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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:39 UTC

Update Date

2023-02-21 17:22:45 UTC

HMDB ID

HMDB0032917

Secondary Accession Numbers

HMDB32917

Metabolite Identification

Common Name

1-(2-Furanyl)-2-propanone

Description

1-(2-Furanyl)-2-propanone, also known as 2-acetonylfuran or 2-furfuryl methyl ketone, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 1-(2-Furanyl)-2-propanone is a radish and spicy tasting compound. 1-(2-Furanyl)-2-propanone has been detected, but not quantified, in several different foods, such as alcoholic beverages, cereals and cereal products, coffee and coffee products, onion-family vegetables, and potato. This could make 1-(2-furanyl)-2-propanone a potential biomarker for the consumption of these foods.

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-Furyl)-2-propanone	HMDB
(Furyl-2)-1-propanone-2	HMDB
1-(2-Furyl)-2-propanone	HMDB
1-(2-Furyl)propan-2-one	HMDB
2-Acetonylfuran	HMDB
2-Furfuryl methyl ketone	HMDB
2-Furylacetone	HMDB
Acetonylfuran	HMDB
FEMA 2496	HMDB
Furfuryl methyl ketone	HMDB
Furylacetone	HMDB
Methyl furfuryl ketone	HMDB

Chemical Formula

C₇H₈O₂

Average Molecular Weight

124.1372

Monoisotopic Molecular Weight

124.0524295

IUPAC Name

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

Traditional Name

2-propanone, 1-(2-furanyl)-

CAS Registry Number

6975-60-6

SMILES

CC(=O)CC1=CC=CO1

InChI Identifier

InChI=1S/C7H8O2/c1-6(8)5-7-3-2-4-9-7/h2-4H,5H2,1H3

InChI Key

IQOJTGSBENZIOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Ketone
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032917)
Cytoplasm (HMDB: HMDB0032917)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032917)

Source

Exogenous

Exogenous (HMDB: HMDB0032917)

Food

Food (HMDB: HMDB0032917)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Coffee and coffee product

Coffee

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

Coffee and coffee products (FooDB: FOOD00861)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Not Available

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0032917)

Biological role

Nutrient (HMDB: HMDB0032917)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	29 °C	Not Available
Boiling Point	179.00 to 180.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	18480 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.951 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	13.1 g/L	ALOGPS
logP	0.82	ALOGPS
logP	1	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	13.04	ChemAxon
pKa (Strongest Basic)	-2.9	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	2	ChemAxon
Refractivity	33.31 m³·mol⁻¹	ChemAxon
Polarizability	12.74 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]+	125.959	31661259
DarkChem	[M-H]-	120.954	31661259
DeepCCS	[M+H]+	128.692	30932474
DeepCCS	[M-H]-	126.535	30932474
DeepCCS	[M-2H]-	162.223	30932474
DeepCCS	[M+Na]+	136.762	30932474
AllCCS	[M+H]+	124.4	32859911
AllCCS	[M+H-H2O]+	119.6	32859911
AllCCS	[M+NH4]+	128.9	32859911
AllCCS	[M+Na]+	130.2	32859911
AllCCS	[M-H]-	123.8	32859911
AllCCS	[M+Na-2H]-	125.8	32859911
AllCCS	[M+HCOO]-	128.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.5 minutes	32390414
Predicted by Siyang on May 30, 2022	12.3572 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.59 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1342.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	466.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	296.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	148.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	381.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	541.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	197.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1006.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	354.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1080.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	346.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	361.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	458.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	414.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	52.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Furanyl)-2-propanone	CC(=O)CC1=CC=CO1	1550.8	Standard polar	33892256
1-(2-Furanyl)-2-propanone	CC(=O)CC1=CC=CO1	956.9	Standard non polar	33892256
1-(2-Furanyl)-2-propanone	CC(=O)CC1=CC=CO1	962.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Furanyl)-2-propanone,1TMS,isomer #1	CC(=CC1=CC=CO1)O[Si](C)(C)C	1236.8	Semi standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TMS,isomer #1	CC(=CC1=CC=CO1)O[Si](C)(C)C	1153.5	Standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TMS,isomer #2	C=C(CC1=CC=CO1)O[Si](C)(C)C	1152.2	Semi standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TMS,isomer #2	C=C(CC1=CC=CO1)O[Si](C)(C)C	1141.7	Standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TBDMS,isomer #1	CC(=CC1=CC=CO1)O[Si](C)(C)C(C)(C)C	1471.2	Semi standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TBDMS,isomer #1	CC(=CC1=CC=CO1)O[Si](C)(C)C(C)(C)C	1369.9	Standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TBDMS,isomer #2	C=C(CC1=CC=CO1)O[Si](C)(C)C(C)(C)C	1359.9	Semi standard non polar	33892256
1-(2-Furanyl)-2-propanone,1TBDMS,isomer #2	C=C(CC1=CC=CO1)O[Si](C)(C)C(C)(C)C	1352.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Furanyl)-2-propanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9100000000-ceb7b7421c605c16d2a8	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Furanyl)-2-propanone 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)-2-propanone 10V, Positive-QTOF	splash10-056r-0900000000-52c222e5d354b74ef1cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 20V, Positive-QTOF	splash10-0a6r-3900000000-3997a46cb4a0269bccb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 40V, Positive-QTOF	splash10-0a6u-9400000000-6603585eba1512c852cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 10V, Negative-QTOF	splash10-00di-1900000000-5c4ee94ad48cc7d3534a	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 20V, Negative-QTOF	splash10-00di-2900000000-1ff728277099e695534c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 40V, Negative-QTOF	splash10-0006-9100000000-ce4a80cb39b521bcb580	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 10V, Negative-QTOF	splash10-001i-9100000000-79013a44d0585ae99b02	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 20V, Negative-QTOF	splash10-001i-9000000000-258228567439736a8764	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 40V, Negative-QTOF	splash10-066u-9000000000-a1e16e3a8ef227739433	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 10V, Positive-QTOF	splash10-0006-9000000000-c21ea2bfb44fa3458da8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 20V, Positive-QTOF	splash10-0a5c-9300000000-70400344fba52ed9116e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Furanyl)-2-propanone 40V, Positive-QTOF	splash10-0016-9000000000-12be520006540ab5214c	2021-09-22	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

FDB010900

KNApSAcK ID

Not Available

Chemspider ID

198955

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

228583

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1024541

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)-2-propanone (HMDB0032917)

MOL for HMDB0032917 (1-(2-Furanyl)-2-propanone)

3D MOL for HMDB0032917 (1-(2-Furanyl)-2-propanone)

3D SDF for HMDB0032917 (1-(2-Furanyl)-2-propanone)

3D-SDF for HMDB0032917 (1-(2-Furanyl)-2-propanone)

PDB for HMDB0032917 (1-(2-Furanyl)-2-propanone)

3D PDB for HMDB0032917 (1-(2-Furanyl)-2-propanone)

SMILES for HMDB0032917 (1-(2-Furanyl)-2-propanone)

INCHI for HMDB0032917 (1-(2-Furanyl)-2-propanone)

Structure for HMDB0032917 (1-(2-Furanyl)-2-propanone)

3D Structure for HMDB0032917 (1-(2-Furanyl)-2-propanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra