4-methoxy-2,5-dimethyl-3(2h)-furanone profile

4-Methoxy-2,5-dimethyl-3(2H)-furanone is a furanone derivative that has been studied for its potential applications in the food and pharmaceutical industries. It possesses a sweet, caramel-like aroma, making it a promising flavoring agent. It can be synthesized through various methods, including the reaction of 2,5-dimethylfuran with methyl chloroformate in the presence of a base. The compound exhibits antimicrobial activity, demonstrating its potential use as a natural preservative. Its unique structure and properties contribute to its flavoring potential and biological activity, which has led to its investigation for various applications.'

4-methoxy-2,5-dimethyl-3(2H)-furanone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	61325
CHEBI ID	169411
SCHEMBL ID	2534971
MeSH ID	M0502999

Synonyms (50)

Synonym
AC-568
4-methoxy-2,5-dimethyluran-3-one
CHEBI:169411
3(2h)-furanone, 4-methoxy-2,5-dimethyl-
2,5-dimethyl-4-methoxy-3(2h)-furanone
2,5-dimethyl-4-methoxy-3(2h)-furanone, >=97%, fg
mesifurane
D3499
4077-47-8
4-methoxy-2,5-dimethylfuran-3-one
inchi=1/c7h10o3/c1-4-6(8)7(9-3)5(2)10-4/h4h,1-3h3
simkghmlpvdsje-uhfffaoysa-
4-methoxy-2,5-dimethyl-3(2h)-furanone
4-methoxy-2,5-dimethyl-furan-3-one
4-methoxy-2,5-dimethyl-3-furanone
A825281
4-methoxy-2,5-dimethylfuran-3(2h)-one
3241bim975 ,
einecs 223-797-9
4-methoxy-2,5-dimethyl-2,3-dihydrofuran-3-one
fema no. 3664
2,5-dimethyl-4-methoxy-2,3-dihydro-3-furanone
unii-3241bim975
FT-0610447
AKOS015915538
(+/-)-2,5-dimethyl-4-methoxy-3(2h)-furanone
2,5-dimethyl-4-methoxy-3(2h)-furanone [fhfi]
berry furanone
mesifuran
4-methoxy-2,5-dimethylfuran-3-ol
AKOS025243975
mfcd00209504
SCHEMBL2534971
2,5-dimethyl-4-methoxy-3(2h)furanone
W-106332
4-methoxy-2,5-dimethyl-3(2h)-furanone #
3(2h)-furanone, 2,5-dimethyl-4-methoxy
2,5-dimethyl 4-methoxy furan-3-one
SIMKGHMLPVDSJE-UHFFFAOYSA-N
2,5-dimethyl-4-methoxy-3(2h)-furanone, analytical standard
2,5-dimethyl-4-methoxy-3(2h)-furanone, natural, >=98%, fg
o-methylfuraneol
fema 3664
DTXSID20863316
AS-17342
Q27256135
D90194
SB60955
CS-W014387
SY052680

Research Excerpts

Bioavailability

Excerpt	Reference	Relevance
" 2,5-Dimethyl-4-methoxy-3(2H)-furanone (DMMF) showed the highest absorption rate in all experiments, while similar amounts of 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF), 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF), and 4-hydroxy-5-methyl-3(2H)-furanone (HMF) were taken up."	( Absorption of 3(2H)-furanones by human intestinal epithelial Caco-2 cells. Schwab, W; Somoza, V; Stadler, NC, 2009)	0.35

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

Class	Description
oxolanes	Any oxacycle having an oxolane (tetrahydrofuran) skeleton.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (4)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (50.00)	29.6817
2010's	2 (50.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.16

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	20.16 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.32 (4.65)
Search Engine Demand Index	15.26 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (20.16)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
4-butyrolactone 4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.	2.96	4	butan-4-olide	metabolite; neurotoxin
furaneol furaneol: RN given refers to compound with no isomeric designation. 4-hydroxy-2,5-dimethylfuran-3-one : A member of the class of furans that is 2,5-dimethylfuran carrying additional oxo and hydroxy groups at positions 3 and 4 respectively. It has been found particularly in strawberries and other such fruits.	2.73	3	cyclic ketone; enol; furans	flavouring agent; fragrance; plant metabolite
glucose, (beta-d)-isomer beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.	2.44	2	D-glucopyranose	epitope; mouse metabolite

4-methoxy-2,5-dimethyl-3(2h)-furanone

Description