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pCAME

Alias: p CAME; p-CAME; pCAME
Cat No.:V27133 Purity: ≥98%
(E)-Methyl 4-coumarate (Methyl 4-hydroxycinnamate) is found in several plants, like allium cepa or Morinda citrifolia L.
pCAME
pCAME Chemical Structure CAS No.: 19367-38-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of pCAME:

  • Methyl p-coumarate (Methyl 4-hydroxycinnamate; Methyl 4-hydroxycinnamate)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
(E)-Methyl 4-coumarate (Methyl 4-hydroxycinnamate) is found in several plants, like allium cepa or Morinda citrifolia L. leaves. (E)-Methyl 4-coumarate combined with Carnosic Acid can cause apoptosis and kill acute myeloid leukemia cells, but not normal peripheral blood mononuclear cells. (E)-Methyl 4-coumarate has antioxidant and anti-bacterial effect.
pCAME (CAS#: 19367-38-5), also known as Methyl trans-p-coumarate or Methyl 4-hydroxycinnamate, is a naturally occurring cinnamate ester found in several plants, including onion (Allium cepa) and Morinda citrifolia L. With a molecular formula of C10H10O3 and a molecular weight of 178.18 g/mol, pCAME is a cinnamic ester. The compound's IUPAC name is methyl (E)-3-(4-hydroxyphenyl)acrylate. pCAME possesses multiple functions, including inhibiting melanin synthesis, acting as a fungal metabolite, an anti-inflammatory agent, an antifungal agent, and a plant metabolite. pCAME is an inducer of ectopic tail formation of zebrafish. It is also a predicted metabolite of methyl 3-phenylprop-2-enoate produced by BioTransformer1. pCAME is a bacterial inhibitor. The compound is for research use only and is not for human therapeutic use.
Biological Activity I Assay Protocols (From Reference)
Targets
pCAME does not have a single defined biological target. It possesses multiple functions, including inhibiting melanin synthesis, acting as a fungal metabolite, an anti-inflammatory agent, an antifungal agent, and a plant metabolite. pCAME is a cinnamate ester that may interact with various cellular targets and pathways. Its inhibition of melanin synthesis suggests effects on tyrosinase or melanogenesis-related pathways. Its anti-inflammatory activity suggests modulation of inflammatory signaling pathways. pCAME is an inducer of ectopic tail formation of zebrafish, indicating effects on developmental pathways. The compound's diverse biological activities make it a valuable tool for studying various biological processes.
ln Vitro
pCAME inhibits melanin synthesis in vitro, suggesting effects on tyrosinase or melanogenesis-related pathways. The compound possesses anti-inflammatory and antifungal activities, as demonstrated in cell-based assays. pCAME is a plant metabolite and a fungal metabolite, indicating its role in plant and fungal biology. The compound's anti-inflammatory activity has been characterized by measuring its effects on cytokine production and inflammatory markers. Its antifungal activity has been assessed by standard antifungal susceptibility testing methods. pCAME is an inducer of ectopic tail formation of zebrafish, indicating effects on developmental pathways.
ln Vivo
pCAME has been studied in vivo in zebrafish models, where it induces ectopic tail formation. The compound's effects on development have been characterized in this model system. pCAME's anti-inflammatory and antifungal activities suggest potential therapeutic applications. The compound is a plant metabolite and may have effects on plant physiology. Detailed in vivo pharmacokinetic and pharmacodynamic data are limited in publicly available sources. pCAME is for research use only and is not for human therapeutic use.
Enzyme Assay
pCAME does not have established receptor binding or enzyme inhibition assay protocols. Its activity is assessed by measuring its effects on melanin synthesis, inflammation, and fungal growth. Melanin synthesis inhibition is assessed by measuring melanin production in melanocytes or melanoma cells. Anti-inflammatory activity is assessed by measuring cytokine production and inflammatory markers in immune cells. Antifungal activity is assessed by standard broth microdilution or agar diffusion methods. Physical properties: molecular weight 178.18 g/mol; molecular formula C10H10O3; IUPAC name: methyl (E)-3-(4-hydroxyphenyl)acrylate; appearance: solid; solubility: soluble in DMSO and organic solvents.
Cell Assay
Cellular activity of pCAME is evaluated in various cell types, including melanocytes, melanoma cells, immune cells, and fungal cells. Cells are cultured in appropriate media at 37°C with 5% CO₂ and treated with pCAME at concentrations ranging from 1 to 100 μM for 24-72 hours. Melanin synthesis is assessed by measuring melanin content and tyrosinase activity. Anti-inflammatory activity is assessed by measuring cytokine production (e.g., TNF-α, IL-6) by ELISA. Antifungal activity is assessed by measuring fungal growth inhibition. Cell viability is assessed using MTT or LDH assays. Each experiment includes vehicle controls and appropriate positive controls to validate the assay systems.
Animal Protocol
In vivo efficacy of pCAME is evaluated in zebrafish models and other animal models. The compound is administered in the water or by injection at doses determined by preclinical studies. In zebrafish, ectopic tail formation is assessed by microscopy. In models of inflammation or fungal infection, the compound's effects are assessed by measuring inflammatory markers or fungal burden. Sample sizes typically range from 6-10 animals per group.
ADME/Pharmacokinetics
Molecular Weight: 178.18. Formula: C10H10O3. CAS No.: 19367-38-5. IUPAC Name: methyl (E)-3-(4-hydroxyphenyl)acrylate. Synonyms: pCAME; Methyl trans-p-coumarate; Methyl 4-hydroxycinnamate; Methyl p-coumarate; (E)-4-Hydroxycinnamic acid methyl ester; 4-Coumaric acid methyl ester. Appearance: Solid. Purity: Typically >98%. Solubility: Soluble in DMSO. Storage: Typically at room temperature. pCAME is a naturally occurring cinnamate ester with multiple biological functions.
Toxicity/Toxicokinetics
No comprehensive toxicology data are publicly available for pCAME. The compound is intended for research use only and has not undergone full preclinical toxicology evaluation required for clinical development. As a naturally occurring compound, it is generally considered safe at moderate doses. Standard toxicity studies would include acute toxicity assessment in rodents, repeated dose toxicity studies (14-day and 28-day), and genotoxicity screening (Ames test, micronucleus assay). The compound is for research use only and not for human therapeutic use.
References

[1]. Synergistic Cytotoxicity of Methyl 4-Hydroxycinnamate and Carnosic Acid to Acute Myeloid Leukemia Cells via Calcium-Dependent Apoptosis Induction. Front Pharmacol. 2019 May 9;10:507.

Additional Infomation
Methyl 4-coumarate is a cinnamic ester, a methyl ester derivative of 4-coumaric acid. It possesses multiple functions, including inhibiting melanin synthesis, acting as a fungal metabolite, an anti-inflammatory agent, an antifungal agent, and a plant metabolite. It is a cinnamic ester, belonging to the phenolic class of compounds, and is also a methyl ester. Its functions are related to 4-coumaric acid. Methyl 4-hydroxycinnamic acid has been reported in Alpinia blepharocalyx, Gmelina asiatica, and several other organisms with relevant data.
pCAME is also known as Methyl trans-p-coumarate, Methyl 4-hydroxycinnamate, Methyl p-coumarate, (E)-4-Hydroxycinnamic acid methyl ester, and 4-Coumaric acid methyl ester. Its IUPAC name is methyl (E)-3-(4-hydroxyphenyl)acrylate. pCAME is a naturally occurring cinnamate ester found in several plants, including onion and Morinda citrifolia L. pCAME possesses multiple functions, including inhibiting melanin synthesis, acting as a fungal metabolite, an anti-inflammatory agent, an antifungal agent, and a plant metabolite. pCAME is an inducer of ectopic tail formation of zebrafish. No clinical trials have been reported for this compound. pCAME is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H10O3
Molecular Weight
178.18
Exact Mass
178.062
CAS #
19367-38-5
Related CAS #
Methyl p-coumarate;3943-97-3
PubChem CID
5319562
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
306.6±17.0 °C at 760 mmHg
Melting Point
138-140ºC
Flash Point
132.8±13.7 °C
Vapour Pressure
0.0±0.7 mmHg at 25°C
Index of Refraction
1.593
LogP
1.64
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
190
Defined Atom Stereocenter Count
0
SMILES
COC(=O)/C=C/C1=CC=C(C=C1)O
InChi Key
NITWSHWHQAQBAW-QPJJXVBHSA-N
InChi Code
InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+
Chemical Name
methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms
p CAME; p-CAME; pCAME
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~561.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.03 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 (14.03 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (14.03 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 5.6123 mL 28.0615 mL 56.1230 mL
5 mM 1.1225 mL 5.6123 mL 11.2246 mL
10 mM 0.5612 mL 2.8062 mL 5.6123 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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