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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:23:25 UTC

Update Date

2023-02-21 17:25:38 UTC

HMDB ID

HMDB0037145

Secondary Accession Numbers

HMDB37145

Metabolite Identification

Common Name

3-(4-Methoxyphenyl)-2-methyl-2-propenal

Description

3-(4-Methoxyphenyl)-2-methyl-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. 3-(4-Methoxyphenyl)-2-methyl-2-propenal is a cinnamon, floral, and spicy tasting compound. Based on a literature review very few articles have been published on 3-(4-Methoxyphenyl)-2-methyl-2-propenal.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   13                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    9   10                                                       
CONECT    8    9   12                                                       
CONECT    9    1    7    8                                                  
CONECT   10    3    4    7                                                  
CONECT   11    5    6   13                                                  
CONECT   12    8                                                            
CONECT   13    2   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-3-(4-methoxyphenyl)-2-propenal	HMDB
3-(4-Methoxyphenyl)-2-methylacrylaldehyde	HMDB
alpha -Methyl P-methoxy cinnamic aldehyde	HMDB
FEMA 3182	HMDB
P-Methoxy-a-methylcinnamaldehyde	HMDB
P-Methoxy-alpha -methylcinnamaldehyde	HMDB

Chemical Formula

C₁₁H₁₂O₂

Average Molecular Weight

176.2118

Monoisotopic Molecular Weight

176.083729628

IUPAC Name

(2E)-3-(4-methoxyphenyl)-2-methylprop-2-enal

Traditional Name

(2E)-3-(4-methoxyphenyl)-2-methylprop-2-enal

CAS Registry Number

65405-67-6

SMILES

COC1=CC=C(\C=C(/C)C=O)C=C1

InChI Identifier

InChI=1S/C11H12O2/c1-9(8-12)7-10-3-5-11(13-2)6-4-10/h3-8H,1-2H3/b9-7+

InChI Key

BNBBFUJNMYQYLA-VQHVLOKHSA-N

Chemical Taxonomy

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
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated aldehyde
Enal
Ether
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0037145)
Cytoplasm (HMDB: HMDB0037145)

Source

Exogenous

Food

Food (HMDB: HMDB0037145)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037145)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037145)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.37	ALOGPS
logP	2.22	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	52.95 m³·mol⁻¹	ChemAxon
Polarizability	19.36 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	141.165	31661259
DarkChem	[M-H]-	143.843	31661259
DeepCCS	[M+H]+	141.377	30932474
DeepCCS	[M-H]-	138.99	30932474
DeepCCS	[M-2H]-	174.191	30932474
DeepCCS	[M+Na]+	149.064	30932474
AllCCS	[M+H]+	137.5	32859911
AllCCS	[M+H-H2O]+	133.1	32859911
AllCCS	[M+NH4]+	141.5	32859911
AllCCS	[M+Na]+	142.7	32859911
AllCCS	[M-H]-	139.7	32859911
AllCCS	[M+Na-2H]-	140.5	32859911
AllCCS	[M+HCOO]-	141.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(4-Methoxyphenyl)-2-methyl-2-propenal	COC1=CC=C(\C=C(/C)C=O)C=C1	2449.7	Standard polar	33892256
3-(4-Methoxyphenyl)-2-methyl-2-propenal	COC1=CC=C(\C=C(/C)C=O)C=C1	1512.6	Standard non polar	33892256
3-(4-Methoxyphenyl)-2-methyl-2-propenal	COC1=CC=C(\C=C(/C)C=O)C=C1	1595.9	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-(4-Methoxyphenyl)-2-methyl-2-propenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-1900000000-0febaf3f3bd47369831d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-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-(4-Methoxyphenyl)-2-methyl-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-(4-Methoxyphenyl)-2-methyl-2-propenal 10V, Negative-QTOF	splash10-004i-0900000000-16860c3cb963b826bd0b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 20V, Negative-QTOF	splash10-004j-0900000000-8cc4df72a10f9c0e12cb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 40V, Negative-QTOF	splash10-053r-1900000000-af2c8b4c9fc5e61c9baf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 10V, Negative-QTOF	splash10-004i-0900000000-a35982fb4349700c3a85	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 20V, Negative-QTOF	splash10-0561-2900000000-365dba823ece3f4556b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 40V, Negative-QTOF	splash10-00lr-2900000000-4381b00e2943600a2430	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 10V, Positive-QTOF	splash10-004i-1900000000-358068a0b087586cc1e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 20V, Positive-QTOF	splash10-056s-4900000000-b467423467a80eb41042	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 40V, Positive-QTOF	splash10-0670-9600000000-a9b2d2700ceff4722064	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 10V, Positive-QTOF	splash10-004i-0900000000-4a992f9065de17f12f3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 20V, Positive-QTOF	splash10-00dl-4900000000-d56bb91e96386beca2b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Methoxyphenyl)-2-methyl-2-propenal 40V, Positive-QTOF	splash10-002f-9800000000-bd6c3f76b105f1e6923c	2021-09-22	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

FDB016140

KNApSAcK ID

Not Available

Chemspider ID

4510996

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5388696

PDB ID

Not Available

ChEBI ID

Not Available

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)

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-(4-Methoxyphenyl)-2-methyl-2-propenal (HMDB0037145)

MOL for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

3D MOL for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

3D SDF for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

3D-SDF for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

PDB for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

3D PDB for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

SMILES for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

INCHI for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

Structure for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

3D Structure for HMDB0037145 (3-(4-Methoxyphenyl)-2-methyl-2-propenal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra