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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

2021-09-24 00:02:41 UTC

Update Date

2021-09-24 00:02:41 UTC

HMDB ID

HMDB0303185

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Acetyl-2,5-dimethyl-3(2H)-furanone

Description

4-Acetyl-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 4-Acetyl-2,5-dimethylfuran-3(2H)-one.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₀O₃

Average Molecular Weight

154.165

Monoisotopic Molecular Weight

154.062994182

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1OC(C)=C(C(C)=O)C1=O

InChI Identifier

InChI=1S/C8H10O3/c1-4(9)7-5(2)11-6(3)8(7)10/h6H,1-3H3

InChI Key

PAQLUNHARDKSPD-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

Physiological effect

Organoleptic effect

Odor

Caramellic

Disposition

Source

Exogenous

Exogenous (HMDB: HMDB0303185)

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
logP	0.82	ALOGPS
logP	0.64	ChemAxon
logS	-0.38	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.95 m³·mol⁻¹	ChemAxon
Polarizability	15.64 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	132.974	32859911
AllCCS	[M+H-H2O]+	128.585	32859911
AllCCS	[M+Na]+	138.246	32859911
AllCCS	[M+NH4]+	137.066	32859911
AllCCS	[M-H]-	131.651	32859911
AllCCS	[M+Na-2H]-	133.113	32859911
AllCCS	[M+HCOO]-	134.783	32859911
DeepCCS	[M+H]+	133.639	30932474
DeepCCS	[M-H]-	129.809	30932474
DeepCCS	[M-2H]-	167.143	30932474
DeepCCS	[M+Na]+	142.683	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TMS,isomer #1	CC(=O)C1=C(C)OC(C)=C1O[Si](C)(C)C	1314.2	Semi standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TMS,isomer #1	CC(=O)C1=C(C)OC(C)=C1O[Si](C)(C)C	1364.6	Standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TMS,isomer #1	CC(=O)C1=C(C)OC(C)=C1O[Si](C)(C)C	1564.9	Standard polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1=C(C)OC(C)C1=O	1385.0	Semi standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1=C(C)OC(C)C1=O	1377.5	Standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1=C(C)OC(C)C1=O	1703.4	Standard polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1=C(C)OC(C)=C1O[Si](C)(C)C	1456.2	Semi standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1=C(C)OC(C)=C1O[Si](C)(C)C	1492.8	Standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1=C(C)OC(C)=C1O[Si](C)(C)C	1523.4	Standard polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TBDMS,isomer #1	CC(=O)C1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1571.7	Semi standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TBDMS,isomer #1	CC(=O)C1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1576.0	Standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TBDMS,isomer #1	CC(=O)C1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1753.3	Standard polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1=C(C)OC(C)C1=O	1607.4	Semi standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1=C(C)OC(C)C1=O	1612.8	Standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1=C(C)OC(C)C1=O	1837.8	Standard polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1912.9	Semi standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1867.5	Standard non polar	33892256
4-Acetyl-2,5-dimethyl-3(2H)-furanone,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=C(C)OC(C)=C1O[Si](C)(C)C(C)(C)C	1871.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 10V, Positive-QTOF	splash10-0a4i-0900000000-95a344d178c25e15f1bb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 20V, Positive-QTOF	splash10-0a4i-1900000000-106df110e65de747f50b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 40V, Positive-QTOF	splash10-001l-9300000000-33e1c72de743b107db96	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 10V, Negative-QTOF	splash10-0udi-0900000000-25d3fb3269258db5a3c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 20V, Negative-QTOF	splash10-0ik9-1900000000-0f8636fdcf64d2c5a36e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 40V, Negative-QTOF	splash10-00lr-9200000000-4828f4b1f97867030516	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 10V, Positive-QTOF	splash10-0a4i-3900000000-fdedc419eae5bb74fb39	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 20V, Positive-QTOF	splash10-0016-9300000000-cf286e201d4fc4cc6a5d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 40V, Positive-QTOF	splash10-0006-9000000000-f5da2af0bea2572c900e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 10V, Negative-QTOF	splash10-114i-0900000000-3d79be74a48a99809c93	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 20V, Negative-QTOF	splash10-03di-4900000000-94909ca22843ffd59a25	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetyl-2,5-dimethyl-3(2H)-furanone 40V, Negative-QTOF	splash10-00l6-9000000000-4026b0590cfc47532d94	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB008892

KNApSAcK ID

Not Available

Chemspider ID

23350954

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53426546

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

Not Available

Showing metabocard for 4-Acetyl-2,5-dimethyl-3(2H)-furanone (HMDB0303185)

MOL for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

3D MOL for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

3D SDF for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

3D-SDF for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

PDB for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

3D PDB for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

SMILES for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

INCHI for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

Structure for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

3D Structure for HMDB0303185 (4-Acetyl-2,5-dimethyl-3(2H)-furanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra