2-Hydroxycinnamic acid is extracted from the methanolic extract of cinnamon. 2-Hydroxycinnamic acid has an inhibitory effect on HIV/SARS-CoV S pseudovirus infection, with IC50 of 0.3 mM.

Physicochemical Properties

Molecular Formula	C9H8O3
Molecular Weight	164.16
Exact Mass	164.047
CAS #	614-60-8
PubChem CID	637540
Appearance	White to off-white solid powder
Density	1.3±0.1 g/cm3
Boiling Point	348.0±17.0 °C at 760 mmHg
Melting Point	217ºC
Flash Point	178.5±17.4 °C
Vapour Pressure	0.0±0.8 mmHg at 25°C
Index of Refraction	1.660
LogP	2.43
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Heavy Atom Count	12
Complexity	186
Defined Atom Stereocenter Count	0
SMILES	C1=CC=C(C(=C1)/C=C/C(=O)O)O
InChi Key	PMOWTIHVNWZYFI-AATRIKPKSA-N
InChi Code	InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+
Chemical Name	(E)-3-(2-hydroxyphenyl)prop-2-enoic acid
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

Targets	HIV Human Endogenous Metabolite
References	[1]. A new coumarin and cytotoxic activities of constituents from Cinnamomum cassia. Nat Prod Commun. 2014 Apr;9(4):487-8. [2]. Procyanidins and butanol extract of Cinnamomi Cortex inhibit SARS-CoV infection. Antiviral Res. 2009 Apr;82(1):73-81.
Additional Infomation	2-coumaric acid is a monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 2-coumarate. 2-Hydroxycinnamic acid has been reported in Rhododendron dauricum, Humulus lupulus, and other organisms with data available. See also: Ipomoea aquatica leaf (part of).

Solubility Data

Solubility (In Vitro)

DMSO : 100 mg/mL (609.16 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (15.23 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 (15.23 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 (15.23 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.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	6.0916 mL	30.4581 mL	60.9162 mL
	5 mM	1.2183 mL	6.0916 mL	12.1832 mL
	10 mM	0.6092 mL	3.0458 mL	6.0916 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.