6,8-Dimethoxy-4,5-dimethylbenzo[f][1]benzofuran

Details

• Internal ID: 5b146d62-e4b0-4c9c-8bd5-7d782e4de0a6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6,8-dimethoxy-4,5-dimethylbenzo[f][1]benzofuran
• SMILES (Canonical): CC1=C2C(=C(C=C(C2=CC3=C1C=CO3)OC)OC)C
• SMILES (Isomeric): CC1=C2C(=C(C=C(C2=CC3=C1C=CO3)OC)OC)C
• InChI: InChI=1S/C16H16O3/c1-9-11-5-6-19-15(11)7-12-14(18-4)8-13(17-3)10(2)16(9)12/h5-8H,1-4H3
• InChI Key: GZPXKFWLIFYBST-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.22
• 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	+	0.6083	60.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6298	62.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9901	99.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8024	80.24%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	-	0.5533	55.33%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	+	0.3746	37.46%
CYP3A4 inhibition	-	0.8378	83.78%
CYP2C9 inhibition	-	0.5396	53.96%
CYP2C19 inhibition	+	0.7884	78.84%
CYP2D6 inhibition	-	0.8663	86.63%
CYP1A2 inhibition	+	0.9877	98.77%
CYP2C8 inhibition	+	0.4685	46.85%
CYP inhibitory promiscuity	+	0.9122	91.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Warning	0.4075	40.75%
Eye corrosion	-	0.9665	96.65%
Eye irritation	+	0.6357	63.57%
Skin irritation	-	0.7951	79.51%
Skin corrosion	-	0.9825	98.25%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.7034	70.34%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8286	82.86%
Acute Oral Toxicity (c)	III	0.4626	46.26%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.6367	63.67%
Thyroid receptor binding	+	0.5786	57.86%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	+	0.7880	78.80%
PPAR gamma	-	0.6292	62.92%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9469	94.69%

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	94.33%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.23%	89.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	93.86%	94.03%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.98%	93.65%
CHEMBL240	Q12809	HERG	88.86%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.88%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.29%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.23%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.75%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.04%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.10%	98.75%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 101506860
• LOTUS: LTS0112259
• wikiData: Q105024507