1-[5-Acetyl-2-(2-hydroxypropan-2-yl)-1-benzofuran-7-yl]-3-methylbut-2-en-1-one

Details

• Internal ID: 1b3cdb99-cd70-4986-a448-46a93115158f
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[5-acetyl-2-(2-hydroxypropan-2-yl)-1-benzofuran-7-yl]-3-methylbut-2-en-1-one
• SMILES (Canonical): CC(=CC(=O)C1=C2C(=CC(=C1)C(=O)C)C=C(O2)C(C)(C)O)C
• SMILES (Isomeric): CC(=CC(=O)C1=C2C(=CC(=C1)C(=O)C)C=C(O2)C(C)(C)O)C
• InChI: InChI=1S/C18H20O4/c1-10(2)6-15(20)14-8-12(11(3)19)7-13-9-16(18(4,5)21)22-17(13)14/h6-9,21H,1-5H3
• InChI Key: ZECJSBAJIZYAJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.6986	69.86%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6779	67.79%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5172	51.72%
P-glycoprotein inhibitior	-	0.7279	72.79%
P-glycoprotein substrate	-	0.8262	82.62%
CYP3A4 substrate	-	0.5589	55.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.8223	82.23%
CYP2C9 inhibition	-	0.6548	65.48%
CYP2C19 inhibition	-	0.7921	79.21%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.5694	56.94%
CYP2C8 inhibition	-	0.8140	81.40%
CYP inhibitory promiscuity	-	0.5562	55.62%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7862	78.62%
Carcinogenicity (trinary)	Non-required	0.4616	46.16%
Eye corrosion	-	0.9677	96.77%
Eye irritation	-	0.5230	52.30%
Skin irritation	-	0.6539	65.39%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6195	61.95%
Micronuclear	-	0.5099	50.99%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	III	0.6212	62.12%
Estrogen receptor binding	+	0.7408	74.08%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.5708	57.08%
Glucocorticoid receptor binding	+	0.7476	74.76%
Aromatase binding	+	0.7179	71.79%
PPAR gamma	+	0.8283	82.83%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9710	97.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.16%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	94.51%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.47%	87.67%
CHEMBL2581	P07339	Cathepsin D	88.25%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.70%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.87%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.27%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.50%	96.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.08%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.81%	100.00%

Plants that contains it

• Ophryosporus macrodon

Cross-Links

• PubChem: 162877460
• LOTUS: LTS0118761
• wikiData: Q105373079