Furo[2,3-b]quinolin-5(8H)-one, 4,7,8,8-tetramethoxy-

Details

• Internal ID: 1ad9379e-7e7b-4d47-a955-3bd56a4bc686
• Taxonomy: Organoheterocyclic compounds > Furopyridines
• IUPAC Name: 4,7,8,8-tetramethoxyfuro[2,3-b]quinolin-5-one
• SMILES (Canonical): COC1=CC(=O)C2=C(C1(OC)OC)N=C3C(=C2OC)C=CO3
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1(OC)OC)N=C3C(=C2OC)C=CO3
• InChI: InChI=1S/C15H15NO6/c1-18-10-7-9(17)11-12(19-2)8-5-6-22-14(8)16-13(11)15(10,20-3)21-4/h5-7H,1-4H3
• InChI Key: TWDSYHMOWLCCQR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₆
• Molecular Weight: 305.28 g/mol
• Exact Mass: 305.08993720 g/mol
• Topological Polar Surface Area (TPSA): 80.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 4,7,8,8-Tetramethoxyfuro[2,3-b]quinolin-5(8H)-one
• Furo[2,3-b]quinolin-5(8H)-one, 4,7,8,8-tetramethoxy-
• DTXSID20439752

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.7638	76.38%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5196	51.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5739	57.39%
P-glycoprotein inhibitior	-	0.7784	77.84%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	+	0.6898	68.98%
CYP2C9 inhibition	-	0.8008	80.08%
CYP2C19 inhibition	-	0.6380	63.80%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	+	0.7397	73.97%
CYP2C8 inhibition	-	0.6629	66.29%
CYP inhibitory promiscuity	+	0.8485	84.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4712	47.12%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.6268	62.68%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7321	73.21%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7214	72.14%
Acute Oral Toxicity (c)	II	0.4099	40.99%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.6388	63.88%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.8682	86.82%
Aromatase binding	+	0.8387	83.87%
PPAR gamma	+	0.7962	79.62%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8523	85.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.60%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.59%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.53%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.36%	85.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.09%	96.67%
CHEMBL2581	P07339	Cathepsin D	87.53%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.00%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.49%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.37%	93.65%

Plants that contains it

• Melicope semecarpifolia

Cross-Links

• PubChem: 10425176
• LOTUS: LTS0132640
• wikiData: Q82255813