3-(4-Acetyloxy-3-methoxyphenyl)prop-2-enoxymethyl 2-methylbut-2-enoate

Details

• Internal ID: b441b3a3-9ac3-469a-a28f-a97c6e8448a5
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: 3-(4-acetyloxy-3-methoxyphenyl)prop-2-enoxymethyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCOCC=CC1=CC(=C(C=C1)OC(=O)C)OC
• SMILES (Isomeric): CC=C(C)C(=O)OCOCC=CC1=CC(=C(C=C1)OC(=O)C)OC
• InChI: InChI=1S/C18H22O6/c1-5-13(2)18(20)23-12-22-10-6-7-15-8-9-16(24-14(3)19)17(11-15)21-4/h5-9,11H,10,12H2,1-4H3
• InChI Key: DNALBPBEVIWBLH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7923	79.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8265	82.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9172	91.72%
P-glycoprotein inhibitior	+	0.5975	59.75%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.5527	55.27%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.6930	69.30%
CYP2C9 inhibition	-	0.7260	72.60%
CYP2C19 inhibition	+	0.5970	59.70%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.5129	51.29%
CYP2C8 inhibition	+	0.5522	55.22%
CYP inhibitory promiscuity	-	0.5103	51.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6831	68.31%
Carcinogenicity (trinary)	Non-required	0.6108	61.08%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.7889	78.89%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8920	89.20%
Micronuclear	-	0.5012	50.12%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.4936	49.36%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.8419	84.19%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	+	0.6173	61.73%
Glucocorticoid receptor binding	+	0.7229	72.29%
Aromatase binding	+	0.6041	60.41%
PPAR gamma	-	0.7029	70.29%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5793	57.93%
Fish aquatic toxicity	+	0.9714	97.14%

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	97.02%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.36%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.49%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.08%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.47%	98.95%

Plants that contains it

• Solidago decurrens

Cross-Links

• PubChem: 162862074
• LOTUS: LTS0006890
• wikiData: Q104985424