[(2R,3S)-5-acetyl-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 690e8ec9-7e2b-4291-ae6a-87484500eab5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [(2R,3S)-5-acetyl-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=C1C=C(C=C2)C(=O)C)C(=C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@H](OC2=C1C=C(C=C2)C(=O)C)C(=C)C
• InChI: InChI=1S/C18H20O4/c1-6-11(4)18(20)22-17-14-9-13(12(5)19)7-8-15(14)21-16(17)10(2)3/h6-9,16-17H,2H2,1,3-5H3/b11-6+/t16-,17+/m1/s1
• InChI Key: LQUPQVIPBLTZNW-PLFKGVGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7705	77.05%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4784	47.84%
P-glycoprotein inhibitior	-	0.4849	48.49%
P-glycoprotein substrate	-	0.8201	82.01%
CYP3A4 substrate	+	0.5139	51.39%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.5952	59.52%
CYP2C9 inhibition	-	0.7971	79.71%
CYP2C19 inhibition	+	0.7031	70.31%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	+	0.8546	85.46%
CYP2C8 inhibition	+	0.5505	55.05%
CYP inhibitory promiscuity	+	0.7519	75.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4871	48.71%
Eye corrosion	-	0.9399	93.99%
Eye irritation	-	0.6151	61.51%
Skin irritation	-	0.7222	72.22%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.6047	60.47%
Human Ether-a-go-go-Related Gene inhibition	+	0.7091	70.91%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5566	55.66%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5720	57.20%
Acute Oral Toxicity (c)	III	0.3663	36.63%
Estrogen receptor binding	+	0.5588	55.88%
Androgen receptor binding	-	0.5581	55.81%
Thyroid receptor binding	-	0.5661	56.61%
Glucocorticoid receptor binding	-	0.7578	75.78%
Aromatase binding	-	0.5791	57.91%
PPAR gamma	-	0.7820	78.20%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6052	60.52%
Fish aquatic toxicity	+	0.9961	99.61%

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	94.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.32%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.64%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.19%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.48%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.17%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.52%	89.34%

Plants that contains it

• Trichogoniopsis morii

Cross-Links

• PubChem: 163189068
• LOTUS: LTS0068569
• wikiData: Q105155844