2-[(14R)-14-hydroxy-14,15-dimethylhexadecyl]-3-methoxy-1H-quinolin-4-one

Details

• Internal ID: bdacd3e9-5829-42c1-b74d-4001240b0606
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 2-[(14R)-14-hydroxy-14,15-dimethylhexadecyl]-3-methoxy-1H-quinolin-4-one
• SMILES (Canonical): CC(C)C(C)(CCCCCCCCCCCCCC1=C(C(=O)C2=CC=CC=C2N1)OC)O
• SMILES (Isomeric): CC(C)[C@@](C)(CCCCCCCCCCCCCC1=C(C(=O)C2=CC=CC=C2N1)OC)O
• InChI: InChI=1S/C28H45NO3/c1-22(2)28(3,31)21-17-13-11-9-7-5-6-8-10-12-14-20-25-27(32-4)26(30)23-18-15-16-19-24(23)29-25/h15-16,18-19,22,31H,5-14,17,20-21H2,1-4H3,(H,29,30)/t28-/m1/s1
• InChI Key: SHTZVUCESLDTQA-MUUNZHRXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₅NO₃
• Molecular Weight: 443.70 g/mol
• Exact Mass: 443.33994430 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 7.17
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.6112	61.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7942	79.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9489	94.89%
P-glycoprotein inhibitior	+	0.7037	70.37%
P-glycoprotein substrate	-	0.5319	53.19%
CYP3A4 substrate	+	0.6280	62.80%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.8044	80.44%
CYP3A4 inhibition	-	0.6301	63.01%
CYP2C9 inhibition	-	0.8475	84.75%
CYP2C19 inhibition	-	0.6272	62.72%
CYP2D6 inhibition	-	0.8195	81.95%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6225	62.25%
CYP inhibitory promiscuity	-	0.6137	61.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9316	93.16%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7784	77.84%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.5518	55.18%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.6190	61.90%
Thyroid receptor binding	+	0.5632	56.32%
Glucocorticoid receptor binding	+	0.6317	63.17%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	+	0.5195	51.95%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5437	54.37%
Fish aquatic toxicity	+	0.8356	83.56%

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	98.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.49%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.47%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	93.80%	94.75%
CHEMBL2535	P11166	Glucose transporter	92.72%	98.75%
CHEMBL2885	P07451	Carbonic anhydrase III	92.35%	87.45%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.44%	85.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.10%	85.94%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.85%	92.68%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.10%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.85%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	84.40%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.25%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	82.95%	98.59%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.61%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	82.23%	92.98%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.90%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.13%	92.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.26%	95.00%

Plants that contains it

• Dictyoloma vandellianum

Cross-Links

• PubChem: 163185855
• LOTUS: LTS0061482
• wikiData: Q105253201