Feruloylcholine

Details

• Internal ID: 91137f47-879a-4e72-98c9-4b2511485627
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 2-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyethyl-trimethylazanium
• InChI: InChI=1S/C15H21NO4/c1-16(2,3)9-10-20-15(18)8-6-12-5-7-13(17)14(11-12)19-4/h5-8,11H,9-10H2,1-4H3/p+1
• InChI Key: XHSNXOZZHHJDDX-UHFFFAOYSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂NO₄+
• Molecular Weight: 280.34 g/mol
• Exact Mass: 280.15488318 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• SCHEMBL23723898
• CHEBI:168277
• 2-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyethyl-trimethylazanium

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9129	91.29%
Caco-2	+	0.8635	86.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7210	72.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6624	66.24%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.8159	81.59%
CYP3A4 inhibition	-	0.9112	91.12%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.9443	94.43%
CYP2D6 inhibition	-	0.5615	56.15%
CYP1A2 inhibition	-	0.7838	78.38%
CYP2C8 inhibition	+	0.8246	82.46%
CYP inhibitory promiscuity	-	0.9603	96.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6550	65.50%
Carcinogenicity (trinary)	Non-required	0.6618	66.18%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.7007	70.07%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9043	90.43%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4784	47.84%
Micronuclear	-	0.7626	76.26%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.7908	79.08%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8514	85.14%
Acute Oral Toxicity (c)	III	0.6421	64.21%
Estrogen receptor binding	+	0.8296	82.96%
Androgen receptor binding	+	0.7597	75.97%
Thyroid receptor binding	+	0.6080	60.80%
Glucocorticoid receptor binding	-	0.5708	57.08%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	-	0.5072	50.72%
Honey bee toxicity	-	0.9600	96.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5466	54.66%
Fish aquatic toxicity	+	0.7798	77.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.28%	96.00%
CHEMBL3194	P02766	Transthyretin	94.36%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.18%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.82%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.92%	89.62%
CHEMBL4208	P20618	Proteasome component C5	86.75%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.17%	80.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.01%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.21%	98.75%

Plants that contains it

• Alliaria petiolata
• Arabidopsis thaliana

Cross-Links

• PubChem: 131751314
• LOTUS: LTS0061905
• wikiData: Q104386560