(2E)-1-(pyrrolidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

Details

• Internal ID: a1a1e233-c87c-46c4-98a5-1ff9b4d3f413
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 1-pyrrolidin-1-yl-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCCC2
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCCC2
• InChI: InChI=1S/C16H21NO4/c1-19-13-10-12(11-14(20-2)16(13)21-3)6-7-15(18)17-8-4-5-9-17/h6-7,10-11H,4-5,8-9H2,1-3H3
• InChI Key: TYFKYDTUEMTUNY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.34 g/mol
• Exact Mass: 291.14705815 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.35
• 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	+	0.9803	98.03%
Caco-2	+	0.9187	91.87%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7144	71.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9633	96.33%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5098	50.98%
BSEP inhibitior	+	0.7242	72.42%
P-glycoprotein inhibitior	-	0.9341	93.41%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	-	0.5936	59.36%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.7932	79.32%
CYP2C9 inhibition	-	0.8377	83.77%
CYP2C19 inhibition	-	0.8160	81.60%
CYP2D6 inhibition	-	0.8567	85.67%
CYP1A2 inhibition	+	0.5762	57.62%
CYP2C8 inhibition	-	0.7756	77.56%
CYP inhibitory promiscuity	-	0.7650	76.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5861	58.61%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.7620	76.20%
Skin irritation	-	0.7847	78.47%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6632	66.32%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5356	53.56%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7988	79.88%
Acute Oral Toxicity (c)	III	0.4552	45.52%
Estrogen receptor binding	+	0.8446	84.46%
Androgen receptor binding	+	0.5559	55.59%
Thyroid receptor binding	+	0.5975	59.75%
Glucocorticoid receptor binding	-	0.5194	51.94%
Aromatase binding	+	0.7725	77.25%
PPAR gamma	-	0.7064	70.64%
Honey bee toxicity	-	0.9303	93.03%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	-	0.3971	39.71%

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	96.76%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.77%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.23%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.33%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.36%	83.57%
CHEMBL4208	P20618	Proteasome component C5	87.80%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL3474	P14555	Phospholipase A2 group IIA	82.12%	94.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.26%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.76%	89.50%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	80.73%	92.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.15%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.12%	98.95%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 121169
• LOTUS: LTS0234345
• wikiData: Q105267284