| Size | Price | Stock | Qty |
|---|---|---|---|
| 10mg |
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| Other Sizes |
| Targets |
Ancymidol primarily targets the gibberellin biosynthetic pathway in plants. It specifically inhibits the oxidation of ent-kaurene to ent-kaurenoic acid in the gibberellin biosynthetic pathway, leading to reduced levels of active gibberellins. The compound also interferes with cellulose biosynthesis. By reducing endogenous gibberellin levels, ancymidol restricts stem elongation, promotes more compact growth, and can influence flowering and fruit development. It acts as a cellulose synthesis inhibitor and gibberellin biosynthesis inhibitor. The compound's mode of action makes it valuable for studying gibberellin-mediated growth processes.
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| ln Vitro |
In vitro, ancymidol has been used as a cytochrome P450 inhibitor to study its effects on Cyanidioschyzon merolae strain. The compound blocks the abnormal elongation of plant cells by inhibiting the oxidation of gibberellin biosynthetic intermediates while also suppressing plant growth by interfering with cellulose biosynthesis. It functions as a monooxygenase inhibitor. Cellular assays in plant systems typically evaluate its effects on cell elongation, gibberellin levels, and cellulose synthesis. The compound's activity is measured by assessing plant growth inhibition and morphological changes.
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| ln Vivo |
In vivo, ancymidol is applied to plants as a growth regulator to reduce internode elongation and produce more compact plants. It is used in the commercial production of various container-grown plants including chrysanthemums, Easter lilies, and poinsettias. By reducing endogenous gibberellin levels, ancymidol restricts stem elongation and promotes more compact growth. The compound can influence flowering and fruit development. Its effects are dose-dependent and species-specific. The compound is typically applied as a foliar spray or drench in horticultural applications.
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| Enzyme Assay |
In vitro enzyme assays for ancymidol typically evaluate its activity as a gibberellin biosynthesis inhibitor and monooxygenase inhibitor. A standard assay protocol involves incubating the compound with plant microsomal preparations or purified enzymes (e.g., ent-kaurene oxidase) in appropriate buffer systems. The compound is dissolved in DMSO and diluted to working concentrations (typically 1-100 μM). Enzyme activity is measured by quantifying the conversion of ent-kaurene to ent-kaurenoic acid using HPLC or GC-MS. IC₅₀ values are calculated from dose-response curves. The compound's ability to inhibit cellulose synthesis can also be evaluated using similar enzyme assays.
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| Cell Assay |
Cellular assays for ancymidol typically evaluate its effects on plant cell elongation and growth. A standard protocol involves culturing plant cells or tissues (e.g., Arabidopsis seedlings, tobacco BY-2 cells) in growth medium supplemented with ancymidol at concentrations ranging from 0.1-100 μM. Cultures are maintained at appropriate temperature (typically 25°C) with a 16-hour light/8-hour dark photoperiod. Cell elongation is measured by microscopic analysis of cell length. Gibberellin levels are quantified using ELISA or LC-MS. The compound's effects on cellulose synthesis are assessed by measuring cell wall composition.
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| Animal Protocol |
In vivo plant studies for ancymidol typically evaluate its effects on plant growth and development. A standard protocol involves growing plants (e.g., Arabidopsis, chrysanthemums, or poinsettias) in controlled environment chambers or greenhouses. Plants are treated with ancymidol via foliar spray or drench at concentrations ranging from 0.1-100 mg/L. Plant height, internode length, and flowering are monitored regularly. Gibberellin levels in plant tissues are quantified using ELISA or LC-MS. Cell wall composition and cellulose content are analyzed. The compound's effects on plant architecture and development are evaluated.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for ancymidol in animals is not applicable, as it is a plant growth regulator. The compound has a molecular weight of approximately 256.3 g/mol and is soluble in DMSO at 60 mg/mL. It is stored at room temperature. In plant systems, ancymidol is taken up through roots or foliar application and translocated to target tissues. Its persistence and metabolism in plants depend on species and environmental conditions. The compound is classified as a BioReagent for plant cell culture applications.
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| Toxicity/Toxicokinetics |
Toxicity Data
LCLo (Rat) > 5600 mg/m³/4hr Toxicological data for ancymidol in animals and humans is limited, as it is a plant growth regulator not intended for human use. The compound is classified for research use only. Standard safety precautions include handling with appropriate personal protective equipment (gloves, lab coat, safety goggles) in a well-ventilated area. The compound should be stored at room temperature. Acute toxicity data is not readily available in the public literature. As with all research chemicals, appropriate laboratory safety practices should be followed. No specific LD₅₀ values or detailed toxicological profiles are available in the public domain. |
| References |
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| Additional Infomation |
Ancymidol is a tertiary alcohol with a methanol-like structure, in which the hydrogen atoms on the carbon atoms are replaced by cyclopropyl, p-methoxyphenyl, and pyrimidin-5-yl groups. Ancymidol slows plant growth by inhibiting gibberellin biosynthesis, thereby reducing internode elongation and resulting in a more compact plant. It is widely used in the commercial production of various potted flowers and foliage plants, including chrysanthemums, Easter lilies, and poinsettias. It acts as a plant growth inhibitor, a cellulose synthesis inhibitor, and a gibberellin biosynthesis inhibitor. It is a tertiary alcohol belonging to the pyrimidine class of compounds.
Ancymidol (CAS 12771-68-5) is a pyrimidine-class plant growth regulator that interferes with gibberellin and cellulose biosynthesis. It acts as a monooxygenase inhibitor and is used in the commercial production of container-grown plants. The compound is classified as a research-use-only compound not intended for diagnostic or therapeutic purposes. It is available from multiple commercial suppliers in various pack sizes. No clinical trials or approved drug status exist for this compound as it is not a therapeutic agent. Its applications are limited to plant research and horticulture. |
| Molecular Formula |
C15H16N2O2
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|---|---|
| Molecular Weight |
256.30
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| Exact Mass |
256.121
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| CAS # |
12771-68-5
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| PubChem CID |
25572
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| Appearance |
White to off-white solid powder
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| Density |
1.259 g/cm3
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| Boiling Point |
442.2ºC at 760 mmHg
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| Melting Point |
110-111°C
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| Flash Point |
221.2ºC
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| Vapour Pressure |
1.35E-08mmHg at 25°C
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| Index of Refraction |
1.618
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| LogP |
2.131
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
19
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| Complexity |
295
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| Defined Atom Stereocenter Count |
0
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| SMILES |
COC1=CC=C(C=C1)C(C2CC2)(C3=CN=CN=C3)O
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| InChi Key |
HUTDUHSNJYTCAR-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C15H16N2O2/c1-19-14-6-4-12(5-7-14)15(18,11-2-3-11)13-8-16-10-17-9-13/h4-11,18H,2-3H2,1H3
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| Chemical Name |
cyclopropyl-(4-methoxyphenyl)-pyrimidin-5-ylmethanol
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (390.17 mM)
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|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.9017 mL | 19.5084 mL | 39.0168 mL | |
| 5 mM | 0.7803 mL | 3.9017 mL | 7.8034 mL | |
| 10 mM | 0.3902 mL | 1.9508 mL | 3.9017 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.
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.