Showing Compound Homofureanol (FDB011860)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:52 UTC

Update date

2019-11-26 03:05:36 UTC

Primary ID

FDB011860

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Homofureanol

Description

Homofureanol belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. Homofureanol is a sweet, butterscotch, and candy tasting compound. Homofureanol has been detected, but not quantified in, several different foods, such as natal plums (Carissa macrocarpa), red tea, american cranberries (Vaccinium macrocarpon), japanese persimmons (Diospyros kaki), and spearmints (Mentha spicata). This could make homofureanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Homofureanol.

CAS Number

27538-10-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone	HMDB
2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone (homofuraneol)	HMDB
2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone (homofuraneol)	biospider
2-Ethyl-4-hydroxy-5-methylfuran-3(2H)-one	HMDB
3(2H)-Furanone, 2-ethyl-4-hydroxy-5-methyl-	biospider
4-HEMF	MeSH, HMDB
4-Hydroxy-2- or 5-ethyl-5- and 2-methyl-3(2H)-furanone	HMDB
4-hydroxy-2- or 5-ethyl-5- and 2-methyl-3(2H)-furanone	biospider
4-Hydroxy-2-ethyl-5-methyl-3(2H)-furanone	ChEBI
4-Hydroxy-5-ethyl-2-methyl-3(2H)-furanone	MeSH, HMDB

Showing 1 to 10 of 17 entries

Predicted Properties

Property	Value	Source
Water Solubility	236 g/L	ALOGPS
logP	0.11	ALOGPS
logP	0.73	ChemAxon
logS	0.22	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-4.3	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	1	ChemAxon
Refractivity	37.82 m³·mol⁻¹	ChemAxon
Polarizability	14.51 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

C7H10O3

IUPAC name

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

InChI Identifier

InChI=1S/C7H10O3/c1-3-5-7(9)6(8)4(2)10-5/h5,8H,3H2,1-2H3

InChI Key

GWCRPYGYVRXVLI-UHFFFAOYSA-N

Isomeric SMILES

CCC1OC(C)=C(O)C1=O

Average Molecular Weight

142.1525

Monoisotopic Molecular Weight

142.062994186

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

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Animal

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp0.3 85-90°	DFC
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 59.14%; H 7.09%; O 33.76%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Homofureanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-9100000000-e77441a2926b81d6c1e6	Spectrum
Predicted GC-MS	Homofureanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-8900000000-19d917e9df06c53f68cf	Spectrum
Predicted GC-MS	Homofureanol, 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	splash10-0006-2900000000-661926735086b21235e4	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-6900000000-b6df9b77aa2ba2efebc7	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-1c3e8534a205fdd72c67	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2900000000-bf10665a914b166457f4	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-2900000000-a2a2d562eaad775f5009	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9000000000-86b5eedb782b1fcc76ef	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-778c2fa37c2b33928995	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9100000000-bf5192b8eda342418ecf	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00l6-9100000000-a5531e37cd75d17c3565	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-4900000000-a0ee6c20f602d6bd47ce	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mo-9100000000-4cefd99a9a4004f45b93	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000f-9000000000-011dd81555c2778e3b71	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

31277

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

33931

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33736

CRC / DFC (Dictionary of Food Compounds) ID

HBF43-R:HBF43-R

EAFUS ID

1231

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

27538-10-9

GoodScent ID

rw1491201

SuperScent ID

33931

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
butterscotch	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 Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 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.