Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-05-18 14:35:48 UTC

Update Date

2023-02-21 17:18:02 UTC

HMDB ID

HMDB0013742

Secondary Accession Numbers

HMDB0034245
HMDB13742
HMDB34245

Metabolite Identification

Common Name

2-Furanmethanol

Description

2-Furanmethanol, also known as 2-furylcarbinol or furfural alcohol, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. Its structure is that of a furan bearing a hydroxymethyl substituent at the 2-position. 2-Furanmethanol is a sweet, alcoholic and bitter tasting compound. 2-Furanmethanol has been detected, but not quantified, in several different foods, such as cereals and cereal products, potato, white mustards, arabica coffee, and cocoa and cocoa products. This could make 2-furanmethanol 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
(2-Furyl)methanol	ChEBI
2-Furancarbinol	ChEBI
2-Furane-methanol	ChEBI
2-Furanylmethanol	ChEBI
2-Furfuryl alcohol	ChEBI
2-Furylcarbinol	ChEBI
2-Furylmethanol	ChEBI
2-Hydroxymethylfuran	ChEBI
2-Hydroxymethylfurane	ChEBI
5-Hydroxymethylfuran	ChEBI
alpha-Furylcarbinol	ChEBI
Furan-2-yl-methanol	ChEBI
Furfural alcohol	ChEBI
Furfuranol	ChEBI
Furylcarbinol	ChEBI
a-Furylcarbinol	Generator
Α-furylcarbinol	Generator
2-Furanmethanol	ChEBI
(2-Furyl)-methanol	HMDB
(2-FURYL)-methanol (furfurylalcohol)	HMDB
2-(Hydroxymethyl)furan	HMDB
2-Furane-methanol (furfurol)	HMDB
2-Furanemethanol	HMDB
2-Furanmethanol (furfuryl alcohol)	HMDB
2-Furanmethanol, homopolymer	HMDB
2-Furfurylalkohol	HMDB
2-Furylmethanol (acd/name 4.0)	HMDB
alpha -Furfuryl alcohol	HMDB
alpha -Furylcarbinol	HMDB
alpha-Furfuryl alcohol	HMDB
FEMA 2491	HMDB
Furan-2-methanol	HMDB
Furan-2-ylmethanol	HMDB
Furanmethanol	HMDB
Furfuralcohol	HMDB
Furfurol	HMDB
Furfuryl alcohol (furfurol)	HMDB
Furfuryl alcohol, 8ci	HMDB
Furfurylcarb	HMDB
Furyl alcohol	HMDB
qo Furfuryl alcohol	HMDB

Chemical Formula

C₅H₆O₂

Average Molecular Weight

98.0999

Monoisotopic Molecular Weight

98.036779436

IUPAC Name

(furan-2-yl)methanol

Traditional Name

furfuryl alcohol

CAS Registry Number

98-00-0

SMILES

OCC1=CC=CO1

InChI Identifier

InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2

InChI Key

XPFVYQJUAUNWIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

primary alcohol (CHEBI:207496 )
furans (CHEBI:207496 )

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0034245)
Cytoplasm (HMDB: HMDB0034245)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034245)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034245)

Source

Endogenous

Endogenous (HMDB: HMDB0034245)

Plant

Exogenous

Food

Food (HMDB: HMDB0034245)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)

Flat bread

Tortilla (FooDB: FOOD00709)

Cereals and cereal products (FooDB: FOOD00858)

Herb and spice

Oilseed crop

Sesame (FooDB: FOOD00170)

Spice

Cloves (FooDB: FOOD00179)
White mustard (FooDB: FOOD00413)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Tea

Snack

Tortilla chip (FooDB: FOOD00721)

Dish

Tex-mex cuisine

Taco (FooDB: FOOD00708)

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)

Pulse

Pulses (FooDB: FOOD00867)

Fruit

Berry

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

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034245)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0034245)
Flavoring Agent (HMDB: HMDB0034245)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-31 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000 mg/mL at 25 °C	Not Available
LogP	0.28	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	34.3 g/L	ALOGPS
logP	0.25	ALOGPS
logP	0.27	ChemAxon
logS	-0.46	ALOGPS
pKa (Strongest Acidic)	13.75	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	25.26 m³·mol⁻¹	ChemAxon
Polarizability	9.76 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]+	116.907	31661259
DarkChem	[M-H]-	112.831	31661259
DeepCCS	[M+H]+	124.835	30932474
DeepCCS	[M-H]-	122.94	30932474
DeepCCS	[M-2H]-	158.381	30932474
DeepCCS	[M+Na]+	132.768	30932474
AllCCS	[M+H]+	120.0	32859911
AllCCS	[M+H-H2O]+	114.9	32859911
AllCCS	[M+NH4]+	124.8	32859911
AllCCS	[M+Na]+	126.2	32859911
AllCCS	[M-H]-	117.8	32859911
AllCCS	[M+Na-2H]-	120.9	32859911
AllCCS	[M+HCOO]-	124.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Furanmethanol	OCC1=CC=CO1	1634.7	Standard polar	33892256
2-Furanmethanol	OCC1=CC=CO1	866.6	Standard non polar	33892256
2-Furanmethanol	OCC1=CC=CO1	853.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Furanmethanol,1TMS,isomer #1	C[Si](C)(C)OCC1=CC=CO1	1003.6	Semi standard non polar	33892256
2-Furanmethanol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CO1	1225.4	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-Furanmethanol CI-B (Non-derivatized)	splash10-001i-9000000000-fc71fe7245665e4e9c66	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Furanmethanol EI-B (Non-derivatized)	splash10-0005-9000000000-988efdbadbf9a5d447f9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Furanmethanol EI-B (Non-derivatized)	splash10-0005-9000000000-2210e7bfe012e42016ac	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Furanmethanol CI-B (Non-derivatized)	splash10-001i-9000000000-fc71fe7245665e4e9c66	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Furanmethanol EI-B (Non-derivatized)	splash10-0005-9000000000-988efdbadbf9a5d447f9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Furanmethanol EI-B (Non-derivatized)	splash10-0005-9000000000-2210e7bfe012e42016ac	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Furanmethanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-9000000000-09522422889589cf112d	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Furanmethanol GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9200000000-c0c10bd6a2c24136df55	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Furanmethanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Furanmethanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0f6w-9000000000-b50557cdec16d857ea5c	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 - 2-Furanmethanol 10V, Positive-QTOF	splash10-0002-9000000000-966358558eaae668e88a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 20V, Positive-QTOF	splash10-0002-9000000000-da21b5d4988f03bdeacd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 40V, Positive-QTOF	splash10-014i-9000000000-1191f3f203a409ee81bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 10V, Negative-QTOF	splash10-0002-9000000000-a61ce09c0b719f0f10e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 20V, Negative-QTOF	splash10-00kb-9000000000-4782bcb08b95aa3d3151	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 40V, Negative-QTOF	splash10-014i-9000000000-9b5f8df859f92b7bd1c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 10V, Negative-QTOF	splash10-014i-9000000000-2f8d37cedb8a4a2a3100	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 20V, Negative-QTOF	splash10-014i-9000000000-5e065cfc47ae622d5e44	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 40V, Negative-QTOF	splash10-0fr5-9000000000-c4a9056fb5b34d85c939	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 10V, Positive-QTOF	splash10-008a-9000000000-edf002618fdb040bda75	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 20V, Positive-QTOF	splash10-0f89-9000000000-bf02b74b3df3f66b22d1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furanmethanol 40V, Positive-QTOF	splash10-0udu-9000000000-8d67080664edda1d784f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Available	Both	Normal	22284503	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Available	Both	Breast cancer	22284503	details

Associated Disorders and Diseases

Disease References

Perillyl alcohol administration for cancer treatment
Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Furfuryl_alcohol

METLIN ID

Not Available

PubChem Compound

7361

PDB ID

Not Available

ChEBI ID

207496

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Showing metabocard for 2-Furanmethanol (HMDB0013742)

MOL for HMDB0013742 (2-Furanmethanol)

3D MOL for HMDB0013742 (2-Furanmethanol)

3D SDF for HMDB0013742 (2-Furanmethanol)

3D-SDF for HMDB0013742 (2-Furanmethanol)

PDB for HMDB0013742 (2-Furanmethanol)

3D PDB for HMDB0013742 (2-Furanmethanol)

SMILES for HMDB0013742 (2-Furanmethanol)

INCHI for HMDB0013742 (2-Furanmethanol)

Structure for HMDB0013742 (2-Furanmethanol)

3D Structure for HMDB0013742 (2-Furanmethanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra