5-Acetyl-4-hydroxy-2-isopropenylbenzofuran

Details

• Internal ID: 318ba87d-0dfc-4d34-ac18-dba59f1f3074
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(4-hydroxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone
• InChI: InChI=1S/C13H12O3/c1-7(2)12-6-10-11(16-12)5-4-9(8(3)14)13(10)15/h4-6,15H,1H2,2-3H3
• InChI Key: FQDPEGSQBNCQRJ-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7799	77.99%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9751	97.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8084	80.84%
P-glycoprotein inhibitior	-	0.8190	81.90%
P-glycoprotein substrate	-	0.8609	86.09%
CYP3A4 substrate	-	0.5808	58.08%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.5892	58.92%
CYP2C9 inhibition	-	0.6310	63.10%
CYP2C19 inhibition	+	0.6583	65.83%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	+	0.9400	94.00%
CYP2C8 inhibition	-	0.6784	67.84%
CYP inhibitory promiscuity	+	0.8140	81.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5165	51.65%
Eye corrosion	-	0.9478	94.78%
Eye irritation	+	0.8627	86.27%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7075	70.75%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.6028	60.28%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9108	91.08%
Acute Oral Toxicity (c)	III	0.5191	51.91%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.6571	65.71%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	+	0.6283	62.83%
Aromatase binding	+	0.7738	77.38%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.93%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	91.83%	91.49%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.79%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.34%	93.65%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.23%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.71%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.78%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.36%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.40%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.08%	86.33%

Plants that contains it

• Tagetes erecta

Cross-Links

• PubChem: 10878558
• LOTUS: LTS0046226
• wikiData: Q104398813