3-(3-Hydroxy-3-methylbut-1-enyl)-4-methoxy-1-methylquinolin-2-one

Details

• Internal ID: 67ad2a27-8057-42bf-a454-e4454f22c451
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 3-(3-hydroxy-3-methylbut-1-enyl)-4-methoxy-1-methylquinolin-2-one
• SMILES (Canonical): CC(C)(C=CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O
• SMILES (Isomeric): CC(C)(C=CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O
• InChI: InChI=1S/C16H19NO3/c1-16(2,19)10-9-12-14(20-4)11-7-5-6-8-13(11)17(3)15(12)18/h5-10,19H,1-4H3
• InChI Key: IERUWYXIPVVHDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.33 g/mol
• Exact Mass: 273.13649347 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	+	0.8386	83.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7113	71.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6367	63.67%
P-glycoprotein inhibitior	-	0.7901	79.01%
P-glycoprotein substrate	-	0.8939	89.39%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.6089	60.89%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.6509	65.09%
CYP2C9 inhibition	-	0.8126	81.26%
CYP2C19 inhibition	+	0.5380	53.80%
CYP2D6 inhibition	-	0.8855	88.55%
CYP1A2 inhibition	+	0.7682	76.82%
CYP2C8 inhibition	-	0.8051	80.51%
CYP inhibitory promiscuity	+	0.5521	55.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4104	41.04%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.7284	72.84%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4650	46.50%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6603	66.03%
Acute Oral Toxicity (c)	III	0.6262	62.62%
Estrogen receptor binding	+	0.9216	92.16%
Androgen receptor binding	-	0.5213	52.13%
Thyroid receptor binding	+	0.7394	73.94%
Glucocorticoid receptor binding	-	0.4815	48.15%
Aromatase binding	+	0.5837	58.37%
PPAR gamma	+	0.6372	63.72%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.7972	79.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	99.00%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	94.79%	80.78%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.84%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.80%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.50%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.37%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.27%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.80%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	83.40%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.86%	99.23%

Plants that contains it

• Glycosmis parviflora

Cross-Links

• PubChem: 85196421
• LOTUS: LTS0091750
• wikiData: Q105111955