Cenocladamide

Details

• Internal ID: 9c06e3c0-70d1-47e4-94a9-f3f6e22511fa
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 1-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)N2CCC(=O)C=C2
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)N2CCC(=O)C=C2
• InChI: InChI=1S/C16H17NO5/c1-21-13-9-11(10-14(22-2)16(13)20)3-4-15(19)17-7-5-12(18)6-8-17/h3-5,7,9-10,20H,6,8H2,1-2H3/b4-3+
• InChI Key: FRXNFKNEUWMEOM-ONEGZZNKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₅
• Molecular Weight: 303.31 g/mol
• Exact Mass: 303.11067264 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 1-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8778	87.78%
Caco-2	+	0.6695	66.95%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8449	84.49%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7417	74.17%
P-glycoprotein inhibitior	-	0.8229	82.29%
P-glycoprotein substrate	-	0.6702	67.02%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.8109	81.09%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	+	0.5902	59.02%
CYP2C8 inhibition	-	0.6819	68.19%
CYP inhibitory promiscuity	-	0.8953	89.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.7719	77.19%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7411	74.11%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6106	61.06%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7929	79.29%
Acute Oral Toxicity (c)	III	0.7995	79.95%
Estrogen receptor binding	+	0.7227	72.27%
Androgen receptor binding	-	0.5812	58.12%
Thyroid receptor binding	+	0.5799	57.99%
Glucocorticoid receptor binding	+	0.5878	58.78%
Aromatase binding	+	0.6740	67.40%
PPAR gamma	+	0.5237	52.37%
Honey bee toxicity	-	0.9235	92.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.7074	70.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.60%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.90%	96.00%
CHEMBL4208	P20618	Proteasome component C5	89.72%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.96%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.73%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.93%	92.94%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.93%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	80.96%	91.00%

Plants that contains it

• Piper cenocladum

Cross-Links

• PubChem: 15463391
• LOTUS: LTS0155817
• wikiData: Q105000483