7-Methoxy-3,5-dimethyl-6-(pent-3-en-1-yl)benzofuran

Details

• Internal ID: 5bb213a8-5260-4e83-9801-7eb5e0a05aad
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 7-methoxy-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran
• SMILES (Canonical): CC=CCCC1=C(C2=C(C=C1C)C(=CO2)C)OC
• SMILES (Isomeric): C/C=C/CCC1=C(C2=C(C=C1C)C(=CO2)C)OC
• InChI: InChI=1S/C16H20O2/c1-5-6-7-8-13-11(2)9-14-12(3)10-18-16(14)15(13)17-4/h5-6,9-10H,7-8H2,1-4H3/b6-5+
• InChI Key: XQCXEGXEIQGTSU-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₂
• Molecular Weight: 244.33 g/mol
• Exact Mass: 244.146329876 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 7-Methoxy-3,5-dimethyl-6-(pent-3-en-1-yl)benzofuran

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8703	87.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5494	54.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8047	80.47%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5976	59.76%
P-glycoprotein inhibitior	-	0.8698	86.98%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	+	0.5191	51.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3905	39.05%
CYP3A4 inhibition	-	0.8969	89.69%
CYP2C9 inhibition	-	0.8355	83.55%
CYP2C19 inhibition	+	0.5689	56.89%
CYP2D6 inhibition	-	0.8499	84.99%
CYP1A2 inhibition	+	0.8507	85.07%
CYP2C8 inhibition	+	0.6261	62.61%
CYP inhibitory promiscuity	+	0.8286	82.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4047	40.47%
Eye corrosion	-	0.9603	96.03%
Eye irritation	-	0.8834	88.34%
Skin irritation	-	0.6366	63.66%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7615	76.15%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	+	0.6069	60.69%
skin sensitisation	-	0.5742	57.42%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9416	94.16%
Acute Oral Toxicity (c)	III	0.6903	69.03%
Estrogen receptor binding	+	0.6567	65.67%
Androgen receptor binding	+	0.5963	59.63%
Thyroid receptor binding	+	0.5670	56.70%
Glucocorticoid receptor binding	-	0.5220	52.20%
Aromatase binding	-	0.5891	58.91%
PPAR gamma	-	0.5413	54.13%
Honey bee toxicity	-	0.8634	86.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9314	93.14%

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	97.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.63%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.47%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.47%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	84.68%	93.31%
CHEMBL4302	P08183	P-glycoprotein 1	84.17%	92.98%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.40%	94.03%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.09%	95.56%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 10037474
• LOTUS: LTS0200945
• wikiData: Q105339624