4,6,8-trimethoxy-3-[(2S)-2-methoxy-3-methylbut-3-enyl]-1-methylquinolin-2-one

Details

• Internal ID: 9b30754b-2082-4e86-9391-7865d4f75305
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4,6,8-trimethoxy-3-[(2S)-2-methoxy-3-methylbut-3-enyl]-1-methylquinolin-2-one
• SMILES (Canonical): CC(=C)C(CC1=C(C2=C(C(=CC(=C2)OC)OC)N(C1=O)C)OC)OC
• SMILES (Isomeric): CC(=C)[C@H](CC1=C(C2=C(C(=CC(=C2)OC)OC)N(C1=O)C)OC)OC
• InChI: InChI=1S/C19H25NO5/c1-11(2)15(23-5)10-14-18(25-7)13-8-12(22-4)9-16(24-6)17(13)20(3)19(14)21/h8-9,15H,1,10H2,2-7H3/t15-/m0/s1
• InChI Key: AEMUKRRTSPDDRZ-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₅
• Molecular Weight: 347.40 g/mol
• Exact Mass: 347.17327290 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	+	0.8561	85.61%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4207	42.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5562	55.62%
P-glycoprotein inhibitior	-	0.5609	56.09%
P-glycoprotein substrate	-	0.6683	66.83%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	+	0.7771	77.71%
CYP2C9 inhibition	-	0.7479	74.79%
CYP2C19 inhibition	+	0.6423	64.23%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	+	0.6407	64.07%
CYP2C8 inhibition	-	0.7804	78.04%
CYP inhibitory promiscuity	+	0.8478	84.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5488	54.88%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.7008	70.08%
Skin irritation	-	0.8273	82.73%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8863	88.63%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7849	78.49%
Acute Oral Toxicity (c)	III	0.5976	59.76%
Estrogen receptor binding	+	0.7903	79.03%
Androgen receptor binding	-	0.5818	58.18%
Thyroid receptor binding	+	0.7295	72.95%
Glucocorticoid receptor binding	+	0.6494	64.94%
Aromatase binding	+	0.5212	52.12%
PPAR gamma	+	0.5186	51.86%
Honey bee toxicity	-	0.7210	72.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8822	88.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.63%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.61%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.05%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.42%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.57%	99.15%

Plants that contains it

• Ptelea trifoliata

Cross-Links

• PubChem: 163053514
• LOTUS: LTS0102248
• wikiData: Q104910183