N-[4'-Hydroxy-(E)-cinnamoyl]-aspartic acid

Details

• Internal ID: cf907e57-71a9-4ce8-900a-fea09e807568
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Aspartic acid and derivatives
• IUPAC Name: 2-[3-(4-hydroxyphenyl)prop-2-enoylamino]butanedioic acid
• InChI: InChI=1S/C13H13NO6/c15-9-4-1-8(2-5-9)3-6-11(16)14-10(13(19)20)7-12(17)18/h1-6,10,15H,7H2,(H,14,16)(H,17,18)(H,19,20)
• InChI Key: FKBRNPNAUOXZMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₆
• Molecular Weight: 279.24 g/mol
• Exact Mass: 279.07428713 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• FH180385
• N-[4'-Hydroxy-(E)-cinnamoyl]-aspartic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9001	90.01%
Caco-2	-	0.7770	77.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7166	71.66%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.8387	83.87%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.9119	91.19%
CYP3A4 substrate	-	0.6113	61.13%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8453	84.53%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9468	94.68%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.9485	94.85%
CYP2C8 inhibition	-	0.6569	65.69%
CYP inhibitory promiscuity	-	0.9744	97.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8756	87.56%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.6887	68.87%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6283	62.83%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8040	80.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5607	56.07%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	-	0.6840	68.40%
Androgen receptor binding	+	0.6181	61.81%
Thyroid receptor binding	-	0.8185	81.85%
Glucocorticoid receptor binding	-	0.5385	53.85%
Aromatase binding	-	0.5309	53.09%
PPAR gamma	-	0.7025	70.25%
Honey bee toxicity	-	0.8779	87.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4237	42.37%

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	94.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.62%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.80%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	92.42%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	87.81%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.59%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.04%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.59%	96.09%
CHEMBL3776	Q14790	Caspase-8	82.61%	97.06%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.95%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.52%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.20%	89.33%

Plants that contains it

• Arabidopsis thaliana
• Theobroma cacao

Cross-Links

• PubChem: 74346578
• LOTUS: LTS0248243
• wikiData: Q104996485