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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 17:52:40 UTC

Update Date

2023-02-21 17:22:46 UTC

HMDB ID

HMDB0032919

Secondary Accession Numbers

HMDB32919

Metabolite Identification

Common Name

Ethyl 2-furanyl diketone

Description

Ethyl 2-furanyl diketone belongs to the class of organic compounds known as aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group. Ethyl 2-furanyl diketone has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make ethyl 2-furanyl diketone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ethyl 2-furanyl diketone.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₈O₃

Average Molecular Weight

152.1473

Monoisotopic Molecular Weight

152.047344122

IUPAC Name

1-(furan-2-yl)butane-1,2-dione

Traditional Name

1-(furan-2-yl)butane-1,2-dione

CAS Registry Number

1438-90-0

SMILES

CCC(=O)C(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C8H8O3/c1-2-6(9)8(10)7-4-3-5-11-7/h3-5H,2H2,1H3

InChI Key

IWMXBRWYPMCNQM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl ketones

Alternative Parents

Substituents

Aryl ketone
Alpha-diketone
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032919)
Cytoplasm (HMDB: HMDB0032919)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032919)

Source

Exogenous

Exogenous (HMDB: HMDB0032919)

Food

Food (HMDB: HMDB0032919)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0032919)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032919)

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	6.57 g/L	ALOGPS
logP	1.29	ALOGPS
logP	1.58	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	17.09	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.28 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.82 m³·mol⁻¹	ChemAxon
Polarizability	14.97 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
DarkChem	[M+H]+	134.681	31661259
DarkChem	[M-H]-	129.321	31661259
DeepCCS	[M+H]+	138.388	30932474
DeepCCS	[M-H]-	135.901	30932474
DeepCCS	[M-2H]-	171.944	30932474
DeepCCS	[M+Na]+	147.102	30932474
AllCCS	[M+H]+	131.6	32859911
AllCCS	[M+H-H2O]+	127.1	32859911
AllCCS	[M+NH4]+	135.9	32859911
AllCCS	[M+Na]+	137.1	32859911
AllCCS	[M-H]-	129.9	32859911
AllCCS	[M+Na-2H]-	131.2	32859911
AllCCS	[M+HCOO]-	132.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 2-furanyl diketone	CCC(=O)C(=O)C1=CC=CO1	1792.4	Standard polar	33892256
Ethyl 2-furanyl diketone	CCC(=O)C(=O)C1=CC=CO1	1124.6	Standard non polar	33892256
Ethyl 2-furanyl diketone	CCC(=O)C(=O)C1=CC=CO1	1181.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 2-furanyl diketone,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C(=O)C1=CC=CO1	1365.8	Semi standard non polar	33892256
Ethyl 2-furanyl diketone,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C(=O)C1=CC=CO1	1304.5	Standard non polar	33892256
Ethyl 2-furanyl diketone,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CO1	1596.2	Semi standard non polar	33892256
Ethyl 2-furanyl diketone,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CO1	1498.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 2-furanyl diketone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9000000000-9701d32a8d51c0a79697	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 2-furanyl diketone 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 - Ethyl 2-furanyl diketone 10V, Positive-QTOF	splash10-0udi-1900000000-37915f321108c769acdb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 20V, Positive-QTOF	splash10-0a4i-9400000000-ed36421fe1cc4441042a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 40V, Positive-QTOF	splash10-0aor-9000000000-f0163b39c8ca9d6fb9c8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 10V, Negative-QTOF	splash10-0udi-3900000000-b2459bcd649abed89f1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 20V, Negative-QTOF	splash10-0ku2-9300000000-a110b90d0a84a9fa5edf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 40V, Negative-QTOF	splash10-0159-9000000000-f1abec1283c75a8fac24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 10V, Positive-QTOF	splash10-0pb9-9500000000-5163b21b6f8f291d97f5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 20V, Positive-QTOF	splash10-052b-9000000000-91e57675a658ffef0f1f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 40V, Positive-QTOF	splash10-0gba-9000000000-8c2185ec62dac6985fe6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 10V, Negative-QTOF	splash10-014i-9200000000-2cf02495430fba910cd6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 20V, Negative-QTOF	splash10-014i-9000000000-ccd85f4441a3d90d1836	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-furanyl diketone 40V, Negative-QTOF	splash10-014i-9000000000-ae363c6f8c124cbbae46	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)	2021-09-25	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

FDB010902

KNApSAcK ID

Not Available

Chemspider ID

14419279

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19776197

PDB ID

Not Available

ChEBI ID

173648

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1636551

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 Ethyl 2-furanyl diketone (HMDB0032919)

MOL for HMDB0032919 (Ethyl 2-furanyl diketone)

3D MOL for HMDB0032919 (Ethyl 2-furanyl diketone)

3D SDF for HMDB0032919 (Ethyl 2-furanyl diketone)

3D-SDF for HMDB0032919 (Ethyl 2-furanyl diketone)

PDB for HMDB0032919 (Ethyl 2-furanyl diketone)

3D PDB for HMDB0032919 (Ethyl 2-furanyl diketone)

SMILES for HMDB0032919 (Ethyl 2-furanyl diketone)

INCHI for HMDB0032919 (Ethyl 2-furanyl diketone)

Structure for HMDB0032919 (Ethyl 2-furanyl diketone)

3D Structure for HMDB0032919 (Ethyl 2-furanyl diketone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra