Methyl cinnamate (Methyl 3-phenylpropenoate) is the active ingredient of Zanthoxylum bungeanum and a extensively used naturally occurring flavor compound. Methyl cinnamate (Methyl 3-phenylpropenoate) has anti-bacterial effect and is a tyrosinase inhibitor that prevents browning of food. Methyl cinnamate (Methyl 3-phenylpropenoate) has antilipid activity through a mechanism mediated by the CaMKK2-AMPK signaling pathway.

Physicochemical Properties

Molecular Formula	C10H10O2
Molecular Weight	162.1852
Exact Mass	162.068
CAS #	103-26-4
PubChem CID	637520
Appearance	White to off-white <34°C powder,>38°C liquid
Density	1.1±0.1 g/cm3
Boiling Point	261.9±0.0 °C at 760 mmHg
Melting Point	34-38 °C(lit.)
Flash Point	141.3±9.9 °C
Vapour Pressure	0.0±0.5 mmHg at 25°C
Index of Refraction	1.559
LogP	2.18
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Heavy Atom Count	12
Complexity	167
Defined Atom Stereocenter Count	0
SMILES	O(C)C(/C=C/C1C=CC=CC=1)=O
InChi Key	CCRCUPLGCSFEDV-BQYQJAHWSA-N
InChi Code	InChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+
Chemical Name	methyl (E)-3-phenylprop-2-enoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	Methyl Cinnamate (methyl 3-phenylacrylate) suppresses adipocyte differentiation in the 3T3-L1 cell model by reducing the expression of adipogenic transcription factors SREBP-1, PPARγ, and C/EBPα, as well as PPARγ's transcriptional activity. Furthermore, methyl cinnamate, also known as methyl 3-phenylacrylate, triggers the CaMKK2−AMPK signaling cascade that controls adipogenesis [1].
References	[1]. Methyl cinnamate inhibits adipocyte differentiation via activation of the CaMKK2-AMPK pathwayin 3T3-L1 preadipocytes. J Agric Food Chem. 2012 Feb 1;60(4):955-63.
Additional Infomation	Methyl cinnamate is a methyl ester resulting from the formal condensation of methyl cinnamic acid with methanol. It is found naturally in the essential oils of Alpinia and Basil leaf oil, and widely used in the flavor and perfume industries. It has a role as a flavouring agent, a fragrance, an insect attractant, a volatile oil component and an anti-inflammatory agent. It is a methyl ester and an alkyl cinnamate. Methyl cinnamate has been reported in Alpinia hainanensis, Alpinia mutica, and other organisms with data available. Methyl cinnamate is a metabolite found in or produced by Saccharomyces cerevisiae.

Solubility Data

Solubility (In Vitro)

DMSO : ≥ 100 mg/mL (~616.56 mM) H2O : ~1 mg/mL (~6.17 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (15.41 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (15.41 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (15.41 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: 2 mg/mL (12.33 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication (<60°C).  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	6.1656 mL	30.8280 mL	61.6561 mL
	5 mM	1.2331 mL	6.1656 mL	12.3312 mL
	10 mM	0.6166 mL	3.0828 mL	6.1656 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.