Schinifoline

Details

• Internal ID: 1d89aacc-c7d9-4800-9d3f-7207c804a6e9
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 2-heptyl-1-methylquinolin-4-one
• SMILES (Canonical): CCCCCCCC1=CC(=O)C2=CC=CC=C2N1C
• SMILES (Isomeric): CCCCCCCC1=CC(=O)C2=CC=CC=C2N1C
• InChI: InChI=1S/C17H23NO/c1-3-4-5-6-7-10-14-13-17(19)15-11-8-9-12-16(15)18(14)2/h8-9,11-13H,3-7,10H2,1-2H3
• InChI Key: HCUSLQJBGQJQCB-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO
• Molecular Weight: 257.37 g/mol
• Exact Mass: 257.177964357 g/mol
• Topological Polar Surface Area (TPSA): 20.30 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 80554-58-1
• 2-Heptyl-1-methylquinolin-4(1H)-one
• 2-heptyl-1-methylquinolin-4-one
• 1-Methyl-2-heptyl-4(1H)-quinolinone
• 4(1H)-Quinolinone, 2-heptyl-1-methyl-
• CHEMBL2230198
• DTXSID10230391
• CHEBI:193320
• HY-N4164
• AKOS022184568
• SB71612
• CS-0032287

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.9280	92.80%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6714	67.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.5540	55.40%
P-glycoprotein inhibitior	-	0.7604	76.04%
P-glycoprotein substrate	-	0.5650	56.50%
CYP3A4 substrate	+	0.5588	55.88%
CYP2C9 substrate	-	0.5716	57.16%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	-	0.8383	83.83%
CYP2C9 inhibition	-	0.8148	81.48%
CYP2C19 inhibition	-	0.6331	63.31%
CYP2D6 inhibition	-	0.5327	53.27%
CYP1A2 inhibition	+	0.8346	83.46%
CYP2C8 inhibition	-	0.8032	80.32%
CYP inhibitory promiscuity	+	0.6614	66.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6716	67.16%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.5438	54.38%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.8485	84.85%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8587	85.87%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6736	67.36%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6357	63.57%
Estrogen receptor binding	+	0.5839	58.39%
Androgen receptor binding	+	0.6661	66.61%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	-	0.6708	67.08%
Aromatase binding	+	0.5440	54.40%
PPAR gamma	+	0.7564	75.64%
Honey bee toxicity	-	0.9821	98.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8272	82.72%
Fish aquatic toxicity	+	0.9265	92.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.12%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	97.53%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.34%	93.99%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.94%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	93.35%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	92.67%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.91%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.52%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.41%	96.25%
CHEMBL4040	P28482	MAP kinase ERK2	86.62%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.97%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	83.69%	93.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.44%	82.69%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.39%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.41%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.97%	93.65%
CHEMBL1781	P11387	DNA topoisomerase I	80.81%	97.00%
CHEMBL2885	P07451	Carbonic anhydrase III	80.68%	87.45%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.06%	91.76%
CHEMBL3837	P07711	Cathepsin L	15.92%	0.00%
CHEMBL3272	O60911	Cathepsin L2	15.92%	0.00%
CHEMBL220	P22303	Acetylcholinesterase	11.20%	0.00%
CHEMBL226	P30542	Adenosine A1 receptor	11.20%	0.00%
CHEMBL251	P29274	Adenosine A2a receptor	11.20%	0.00%
CHEMBL1916	P18825	Alpha-2c adrenergic receptor	11.20%	0.00%
CHEMBL5393	Q9UNQ0	ATP-binding cassette sub-family G member 2	11.20%	0.00%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	11.20%	0.00%
CHEMBL6020	O95342	Bile salt export pump	11.20%	0.00%
CHEMBL2637	P53779	c-Jun N-terminal kinase 3	11.20%	0.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	11.20%	0.00%
CHEMBL4072	P07858	Cathepsin B	11.20%	0.00%
CHEMBL268	P43235	Cathepsin K	11.20%	0.00%
CHEMBL4081	P13726	Coagulation factor III	11.20%	0.00%
CHEMBL1800	P34998	Corticotropin releasing factor receptor 1	11.20%	0.00%
CHEMBL221	P23219	Cyclooxygenase-1	11.20%	0.00%
CHEMBL1908	P15538	Cytochrome P450 11B1	11.20%	0.00%
CHEMBL2722	P19099	Cytochrome P450 11B2	11.20%	0.00%
CHEMBL2231	P04798	Cytochrome P450 1A1	11.20%	0.00%
CHEMBL3356	P05177	Cytochrome P450 1A2	11.20%	0.00%
CHEMBL4878	Q16678	Cytochrome P450 1B1	11.20%	0.00%
CHEMBL3622	P33261	Cytochrome P450 2C19	11.20%	0.00%
CHEMBL3397	P11712	Cytochrome P450 2C9	11.20%	0.00%
CHEMBL3142	P78527	DNA-dependent protein kinase	11.20%	0.00%
CHEMBL2056	P21728	Dopamine D1 receptor	11.20%	0.00%
CHEMBL1850	P21918	Dopamine D5 receptor	11.20%	0.00%
CHEMBL4804	P30305	Dual specificity phosphatase Cdc25B	11.20%	0.00%
CHEMBL1968	P07099	Epoxide hydrolase 1	11.20%	0.00%
CHEMBL3181	P14061	Estradiol 17-beta-dehydrogenase 1	11.20%	0.00%
CHEMBL2789	P37059	Estradiol 17-beta-dehydrogenase 2	11.20%	0.00%
CHEMBL1902	P62942	FK506-binding protein 1A	11.20%	0.00%
CHEMBL6144	P43250	G protein-coupled receptor kinase 6	11.20%	0.00%
CHEMBL4079	P25098	G-protein coupled receptor kinase 2	11.20%	0.00%
CHEMBL240	Q12809	HERG	11.20%	0.00%
CHEMBL231	P35367	Histamine H1 receptor	11.20%	0.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	11.20%	0.00%
CHEMBL260	Q16539	MAP kinase p38 alpha	11.20%	0.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	11.20%	0.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	11.20%	0.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	11.20%	0.00%
CHEMBL259	P32245	Melanocortin receptor 4	11.20%	0.00%
CHEMBL1946	P49286	Melatonin receptor 1B	11.20%	0.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	11.20%	0.00%
CHEMBL2039	P27338	Monoamine oxidase B	11.20%	0.00%
CHEMBL4191	Q99685	Monoglyceride lipase	11.20%	0.00%
CHEMBL2428	Q15746	Myosin light chain kinase, smooth muscle	11.20%	0.00%
CHEMBL249	P25103	Neurokinin 1 receptor	11.20%	0.00%
CHEMBL2327	P21452	Neurokinin 2 receptor	11.20%	0.00%
CHEMBL5533	Q04206	Nuclear factor NF-kappa-B p65 subunit	11.20%	0.00%
CHEMBL2049	P30559	Oxytocin receptor	11.20%	0.00%
CHEMBL4302	P08183	P-glycoprotein 1	11.20%	0.00%
CHEMBL4805	Q99572	P2X purinoceptor 7	11.20%	0.00%
CHEMBL5023	Q00987	p53-binding protein Mdm-2	11.20%	0.00%
CHEMBL4409	Q9Y233	Phosphodiesterase 10A	11.20%	0.00%
CHEMBL2652	O00408	Phosphodiesterase 2A	11.20%	0.00%
CHEMBL254	P27815	Phosphodiesterase 4A	11.20%	0.00%
CHEMBL275	Q07343	Phosphodiesterase 4B	11.20%	0.00%
CHEMBL1827	O76074	Phosphodiesterase 5A	11.20%	0.00%
CHEMBL3105	P09874	Poly [ADP-ribose] polymerase-1	11.20%	0.00%
CHEMBL3202	P48147	Prolyl endopeptidase	11.20%	0.00%
CHEMBL5658	O14684	Prostaglandin E synthase	11.20%	0.00%
CHEMBL2094108	P49354	Protein farnesyltransferase	11.20%	0.00%
CHEMBL2182	P28566	Serotonin 1e (5-HT1e) receptor	11.20%	0.00%
CHEMBL1833	P41595	Serotonin 2b (5-HT2b) receptor	11.20%	0.00%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	11.20%	0.00%
CHEMBL3426	P47898	Serotonin 5a (5-HT5a) receptor	11.20%	0.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	11.20%	0.00%
CHEMBL1893	Q05940	Synaptic vesicular amine transporter	11.20%	0.00%
CHEMBL6164	O95271	Tankyrase-1	11.20%	0.00%
CHEMBL6154	Q9H2K2	Tankyrase-2	11.20%	0.00%
CHEMBL4439	P36897	TGF-beta receptor type I	11.20%	0.00%
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	11.20%	0.00%
CHEMBL5804	Q9NR96	Toll-like receptor 9	11.20%	0.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	11.20%	0.00%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	11.20%	0.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	11.20%	0.00%

Plants that contains it

• Angelica taiwaniana
• Bellium bellidioides
• Centaurea calcitrapa
• Cynara humilis
• Delphinium hohenackeri
• Elegia deusta
• Erica glauca
• Garcinia intermedia
• Glycosmis cyanocarpa
• Jacobaea vulgaris
• Kielmeyera coriacea
• Kitagawia praeruptora
• Leucas neufliseana
• Lithospermum officinale
• Litsea glutinosa
• Oncosiphon suffruticosus
• Platonia insignis
• Plectranthus parishii
• Salvia munzii
• Sarcococca coriacea
• Solanum villosum
• Sophora koreensis
• Synotis cappa
• Tabebuia heterophylla
• Trachelospermum lucidum
• Ulmus americana
• Wikstroemia chamaedaphne
• Wollastonia dentata
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 133504
• NPASS: NPC177684
• LOTUS: LTS0126032
• wikiData: Q72507123