Methyl 2-(6-ethenyl-3,6-dimethyl-2-oxo-4,5-dihydro-1-benzofuran-5-yl)prop-2-enoate

Details

• Internal ID: 75c01763-8b9a-4b58-95ae-831b6d4ad663
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: methyl 2-(6-ethenyl-3,6-dimethyl-2-oxo-4,5-dihydro-1-benzofuran-5-yl)prop-2-enoate
• SMILES (Canonical): CC1=C2CC(C(C=C2OC1=O)(C)C=C)C(=C)C(=O)OC
• SMILES (Isomeric): CC1=C2CC(C(C=C2OC1=O)(C)C=C)C(=C)C(=O)OC
• InChI: InChI=1S/C16H18O4/c1-6-16(4)8-13-11(9(2)15(18)20-13)7-12(16)10(3)14(17)19-5/h6,8,12H,1,3,7H2,2,4-5H3
• InChI Key: JVYKKRDPTBBMIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 4
• 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	+	0.9939	99.39%
Caco-2	+	0.5709	57.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9138	91.38%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8666	86.66%
P-glycoprotein inhibitior	-	0.8209	82.09%
P-glycoprotein substrate	-	0.8030	80.30%
CYP3A4 substrate	+	0.6104	61.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.6627	66.27%
CYP2C9 inhibition	-	0.9203	92.03%
CYP2C19 inhibition	-	0.8901	89.01%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	+	0.5827	58.27%
CYP2C8 inhibition	-	0.6605	66.05%
CYP inhibitory promiscuity	-	0.6972	69.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8952	89.52%
Carcinogenicity (trinary)	Non-required	0.4993	49.93%
Eye corrosion	-	0.9459	94.59%
Eye irritation	-	0.5837	58.37%
Skin irritation	-	0.6057	60.57%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4153	41.53%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6494	64.94%
skin sensitisation	-	0.6355	63.55%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7328	73.28%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	-	0.5855	58.55%
Thyroid receptor binding	-	0.5693	56.93%
Glucocorticoid receptor binding	-	0.5609	56.09%
Aromatase binding	-	0.6256	62.56%
PPAR gamma	+	0.5341	53.41%
Honey bee toxicity	-	0.7689	76.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.79%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.51%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL5028	O14672	ADAM10	85.25%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	84.29%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.49%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.47%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.67%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.06%	91.07%

Plants that contains it

• Neolitsea hiiranensis

Cross-Links

• PubChem: 14587118
• LOTUS: LTS0103462
• wikiData: Q105136035