Phenethyl (e)-3-[4-methoxyphenyl]-2-propenoate

Details

• Internal ID: aac4f5e5-923d-421d-8e07-35de740c0b5e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 2-phenylethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)OCCC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C/C(=O)OCCC2=CC=CC=C2
• InChI: InChI=1S/C18H18O3/c1-20-17-10-7-16(8-11-17)9-12-18(19)21-14-13-15-5-3-2-4-6-15/h2-12H,13-14H2,1H3/b12-9+
• InChI Key: OIWYMQUWSIANKX-FMIVXFBMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.30 g/mol
• Exact Mass: 282.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• phenethyl (e)-3-[4-methoxyphenyl]-2-propenoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9046	90.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8855	88.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8496	84.96%
P-glycoprotein inhibitior	-	0.7914	79.14%
P-glycoprotein substrate	-	0.9264	92.64%
CYP3A4 substrate	-	0.5063	50.63%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8205	82.05%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.6620	66.20%
CYP2C19 inhibition	+	0.7916	79.16%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	+	0.9116	91.16%
CYP2C8 inhibition	+	0.6649	66.49%
CYP inhibitory promiscuity	+	0.7157	71.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7681	76.81%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9517	95.17%
Eye irritation	+	0.6585	65.85%
Skin irritation	-	0.9061	90.61%
Skin corrosion	-	0.9945	99.45%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8281	82.81%
Micronuclear	-	0.8023	80.23%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.6119	61.19%
Estrogen receptor binding	+	0.9505	95.05%
Androgen receptor binding	+	0.9220	92.20%
Thyroid receptor binding	-	0.6170	61.70%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.8755	87.55%
PPAR gamma	-	0.8077	80.77%
Honey bee toxicity	-	0.9260	92.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9388	93.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.00%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.42%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.39%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.22%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.28%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.68%	91.11%
CHEMBL4208	P20618	Proteasome component C5	87.22%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.77%	95.50%
CHEMBL1907	P15144	Aminopeptidase N	84.16%	93.31%

Plants that contains it

• Bedfordia salicina

Cross-Links

• PubChem: 56653320
• LOTUS: LTS0243005
• wikiData: Q105192904