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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:45:06 UTC
Update Date2023-02-21 17:23:51 UTC
HMDB IDHMDB0033977
Secondary Accession Numbers
  • HMDB33977
Metabolite Identification
Common NameMethyl acrylate
DescriptionMethyl acrylate belongs to the class of organic compounds known as acrylic acid esters. These are organic compounds containing and ester acrylic acid (CH2=CHC(=O)OH). Based on a literature review a significant number of articles have been published on Methyl acrylate.
Structure
Data?1677000231
Synonyms
ValueSource
Methyl acrylic acidGenerator
2-Propenoic acid, methyl esterHMDB
Acrylate de methyleHMDB
Acrylic acid methyl esterHMDB
Acrylic acid, methyl esterHMDB
CH2=chcooch3HMDB
Curithane 103HMDB
MethacrylateHMDB
MethoxycarbonylethyleneHMDB
Methyl 2-propenoateHMDB
Methyl acrylate, inhibitedHMDB
Methyl acrylate, monomerHMDB
Methyl ester acrylic acidHMDB
Methyl ester OF 2-propenoic acidHMDB
Methyl prop-2-enoateHMDB
Methyl propenateHMDB
Methyl propenoateHMDB
Methyl-acrylatHMDB
MethylacrylaatHMDB
MethylacrylateHMDB
Methylester kyseliny akryloveHMDB
MetilacrilatoHMDB
Chemical FormulaC4H6O2
Average Molecular Weight86.0892
Monoisotopic Molecular Weight86.036779436
IUPAC Namemethyl prop-2-enoate
Traditional Namemethyl acrylate
CAS Registry Number96-33-3
SMILES
COC(=O)C=C
InChI Identifier
InChI=1S/C4H6O2/c1-3-4(5)6-2/h3H,1H2,2H3
InChI KeyBAPJBEWLBFYGME-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acrylic acid esters. These are organic compounds containing and ester acrylic acid (CH2=CHC(=O)OH).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAcrylic acids and derivatives
Direct ParentAcrylic acid esters
Alternative Parents
Substituents
  • Acrylic acid ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Carboxylic acid 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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point76.5 °CNot Available
Boiling Point80.00 to 81.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility49.4 mg/mL at 25 °CNot Available
LogP0.80Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility64.2 g/LALOGPS
logP0.67ALOGPS
logP0.91ChemAxon
logS-0.13ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.06 m³·mol⁻¹ChemAxon
Polarizability8.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+116.60731661259
DarkChem[M-H]-111.10331661259
DeepCCS[M+H]+120.52530932474
DeepCCS[M-H]-118.08430932474
DeepCCS[M-2H]-154.04330932474
DeepCCS[M+Na]+128.60730932474
AllCCS[M+H]+123.932859911
AllCCS[M+H-H2O]+119.432859911
AllCCS[M+NH4]+128.132859911
AllCCS[M+Na]+129.332859911
AllCCS[M-H]-124.632859911
AllCCS[M+Na-2H]-129.332859911
AllCCS[M+HCOO]-134.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl acrylateCOC(=O)C=C984.3Standard polar33892256
Methyl acrylateCOC(=O)C=C616.9Standard non polar33892256
Methyl acrylateCOC(=O)C=C632.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a4i-9000000000-369a2d051131a7bcebfb2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a6r-9000000000-9c4b84fc68b2e0bb2cf12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a4i-9000000000-e696fac186759df178cb2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a4i-9000000000-0fb4f98d2839ab7144332017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a4i-9000000000-369a2d051131a7bcebfb2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a6r-9000000000-9c4b84fc68b2e0bb2cf12018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a4i-9000000000-e696fac186759df178cb2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Methyl acrylate EI-B (Non-derivatized)splash10-0a4i-9000000000-0fb4f98d2839ab7144332018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl acrylate GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9000000000-0a04d802cc1d0d0921452017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl acrylate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl acrylate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 10V, Positive-QTOFsplash10-0a4r-9000000000-26700fa0b0cc1ef9ac712015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 20V, Positive-QTOFsplash10-0a4r-9000000000-4f0b53883a3c63c0c1b02015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 40V, Positive-QTOFsplash10-0a4i-9000000000-446fec7696b7127317042015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 10V, Negative-QTOFsplash10-000i-9000000000-c135071c33d8587df5322015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 20V, Negative-QTOFsplash10-0f79-9000000000-29f94e0224b9b8c6bb772015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 40V, Negative-QTOFsplash10-0udi-9000000000-9f73a5d9dfd71243115c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 10V, Positive-QTOFsplash10-0a4i-9000000000-dc6fd85c31b3cd18f34d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 20V, Positive-QTOFsplash10-0a4i-9000000000-34ca0a63fa24408e0c452021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 40V, Positive-QTOFsplash10-0a4i-9000000000-033b227f9b35c5d4424d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 10V, Negative-QTOFsplash10-000i-9000000000-1ae9a8c0ae40e90510362021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 20V, Negative-QTOFsplash10-0udi-9000000000-946ed9e33faea9a540412021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl acrylate 40V, Negative-QTOFsplash10-0aor-9000000000-cdaf5ee1e39a36ad69022021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012209
KNApSAcK IDNot Available
Chemspider ID7022
KEGG Compound IDC19443
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyl acrylate
METLIN IDNot Available
PubChem Compound7294
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1259551
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
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  2. Dai X, He Y, Wei Y, Gong B: Preparation of hydrophilic polymer-grafted polystyrene beads for hydrophilic interaction chromatography via surface-initiated atom transfer radical polymerization. J Sep Sci. 2011 Nov;34(22):3115-22. doi: 10.1002/jssc.201100443. Epub 2011 Oct 4. [PubMed:21972137 ]
  3. Haron MJ, Tiansin M, Ibrahim NA, Kassim A, Wan Yunus WM, Talebi SM: Sorption of Pb(ll) by poly(hydroxamic acid) grafted oil palm empty fruit bunch. Water Sci Technol. 2011;63(8):1788-93. [PubMed:21866782 ]
  4. Graillot A, Bouyer D, Monge S, Robin JJ, Faur C: Removal of nickel ions from aqueous solution by low energy-consuming sorption process involving thermosensitive copolymers with phosphonic acid groups. J Hazard Mater. 2013 Jan 15;244-245:507-15. doi: 10.1016/j.jhazmat.2012.10.031. Epub 2012 Nov 6. [PubMed:23183346 ]
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  7. Mukhatyar VJ, Salmeron-Sanchez M, Rudra S, Mukhopadaya S, Barker TH, Garcia AJ, Bellamkonda RV: Role of fibronectin in topographical guidance of neurite extension on electrospun fibers. Biomaterials. 2011 Jun;32(16):3958-68. doi: 10.1016/j.biomaterials.2011.02.015. Epub 2011 Mar 5. [PubMed:21377726 ]
  8. Zhao L, Xiang R, Ma R, Wang X, An Y, Shi L: Chiral conversion and memory of TPPS J-aggregates in complex micelles: PEG-b-PDMAEMA/TPPS. Langmuir. 2011 Sep 20;27(18):11554-9. doi: 10.1021/la201434r. Epub 2011 Aug 16. [PubMed:21846100 ]
  9. Cook C, Liron F, Guinchard X, Roulland E: Study of the total synthesis of (-)-exiguolide. J Org Chem. 2012 Aug 17;77(16):6728-42. doi: 10.1021/jo301066p. Epub 2012 Aug 9. [PubMed:22849583 ]
  10. Farrell RA, Kehagias N, Shaw MT, Reboud V, Zelsmann M, Holmes JD, Sotomayor Torres CM, Morris MA: Surface-directed dewetting of a block copolymer for fabricating highly uniform nanostructured microdroplets and concentric nanorings. ACS Nano. 2011 Feb 22;5(2):1073-85. doi: 10.1021/nn102720m. Epub 2011 Jan 12. [PubMed:21226483 ]
  11. Vieira P, Banora MY, Castagnone-Sereno P, Rosso MN, Engler G, de Almeida Engler J: An immunocytochemical procedure for protein localization in various nematode life stages combined with plant tissues using methylacrylate-embedded specimens. Phytopathology. 2012 Oct;102(10):990-6. doi: 10.1094/PHYTO-02-12-0031-R. [PubMed:22690851 ]
  12. Al-Issa SA: Synthesis of a new series of pyridine and fused pyridine derivatives. Molecules. 2012 Sep 11;17(9):10902-15. doi: 10.3390/molecules170910902. [PubMed:22968474 ]
  13. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .