Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:48:38 UTC

Update Date

2023-02-21 17:21:46 UTC

HMDB ID

HMDB0032233

Secondary Accession Numbers

HMDB32233

Metabolite Identification

Common Name

2,5-Dimethyl-3(2H)-furanone

Description

2,5-Dimethyl-3(2H)-furanone, also known as 2,5-dimethylfuran-3(2H)-one or 2H-furan-3-one, 2,5-dimethyl, 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 2,5-Dimethyl-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
2,5-Dimethyl-furan-3-one	HMDB
2,5-Dimethylfuran-3(2H)-one	HMDB
2H-Furan-3-one, 2,5-dimethyl	HMDB

Chemical Formula

C₆H₈O₂

Average Molecular Weight

112.1265

Monoisotopic Molecular Weight

112.0524295

IUPAC Name

2,5-dimethyl-2,3-dihydrofuran-3-one

Traditional Name

2,5-dimethyl-2H-furan-3-one

CAS Registry Number

14400-67-0

SMILES

CC1OC(C)=CC1=O

InChI Identifier

InChI=1S/C6H8O2/c1-4-3-6(7)5(2)8-4/h3,5H,1-2H3

InChI Key

ASOSVCXGWPDUGN-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
Vinylogous ester
Cyclic ketone
Ketone
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cellular substructure

Extracellular (HMDB: HMDB0032233)
Cytoplasm (HMDB: HMDB0032233)

Source

Endogenous

Endogenous (HMDB: HMDB0032233)

Exogenous

Food

Food (HMDB: HMDB0032233)

Exogenous (HMDB: HMDB0032233)

Process

Not Available

Role

Not Available

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	75.4 g/L	ALOGPS
logP	0.56	ALOGPS
logP	0.73	ChemAxon
logS	-0.17	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.33 m³·mol⁻¹	ChemAxon
Polarizability	11.61 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]+	124.516	31661259
DarkChem	[M-H]-	118.693	31661259
DeepCCS	[M+H]+	126.378	30932474
DeepCCS	[M-H]-	123.581	30932474
DeepCCS	[M-2H]-	160.183	30932474
DeepCCS	[M+Na]+	134.723	30932474
AllCCS	[M+H]+	122.7	32859911
AllCCS	[M+H-H2O]+	117.7	32859911
AllCCS	[M+NH4]+	127.3	32859911
AllCCS	[M+Na]+	128.6	32859911
AllCCS	[M-H]-	121.9	32859911
AllCCS	[M+Na-2H]-	124.5	32859911
AllCCS	[M+HCOO]-	127.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-3(2H)-furanone	CC1OC(C)=CC1=O	1405.7	Standard polar	33892256
2,5-Dimethyl-3(2H)-furanone	CC1OC(C)=CC1=O	882.9	Standard non polar	33892256
2,5-Dimethyl-3(2H)-furanone	CC1OC(C)=CC1=O	925.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-3(2H)-furanone,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C(C)O1	1115.8	Semi standard non polar	33892256
2,5-Dimethyl-3(2H)-furanone,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C(C)O1	1133.1	Standard non polar	33892256
2,5-Dimethyl-3(2H)-furanone,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C(C)O1	1406.0	Semi standard non polar	33892256
2,5-Dimethyl-3(2H)-furanone,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C(C)O1	1340.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-3(2H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-9000000000-f11f8e9750753a436235	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-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 - 2,5-Dimethyl-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 - 2,5-Dimethyl-3(2H)-furanone 10V, Positive-QTOF	splash10-03di-2900000000-34cacc92ccc403ff698c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 20V, Positive-QTOF	splash10-03di-9800000000-4a6a408f60084707f9fd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 40V, Positive-QTOF	splash10-1003-9000000000-ab63e2a7083c327064bc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 10V, Negative-QTOF	splash10-03di-1900000000-d3b1fc7d6530263eda6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 20V, Negative-QTOF	splash10-03di-4900000000-6528cbabbc9ce0dfd09a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 40V, Negative-QTOF	splash10-014r-9000000000-c93e5ef82fefaca52220	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 10V, Negative-QTOF	splash10-03di-0900000000-5cc7bac41d95c70e3691	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 20V, Negative-QTOF	splash10-01ox-9200000000-671ce03abf3d31226b7f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 40V, Negative-QTOF	splash10-00kf-9000000000-ea6dc3cd364b46907c77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 10V, Positive-QTOF	splash10-03y3-9200000000-26dffa7237a7ff9663fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 20V, Positive-QTOF	splash10-0006-9000000000-71f39ea33a48b178d0bd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-3(2H)-furanone 40V, Positive-QTOF	splash10-0006-9000000000-af0d9d8a0830fb4d19a0	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

FDB009313

KNApSAcK ID

C00052712

Chemspider ID

77321

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85730

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 2,5-Dimethyl-3(2H)-furanone (HMDB0032233)

MOL for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

3D MOL for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

3D SDF for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

3D-SDF for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

PDB for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

3D PDB for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

SMILES for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

INCHI for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

Structure for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

3D Structure for HMDB0032233 (2,5-Dimethyl-3(2H)-furanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra