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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:27:30 UTC

Update Date

2023-02-21 17:26:22 UTC

HMDB ID

HMDB0038176

Secondary Accession Numbers

HMDB38176

Metabolite Identification

Common Name

alpha-Methyl-2-furanacrolein

Description

alpha-Methyl-2-furanacrolein 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. alpha-Methyl-2-furanacrolein is a cinnamon, herbal, and spice tasting compound. alpha-Methyl-2-furanacrolein has been detected, but not quantified in, fats and oils. This could make alpha-methyl-2-furanacrolein a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Methyl-2-furanacrolein.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
a-Methyl-2-furanacrolein	Generator
Α-methyl-2-furanacrolein	Generator
2-Furfurylidenepropionaldehyde	HMDB
2-Methyl-3-(2-furyl)-2-propenal	HMDB
2-Methyl-3-(2-furyl)acrolein	HMDB
2-Methyl-3-(2-furyl)propenal	HMDB
2-Methyl-3-furanacrolein	HMDB
2-Methyl-3-furylacrolein	HMDB
3-(2-Furanyl)-2-methyl-2-propenal	HMDB
3-(2-Furyl)methacrylaldehyde	HMDB
a-Methyl-2-furanacrolein, 8ci	HMDB
alpha-Methyl-beta-(2-furyl)acrolein	HMDB
alpha-Methylfurylacrolein	HMDB
FEMA 2704	HMDB
Furfurylidene-2-propanal	HMDB
Furfurylidine-2-propanal	HMDB

Chemical Formula

C₈H₈O₂

Average Molecular Weight

136.1479

Monoisotopic Molecular Weight

136.0524295

IUPAC Name

(2E)-3-(furan-2-yl)-2-methylprop-2-enal

Traditional Name

(2E)-3-(furan-2-yl)-2-methylprop-2-enal

CAS Registry Number

874-66-8

SMILES

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

InChI Identifier

InChI=1S/C8H8O2/c1-7(6-9)5-8-3-2-4-10-8/h2-6H,1H3/b7-5+

InChI Key

ZNBXZUKDRRRQJK-FNORWQNLSA-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: HMDB0038176)
Cytoplasm (HMDB: HMDB0038176)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038176)

Source

Exogenous

Food

Food (HMDB: HMDB0038176)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038176)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038176)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	110.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	2865 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.741 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.3 g/L	ALOGPS
logP	1.52	ALOGPS
logP	1.43	ChemAxon
logS	-1.5	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	2	ChemAxon
Refractivity	38.88 m³·mol⁻¹	ChemAxon
Polarizability	14.14 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]+	131.147	31661259
DarkChem	[M-H]-	127.079	31661259
DeepCCS	[M+H]+	136.372	30932474
DeepCCS	[M-H]-	133.647	30932474
DeepCCS	[M-2H]-	170.237	30932474
DeepCCS	[M+Na]+	145.389	30932474
AllCCS	[M+H]+	126.7	32859911
AllCCS	[M+H-H2O]+	122.0	32859911
AllCCS	[M+NH4]+	131.1	32859911
AllCCS	[M+Na]+	132.4	32859911
AllCCS	[M-H]-	125.4	32859911
AllCCS	[M+Na-2H]-	126.9	32859911
AllCCS	[M+HCOO]-	128.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Methyl-2-furanacrolein	C\C(C=O)=C/C1=CC=CO1	1778.1	Standard polar	33892256
alpha-Methyl-2-furanacrolein	C\C(C=O)=C/C1=CC=CO1	1086.9	Standard non polar	33892256
alpha-Methyl-2-furanacrolein	C\C(C=O)=C/C1=CC=CO1	1133.7	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 - alpha-Methyl-2-furanacrolein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5i-9600000000-3fe1c84f0c39517220cc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Methyl-2-furanacrolein 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 - alpha-Methyl-2-furanacrolein 10V, Positive-QTOF	splash10-000i-0900000000-b61436d7e8a39f301a5e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 20V, Positive-QTOF	splash10-052r-4900000000-d9b77e393b42c10c3681	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 40V, Positive-QTOF	splash10-0a4i-9300000000-bfcb64bb8fbd9c76e616	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 10V, Negative-QTOF	splash10-000i-0900000000-9799933631d9734b6a31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 20V, Negative-QTOF	splash10-000i-1900000000-ac737a6d04b31ebf3044	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 40V, Negative-QTOF	splash10-0zg0-9400000000-3f441d0502e9636e04af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 10V, Negative-QTOF	splash10-000i-1900000000-f174f101b55de91f4738	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 20V, Negative-QTOF	splash10-0a4i-4900000000-1e1ae4a616a0bef979ab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 40V, Negative-QTOF	splash10-014l-9000000000-d1c44819cdb5029980c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 10V, Positive-QTOF	splash10-001r-9600000000-4f63115ad5f157a291c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 20V, Positive-QTOF	splash10-001r-9300000000-184c627e77463050ebce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Methyl-2-furanacrolein 40V, Positive-QTOF	splash10-014i-9000000000-84fe7fc41ae763bb5f89	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

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

FDB017415

KNApSAcK ID

Not Available

Chemspider ID

4844882

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6210220

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1032701

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 alpha-Methyl-2-furanacrolein (HMDB0038176)

MOL for HMDB0038176 (alpha-Methyl-2-furanacrolein)

3D MOL for HMDB0038176 (alpha-Methyl-2-furanacrolein)

3D SDF for HMDB0038176 (alpha-Methyl-2-furanacrolein)

3D-SDF for HMDB0038176 (alpha-Methyl-2-furanacrolein)

PDB for HMDB0038176 (alpha-Methyl-2-furanacrolein)

3D PDB for HMDB0038176 (alpha-Methyl-2-furanacrolein)

SMILES for HMDB0038176 (alpha-Methyl-2-furanacrolein)

INCHI for HMDB0038176 (alpha-Methyl-2-furanacrolein)

Structure for HMDB0038176 (alpha-Methyl-2-furanacrolein)

3D Structure for HMDB0038176 (alpha-Methyl-2-furanacrolein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra