methyl 5-[(E)-2-phenylethenyl]furan-2-carboxylate

Details

• Internal ID: f8fae9cc-bc77-4cd9-9a6c-c12c26dde1d0
• Taxonomy: Organoheterocyclic compounds > Furans > Furoic acid and derivatives > Furoic acid esters
• IUPAC Name: methyl 5-[(E)-2-phenylethenyl]furan-2-carboxylate
• SMILES (Canonical): COC(=O)C1=CC=C(O1)C=CC2=CC=CC=C2
• SMILES (Isomeric): COC(=O)C1=CC=C(O1)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C14H12O3/c1-16-14(15)13-10-9-12(17-13)8-7-11-5-3-2-4-6-11/h2-10H,1H3/b8-7+
• InChI Key: AOZSTVUUWCWVDE-BQYQJAHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8173	81.73%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5862	58.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7088	70.88%
P-glycoprotein inhibitior	-	0.8121	81.21%
P-glycoprotein substrate	-	0.9487	94.87%
CYP3A4 substrate	-	0.5856	58.56%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.9649	96.49%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.5202	52.02%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	+	0.8134	81.34%
CYP2C8 inhibition	+	0.6621	66.21%
CYP inhibitory promiscuity	+	0.6928	69.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7373	73.73%
Carcinogenicity (trinary)	Warning	0.4170	41.70%
Eye corrosion	-	0.6603	66.03%
Eye irritation	+	0.7699	76.99%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6705	67.05%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	+	0.6868	68.68%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7117	71.17%
Acute Oral Toxicity (c)	III	0.6131	61.31%
Estrogen receptor binding	+	0.8269	82.69%
Androgen receptor binding	+	0.6238	62.38%
Thyroid receptor binding	-	0.7148	71.48%
Glucocorticoid receptor binding	-	0.6892	68.92%
Aromatase binding	+	0.7302	73.02%
PPAR gamma	-	0.6146	61.46%
Honey bee toxicity	-	0.7817	78.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9016	90.16%

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	95.65%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.63%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.78%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.15%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.54%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.26%	81.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.77%	96.95%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.52%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.03%	90.17%

Plants that contains it

• Renealmia nicolaioides

Cross-Links

• PubChem: 12150661
• LOTUS: LTS0230234
• wikiData: Q104916103