[3-Acetyloxy-4-(3-phenylprop-2-enoylamino)butyl] acetate

Details

• Internal ID: 27753c26-01c9-47a7-a0f9-a7319eb100e7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: [3-acetyloxy-4-(3-phenylprop-2-enoylamino)butyl] acetate
• SMILES (Canonical): CC(=O)OCCC(CNC(=O)C=CC1=CC=CC=C1)OC(=O)C
• SMILES (Isomeric): CC(=O)OCCC(CNC(=O)C=CC1=CC=CC=C1)OC(=O)C
• InChI: InChI=1S/C17H21NO5/c1-13(19)22-11-10-16(23-14(2)20)12-18-17(21)9-8-15-6-4-3-5-7-15/h3-9,16H,10-12H2,1-2H3,(H,18,21)
• InChI Key: NLCIDGNBGRMIGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.40 g/mol
• Exact Mass: 319.14197277 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9431	94.31%
Caco-2	+	0.5308	53.08%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8434	84.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5894	58.94%
P-glycoprotein inhibitior	-	0.6781	67.81%
P-glycoprotein substrate	-	0.7248	72.48%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.5273	52.73%
CYP2C9 inhibition	-	0.6583	65.83%
CYP2C19 inhibition	+	0.6408	64.08%
CYP2D6 inhibition	-	0.7161	71.61%
CYP1A2 inhibition	-	0.6399	63.99%
CYP2C8 inhibition	-	0.5762	57.62%
CYP inhibitory promiscuity	+	0.7452	74.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8650	86.50%
Carcinogenicity (trinary)	Non-required	0.6610	66.10%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.8369	83.69%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8712	87.12%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5304	53.04%
Acute Oral Toxicity (c)	III	0.6493	64.93%
Estrogen receptor binding	+	0.7039	70.39%
Androgen receptor binding	+	0.5611	56.11%
Thyroid receptor binding	-	0.5487	54.87%
Glucocorticoid receptor binding	-	0.6410	64.10%
Aromatase binding	+	0.5177	51.77%
PPAR gamma	-	0.5504	55.04%
Honey bee toxicity	-	0.8995	89.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8628	86.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.72%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.29%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.86%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.36%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	88.93%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.81%	89.67%
CHEMBL5028	O14672	ADAM10	84.12%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.40%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.13%	95.50%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 163031733
• LOTUS: LTS0142997
• wikiData: Q105181263