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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:40 UTC

Update Date

2023-02-21 17:22:46 UTC

HMDB ID

HMDB0032918

Secondary Accession Numbers

HMDB32918

Metabolite Identification

Common Name

3-(2-Furanyl)-2-propenal

Description

3-(2-Furanyl)-2-propenal 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. 3-(2-Furanyl)-2-propenal is a cinnamon, fruity, and grassy tasting compound. 3-(2-Furanyl)-2-propenal has been detected, but not quantified in, several different foods, such as alcoholic beverages, arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 3-(2-furanyl)-2-propenal a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-(2-Furanyl)-2-propenal.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2E)-3-(2-Furyl)-2-propenal	HMDB
(2E)-3-(2-Furyl)acrylaldehyde	HMDB
(2E)-3-(Furan-2-yl)prop-2-enal	HMDB
2-Furanacrolein	HMDB
3-(2-Furyl)-2-propen-1-al	HMDB
3-(2-Furyl)-2-propenal	HMDB
3-(2-Furyl)acrolein	HMDB
3-(2-Furyl)acrylaldehyde	HMDB
3-(alpha -Furyl)propenal	HMDB
3-(alpha-Furyl)propenal	HMDB
3-2-Furyl	HMDB
alpha -Furyl)propenal	HMDB
beta -2-Furylacrolein	HMDB
beta-2-Furylacrolein	HMDB
FEMA 2494	HMDB
Furan acrolein	HMDB
Furfurylideneacetaldehyde	HMDB
Furyl acrolein	HMDB
trans-3-(2-Furyl)acrolein	HMDB

Chemical Formula

C₇H₆O₂

Average Molecular Weight

122.1213

Monoisotopic Molecular Weight

122.036779436

IUPAC Name

(2Z)-3-(furan-2-yl)prop-2-enal

Traditional Name

(2Z)-3-(furan-2-yl)prop-2-enal

CAS Registry Number

623-30-3

SMILES

O=C\C=C/C1=CC=CO1

InChI Identifier

InChI=1S/C7H6O2/c8-5-1-3-7-4-2-6-9-7/h1-6H/b3-1-

InChI Key

VZIRCHXYMBFNFD-IWQZZHSRSA-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
Enal
Alpha,beta-unsaturated aldehyde
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032918)
Cytoplasm (HMDB: HMDB0032918)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032918)

Source

Exogenous

Exogenous (HMDB: HMDB0032918)

Food

Food (HMDB: HMDB0032918)

Coffee and coffee product

Coffee

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

Coffee and coffee products (FooDB: FOOD00861)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Coffea (HMDB: HMDB0032918)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0032918)

Biological role

Nutrient (HMDB: HMDB0032918)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	54 °C	Not Available
Boiling Point	100.00 to 102.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	10270 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.15	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.3 g/L	ALOGPS
logP	1.17	ALOGPS
logP	1.04	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	34.53 m³·mol⁻¹	ChemAxon
Polarizability	12.1 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]+	126.888	31661259
DarkChem	[M-H]-	122.708	31661259
DeepCCS	[M+H]+	129.438	30932474
DeepCCS	[M-H]-	127.26	30932474
DeepCCS	[M-2H]-	162.946	30932474
DeepCCS	[M+Na]+	137.704	30932474
AllCCS	[M+H]+	124.8	32859911
AllCCS	[M+H-H2O]+	119.9	32859911
AllCCS	[M+NH4]+	129.3	32859911
AllCCS	[M+Na]+	130.6	32859911
AllCCS	[M-H]-	121.9	32859911
AllCCS	[M+Na-2H]-	123.8	32859911
AllCCS	[M+HCOO]-	125.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(2-Furanyl)-2-propenal	O=C\C=C/C1=CC=CO1	1850.6	Standard polar	33892256
3-(2-Furanyl)-2-propenal	O=C\C=C/C1=CC=CO1	1056.5	Standard non polar	33892256
3-(2-Furanyl)-2-propenal	O=C\C=C/C1=CC=CO1	1089.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(2-Furanyl)-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9300000000-380a31a4f10beeb3a279	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(2-Furanyl)-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(2-Furanyl)-2-propenal 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 - 3-(2-Furanyl)-2-propenal 10V, Positive-QTOF	splash10-00di-1900000000-0965bb5a2ceae5482bad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 20V, Positive-QTOF	splash10-05fu-7900000000-37d83496309ea19bde32	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 40V, Positive-QTOF	splash10-052f-9000000000-00ada3e3913684e1b86e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 10V, Negative-QTOF	splash10-00di-1900000000-fd9bf27b0b7b8868f9ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 20V, Negative-QTOF	splash10-00dl-9800000000-5bce8f69f6d335f872de	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 40V, Negative-QTOF	splash10-000l-9000000000-5ac9d82f84b26bbe583d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 10V, Positive-QTOF	splash10-00di-7900000000-1d43c218e5d2c68fff3d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 20V, Positive-QTOF	splash10-0kfy-9400000000-b949500b59a767c54a08	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 40V, Positive-QTOF	splash10-0fg9-9200000000-82fc4f7ef7c204456b6f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 10V, Negative-QTOF	splash10-00dl-4900000000-0dbaec868da97384bd39	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 20V, Negative-QTOF	splash10-014i-9000000000-aa343c7ffc91dcbb9705	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2-Furanyl)-2-propenal 40V, Negative-QTOF	splash10-014i-9000000000-22ffbda910e741b92864	2021-09-25	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]+)	2023-02-04	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

FDB010901

KNApSAcK ID

Not Available

Chemspider ID

10437124

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1715056

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1024521

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 3-(2-Furanyl)-2-propenal (HMDB0032918)

MOL for HMDB0032918 (3-(2-Furanyl)-2-propenal)

3D MOL for HMDB0032918 (3-(2-Furanyl)-2-propenal)

3D SDF for HMDB0032918 (3-(2-Furanyl)-2-propenal)

3D-SDF for HMDB0032918 (3-(2-Furanyl)-2-propenal)

PDB for HMDB0032918 (3-(2-Furanyl)-2-propenal)

3D PDB for HMDB0032918 (3-(2-Furanyl)-2-propenal)

SMILES for HMDB0032918 (3-(2-Furanyl)-2-propenal)

INCHI for HMDB0032918 (3-(2-Furanyl)-2-propenal)

Structure for HMDB0032918 (3-(2-Furanyl)-2-propenal)

3D Structure for HMDB0032918 (3-(2-Furanyl)-2-propenal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra