N-(2,4-dihydroxybutyl)-3-phenylprop-2-enamide

Details

• Internal ID: 1b41c69a-06cf-4bf7-b721-3d9b73dd21d4
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: N-(2,4-dihydroxybutyl)-3-phenylprop-2-enamide
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)NCC(CCO)O
• SMILES (Isomeric): C1=CC=C(C=C1)C=CC(=O)NCC(CCO)O
• InChI: InChI=1S/C13H17NO3/c15-9-8-12(16)10-14-13(17)7-6-11-4-2-1-3-5-11/h1-7,12,15-16H,8-10H2,(H,14,17)
• InChI Key: ATZHDBJCZRXKLC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28 g/mol
• Exact Mass: 235.12084340 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8927	89.27%
Caco-2	-	0.5199	51.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8372	83.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.7156	71.56%
P-glycoprotein inhibitior	-	0.9810	98.10%
P-glycoprotein substrate	-	0.8043	80.43%
CYP3A4 substrate	-	0.6526	65.26%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.8352	83.52%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.7262	72.62%
CYP2D6 inhibition	-	0.7002	70.02%
CYP1A2 inhibition	-	0.7244	72.44%
CYP2C8 inhibition	-	0.8318	83.18%
CYP inhibitory promiscuity	-	0.8299	82.99%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.8559	85.59%
Skin irritation	-	0.8141	81.41%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4051	40.51%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.7289	72.89%
skin sensitisation	-	0.9069	90.69%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7056	70.56%
Acute Oral Toxicity (c)	III	0.7430	74.30%
Estrogen receptor binding	-	0.6447	64.47%
Androgen receptor binding	-	0.6780	67.80%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6452	64.52%
Aromatase binding	+	0.7708	77.08%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.9521	95.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.8368	83.68%

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	96.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.97%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.54%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.73%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.38%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.46%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.38%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.64%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.70%	83.82%
CHEMBL5028	O14672	ADAM10	80.22%	97.50%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 163053894
• LOTUS: LTS0150769
• wikiData: Q104918759