N-[3-(4-Hydroxyphenyl)acryloyl]glycine

Details

• Internal ID: 8a58901e-981f-4d39-90ad-1d81d81331c4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: 2-[3-(4-hydroxyphenyl)prop-2-enoylamino]acetic acid
• InChI: InChI=1S/C11H11NO4/c13-9-4-1-8(2-5-9)3-6-10(14)12-7-11(15)16/h1-6,13H,7H2,(H,12,14)(H,15,16)
• InChI Key: NZSACLXQEHBCNF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.21 g/mol
• Exact Mass: 221.06880783 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• SCHEMBL1558218
• DTXSID00709283
• N-[3-(4-Hydroxyphenyl)acryloyl]glycine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9458	94.58%
Caco-2	+	0.6371	63.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9119	91.19%
P-glycoprotein inhibitior	-	0.9898	98.98%
P-glycoprotein substrate	-	0.9216	92.16%
CYP3A4 substrate	-	0.6939	69.39%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.9246	92.46%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.8518	85.18%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.5175	51.75%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7834	78.34%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.7627	76.27%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7524	75.24%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6948	69.48%
skin sensitisation	-	0.8271	82.71%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7956	79.56%
Acute Oral Toxicity (c)	III	0.6825	68.25%
Estrogen receptor binding	-	0.7721	77.21%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	-	0.7537	75.37%
Glucocorticoid receptor binding	-	0.7375	73.75%
Aromatase binding	+	0.5529	55.29%
PPAR gamma	+	0.5380	53.80%
Honey bee toxicity	-	0.9714	97.14%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	95.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.17%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.45%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.35%	90.17%
CHEMBL4208	P20618	Proteasome component C5	84.85%	90.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.48%	89.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.89%	96.09%

Plants that contains it

• Ephedra distachya

Cross-Links

• PubChem: 54138925
• LOTUS: LTS0263435
• wikiData: Q82644129