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Dihydrojasmonic acid

Alias: Dihydrojasmonic acid
Cat No.:V62380 Purity: ≥98%
Dihydrojasmonic acid is a plant growth regulator.
Dihydrojasmonic acid
Dihydrojasmonic acid Chemical Structure CAS No.: 3572-64-3
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
Other Sizes
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Product Description
Dihydrojasmonic acid is a plant growth regulator.
Dihydrojasmonic acid (CAS# 3572-64-3) is a naturally occurring jasmonate derivative involved in plant growth, defense, and stress signaling. It has the molecular formula C12H20O3 and a molecular weight of 212.29. The compound appears as a colorless to light yellow to light orange clear liquid and has a purity of ≥98%. Dihydrojasmonic acid exhibits potential bioactivity in biomedical research, including anti-inflammatory and anticancer properties. It is stored frozen at <0°C and is light and heat sensitive. The compound is a useful biochemical for proteomics research.
Biological Activity I Assay Protocols (From Reference)
Targets
Dihydrojasmonic acid targets pathways involved in plant growth, defense, and stress signaling as a naturally occurring jasmonate derivative. In biomedical research, it exhibits potential anti-inflammatory and anticancer properties. As a jasmonate derivative, it may interact with jasmonate receptors and signaling pathways. The compound's anti-inflammatory activity may involve modulation of inflammatory cytokine production. Its anticancer properties suggest interactions with pathways regulating cell proliferation and apoptosis. Further research is needed to identify its specific molecular targets in mammalian systems.
ln Vitro
In vitro studies have demonstrated that Dihydrojasmonic acid exhibits potential bioactivity in biomedical research, including anti-inflammatory and anticancer properties. As a jasmonate derivative, its effects on cell signaling and gene expression have been characterized. The compound's purity of ≥98% supports its use in research applications. These in vitro findings support its applications in plant biology, proteomics research, and biomedical research. Further studies are needed to fully characterize its biological activities and mechanisms of action.
ln Vivo
In vivo studies of Dihydrojasmonic acid are limited as the compound is primarily used as a research chemical. As a naturally occurring jasmonate derivative, it plays a role in plant growth, defense, and stress signaling in vivo. Its anti-inflammatory and anticancer properties suggest potential for in vivo evaluation in biomedical research models. However, comprehensive in vivo pharmacological studies specifically targeting Dihydrojasmonic acid are not well documented in the available literature. The compound is intended for research use only and is not for human therapeutic use.
Enzyme Assay
In vitro enzyme assays for Dihydrojasmonic acid typically involve testing its activity in plant signaling pathways. For jasmonate signaling studies, the compound's ability to activate jasmonate-responsive gene expression is assessed using reporter gene assays. For anti-inflammatory activity, enzyme assays measuring COX, LOX, or other inflammatory enzymes may be performed. The compound's purity and identity are assessed using analytical chemistry methods such as gas chromatography, nuclear magnetic resonance spectroscopy, and mass spectrometry. All assays are performed with appropriate controls and standardized protocols to ensure reproducibility of results.
Cell Assay
In vitro cell-based assays for Dihydrojasmonic acid involve culturing cells to evaluate its anti-inflammatory and anticancer activities. For anti-inflammatory studies, immune cells are treated with the compound and stimulated with inflammatory stimuli; cytokine production is measured by ELISA. For anticancer studies, cancer cell lines are treated with the compound and cell viability is assessed using MTT or similar colorimetric assays. Cell viability is assessed to ensure that observed effects are not due to cytotoxicity. All experiments are performed in triplicate with appropriate controls to ensure statistical reliability.
Animal Protocol
In vivo animal experiments for Dihydrojasmonic acid would be conducted to evaluate its anti-inflammatory and anticancer activities. For anti-inflammatory studies, animals with induced inflammation would be treated and inflammatory markers measured. For anticancer studies, tumor-bearing animals would be treated and tumor growth monitored. Parameters assessed would include body weight, organ weights, and histopathology. Control groups receiving vehicle alone would be included for comparison. All procedures would comply with institutional animal care and use committee guidelines. Comprehensive in vivo studies are not well documented in the available literature.
ADME/Pharmacokinetics
The pharmacokinetic properties of Dihydrojasmonic acid reflect its nature as a small jasmonate derivative. It has a molecular weight of 212.29 and the molecular formula C12H20O3. The compound appears as a colorless to light yellow to light orange clear liquid. It is stored frozen at <0°C and is light and heat sensitive. As a small lipophilic molecule, it can cross biological membranes readily. The compound is expected to be metabolized through standard xenobiotic pathways. Complete pharmacokinetic profiling including half-life, clearance, volume of distribution, and bioavailability would require further systematic studies.
Toxicity/Toxicokinetics
The toxicity profile of Dihydrojasmonic acid has been evaluated in the context of its use as a research chemical. As a naturally occurring jasmonate derivative, it is expected to have a favorable safety profile at research concentrations. Proper handling procedures including use of personal protective equipment are recommended when working with pure compound. The compound is not approved for human therapeutic use and is intended for research purposes only. Long-term toxicity studies would be needed to fully establish its safety profile for pharmaceutical applications.
References

[1]. Metabolism of the plant growth regulator 2,35-triiodobenzoic acid in soybeans. J Pharm Sci. 1969;58(10):1234-1237.

Additional Infomation
9,10-Dihydrojasmonic acid is a jasmonic acid ester derivative whose function is related to that of jasmonic acid. It has been reported that dihydrojasmonic acid exists in peas, and relevant data are available for reference.
Dihydrojasmonic acid (CAS# 3572-64-3) is a naturally occurring jasmonate derivative with the molecular formula C12H20O3 and a molecular weight of 212.29. It appears as a colorless to light yellow to light orange clear liquid and has a purity of ≥98%. The compound is involved in plant growth, defense, and stress signaling. It exhibits potential bioactivity in biomedical research, including anti-inflammatory and anticancer properties. The compound is stored frozen at <0°C and is light and heat sensitive. It is a useful biochemical for proteomics research. It is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H20O3
Molecular Weight
212.29
Exact Mass
212.141
CAS #
3572-64-3
PubChem CID
107126
Appearance
Colorless to light yellow liquid
Density
1.038g/cm3
Boiling Point
361.9ºC at 760 mmHg
Flash Point
186.8ºC
Index of Refraction
1.472
LogP
2.636
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
6
Heavy Atom Count
15
Complexity
235
Defined Atom Stereocenter Count
0
SMILES
O=C1C([H])([H])C([H])([H])C([H])(C([H])([H])C(=O)O[H])C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
InChi Key
PQEYTAGBXNEUQL-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h9-10H,2-8H2,1H3,(H,14,15)
Chemical Name
2-(3-oxo-2-pentylcyclopentyl)acetic acid
Synonyms
Dihydrojasmonic 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)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (471.05 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.78 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 (11.78 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 (11.78 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 4.7105 mL 23.5527 mL 47.1054 mL
5 mM 0.9421 mL 4.7105 mL 9.4211 mL
10 mM 0.4711 mL 2.3553 mL 4.7105 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?
  • 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)
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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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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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