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

Details

• Internal ID: ad4d63e5-7ca9-433f-b9df-6ba78c057713
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-4,6,8-trimethoxy-1-methylquinolin-2-one
• InChI: InChI=1S/C18H23NO5/c1-10(2)14(20)9-13-17(24-6)12-7-11(22-4)8-15(23-5)16(12)19(3)18(13)21/h7-8,14,20H,1,9H2,2-6H3/t14-/m1/s1
• InChI Key: BPIVYUXQDVOPES-CQSZACIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₅
• Molecular Weight: 333.40 g/mol
• Exact Mass: 333.15762283 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	+	0.8073	80.73%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.3966	39.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5709	57.09%
P-glycoprotein inhibitior	-	0.7544	75.44%
P-glycoprotein substrate	-	0.7213	72.13%
CYP3A4 substrate	+	0.5518	55.18%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8017	80.17%
CYP3A4 inhibition	+	0.6052	60.52%
CYP2C9 inhibition	-	0.7993	79.93%
CYP2C19 inhibition	-	0.5468	54.68%
CYP2D6 inhibition	-	0.8694	86.94%
CYP1A2 inhibition	+	0.6144	61.44%
CYP2C8 inhibition	-	0.7913	79.13%
CYP inhibitory promiscuity	+	0.5869	58.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5410	54.10%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7244	72.44%
Skin irritation	-	0.8159	81.59%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4653	46.53%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8149	81.49%
Acute Oral Toxicity (c)	III	0.6113	61.13%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	-	0.6236	62.36%
Thyroid receptor binding	+	0.6962	69.62%
Glucocorticoid receptor binding	+	0.5925	59.25%
Aromatase binding	-	0.5992	59.92%
PPAR gamma	+	0.5666	56.66%
Honey bee toxicity	-	0.8343	83.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8015	80.15%

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	99.21%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.94%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.13%	83.82%
CHEMBL4208	P20618	Proteasome component C5	87.01%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.52%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.79%	99.15%

Plants that contains it

• Ptelea trifoliata

Cross-Links

• PubChem: 162883964
• LOTUS: LTS0143723
• wikiData: Q104942419