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Showing Compound Methyl methacrylate (FDB009805)

Record Information
Version1.0
Creation date2010-04-08 22:08:48 UTC
Update date2020-02-24 19:10:58 UTC
Primary IDFDB009805
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl methacrylate
DescriptionMethyl 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 Number80-62-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2-(Methoxycarbonyl)-1-propeneChEBI
2-Methyl-2-propenoic acid methyl esterChEBI
2-Methylacrylic acid methyl esterChEBI
Methacrylate de methyleChEBI
Methacrylic acid methyl esterChEBI
Methacrylsaeuremethyl esterChEBI
Methyl 2-methyl-2-propenoateChEBI
Methyl 2-methylacrylateChEBI
Methyl 2-methylpropenoateChEBI
Methyl alpha-methylacrylateChEBI
Methyl methylacrylateChEBI
Methyl-methacrylatChEBI
MethylmethacrylateChEBI
MMAChEBI
2-Methyl-2-propenoate methyl esterGenerator
2-Methylacrylate methyl esterGenerator
Methacrylic acid de methyleGenerator
Methacrylate methyl esterGenerator
Methyl 2-methyl-2-propenoic acidGenerator
Methyl 2-methylacrylic acidGenerator
Methyl 2-methylpropenoic acidGenerator
Methyl a-methylacrylateGenerator
Methyl a-methylacrylic acidGenerator
Methyl alpha-methylacrylic acidGenerator
Methyl α-methylacrylateGenerator
Methyl α-methylacrylic acidGenerator
Methyl methylacrylic acidGenerator
Methylmethacrylic acidGenerator
Methyl methacrylic acidGenerator
Bone cement, zimmerMeSH
Bone cements, zimmerMeSH
Cement, zimmer boneMeSH
Cements, zimmer boneMeSH
CranioplastMeSH
CranioplastsMeSH
KallocrylMeSH
Kallocryl aMeSH
KallocrylsMeSH
MetaplexMeSH
MetaplicesMeSH
Methacrylate methyl monomerMeSH
Methacrylate methyl monomersMeSH
Methyl monomer, methacrylateMeSH
Methyl monomer, methylmethacrylateMeSH
Methyl monomers, methacrylateMeSH
Methyl monomers, methylmethacrylateMeSH
Methylmethacrylate methyl monomerMeSH
Methylmethacrylate methyl monomersMeSH
Monomer, methacrylate methylMeSH
Monomer, methylmethacrylate methylMeSH
Monomers, methacrylate methylMeSH
Monomers, methylmethacrylate methylMeSH
Simplex pMeSH
SintexMeSH
SinticesMeSH
Zimmer bone cementMeSH
Zimmer bone cementsMeSH
Polymethyl methacrylic acidGenerator, HMDB
2-Methyl-acrylic acid methyl esterHMDB
2-Propenoic acid, 2-methyl-, methyl esterHMDB
Acrylic acid, 2-methyl-, methyl esterHMDB
Methyl ester OF 2-methyl-2-propenoic acidHMDB
Methyl ester of 2-methyl-2-propenoic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility50.5 g/LALOGPS
logP1.1ALOGPS
logP1.31ChemAxon
logS-0.3ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.42 m³·mol⁻¹ChemAxon
Polarizability10.47 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H8O2
IUPAC namemethyl 2-methylprop-2-enoate
InChI IdentifierInChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3
InChI KeyVVQNEPGJFQJSBK-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)C(C)=C
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentEnoate 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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point-48 oC
Boiling PointNot Available
Experimental Water Solubility15 mg/mL at 25 oCNEMEC,JW & KIRSCH,LS (1981)
Experimental logP1.38HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSMethyl methacrylate, non-derivatized, GC-MS Spectrumsplash10-00kf-9000000000-77a257ba815641d19301Spectrum
GC-MSMethyl methacrylate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-88f058bfbf5b9ed8387eSpectrum
GC-MSMethyl methacrylate, non-derivatized, GC-MS Spectrumsplash10-014i-9200000000-598b3051ae73088545daSpectrum
GC-MSMethyl methacrylate, non-derivatized, GC-MS Spectrumsplash10-00kf-9000000000-77a257ba815641d19301Spectrum
GC-MSMethyl methacrylate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-88f058bfbf5b9ed8387eSpectrum
GC-MSMethyl methacrylate, non-derivatized, GC-MS Spectrumsplash10-014i-9200000000-598b3051ae73088545daSpectrum
Predicted GC-MSMethyl methacrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9100000000-c7de093e2ae146122642Spectrum
Predicted GC-MSMethyl methacrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethyl methacrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-2413b648229b3e94869aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udl-9700000000-81822add10a210995745Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-23cdc552bf98ca51da6fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-4484d04b7eb3d4bfc616Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-790ff6ef8153c5b6c655Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gba-9000000000-5bccf026b5962d862db1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-5289cc75fe7aae11de79Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-5289cc75fe7aae11de79Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-55bbf42d9273089147dbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-9100000000-976d084532324d224dcbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-c0c1a83d7de830926fecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-0842bd2bca109064cfcdSpectrum
NMRNot Available
ChemSpider ID6406
ChEMBL IDCHEMBL49996
KEGG Compound IDC19504
Pubchem Compound ID6658
Pubchem Substance IDNot Available
ChEBI ID34840
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32385
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS ID2226
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1260051
SuperScent IDNot Available
Wikipedia IDMethyl_methacrylate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
acrylic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
aromatic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference