4'-Demethoxypiperlotine C

Details

• Internal ID: 6564bf0b-6e12-475e-8f31-77714a54f556
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-3-(3,5-dimethoxyphenyl)-1-pyrrolidin-1-ylprop-2-en-1-one
• SMILES (Canonical): COC1=CC(=CC(=C1)C=CC(=O)N2CCCC2)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)/C=C/C(=O)N2CCCC2)OC
• InChI: InChI=1S/C15H19NO3/c1-18-13-9-12(10-14(11-13)19-2)5-6-15(17)16-7-3-4-8-16/h5-6,9-11H,3-4,7-8H2,1-2H3/b6-5+
• InChI Key: BRRDATYVUWMJSQ-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.32 g/mol
• Exact Mass: 261.13649347 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 807372-38-9
• 4/'-Demethoxypiperlotine C
• (E)-3-(3,5-dimethoxyphenyl)-1-pyrrolidin-1-ylprop-2-en-1-one
• AKOS040761133

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.8509	85.09%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7268	72.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5598	55.98%
BSEP inhibitior	+	0.8535	85.35%
P-glycoprotein inhibitior	-	0.9066	90.66%
P-glycoprotein substrate	-	0.9231	92.31%
CYP3A4 substrate	-	0.6352	63.52%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.8821	88.21%
CYP2C9 inhibition	-	0.7350	73.50%
CYP2C19 inhibition	-	0.5779	57.79%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	+	0.7515	75.15%
CYP2C8 inhibition	-	0.9388	93.88%
CYP inhibitory promiscuity	-	0.6406	64.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9540	95.40%
Carcinogenicity (trinary)	Non-required	0.5942	59.42%
Eye corrosion	-	0.9721	97.21%
Eye irritation	+	0.5443	54.43%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3622	36.22%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5269	52.69%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7359	73.59%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.5387	53.87%
Thyroid receptor binding	+	0.6045	60.45%
Glucocorticoid receptor binding	+	0.6202	62.02%
Aromatase binding	+	0.8473	84.73%
PPAR gamma	-	0.5915	59.15%
Honey bee toxicity	-	0.9498	94.98%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	-	0.5878	58.78%

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	96.23%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.72%	96.00%
CHEMBL4208	P20618	Proteasome component C5	91.28%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.57%	85.14%
CHEMBL3650	P11362	Fibroblast growth factor receptor 1	89.45%	98.47%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.90%	83.57%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	83.85%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.28%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.58%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.09%	94.45%

Plants that contains it

• Piper kwashoense

Cross-Links

• PubChem: 124519056
• LOTUS: LTS0108257
• wikiData: Q104944966