1-(6-Hydroxy-2-propan-2-yl-1-benzofuran-5-yl)ethanone

Details

• Internal ID: 4bdbf492-85ad-45ed-a15b-65f08cc548a2
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(6-hydroxy-2-propan-2-yl-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(C)C1=CC2=CC(=C(C=C2O1)O)C(=O)C
• SMILES (Isomeric): CC(C)C1=CC2=CC(=C(C=C2O1)O)C(=O)C
• InChI: InChI=1S/C13H14O3/c1-7(2)12-5-9-4-10(8(3)14)11(15)6-13(9)16-12/h4-7,15H,1-3H3
• InChI Key: AGCTVCFSNYYNGJ-UHFFFAOYSA-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: 3.40
• Atomic LogP (AlogP): 3.46
• 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	+	0.8482	84.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7891	78.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8326	83.26%
P-glycoprotein inhibitior	-	0.8858	88.58%
P-glycoprotein substrate	-	0.8201	82.01%
CYP3A4 substrate	-	0.6412	64.12%
CYP2C9 substrate	+	0.6150	61.50%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.9423	94.23%
CYP2C9 inhibition	-	0.7316	73.16%
CYP2C19 inhibition	-	0.6220	62.20%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	+	0.9731	97.31%
CYP2C8 inhibition	-	0.9249	92.49%
CYP inhibitory promiscuity	-	0.5977	59.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5553	55.53%
Eye corrosion	-	0.9483	94.83%
Eye irritation	+	0.5345	53.45%
Skin irritation	-	0.5617	56.17%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5666	56.66%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6700	67.00%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7299	72.99%
Estrogen receptor binding	-	0.4858	48.58%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5543	55.43%
Glucocorticoid receptor binding	-	0.5688	56.88%
Aromatase binding	+	0.7678	76.78%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9589	95.89%

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	96.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.49%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.26%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.97%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.23%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.48%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.39%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.18%	93.65%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.12%	83.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.38%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.33%	97.21%

Plants that contains it

• Encelia farinosa
• Senecio nutans

Cross-Links

• PubChem: 85826929
• LOTUS: LTS0249054
• wikiData: Q104911710