2-(5-Acetyl-6-hydroxy-1-benzofuran-2-yl)prop-2-enyl acetate

Details

• Internal ID: d037f841-7615-4a20-9737-771a512710b5
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-(5-acetyl-6-hydroxy-1-benzofuran-2-yl)prop-2-enyl acetate
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)C=C(O2)C(=C)COC(=O)C)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C=C(O2)C(=C)COC(=O)C)O
• InChI: InChI=1S/C15H14O5/c1-8(7-19-10(3)17)14-5-11-4-12(9(2)16)13(18)6-15(11)20-14/h4-6,18H,1,7H2,2-3H3
• InChI Key: BAIHFAXNLDBEGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.92
• 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	+	0.9939	99.39%
Caco-2	-	0.5228	52.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7734	77.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7226	72.26%
P-glycoprotein inhibitior	-	0.7872	78.72%
P-glycoprotein substrate	-	0.7168	71.68%
CYP3A4 substrate	-	0.5506	55.06%
CYP2C9 substrate	+	0.6101	61.01%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.6455	64.55%
CYP2C9 inhibition	+	0.7186	71.86%
CYP2C19 inhibition	+	0.7522	75.22%
CYP2D6 inhibition	-	0.9036	90.36%
CYP1A2 inhibition	+	0.8761	87.61%
CYP2C8 inhibition	-	0.6217	62.17%
CYP inhibitory promiscuity	+	0.6508	65.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9240	92.40%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	0.5588	55.88%
Skin irritation	-	0.7099	70.99%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7611	76.11%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.5065	50.65%
skin sensitisation	-	0.5440	54.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7055	70.55%
Acute Oral Toxicity (c)	III	0.4180	41.80%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	-	0.5194	51.94%
Thyroid receptor binding	-	0.6504	65.04%
Glucocorticoid receptor binding	+	0.6887	68.87%
Aromatase binding	+	0.7504	75.04%
PPAR gamma	+	0.5981	59.81%
Honey bee toxicity	-	0.8799	87.99%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.13%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.69%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.66%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.92%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.97%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.84%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.68%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.12%	94.45%

Plants that contains it

• Ageratum houstonianum

Cross-Links

• PubChem: 90470827
• LOTUS: LTS0006610
• wikiData: Q104922195