Glycidyl methacrylate

Details

• Internal ID: fd3a8d2e-61e0-42b5-8b58-c3e033a06607
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Alpha,beta-unsaturated carboxylic esters > Enoate esters
• IUPAC Name: oxiran-2-ylmethyl 2-methylprop-2-enoate
• SMILES (Canonical): CC(=C)C(=O)OCC1CO1
• SMILES (Isomeric): CC(=C)C(=O)OCC1CO1
• InChI: InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
• InChI Key: VOZRXNHHFUQHIL-UHFFFAOYSA-N
• Popularity: 2,901 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.15 g/mol
• Exact Mass: 142.062994177 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 106-91-2
• 2,3-Epoxypropyl methacrylate
• Glycidol methacrylate
• SY-Monomer G
• oxiran-2-ylmethyl 2-methylprop-2-enoate
• Acriester G
• Blemmer G
• Blemmer GMA
• Light Ester G
• glycidylmethacrylate
• Methacrylic acid, 2,3-epoxypropyl ester
• oxiran-2-ylmethyl methacrylate
• 2-Propenoic acid, 2-methyl-, oxiranylmethyl ester
• 2-((Methacryloxy)methyl)oxirane
• Glycidyl alpha-methylacrylate
• CP 105
• NSC 24156
• Methacrylic Acid Glycidyl Ester
• 25067-05-4
• Glycidyl alpha-methyl acrylate
• 1-Propanol, 2,3-epoxy-, methacrylate
• CCRIS 2626
• HSDB 494
• DTXSID0025361
• EINECS 203-441-9
• NSC-24156
• SR 379
• Glycidyl methacrylate(GMA)
• UNII-R8WN29J8VF
• 2,3-Epoxypropyl methacrylic acid ester
• BRN 0002506
• R8WN29J8VF
• 2,3-Epoxypropanol methacrylate
• Glycidyl .alpha.-methylacrylate
• NSC24156
• 2-Propenoic acid, 2-methyl-, 2-oxiranylmethyl ester
• (oxiran-2-yl)methyl 2-methylprop-2-enoate
• Glycidyl Methacrylate (stabilized with MEHQ)
• EC 203-441-9
• 5-17-03-00035 (Beilstein Handbook Reference)
• GMA
• DTXCID305361
• oxiran-2-ylmethyl 2-methylacrylate
• Methacrylic acid,3-epoxypropyl ester
• WLN: T3OTJ B1OVY1 & U1
• CAS-106-91-2
• Acryester G
• glycidyl-methacrylate
• GCM (CHRIS Code)
• Mthacrylate de glycidyle
• methacrylic acid glycidyl
• NCIOpen2_000036
• oxiran-2-ylmethylmethacrylate
• SCHEMBL15617
• methacrylic acid-glycidyl ester
• CHEMBL1333073
• CHEBI:132844
• NSC67195
• (C7-H10-O3)x-
• GLYCIDYL METHACRYLATE [HSDB]
• Tox21_201494
• Tox21_303145
• (+/-)-GLYCIDYL METHACRYLATE
• 2-Oxiranylmethyl 2-methylacrylate #
• BBL010914
• LS-411
• MFCD00005137
• NSC-67195
• SR-379
• STK801798
• AKOS000276065
• AKOS016041668
• Glycidyl methacrylate, >=97.0% (GC)
• NCGC00091055-01
• NCGC00091055-02
• NCGC00256974-01
• NCGC00259045-01
• VS-02747
• 2-methyl-acrylic acid oxiranylmethyl ester
• CS-0063449
• Epoxypropyl methacrylate,5 cp(25 degrees c)
• FT-0609742
• M0590
• Glycidyl Methacrylate, (stabilized with MEHQ)
• 2-methyl-acrylic acid oxiran-2-yl-methyl ester
• E75837
• Glycidyl methacrylate, purum, >=97.0% (GC)
• A801532
• Q2013175
• W-108764
• Methacrylic Acid Glycidyl Ester (stabilized with MEHQ)
• Glycidyl methacrylate, 97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	+	0.6967	69.67%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9606	96.06%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.9814	98.14%
P-glycoprotein substrate	-	0.9398	93.98%
CYP3A4 substrate	-	0.5396	53.96%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.7706	77.06%
CYP2C19 inhibition	-	0.5926	59.26%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	-	0.6339	63.39%
CYP2C8 inhibition	-	0.9648	96.48%
CYP inhibitory promiscuity	-	0.5411	54.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7128	71.28%
Carcinogenicity (trinary)	Non-required	0.6012	60.12%
Eye corrosion	-	0.5779	57.79%
Eye irritation	+	0.9697	96.97%
Skin irritation	+	0.6404	64.04%
Skin corrosion	+	0.6386	63.86%
Ames mutagenesis	+	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7759	77.59%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.6192	61.92%
skin sensitisation	+	0.8198	81.98%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6513	65.13%
Acute Oral Toxicity (c)	II	0.7593	75.93%
Estrogen receptor binding	-	0.7244	72.44%
Androgen receptor binding	-	0.9400	94.00%
Thyroid receptor binding	-	0.7388	73.88%
Glucocorticoid receptor binding	-	0.7711	77.11%
Aromatase binding	-	0.8325	83.25%
PPAR gamma	-	0.8087	80.87%
Honey bee toxicity	-	0.8039	80.39%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.7959	79.59%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	31622.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.93%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.48%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.46%	94.33%

Plants that contains it

• Chaenomeles sinensis
• Hansenia forbesii
• Hansenia weberbaueriana

Cross-Links

• PubChem: 7837
• NPASS: NPC51329
• ChEMBL: CHEMBL1333073