5,6-Dimethoxy-2-isopropenylbenzofuran

Details

• Internal ID: 3ff80a66-cbf6-4aa4-8411-7aa381a2b268
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5,6-dimethoxy-2-prop-1-en-2-yl-1-benzofuran
• SMILES (Canonical): CC(=C)C1=CC2=CC(=C(C=C2O1)OC)OC
• SMILES (Isomeric): CC(=C)C1=CC2=CC(=C(C=C2O1)OC)OC
• InChI: InChI=1S/C13H14O3/c1-8(2)10-5-9-6-12(14-3)13(15-4)7-11(9)16-10/h5-7H,1H2,2-4H3
• InChI Key: QKZBZZKLSFFYAH-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 34293-09-9
• 5,6-dimethoxy-2-prop-1-en-2-yl-1-benzofuran
• MEGxp0_001562
• AKOS025288293

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7418	74.18%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5424	54.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9777	97.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7437	74.37%
P-glycoprotein inhibitior	-	0.8067	80.67%
P-glycoprotein substrate	-	0.7730	77.30%
CYP3A4 substrate	-	0.6288	62.88%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.7028	70.28%
CYP3A4 inhibition	+	0.5286	52.86%
CYP2C9 inhibition	-	0.8522	85.22%
CYP2C19 inhibition	+	0.7101	71.01%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.9196	91.96%
CYP2C8 inhibition	-	0.6788	67.88%
CYP inhibitory promiscuity	+	0.9237	92.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.4756	47.56%
Eye corrosion	-	0.9563	95.63%
Eye irritation	+	0.9608	96.08%
Skin irritation	-	0.7243	72.43%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4332	43.32%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	-	0.5975	59.75%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6990	69.90%
Acute Oral Toxicity (c)	III	0.4413	44.13%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5980	59.80%
Thyroid receptor binding	-	0.6722	67.22%
Glucocorticoid receptor binding	-	0.5916	59.16%
Aromatase binding	+	0.7940	79.40%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	+	0.9820	98.20%

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	93.81%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.07%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.45%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.66%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.61%	92.94%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.90%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%

Plants that contains it

• Lasthenia glabrata
• Ligularia fischeri
• Ligularia nanchuanica
• Ligularia odontomanes
• Ligularia przewalskii
• Ligularia stenocephala
• Ligularia veitchiana

Cross-Links

• PubChem: 23955903
• LOTUS: LTS0056720
• wikiData: Q105223429