4-(3,4-dimethoxyphenyl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one

Details

• Internal ID: ebd45d5c-0a92-4ff0-a667-7ce3620a7cc1
• Taxonomy: Organoheterocyclic compounds > Naphthofurans > Furanonaphthodioxoles
• IUPAC Name: 4-(3,4-dimethoxyphenyl)-8H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C3C(=CC4=CC5=C(C=C42)C(=O)OC5)OCO3)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C3C(=CC4=CC5=C(C=C42)C(=O)OC5)OCO3)OC
• InChI: InChI=1S/C21H16O6/c1-23-16-4-3-11(6-17(16)24-2)19-14-8-15-13(9-25-21(15)22)5-12(14)7-18-20(19)27-10-26-18/h3-8H,9-10H2,1-2H3
• InChI Key: BQPUGGCSGFPVKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₆
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.09468823 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.92
• 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	+	0.9927	99.27%
Caco-2	+	0.8467	84.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9363	93.63%
P-glycoprotein inhibitior	+	0.8250	82.50%
P-glycoprotein substrate	-	0.7149	71.49%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	+	0.9348	93.48%
CYP2C9 inhibition	+	0.9716	97.16%
CYP2C19 inhibition	+	0.9766	97.66%
CYP2D6 inhibition	+	0.6561	65.61%
CYP1A2 inhibition	+	0.5380	53.80%
CYP2C8 inhibition	+	0.5886	58.86%
CYP inhibitory promiscuity	+	0.9546	95.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Warning	0.4177	41.77%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.6092	60.92%
Skin irritation	-	0.7884	78.84%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.5830	58.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.4359	43.59%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6507	65.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6906	69.06%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	+	0.8879	88.79%
Androgen receptor binding	+	0.7203	72.03%
Thyroid receptor binding	+	0.6339	63.39%
Glucocorticoid receptor binding	+	0.9268	92.68%
Aromatase binding	+	0.5705	57.05%
PPAR gamma	+	0.6733	67.33%
Honey bee toxicity	-	0.7330	73.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	95.79%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.26%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.23%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.18%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	93.70%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	92.16%	92.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.32%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.92%	92.62%
CHEMBL5747	Q92793	CREB-binding protein	90.58%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.60%	98.75%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	88.67%	98.21%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.60%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	86.71%	93.31%
CHEMBL4302	P08183	P-glycoprotein 1	86.15%	92.98%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	86.10%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.47%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.98%	95.53%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.91%	91.11%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.83%	95.78%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.66%	96.67%
CHEMBL1951	P21397	Monoamine oxidase A	84.44%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.65%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.94%	99.23%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.94%	96.09%

Plants that contains it

• Polygala chinensis

Cross-Links

• PubChem: 163093282
• LOTUS: LTS0211900
• wikiData: Q104944503