1-[4-Methoxy-3-(3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: 97ccc72b-dd5b-4c51-8fb9-9ccb0d4afa08
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4-methoxy-3-(3-methylbut-2-enyl)phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C(=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)C(=O)C)OC)C
• InChI: InChI=1S/C14H18O2/c1-10(2)5-6-13-9-12(11(3)15)7-8-14(13)16-4/h5,7-9H,6H2,1-4H3
• InChI Key: MTRBWGUQPZONLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.9366	93.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8185	81.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7014	70.14%
P-glycoprotein inhibitior	-	0.9472	94.72%
P-glycoprotein substrate	-	0.8057	80.57%
CYP3A4 substrate	-	0.6144	61.44%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.7120	71.20%
CYP3A4 inhibition	-	0.8183	81.83%
CYP2C9 inhibition	-	0.8240	82.40%
CYP2C19 inhibition	+	0.6978	69.78%
CYP2D6 inhibition	-	0.8441	84.41%
CYP1A2 inhibition	+	0.7645	76.45%
CYP2C8 inhibition	+	0.4949	49.49%
CYP inhibitory promiscuity	+	0.8304	83.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6926	69.26%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.8749	87.49%
Eye irritation	+	0.9249	92.49%
Skin irritation	-	0.5877	58.77%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6922	69.22%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.4702	47.02%
Acute Oral Toxicity (c)	III	0.8501	85.01%
Estrogen receptor binding	-	0.5211	52.11%
Androgen receptor binding	-	0.8227	82.27%
Thyroid receptor binding	-	0.7607	76.07%
Glucocorticoid receptor binding	-	0.6839	68.39%
Aromatase binding	+	0.6371	63.71%
PPAR gamma	-	0.5434	54.34%
Honey bee toxicity	-	0.9577	95.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7752	77.52%
Fish aquatic toxicity	+	0.9863	98.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	94.81%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.41%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.38%	96.00%
CHEMBL4208	P20618	Proteasome component C5	90.20%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.17%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.54%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.21%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.94%	96.95%

Plants that contains it

• Helianthella uniflora
• Trichogonia grazielae

Cross-Links

• PubChem: 14525317
• LOTUS: LTS0119954
• wikiData: Q105171823