6-Hydroxy-9-methylfuro[2,3-b]quinolin-4(9H)-one

Details

• Internal ID: 9e500aca-bc37-40db-b103-a88580b84025
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 6-hydroxy-9-methylfuro[2,3-b]quinolin-4-one
• InChI: InChI=1S/C12H9NO3/c1-13-10-3-2-7(14)6-9(10)11(15)8-4-5-16-12(8)13/h2-6,14H,1H3
• InChI Key: USBRXKRFIPTWNC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉NO₃
• Molecular Weight: 215.20 g/mol
• Exact Mass: 215.058243149 g/mol
• Topological Polar Surface Area (TPSA): 53.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• C12H9NO3
• 6-Hydroxy-9-methylfuro[2,3-b]quinolin-4(9H)-one
• Furo[2,3-b]quinolin-4(9H)-one, 6-hydroxy-9-methyl-
• DB-276588

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.8204	82.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9377	93.77%
P-glycoprotein inhibitior	-	0.9168	91.68%
P-glycoprotein substrate	-	0.7225	72.25%
CYP3A4 substrate	-	0.5495	54.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8386	83.86%
CYP3A4 inhibition	-	0.7419	74.19%
CYP2C9 inhibition	-	0.9360	93.60%
CYP2C19 inhibition	-	0.5309	53.09%
CYP2D6 inhibition	-	0.8742	87.42%
CYP1A2 inhibition	+	0.8687	86.87%
CYP2C8 inhibition	-	0.8262	82.62%
CYP inhibitory promiscuity	-	0.8372	83.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Warning	0.3780	37.80%
Eye corrosion	-	0.9862	98.62%
Eye irritation	+	0.8645	86.45%
Skin irritation	-	0.8086	80.86%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7766	77.66%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6429	64.29%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6587	65.87%
Nephrotoxicity	-	0.6776	67.76%
Acute Oral Toxicity (c)	III	0.6441	64.41%
Estrogen receptor binding	+	0.6936	69.36%
Androgen receptor binding	+	0.7887	78.87%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	+	0.8018	80.18%
Aromatase binding	+	0.6278	62.78%
PPAR gamma	-	0.5269	52.69%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.7672	76.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.13%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.26%	93.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.41%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	85.82%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.44%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.08%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.49%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.43%	94.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.26%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	81.66%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%

Plants that contains it

• Dictamnus albus

Cross-Links

• PubChem: 5316663
• NPASS: NPC295039
• LOTUS: LTS0221439
• wikiData: Q105278110