1-[2-[(2R)-1-hydroxypropan-2-yl]-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 92076b33-8c37-4aeb-8832-5e4cdbf375cd
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[2-[(2R)-1-hydroxypropan-2-yl]-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(CO)C1=CC2=C(O1)C=CC(=C2)C(=O)C
• SMILES (Isomeric): C[C@H](CO)C1=CC2=C(O1)C=CC(=C2)C(=O)C
• InChI: InChI=1S/C13H14O3/c1-8(7-14)13-6-11-5-10(9(2)15)3-4-12(11)16-13/h3-6,8,14H,7H2,1-2H3/t8-/m1/s1
• InChI Key: JQXRWQWSAPEQHU-MRVPVSSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7256	72.56%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4831	48.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7511	75.11%
P-glycoprotein inhibitior	-	0.9428	94.28%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	-	0.6642	66.42%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8072	80.72%
CYP3A4 inhibition	-	0.9289	92.89%
CYP2C9 inhibition	-	0.8519	85.19%
CYP2C19 inhibition	-	0.6312	63.12%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	+	0.7489	74.89%
CYP2C8 inhibition	-	0.9013	90.13%
CYP inhibitory promiscuity	-	0.7594	75.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9285	92.85%
Eye irritation	-	0.8623	86.23%
Skin irritation	-	0.6670	66.70%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5611	56.11%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.5172	51.72%
skin sensitisation	-	0.5922	59.22%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.7574	75.74%
Estrogen receptor binding	-	0.7827	78.27%
Androgen receptor binding	-	0.5671	56.71%
Thyroid receptor binding	-	0.6381	63.81%
Glucocorticoid receptor binding	-	0.6875	68.75%
Aromatase binding	+	0.6105	61.05%
PPAR gamma	-	0.4943	49.43%
Honey bee toxicity	-	0.9870	98.70%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.7810	78.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.27%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.89%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.31%	90.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.55%	87.67%
CHEMBL4208	P20618	Proteasome component C5	83.52%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.61%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.34%	86.33%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.90%	93.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.02%	97.21%

Plants that contains it

• Ophryosporus charua

Cross-Links

• PubChem: 163034332
• LOTUS: LTS0264293
• wikiData: Q105133738