methyl (E)-3-[4-acetyloxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoate

Details

• Internal ID: b72a4bbc-c02c-44c0-ab09-1935f52be581
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (E)-3-[4-acetyloxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoate
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C=CC(=O)OC)OC(=O)C)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)/C=C/C(=O)OC)OC(=O)C)C
• InChI: InChI=1S/C17H20O4/c1-12(2)5-8-15-11-14(7-10-17(19)20-4)6-9-16(15)21-13(3)18/h5-7,9-11H,8H2,1-4H3/b10-7+
• InChI Key: SVLSQZFHERPDFC-JXMROGBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.9231	92.31%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8615	86.15%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5986	59.86%
P-glycoprotein inhibitior	-	0.7560	75.60%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	-	0.5355	53.55%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.8039	80.39%
CYP2C9 inhibition	-	0.6515	65.15%
CYP2C19 inhibition	+	0.7298	72.98%
CYP2D6 inhibition	-	0.8295	82.95%
CYP1A2 inhibition	+	0.6881	68.81%
CYP2C8 inhibition	-	0.5899	58.99%
CYP inhibitory promiscuity	+	0.6259	62.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5836	58.36%
Carcinogenicity (trinary)	Non-required	0.6967	69.67%
Eye corrosion	-	0.9562	95.62%
Eye irritation	+	0.6462	64.62%
Skin irritation	-	0.7819	78.19%
Skin corrosion	-	0.9833	98.33%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7083	70.83%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7093	70.93%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.4834	48.34%
Acute Oral Toxicity (c)	III	0.6062	60.62%
Estrogen receptor binding	+	0.8531	85.31%
Androgen receptor binding	+	0.6158	61.58%
Thyroid receptor binding	-	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6175	61.75%
Aromatase binding	+	0.7618	76.18%
PPAR gamma	-	0.5662	56.62%
Honey bee toxicity	-	0.8324	83.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.96%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.88%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.77%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.68%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.21%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.87%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.29%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.00%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.16%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.84%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	80.19%	83.82%

Plants that contains it

• Ozothamnus diosmifolius

Cross-Links

• PubChem: 10957157
• LOTUS: LTS0166087
• wikiData: Q105262173