Isopteleine

Details

• Internal ID: d6972aa7-cfb0-4a8f-9e6c-8062bc382437
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 6-methoxy-9-methylfuro[2,3-b]quinolin-4-one
• InChI: InChI=1S/C13H11NO3/c1-14-11-4-3-8(16-2)7-10(11)12(15)9-5-6-17-13(9)14/h3-7H,1-2H3
• InChI Key: XKTZVOMYVJKQTH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23 g/mol
• Exact Mass: 229.07389321 g/mol
• Topological Polar Surface Area (TPSA): 42.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 2181-84-2
• 6-methoxy-9-methylfuro[2,3-b]quinolin-4-one
• Oprea1_399958
• Oprea1_618266
• HMS1648C10
• HMS3561J11
• AKOS025211110

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.9453	94.53%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5973	59.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9578	95.78%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9348	93.48%
BSEP inhibitior	-	0.7746	77.46%
P-glycoprotein inhibitior	-	0.8229	82.29%
P-glycoprotein substrate	-	0.8110	81.10%
CYP3A4 substrate	-	0.5213	52.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.6171	61.71%
CYP2C9 inhibition	-	0.9289	92.89%
CYP2C19 inhibition	+	0.7234	72.34%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	+	0.9354	93.54%
CYP2C8 inhibition	-	0.8823	88.23%
CYP inhibitory promiscuity	+	0.5547	55.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.3750	37.50%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.7720	77.20%
Skin irritation	-	0.8367	83.67%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4522	45.22%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5606	56.06%
skin sensitisation	-	0.8975	89.75%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6462	64.62%
Nephrotoxicity	-	0.6783	67.83%
Acute Oral Toxicity (c)	III	0.6764	67.64%
Estrogen receptor binding	+	0.8033	80.33%
Androgen receptor binding	+	0.7799	77.99%
Thyroid receptor binding	+	0.6130	61.30%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.7293	72.93%
PPAR gamma	-	0.7453	74.53%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.6208	62.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.33%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.74%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.94%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.34%	93.65%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.11%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	87.71%	98.59%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.28%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.16%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.58%	94.42%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.06%	90.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.79%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.12%	89.00%

Plants that contains it

• Dictamnus albus

Cross-Links

• PubChem: 776150
• LOTUS: LTS0044805
• wikiData: Q105329706