1-[2-(2-Hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-1-benzofuran-5-yl]ethanone

Details

• Internal ID: e926d8c1-e03e-459f-891f-06324a3cde21
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[2-(2-hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=CCC1=C2C(=CC(=C1)C(=O)C)C=C(O2)C(C)(C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC(=C1)C(=O)C)C=C(O2)C(C)(C)O)C
• InChI: InChI=1S/C18H22O3/c1-11(2)6-7-13-8-14(12(3)19)9-15-10-16(18(4,5)20)21-17(13)15/h6,8-10,20H,7H2,1-5H3
• InChI Key: NABSFUNMSPFPQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• 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	+	0.9964	99.64%
Caco-2	+	0.7783	77.83%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5834	58.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5781	57.81%
P-glycoprotein inhibitior	-	0.7763	77.63%
P-glycoprotein substrate	-	0.8458	84.58%
CYP3A4 substrate	-	0.5401	54.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7913	79.13%
CYP3A4 inhibition	-	0.8046	80.46%
CYP2C9 inhibition	-	0.6382	63.82%
CYP2C19 inhibition	-	0.6368	63.68%
CYP2D6 inhibition	-	0.8638	86.38%
CYP1A2 inhibition	+	0.5141	51.41%
CYP2C8 inhibition	-	0.8511	85.11%
CYP inhibitory promiscuity	+	0.6875	68.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7736	77.36%
Carcinogenicity (trinary)	Non-required	0.5417	54.17%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.5476	54.76%
Skin irritation	-	0.5466	54.66%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4629	46.29%
Micronuclear	-	0.6858	68.58%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	+	0.6841	68.41%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6719	67.19%
Acute Oral Toxicity (c)	III	0.7155	71.55%
Estrogen receptor binding	+	0.6748	67.48%
Androgen receptor binding	+	0.5537	55.37%
Thyroid receptor binding	+	0.6029	60.29%
Glucocorticoid receptor binding	+	0.7242	72.42%
Aromatase binding	+	0.7889	78.89%
PPAR gamma	+	0.8247	82.47%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9733	97.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.28%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.97%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.85%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.51%	87.67%

Plants that contains it

• Ophryosporus macrodon

Cross-Links

• PubChem: 162899083
• LOTUS: LTS0016541
• wikiData: Q105176149