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

Details

• Internal ID: 24eb1c3e-adaf-40f9-8134-bda0bcc0c7e2
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]pyran-2-one
• InChI: InChI=1S/C14H10O4/c15-14-3-1-2-11(18-14)6-4-10-5-7-12-13(8-10)17-9-16-12/h1-8H,9H2/b6-4+
• InChI Key: HVUYPPPEYCNSFQ-GQCTYLIASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7791	77.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9625	96.25%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5779	57.79%
P-glycoprotein inhibitior	-	0.6905	69.05%
P-glycoprotein substrate	-	0.9590	95.90%
CYP3A4 substrate	-	0.6319	63.19%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	+	0.8629	86.29%
CYP2C9 inhibition	+	0.6235	62.35%
CYP2C19 inhibition	+	0.7371	73.71%
CYP2D6 inhibition	+	0.7397	73.97%
CYP1A2 inhibition	+	0.8469	84.69%
CYP2C8 inhibition	-	0.8974	89.74%
CYP inhibitory promiscuity	+	0.8491	84.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4487	44.87%
Eye corrosion	-	0.9643	96.43%
Eye irritation	+	0.8422	84.22%
Skin irritation	+	0.5272	52.72%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4750	47.50%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.5115	51.15%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5783	57.83%
Acute Oral Toxicity (c)	III	0.4768	47.68%
Estrogen receptor binding	+	0.9090	90.90%
Androgen receptor binding	+	0.8842	88.42%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.9094	90.94%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9711	97.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	99.06%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.23%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.95%	96.77%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.16%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.92%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.36%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.37%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.33%	80.96%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.38%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	86.63%	94.73%

Plants that contains it

• Aniba parviflora

Cross-Links

• PubChem: 10911698
• LOTUS: LTS0054366
• wikiData: Q105034453