Cinnamyl isobutyrate

Details

• Internal ID: 05218b74-b535-4e66-91a5-c6cc9341e941
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: [(E)-3-phenylprop-2-enyl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OCC=CC1=CC=CC=C1
• SMILES (Isomeric): CC(C)C(=O)OC/C=C/C1=CC=CC=C1
• InChI: InChI=1S/C13H16O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-9,11H,10H2,1-2H3/b9-6+
• InChI Key: KLKQSZIWHVEARN-RMKNXTFCSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 103-59-3
• ISOBUTYRIC ACID, CINNAMYL ESTER
• 3-phenylprop-2-en-1-yl 2-methylpropanoate
• FEMA No. 2297
• Cinnamylisobutyrate
• NSC 46133
• NSC-46133
• Cinnamyl isobutyrate [FCC]
• 2-Methyl-propanoic acid, 3-phenyl-2-propenyl ester
• Cinnamyl isobutyrate [FHFI]
• Propanoic acid, 2-methyl-, 3-phenyl-2-propenyl ester
• C286CMK03D
• Cinnamyl 2-methylpropanoate
• 3-Phenyl-2-propen-1-yl 2-methylpropanoate
• 3-Phenyl-2-propen-1-yl isobutyrate
• 110682-09-2
• EINECS 203-126-6
• DTXSID6047608
• BRN 3130772
• Propanoic acid, 2-methyl-, 3-phenyl-2-propen-1-yl ester
• UNII-C286CMK03D
• AI3-24262
• cinnamyl iso-butyrate
• [(E)-3-phenylprop-2-enyl] 2-methylpropanoate
• SCHEMBL827613
• DTXCID4027608
• CHEBI:195937
• KLKQSZIWHVEARN-RMKNXTFCSA-N
• NSC46133
• Tox21_302702
• MFCD00048316
• AKOS024437456
• Cinnamyl isobutyrate, analytical standard
• NCGC00256924-01
• AS-57396
• CAS-103-59-3
• Cinnamyl isobutyrate, >=97%, FCC, FG
• Propanoic acid, 3-phenyl-2-propenyl ester
• (2E)-3-Phenyl-2-propenyl 2-methylpropanoate #
• Q27275092

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9345	93.45%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7607	76.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4910	49.10%
P-glycoprotein inhibitior	-	0.9576	95.76%
P-glycoprotein substrate	-	0.9791	97.91%
CYP3A4 substrate	-	0.6908	69.08%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.9666	96.66%
CYP2C9 inhibition	-	0.9029	90.29%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.5284	52.84%
CYP2C8 inhibition	-	0.8642	86.42%
CYP inhibitory promiscuity	-	0.5894	58.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5116	51.16%
Carcinogenicity (trinary)	Non-required	0.6562	65.62%
Eye corrosion	+	0.5708	57.08%
Eye irritation	+	0.7516	75.16%
Skin irritation	+	0.6839	68.39%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5885	58.85%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5929	59.29%
skin sensitisation	+	0.9370	93.70%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.4892	48.92%
Acute Oral Toxicity (c)	III	0.9078	90.78%
Estrogen receptor binding	-	0.8794	87.94%
Androgen receptor binding	+	0.6006	60.06%
Thyroid receptor binding	-	0.7941	79.41%
Glucocorticoid receptor binding	-	0.7286	72.86%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.8757	87.57%
Honey bee toxicity	-	0.9528	95.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9756	97.56%

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	95.01%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.81%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.85%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.72%	94.62%
CHEMBL5028	O14672	ADAM10	81.39%	97.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.31%	100.00%

Plants that contains it

• Solanum habrochaites

Cross-Links

• PubChem: 5355851
• LOTUS: LTS0216817
• wikiData: Q27275092