Showing Compound 2-Methyl-3-phenyl-2-propenal (FDB008181)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:57 UTC

Update date

2020-02-24 19:10:50 UTC

Primary ID

FDB008181

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Methyl-3-phenyl-2-propenal

Description

2-Methyl-3-phenyl-2-propenal belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. 2-Methyl-3-phenyl-2-propenal is a sweet, cassia, and cinnamon tasting compound. 2-Methyl-3-phenyl-2-propenal is found, on average, in the highest concentration within peppermints (Mentha X piperita). 2-Methyl-3-phenyl-2-propenal has also been detected, but not quantified in, herbs and spices. This could make 2-methyl-3-phenyl-2-propenal a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Methyl-3-phenyl-2-propenal.

CAS Number

101-39-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Methyl-3-phenylacrolein	HMDB
2-Methyl-3-phenylacrylaldehyde	HMDB
2-Methylcinnamaldehyde	HMDB
3-Phenyl-2-methylacrolein	HMDB
a-Methylcinnamaldehyde, 8ci	HMDB
alpha-Methyl cinnamaldehyde	HMDB
alpha-Methylcinnamaldehyde	HMDB
alpha-Methylcinnamic aldehyde	HMDB
FEMA 2697	HMDB
Methyl cinnamic aldehyde	HMDB
α-Methylcinnamaldehyde	biospider
α-Methylcinnamic aldehyde	biospider
a-Methylcinnamaldehyde, 8CI	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	2.31	ALOGPS
logP	2.37	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	46.49 m³·mol⁻¹	ChemAxon
Polarizability	16.4 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

Chemical Formula

C10H10O

IUPAC name

(2Z)-2-methyl-3-phenylprop-2-enal

InChI Identifier

InChI=1S/C10H10O/c1-9(8-11)7-10-5-3-2-4-6-10/h2-8H,1H3/b9-7-

InChI Key

VLUMOWNVWOXZAU-CLFYSBASSA-N

Isomeric SMILES

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

Average Molecular Weight

146.1858

Monoisotopic Molecular Weight

146.073164942

Classification

Description

Belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamaldehydes

Sub Class

Not Available

Direct Parent

Cinnamaldehydes

Alternative Parents

Substituents

Cinnamaldehyde
Benzenoid
Monocyclic benzene moiety
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Biofluid and excreta:

Saliva

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 82.16%; H 6.89%; O 10.94%	DFC
Melting Point	Not Available
Boiling Point	Boiling Pt : 251.6 oC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Methyl-3-phenyl-2-propenal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00kg-6900000000-a06eb85c5a48ce4c78b5	Spectrum
Predicted GC-MS	2-Methyl-3-phenyl-2-propenal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-1900000000-89ab9e019921255893f9	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-8900000000-b4fddb38764c2c9112fb	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbl-9200000000-262050491995fee32332	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-221c71bf5191ae84a50e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-0900000000-4be4c949046e9bb00c50	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-3900000000-8c03758b70ae4bf0c7e5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-2900000000-1e835d97d6d3fd0993c8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1900000000-1a7698375179f8fdf4f8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00mo-9600000000-e61ade7c9bf9d4acdf5f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0007-7900000000-00e6c8e4d96624db33c4	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-9400000000-5c48c4453f7f8a9ccd14	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9300000000-79020505f67f2f9a1d28	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4510994

ChEMBL ID

CHEMBL1594090

KEGG Compound ID

Not Available

Pubchem Compound ID

5354896

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31566

CRC / DFC (Dictionary of Food Compounds) ID

DDG38-U:DDG38-U

EAFUS ID

2289

Dr. Duke ID

2-METHYL-CINNAMALDEHYDE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1011051

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cinnamon	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cassia	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.