Showing Compound 5-Ethylsotolone (FDB011616)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:44 UTC

Update date

2018-05-28 22:52:08 UTC

Primary ID

FDB011616

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5-Ethylsotolone

Description

5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, also known as abhexon, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone has been detected, but not quantified in, blackberries (Rubus) and evergreen blackberries (Rubus laciniatus). This could make 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone.

CAS Number

698-10-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
2(5H)-Furanone, 5-ethyl-3-hydroxy-4-methyl-	biospider
2(5H)-Furanone, 5-ethyl-3-hyroxy-4-methyl-	biospider
2,4-Dihydroxy-3-methyl-2-hexenoic acid g-lactone	db_source
2,4-Dihydroxy-3-methyl-2-hexenoic acid gamma-lactone	biospider
2-Ethyl-3-methyl-4-hydroxydihydro-(2,5)-furan-5-one	biospider
2-Hexenoic acid, 2,4-dihydroxy-3-methyl-, gamma-lactone	biospider
2-Hydroxy-3-methyl-gamma-2-hexenolactone	biospider
3-hydroxy-5-ethyl-4-methyl-2-(5H)-furanone	biospider
4-Methyl-5-ethyl-3-hydroxyfuranone	biospider
5-Ethyl-3-hydroxy-4-methylfuran-2(5H)-one	HMDB

Showing 1 to 10 of 16 entries

Predicted Properties

Property	Value	Source
Water Solubility	93.7 g/L	ALOGPS
logP	0.54	ALOGPS
logP	1.2	ChemAxon
logS	-0.18	ALOGPS
pKa (Strongest Acidic)	9.38	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	36.44 m³·mol⁻¹	ChemAxon
Polarizability	14.35 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

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

InChI Identifier

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

InChI Key

IUFQZPBIRYFPFD-UHFFFAOYSA-N

Isomeric SMILES

CCC1OC(=O)C(O)=C1C

Average Molecular Weight

142.1525

Monoisotopic Molecular Weight

142.062994186

Classification

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Enol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

butenolide (CHEBI:67940 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

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 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	(±)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ou-9100000000-6d29c5269daaaaf3c778	Spectrum
Predicted GC-MS	(±)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fr-9700000000-b4e39b77a0fbdbca53c7	Spectrum
Predicted GC-MS	(±)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(±)-5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, 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-9300000000-149495deca5c4a7dee2f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014l-9200000000-f48104b63580ef87f3f3	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-c066c54e075e4af4a81a	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-3900000000-a640a92ffd95f405ad18	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-3900000000-1684293664b50bb117b7	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4m-9000000000-be0a32862f05cba37e0b	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-1900000000-003a43af42d21ecf6215	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mo-9300000000-69cf3ad296ac56224445	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05mo-9000000000-28659fede35635d574fc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2900000000-11ea0f276e803d039510	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9500000000-7acb65b0ac9f76284d5b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05n0-9200000000-1c220b8b1929246731b8	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

55143

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

61199

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33551

CRC / DFC (Dictionary of Food Compounds) ID

GRZ33-H:GRZ33-H

EAFUS ID

1232

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

698-10-2

GoodScent ID

rw1008621

SuperScent ID

61199

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

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

Show entries

Search:

Flavor	Citations
caramel	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.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
maple	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.
spice	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
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.