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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

2012-09-12 01:20:22 UTC

Update Date

2023-02-21 17:27:11 UTC

HMDB ID

HMDB0039802

Secondary Accession Numbers

HMDB39802

Metabolite Identification

Common Name

1-(2-Furanyl)-1-butanone

Description

1-(2-Furanyl)-1-butanone belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 1-(2-Furanyl)-1-butanone is a balsamic tasting compound. 1-(2-Furanyl)-1-butanone has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), cocoa and cocoa products, cocoa beans (Theobroma cacao), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 1-(2-furanyl)-1-butanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-(2-Furanyl)-1-butanone.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1(2-Furyl) butanone	HMDB
1-(2-Furanil)butanone	HMDB
1-(2-Furyl)-1-butanone	HMDB
2-Butanoylfuran	HMDB
Propyl furyl ketone	HMDB

Chemical Formula

C₈H₁₀O₂

Average Molecular Weight

138.1638

Monoisotopic Molecular Weight

138.068079564

IUPAC Name

1-(furan-2-yl)butan-1-one

Traditional Name

1-(furan-2-yl)butan-1-one

CAS Registry Number

4208-57-5

SMILES

CCCC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C8H10O2/c1-2-4-7(9)8-5-3-6-10-8/h3,5-6H,2,4H2,1H3

InChI Key

GONWJZJNVDRECJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
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

Organoleptic effect

Odor

Balsamic

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039802)
Cytoplasm (HMDB: HMDB0039802)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039802)

Source

Exogenous

Exogenous (HMDB: HMDB0039802)

Food

Food (HMDB: HMDB0039802)

Coffee and coffee product

Coffee

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

Coffee and coffee products (FooDB: FOOD00861)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Endogenous

Plant

Coffea (HMDB: HMDB0039802)
Theobroma cacao (HMDB: HMDB0039802)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039802)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	195.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2584 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.539 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.09 g/L	ALOGPS
logP	1.82	ALOGPS
logP	1.74	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	15.61	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.08 m³·mol⁻¹	ChemAxon
Polarizability	15.07 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]+	129.735	31661259
DarkChem	[M-H]-	127.198	31661259
DeepCCS	[M+H]+	133.255	30932474
DeepCCS	[M-H]-	130.844	30932474
DeepCCS	[M-2H]-	167.318	30932474
DeepCCS	[M+Na]+	142.213	30932474
AllCCS	[M+H]+	128.8	32859911
AllCCS	[M+H-H2O]+	124.1	32859911
AllCCS	[M+NH4]+	133.1	32859911
AllCCS	[M+Na]+	134.4	32859911
AllCCS	[M-H]-	129.6	32859911
AllCCS	[M+Na-2H]-	131.3	32859911
AllCCS	[M+HCOO]-	133.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Furanyl)-1-butanone	CCCC(=O)C1=CC=CO1	1622.9	Standard polar	33892256
1-(2-Furanyl)-1-butanone	CCCC(=O)C1=CC=CO1	1102.1	Standard non polar	33892256
1-(2-Furanyl)-1-butanone	CCCC(=O)C1=CC=CO1	1111.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1-(2-Furanyl)-1-butanone EI-B (Non-derivatized)	splash10-01ot-9400000000-f026e1f8c0834d5fe470	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-(2-Furanyl)-1-butanone EI-B (Non-derivatized)	splash10-01ot-9400000000-f026e1f8c0834d5fe470	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Furanyl)-1-butanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9100000000-aa0ad58bc4fbe07e4a72	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Furanyl)-1-butanone 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 - 1-(2-Furanyl)-1-butanone 10V, Positive-QTOF	splash10-000i-1900000000-3978c51aa2f3629fcd23	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 20V, Positive-QTOF	splash10-000f-9700000000-933f69010bed4c49e43c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 40V, Positive-QTOF	splash10-0006-9000000000-bfdb4f520ce9590a2fb2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 10V, Negative-QTOF	splash10-000i-0900000000-f2c9cbad5c744e3eb50d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 20V, Negative-QTOF	splash10-000i-5900000000-ea4a89a46241bc4b387a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 40V, Negative-QTOF	splash10-066r-9200000000-b436e892415de12b22cb	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 10V, Negative-QTOF	splash10-000i-3900000000-b8dcbf1bf067a2929d97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 20V, Negative-QTOF	splash10-0gb9-9000000000-aa243d6c34d38fddecbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 40V, Negative-QTOF	splash10-014j-9000000000-7890541af323b8a4fe4f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 10V, Positive-QTOF	splash10-0udi-9100000000-f0cf7dc5f6b91405fdbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 20V, Positive-QTOF	splash10-0udm-9000000000-09296d1bcf0cd9728101	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-1-butanone 40V, Positive-QTOF	splash10-0007-9000000000-112aba932799e6833f26	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB019452

KNApSAcK ID

Not Available

Chemspider ID

198960

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

228588

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1583221

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 1-(2-Furanyl)-1-butanone (HMDB0039802)

MOL for HMDB0039802 (1-(2-Furanyl)-1-butanone)

3D MOL for HMDB0039802 (1-(2-Furanyl)-1-butanone)

3D SDF for HMDB0039802 (1-(2-Furanyl)-1-butanone)

3D-SDF for HMDB0039802 (1-(2-Furanyl)-1-butanone)

PDB for HMDB0039802 (1-(2-Furanyl)-1-butanone)

3D PDB for HMDB0039802 (1-(2-Furanyl)-1-butanone)

SMILES for HMDB0039802 (1-(2-Furanyl)-1-butanone)

INCHI for HMDB0039802 (1-(2-Furanyl)-1-butanone)

Structure for HMDB0039802 (1-(2-Furanyl)-1-butanone)

3D Structure for HMDB0039802 (1-(2-Furanyl)-1-butanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra