4,5,6-Trimethoxy-2-prop-1-en-2-yl-1-benzofuran

Details

• Internal ID: 427a438b-96b4-4422-b58a-c2789af613c6
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4,5,6-trimethoxy-2-prop-1-en-2-yl-1-benzofuran
• SMILES (Canonical): CC(=C)C1=CC2=C(C(=C(C=C2O1)OC)OC)OC
• SMILES (Isomeric): CC(=C)C1=CC2=C(C(=C(C=C2O1)OC)OC)OC
• InChI: InChI=1S/C14H16O4/c1-8(2)10-6-9-11(18-10)7-12(15-3)14(17-5)13(9)16-4/h6-7H,1H2,2-5H3
• InChI Key: LJXSDVVEZQEHTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.49
• 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	+	0.9949	99.49%
Caco-2	+	0.7234	72.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4972	49.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7533	75.33%
P-glycoprotein inhibitior	-	0.7939	79.39%
P-glycoprotein substrate	-	0.6982	69.82%
CYP3A4 substrate	-	0.5585	55.85%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.7028	70.28%
CYP3A4 inhibition	+	0.6530	65.30%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	+	0.7787	77.87%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	+	0.9162	91.62%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.9189	91.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4861	48.61%
Eye corrosion	-	0.9663	96.63%
Eye irritation	+	0.9212	92.12%
Skin irritation	-	0.7579	75.79%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6745	67.45%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6309	63.09%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9029	90.29%
Acute Oral Toxicity (c)	II	0.5724	57.24%
Estrogen receptor binding	-	0.4773	47.73%
Androgen receptor binding	+	0.5473	54.73%
Thyroid receptor binding	-	0.5675	56.75%
Glucocorticoid receptor binding	-	0.6244	62.44%
Aromatase binding	+	0.7374	73.74%
PPAR gamma	-	0.4883	48.83%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9856	98.56%

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%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.71%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.64%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%

Plants that contains it

• Calea prunifolia

Cross-Links

• PubChem: 162953917
• LOTUS: LTS0107331
• wikiData: Q105152890