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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:08:43 UTC

Update Date

2023-02-21 17:28:22 UTC

HMDB ID

HMDB0040584

Secondary Accession Numbers

HMDB40584

Metabolite Identification

Common Name

2,3-Dihydro-4-methylfuran

Description

2,3-Dihydro-4-methylfuran, also known as 3-methyl-4,5-dihydrofuran, belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond. 2,3-Dihydro-4-methylfuran has been detected, but not quantified in, root vegetables. This could make 2,3-dihydro-4-methylfuran a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,3-Dihydro-4-methylfuran.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Methyl-4,5-dihydrofuran	ChEBI
2,3-dihydro-4-Methyl-furan	HMDB
3-Methyl-4-5-dihydrofuran	HMDB
4-Methyl-2,3-dihydrofuran	HMDB
2,3-Dihydro-4-methylfuran	ChEBI

Chemical Formula

C₅H₈O

Average Molecular Weight

84.1164

Monoisotopic Molecular Weight

84.057514878

IUPAC Name

4-methyl-2,3-dihydrofuran

Traditional Name

4-methyl-2,3-dihydrofuran

CAS Registry Number

34314-83-5

SMILES

CC1=COCC1

InChI Identifier

InChI=1S/C5H8O/c1-5-2-3-6-4-5/h4H,2-3H2,1H3

InChI Key

FWGYRFWKBWPRJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Not Available

Direct Parent

Dihydrofurans

Alternative Parents

Substituents

Dihydrofuran
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dihydrofuran (CHEBI:51678 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040584)
Cytoplasm (HMDB: HMDB0040584)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040584)

Source

Exogenous

Exogenous (HMDB: HMDB0040584)

Food

Food (HMDB: HMDB0040584)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0040584)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040584)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	98.00 to 99.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	10590 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.381 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	83.9 g/L	ALOGPS
logP	1.28	ALOGPS
logP	0.79	ChemAxon
logS	0	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	24.93 m³·mol⁻¹	ChemAxon
Polarizability	9.39 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	116.115	31661259
DarkChem	[M-H]-	110.222	31661259
DeepCCS	[M+H]+	123.9	30932474
DeepCCS	[M-H]-	121.8	30932474
DeepCCS	[M-2H]-	157.704	30932474
DeepCCS	[M+Na]+	132.219	30932474
AllCCS	[M+H]+	114.8	32859911
AllCCS	[M+H-H2O]+	109.6	32859911
AllCCS	[M+NH4]+	119.7	32859911
AllCCS	[M+Na]+	121.1	32859911
AllCCS	[M-H]-	119.5	32859911
AllCCS	[M+Na-2H]-	123.3	32859911
AllCCS	[M+HCOO]-	127.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	2.61 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4747 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.54 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1461.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	438.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	299.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	345.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	510.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	871.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	319.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	900.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	323.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	332.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	517.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	394.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	101.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dihydro-4-methylfuran	CC1=COCC1	1218.3	Standard polar	33892256
2,3-Dihydro-4-methylfuran	CC1=COCC1	663.5	Standard non polar	33892256
2,3-Dihydro-4-methylfuran	CC1=COCC1	737.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,3-Dihydro-4-methylfuran EI-B (Non-derivatized)	splash10-053r-9000000000-6292ffc16a02c4f6924c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,3-Dihydro-4-methylfuran EI-B (Non-derivatized)	splash10-053r-9000000000-6292ffc16a02c4f6924c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-4-methylfuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-056u-9000000000-82178c227aa31a7612cf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dihydro-4-methylfuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 10V, Positive-QTOF	splash10-000i-9000000000-cc8c1c1ade657386f422	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 20V, Positive-QTOF	splash10-000i-9000000000-84a3670e12dab84d73ac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 40V, Positive-QTOF	splash10-0a4i-9000000000-fbf731f87353e8ef5373	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 10V, Negative-QTOF	splash10-001i-9000000000-507962a9352af523586a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 20V, Negative-QTOF	splash10-001i-9000000000-596e4a2f3759dec4f5c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 40V, Negative-QTOF	splash10-0a4i-9000000000-fbe19adaae351f394e7a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 10V, Positive-QTOF	splash10-052r-9000000000-cf47f2e4544a22642850	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 20V, Positive-QTOF	splash10-0a4u-9000000000-78b3199e89dcbce5b641	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 40V, Positive-QTOF	splash10-052u-9000000000-e523f2ffcab5ea06701c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 10V, Negative-QTOF	splash10-001i-9000000000-1fe8bbf8f6ab17ae0b2b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 20V, Negative-QTOF	splash10-001i-9000000000-dc32c447f22d9c816a33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dihydro-4-methylfuran 40V, Negative-QTOF	splash10-0a4i-9000000000-ffb560c2d427690e3f43	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020366

KNApSAcK ID

C00054235

Chemspider ID

33746

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

36744

PDB ID

Not Available

ChEBI ID

51678

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1119581

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,3-Dihydro-4-methylfuran (HMDB0040584)

MOL for HMDB0040584 (2,3-Dihydro-4-methylfuran)

3D MOL for HMDB0040584 (2,3-Dihydro-4-methylfuran)

3D SDF for HMDB0040584 (2,3-Dihydro-4-methylfuran)

3D-SDF for HMDB0040584 (2,3-Dihydro-4-methylfuran)

PDB for HMDB0040584 (2,3-Dihydro-4-methylfuran)

3D PDB for HMDB0040584 (2,3-Dihydro-4-methylfuran)

SMILES for HMDB0040584 (2,3-Dihydro-4-methylfuran)

INCHI for HMDB0040584 (2,3-Dihydro-4-methylfuran)

Structure for HMDB0040584 (2,3-Dihydro-4-methylfuran)

3D Structure for HMDB0040584 (2,3-Dihydro-4-methylfuran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra