(5-Acetyl-6-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) 4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: 309624ba-39dc-4c14-ab50-9b32807a7194
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (5-acetyl-6-hydroxy-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=CC(=C(C=C2O1)O)C(=O)C)OC(=O)C(=CCOC(=O)C)C
• SMILES (Isomeric): CC(=C)C1C(C2=CC(=C(C=C2O1)O)C(=O)C)OC(=O)C(=CCOC(=O)C)C
• InChI: InChI=1S/C20H22O7/c1-10(2)18-19(27-20(24)11(3)6-7-25-13(5)22)15-8-14(12(4)21)16(23)9-17(15)26-18/h6,8-9,18-19,23H,1,7H2,2-5H3
• InChI Key: SXCPIOVGCCQDRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7430	74.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5890	58.90%
P-glycoprotein inhibitior	+	0.6039	60.39%
P-glycoprotein substrate	-	0.7485	74.85%
CYP3A4 substrate	+	0.5660	56.60%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6521	65.21%
CYP2C9 inhibition	+	0.6129	61.29%
CYP2C19 inhibition	+	0.6836	68.36%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	+	0.8624	86.24%
CYP2C8 inhibition	+	0.5268	52.68%
CYP inhibitory promiscuity	+	0.5569	55.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6550	65.50%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.6706	67.06%
Skin irritation	-	0.6833	68.33%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7021	70.21%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5422	54.22%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4393	43.93%
Estrogen receptor binding	+	0.6982	69.82%
Androgen receptor binding	-	0.5385	53.85%
Thyroid receptor binding	-	0.5845	58.45%
Glucocorticoid receptor binding	+	0.6694	66.94%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5687	56.87%
Honey bee toxicity	-	0.7555	75.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.85%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.66%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.14%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	81.89%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.34%	98.95%

Plants that contains it

• Liatris scariosa
• Morithamnus crassus

Cross-Links

• PubChem: 162999823
• LOTUS: LTS0168436
• wikiData: Q105263040