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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:19:32 UTC

Update Date

2023-02-21 17:27:08 UTC

HMDB ID

HMDB0039786

Secondary Accession Numbers

HMDB39786

Metabolite Identification

Common Name

Dihydro-4-mercapto-3(2H)-furanone

Description

Dihydro-4-mercapto-3(2H)-furanone belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. Based on a literature review very few articles have been published on Dihydro-4-mercapto-3(2H)-furanone.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-mercapto-3-Oxotetrahydrofuran	HMDB
4-Sulphanyloxolan-3-one	Generator

Chemical Formula

C₄H₆O₂S

Average Molecular Weight

118.154

Monoisotopic Molecular Weight

118.008850126

IUPAC Name

4-sulfanyloxolan-3-one

Traditional Name

4-sulfanyloxolan-3-one

CAS Registry Number

56078-98-9

SMILES

SC1COCC1=O

InChI Identifier

InChI=1S/C4H6O2S/c5-3-1-6-2-4(3)7/h4,7H,1-2H2

InChI Key

CBMFNAVNFZNJMZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Furanones

Alternative Parents

Substituents

3-furanone
Tetrahydrofuran
Cyclic ketone
Ketone
Oxacycle
Ether
Dialkyl ether
Alkylthiol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
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: HMDB0039786)
Cytoplasm (HMDB: HMDB0039786)

Source

Exogenous

Exogenous (HMDB: HMDB0039786)

Food

Food (HMDB: HMDB0039786)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039786)

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	19.1 g/L	ALOGPS
logP	0.35	ALOGPS
logP	0.2	ChemAxon
logS	-0.79	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	28.25 m³·mol⁻¹	ChemAxon
Polarizability	10.96 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]+	121.329	31661259
DarkChem	[M-H]-	117.087	31661259
DeepCCS	[M+H]+	131.601	30932474
DeepCCS	[M-H]-	128.804	30932474
DeepCCS	[M-2H]-	165.33	30932474
DeepCCS	[M+Na]+	139.87	30932474
AllCCS	[M+H]+	123.7	32859911
AllCCS	[M+H-H2O]+	118.8	32859911
AllCCS	[M+NH4]+	128.3	32859911
AllCCS	[M+Na]+	129.6	32859911
AllCCS	[M-H]-	122.8	32859911
AllCCS	[M+Na-2H]-	125.9	32859911
AllCCS	[M+HCOO]-	129.4	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.	1.79 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1344 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1478.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	406.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	140.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	281.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	105.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	349.6 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	512.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	349.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	845.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	252.2 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	1033.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	286.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	303.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	658.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	348.8 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	180.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydro-4-mercapto-3(2H)-furanone	SC1COCC1=O	1695.5	Standard polar	33892256
Dihydro-4-mercapto-3(2H)-furanone	SC1COCC1=O	982.7	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone	SC1COCC1=O	1034.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydro-4-mercapto-3(2H)-furanone,1TMS,isomer #1	C[Si](C)(C)SC1COCC1=O	1308.0	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TMS,isomer #1	C[Si](C)(C)SC1COCC1=O	1286.6	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TMS,isomer #2	C[Si](C)(C)OC1=C(S)COC1	1273.7	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TMS,isomer #2	C[Si](C)(C)OC1=C(S)COC1	1249.5	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TMS,isomer #3	C[Si](C)(C)OC1=COCC1S	1210.9	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TMS,isomer #3	C[Si](C)(C)OC1=COCC1S	1274.4	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TMS,isomer #1	C[Si](C)(C)OC1=C(S[Si](C)(C)C)COC1	1419.5	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TMS,isomer #1	C[Si](C)(C)OC1=C(S[Si](C)(C)C)COC1	1435.0	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TMS,isomer #2	C[Si](C)(C)OC1=COCC1S[Si](C)(C)C	1402.7	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TMS,isomer #2	C[Si](C)(C)OC1=COCC1S[Si](C)(C)C	1511.7	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1COCC1=O	1542.0	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1COCC1=O	1549.1	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(S)COC1	1529.9	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(S)COC1	1479.9	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=COCC1S	1458.9	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=COCC1S	1451.0	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(S[Si](C)(C)C(C)(C)C)COC1	1915.8	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(S[Si](C)(C)C(C)(C)C)COC1	1835.1	Standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=COCC1S[Si](C)(C)C(C)(C)C	1863.3	Semi standard non polar	33892256
Dihydro-4-mercapto-3(2H)-furanone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=COCC1S[Si](C)(C)C(C)(C)C	1810.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-1f4372d1d4a04793b7e1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 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 - Dihydro-4-mercapto-3(2H)-furanone 10V, Positive-QTOF	splash10-014i-3900000000-de8d0a325d16ecf7dd62	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 20V, Positive-QTOF	splash10-014i-2900000000-47fd3200cf75bd24f5b6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 40V, Positive-QTOF	splash10-05fr-9000000000-1b94bae5a859713ed46d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 10V, Negative-QTOF	splash10-014i-6900000000-9531498f4d719f46fe84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 20V, Negative-QTOF	splash10-00li-9400000000-06ea41f979f85e744075	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 40V, Negative-QTOF	splash10-000i-9000000000-05f2e10f6cd91c0a664a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 10V, Negative-QTOF	splash10-0159-9600000000-138e424681f300ea0e42	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 20V, Negative-QTOF	splash10-001l-9000000000-36bc4450df20a478549f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 40V, Negative-QTOF	splash10-001i-9000000000-389793665be03134dcfb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 10V, Positive-QTOF	splash10-014i-5900000000-eb857110c1cbd17c496a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 20V, Positive-QTOF	splash10-06r6-9000000000-c371e3cdcfd54e058348	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydro-4-mercapto-3(2H)-furanone 40V, Positive-QTOF	splash10-0007-9000000000-676b37ad9dc1fd7c1aa7	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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+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

FDB019436

KNApSAcK ID

Not Available

Chemspider ID

35014876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752727

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 Dihydro-4-mercapto-3(2H)-furanone (HMDB0039786)

MOL for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

3D MOL for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

3D SDF for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

3D-SDF for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

PDB for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

3D PDB for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

SMILES for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

INCHI for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

Structure for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

3D Structure for HMDB0039786 (Dihydro-4-mercapto-3(2H)-furanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra