Megistonine II

Details

• Internal ID: a3d639a3-72db-4c6f-9620-852392194335
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroxyquinolines
• IUPAC Name: methyl 7-hydroxy-3,8-dimethoxy-1-methyl-4-oxoquinoline-2-carboxylate
• SMILES (Canonical): CN1C2=C(C=CC(=C2OC)O)C(=O)C(=C1C(=O)OC)OC
• SMILES (Isomeric): CN1C2=C(C=CC(=C2OC)O)C(=O)C(=C1C(=O)OC)OC
• InChI: InChI=1S/C14H15NO6/c1-15-9-7(5-6-8(16)12(9)19-2)11(17)13(20-3)10(15)14(18)21-4/h5-6,16H,1-4H3
• InChI Key: GDRXLMOCTOXTBV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₆
• Molecular Weight: 293.27 g/mol
• Exact Mass: 293.08993720 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• methyl 7-hydroxy-3,8-dimethoxy-1-methyl-4-oxoquinoline-2-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6983	69.83%
Caco-2	+	0.7406	74.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4387	43.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9578	95.78%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9306	93.06%
P-glycoprotein inhibitior	-	0.7962	79.62%
P-glycoprotein substrate	-	0.7391	73.91%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.9616	96.16%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.8903	89.03%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8426	84.26%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4376	43.76%
Eye corrosion	-	0.9936	99.36%
Eye irritation	+	0.7860	78.60%
Skin irritation	-	0.8461	84.61%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7165	71.65%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.5692	56.92%
skin sensitisation	-	0.9448	94.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.7205	72.05%
Estrogen receptor binding	+	0.6912	69.12%
Androgen receptor binding	-	0.5656	56.56%
Thyroid receptor binding	-	0.6205	62.05%
Glucocorticoid receptor binding	+	0.5645	56.45%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.5692	56.92%
Honey bee toxicity	-	0.9749	97.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.6775	67.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.57%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.79%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.08%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.52%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.50%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.95%	94.42%
CHEMBL4208	P20618	Proteasome component C5	84.85%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.29%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.15%	86.33%

Plants that contains it

• Sarcomelicope megistophylla

Cross-Links

• PubChem: 10780037
• LOTUS: LTS0118190
• wikiData: Q105006915