1-[3-Acetyloxy-2-(3-methoxy-3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethyl 2-methylbut-2-enoate

Details

• Internal ID: ae297bd7-4f80-4844-9ebc-372af3206798
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 1-[3-acetyloxy-2-(3-methoxy-3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethyl 2-methylbut-2-enoate
• InChI: InChI=1S/C21H24O7/c1-7-11(2)20(23)26-13(4)15-8-9-17-16(10-15)19(27-14(5)22)18(28-17)12(3)21(24)25-6/h7-10,13,18-19H,3H2,1-2,4-6H3
• InChI Key: ISHULZYKQRCMJB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.5598	55.98%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6224	62.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8685	86.85%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	-	0.6124	61.24%
CYP3A4 substrate	+	0.5956	59.56%
CYP2C9 substrate	+	0.5791	57.91%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.5070	50.70%
CYP2C9 inhibition	-	0.8614	86.14%
CYP2C19 inhibition	+	0.6703	67.03%
CYP2D6 inhibition	-	0.9646	96.46%
CYP1A2 inhibition	+	0.8208	82.08%
CYP2C8 inhibition	-	0.7103	71.03%
CYP inhibitory promiscuity	+	0.7119	71.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9399	93.99%
Eye irritation	-	0.8525	85.25%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.5447	54.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.3961	39.61%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5724	57.24%
skin sensitisation	-	0.6539	65.39%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4783	47.83%
Acute Oral Toxicity (c)	II	0.5017	50.17%
Estrogen receptor binding	+	0.7492	74.92%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7143	71.43%
Glucocorticoid receptor binding	+	0.8371	83.71%
Aromatase binding	-	0.5578	55.78%
PPAR gamma	-	0.5485	54.85%
Honey bee toxicity	-	0.5626	56.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	97.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.06%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.25%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.61%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	90.39%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.51%	94.80%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.53%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.64%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.95%	89.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.75%	92.62%

Plants that contains it

• Pentatrichia integra

Cross-Links

• PubChem: 162900795
• LOTUS: LTS0181664
• wikiData: Q105119524