[4-Hydroxy-1-(3-phenylprop-2-enoylamino)butan-2-yl] acetate

Details

• Internal ID: a5fa15fc-b518-419b-a253-a8d8c1409f68
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: [4-hydroxy-1-(3-phenylprop-2-enoylamino)butan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(CCO)CNC(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): CC(=O)OC(CCO)CNC(=O)C=CC1=CC=CC=C1
• InChI: InChI=1S/C15H19NO4/c1-12(18)20-14(9-10-17)11-16-15(19)8-7-13-5-3-2-4-6-13/h2-8,14,17H,9-11H2,1H3,(H,16,19)
• InChI Key: DPAOEKITPWLMTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.31 g/mol
• Exact Mass: 277.13140809 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7976	79.76%
Caco-2	-	0.7642	76.42%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8760	87.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6301	63.01%
P-glycoprotein inhibitior	-	0.8979	89.79%
P-glycoprotein substrate	-	0.6997	69.97%
CYP3A4 substrate	-	0.5394	53.94%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.5627	56.27%
CYP2C9 inhibition	-	0.8391	83.91%
CYP2C19 inhibition	-	0.7395	73.95%
CYP2D6 inhibition	-	0.6910	69.10%
CYP1A2 inhibition	-	0.8655	86.55%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.7259	72.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9581	95.81%
Skin irritation	-	0.8439	84.39%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8077	80.77%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7498	74.98%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4747	47.47%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	+	0.6747	67.47%
Androgen receptor binding	-	0.6045	60.45%
Thyroid receptor binding	-	0.5901	59.01%
Glucocorticoid receptor binding	-	0.5300	53.00%
Aromatase binding	+	0.7506	75.06%
PPAR gamma	-	0.5287	52.87%
Honey bee toxicity	-	0.9125	91.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4575	45.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.40%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.87%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.00%	94.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.71%	89.67%
CHEMBL5028	O14672	ADAM10	83.34%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.25%	93.56%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 163040767
• LOTUS: LTS0133776
• wikiData: Q104986366