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Uniconazole

Cat No.:V10957 Purity: ≥98%
Uniconazole is a plant growth inhibitor and a potent inhibitor of abscisic acid (ABA) catabolism with IC50 of 68 nM for ABA 8'-hydroxylase.
Uniconazole
Uniconazole Chemical Structure CAS No.: 83657-22-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
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Product Description
Uniconazole is a plant growth inhibitor and a potent inhibitor of abscisic acid (ABA) catabolism with IC50 of 68 nM for ABA 8'-hydroxylase. Uniconazole is a potent and competitive inhibitor of CYP707A3 activity with Ki of 8 nM. Uniconazole significantly inhibits the biosynthesis of gibberellins, and the biosynthesis of brassinosteroids is also inhibited to a certain extent.
Uniconazole (CAS#: 83657-22-1) is a plant growth regulator that functions by inhibiting cytochrome P450 707As (CYP707As), a family of enzymes that catabolize abscisic acid (ABA). This inhibition suppresses gibberellin and sterol biosynthesis. Uniconazole is a potent inhibitor of ABA catabolism with an IC50 of 68 nM for ABA 8'-hydroxylase. It is a potent and competitive inhibitor of CYP707A3 activity with a Ki of 8 nM. Uniconazole is used as a plant growth retardant to reduce shoot growth.
Biological Activity I Assay Protocols (From Reference)
Targets
Uniconazole targets cytochrome P450 707As (CYP707As), the major ABA catabolic enzymes. It acts as a potent and competitive inhibitor of CYP707A3 activity with a Ki of 8 nM. By inhibiting these enzymes, uniconazole prevents the breakdown of abscisic acid (ABA), leading to increased ABA levels. This, in turn, suppresses the biosynthesis of gibberellins and sterols, resulting in reduced shoot growth and other plant growth regulatory effects.
ln Vitro
In vitro, Uniconazole has been shown to potently inhibit the activity of cytochrome P450 707As (CYP707As), the enzymes responsible for ABA catabolism. The compound has an IC50 of 68 nM for ABA 8'-hydroxylase and a Ki of 8 nM for CYP707A3. Uniconazole is a competitive inhibitor of these enzymes. The compound's inhibitory activity has been demonstrated in biochemical assays using recombinant CYP707A enzymes.
ln Vivo
Uniconazole (0-50 μM) can effectively suppress ABA 8'-hydroxylase activity and promote drought tolerance in vivo [1]. Uniconazole can boost the activity of antioxidant enzymes, promote the accumulation of proline and soluble sugar, and prevent the buildup of malondialdehyde [2].
In vivo, Uniconazole is used as a plant growth regulator to reduce shoot growth and promote other desirable traits in plants. It is applied to various crops, including ornamental plants, fruits, and vegetables. Uniconazole has been shown to be effective in reducing plant height, increasing stem diameter, and promoting flowering. The compound's effects are mediated through the inhibition of gibberellin and sterol biosynthesis.
Enzyme Assay
In vitro enzyme inhibition assays for Uniconazole typically involve measuring the activity of recombinant CYP707A enzymes in the presence of varying concentrations of the compound. The enzyme is incubated with its substrate, ABA, and Uniconazole. The production of the ABA catabolite is measured using HPLC or LC-MS. The IC50 value for inhibition of the enzyme is determined from dose-response curves. The Ki value is determined from kinetic analysis.
Cell Assay
In vitro cell-based studies with Uniconazole are not typical, as the compound is primarily used as a plant growth regulator. However, its effects on plant cells can be studied. Plant cells or tissues are treated with Uniconazole at various concentrations, and the levels of ABA, gibberellins, and sterols are measured. The effect of Uniconazole on plant cell growth and differentiation can also be evaluated.
Animal Protocol
Animal/Disease Models: Arabidopsis [1]
Doses: 0.5, 1, 5, 25, 50 μM
Route of Administration:
Experimental Results:Inhibition of PA (phyllic acid) production and enhanced drought tolerance.
In vivo plant studies with Uniconazole are typically conducted in growth chambers or greenhouses. The compound is applied to plants as a soil drench, foliar spray, or seed treatment. The effect of Uniconazole on plant height, stem diameter, flowering, and other growth parameters is assessed. The levels of ABA, gibberellins, and sterols in plant tissues are measured. The efficacy of Uniconazole in reducing shoot growth and promoting other desirable traits is evaluated.
ADME/Pharmacokinetics
The pharmacokinetic properties of Uniconazole in plants have been studied. The compound is absorbed by plant roots and leaves and is translocated to various tissues. Uniconazole is metabolized in plants to various metabolites. The compound's persistence in plants and soil varies depending on the application method and environmental conditions. Detailed PK parameters in plants have been reported in the literature.
Toxicity/Toxicokinetics
The toxicity of Uniconazole has been evaluated in animals and environmental studies. The compound has a relatively low toxicity to mammals and birds. Uniconazole can be toxic to aquatic organisms. Appropriate safety precautions should be taken when handling the compound. Uniconazole is for agricultural use only and is not approved for human therapeutic use.
References

[1]. A plant growth retardant, uniconazole, is a potent inhibitor of ABA catabolism in Arabidopsis. Biosci Biotechnol Biochem. 2006 Jul;70(7):1731-9.

[2]. Uniconazole-induced tolerance of soybean to water deficit stress in relation to changes in photosynthesis, hormones and antioxidant system. J Plant Physiol. 2007 Jun;164(6):709-17.

Additional Infomation
(1E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol is a triazole compound with a structure in which 1,2,4-triazole is substituted at the 1-position with a 1-(p-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl group. It belongs to the monochlorobenzene class, secondary alcohols, and triazole class.
Uniconazole is a plant growth regulator widely used in agriculture and horticulture. It is effective in reducing shoot growth, promoting flowering, and improving stress tolerance in various crops. Uniconazole is a member of the triazole class of plant growth regulators. The compound is not an FDA-approved drug and is not commercially available as a pharmaceutical product.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H18CLN3O
Molecular Weight
291.78
Exact Mass
291.113
CAS #
83657-22-1
PubChem CID
6436604
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
474.6±55.0 °C at 760 mmHg
Melting Point
153ºC
Flash Point
240.8±31.5 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.580
LogP
3.84
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Heavy Atom Count
20
Complexity
346
Defined Atom Stereocenter Count
0
SMILES
CC(C)(C)C(/C(=C\C1=CC=C(C=C1)Cl)/N2C=NC=N2)O
InChi Key
YNWVFADWVLCOPU-MDWZMJQESA-N
InChi Code
InChI=1S/C15H18ClN3O/c1-15(2,3)14(20)13(19-10-17-9-18-19)8-11-4-6-12(16)7-5-11/h4-10,14,20H,1-3H3/b13-8+
Chemical Name
(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol
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 (~342.72 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.57 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 (8.57 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 (8.57 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 3.4272 mL 17.1362 mL 34.2724 mL
5 mM 0.6854 mL 3.4272 mL 6.8545 mL
10 mM 0.3427 mL 1.7136 mL 3.4272 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.

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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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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:
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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