(9-Methoxy-5-methylbenzo[f][1]benzofuran-4-yl)methyl 2-methylbut-2-enoate

Details

• Internal ID: c82f3d9c-11d5-48c0-baad-0b98a038078e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (9-methoxy-5-methylbenzo[f][1]benzofuran-4-yl)methyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=C2C=COC2=C(C3=CC=CC(=C31)C)OC
• SMILES (Isomeric): CC=C(C)C(=O)OCC1=C2C=COC2=C(C3=CC=CC(=C31)C)OC
• InChI: InChI=1S/C20H20O4/c1-5-12(2)20(21)24-11-16-14-9-10-23-19(14)18(22-4)15-8-6-7-13(3)17(15)16/h5-10H,11H2,1-4H3
• InChI Key: DUKIOLILHPWESN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8696	86.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9312	93.12%
P-glycoprotein inhibitior	+	0.6774	67.74%
P-glycoprotein substrate	-	0.8050	80.50%
CYP3A4 substrate	+	0.6074	60.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	+	0.8026	80.26%
CYP2C9 inhibition	+	0.7360	73.60%
CYP2C19 inhibition	+	0.8597	85.97%
CYP2D6 inhibition	-	0.7249	72.49%
CYP1A2 inhibition	+	0.8956	89.56%
CYP2C8 inhibition	+	0.7004	70.04%
CYP inhibitory promiscuity	+	0.9587	95.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9310	93.10%
Carcinogenicity (trinary)	Non-required	0.4463	44.63%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.7891	78.91%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7613	76.13%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.6463	64.63%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8325	83.25%
Acute Oral Toxicity (c)	III	0.5950	59.50%
Estrogen receptor binding	+	0.8942	89.42%
Androgen receptor binding	+	0.6252	62.52%
Thyroid receptor binding	+	0.7071	70.71%
Glucocorticoid receptor binding	+	0.8169	81.69%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.6782	67.82%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	97.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.11%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.44%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.93%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.77%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.47%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.03%	96.09%
CHEMBL2535	P11166	Glucose transporter	85.67%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.80%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.74%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.05%	96.00%

Plants that contains it

• Senecio subsessilis

Cross-Links

• PubChem: 162961603
• LOTUS: LTS0016144
• wikiData: Q104989292