(2R,10aR)-10a-methoxy-2-prop-1-en-2-yl-2,3-dihydropyrano[3,2-g][1,4]benzodioxine-7,10-dione

Details

• Internal ID: 8a2b3144-fa4c-420e-811b-4ddfe12137e2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (2R,10aR)-10a-methoxy-2-prop-1-en-2-yl-2,3-dihydropyrano[3,2-g][1,4]benzodioxine-7,10-dione
• SMILES (Canonical): CC(=C)C1COC2=CC3=C(C=CC(=O)O3)C(=O)C2(O1)OC
• SMILES (Isomeric): CC(=C)[C@@H]1COC2=CC3=C(C=CC(=O)O3)C(=O)[C@@]2(O1)OC
• InChI: InChI=1S/C15H14O6/c1-8(2)11-7-19-12-6-10-9(4-5-13(16)20-10)14(17)15(12,18-3)21-11/h4-6,11H,1,7H2,2-3H3/t11-,15+/m0/s1
• InChI Key: AFWDOXKNPPBFPP-XHDPSFHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 6
• 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	+	0.9825	98.25%
Caco-2	+	0.5771	57.71%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7219	72.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8391	83.91%
P-glycoprotein inhibitior	-	0.8014	80.14%
P-glycoprotein substrate	-	0.6618	66.18%
CYP3A4 substrate	+	0.5834	58.34%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	+	0.7594	75.94%
CYP2C9 inhibition	-	0.7324	73.24%
CYP2C19 inhibition	+	0.6531	65.31%
CYP2D6 inhibition	-	0.8305	83.05%
CYP1A2 inhibition	+	0.5997	59.97%
CYP2C8 inhibition	-	0.6029	60.29%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9418	94.18%
Carcinogenicity (trinary)	Non-required	0.7082	70.82%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.7820	78.20%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5559	55.59%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6142	61.42%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6267	62.67%
Acute Oral Toxicity (c)	III	0.4603	46.03%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.6784	67.84%
Thyroid receptor binding	-	0.6255	62.55%
Glucocorticoid receptor binding	+	0.6320	63.20%
Aromatase binding	+	0.7221	72.21%
PPAR gamma	+	0.6105	61.05%
Honey bee toxicity	-	0.6924	69.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.00%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.86%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.11%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.19%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.01%	95.89%
CHEMBL1871	P10275	Androgen Receptor	84.62%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.90%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%

Plants that contains it

• Podolepis rugata

Cross-Links

• PubChem: 163049615
• LOTUS: LTS0247830
• wikiData: Q104911592