8-Hydroxy-3,6,9-trimethylbenzo[de]quinolin-7-one

Details

• Internal ID: 57adbeb7-fd93-4ca2-92b5-2f439f376987
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 8-hydroxy-3,6,9-trimethylbenzo[de]quinolin-7-one
• InChI: InChI=1S/C15H13NO2/c1-7-4-5-10-8(2)6-16-13-9(3)14(17)15(18)11(7)12(10)13/h4-6,17H,1-3H3
• InChI Key: GSWNGVOZZZCECM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.27 g/mol
• Exact Mass: 239.094628657 g/mol
• Topological Polar Surface Area (TPSA): 50.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.5422	54.22%
Blood Brain Barrier	+	0.6629	66.29%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7137	71.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9521	95.21%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6723	67.23%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	-	0.8280	82.80%
CYP3A4 substrate	-	0.5612	56.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	+	0.5072	50.72%
CYP2C9 inhibition	-	0.5569	55.69%
CYP2C19 inhibition	+	0.8046	80.46%
CYP2D6 inhibition	-	0.5836	58.36%
CYP1A2 inhibition	+	0.7683	76.83%
CYP2C8 inhibition	-	0.6423	64.23%
CYP inhibitory promiscuity	+	0.6458	64.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9953	99.53%
Eye irritation	+	0.5959	59.59%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	+	0.7246	72.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7291	72.91%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.7004	70.04%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5701	57.01%
Acute Oral Toxicity (c)	III	0.6425	64.25%
Estrogen receptor binding	-	0.5095	50.95%
Androgen receptor binding	-	0.6630	66.30%
Thyroid receptor binding	-	0.5390	53.90%
Glucocorticoid receptor binding	+	0.8015	80.15%
Aromatase binding	+	0.5530	55.30%
PPAR gamma	-	0.5765	57.65%
Honey bee toxicity	-	0.9373	93.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6935	69.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.08%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.56%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.17%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.57%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.67%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.63%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.20%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.19%	91.49%
CHEMBL2581	P07339	Cathepsin D	82.74%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.28%	94.42%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.99%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.13%	86.33%

Plants that contains it

• Alangium chinense

Cross-Links

• PubChem: 136239438
• LOTUS: LTS0202253
• wikiData: Q105018049