6-hydroxy-2-(3-hydroxy-3-methylbutyl)-1H-quinolin-4-one

Details

• Internal ID: f9b566ed-cd78-4973-8606-25eaae25f8f8
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroxyquinolines
• IUPAC Name: 6-hydroxy-2-(3-hydroxy-3-methylbutyl)-1H-quinolin-4-one
• InChI: InChI=1S/C14H17NO3/c1-14(2,18)6-5-9-7-13(17)11-8-10(16)3-4-12(11)15-9/h3-4,7-8,16,18H,5-6H2,1-2H3,(H,15,17)
• InChI Key: ZMLVZOLWYXOOAB-UHFFFAOYSA-N
• Popularity: 2 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): 69.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• 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	-	0.5927	59.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7793	77.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7692	76.92%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7079	70.79%
P-glycoprotein inhibitior	-	0.9440	94.40%
P-glycoprotein substrate	-	0.6890	68.90%
CYP3A4 substrate	-	0.5133	51.33%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8202	82.02%
CYP3A4 inhibition	-	0.7704	77.04%
CYP2C9 inhibition	-	0.8761	87.61%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.5758	57.58%
CYP2C8 inhibition	-	0.6459	64.59%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6520	65.20%
Eye corrosion	-	0.9944	99.44%
Eye irritation	+	0.6551	65.51%
Skin irritation	-	0.7948	79.48%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5197	51.97%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7264	72.64%
Acute Oral Toxicity (c)	III	0.6856	68.56%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	+	0.7083	70.83%
PPAR gamma	+	0.8408	84.08%
Honey bee toxicity	-	0.9545	95.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4819	48.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.53%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.71%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.40%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.47%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.76%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	82.01%	93.31%
CHEMBL255	P29275	Adenosine A2b receptor	81.30%	98.59%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.03%	90.93%
CHEMBL1937	Q92769	Histone deacetylase 2	80.70%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.21%	93.99%

Plants that contains it

• Sohnreyia excelsa

Cross-Links

• PubChem: 91528975
• LOTUS: LTS0041182
• wikiData: Q104202569