methyl (E)-3-(1-benzofuran-5-yl)prop-2-enoate

Details

• Internal ID: 14ecd89a-b334-4690-b732-50a9cb4b8163
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (E)-3-(1-benzofuran-5-yl)prop-2-enoate
• SMILES (Canonical): COC(=O)C=CC1=CC2=C(C=C1)OC=C2
• SMILES (Isomeric): COC(=O)/C=C/C1=CC2=C(C=C1)OC=C2
• InChI: InChI=1S/C12H10O3/c1-14-12(13)5-3-9-2-4-11-10(8-9)6-7-15-11/h2-8H,1H3/b5-3+
• InChI Key: UBRBNAYPAZHUTO-HWKANZROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.062994177 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8375	83.75%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.4825	48.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5838	58.38%
P-glycoprotein inhibitior	-	0.9420	94.20%
P-glycoprotein substrate	-	0.9555	95.55%
CYP3A4 substrate	-	0.5934	59.34%
CYP2C9 substrate	-	0.5906	59.06%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.9395	93.95%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.5592	55.92%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	+	0.8557	85.57%
CYP2C8 inhibition	-	0.5897	58.97%
CYP inhibitory promiscuity	+	0.5626	56.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7946	79.46%
Carcinogenicity (trinary)	Warning	0.4371	43.71%
Eye corrosion	-	0.6883	68.83%
Eye irritation	+	0.9462	94.62%
Skin irritation	-	0.5600	56.00%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4024	40.24%
Micronuclear	+	0.5775	57.75%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.5840	58.40%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6312	63.12%
Acute Oral Toxicity (c)	III	0.7800	78.00%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	+	0.8251	82.51%
Thyroid receptor binding	-	0.7614	76.14%
Glucocorticoid receptor binding	-	0.4886	48.86%
Aromatase binding	+	0.7361	73.61%
PPAR gamma	-	0.7506	75.06%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9364	93.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.57%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.56%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.50%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.71%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.73%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.54%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL2581	P07339	Cathepsin D	80.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.11%	96.09%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 83764487
• LOTUS: LTS0182880
• wikiData: Q105269602