1-[6-Hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydro-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 8cf9386d-b2f4-41af-b795-333322e91665
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[6-hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C2=C(C=C1O)OC(C2)C(C)(C)O)OC
• SMILES (Isomeric): CC(=O)C1=C(C2=C(C=C1O)OC(C2)C(C)(C)O)OC
• InChI: InChI=1S/C14H18O5/c1-7(15)12-9(16)6-10-8(13(12)18-4)5-11(19-10)14(2,3)17/h6,11,16-17H,5H2,1-4H3
• InChI Key: XDILIJCUUOMKDQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.6541	65.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7354	73.54%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9061	90.61%
P-glycoprotein substrate	-	0.8934	89.34%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7943	79.43%
CYP3A4 inhibition	-	0.7404	74.04%
CYP2C9 inhibition	-	0.7895	78.95%
CYP2C19 inhibition	-	0.6565	65.65%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	+	0.7099	70.99%
CYP2C8 inhibition	-	0.7108	71.08%
CYP inhibitory promiscuity	-	0.7535	75.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5175	51.75%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	0.5985	59.85%
Skin irritation	-	0.7105	71.05%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4338	43.38%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7709	77.09%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7505	75.05%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.5507	55.07%
Androgen receptor binding	-	0.7508	75.08%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	-	0.6583	65.83%
Aromatase binding	-	0.6577	65.77%
PPAR gamma	+	0.8424	84.24%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8643	86.43%

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	99.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.50%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.92%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.78%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.19%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.45%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.73%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.69%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.57%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.65%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.10%	96.95%

Plants that contains it

• Dinosperma stipitata

Cross-Links

• PubChem: 13536304
• LOTUS: LTS0255061
• wikiData: Q105325739