3-{3-Methoxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-en-1-one

Details

• Internal ID: ffd62317-1386-449a-9777-85ff0845be9b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 3-[3-methoxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-enal
• InChI: InChI=1S/C15H18O3/c1-12(2)8-10-18-14-7-6-13(5-4-9-16)11-15(14)17-3/h4-9,11H,10H2,1-3H3
• InChI Key: GOMATZWZDPFPIR-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	+	0.9141	91.41%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8932	89.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7911	79.11%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.8448	84.48%
CYP3A4 substrate	-	0.5345	53.45%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	-	0.6833	68.33%
CYP2C9 inhibition	-	0.7138	71.38%
CYP2C19 inhibition	+	0.6651	66.51%
CYP2D6 inhibition	-	0.8379	83.79%
CYP1A2 inhibition	+	0.8873	88.73%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7408	74.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7988	79.88%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9269	92.69%
Eye irritation	+	0.8556	85.56%
Skin irritation	-	0.6789	67.89%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8128	81.28%
Micronuclear	-	0.8145	81.45%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5790	57.90%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6980	69.80%
Acute Oral Toxicity (c)	III	0.7400	74.00%
Estrogen receptor binding	+	0.6563	65.63%
Androgen receptor binding	+	0.5978	59.78%
Thyroid receptor binding	-	0.6319	63.19%
Glucocorticoid receptor binding	-	0.7083	70.83%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	-	0.6705	67.05%
Honey bee toxicity	-	0.9281	92.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9835	98.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1945	P48039	Melatonin receptor 1A	786 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.00%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.53%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.81%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.25%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.35%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.27%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.08%	91.11%
CHEMBL2535	P11166	Glucose transporter	83.07%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.47%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.39%	89.62%

Plants that contains it

• Boronia pinnata

Cross-Links

• PubChem: 85054579
• LOTUS: LTS0170953
• wikiData: Q105014238