(5-Acetyl-6,7-dimethoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 2-methylbut-2-enoate

Details

• Internal ID: 2dc8edde-6dcf-44c2-bdd1-600b1de708fd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (5-acetyl-6,7-dimethoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=C(C(=C(C=C12)C(=O)C)OC)OC)C(=C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(OC2=C(C(=C(C=C12)C(=O)C)OC)OC)C(=C)C
• InChI: InChI=1S/C20H24O6/c1-8-11(4)20(22)26-17-14-9-13(12(5)21)16(23-6)19(24-7)18(14)25-15(17)10(2)3/h8-9,15,17H,2H2,1,3-7H3
• InChI Key: YESBGCSSGBXNIK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.79
• 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	+	0.9934	99.34%
Caco-2	+	0.7934	79.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6224	62.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5652	56.52%
P-glycoprotein inhibitior	+	0.5768	57.68%
P-glycoprotein substrate	-	0.7961	79.61%
CYP3A4 substrate	+	0.5443	54.43%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8811	88.11%
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	-	0.6177	61.77%
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	-	0.6782	67.82%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.6079	60.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.6600	66.00%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.6539	65.39%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	II	0.5017	50.17%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	-	0.5169	51.69%
Thyroid receptor binding	+	0.6279	62.79%
Glucocorticoid receptor binding	-	0.5624	56.24%
Aromatase binding	-	0.4949	49.49%
PPAR gamma	-	0.5094	50.94%
Honey bee toxicity	-	0.6169	61.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	96.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.68%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.03%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.84%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.47%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.73%	95.56%

Plants that contains it

• Planaltoa lychnophoroides

Cross-Links

• PubChem: 162851328
• LOTUS: LTS0097647
• wikiData: Q105347381