3-(3,4,5-Trimethoxyphenyl)prop-2-enyl 2-methylbut-2-enoate

Details

• Internal ID: 3d25deed-8b63-4cee-b3ce-38cad46f76c0
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 3-(3,4,5-trimethoxyphenyl)prop-2-enyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC=CC1=CC(=C(C(=C1)OC)OC)OC
• SMILES (Isomeric): CC=C(C)C(=O)OCC=CC1=CC(=C(C(=C1)OC)OC)OC
• InChI: InChI=1S/C17H22O5/c1-6-12(2)17(18)22-9-7-8-13-10-14(19-3)16(21-5)15(11-13)20-4/h6-8,10-11H,9H2,1-5H3
• InChI Key: RCHYRDLYWQUNHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.9069	90.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8289	82.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8651	86.51%
P-glycoprotein inhibitior	-	0.7733	77.33%
P-glycoprotein substrate	-	0.9399	93.99%
CYP3A4 substrate	-	0.5378	53.78%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.7959	79.59%
CYP2C19 inhibition	+	0.5611	56.11%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	+	0.6483	64.83%
CYP2C8 inhibition	-	0.6179	61.79%
CYP inhibitory promiscuity	+	0.7357	73.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7488	74.88%
Carcinogenicity (trinary)	Non-required	0.6671	66.71%
Eye corrosion	-	0.9569	95.69%
Eye irritation	+	0.5836	58.36%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9907	99.07%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4406	44.06%
Micronuclear	-	0.5153	51.53%
Hepatotoxicity	+	0.5900	59.00%
skin sensitisation	-	0.6048	60.48%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5304	53.04%
Acute Oral Toxicity (c)	III	0.6738	67.38%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	-	0.5885	58.85%
Thyroid receptor binding	+	0.5934	59.34%
Glucocorticoid receptor binding	+	0.6302	63.02%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	-	0.8247	82.47%
Honey bee toxicity	-	0.8168	81.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9788	97.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.35%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.10%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.92%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.59%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	83.28%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.11%	98.75%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 74941947
• LOTUS: LTS0131001
• wikiData: Q105233639