6-hydroxy-2-(3-hydroxy-3-methylbutyl)-3H-quinolin-4-one

Details

• Internal ID: 0120c27a-319b-43f5-9c5e-2c71dcbefefe
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroquinolines
• IUPAC Name: 6-hydroxy-2-(3-hydroxy-3-methylbutyl)-3H-quinolin-4-one
• SMILES (Canonical): CC(C)(CCC1=NC2=C(C=C(C=C2)O)C(=O)C1)O
• SMILES (Isomeric): CC(C)(CCC1=NC2=C(C=C(C=C2)O)C(=O)C1)O
• InChI: InChI=1S/C14H17NO3/c1-14(2,18)6-5-9-7-13(17)11-8-10(16)3-4-12(11)15-9/h3-4,8,16,18H,5-7H2,1-2H3
• InChI Key: APPLQWUTWOYHGV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.29 g/mol
• Exact Mass: 247.12084340 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5554	55.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8777	87.77%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8408	84.08%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.6230	62.30%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.5262	52.62%
CYP2C9 inhibition	-	0.7659	76.59%
CYP2C19 inhibition	-	0.7054	70.54%
CYP2D6 inhibition	-	0.7703	77.03%
CYP1A2 inhibition	+	0.5487	54.87%
CYP2C8 inhibition	-	0.7760	77.60%
CYP inhibitory promiscuity	-	0.7363	73.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6347	63.47%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.8287	82.87%
Skin irritation	-	0.7643	76.43%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5272	52.72%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6696	66.96%
Acute Oral Toxicity (c)	III	0.7192	71.92%
Estrogen receptor binding	+	0.6938	69.38%
Androgen receptor binding	-	0.6365	63.65%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.6419	64.19%
Aromatase binding	+	0.7186	71.86%
PPAR gamma	+	0.8470	84.70%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7869	78.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.85%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.51%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.48%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.58%	98.75%

Plants that contains it

• Sohnreyia excelsa

Cross-Links

• PubChem: 129716298
• LOTUS: LTS0090147
• wikiData: Q105096585