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Carvacrol

Alias: BRN-1860514; Carvacrol; Antioxine
Cat No.:V17604 Purity: ≥98%
Carvacrol is a monoterpene phenol found in thyme that has antioxidant, anti~inflammatory, and anti-cancer effects.
Carvacrol
Carvacrol Chemical Structure CAS No.: 499-75-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes
Official Supplier of:
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Product Description
Carvacrol is a monoterpene phenol found in thyme that has antioxidant, anti~inflammatory, and anti-cancer effects. Carvacrol can cause G0/G1 cell cycle arrest, downregulate Notch-1 and Jagged-1, and cause apoptosis.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Carvacrol appears to be slowly absorbed from the intestines in rabbits, as approximately 30% of a 1.5 g dose remained in the gastrointestinal tract 22 hours after administration, and approximately 25% was excreted in the urine. Carvacrol applied to the intact shaved abdominal skin of mice was not absorbed within 2 hours. Metabolism/Metabolites When fed to rabbits, the substituted monophenols thymol and carvacrol, present in plant essential oils, bind with glucuronic acid, acid, and sulfate. Carvacrol is metabolized by binding with glucuronic acid and sulfate. Known human metabolites of carvacrol include (2-methyl-5-prop-2-ylphenyl) hydrogen sulfate and (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(2-methyl-5-prop-2-ylphenoxy)oxacyclohexane-2-carboxylic acid.
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Overview of Use During Lactation
Oregano (Origanum vulgare) leaves and oil contain carvacrol, thymol, eugenol, and rosmarinic acid. Oregano has been used to treat respiratory and gastrointestinal ailments and has antibacterial properties. Oregano oil has been recommended for treating nipple candidiasis during lactation; however, no clinical studies have confirmed its safety and efficacy. In Turkey, oregano has been used as a galactagogue. Currently, there is no data on whether oregano components are excreted into breast milk, or on the safety and efficacy of oregano for breastfeeding mothers or infants. Oregano and oregano oil are classified as "Generally Recognized As Safe" (GRAS) food ingredients by the U.S. Food and Drug Administration (FDA). Oregano is generally well tolerated, but gastrointestinal upset and allergic skin reactions have been reported in rare cases. Due to a lack of data, breastfeeding women should avoid consuming oregano in amounts exceeding those used as food flavorings. Dietary supplements do not require premarket approval from the U.S. Food and Drug Administration (FDA). Manufacturers are responsible for ensuring product safety but are not required to prove the safety and efficacy of dietary supplements before they are marketed. Dietary supplements may contain multiple ingredients, and the ingredients listed on the label often differ from the actual ingredients or amounts. Manufacturers may commission independent organizations to verify the quality of the product or its ingredients, but this does not guarantee the product's safety and efficacy. Given the above, clinical trial results for one product may not apply to other products. For more detailed information on dietary supplements, please visit other pages on the LactMed website.
◉ Effects on breastfed infants
No published information found as of the revision date.
◉ Effects on lactation and breast milk
No published information found as of the revision date.
References

[1]. Carvacrol Induced Program Cell Death and Cell Cycle Arrest in Androgen-Independent Human Prostate Cancer Cells via Inhibition of Notch Signaling. Anticancer Agents Med Chem. 2019 Jul 31.

[2]. The bioactivity and toxicological actions of carvacrol. Crit Rev Food Sci Nutr. 2015;55(3):304-18.

[3]. Supplemental carvacrol can reduce the severity of inflammation by influencing the production of mediators of inflammation. Inflammation. 2015;38(3):1020-7.

Additional Infomation
Carvacrol is a phenolic compound and a natural monoterpene derivative of p-cymene. It inhibits bacterial growth and is therefore used as a food additive. Carvacrol is a potent activator of transient receptor potential V3 (TRPV3) and A1 (TRPA1) ion channels in the human body. It is used as a volatile oil component, flavoring agent, antibacterial agent, agrochemical, and TRPA1 channel agonist. Carvacrol belongs to the phenolic class of compounds, is a p-menthane monoterpene, and is also a plant-based antifungal agent. It is derived from the hydride of p-cymene. Carvacrol has been reported in Callistemon citrinus, Perilla frutescens, and several other organisms with relevant data. Carvacrol is a metabolite found or produced in Saccharomyces cerevisiae. See also: Oregano leaf oil (partial).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H14O
Molecular Weight
150.22
Exact Mass
150.104
CAS #
499-75-2
PubChem CID
10364
Appearance
Colorless to light yellow liquid
Density
1.0±0.1 g/cm3
Boiling Point
237.2±9.0 °C at 760 mmHg
Melting Point
3-4 °C(lit.)
Flash Point
106.7±0.0 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.523
LogP
3.28
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
1
Heavy Atom Count
11
Complexity
120
Defined Atom Stereocenter Count
0
SMILES
O([H])C1=C(C([H])([H])[H])C([H])=C([H])C(=C1[H])C([H])(C([H])([H])[H])C([H])([H])[H]
InChi Key
RECUKUPTGUEGMW-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
Chemical Name
2-methyl-5-propan-2-ylphenol
Synonyms
BRN-1860514; Carvacrol; Antioxine
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 (~665.69 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.64 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 (16.64 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 (16.64 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 6.6569 mL 33.2845 mL 66.5690 mL
5 mM 1.3314 mL 6.6569 mL 13.3138 mL
10 mM 0.6657 mL 3.3285 mL 6.6569 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:

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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?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • 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)
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  • 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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  • 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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