Ethyl cinnamate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	a45b415e-00e1-43e8-8dd3-d54e14033f2f
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name	ethyl (E)-3-phenylprop-2-enoate
SMILES (Canonical)	CCOC(=O)C=CC1=CC=CC=C1
SMILES (Isomeric)	CCOC(=O)/C=C/C1=CC=CC=C1
InChI	InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+
InChI Key	KBEBGUQPQBELIU-CMDGGOBGSA-N
Popularity	683 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₁H₁₂O₂
Molecular Weight	176.21 g/mol
Exact Mass	176.083729621 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	3.00
Atomic LogP (AlogP)	2.26
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	3

Synonyms

Top

103-36-6

Ethylcinnamate

Cinnamic acid ethyl ester

Ethylcinnamoate

ethyl (E)-3-phenylprop-2-enoate

2-Propenoic acid, 3-phenyl-, ethyl ester

Ethyl benzylideneacetate

FEMA No. 2430

SemaSORB 9827

C023P3M5JJ

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9391	93.91%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5873	58.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5942	59.42%
P-glycoprotein inhibitior	-	0.9881	98.81%
P-glycoprotein substrate	-	0.9921	99.21%
CYP3A4 substrate	-	0.6586	65.86%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.9724	97.24%
CYP2C9 inhibition	-	0.8510	85.10%
CYP2C19 inhibition	-	0.8101	81.01%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	+	0.7864	78.64%
CYP2C8 inhibition	+	0.4926	49.26%
CYP inhibitory promiscuity	-	0.5379	53.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5239	52.39%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	+	0.6162	61.62%
Eye irritation	+	0.9908	99.08%
Skin irritation	+	0.8622	86.22%
Skin corrosion	-	0.8906	89.06%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5672	56.72%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	+	0.9352	93.52%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.8444	84.44%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.9621	96.21%
Estrogen receptor binding	-	0.8006	80.06%
Androgen receptor binding	+	0.5469	54.69%
Thyroid receptor binding	-	0.7373	73.73%
Glucocorticoid receptor binding	-	0.8190	81.90%
Aromatase binding	-	0.5530	55.30%
PPAR gamma	-	0.8940	89.40%
Honey bee toxicity	-	0.9688	96.88%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9673	96.73%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.28%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.92%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.88%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.07%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.17%	99.17%
CHEMBL5028	O14672	ADAM10	82.05%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.50%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.46%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.27%	91.71%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia judaica

Artemisia salsoloides

Ceanothus velutinus

Cinnamomum verum

Dactylanthus taylorii

Eucommia ulmoides

Hedychium spicatum

Kaempferia galanga

Mandragora officinarum

Narcissus tazetta

Neolitsea cassia

Olea europaea