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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 17:48:38 UTC

Update Date

2023-02-21 17:21:46 UTC

HMDB ID

HMDB0032232

Secondary Accession Numbers

HMDB32232

Metabolite Identification

Common Name

2,5-Dimethyl-4-ethoxy-3(2H)-furanone

Description

2,5-Dimethyl-4-ethoxy-3(2H)-furanone, also known as 4-ethoxy-2,5-dimethylfuran-3(2H)-one, 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-4-ethoxy-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-Ethoxy-2,5-dimethylfuran-3(2H)-one	HMDB

Chemical Formula

C₈H₁₂O₃

Average Molecular Weight

156.1791

Monoisotopic Molecular Weight

156.07864425

IUPAC Name

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

Traditional Name

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

CAS Registry Number

65330-49-6

SMILES

CCOC1=C(C)OC(C)C1=O

InChI Identifier

InChI=1S/C8H12O3/c1-4-10-8-6(3)11-5(2)7(8)9/h5H,4H2,1-3H3

InChI Key

AILFSZXBRNLVHY-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

Cellular substructure

Extracellular (HMDB: HMDB0032232)
Cytoplasm (HMDB: HMDB0032232)

Source

Endogenous

Endogenous (HMDB: HMDB0032232)

Exogenous

Food

Food (HMDB: HMDB0032232)

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	61.6 g/L	ALOGPS
logP	1	ALOGPS
logP	0.68	ChemAxon
logS	-0.4	ALOGPS
pKa (Strongest Acidic)	8.17	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	42.79 m³·mol⁻¹	ChemAxon
Polarizability	16.48 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]+	134.669	31661259
DarkChem	[M-H]-	131.068	31661259
DeepCCS	[M+H]+	139.593	30932474
DeepCCS	[M-H]-	135.764	30932474
DeepCCS	[M-2H]-	172.922	30932474
DeepCCS	[M+Na]+	148.436	30932474
AllCCS	[M+H]+	134.0	32859911
AllCCS	[M+H-H2O]+	129.6	32859911
AllCCS	[M+NH4]+	138.1	32859911
AllCCS	[M+Na]+	139.3	32859911
AllCCS	[M-H]-	134.6	32859911
AllCCS	[M+Na-2H]-	136.1	32859911
AllCCS	[M+HCOO]-	137.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-4-ethoxy-3(2H)-furanone	CCOC1=C(C)OC(C)C1=O	1669.9	Standard polar	33892256
2,5-Dimethyl-4-ethoxy-3(2H)-furanone	CCOC1=C(C)OC(C)C1=O	1057.9	Standard non polar	33892256
2,5-Dimethyl-4-ethoxy-3(2H)-furanone	CCOC1=C(C)OC(C)C1=O	1135.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-4-ethoxy-3(2H)-furanone,1TMS,isomer #1	CCOC1=C(C)OC(C)=C1O[Si](C)(C)C	1265.4	Semi standard non polar	33892256
2,5-Dimethyl-4-ethoxy-3(2H)-furanone,1TMS,isomer #1	CCOC1=C(C)OC(C)=C1O[Si](C)(C)C	1335.3	Standard non polar	33892256
2,5-Dimethyl-4-ethoxy-3(2H)-furanone,1TBDMS,isomer #1	CCOC1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1498.2	Semi standard non polar	33892256
2,5-Dimethyl-4-ethoxy-3(2H)-furanone,1TBDMS,isomer #1	CCOC1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1522.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03gi-9400000000-f7d3f881c9f0dfb8a7f7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-4-ethoxy-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-4-ethoxy-3(2H)-furanone 10V, Positive-QTOF	splash10-0a4i-1900000000-32fdbe1e94d63bd76852	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 20V, Positive-QTOF	splash10-0a4i-4900000000-cf5f5bf3f3f86095fa3f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 40V, Positive-QTOF	splash10-066r-9100000000-1beb499fc53473b7295a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 10V, Negative-QTOF	splash10-0a4i-1900000000-4921df093f98051cb25c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 20V, Negative-QTOF	splash10-0a6r-1900000000-7e44de3e3cc631257db3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 40V, Negative-QTOF	splash10-06tb-9300000000-435e52436d791748064c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 10V, Positive-QTOF	splash10-0a4i-0900000000-17311ced185da00551f4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 20V, Positive-QTOF	splash10-0a6r-6900000000-fac289d4de435d89e882	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 40V, Positive-QTOF	splash10-052b-9000000000-f834bc6bb6d707bf6455	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 10V, Negative-QTOF	splash10-0a4i-0900000000-63434dd42d2837e78ef7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 20V, Negative-QTOF	splash10-06rx-9300000000-e916c602ef36fb4d25ab	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-4-ethoxy-3(2H)-furanone 40V, Negative-QTOF	splash10-00kf-9100000000-d54712f95344a8e9c741	2021-09-25	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

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

FDB009312

KNApSAcK ID

Not Available

Chemspider ID

2285292

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3017596

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-4-ethoxy-3(2H)-furanone (HMDB0032232)

MOL for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

3D MOL for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

3D SDF for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

3D-SDF for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

PDB for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

3D PDB for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

SMILES for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

INCHI for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

Structure for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

3D Structure for HMDB0032232 (2,5-Dimethyl-4-ethoxy-3(2H)-furanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra