Propyl Cinnamate

Details

• Internal ID: 92c0efdd-ccb9-45db-8974-43f1220efc6b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: propyl (E)-3-phenylprop-2-enoate
• InChI: InChI=1S/C12H14O2/c1-2-10-14-12(13)9-8-11-6-4-3-5-7-11/h3-9H,2,10H2,1H3/b9-8+
• InChI Key: OLLPXZHNCXACMM-CMDGGOBGSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• propyl (E)-3-phenylprop-2-enoate
• (E)-Propyl cinnamate
• Propyl 3-phenylpropenoate
• trans-Propyl cinnamate
• Propyl cinnamate [FHFI]
• 74513-58-9
• Propyl 3-phenyl-2-propenoate
• UNII-LBK26E89VE
• LBK26E89VE
• NSC 406146
• NSC-406146
• 2-Propenoic acid, 3-phenyl-, propyl ester, (2E)-
• AI3-02024
• 3-Phenylpropenoic acid propyl ester
• 2-Propenoic acid, 3-phenyl-, propyl ester, (E)-
• 2-Propenoic acid, 3-phenyl-, propyl ester
• DTXSID00225514
• DTXSID8064802
• RefChem:176485
• 3-Phenylpropenoate propyl ester
• DTXCID5048001
• DTXCID30148005
• Propyl (e)-3-phenylprop-2-enoic acid
• Propyl (2E)-3-phenylprop-2-enoic acid
• 231-916-0
• OLLPXZHNCXACMM-CMDGGOBGSA-N
• 7778-83-8
• n-Propyl cinnamate
• Propyl 3-Phenylacrylate
• CINNAMIC ACID, PROPYL ESTER
• Propyl beta-phenylacrylate
• cinnamic acid propyl ester
• FEMA No. 2938
• Propylester kyseliny skoricove
• EINECS 231-916-0
• Cinnamic acid n-propyl ester
• CHEBI:8501
• Propylester kyseliny skoricove [Czech]
• (E)-Propylcinnamate
• MFCD00051556
• WLN: 3OV1U1R
• SCHEMBL133146
• SCHEMBL9113577
• SCHEMBL9113588
• CHEMBL1911048
• NSC406146
• propyl (2E)-3-phenylprop-2-enoate
• AKOS015891436
• CS-W015889
• BS-18147
• LS-14072
• NS00022785
• ST50827065
• C06360
• E75905
• trans-3-phenyl-prop-2-enoic acid propyl ester
• Q27108096

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9215	92.15%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Plasma membrane	0.6516	65.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5910	59.10%
P-glycoprotein inhibitior	-	0.9733	97.33%
P-glycoprotein substrate	-	0.9688	96.88%
CYP3A4 substrate	-	0.6701	67.01%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9366	93.66%
CYP2C9 inhibition	-	0.8730	87.30%
CYP2C19 inhibition	-	0.5255	52.55%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	+	0.7941	79.41%
CYP2C8 inhibition	+	0.5607	56.07%
CYP inhibitory promiscuity	-	0.5841	58.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4921	49.21%
Eye corrosion	+	0.5476	54.76%
Eye irritation	+	0.9542	95.42%
Skin irritation	+	0.7703	77.03%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5490	54.90%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.8828	88.28%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8667	86.67%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.6291	62.91%
Acute Oral Toxicity (c)	III	0.9480	94.80%
Estrogen receptor binding	-	0.8007	80.07%
Androgen receptor binding	+	0.7175	71.75%
Thyroid receptor binding	-	0.7019	70.19%
Glucocorticoid receptor binding	-	0.8059	80.59%
Aromatase binding	-	0.5057	50.57%
PPAR gamma	-	0.8182	81.82%
Honey bee toxicity	-	0.9843	98.43%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9513	95.13%

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	97.04%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.78%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.68%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.43%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.88%	91.11%
CHEMBL5028	O14672	ADAM10	81.00%	97.50%

Plants that contains it

• Artemisia salsoloides
• Styrax

Cross-Links

• PubChem: 5270647
• NPASS: NPC78517
• LOTUS: LTS0087831
• wikiData: Q27108096