[5-Acetyl-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] acetate

Details

• Internal ID: 8d144970-796e-4f93-886c-46b86580c762
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [5-acetyl-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] acetate
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(C2OC(=O)C)C(=C)CO
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(C2OC(=O)C)C(=C)CO
• InChI: InChI=1S/C15H16O5/c1-8(7-16)14-15(19-10(3)18)12-6-11(9(2)17)4-5-13(12)20-14/h4-6,14-16H,1,7H2,2-3H3
• InChI Key: NPCSMXBJIGINBR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 5
• 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	+	0.9883	98.83%
Caco-2	-	0.5719	57.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7594	75.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8328	83.28%
P-glycoprotein inhibitior	-	0.8655	86.55%
P-glycoprotein substrate	-	0.8075	80.75%
CYP3A4 substrate	+	0.5078	50.78%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.6056	60.56%
CYP2C9 inhibition	+	0.6423	64.23%
CYP2C19 inhibition	+	0.6501	65.01%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	+	0.6928	69.28%
CYP2C8 inhibition	+	0.6179	61.79%
CYP inhibitory promiscuity	+	0.6625	66.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9183	91.83%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9694	96.94%
Eye irritation	-	0.7053	70.53%
Skin irritation	-	0.6840	68.40%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6178	61.78%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	+	0.5305	53.05%
skin sensitisation	+	0.5364	53.64%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5310	53.10%
Acute Oral Toxicity (c)	III	0.4404	44.04%
Estrogen receptor binding	-	0.7178	71.78%
Androgen receptor binding	-	0.6168	61.68%
Thyroid receptor binding	-	0.5962	59.62%
Glucocorticoid receptor binding	-	0.6910	69.10%
Aromatase binding	-	0.7076	70.76%
PPAR gamma	-	0.6614	66.14%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.9866	98.66%

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	94.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.98%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	87.32%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.24%	94.80%
CHEMBL2581	P07339	Cathepsin D	84.47%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.57%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.04%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.64%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 163043547
• LOTUS: LTS0221933
• wikiData: Q105182974