2-[3-(4-Hydroxyphenyl)prop-2-enoyloxy]ethyl-trimethylazanium

Details

• Internal ID: 87a9b1ed-df7e-4101-b0b7-67c96a3952e0
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: 2-[3-(4-hydroxyphenyl)prop-2-enoyloxy]ethyl-trimethylazanium
• InChI: InChI=1S/C14H19NO3/c1-15(2,3)10-11-18-14(17)9-6-12-4-7-13(16)8-5-12/h4-9H,10-11H2,1-3H3/p+1
• InChI Key: WRLCNNSWESNISL-UHFFFAOYSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀NO₃+
• Molecular Weight: 250.31 g/mol
• Exact Mass: 250.14431850 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9101	91.01%
Caco-2	+	0.9272	92.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9714	97.14%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5111	51.11%
P-glycoprotein inhibitior	-	0.9580	95.80%
P-glycoprotein substrate	-	0.9126	91.26%
CYP3A4 substrate	-	0.5397	53.97%
CYP2C9 substrate	-	0.5922	59.22%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.9500	95.00%
CYP2C9 inhibition	-	0.9327	93.27%
CYP2C19 inhibition	-	0.9517	95.17%
CYP2D6 inhibition	-	0.5736	57.36%
CYP1A2 inhibition	-	0.5587	55.87%
CYP2C8 inhibition	+	0.7480	74.80%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6950	69.50%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.9366	93.66%
Skin irritation	-	0.7536	75.36%
Skin corrosion	-	0.8283	82.83%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6446	64.46%
Micronuclear	-	0.7626	76.26%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.7950	79.50%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6174	61.74%
Acute Oral Toxicity (c)	III	0.6572	65.72%
Estrogen receptor binding	-	0.5575	55.75%
Androgen receptor binding	+	0.8308	83.08%
Thyroid receptor binding	-	0.6094	60.94%
Glucocorticoid receptor binding	-	0.7298	72.98%
Aromatase binding	-	0.5089	50.89%
PPAR gamma	-	0.5582	55.82%
Honey bee toxicity	-	0.9681	96.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6466	64.66%
Fish aquatic toxicity	+	0.6388	63.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.68%	96.00%
CHEMBL3194	P02766	Transthyretin	88.59%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	87.95%	98.35%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.98%	93.10%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.83%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.30%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.97%	91.71%
CHEMBL2581	P07339	Cathepsin D	82.65%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.13%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.55%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.72%	94.73%

Plants that contains it

• Iberis umbellata

Cross-Links

• PubChem: 156745
• LOTUS: LTS0050242
• wikiData: Q105311372