Cannabis Compound Database: Showing Compound Card for 2-Acetylfuran (CDB005818)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References XML

Show more...Show more...Show more...

Record Information

Version

1.0

Created at

2020-04-27 16:59:37 UTC

Updated at

2021-01-04 18:49:23 UTC

CannabisDB ID

CDB005818

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

2-Acetylfuran

Description

2-Acetylfuran, also known as 2-furylethanone is an acetylated derivative of furan in which the acetyl group positioned on C-2 of the furan ring. 2-Acetylfuran 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. 2-Acetylfuran is one of two isomers of acetylfuran wherein the acetyl group is substituted at two positions (the 2- and 3- positions) of furan ring. 2-Acetylfuran exists as a clear, colorless crystals that melt at 30 degrees Celsius. 2-Acetylfuran was first obtained in 1914 via the reaction of the methyl Grignard reagent on 2-furonitrile ( Ref:DOI ). It is produced industrially via the Friedel–Crafts acylation of furan with acetic anhydride. 2-Acetylfuran has a sweet, almond, cocoa and balsamic aroma and a sweet, nutty, milky taste. It is used as a flavoring ingredient and as a perfuming agent. 2-Acetylfuran is also used as an intermediate in the production of pharmaceuticals such as the second-generation cephalophosphorin antibiotic known as cefuroxime. 2-Acetylfuran is found naturally in a few different foods, such as roasted almond, asparagus, cooked apple, cooked beef, beer, blueberries, brandy, bread, cherries, chestnuts, cocoa, coffee, mustard, peaches, peanuts, pineapple, plums, popcorn, pork, potatoes, raisins, rum, sesame seeds, strawberries, tamarind, tea, wine, kohlrabis, corn, yellow bell peppers, and cauliflowers. This could make 2-acetylfuran a potential biomarker for the consumption of these foods. 2-Acetylfuran is also found in cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2-Furanyl)-1-ethanone	ChEBI
1-(2-Furanyl)-ethanone	ChEBI
1-(2-Furanyl)ethanone	ChEBI
1-(2-Furyl)ethanone	ChEBI
2-Furyl methyl ketone	ChEBI
2-Furylethanone	ChEBI
Acetylfuran	ChEBI
Furyl methyl ketone	ChEBI
Methyl 2-furyl ketone	ChEBI
1-(2-Furanyl)-ethanone (2-acetylfuran)	HMDB
1-(2-Furanyl)ethanone (acetylfuran)	HMDB
1-(2-Furanyl)ethanone, 9ci	HMDB
1-(Furan-2-yl)ethanone	HMDB
2-Acetofurone	HMDB
2-Acetyl-furan	HMDB
2-Acetylfurane	HMDB
a-Furyl methyl ketone	HMDB
FEMA 3163	HMDB
Ketone, 2-furyl methyl	HMDB

Chemical Formula

C₆H₆O₂

Average Molecular Weight

110.11

Monoisotopic Molecular Weight

110.0368

IUPAC Name

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

Traditional Name

acetylfuran

CAS Registry Number

1192-62-7

SMILES

CC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C6H6O2/c1-5(7)6-3-2-4-8-6/h2-4H,1H3

InChI Key

IEMMBWWQXVXBEU-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

methyl ketone (CHEBI:59983 )
furans (CHEBI:59983 )
aromatic ketone (CHEBI:59983 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Poaceae

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	33 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	0.52	Not Available

Predicted Properties

Property	Value	Source
logP	0.73	ALOGPS
logP	0.59	ChemAxon
logS	-0.76	ALOGPS
pKa (Strongest Acidic)	14.37	ChemAxon
pKa (Strongest Basic)	-3	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	1	ChemAxon
Refractivity	28.85 m³·mol⁻¹	ChemAxon
Polarizability	10.9 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0002-9200000000-02caa47cd67aaabc5a45	2015-03-01	View Spectrum
GC-MS	2-Acetylfuran, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-626116be3c33a62f5993	Spectrum
GC-MS	2-Acetylfuran, non-derivatized, GC-MS Spectrum	splash10-01ow-9200000000-39cadbe5f909cbb066e3	Spectrum
GC-MS	2-Acetylfuran, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-626116be3c33a62f5993	Spectrum
GC-MS	2-Acetylfuran, non-derivatized, GC-MS Spectrum	splash10-01ow-9200000000-39cadbe5f909cbb066e3	Spectrum
Predicted GC-MS	2-Acetylfuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01p6-9100000000-6196177f86bc1367abbf	Spectrum
Predicted GC-MS	2-Acetylfuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Acetylfuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-5900000000-d233a631e1c9df3d54e8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-9700000000-91ffe1670f8da4e6cc4f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-8bd4ecfbf7f0251b0da0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-96c0bfd0a7b470f5436d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aor-9700000000-47ef7fef4ff9fe443aea	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-fd81c21f4fe0ae36b25c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-066r-9400000000-5488e53621f4e2c86458	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9000000000-3ea8732d7b56741cba4a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-b25aa8dca4484c86c908	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9200000000-ddae71262428d03ad294	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-4f6867f4e1fd0f185b94	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a7e5d9120b0b8d7f7abe	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0033127

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011128

KNApSAcK ID

C00029371

Chemspider ID

13849

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Acetylfuran

METLIN ID

Not Available

PubChem Compound

14505

PDB ID

Not Available

ChEBI ID

59983

References

General References

Not Available

Showing Compound Card for 2-Acetylfuran (CDB005818)

Structure for CDB005818 (2-Acetylfuran)