Eduline

Details

• Internal ID: 23dda353-a597-40c6-9432-016b51c5e51f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: 6-methoxy-1-methyl-2-phenylquinolin-4-one
• SMILES (Canonical): CN1C2=C(C=C(C=C2)OC)C(=O)C=C1C3=CC=CC=C3
• SMILES (Isomeric): CN1C2=C(C=C(C=C2)OC)C(=O)C=C1C3=CC=CC=C3
• InChI: InChI=1S/C17H15NO2/c1-18-15-9-8-13(20-2)10-14(15)17(19)11-16(18)12-6-4-3-5-7-12/h3-11H,1-2H3
• InChI Key: GFUAPSNFZWUMBP-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₅NO₂
• Molecular Weight: 265.31 g/mol
• Exact Mass: 265.110278721 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 9CR4RV2MWM
• 6-Methoxy-1-methyl-2-phenyl-4(1H)-quinolinone
• 6878-08-6
• UNII-9CR4RV2MWM
• 6-methoxy-1-methyl-2-phenylquinolin-4-one
• 4(1H)-Quinolinone, 6-methoxy-1-methyl-2-phenyl-
• MLS000549197
• Oprea1_078715
• CHEMBL1415524
• GFUAPSNFZWUMBP-UHFFFAOYSA-N
• HMS2342N18
• SMR000113847
• AB00471760-08
• AE-562/12222922
• 6-Methoxy-1-methyl-2-phenyl-4(1H)-quinolinone #
• 6-Methoxy-1-methyl-2-phenyl-4(1H)-quinolinone, 9CI
• 6-methoxy-1-methyl-2-phenyl-1,4-dihydroquinolin-4-one
• 6-Methoxy-1-methyl-2-phenyl-4(1H)-quinolinone (eduline)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.9460	94.60%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9600	96.00%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8029	80.29%
P-glycoprotein inhibitior	-	0.4788	47.88%
P-glycoprotein substrate	-	0.8457	84.57%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	+	0.5635	56.35%
CYP2C9 inhibition	+	0.5138	51.38%
CYP2C19 inhibition	-	0.5159	51.59%
CYP2D6 inhibition	-	0.7267	72.67%
CYP1A2 inhibition	+	0.6887	68.87%
CYP2C8 inhibition	-	0.7656	76.56%
CYP inhibitory promiscuity	+	0.7621	76.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9410	94.10%
Carcinogenicity (trinary)	Warning	0.3968	39.68%
Eye corrosion	-	0.9938	99.38%
Eye irritation	+	0.6791	67.91%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3713	37.13%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.5769	57.69%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6154	61.54%
Acute Oral Toxicity (c)	III	0.6913	69.13%
Estrogen receptor binding	+	0.9107	91.07%
Androgen receptor binding	+	0.8957	89.57%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.7809	78.09%
Aromatase binding	+	0.6410	64.10%
PPAR gamma	+	0.5299	52.99%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.8000	80.00%
Fish aquatic toxicity	-	0.4118	41.18%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	28183.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM	Potency	via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	4 nM; 4 nM	Potency; Potency	via Super-PRED; via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	35481.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	94.03%	92.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.92%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	92.11%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.02%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.13%	94.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.71%	92.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.43%	85.14%
CHEMBL240	Q12809	HERG	84.93%	89.76%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.55%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.59%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.82%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.55%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.30%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%
CHEMBL4208	P20618	Proteasome component C5	80.00%	90.00%

Plants that contains it

• Alpinia officinarum
• Casimiroa edulis
• Espeletiopsis purpurascens
• Helianthus californicus
• Hornstedtia reticulata
• Imperata cylindrica
• Orixa japonica
• Phlebodium aureum
• Plectranthus hereroensis
• Skimmia japonica
• Spiraea prunifolia
• Ursinia anthemoides

Cross-Links

• PubChem: 622180
• NPASS: NPC93653
• ChEMBL: CHEMBL1415524
• LOTUS: LTS0187369
• wikiData: Q105007788