4-Methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]-1,3-benzodioxole

Details

• Internal ID: ed44967a-4e46-4fff-8030-0bcc16b87b4b
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]-1,3-benzodioxole
• InChI: InChI=1S/C19H22O6/c1-20-14-7-12(8-15(21-2)18(14)23-4)5-6-13-9-16(22-3)19-17(10-13)24-11-25-19/h7-10H,5-6,11H2,1-4H3
• InChI Key: ZOOBPPCDULZPJQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.9166	91.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9599	95.99%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6535	65.35%
P-glycoprotein inhibitior	-	0.5538	55.38%
P-glycoprotein substrate	-	0.8575	85.75%
CYP3A4 substrate	-	0.5202	52.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4746	47.46%
CYP3A4 inhibition	+	0.7658	76.58%
CYP2C9 inhibition	+	0.8674	86.74%
CYP2C19 inhibition	+	0.9081	90.81%
CYP2D6 inhibition	+	0.6562	65.62%
CYP1A2 inhibition	+	0.7533	75.33%
CYP2C8 inhibition	+	0.4652	46.52%
CYP inhibitory promiscuity	+	0.9311	93.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4101	41.01%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.5860	58.60%
Skin irritation	-	0.8154	81.54%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7434	74.34%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.7247	72.47%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6342	63.42%
Acute Oral Toxicity (c)	III	0.6279	62.79%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	-	0.6232	62.32%
Thyroid receptor binding	+	0.7333	73.33%
Glucocorticoid receptor binding	+	0.6574	65.74%
Aromatase binding	-	0.6355	63.55%
PPAR gamma	-	0.5505	55.05%
Honey bee toxicity	-	0.6275	62.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9141	91.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.08%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.78%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.90%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.51%	99.17%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.28%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.08%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.80%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.51%	95.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.72%	94.80%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.59%	80.96%
CHEMBL4208	P20618	Proteasome component C5	80.85%	90.00%

Plants that contains it

• Frullania brittoniae
• Frullania serrata

Cross-Links

• PubChem: 46933838
• LOTUS: LTS0050914
• wikiData: Q104403403