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

Details

• Internal ID: f9f60ff1-5b1b-48f0-86c4-fbe98bf8059b
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 8-hydroxy-7-methoxy-2,2,6-trimethylpyrano[3,2-c]quinolin-5-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C(=C(C=C3)O)OC)N(C2=O)C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C(=C(C=C3)O)OC)N(C2=O)C)C
• InChI: InChI=1S/C16H17NO4/c1-16(2)8-7-10-13(21-16)9-5-6-11(18)14(20-4)12(9)17(3)15(10)19/h5-8,18H,1-4H3
• InChI Key: DJTWUVOZSVQLMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.31 g/mol
• Exact Mass: 287.11575802 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8951	89.51%
Caco-2	+	0.8837	88.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4617	46.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8893	88.93%
P-glycoprotein inhibitior	-	0.7932	79.32%
P-glycoprotein substrate	-	0.7129	71.29%
CYP3A4 substrate	+	0.6069	60.69%
CYP2C9 substrate	-	0.6004	60.04%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.6184	61.84%
CYP2C9 inhibition	-	0.8509	85.09%
CYP2C19 inhibition	-	0.6044	60.44%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	+	0.7609	76.09%
CYP2C8 inhibition	-	0.7762	77.62%
CYP inhibitory promiscuity	-	0.6326	63.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4642	46.42%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.6903	69.03%
Skin irritation	-	0.8314	83.14%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7012	70.12%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6089	60.89%
skin sensitisation	-	0.8845	88.45%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6207	62.07%
Acute Oral Toxicity (c)	III	0.6955	69.55%
Estrogen receptor binding	+	0.8854	88.54%
Androgen receptor binding	-	0.5721	57.21%
Thyroid receptor binding	+	0.6896	68.96%
Glucocorticoid receptor binding	+	0.7013	70.13%
Aromatase binding	+	0.6606	66.06%
PPAR gamma	+	0.6761	67.61%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7030	70.30%

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	96.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.94%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.31%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.26%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.63%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.72%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.88%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.79%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.89%	93.99%

Plants that contains it

• Rauia resinosa

Cross-Links

• PubChem: 162902219
• LOTUS: LTS0047640
• wikiData: Q103818450