Megistoquinone I

Details

• Internal ID: 5dd2bf97-12ed-4e37-8a30-2fffe39d7daa
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinoline quinones
• IUPAC Name: 4,7-dimethoxyfuro[2,3-b]quinoline-5,8-dione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)N=C3C(=C2OC)C=CO3
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)N=C3C(=C2OC)C=CO3
• InChI: InChI=1S/C13H9NO5/c1-17-8-5-7(15)9-10(11(8)16)14-13-6(3-4-19-13)12(9)18-2/h3-5H,1-2H3
• InChI Key: OZZADBLNBUOXLV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₉NO₅
• Molecular Weight: 259.21 g/mol
• Exact Mass: 259.04807239 g/mol
• Topological Polar Surface Area (TPSA): 78.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4,7-dimethoxyfuro[2,3-b]quinoline-5,8-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.6268	62.68%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6425	64.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8571	85.71%
P-glycoprotein inhibitior	-	0.8580	85.80%
P-glycoprotein substrate	-	0.8914	89.14%
CYP3A4 substrate	-	0.5408	54.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	+	0.5773	57.73%
CYP2C9 inhibition	-	0.6927	69.27%
CYP2C19 inhibition	-	0.6596	65.96%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.8545	85.45%
CYP2C8 inhibition	-	0.6520	65.20%
CYP inhibitory promiscuity	+	0.7791	77.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4173	41.73%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.6459	64.59%
Skin irritation	-	0.8417	84.17%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6692	66.92%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6037	60.37%
Acute Oral Toxicity (c)	III	0.5608	56.08%
Estrogen receptor binding	+	0.6185	61.85%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	+	0.7917	79.17%
Aromatase binding	+	0.7433	74.33%
PPAR gamma	+	0.6503	65.03%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7798	77.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.00%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.99%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.22%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.10%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.35%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.58%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.89%	94.03%
CHEMBL2581	P07339	Cathepsin D	86.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.78%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.19%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.09%	85.94%

Plants that contains it

• Sarcomelicope megistophylla

Cross-Links

• PubChem: 10377838
• LOTUS: LTS0024242
• wikiData: Q105204274