Showing Compound Norfuraneol (FDB008543)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:08 UTC

Update date

2019-11-26 03:02:46 UTC

Primary ID

FDB008543

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Norfuraneol

Description

Norfuraneol, also known as 4Hm-furanone, belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. Norfuraneol is a sweet, bready, and candy tasting compound. Norfuraneol has been detected, but not quantified in, several different foods, such as beer, blackberries (Rubus), evergreen blackberries (Rubus laciniatus), and fruits. This could make norfuraneol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Norfuraneol.

CAS Number

19322-27-1

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
3(2H)-Furanone, 4-hydroxy-5-methyl-	biospider
4-Hydroxy-5-methyl-2,3-dihydrofuran-3-one	HMDB
4-Hydroxy-5-methyl-3(2H)-furanone	MeSH
4-Hydroxy-5-methyl-3-furanone	HMDB
4-Hydroxy-5-methylfuran-3(2H)-one	MeSH
4Hm-Furanone	MeSH
5-Methyl-4-hydroxy-3(2H)-furanone	MeSH
Norfuraneol	MeSH

Showing 1 to 8 of 8 entries

Predicted Properties

Property	Value	Source
Water Solubility	616 g/L	ALOGPS
logP	-0.83	ALOGPS
logP	-0.36	ChemAxon
logS	0.73	ALOGPS
pKa (Strongest Acidic)	6.88	ChemAxon
pKa (Strongest Basic)	-4.4	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	0	ChemAxon
Refractivity	28.8 m³·mol⁻¹	ChemAxon
Polarizability	10.5 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

Chemical Formula

C5H6O3

IUPAC name

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

InChI Identifier

InChI=1S/C5H6O3/c1-3-5(7)4(6)2-8-3/h7H,2H2,1H3

InChI Key

DLVYTANECMRFGX-UHFFFAOYSA-N

Isomeric SMILES

CC1=C(O)C(=O)CO1

Average Molecular Weight

114.0993

Monoisotopic Molecular Weight

114.031694058

Classification

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

cyclic ketone (CHEBI:74456 )
furans (CHEBI:74456 )
enol (CHEBI:74456 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 52.63%; H 5.30%; O 42.07%	DFC
Melting Point	Mp 126.6-127.5° (dec.)	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Norfuraneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-9000000000-c057722961052e7db7cb	Spectrum
Predicted GC-MS	Norfuraneol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fu-9500000000-44f15f27c3c3c1813bd6	Spectrum
Predicted GC-MS	Norfuraneol, 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	splash10-014i-2900000000-bc4ceda0d7268fec7380	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-9700000000-3cc94b2bfed7a5fbb135	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-054p-9000000000-4fda2f9ca6d91ed81b4b	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1900000000-0a8bbbe75f7fe8274a46	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-4900000000-b1f26dce36a045259cdb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-4c53903862f4136368a1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-066u-9300000000-fb42cca00dbe8013dab4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-923a600b3a1f5143ac69	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-856565bd4acb22def6d2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-022c-9200000000-b403c75353e48c7f21c8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-193d36314c6367d66750	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-29f17cdfee419ec3fa27	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

3757733

ChEMBL ID

CHEMBL3182150

KEGG Compound ID

Not Available

Pubchem Compound ID

4564493

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31859

CRC / DFC (Dictionary of Food Compounds) ID

DNB59-U:DNB59-U

EAFUS ID

1762

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

19322-27-1

GoodScent ID

rw1037181

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
bready	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
candy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cotton	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sugar	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.