4,6,8-Trimethoxy-1-methyl-3-(3-methylbut-2-enyl)quinolin-2-one

Details

• Internal ID: 5575a31d-5486-44a0-91c9-3fe6c031980b
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4,6,8-trimethoxy-1-methyl-3-(3-methylbut-2-enyl)quinolin-2-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C(=CC(=C2)OC)OC)N(C1=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C(=CC(=C2)OC)OC)N(C1=O)C)OC)C
• InChI: InChI=1S/C18H23NO4/c1-11(2)7-8-13-17(23-6)14-9-12(21-4)10-15(22-5)16(14)19(3)18(13)20/h7,9-10H,8H2,1-6H3
• InChI Key: ZUOPRMMWFYVWBR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.40 g/mol
• Exact Mass: 317.16270821 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	+	0.9602	96.02%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5276	52.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7486	74.86%
P-glycoprotein inhibitior	-	0.5953	59.53%
P-glycoprotein substrate	-	0.8103	81.03%
CYP3A4 substrate	+	0.5073	50.73%
CYP2C9 substrate	-	0.6060	60.60%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	+	0.6498	64.98%
CYP2C9 inhibition	-	0.6518	65.18%
CYP2C19 inhibition	+	0.6866	68.66%
CYP2D6 inhibition	-	0.8612	86.12%
CYP1A2 inhibition	+	0.7870	78.70%
CYP2C8 inhibition	-	0.8593	85.93%
CYP inhibitory promiscuity	+	0.8949	89.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5584	55.84%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.5497	54.97%
Skin irritation	-	0.8366	83.66%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3819	38.19%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8061	80.61%
Acute Oral Toxicity (c)	III	0.6478	64.78%
Estrogen receptor binding	+	0.8394	83.94%
Androgen receptor binding	-	0.4900	49.00%
Thyroid receptor binding	+	0.7392	73.92%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	-	0.5574	55.74%
PPAR gamma	+	0.6149	61.49%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9169	91.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.44%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.49%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.15%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.59%	90.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.31%	92.38%
CHEMBL255	P29275	Adenosine A2b receptor	82.67%	98.59%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.50%	94.45%

Plants that contains it

• Ptelea trifoliata

Cross-Links

• PubChem: 162932636
• LOTUS: LTS0258970
• wikiData: Q105383939