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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:56 UTC

Update Date

2023-02-21 17:21:22 UTC

HMDB ID

HMDB0031847

Secondary Accession Numbers

HMDB31847

Metabolite Identification

Common Name

2-Ethyl-3,4-dihydroxyfuran

Description

2-Ethyl-3,4-dihydroxyfuran, also known as 2-ethyl-3,4-furandiol, 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-Ethyl-3,4-dihydroxyfuran.

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-Ethyl-3,4-furandiol	HMDB
5-Ethyl-4-hydroxy-3(2H)-furanone, 8ci	HMDB

Chemical Formula

C₆H₈O₃

Average Molecular Weight

128.1259

Monoisotopic Molecular Weight

128.047344122

IUPAC Name

5-ethyl-4-hydroxy-2,3-dihydrofuran-3-one

Traditional Name

5-ethyl-4-hydroxy-2H-furan-3-one

CAS Registry Number

27402-93-3

SMILES

CCC1=C(O)C(=O)CO1

InChI Identifier

InChI=1S/C6H8O3/c1-2-5-6(8)4(7)3-9-5/h8H,2-3H2,1H3

InChI Key

GYLJADLTHUFDRR-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

Not Available

Endogenous (HMDB: HMDB0031847)

Exogenous

Food

Food (HMDB: HMDB0031847)

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	399 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	0.16	ChemAxon
logS	0.49	ALOGPS
pKa (Strongest Acidic)	6.87	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	33.32 m³·mol⁻¹	ChemAxon
Polarizability	12.4 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
DeepCCS	[M+H]+	132.169	30932474
DeepCCS	[M-H]-	129.207	30932474
DeepCCS	[M-2H]-	166.131	30932474
DeepCCS	[M+Na]+	141.01	30932474
AllCCS	[M+H]+	125.6	32859911
AllCCS	[M+H-H2O]+	120.9	32859911
AllCCS	[M+NH4]+	130.1	32859911
AllCCS	[M+Na]+	131.4	32859911
AllCCS	[M-H]-	123.2	32859911
AllCCS	[M+Na-2H]-	125.2	32859911
AllCCS	[M+HCOO]-	127.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-3,4-dihydroxyfuran	CCC1=C(O)C(=O)CO1	2147.1	Standard polar	33892256
2-Ethyl-3,4-dihydroxyfuran	CCC1=C(O)C(=O)CO1	1024.3	Standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran	CCC1=C(O)C(=O)CO1	1081.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-3,4-dihydroxyfuran,1TMS,isomer #1	CCC1=C(O[Si](C)(C)C)C(=O)CO1	1233.6	Semi standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,1TMS,isomer #2	CCC1=C(O)C(O[Si](C)(C)C)=CO1	1253.9	Semi standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,2TMS,isomer #1	CCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CO1	1264.2	Semi standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,2TMS,isomer #1	CCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CO1	1352.1	Standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,1TBDMS,isomer #1	CCC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CO1	1501.3	Semi standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,1TBDMS,isomer #2	CCC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CO1	1518.3	Semi standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,2TBDMS,isomer #1	CCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CO1	1756.0	Semi standard non polar	33892256
2-Ethyl-3,4-dihydroxyfuran,2TBDMS,isomer #1	CCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CO1	1776.3	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-Ethyl-3,4-dihydroxyfuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-acec2825e0dc6a64ebce	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran GC-MS (1 TMS) - 70eV, Positive	splash10-0596-9500000000-45d48009429444bfcd1c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 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-Ethyl-3,4-dihydroxyfuran 10V, Positive-QTOF	splash10-004i-1900000000-16f7a82347265de4db00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 20V, Positive-QTOF	splash10-01tc-6900000000-53130b0d2d7a4dc621c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 40V, Positive-QTOF	splash10-052f-9000000000-f5bc6c99fdcf0cf40c4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 10V, Negative-QTOF	splash10-004i-1900000000-325fa00411562175d241	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 20V, Negative-QTOF	splash10-004i-3900000000-44dee816f01259962c53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 40V, Negative-QTOF	splash10-0006-9000000000-ede45dcbf1532d1ab2a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 10V, Negative-QTOF	splash10-004j-9500000000-0c4e3ba528e44d22447e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 20V, Negative-QTOF	splash10-0006-9000000000-d86f61b36fd175ba8115	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 40V, Negative-QTOF	splash10-0a4l-9000000000-429c4d273cfb11338cf5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 10V, Positive-QTOF	splash10-004i-2900000000-cc19717014f47067e9ec	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 20V, Positive-QTOF	splash10-006x-9100000000-4ebdb61044066265254e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-3,4-dihydroxyfuran 40V, Positive-QTOF	splash10-0006-9000000000-7a2b865c273248841611	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

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

FDB008530

KNApSAcK ID

Not Available

Chemspider ID

15280469

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20333861

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 2-Ethyl-3,4-dihydroxyfuran (HMDB0031847)

MOL for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

3D MOL for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

3D SDF for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

3D-SDF for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

PDB for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

3D PDB for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

SMILES for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

INCHI for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

Structure for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

3D Structure for HMDB0031847 (2-Ethyl-3,4-dihydroxyfuran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra