[2-hydroxy-3-[(E)-3-phenylprop-2-enoyl]oxypropyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: ef154959-50f9-4b20-94da-74b8a83844e6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [2-hydroxy-3-[(E)-3-phenylprop-2-enoyl]oxypropyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)OCC(COC(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)OCC(O)COC(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C21H20O5/c22-19(15-25-20(23)13-11-17-7-3-1-4-8-17)16-26-21(24)14-12-18-9-5-2-6-10-18/h1-14,19,22H,15-16H2/b13-11+,14-12+
• InChI Key: WJAOMUJLXZIEEN-PHEQNACWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.86
• 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	+	0.9434	94.34%
Caco-2	-	0.5635	56.35%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8453	84.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6264	62.64%
P-glycoprotein inhibitior	-	0.6233	62.33%
P-glycoprotein substrate	-	0.9696	96.96%
CYP3A4 substrate	-	0.6879	68.79%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8525	85.25%
CYP3A4 inhibition	-	0.8919	89.19%
CYP2C9 inhibition	-	0.7545	75.45%
CYP2C19 inhibition	-	0.7512	75.12%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.7250	72.50%
CYP2C8 inhibition	-	0.7731	77.31%
CYP inhibitory promiscuity	-	0.6985	69.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7059	70.59%
Carcinogenicity (trinary)	Non-required	0.6883	68.83%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.8063	80.63%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7669	76.69%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.8047	80.47%
Acute Oral Toxicity (c)	III	0.7552	75.52%
Estrogen receptor binding	+	0.7187	71.87%
Androgen receptor binding	+	0.6806	68.06%
Thyroid receptor binding	-	0.6927	69.27%
Glucocorticoid receptor binding	-	0.6078	60.78%
Aromatase binding	-	0.5408	54.08%
PPAR gamma	-	0.5538	55.38%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9502	95.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.25%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.75%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	92.53%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.35%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.87%	94.62%
CHEMBL2581	P07339	Cathepsin D	85.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.77%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.61%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.71%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.62%	94.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.33%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	80.32%	94.73%

Plants that contains it

• Tillandsia recurvata

Cross-Links

• PubChem: 58529094
• LOTUS: LTS0040928
• wikiData: Q105306651