7-Hydroxy-2,2,6-trimethylpyrano[3,2-c]quinolin-5-one

Details

• Internal ID: f97185e8-a689-4f76-aa41-c539308f128d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 7-hydroxy-2,2,6-trimethylpyrano[3,2-c]quinolin-5-one
• InChI: InChI=1S/C15H15NO3/c1-15(2)8-7-10-13(19-15)9-5-4-6-11(17)12(9)16(3)14(10)18/h4-8,17H,1-3H3
• InChI Key: YYBMBBAPYWDAJX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.28 g/mol
• Exact Mass: 257.10519334 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	+	0.7855	78.55%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6478	64.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7720	77.20%
P-glycoprotein inhibitior	-	0.8523	85.23%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	+	0.6443	64.43%
CYP2C9 substrate	-	0.7946	79.46%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.8000	80.00%
CYP2C9 inhibition	-	0.7871	78.71%
CYP2C19 inhibition	+	0.5989	59.89%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	+	0.8635	86.35%
CYP2C8 inhibition	-	0.8352	83.52%
CYP inhibitory promiscuity	-	0.6495	64.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4415	44.15%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.5462	54.62%
Skin irritation	-	0.8327	83.27%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4827	48.27%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6564	65.64%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6446	64.46%
Acute Oral Toxicity (c)	III	0.6980	69.80%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	-	0.5613	56.13%
Thyroid receptor binding	+	0.6707	67.07%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	+	0.5466	54.66%
PPAR gamma	+	0.7024	70.24%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6674	66.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.57%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.89%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.81%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.36%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.61%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.36%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.53%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.03%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	82.69%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%

Plants that contains it

• Rauia resinosa

Cross-Links

• PubChem: 85741561
• LOTUS: LTS0158298
• wikiData: Q104202184