(5-Acetyl-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: f012156c-0d68-44cf-b7a7-5108008a4277
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (5-acetyl-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 4-acetyloxy-2-methylbut-2-enoate
• SMILES (Canonical): CC(=C)C1C(C2=C(O1)C=CC(=C2)C(=O)C)OC(=O)C(=CCOC(=O)C)C
• SMILES (Isomeric): CC(=C)C1C(C2=C(O1)C=CC(=C2)C(=O)C)OC(=O)C(=CCOC(=O)C)C
• InChI: InChI=1S/C20H22O6/c1-11(2)18-19(26-20(23)12(3)8-9-24-14(5)22)16-10-15(13(4)21)6-7-17(16)25-18/h6-8,10,18-19H,1,9H2,2-5H3
• InChI Key: WLEFIOFRLPLANA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 6
• 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	+	0.9955	99.55%
Caco-2	+	0.5438	54.38%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6964	69.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8003	80.03%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	-	0.7440	74.40%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.5458	54.58%
CYP2C9 inhibition	+	0.5840	58.40%
CYP2C19 inhibition	+	0.8031	80.31%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	+	0.9181	91.81%
CYP2C8 inhibition	+	0.6305	63.05%
CYP inhibitory promiscuity	+	0.7932	79.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.7098	70.98%
Skin irritation	-	0.7175	71.75%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.5647	56.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.4717	47.17%
Micronuclear	-	0.5308	53.08%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	+	0.5124	51.24%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5391	53.91%
Acute Oral Toxicity (c)	III	0.4915	49.15%
Estrogen receptor binding	+	0.6830	68.30%
Androgen receptor binding	-	0.5211	52.11%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6882	68.82%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6079	60.79%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6452	64.52%
Fish aquatic toxicity	+	0.9974	99.74%

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	95.28%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.07%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.78%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.90%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	86.77%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.57%	94.80%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.54%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.90%	97.25%

Plants that contains it

• Morithamnus crassus
• Oxytropis falcata
• Oxytropis muricata
• Oxytropis trichophysa

Cross-Links

• PubChem: 163009733
• LOTUS: LTS0216784
• wikiData: Q105137593