2-(10-Methoxy-7-oxo-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-2-yl)prop-2-enal

Details

• Internal ID: 3e0d586c-f38f-42b9-928b-0c82d5b0a619
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-g]coumarins
• IUPAC Name: 2-(10-methoxy-7-oxo-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-2-yl)prop-2-enal
• SMILES (Canonical): COC1=C2C=CC(=O)OC2=CC3=C1OC(CO3)C(=C)C=O
• SMILES (Isomeric): COC1=C2C=CC(=O)OC2=CC3=C1OC(CO3)C(=C)C=O
• InChI: InChI=1S/C15H12O6/c1-8(6-16)12-7-19-11-5-10-9(3-4-13(17)20-10)14(18-2)15(11)21-12/h3-6,12H,1,7H2,2H3
• InChI Key: JKYPEIHTDAIVHR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.7602	76.02%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9747	97.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5779	57.79%
P-glycoprotein inhibitior	-	0.6259	62.59%
P-glycoprotein substrate	-	0.7392	73.92%
CYP3A4 substrate	+	0.5156	51.56%
CYP2C9 substrate	-	0.8376	83.76%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	+	0.7108	71.08%
CYP2C9 inhibition	+	0.5496	54.96%
CYP2C19 inhibition	+	0.8204	82.04%
CYP2D6 inhibition	-	0.8125	81.25%
CYP1A2 inhibition	+	0.7202	72.02%
CYP2C8 inhibition	-	0.7004	70.04%
CYP inhibitory promiscuity	+	0.7027	70.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9613	96.13%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4163	41.63%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5536	55.36%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8994	89.94%
Acute Oral Toxicity (c)	III	0.4634	46.34%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	+	0.7754	77.54%
Thyroid receptor binding	-	0.5240	52.40%
Glucocorticoid receptor binding	+	0.7440	74.40%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.6129	61.29%
Honey bee toxicity	-	0.7524	75.24%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.99%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.44%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.31%	94.80%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.30%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.86%	92.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.71%	94.03%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.81%	80.96%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%

Plants that contains it

• Ozothamnus stirlingii

Cross-Links

• PubChem: 163083762
• LOTUS: LTS0050813
• wikiData: Q105130579