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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:39:21 UTC

Update Date

2023-02-21 17:26:31 UTC

HMDB ID

HMDB0038355

Secondary Accession Numbers

HMDB38355

Metabolite Identification

Common Name

2-Ethyl-4-(2-furanyl)-2-propenal

Description

2-Ethyl-4-(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. 2-Ethyl-4-(2-furanyl)-2-propenal is a cinnamon, leather, and spicy tasting compound. Based on a literature review very few articles have been published on 2-Ethyl-4-(2-furanyl)-2-propenal.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2-Furanylmethylene)-butanal	HMDB
2-(2-Furanylmethylene)butanal	HMDB
2-Ethyl-3-(2-furyl)acrylaldehyde	HMDB
2-Ethyl-3-furyl-2-propenal	HMDB
2-Ethyl-3-furylacrolein	HMDB
2-Furfurylidene butyraldehyde	HMDB
2-Furfurylidenebutyraldehyde	HMDB
2-Furfurylidinebutyraldehyde	HMDB
3-Furyl-2-ethyl-2-propenal	HMDB
3-Furyl-2-ethylacrolein	HMDB
a-Ethyl-b-2-furylacrolein	HMDB
alpha-Ethyl-2-furanacrolein	HMDB
alpha-Ethylfurylacrolein	HMDB
FEMA 2492	HMDB

Chemical Formula

C₉H₁₀O₂

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

IUPAC Name

(2E)-2-(furan-2-ylmethylidene)butanal

Traditional Name

(2E)-2-(furan-2-ylmethylidene)butanal

CAS Registry Number

770-27-4

SMILES

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

InChI Identifier

InChI=1S/C9H10O2/c1-2-8(7-10)6-9-4-3-5-11-9/h3-7H,2H2,1H3/b8-6+

InChI Key

UCPFCQBLYDXPTR-SOFGYWHQSA-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: HMDB0038355)
Cytoplasm (HMDB: HMDB0038355)

Source

Exogenous

Exogenous (HMDB: HMDB0038355)

Food

Food (HMDB: HMDB0038355)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038355)

Biological role

Nutrient (HMDB: HMDB0038355)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	140.00 °C. @ 30.00 mm Hg	The Good Scents Company Information System
Water Solubility	951.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.250 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.28 g/L	ALOGPS
logP	2.05	ALOGPS
logP	1.88	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	-3.1	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	3	ChemAxon
Refractivity	43.48 m³·mol⁻¹	ChemAxon
Polarizability	15.99 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]+	135.264	31661259
DarkChem	[M-H]-	131.347	31661259
DeepCCS	[M+H]+	139.649	30932474
DeepCCS	[M-H]-	136.638	30932474
DeepCCS	[M-2H]-	173.286	30932474
DeepCCS	[M+Na]+	148.526	30932474
AllCCS	[M+H]+	131.3	32859911
AllCCS	[M+H-H2O]+	126.7	32859911
AllCCS	[M+NH4]+	135.5	32859911
AllCCS	[M+Na]+	136.8	32859911
AllCCS	[M-H]-	130.9	32859911
AllCCS	[M+Na-2H]-	132.2	32859911
AllCCS	[M+HCOO]-	133.7	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. Predicted by Afia on May 17, 2022.	5.28 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9295 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.57 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1685.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	546.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	208.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	361.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	247.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	586.3 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	689.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	317.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1272.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	439.2 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	1362.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	503.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	484.1 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	36.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-4-(2-furanyl)-2-propenal	CC\C(C=O)=C/C1=CC=CO1	1863.7	Standard polar	33892256
2-Ethyl-4-(2-furanyl)-2-propenal	CC\C(C=O)=C/C1=CC=CO1	1175.4	Standard non polar	33892256
2-Ethyl-4-(2-furanyl)-2-propenal	CC\C(C=O)=C/C1=CC=CO1	1207.2	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 - 2-Ethyl-4-(2-furanyl)-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-00e9-5900000000-cd8369f8e3a91334d35e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-4-(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 - 2-Ethyl-4-(2-furanyl)-2-propenal 10V, Positive-QTOF	splash10-0udi-1900000000-d0326ac3c490132a74e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 20V, Positive-QTOF	splash10-0uxr-7900000000-c826398169c91c18b361	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 40V, Positive-QTOF	splash10-0udi-9100000000-83e205f11704b2ee81af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 10V, Negative-QTOF	splash10-0002-0900000000-2e462b032790ca465225	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 20V, Negative-QTOF	splash10-0002-1900000000-e63131658994a57ff4b8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 40V, Negative-QTOF	splash10-00kr-9400000000-f6b03158492f717e6f7c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 10V, Positive-QTOF	splash10-0ue9-3900000000-0cb34a2f60e323c278f6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 20V, Positive-QTOF	splash10-0f89-9200000000-1d10b96a67e75910af21	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 40V, Positive-QTOF	splash10-0uyl-9100000000-b445a929b1313aab3ca0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 10V, Negative-QTOF	splash10-0002-1900000000-bb966aa7599fa9c722fc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 20V, Negative-QTOF	splash10-014i-9600000000-a5e7588b3fdc52d063e6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4-(2-furanyl)-2-propenal 40V, Negative-QTOF	splash10-00kf-9200000000-6d383816de16a27f67be	2021-09-24	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

FDB017692

KNApSAcK ID

Not Available

Chemspider ID

4940518

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6435826

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1021941

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-Ethyl-4-(2-furanyl)-2-propenal (HMDB0038355)

MOL for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

3D MOL for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

3D SDF for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

3D-SDF for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

PDB for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

3D PDB for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

SMILES for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

INCHI for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

Structure for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

3D Structure for HMDB0038355 (2-Ethyl-4-(2-furanyl)-2-propenal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra