Showing Compound Methyl methacrylate (FDB009805)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:48 UTC

Update date

2020-02-24 19:10:58 UTC

Primary ID

FDB009805

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methyl methacrylate

Description

Methyl methacrylate, also known as kallocryl or bone cement, zimmer, belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position. Methyl methacrylate is an acrylic, aromatic, and fruity tasting compound. Methyl methacrylate has been detected, but not quantified in, blackberries (Rubus) and evergreen blackberries (Rubus laciniatus). This could make methyl methacrylate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methyl methacrylate.

CAS Number

80-62-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
2-(Methoxycarbonyl)-1-propene	ChEBI
2-Methyl-2-propenoate methyl ester	Generator
2-Methyl-2-propenoic acid methyl ester	ChEBI
2-Methyl-acrylic acid methyl ester	HMDB
2-Methylacrylate methyl ester	Generator
2-Methylacrylic acid methyl ester	ChEBI
2-Propenoic acid, 2-methyl-, methyl ester	HMDB
Acrylic acid, 2-methyl-, methyl ester	HMDB
Bone cement, zimmer	MeSH
Bone cements, zimmer	MeSH

Showing 1 to 10 of 63 entries

Predicted Properties

Property	Value	Source
Water Solubility	50.5 g/L	ALOGPS
logP	1.1	ALOGPS
logP	1.31	ChemAxon
logS	-0.3	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.42 m³·mol⁻¹	ChemAxon
Polarizability	10.47 Å³	ChemAxon
Number of Rings	0	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

C5H8O2

IUPAC name

methyl 2-methylprop-2-enoate

InChI Identifier

InChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3

InChI Key

VVQNEPGJFQJSBK-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)C(C)=C

Average Molecular Weight

100.1158

Monoisotopic Molecular Weight

100.0524295

Classification

Description

Belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Enoate esters

Alternative Parents

Substituents

Enoate ester
Methyl ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

enoate ester (CHEBI:34840 )

Ontology

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Hazardous air pollutant

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	1.38	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	15 mg/mL at 25 oC	NEMEC,JW & KIRSCH,LS (1981)
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	-48 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Methyl methacrylate, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-77a257ba815641d19301	Spectrum
GC-MS	Methyl methacrylate, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-88f058bfbf5b9ed8387e	Spectrum
GC-MS	Methyl methacrylate, non-derivatized, GC-MS Spectrum	splash10-014i-9200000000-598b3051ae73088545da	Spectrum
GC-MS	Methyl methacrylate, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-77a257ba815641d19301	Spectrum
GC-MS	Methyl methacrylate, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-88f058bfbf5b9ed8387e	Spectrum
GC-MS	Methyl methacrylate, non-derivatized, GC-MS Spectrum	splash10-014i-9200000000-598b3051ae73088545da	Spectrum
Predicted GC-MS	Methyl methacrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9100000000-c7de093e2ae146122642	Spectrum
Predicted GC-MS	Methyl methacrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Methyl methacrylate, 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	splash10-0udi-0900000000-2413b648229b3e94869a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udl-9700000000-81822add10a210995745	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-23cdc552bf98ca51da6f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-4484d04b7eb3d4bfc616	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-790ff6ef8153c5b6c655	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gba-9000000000-5bccf026b5962d862db1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-5289cc75fe7aae11de79	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-5289cc75fe7aae11de79	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-55bbf42d9273089147db	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014l-9100000000-976d084532324d224dcb	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-c0c1a83d7de830926fec	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-0842bd2bca109064cfcd	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

34840

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32385

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

2226

Dr. Duke ID

Not Available

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

rw1260051

SuperScent ID

Not Available

Wikipedia ID

Methyl_methacrylate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
acrylic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
aromatic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.