[2-(3-Acetyloxyprop-1-en-2-yl)-5-methylphenyl] 2-methylpropanoate

Details

• Internal ID: 384407d7-83db-4320-a9e6-b3dee97696a2
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [2-(3-acetyloxyprop-1-en-2-yl)-5-methylphenyl] 2-methylpropanoate
• SMILES (Canonical): CC1=CC(=C(C=C1)C(=C)COC(=O)C)OC(=O)C(C)C
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(=C)COC(=O)C)OC(=O)C(C)C
• InChI: InChI=1S/C16H20O4/c1-10(2)16(18)20-15-8-11(3)6-7-14(15)12(4)9-19-13(5)17/h6-8,10H,4,9H2,1-3,5H3
• InChI Key: AMWYOAYPGZOTPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.13
• 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	+	0.9966	99.66%
Caco-2	+	0.7969	79.69%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8980	89.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7128	71.28%
P-glycoprotein inhibitior	-	0.8363	83.63%
P-glycoprotein substrate	-	0.8119	81.19%
CYP3A4 substrate	-	0.5756	57.56%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.5322	53.22%
CYP2C9 inhibition	+	0.5992	59.92%
CYP2C19 inhibition	+	0.8178	81.78%
CYP2D6 inhibition	-	0.7798	77.98%
CYP1A2 inhibition	+	0.8833	88.33%
CYP2C8 inhibition	-	0.7283	72.83%
CYP inhibitory promiscuity	+	0.6294	62.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6335	63.35%
Carcinogenicity (trinary)	Non-required	0.7025	70.25%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.5069	50.69%
Skin irritation	-	0.7519	75.19%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4726	47.26%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	+	0.6399	63.99%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.4895	48.95%
Acute Oral Toxicity (c)	III	0.4873	48.73%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5425	54.25%
Thyroid receptor binding	-	0.7148	71.48%
Glucocorticoid receptor binding	-	0.6070	60.70%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	-	0.6659	66.59%
Honey bee toxicity	-	0.8187	81.87%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7107	71.07%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.59%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.47%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.70%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.51%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.36%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.59%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.86%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.48%	90.71%

Plants that contains it

• Arnica sachalinensis
• Picradeniopsis multiflora

Cross-Links

• PubChem: 14432746
• LOTUS: LTS0110102
• wikiData: Q104914984