Methacrylic Acid

Details

• Internal ID: 24c6c83a-04da-4077-b71e-0881251d73cf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acids
• IUPAC Name: 2-methylprop-2-enoic acid
• SMILES (Canonical): CC(=C)C(=O)O
• SMILES (Isomeric): CC(=C)C(=O)O
• InChI: InChI=1S/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)
• InChI Key: CERQOIWHTDAKMF-UHFFFAOYSA-N
• Popularity: 8,540 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₂
• Molecular Weight: 86.09 g/mol
• Exact Mass: 86.036779430 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 79-41-4
• 2-Methylacrylic acid
• 2-methylprop-2-enoic acid
• 2-Propenoic acid, 2-methyl-
• Methylacrylic acid
• 2-Methylpropenoic acid
• 2-Methyl-2-propenoic acid
• alpha-Methylacrylic acid
• 2-Methylenepropionic acid
• alpha-Methacrylic acid
• Propionic acid, 2-methylene-
• Acrylic acid, 2-methyl-
• Kyselina methakrylova
• Methacrylsaeure
• Methakrylsaeure
• 25087-26-7
• Acido metacrilico
• Acide methacrylique
• 2-Methylpropensaeure
• NSC 7393
• CCRIS 5925
• HSDB 2649
• EINECS 201-204-4
• BRN 1719937
• DTXSID3025542
• UNII-1CS02G8656
• CHEBI:25219
• 2-Methyl-acrylic acid
• AI3-15724
• METHACRYLIC AC ID
• NSC-7393
• .alpha.-Methacrylic acid
• .alpha.-Methylacrylic acid
• 1CS02G8656
• DTXCID505542
• NSC7393
• EC 201-204-4
• 4-02-00-01518 (Beilstein Handbook Reference)
• 2-Methacrylic Acid
• methacrylicacid
• Propenoic acid, 2-methyl
• Acido metacrilico [Spanish]
• Acide methacrylique [French]
• Kyselina methakrylova [Czech]
• UN2531
• Methacrylic acid (glacial)
• Methacrylic acid (inhibited)
• Methyl acrylic acid
• No Lift Nails Primer
• Methacrylic acid glacial
• CH2=C(CH3)COOH
• Methacrylic acid, inhibited
• Methacrylic acid, stabilized
• WLN: QVY1&U1
• UN 2531 (Salt/Mix)
• METHACRYLIC ACID [MI]
• METHACRYLIC ACID [HSDB]
• METHACRYLIC ACID [INCI]
• CHEMBL1213531
• METHACRYLIC ACID [WHO-DD]
• STR02118
• Tox21_200826
• GE 110
• MFCD00002651
• PROPENIONIC ACID, 2-METHYLENE
• AKOS000121138
• CAS-79-41-4
• Methacrylic acid, inhibited (Salt/Mix)
• NCGC00248843-01
• NCGC00258380-01
• BP-30227
• BP-31229
• FT-0613003
• M0079
• EN300-24829
• Methacrylic acid, SAJ first grade, >=98.0%
• Q165949
• J-521686
• Methacrylic acid, inhibited [UN2531] [Corrosive]
• InChI=1/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6
• Methacrylic acid, contains 250 ppm MEHQ as inhibitor, 99%
• 25068-55-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5900	59.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5332	53.32%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.9682	96.82%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9442	94.42%
P-glycoprotein inhibitior	-	0.9864	98.64%
P-glycoprotein substrate	-	0.9927	99.27%
CYP3A4 substrate	-	0.7882	78.82%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.9088	90.88%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.9488	94.88%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9545	95.45%
CYP2C8 inhibition	-	0.9954	99.54%
CYP inhibitory promiscuity	-	0.9603	96.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7222	72.22%
Carcinogenicity (trinary)	Non-required	0.7250	72.50%
Eye corrosion	+	0.9923	99.23%
Eye irritation	+	0.9857	98.57%
Skin irritation	+	0.8715	87.15%
Skin corrosion	+	0.9671	96.71%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8442	84.42%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	+	0.7681	76.81%
Respiratory toxicity	-	0.9556	95.56%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.7163	71.63%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	-	0.9218	92.18%
Androgen receptor binding	-	0.9010	90.10%
Thyroid receptor binding	-	0.8608	86.08%
Glucocorticoid receptor binding	-	0.9293	92.93%
Aromatase binding	-	0.8955	89.55%
PPAR gamma	-	0.8011	80.11%
Honey bee toxicity	-	0.9440	94.40%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	+	0.8506	85.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.12%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%

Plants that contains it

• Coffea arabica
• Euryops arabicus
• Vitex polygama

Cross-Links

• PubChem: 4093
• LOTUS: LTS0259020
• wikiData: Q165949