Cinnamyl 2-methylbutyrate

Details

• Internal ID: 3cda5c5b-c6b3-4a07-bdee-3b719146b512
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: [(E)-3-phenylprop-2-enyl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC=CC1=CC=CC=C1
• SMILES (Isomeric): CCC(C)C(=O)OC/C=C/C1=CC=CC=C1
• InChI: InChI=1S/C14H18O2/c1-3-12(2)14(15)16-11-7-10-13-8-5-4-6-9-13/h4-10,12H,3,11H2,1-2H3/b10-7+
• InChI Key: OQFRRXKRZQFDEI-JXMROGBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• Cinnamyl 2-methylbutyrate
• EINECS 267-552-4
• Butanoic acid, 2-methyl-, 3-phenyl-2-propen-1-yl ester
• Butanoic acid, 2-methyl-, 3-phenyl-2-propenyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9567	95.67%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5425	54.25%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6841	68.41%
P-glycoprotein inhibitior	-	0.9595	95.95%
P-glycoprotein substrate	-	0.9640	96.40%
CYP3A4 substrate	-	0.6785	67.85%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.9558	95.58%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	+	0.6141	61.41%
CYP2C8 inhibition	-	0.8029	80.29%
CYP inhibitory promiscuity	-	0.5166	51.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5039	50.39%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.7167	71.67%
Eye irritation	+	0.6414	64.14%
Skin irritation	+	0.5439	54.39%
Skin corrosion	-	0.9863	98.63%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3783	37.83%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.9274	92.74%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.9474	94.74%
Estrogen receptor binding	-	0.8211	82.11%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	-	0.6968	69.68%
Glucocorticoid receptor binding	-	0.7303	73.03%
Aromatase binding	-	0.5328	53.28%
PPAR gamma	-	0.8791	87.91%
Honey bee toxicity	-	0.9591	95.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.16%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.63%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.72%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.19%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.41%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.45%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.65%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.34%	94.62%

Plants that contains it

• Artemisia salsoloides

Cross-Links

• PubChem: 6437280
• LOTUS: LTS0213451
• wikiData: Q105196764