4-Methoxy-6-[2-(6-methoxy-1,3-benzodioxol-5-yl)ethenyl]pyran-2-one

Details

• Internal ID: b4dd0a05-7969-492e-bbac-3a0533bfcf89
• Taxonomy: Phenylpropanoids and polyketides > Kavalactones
• IUPAC Name: 4-methoxy-6-[2-(6-methoxy-1,3-benzodioxol-5-yl)ethenyl]pyran-2-one
• InChI: InChI=1S/C16H14O6/c1-18-12-6-11(22-16(17)7-12)4-3-10-5-14-15(21-9-20-14)8-13(10)19-2/h3-8H,9H2,1-2H3
• InChI Key: BTTXDVKDWXJEBE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 6
• 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	+	0.9902	99.02%
Caco-2	+	0.9299	92.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6979	69.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9643	96.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5827	58.27%
P-glycoprotein inhibitior	+	0.7904	79.04%
P-glycoprotein substrate	-	0.9184	91.84%
CYP3A4 substrate	-	0.5267	52.67%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	+	0.9539	95.39%
CYP2C9 inhibition	+	0.7817	78.17%
CYP2C19 inhibition	+	0.9678	96.78%
CYP2D6 inhibition	+	0.8979	89.79%
CYP1A2 inhibition	+	0.5367	53.67%
CYP2C8 inhibition	-	0.8129	81.29%
CYP inhibitory promiscuity	+	0.9537	95.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4154	41.54%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.7782	77.82%
Skin irritation	-	0.7195	71.95%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4106	41.06%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.4817	48.17%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6791	67.91%
Acute Oral Toxicity (c)	III	0.4472	44.72%
Estrogen receptor binding	+	0.8880	88.80%
Androgen receptor binding	+	0.7880	78.80%
Thyroid receptor binding	+	0.6378	63.78%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.8793	87.93%
PPAR gamma	+	0.7171	71.71%
Honey bee toxicity	-	0.8440	84.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9717	97.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.97%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.54%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.74%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.41%	96.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.39%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.90%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.86%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.36%	92.62%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.30%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.53%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.60%	95.50%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.21%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163032185
• LOTUS: LTS0123787
• wikiData: Q104945862