Acetic acid [1-[(4,8-dimethoxy-7-furo[2,3-b]quinolinyl)oxy]-3-hydroxy-3-methylbutan-2-yl] ester

Details

• Internal ID: c3c48ced-17cc-421b-ad49-a68e40db245f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: [1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-hydroxy-3-methylbutan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)C(C)(C)O
• SMILES (Isomeric): CC(=O)OC(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)C(C)(C)O
• InChI: InChI=1S/C20H23NO7/c1-11(22)28-15(20(2,3)23)10-27-14-7-6-12-16(18(14)25-5)21-19-13(8-9-26-19)17(12)24-4/h6-9,15,23H,10H2,1-5H3
• InChI Key: OIBYSERMZSUBGK-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₇
• Molecular Weight: 389.40 g/mol
• Exact Mass: 389.14745207 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• SMR000386993
• [1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-hydroxy-3-methylbutan-2-yl] acetate
• acetic acid [1-[(4,8-dimethoxy-7-furo[2,3-b]quinolinyl)oxy]-3-hydroxy-3-methylbutan-2-yl] ester
• Oprea1_088364
• CHEMBL1595751
• BDBM55819
• cid_4837167
• CHEBI:108310
• HMS2269B19
• AKOS032430840
• Q27187016
• [1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methyl-3-oxidanyl-butan-2-yl] ethanoate
• acetic acid [1-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxymethyl]-2-hydroxy-2-methyl-propyl] ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9535	95.35%
Caco-2	+	0.5733	57.33%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6673	66.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9487	94.87%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5940	59.40%
CYP3A4 substrate	+	0.5721	57.21%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.8273	82.73%
CYP3A4 inhibition	-	0.5784	57.84%
CYP2C9 inhibition	-	0.7592	75.92%
CYP2C19 inhibition	-	0.7427	74.27%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	+	0.8054	80.54%
CYP2C8 inhibition	+	0.5881	58.81%
CYP inhibitory promiscuity	-	0.5122	51.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5956	59.56%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.8227	82.27%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8413	84.13%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8332	83.32%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5795	57.95%
Estrogen receptor binding	+	0.8818	88.18%
Androgen receptor binding	+	0.7028	70.28%
Thyroid receptor binding	+	0.7701	77.01%
Glucocorticoid receptor binding	+	0.8676	86.76%
Aromatase binding	+	0.7879	78.79%
PPAR gamma	+	0.7860	78.60%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.6831	68.31%

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	97.57%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.23%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	92.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.28%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.34%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.18%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.82%	92.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.08%	96.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.81%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.45%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.85%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.41%	97.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.02%	93.65%

Plants that contains it

• Haplophyllum ramosissimum

Cross-Links

• PubChem: 4837167
• LOTUS: LTS0005079
• wikiData: Q27187016