Cinnamic Acid Phenethyl Ester

Details

• Internal ID: 7fc7935e-c91c-4c0c-9246-21b71e7b7cf5
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 2-phenylethyl 3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)CCOC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)CCOC(=O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C17H16O2/c18-17(12-11-15-7-3-1-4-8-15)19-14-13-16-9-5-2-6-10-16/h1-12H,13-14H2
• InChI Key: MJQVZIANGRDJBT-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• DTXSID1047605
• Cinnamic Acid 2-Phenylethyl Ester
• Phenethyl 3-Phenylacrylate
• SCHEMBL43631
• CHEMBL3184894
• AKOS028108456
• SY051978
• FT-0655499
• P2007

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8776	87.76%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.5519	55.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6349	63.49%
P-glycoprotein inhibitior	-	0.9522	95.22%
P-glycoprotein substrate	-	0.9602	96.02%
CYP3A4 substrate	-	0.6207	62.07%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.9247	92.47%
CYP2C9 inhibition	-	0.6772	67.72%
CYP2C19 inhibition	+	0.6705	67.05%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	+	0.8525	85.25%
CYP2C8 inhibition	+	0.6638	66.38%
CYP inhibitory promiscuity	+	0.7378	73.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6728	67.28%
Carcinogenicity (trinary)	Non-required	0.5981	59.81%
Eye corrosion	-	0.6962	69.62%
Eye irritation	+	0.9412	94.12%
Skin irritation	-	0.5973	59.73%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6630	66.30%
Micronuclear	-	0.9015	90.15%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	+	0.4851	48.51%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.8162	81.62%
Acute Oral Toxicity (c)	III	0.8629	86.29%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.8696	86.96%
Thyroid receptor binding	-	0.7946	79.46%
Glucocorticoid receptor binding	-	0.7920	79.20%
Aromatase binding	+	0.8181	81.81%
PPAR gamma	-	0.8546	85.46%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9634	96.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.28%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.70%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.07%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.71%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.02%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.95%	91.71%
CHEMBL5028	O14672	ADAM10	80.17%	97.50%

Plants that contains it

• Alnus firma
• Alnus pendula
• Clausena indica
• Ozothamnus stirlingii
• Smallanthus glabratus
• Smallanthus pyramidalis

Cross-Links

• PubChem: 7659
• LOTUS: LTS0153205
• wikiData: Q105165599