(Z)-3-Phenylpropyl 3-phenylacrylate

Details

• Internal ID: d5e980da-85a3-4161-80d5-847f4a55233a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 3-phenylpropyl (Z)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)CCCOC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)CCCOC(=O)/C=C\C2=CC=CC=C2
• InChI: InChI=1S/C18H18O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-6,8-11,13-14H,7,12,15H2/b14-13-
• InChI Key: LYRAHIUDQRJGGZ-YPKPFQOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.30 g/mol
• Exact Mass: 266.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• SCHEMBL1532425
• LYRAHIUDQRJGGZ-YPKPFQOOSA-N
• (Z)-3-Phenylpropyl 3-phenylacrylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7637	76.37%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.5519	55.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7518	75.18%
P-glycoprotein inhibitior	-	0.8711	87.11%
P-glycoprotein substrate	-	0.9284	92.84%
CYP3A4 substrate	-	0.5510	55.10%
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	+	0.7179	71.79%
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	+	0.9167	91.67%
Skin irritation	-	0.5973	59.73%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8127	81.27%
Micronuclear	-	0.9015	90.15%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.4851	48.51%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.7428	74.28%
Acute Oral Toxicity (c)	III	0.8629	86.29%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.8427	84.27%
Thyroid receptor binding	-	0.6868	68.68%
Glucocorticoid receptor binding	-	0.7608	76.08%
Aromatase binding	+	0.8686	86.86%
PPAR gamma	-	0.7880	78.80%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.05%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.13%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.15%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.13%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.34%	91.71%
CHEMBL221	P23219	Cyclooxygenase-1	86.39%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.68%	91.11%
CHEMBL5028	O14672	ADAM10	82.62%	97.50%

Plants that contains it

• Styrax benzoin

Cross-Links

• PubChem: 6435823
• NPASS: NPC44112