5,8,9-Trimethoxy-2,2-dimethyl-3,4-dihydropyrano[2,3-b]quinolin-3-ol

Details

• Internal ID: b5590fd0-5406-42b5-962d-786e8f72c8a3
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 5,8,9-trimethoxy-2,2-dimethyl-3,4-dihydropyrano[2,3-b]quinolin-3-ol
• InChI: InChI=1S/C17H21NO5/c1-17(2)12(19)8-10-14(21-4)9-6-7-11(20-3)15(22-5)13(9)18-16(10)23-17/h6-7,12,19H,8H2,1-5H3
• InChI Key: BGCOBBAEYCPRSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.40 g/mol
• Exact Mass: 319.14197277 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.7788	77.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4747	47.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9550	95.50%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6068	60.68%
P-glycoprotein inhibitior	-	0.8774	87.74%
P-glycoprotein substrate	-	0.7770	77.70%
CYP3A4 substrate	+	0.6020	60.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4180	41.80%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.9281	92.81%
CYP2C19 inhibition	-	0.7964	79.64%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	+	0.6940	69.40%
CYP2C8 inhibition	+	0.6855	68.55%
CYP inhibitory promiscuity	-	0.8365	83.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.4894	48.94%
Skin irritation	-	0.8070	80.70%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7709	77.09%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6774	67.74%
Acute Oral Toxicity (c)	III	0.5887	58.87%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	-	0.4813	48.13%
Thyroid receptor binding	+	0.7897	78.97%
Glucocorticoid receptor binding	+	0.7641	76.41%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7271	72.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.79%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.63%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.40%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.22%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.21%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.08%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.57%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.25%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.03%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.76%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%

Plants that contains it

• Melicope semecarpifolia

Cross-Links

• PubChem: 163001505
• LOTUS: LTS0032390
• wikiData: Q104935394