Methyl 2-methoxy-5-(3-methylbut-2-enoyl)benzoate

Details

• Internal ID: f899b4d6-8299-4f4b-8cd6-17216b017ea1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > O-methoxybenzoic acids and derivatives
• IUPAC Name: methyl 2-methoxy-5-(3-methylbut-2-enoyl)benzoate
• SMILES (Canonical): CC(=CC(=O)C1=CC(=C(C=C1)OC)C(=O)OC)C
• SMILES (Isomeric): CC(=CC(=O)C1=CC(=C(C=C1)OC)C(=O)OC)C
• InChI: InChI=1S/C14H16O4/c1-9(2)7-12(15)10-5-6-13(17-3)11(8-10)14(16)18-4/h5-8H,1-4H3
• InChI Key: PHPCTTJFNKISSP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Methyl 2-methoxy-5-(3-methylbut-2-enoyl)benzoate
• CHEMBL502404
• SCHEMBL19212101

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8501	85.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8747	87.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5902	59.02%
P-glycoprotein inhibitior	-	0.8145	81.45%
P-glycoprotein substrate	-	0.8343	83.43%
CYP3A4 substrate	-	0.5981	59.81%
CYP2C9 substrate	-	0.5821	58.21%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.7431	74.31%
CYP2C19 inhibition	+	0.6337	63.37%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	+	0.6975	69.75%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	+	0.5438	54.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6072	60.72%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9160	91.60%
Eye irritation	+	0.9309	93.09%
Skin irritation	-	0.7866	78.66%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5531	55.31%
Micronuclear	+	0.5674	56.74%
Hepatotoxicity	+	0.5242	52.42%
skin sensitisation	-	0.7419	74.19%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.4905	49.05%
Acute Oral Toxicity (c)	III	0.4447	44.47%
Estrogen receptor binding	+	0.7113	71.13%
Androgen receptor binding	-	0.5738	57.38%
Thyroid receptor binding	-	0.6214	62.14%
Glucocorticoid receptor binding	-	0.8217	82.17%
Aromatase binding	+	0.7895	78.95%
PPAR gamma	-	0.7524	75.24%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	92.63%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.48%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.32%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.94%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.78%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.61%	87.67%
CHEMBL4208	P20618	Proteasome component C5	88.27%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.70%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.26%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.87%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.63%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

• Piper crassinervium

Cross-Links

• PubChem: 11448018
• LOTUS: LTS0138982
• wikiData: Q105209143