9-(1,3-Benzodioxol-5-yl)-5-methoxy-[1]benzofuro[6,5-f][1,3]benzodioxol-8-one

Details

• Internal ID: 3067a991-83b7-46fa-88cc-97576d09e956
• Taxonomy: Organoheterocyclic compounds > Naphthofurans > Furanonaphthodioxoles
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-5-methoxy-[1]benzofuro[6,5-f][1,3]benzodioxol-8-one
• SMILES (Canonical): COC1=C2C(=C(C3=CC4=C(C=C31)OCO4)C5=CC6=C(C=C5)OCO6)C(=O)CO2
• SMILES (Isomeric): COC1=C2C(=C(C3=CC4=C(C=C31)OCO4)C5=CC6=C(C=C5)OCO6)C(=O)CO2
• InChI: InChI=1S/C21H14O7/c1-23-20-12-6-17-16(27-9-28-17)5-11(12)18(19-13(22)7-24-21(19)20)10-2-3-14-15(4-10)26-8-25-14/h2-6H,7-9H2,1H3
• InChI Key: GBYROJNZMZOSDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₄O₇
• Molecular Weight: 378.30 g/mol
• Exact Mass: 378.07395278 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 7
• 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	+	0.9950	99.50%
Caco-2	+	0.8052	80.52%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7474	74.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9714	97.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8469	84.69%
P-glycoprotein inhibitior	+	0.6804	68.04%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	-	0.5075	50.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7804	78.04%
CYP3A4 inhibition	+	0.8500	85.00%
CYP2C9 inhibition	+	0.9390	93.90%
CYP2C19 inhibition	+	0.9558	95.58%
CYP2D6 inhibition	+	0.6663	66.63%
CYP1A2 inhibition	+	0.5403	54.03%
CYP2C8 inhibition	-	0.7163	71.63%
CYP inhibitory promiscuity	+	0.9124	91.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Warning	0.4437	44.37%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.5573	55.73%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6928	69.28%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6070	60.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5315	53.15%
Acute Oral Toxicity (c)	III	0.7521	75.21%
Estrogen receptor binding	+	0.8992	89.92%
Androgen receptor binding	+	0.6552	65.52%
Thyroid receptor binding	+	0.6492	64.92%
Glucocorticoid receptor binding	+	0.9092	90.92%
Aromatase binding	+	0.5664	56.64%
PPAR gamma	+	0.7272	72.72%
Honey bee toxicity	-	0.8312	83.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8800	88.00%

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	98.99%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.90%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	98.36%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	95.31%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.21%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.93%	92.62%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.46%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.07%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.92%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.57%	94.00%
CHEMBL240	Q12809	HERG	86.38%	89.76%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.49%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	84.87%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.77%	96.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	83.49%	93.24%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.03%	82.67%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	81.67%	85.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.60%	95.53%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.18%	92.68%

Plants that contains it

• Euphorbia franckiana
• Geranium nepalense
• Grindelia ciliata
• Hertia intermedia
• Hypoestes purpurea
• Justicia procumbens
• Kippistia suaedifolia
• Pelargonium reniforme
• Polygala amarella
• Swertia angustifolia

Cross-Links

• PubChem: 5321603
• NPASS: NPC30789
• LOTUS: LTS0200365
• wikiData: Q105006152