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Ecdysone

Cat No.:V19827 Purity: ≥98%
Ecdysone (α-Ecdysone) is the major steroid hormone in insects and herbs that activates/agonizes the mineralocorticoid receptor (MR) and causes apoptosis.
Ecdysone
Ecdysone Chemical Structure CAS No.: 3604-87-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
Official Supplier of:
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Product Description
Ecdysone (α-Ecdysone) is the major steroid hormone in insects and herbs that activates/agonizes the mineralocorticoid receptor (MR) and causes apoptosis. Ecdysone plays important roles in coordinating developmental transitions and homeostatic sleep regulation through its active metabolite 20-hydroxyecdysone (Crustecdysone; 20E).
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Intratumoral medullary collecting duct cells (IMCD) undergo apoptosis when exposed to ecdysone (alpha-ecdysone; 100 nM; for 48 hours) [1]. Inner medullary collecting duct cells (IMCD) express α-smooth muscle actin (SMA), a classic mesenchymal marker, in a dose-dependent manner when exposed to ecdysone (10, 100 nM) for 48 hours. In a dose-dependent way, ecdysone upregulates the expression of cleaved caspase 3 [1]. A significant amount of cell motility and scratch wound closure is inhibited by ecdysone (10, 100 nM; for 12 24 hours) [1]. Branching spindle mesenchymal-like cell morphologies are induced by 24 and 48 hours of treatment with 100 nM ecdysone [1].
ln Vivo
Ecdysone (alpha-ecdysone; 6 µg/g/day; SC; for 14 days) markedly reduces renal function as evidenced by a statistically significant rise in BUN levels and amplification of α-SMA expression in the kidneys of male C57BL/6 mice aged 10 weeks. The nephrotic effects of ecdysone are MR-dependent [1].
Cell Assay
Apoptosis analysis [1]
Cell Types: Inner medullary collecting duct cells (IMCD)
Tested Concentrations: 100 nM
Incubation Duration: 48 hrs (hours)
Experimental Results: Caused apoptosis of renal tubular cells.

Western Blot Analysis[1]
Cell Types: IMCD Cell
Tested Concentrations: 10, 100 nM
Incubation Duration: 48 hrs (hours)
Experimental Results: Induces expression of alpha-smooth muscle actin (SMA), a standard mesenchymal Mark.
References

[1]. Ecdysone Elicits Chronic Renal Impairment via Mineralocorticoid-Like Pathogenic Activities. Cell Physiol Biochem. 2018;49(4):1633-1645.

[2]. Activation of Mineralocorticoid Receptor by Ecdysone, an Adaptogenic and Anabolic Ecdysteroid, Promotes Glomerular Injury and Proteinuria Involving Overactive GSK3β Pathway Signaling. Sci Rep. 2018 Aug 15;8(1):12225.

Additional Infomation
Ecdysone is a 6-oxo steroid that is 5beta-cholest-7-en-6-one substituted by hydroxy groups at positions 2, 3, 14, 22 and 25 respectively (the 2beta, 3beta, 22R stereoisomer). It is a steroid prohormone of the major insect moulting hormone 20-hydroxyecdysone. It has a role as a prohormone. It is a 2beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 22-hydroxy steroid, a 25-hydroxy steroid, a 6-oxo steroid, a 3beta-sterol and an ecdysteroid. It derives from a hydride of a 5beta-cholestane.
Ecdysone has been reported in Charybdis japonica, Sida szechuensis, and other organisms with data available.
A steroid hormone that regulates the processes of MOLTING or ecdysis in insects.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H44O6
Molecular Weight
464.63466
Exact Mass
464.314
CAS #
3604-87-3
PubChem CID
19212
Appearance
White to off-white solid powder
Density
1.22g/cm3
Boiling Point
632ºC at 760mmHg
Melting Point
242°C
Flash Point
350ºC
Index of Refraction
1.582
LogP
2.739
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
5
Heavy Atom Count
33
Complexity
821
Defined Atom Stereocenter Count
10
SMILES
C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)[C@@H](CCC(C)(C)O)O
InChi Key
UPEZCKBFRMILAV-JMZLNJERSA-N
InChi Code
InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1
Chemical Name
(2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
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 : ~50 mg/mL (~107.61 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.69 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 12.5 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: ≥ 1.25 mg/mL (2.69 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 12.5 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: ≥ 1.25 mg/mL (2.69 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 12.5 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 2.1523 mL 10.7613 mL 21.5225 mL
5 mM 0.4305 mL 2.1523 mL 4.3045 mL
10 mM 0.2152 mL 1.0761 mL 2.1523 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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
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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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