4,8-Dimethoxy-7-prop-2-enoxybenzo[f][1]benzofuran

Details

• Internal ID: 3dfa0445-5b9a-4de9-a5d2-cde4d3017255
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4,8-dimethoxy-7-prop-2-enoxybenzo[f][1]benzofuran
• SMILES (Canonical): COC1=C2C=CC(=C(C2=CC3=C1C=CO3)OC)OCC=C
• SMILES (Isomeric): COC1=C2C=CC(=C(C2=CC3=C1C=CO3)OC)OCC=C
• InChI: InChI=1S/C17H16O4/c1-4-8-20-14-6-5-11-13(17(14)19-3)10-15-12(7-9-21-15)16(11)18-2/h4-7,9-10H,1,8H2,2-3H3
• InChI Key: HDAPYFOEYBBJGB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8039	80.39%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6341	63.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9376	93.76%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4910	49.10%
P-glycoprotein inhibitior	-	0.5551	55.51%
P-glycoprotein substrate	-	0.7376	73.76%
CYP3A4 substrate	-	0.5095	50.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3881	38.81%
CYP3A4 inhibition	+	0.8521	85.21%
CYP2C9 inhibition	+	0.8248	82.48%
CYP2C19 inhibition	+	0.9526	95.26%
CYP2D6 inhibition	-	0.5953	59.53%
CYP1A2 inhibition	+	0.9239	92.39%
CYP2C8 inhibition	+	0.6501	65.01%
CYP inhibitory promiscuity	+	0.9762	97.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Non-required	0.4847	48.47%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.5302	53.02%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8731	87.31%
Micronuclear	+	0.6618	66.18%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.5937	59.37%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8387	83.87%
Acute Oral Toxicity (c)	III	0.4880	48.80%
Estrogen receptor binding	+	0.8879	88.79%
Androgen receptor binding	+	0.7943	79.43%
Thyroid receptor binding	+	0.7781	77.81%
Glucocorticoid receptor binding	+	0.8671	86.71%
Aromatase binding	+	0.8634	86.34%
PPAR gamma	+	0.6146	61.46%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.53%	89.76%
CHEMBL1951	P21397	Monoamine oxidase A	96.73%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	93.78%	94.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.78%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.87%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.09%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.16%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.81%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.39%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.30%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162867023
• LOTUS: LTS0213568
• wikiData: Q105026231