7-Hydroxy-4-methoxyfuro[2,3-b]quinoline-8-carbaldehyde

Details

• Internal ID: 75973fed-8707-403d-974f-3cb00bd6318d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 7-hydroxy-4-methoxyfuro[2,3-b]quinoline-8-carbaldehyde
• SMILES (Canonical): COC1=C2C=COC2=NC3=C1C=CC(=C3C=O)O
• SMILES (Isomeric): COC1=C2C=COC2=NC3=C1C=CC(=C3C=O)O
• InChI: InChI=1S/C13H9NO4/c1-17-12-7-2-3-10(16)9(6-15)11(7)14-13-8(12)4-5-18-13/h2-6,16H,1H3
• InChI Key: WCQVBMMZMCJVBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₉NO₄
• Molecular Weight: 243.21 g/mol
• Exact Mass: 243.05315777 g/mol
• Topological Polar Surface Area (TPSA): 72.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.6563	65.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6894	68.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9799	97.99%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8619	86.19%
P-glycoprotein inhibitior	-	0.8950	89.50%
P-glycoprotein substrate	-	0.9100	91.00%
CYP3A4 substrate	-	0.5425	54.25%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8771	87.71%
CYP2C19 inhibition	-	0.6586	65.86%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.9506	95.06%
CYP2C8 inhibition	-	0.5974	59.74%
CYP inhibitory promiscuity	-	0.6409	64.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4145	41.45%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.7670	76.70%
Skin irritation	-	0.8338	83.38%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6453	64.53%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6947	69.47%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6383	63.83%
Acute Oral Toxicity (c)	III	0.5568	55.68%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	+	0.7786	77.86%
Thyroid receptor binding	+	0.6734	67.34%
Glucocorticoid receptor binding	+	0.8168	81.68%
Aromatase binding	+	0.9006	90.06%
PPAR gamma	+	0.7747	77.47%
Honey bee toxicity	-	0.9271	92.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	-	0.5761	57.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.68%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.40%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.57%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.65%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.41%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.61%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.40%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.85%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.61%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.83%	96.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.64%	80.78%

Plants that contains it

• Melicope semecarpifolia

Cross-Links

• PubChem: 136742431
• LOTUS: LTS0263365
• wikiData: Q105302024