolane moiety is a 5-membered saturated aliphatic ring with three carbon atoms, and two sulfur atoms at the 1- and 2- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dithiolanes

Sub Class

1,2-dithiolanes

Direct Parent

1,2-dithiolanes

Alternative Parents

Substituents

1,2-dithiolane
Organic disulfide
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040230)
Cytoplasm (HMDB: HMDB0040230)

Source

Exogenous

Exogenous (HMDB: HMDB0040230)

Food

Food (HMDB: HMDB0040230)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040230)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.85 g/L	ALOGPS
logP	1.15	ALOGPS
logP	1.15	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	17.56	ChemAxon
pKa (Strongest Basic)	-7.6	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	1	ChemAxon
Refractivity	39.31 m³·mol⁻¹	ChemAxon
Polarizability	14.65 Å³	ChemAxon
Number of Rings	1	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]+	130.084	31661259
DarkChem	[M-H]-	123.299	31661259
DeepCCS	[M+H]+	132.278	30932474
DeepCCS	[M-H]-	130.042	30932474
DeepCCS	[M-2H]-	165.794	30932474
DeepCCS	[M+Na]+	140.772	30932474
AllCCS	[M+H]+	128.3	32859911
AllCCS	[M+H-H2O]+	123.8	32859911
AllCCS	[M+NH4]+	132.5	32859911
AllCCS	[M+Na]+	133.7	32859911
AllCCS	[M-H]-	133.2	32859911
AllCCS	[M+Na-2H]-	135.8	32859911
AllCCS	[M+HCOO]-	138.7	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.	3.12 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4424 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.05 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1533.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	422.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	141.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	276.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	376.4 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	437.5 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	878.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	336.5 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	1020.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	286.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	509.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	431.5 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	119.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Acetyl-1,2-dithiolane	CC(=O)C1CCSS1	2019.7	Standard polar	33892256
3-Acetyl-1,2-dithiolane	CC(=O)C1CCSS1	1205.9	Standard non polar	33892256
3-Acetyl-1,2-dithiolane	CC(=O)C1CCSS1	1245.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Acetyl-1,2-dithiolane,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CCSS1	1591.5	Semi standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CCSS1	1507.7	Standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1CCSS1	1522.7	Semi standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1CCSS1	1490.1	Standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CCSS1	1800.7	Semi standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CCSS1	1743.9	Standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1CCSS1	1728.2	Semi standard non polar	33892256
3-Acetyl-1,2-dithiolane,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1CCSS1	1716.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Acetyl-1,2-dithiolane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9600000000-ede3c10e625021e13a1e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Acetyl-1,2-dithiolane 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 - 3-Acetyl-1,2-dithiolane 10V, Positive-QTOF	splash10-000t-0900000000-dccd485f5be45b4afbd8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 20V, Positive-QTOF	splash10-0002-9800000000-13f92c87941938ae5424	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 40V, Positive-QTOF	splash10-0002-9000000000-d352643fa5a11872321a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 10V, Negative-QTOF	splash10-0udj-1900000000-b55c7e4771d17c812892	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 20V, Negative-QTOF	splash10-0wna-7900000000-f802c843429cf230fd0c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 40V, Negative-QTOF	splash10-0a4l-9000000000-3cfdfb43f86c028067ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 10V, Negative-QTOF	splash10-052b-8900000000-b80c4e773e03c4942fd1	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 20V, Negative-QTOF	splash10-0a4i-9100000000-45eda26d3d93dcb01cd0	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 40V, Negative-QTOF	splash10-0bt9-9300000000-fa1f08eaa22d5cee719b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 10V, Positive-QTOF	splash10-0002-0900000000-f9d9467b30b91c51db5a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 20V, Positive-QTOF	splash10-0007-9800000000-121c3c0f2294b8eea3b5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Acetyl-1,2-dithiolane 40V, Positive-QTOF	splash10-052g-9000000000-912e3af1f319b61ff285	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB019945

KNApSAcK ID

Not Available

Chemspider ID

457096

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

524171

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 3-Acetyl-1,2-dithiolane (HMDB0040230)

MOL for HMDB0040230 (3-Acetyl-1,2-dithiolane)

3D MOL for HMDB0040230 (3-Acetyl-1,2-dithiolane)

3D SDF for HMDB0040230 (3-Acetyl-1,2-dithiolane)

3D-SDF for HMDB0040230 (3-Acetyl-1,2-dithiolane)

PDB for HMDB0040230 (3-Acetyl-1,2-dithiolane)

3D PDB for HMDB0040230 (3-Acetyl-1,2-dithiolane)

SMILES for HMDB0040230 (3-Acetyl-1,2-dithiolane)

INCHI for HMDB0040230 (3-Acetyl-1,2-dithiolane)

Structure for HMDB0040230 (3-Acetyl-1,2-dithiolane)

3D Structure for HMDB0040230 (3-Acetyl-1,2-dithiolane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra