3-Methylbut-2-en-1-yl 3-phenylprop-2-enoate

Details

• Internal ID: 9986ac27-00da-42af-814b-44a87048c3b5
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 3-methylbut-2-enyl 3-phenylprop-2-enoate
• SMILES (Canonical): CC(=CCOC(=O)C=CC1=CC=CC=C1)C
• SMILES (Isomeric): CC(=CCOC(=O)C=CC1=CC=CC=C1)C
• InChI: InChI=1S/C14H16O2/c1-12(2)10-11-16-14(15)9-8-13-6-4-3-5-7-13/h3-10H,11H2,1-2H3
• InChI Key: YEGFVCPUCLRIRL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 185144-32-5
• prenyl cinnamate
• DTXSID40774874

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9534	95.34%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7886	78.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7147	71.47%
P-glycoprotein inhibitior	-	0.9408	94.08%
P-glycoprotein substrate	-	0.9654	96.54%
CYP3A4 substrate	-	0.6263	62.63%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.9557	95.57%
CYP2C9 inhibition	-	0.8711	87.11%
CYP2C19 inhibition	-	0.8009	80.09%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.5607	56.07%
CYP2C8 inhibition	-	0.6635	66.35%
CYP inhibitory promiscuity	+	0.5408	54.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5484	54.84%
Carcinogenicity (trinary)	Non-required	0.7260	72.60%
Eye corrosion	-	0.6469	64.69%
Eye irritation	+	0.9638	96.38%
Skin irritation	+	0.7092	70.92%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4134	41.34%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5416	54.16%
skin sensitisation	+	0.8914	89.14%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5127	51.27%
Acute Oral Toxicity (c)	III	0.8513	85.13%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6173	61.73%
Thyroid receptor binding	-	0.7972	79.72%
Glucocorticoid receptor binding	-	0.7909	79.09%
Aromatase binding	+	0.5630	56.30%
PPAR gamma	-	0.7594	75.94%
Honey bee toxicity	-	0.9448	94.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9911	99.11%

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	96.82%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.14%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.02%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.66%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL5028	O14672	ADAM10	83.43%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.96%	95.50%

Plants that contains it

• Pandanus tectorius

Cross-Links

• PubChem: 71349001
• LOTUS: LTS0148267
• wikiData: Q82736160