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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:32:24 UTC

Update Date

2023-02-21 17:19:13 UTC

HMDB ID

HMDB0029750

Secondary Accession Numbers

HMDB29750

Metabolite Identification

Common Name

Methyl 2-furoate

Description

Methyl 2-furoate, also known as fema 2703 or methyl pyromucate, belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid. Methyl 2-furoate is a sweet, fruity, and fungal tasting compound. Methyl 2-furoate has been detected, but not quantified, in several different foods, such as fruits, coffee and coffee products, nuts, green vegetables, and cocoa and cocoa products. This could make methyl 2-furoate a potential biomarker for the consumption of these foods.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl 2-furoic acid	Generator
2-(Methoxycarbonyl)furan	HMDB
2-Furancarboxylic acid, methyl ester	HMDB
2-Furoic acid methyl ester	HMDB
2-Furoic acid, methyl ester	HMDB
FEMA 2703	HMDB
Furan-alpha-carboxylic acid methyl ester	HMDB
Furancarboxylic acid, methyl ester	HMDB
Furoic acid, methyl ester	HMDB
Methyl 2-furancarboxylate	HMDB
Methyl 2-furylcarboxylate	HMDB
Methyl alpha-furoate	HMDB
Methyl furoate	HMDB
Methyl pyromucate	HMDB
Pyromucic acid methyl ester	HMDB
Methyl furan-2-carboxylic acid	Generator

Chemical Formula

C₆H₆O₃

Average Molecular Weight

126.11

Monoisotopic Molecular Weight

126.031694058

IUPAC Name

methyl furan-2-carboxylate

Traditional Name

furoic acid, methyl ester

CAS Registry Number

611-13-2

SMILES

COC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C6H6O3/c1-8-6(7)5-3-2-4-9-5/h2-4H,1H3

InChI Key

HDJLSECJEQSPKW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Furoic acid and derivatives

Direct Parent

Furoic acid esters

Alternative Parents

Substituents

Furoic acid ester
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Feces (PMID: 14684577)

Cellular substructure

Extracellular (HMDB: HMDB0029750)
Cytoplasm (HMDB: HMDB0029750)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029750)

Source

Endogenous

Endogenous (HMDB: HMDB0029750)

Plant

Exogenous

Food

Food (HMDB: HMDB0029750)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Fruit vegetable

Garden tomato (FooDB: FOOD00171)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fruit

Tropical fruit

Tamarind (FooDB: FOOD00180)

Fruits (FooDB: FOOD00871)

Berry

Evergreen blackberry (FooDB: FOOD00901)
Blackberry (FooDB: FOOD00906)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Nut

Nuts (FooDB: FOOD00869)

Exogenous (HMDB: HMDB0029750)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	181.00 to 182.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	13320 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.00	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	21.3 g/L	ALOGPS
logP	1.21	ALOGPS
logP	1.04	ChemAxon
logS	-0.77	ALOGPS
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	30.47 m³·mol⁻¹	ChemAxon
Polarizability	11.96 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]+	126.199	31661259
DarkChem	[M-H]-	121.74	31661259
DeepCCS	[M+H]+	128.231	30932474
DeepCCS	[M-H]-	126.103	30932474
DeepCCS	[M-2H]-	161.838	30932474
DeepCCS	[M+Na]+	136.612	30932474
AllCCS	[M+H]+	125.9	32859911
AllCCS	[M+H-H2O]+	121.1	32859911
AllCCS	[M+NH4]+	130.3	32859911
AllCCS	[M+Na]+	131.6	32859911
AllCCS	[M-H]-	121.7	32859911
AllCCS	[M+Na-2H]-	123.8	32859911
AllCCS	[M+HCOO]-	126.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-furoate	COC(=O)C1=CC=CO1	1578.0	Standard polar	33892256
Methyl 2-furoate	COC(=O)C1=CC=CO1	930.7	Standard non polar	33892256
Methyl 2-furoate	COC(=O)C1=CC=CO1	1022.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Methyl 2-furoate EI-B (Non-derivatized)	splash10-0002-9200000000-833b7b9afa39f92824b3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methyl 2-furoate EI-B (Non-derivatized)	splash10-0002-9100000000-aa000da7d8c856d2def3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methyl 2-furoate EI-B (Non-derivatized)	splash10-0002-9200000000-833b7b9afa39f92824b3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methyl 2-furoate EI-B (Non-derivatized)	splash10-0002-9100000000-aa000da7d8c856d2def3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-furoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002k-9100000000-8388d6d2b7b02ca5effc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-furoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-furoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9100000000-61ff675ff38c7bf8561a	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 10V, Positive-QTOF	splash10-004i-0900000000-d36779f0148bb2b5642a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 20V, Positive-QTOF	splash10-004i-0900000000-55c50853d96b3ebcdf72	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 40V, Positive-QTOF	splash10-056s-9200000000-8438dbb91d58690c601f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 10V, Negative-QTOF	splash10-004i-0900000000-a500f5e752e9f06445b7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 20V, Negative-QTOF	splash10-004i-1900000000-4cec740db88c5ace6cc9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 40V, Negative-QTOF	splash10-00kg-9000000000-311cd6d24a0dcb471c4c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 10V, Positive-QTOF	splash10-00os-9500000000-4eb6b7fa405bf1291480	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 20V, Positive-QTOF	splash10-0002-9000000000-695d351d998378d807e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 40V, Positive-QTOF	splash10-000j-9000000000-b9c5ceed6da9805307c0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 10V, Negative-QTOF	splash10-00or-5900000000-6d062f04a180225313f5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 20V, Negative-QTOF	splash10-014i-9000000000-aa96dfa89323c18d10ff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-furoate 40V, Negative-QTOF	splash10-014m-9000000000-218a006731c20e5ddd57	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Intestinal infections	14684577	details

Associated Disorders and Diseases

Disease References

Enteritis
Probert CS, Jones PR, Ratcliffe NM: A novel method for rapidly diagnosing the causes of diarrhoea. Gut. 2004 Jan;53(1):58-61. [PubMed:14684577 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000952

KNApSAcK ID

Not Available

Chemspider ID

11408

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11902

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1029071

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 Methyl 2-furoate (HMDB0029750)

MOL for HMDB0029750 (Methyl 2-furoate)

3D MOL for HMDB0029750 (Methyl 2-furoate)

3D SDF for HMDB0029750 (Methyl 2-furoate)

3D-SDF for HMDB0029750 (Methyl 2-furoate)

PDB for HMDB0029750 (Methyl 2-furoate)

3D PDB for HMDB0029750 (Methyl 2-furoate)

SMILES for HMDB0029750 (Methyl 2-furoate)

INCHI for HMDB0029750 (Methyl 2-furoate)

Structure for HMDB0029750 (Methyl 2-furoate)

3D Structure for HMDB0029750 (Methyl 2-furoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra